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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:11 UTC

Update Date

2020-02-26 21:39:07 UTC

HMDB ID

HMDB0013845

Secondary Accession Numbers

HMDB13845

Metabolite Identification

Common Name

SR 49498

Description

SR 49498 belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. SR 49498 is an extremely weak basic (essentially neutral) compound (based on its pKa). SR 49498 is a metabolite of Irbesartan.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 06191310192D          

 33 36  0  0  0  0            999 V2000
    9.5245  -10.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7610   -9.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5638   -9.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2106   -1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6571   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1831   -5.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9384   -6.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9576   -2.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8505   -0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8002   -8.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1988   -4.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8387   -4.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4518   -3.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0080   -5.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6119   -7.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1393   -5.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3921   -4.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8981   -3.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1512   -2.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5975   -1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6029   -8.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7911   -1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0797   -6.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2732   -6.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8394   -7.2690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1765   -1.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4573   -2.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4631   -1.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6366   -2.6277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3326   -5.7101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6333   -7.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1692   -8.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20  8  2  0  0  0  0
 20 19  1  0  0  0  0
 21  9  2  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23 21  1  0  0  0  0
 25 15  1  0  0  0  0
 25 16  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 30 29  1  0  0  0  0
 31 17  1  0  0  0  0
 31 24  1  0  0  0  0
 32 24  2  0  0  0  0
 26 22  1  0  0  0  0
 22 33  2  0  0  0  0
M  END

HMDB0013845
     RDKit          3D
SR 49498
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.6591    2.3645    1.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4341    1.1247    1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6687    1.1093    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947    1.1265   -0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781   -0.0615   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9940   -0.9810    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.1773   -1.0050 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -1.3364   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -1.1586   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -0.0841   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717   -2.0667   -1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -1.8040   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.8388   -1.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328   -0.7715   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    0.1445    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7615    1.0209   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    1.9895    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3208    3.3421    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820    4.2525    0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046    3.8638    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7376    2.5354    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813    1.5879    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745    0.1981    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5702   -0.8014    0.0224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755   -1.9460    0.1289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4138   -1.6527    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4185   -0.3570    0.9851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.9263   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    0.0155   -2.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646   -1.5278    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157   -2.9961    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -3.6648   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -2.5885   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    2.7124    2.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5793    2.0954    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    3.0753    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190    1.1350    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871    0.2600    1.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    1.9737   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2794    0.1899   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463    2.0787   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6074    1.1822   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9430    0.5801   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -2.9507   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.7398   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -1.4861   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -1.4356    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.2139    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    3.6377   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139    5.3077    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0834    4.5844    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960    2.1769    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1597   -2.3304    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    1.5906   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -0.0104   -3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -1.1017    0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.9974    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -3.3381    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7105   -3.2827    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -4.1919    0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0039   -4.4185   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -2.8284   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -2.4694   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33  8  1  0
 29 13  1  0
 22 17  1  0
 27 23  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 26 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
M  END


  Mrv0541 06191310192D          

 33 36  0  0  0  0            999 V2000
    9.5245  -10.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7610   -9.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5638   -9.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2106   -1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6571   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1831   -5.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9384   -6.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9576   -2.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8505   -0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8002   -8.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1988   -4.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8387   -4.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4518   -3.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0080   -5.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6119   -7.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1393   -5.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3921   -4.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8981   -3.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1512   -2.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5975   -1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6029   -8.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7911   -1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0797   -6.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2732   -6.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8394   -7.2690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1765   -1.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4573   -2.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4631   -1.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6366   -2.6277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3326   -5.7101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6333   -7.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1692   -8.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20  8  2  0  0  0  0
 20 19  1  0  0  0  0
 21  9  2  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23 21  1  0  0  0  0
 25 15  1  0  0  0  0
 25 16  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 30 29  1  0  0  0  0
 31 17  1  0  0  0  0
 31 24  1  0  0  0  0
 32 24  2  0  0  0  0
 26 22  1  0  0  0  0
 22 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013845

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)NC1(CCCC1)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

> <INCHI_IDENTIFIER>
InChI=1S/C25H30N6O2/c1-2-3-10-22(32)27-25(15-6-7-16-25)24(33)26-17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-28-30-31-29-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,26,33)(H,27,32)(H,28,29,30,31)

> <INCHI_KEY>
PAKGYCNZUGIDHV-UHFFFAOYSA-N

> <FORMULA>
C25H30N6O2

> <MOLECULAR_WEIGHT>
446.5447

> <EXACT_MASS>
446.243024234

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
48.9800780391463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-pentanamido-N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)cyclopentane-1-carboxamide

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
4.385764770333332

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.902984149975584

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3994141063950805

> <JCHEM_PKA_STRONGEST_BASIC>
0.06397419118913494

> <JCHEM_POLAR_SURFACE_AREA>
112.66

> <JCHEM_REFRACTIVITY>
139.559

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-pentanamido-N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)cyclopentane-1-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013845
     RDKit          3D
SR 49498
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.6591    2.3645    1.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4341    1.1247    1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6687    1.1093    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947    1.1265   -0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781   -0.0615   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9940   -0.9810    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.1773   -1.0050 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -1.3364   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -1.1586   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -0.0841   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717   -2.0667   -1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -1.8040   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.8388   -1.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328   -0.7715   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    0.1445    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7615    1.0209   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    1.9895    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3208    3.3421    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820    4.2525    0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046    3.8638    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7376    2.5354    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813    1.5879    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745    0.1981    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5702   -0.8014    0.0224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755   -1.9460    0.1289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4138   -1.6527    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4185   -0.3570    0.9851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.9263   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    0.0155   -2.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646   -1.5278    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157   -2.9961    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -3.6648   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -2.5885   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    2.7124    2.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5793    2.0954    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    3.0753    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190    1.1350    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871    0.2600    1.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    1.9737   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2794    0.1899   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463    2.0787   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6074    1.1822   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9430    0.5801   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -2.9507   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.7398   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -1.4861   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -1.4356    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.2139    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    3.6377   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139    5.3077    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0834    4.5844    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960    2.1769    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1597   -2.3304    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    1.5906   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -0.0104   -3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -1.1017    0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.9974    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -3.3381    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7105   -3.2827    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -4.1919    0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0039   -4.4185   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -2.8284   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -2.4694   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33  8  1  0
 29 13  1  0
 22 17  1  0
 27 23  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 26 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  C   UNK     0      17.779 -18.706   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.221 -17.230   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.719 -16.875   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.393  -2.682   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.360  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.008 -11.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.552 -12.481   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.921  -4.148   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.854  -1.864   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.160 -15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.504  -8.545   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.966  -7.727   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.977  -7.079   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.438  -6.261   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.548 -10.990   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.809 -13.370   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.527 -10.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.999  -8.869   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.943  -5.938   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.416  -4.472   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.382  -3.330   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.659 -15.044   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.877  -3.654   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.549 -12.125   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.043 -12.449   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      22.100 -13.569   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      22.729  -2.626   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      23.254  -5.062   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      21.398  -3.399   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      21.722  -4.905   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      23.021 -10.659   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0      23.582 -13.267   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      22.716 -16.164   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   10                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    7   15                                                       
CONECT    7    6   16                                                       
CONECT    8    4   20                                                       
CONECT    9    5   21                                                       
CONECT   10    3   22                                                       
CONECT   11   13   18                                                       
CONECT   12   14   18                                                       
CONECT   13   11   19                                                       
CONECT   14   12   19                                                       
CONECT   15    6   25                                                       
CONECT   16    7   25                                                       
CONECT   17   18   31                                                       
CONECT   18   11   12   17                                                  
CONECT   19   13   14   20                                                  
CONECT   20    8   19   21                                                  
CONECT   21    9   20   23                                                  
CONECT   22   10   26   33                                                  
CONECT   23   21   27   28                                                  
CONECT   24   25   31   32                                                  
CONECT   25   15   16   24   26                                             
CONECT   26   25   22                                                       
CONECT   27   23   29                                                       
CONECT   28   23   30                                                       
CONECT   29   27   30                                                       
CONECT   30   28   29                                                       
CONECT   31   17   24                                                       
CONECT   32   24                                                            
CONECT   33   22                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0013845
HETATM    1  C1  UNL     1       5.659   2.365   1.976  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.434   1.125   1.554  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.669   1.109   0.084  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.395   1.126  -0.698  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.578  -0.062  -0.429  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.994  -0.981   0.304  1.00  0.00           O  
HETATM    7  N1  UNL     1       3.294  -0.177  -1.005  1.00  0.00           N  
HETATM    8  C6  UNL     1       2.414  -1.336  -0.785  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.151  -1.159  -1.532  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.020  -0.084  -2.212  1.00  0.00           O  
HETATM   11  N2  UNL     1       0.072  -2.067  -1.566  1.00  0.00           N  
HETATM   12  C8  UNL     1      -1.138  -1.804  -2.334  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.033  -0.839  -1.689  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.133  -0.771  -0.323  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.984   0.145   0.292  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.762   1.021  -0.457  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.667   1.990   0.141  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.321   3.342   0.232  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.182   4.252   0.813  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.405   3.864   1.320  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.738   2.535   1.227  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.881   1.588   0.641  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.275   0.198   0.554  1.00  0.00           C  
HETATM   24  N3  UNL     1      -5.570  -0.801   0.022  1.00  0.00           N  
HETATM   25  N4  UNL     1      -6.275  -1.946   0.129  1.00  0.00           N  
HETATM   26  N5  UNL     1      -7.414  -1.653   0.726  1.00  0.00           N  
HETATM   27  N6  UNL     1      -7.419  -0.357   0.985  1.00  0.00           N  
HETATM   28  C20 UNL     1      -3.637   0.926  -1.829  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.790   0.015  -2.448  1.00  0.00           C  
HETATM   30  C22 UNL     1       2.165  -1.528   0.673  1.00  0.00           C  
HETATM   31  C23 UNL     1       2.116  -2.996   0.931  1.00  0.00           C  
HETATM   32  C24 UNL     1       2.694  -3.665  -0.289  1.00  0.00           C  
HETATM   33  C25 UNL     1       3.093  -2.589  -1.246  1.00  0.00           C  
HETATM   34  H1  UNL     1       6.077   2.712   2.926  1.00  0.00           H  
HETATM   35  H2  UNL     1       4.579   2.095   2.084  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.727   3.075   1.142  1.00  0.00           H  
HETATM   37  H4  UNL     1       7.419   1.135   2.121  1.00  0.00           H  
HETATM   38  H5  UNL     1       5.887   0.260   1.947  1.00  0.00           H  
HETATM   39  H6  UNL     1       7.275   1.974  -0.262  1.00  0.00           H  
HETATM   40  H7  UNL     1       7.279   0.190  -0.135  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.846   2.079  -0.501  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.607   1.182  -1.810  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.943   0.580  -1.612  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.169  -2.951  -1.011  1.00  0.00           H  
HETATM   45  H12 UNL     1      -1.722  -2.740  -2.491  1.00  0.00           H  
HETATM   46  H13 UNL     1      -0.809  -1.486  -3.347  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.546  -1.436   0.324  1.00  0.00           H  
HETATM   48  H15 UNL     1      -3.079   0.214   1.360  1.00  0.00           H  
HETATM   49  H16 UNL     1      -3.348   3.638  -0.175  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.914   5.308   0.886  1.00  0.00           H  
HETATM   51  H18 UNL     1      -7.083   4.584   1.779  1.00  0.00           H  
HETATM   52  H19 UNL     1      -7.696   2.177   1.615  1.00  0.00           H  
HETATM   53  H20 UNL     1      -8.160  -2.330   0.944  1.00  0.00           H  
HETATM   54  H21 UNL     1      -4.225   1.591  -2.445  1.00  0.00           H  
HETATM   55  H22 UNL     1      -2.736  -0.010  -3.546  1.00  0.00           H  
HETATM   56  H23 UNL     1       1.162  -1.102   0.900  1.00  0.00           H  
HETATM   57  H24 UNL     1       2.896  -0.997   1.323  1.00  0.00           H  
HETATM   58  H25 UNL     1       1.064  -3.338   1.155  1.00  0.00           H  
HETATM   59  H26 UNL     1       2.710  -3.283   1.842  1.00  0.00           H  
HETATM   60  H27 UNL     1       3.652  -4.192   0.023  1.00  0.00           H  
HETATM   61  H28 UNL     1       2.004  -4.418  -0.738  1.00  0.00           H  
HETATM   62  H29 UNL     1       2.694  -2.828  -2.281  1.00  0.00           H  
HETATM   63  H30 UNL     1       4.201  -2.469  -1.310  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6    6    7
CONECT    7    8   43
CONECT    8    9   30   33
CONECT    9   10   10   11
CONECT   11   12   44
CONECT   12   13   45   46
CONECT   13   14   14   29
CONECT   14   15   47
CONECT   15   16   16   48
CONECT   16   17   28
CONECT   17   18   18   22
CONECT   18   19   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   22   52
CONECT   22   23
CONECT   23   24   27   27
CONECT   24   25   25
CONECT   25   26
CONECT   26   27   53
CONECT   28   29   29   54
CONECT   29   55
CONECT   30   31   56   57
CONECT   31   32   58   59
CONECT   32   33   60   61
CONECT   33   62   63
END

HMDB0013845
     RDKit          3D
SR 49498
 63 66  0  0  0  0  0  0  0  0999 V2000
    5.6591    2.3645    1.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4341    1.1247    1.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6687    1.1093    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947    1.1265   -0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781   -0.0615   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9940   -0.9810    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.1773   -1.0050 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142   -1.3364   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -1.1586   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -0.0841   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717   -2.0667   -1.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -1.8040   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.8388   -1.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328   -0.7715   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843    0.1445    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7615    1.0209   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6671    1.9895    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3208    3.3421    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820    4.2525    0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4046    3.8638    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7376    2.5354    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8813    1.5879    0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745    0.1981    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5702   -0.8014    0.0224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755   -1.9460    0.1289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4138   -1.6527    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4185   -0.3570    0.9851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6366    0.9263   -1.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    0.0155   -2.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1646   -1.5278    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157   -2.9961    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -3.6648   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -2.5885   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    2.7124    2.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5793    2.0954    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    3.0753    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190    1.1350    2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871    0.2600    1.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750    1.9737   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2794    0.1899   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463    2.0787   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6074    1.1822   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9430    0.5801   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -2.9507   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -2.7398   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -1.4861   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5461   -1.4356    0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0788    0.2139    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    3.6377   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139    5.3077    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0834    4.5844    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6960    2.1769    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1597   -2.3304    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    1.5906   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -0.0104   -3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -1.1017    0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.9974    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -3.3381    1.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7105   -3.2827    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -4.1919    0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0039   -4.4185   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -2.8284   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -2.4694   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 16 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33  8  1  0
 29 13  1  0
 22 17  1  0
 27 23  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  7 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 15 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 26 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[(1-Hydroxypentylidene)amino]-N-{[2'-(2H-1,2,3,4-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]methyl}cyclopentane-1-carboximidate	Generator

Chemical Formula

C₂₅H₃₀N₆O₂

Average Molecular Weight

446.5447

Monoisotopic Molecular Weight

446.243024234

IUPAC Name

1-pentanamido-N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)cyclopentane-1-carboxamide

Traditional Name

1-pentanamido-N-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)cyclopentane-1-carboxamide

CAS Registry Number

Not Available

SMILES

CCCCC(=O)NC1(CCCC1)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

InChI Identifier

InChI=1S/C25H30N6O2/c1-2-3-10-22(32)27-25(15-6-7-16-25)24(33)26-17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-28-30-31-29-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,26,33)(H,27,32)(H,28,29,30,31)

InChI Key

PAKGYCNZUGIDHV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Phenyltetrazole
Azole
Tetrazole
Heteroaromatic compound
Carboximidic acid
Carboximidic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013845)
Kidney (HMDB: HMDB0013845)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013845)

Source

Endogenous

Endogenous (HMDB: HMDB0013845)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0079 g/L	ALOGPS
logP	3.56	ALOGPS
logP	4.39	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.4	ChemAxon
pKa (Strongest Basic)	0.064	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	139.56 m³·mol⁻¹	ChemAxon
Polarizability	48.98 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	208.234	31661259
DarkChem	[M-H]-	204.277	31661259
DeepCCS	[M+H]+	203.793	30932474
DeepCCS	[M-H]-	201.435	30932474
DeepCCS	[M-2H]-	234.799	30932474
DeepCCS	[M+Na]+	210.52	30932474
AllCCS	[M+H]+	209.0	32859911
AllCCS	[M+H-H2O]+	207.0	32859911
AllCCS	[M+NH4]+	210.9	32859911
AllCCS	[M+Na]+	211.4	32859911
AllCCS	[M-H]-	202.1	32859911
AllCCS	[M+Na-2H]-	203.2	32859911
AllCCS	[M+HCOO]-	204.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.72 minutes	32390414
Predicted by Siyang on May 30, 2022	16.4431 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3002.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	301.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	232.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	192.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	606.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	585.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1612.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	605.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1594.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	248.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	134.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
SR 49498	CCCCC(=O)NC1(CCCC1)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	4702.5	Standard polar	33892256
SR 49498	CCCCC(=O)NC1(CCCC1)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	3664.7	Standard non polar	33892256
SR 49498	CCCCC(=O)NC1(CCCC1)C(=O)NCC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1	4117.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
SR 49498,1TMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C	3818.4	Semi standard non polar	33892256
SR 49498,1TMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C	3886.0	Standard non polar	33892256
SR 49498,1TMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C	5555.7	Standard polar	33892256
SR 49498,1TMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1	3807.1	Semi standard non polar	33892256
SR 49498,1TMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1	3859.4	Standard non polar	33892256
SR 49498,1TMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1	5352.0	Standard polar	33892256
SR 49498,1TMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1	4058.5	Semi standard non polar	33892256
SR 49498,1TMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1	3965.1	Standard non polar	33892256
SR 49498,1TMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1	5251.8	Standard polar	33892256
SR 49498,2TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	3739.1	Semi standard non polar	33892256
SR 49498,2TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	3818.9	Standard non polar	33892256
SR 49498,2TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	5159.0	Standard polar	33892256
SR 49498,2TMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C	3985.6	Semi standard non polar	33892256
SR 49498,2TMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C	3973.1	Standard non polar	33892256
SR 49498,2TMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C	5125.0	Standard polar	33892256
SR 49498,2TMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1	3967.4	Semi standard non polar	33892256
SR 49498,2TMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1	3962.4	Standard non polar	33892256
SR 49498,2TMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1	4950.2	Standard polar	33892256
SR 49498,3TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	3907.7	Semi standard non polar	33892256
SR 49498,3TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	3958.5	Standard non polar	33892256
SR 49498,3TMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C2)[Si](C)(C)C)CCCC1)[Si](C)(C)C	4816.1	Standard polar	33892256
SR 49498,1TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	4007.6	Semi standard non polar	33892256
SR 49498,1TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	4097.5	Standard non polar	33892256
SR 49498,1TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	5487.6	Standard polar	33892256
SR 49498,1TBDMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	4009.0	Semi standard non polar	33892256
SR 49498,1TBDMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	4057.1	Standard non polar	33892256
SR 49498,1TBDMS,isomer #2	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	5358.3	Standard polar	33892256
SR 49498,1TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1	4174.9	Semi standard non polar	33892256
SR 49498,1TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1	4194.1	Standard non polar	33892256
SR 49498,1TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1	5206.9	Standard polar	33892256
SR 49498,2TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	4074.5	Semi standard non polar	33892256
SR 49498,2TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	4234.0	Standard non polar	33892256
SR 49498,2TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	5109.3	Standard polar	33892256
SR 49498,2TBDMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	4281.0	Semi standard non polar	33892256
SR 49498,2TBDMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	4407.4	Standard non polar	33892256
SR 49498,2TBDMS,isomer #2	CCCCC(=O)N(C1(C(=O)NCC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)CCCC1)[Si](C)(C)C(C)(C)C	5053.2	Standard polar	33892256
SR 49498,2TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	4277.9	Semi standard non polar	33892256
SR 49498,2TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	4381.0	Standard non polar	33892256
SR 49498,2TBDMS,isomer #3	CCCCC(=O)NC1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1	4956.0	Standard polar	33892256
SR 49498,3TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	4362.9	Semi standard non polar	33892256
SR 49498,3TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	4568.5	Standard non polar	33892256
SR 49498,3TBDMS,isomer #1	CCCCC(=O)N(C1(C(=O)N(CC2=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C2)[Si](C)(C)C(C)(C)C)CCCC1)[Si](C)(C)C(C)(C)C	4821.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - SR 49498 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-8951200000-84217b7414e4a7681d16	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SR 49498 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 10V, Positive-QTOF	splash10-03ds-2589800000-cd5d13c9ac5a69fc6cc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 20V, Positive-QTOF	splash10-0f79-4492100000-bdbe131c0f08d60f0a43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 40V, Positive-QTOF	splash10-0a5i-9350000000-d9f69b7e4a8afcbde6ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 10V, Negative-QTOF	splash10-0002-1111900000-9bd3c260c5b6cb133963	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 20V, Negative-QTOF	splash10-03dj-6565900000-43442353c63221a79d03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 40V, Negative-QTOF	splash10-003r-9700000000-bb4da75abefb6468f129	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 10V, Positive-QTOF	splash10-0002-0028900000-5b74cc500ea3d7c819f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 20V, Positive-QTOF	splash10-000b-7097100000-1584481b70d21d81f396	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 40V, Positive-QTOF	splash10-052r-1190000000-5f91a08dcc3b293e1318	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 10V, Negative-QTOF	splash10-0002-0020900000-c6cfda36db5328178aa4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 20V, Negative-QTOF	splash10-03fs-7938400000-a0f505ab35561f665bd0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SR 49498 40V, Negative-QTOF	splash10-004i-4910000000-e47d4881af60c7740911	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68617604

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-3

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

3. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

6. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

7. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Transcription factor AP-1

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Transcription factor that recognizes and binds to the enhancer heptamer motif 5'-TGA[CG]TCA-3'
Gene Name:: JUN
Uniprot ID:: P05412
Molecular weight:: 35675.3

References

Zhu ZS, Wang JM, Chen SL: Mesenteric artery remodeling and effects of imidapril and irbesartan on it in spontaneously hypertensive rats. World J Gastroenterol. 2004 May 15;10(10):1471-5. [PubMed:15133856 ]
Cheng SM, Yang SP, Ho LJ, Tsao TP, Chang DM, Lai JH: Irbesartan inhibits human T-lymphocyte activation through downregulation of activator protein-1. Br J Pharmacol. 2004 Jul;142(6):933-42. Epub 2004 Jun 21. [PubMed:15210574 ]

Enzyme Details

9. Type-1 angiotensin II receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for angiotensin II. Mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: AGTR1
Uniprot ID:: P30556
Molecular weight:: 41060.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Voigt JP, Bramlage P, Fink H: Hypophagic effect of the angiotensin AT1 receptor antagonist irbesartan in rats. Eur J Pharmacol. 2007 Jun 14;564(1-3):131-7. Epub 2007 Mar 3. [PubMed:17408613 ]
Waeber B, Burnier M: AT1-receptor antagonism in hypertension: what has been learned with irbesartan? Expert Rev Cardiovasc Ther. 2003 May;1(1):23-33. [PubMed:15030294 ]
Dol F, Martin G, Staels B, Mares AM, Cazaubon C, Nisato D, Bidouard JP, Janiak P, Schaeffer P, Herbert JM: Angiotensin AT1 receptor antagonist irbesartan decreases lesion size, chemokine expression, and macrophage accumulation in apolipoprotein E-deficient mice. J Cardiovasc Pharmacol. 2001 Sep;38(3):395-405. [PubMed:11486244 ]
Martin G, Dol F, Mares AM, Berezowski V, Staels B, Hum DW, Schaeffer P, Herbert JM: Lesion progression in apoE-deficient mice: implication of chemokines and effect of the AT1 angiotensin II receptor antagonist irbesartan. J Cardiovasc Pharmacol. 2004 Feb;43(2):191-9. [PubMed:14716205 ]
van den Meiracker AH, Admiraal PJ, Janssen JA, Kroodsma JM, de Ronde WA, Boomsma F, Sissmann J, Blankestijn PJ, Mulder PG, Man In 't Veld AJ, et al.: Hemodynamic and biochemical effects of the AT1 receptor antagonist irbesartan in hypertension. Hypertension. 1995 Jan;25(1):22-9. [PubMed:7843749 ]
Carraway JW, Park S, McCune SA, Holycross BJ, Radin MJ: Comparison of irbesartan with captopril effects on cardiac hypertrophy and gene expression in heart failure-prone male SHHF/Mcc-fa(cp) rats. J Cardiovasc Pharmacol. 1999 Mar;33(3):451-60. [PubMed:10069682 ]
Hope S, Brecher P, Chobanian AV: Comparison of the effects of AT1 receptor blockade and angiotensin converting enzyme inhibition on atherosclerosis. Am J Hypertens. 1999 Jan;12(1 Pt 1):28-34. [PubMed:10075381 ]
Mazzolai L, Maillard M, Rossat J, Nussberger J, Brunner HR, Burnier M: Angiotensin II receptor blockade in normotensive subjects: A direct comparison of three AT1 receptor antagonists. Hypertension. 1999 Mar;33(3):850-5. [PubMed:10082498 ]
Morsing P, Adler G, Brandt-Eliasson U, Karp L, Ohlson K, Renberg L, Sjoquist PO, Abrahamsson T: Mechanistic differences of various AT1-receptor blockers in isolated vessels of different origin. Hypertension. 1999 Jun;33(6):1406-13. [PubMed:10373224 ]
Adams MA, Trudeau L: Irbesartan: review of pharmacology and comparative properties. Can J Clin Pharmacol. 2000 Spring;7(1):22-31. [PubMed:10822210 ]
Croom KF, Plosker GL: Irbesartan: a review of its use in hypertension and diabetic nephropathy. Drugs. 2008;68(11):1543-69. [PubMed:18627212 ]
Croom KF, Curran MP, Goa KL, Perry CM: Irbesartan: a review of its use in hypertension and in the management of diabetic nephropathy. Drugs. 2004;64(9):999-1028. [PubMed:15101793 ]

Showing metabocard for SR 49498 (HMDB0013845)

MOL for HMDB0013845 (SR 49498)

3D MOL for HMDB0013845 (SR 49498)

3D SDF for HMDB0013845 (SR 49498)

3D-SDF for HMDB0013845 (SR 49498)

PDB for HMDB0013845 (SR 49498)

3D PDB for HMDB0013845 (SR 49498)

SMILES for HMDB0013845 (SR 49498)

INCHI for HMDB0013845 (SR 49498)

Structure for HMDB0013845 (SR 49498)

3D Structure for HMDB0013845 (SR 49498)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

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References

References

References