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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-06-23 10:30:41 UTC

Update Date

2021-09-14 15:47:35 UTC

HMDB ID

HMDB0061721

Secondary Accession Numbers

HMDB61721

Metabolite Identification

Common Name

Temocaprilat

Description

Temocaprilat, also known as RS 5139, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Temocaprilat is a very strong basic compound (based on its pKa). In humans, temocaprilat is involved in temocapril metabolism pathway.

Structure

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


  Mrv0541 06231403312D          

 30 32  0  0  0  0            999 V2000
    1.8623    0.8502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6720    1.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127   -0.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296    1.2397    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417    2.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428    0.7885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -0.5918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130    2.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710   -0.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    0.1099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2506   -1.2742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.2834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227   -0.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035   -2.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1990    0.1176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9200   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1990    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6333    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    1.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973    1.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561    0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561   -1.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  2  0  0  0  0
 11 14  2  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  1  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0061721
     RDKit          3D
Temocaprilat
 54 56  0  0  0  0  0  0  0  0999 V2000
   -3.3028    3.3836    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    2.4323    2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.5879    4.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.0189    2.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779    0.9654    0.9076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8098    0.7494    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814   -0.5908   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9776   -1.1306   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8640   -0.5513   -2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9632   -1.2411   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1298   -2.4726   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -2.6401   -0.7894 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305   -0.4353   -1.9392 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -0.5912   -1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    0.5921   -0.3372 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9809    0.5331   -0.0204 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446   -0.5261    0.6767 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0760   -0.2967    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -0.2284   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -0.0386   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -1.1690   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2333   -1.0747   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8732    0.1449   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0780    1.2758   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    1.1810   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.8669    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429   -0.6315    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -1.5133    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.1549    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    1.9982    1.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1693    1.8926    4.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.4388    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129    0.5583    2.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    1.5188   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    0.8994    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -1.3140    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6429    0.4616   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -0.8611   -3.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9752   -3.1730   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.5416   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.7392   -1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    1.4403   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936    1.4192   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4862   -1.4584   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5832   -1.1493    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    0.6146    1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153    0.6321   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -1.1578   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947   -2.1632   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.9907   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9659    0.2105   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    2.2277   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    2.0710   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -0.8558    3.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 26 28  1  0
 15 29  1  0
 29 30  2  0
 29  5  1  0
 12  8  1  0
 25 20  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
M  END


  Mrv0541 06231403312D          

 30 32  0  0  0  0            999 V2000
    1.8623    0.8502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6720    1.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127   -0.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296    1.2397    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417    2.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428    0.7885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -0.5918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130    2.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710   -0.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1813    0.1099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2506   -1.2742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6527   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.2834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227   -0.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035   -2.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1990    0.1176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9200   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1990    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6333    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    1.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973    1.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561    0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0561   -1.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -0.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  2  0  0  0  0
 11 14  2  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  1  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061721

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O5S2/c24-19(25)12-23-11-18(17-7-4-10-29-17)30-13-16(20(23)26)22-15(21(27)28)9-8-14-5-2-1-3-6-14/h1-7,10,15-16,18,22H,8-9,11-13H2,(H,24,25)(H,27,28)/t15-,16-,18-/m0/s1

> <INCHI_KEY>
KZVWEOXAPZXAFB-BQFCYCMXSA-N

> <FORMULA>
C21H24N2O5S2

> <MOLECULAR_WEIGHT>
448.556

> <EXACT_MASS>
448.112663268

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.355061436881996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[(2S,6R)-4-(carboxymethyl)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl]amino}-4-phenylbutanoic acid

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
0.13352433876194947

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.179183197593139

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4293298125665115

> <JCHEM_PKA_STRONGEST_BASIC>
7.692454043710069

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000003

> <JCHEM_REFRACTIVITY>
114.58219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
temocaprilat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061721
     RDKit          3D
Temocaprilat
 54 56  0  0  0  0  0  0  0  0999 V2000
   -3.3028    3.3836    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    2.4323    2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.5879    4.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.0189    2.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779    0.9654    0.9076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8098    0.7494    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814   -0.5908   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9776   -1.1306   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8640   -0.5513   -2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9632   -1.2411   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1298   -2.4726   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -2.6401   -0.7894 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305   -0.4353   -1.9392 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -0.5912   -1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    0.5921   -0.3372 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9809    0.5331   -0.0204 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446   -0.5261    0.6767 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0760   -0.2967    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -0.2284   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -0.0386   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -1.1690   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2333   -1.0747   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8732    0.1449   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0780    1.2758   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    1.1810   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.8669    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429   -0.6315    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -1.5133    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.1549    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    1.9982    1.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1693    1.8926    4.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.4388    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129    0.5583    2.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    1.5188   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    0.8994    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -1.3140    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6429    0.4616   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -0.8611   -3.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9752   -3.1730   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.5416   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.7392   -1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    1.4403   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936    1.4192   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4862   -1.4584   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5832   -1.1493    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    0.6146    1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153    0.6321   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -1.1578   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947   -2.1632   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.9907   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9659    0.2105   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    2.2277   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    2.0710   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -0.8558    3.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 26 28  1  0
 15 29  1  0
 29 30  2  0
 29  5  1  0
 12  8  1  0
 25 20  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
M  END

HEADER    PROTEIN                                 23-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-14         0                                  
HETATM    1  C   UNK     0       3.476   1.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.988   2.523   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.757  -0.061   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       2.109   2.314   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       5.491   3.890   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       6.240   1.472   0.000  0.00  0.00           S+0
HETATM    7  N   UNK     0       2.742  -1.105   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.734   1.587   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.931   3.890   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.456   2.429   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.252  -1.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.383  -2.580   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.338   0.205   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.468  -2.378   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.952  -2.580   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.928  -0.529   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       5.642  -1.234   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.607  -3.890   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.238   0.219   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.584  -0.529   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.238   1.796   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.915   0.205   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.534   2.523   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.928   2.523   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.226  -0.529   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.226  -2.098   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.571   0.184   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.571  -2.882   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.860  -0.529   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.860  -2.098   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11   12                                                  
CONECT    8    4   13                                                       
CONECT    9    5   10                                                       
CONECT   10    6    9                                                       
CONECT   11    7   14   13                                                  
CONECT   12    7   15                                                       
CONECT   13    8   11   16                                                  
CONECT   14   11                                                            
CONECT   15   12   17   18                                                  
CONECT   16   13   19                                                       
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   30                                                       
CONECT   30   28   29                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0061721
HETATM    1  O1  UNL     1      -3.303   3.384   1.920  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.346   2.432   2.740  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.683   2.588   4.070  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.027   1.019   2.323  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.678   0.965   0.908  1.00  0.00           N  
HETATM    6  C3  UNL     1      -3.810   0.749   0.005  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.681  -0.591  -0.619  1.00  0.00           C  
HETATM    8  C5  UNL     1      -4.978  -1.131  -1.135  1.00  0.00           C  
HETATM    9  C6  UNL     1      -5.864  -0.551  -2.003  1.00  0.00           C  
HETATM   10  C7  UNL     1      -6.963  -1.241  -2.317  1.00  0.00           C  
HETATM   11  C8  UNL     1      -7.130  -2.473  -1.756  1.00  0.00           C  
HETATM   12  S1  UNL     1      -5.728  -2.640  -0.789  1.00  0.00           S  
HETATM   13  S2  UNL     1      -2.430  -0.435  -1.939  1.00  0.00           S  
HETATM   14  C9  UNL     1      -0.822  -0.591  -1.128  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.397   0.592  -0.337  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.981   0.533  -0.020  1.00  0.00           N  
HETATM   17  C11 UNL     1       1.545  -0.526   0.677  1.00  0.00           C  
HETATM   18  C12 UNL     1       3.076  -0.297   0.708  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.598  -0.228  -0.702  1.00  0.00           C  
HETATM   20  C14 UNL     1       5.069  -0.039  -0.710  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.860  -1.169  -0.766  1.00  0.00           C  
HETATM   22  C16 UNL     1       7.233  -1.075  -0.777  1.00  0.00           C  
HETATM   23  C17 UNL     1       7.873   0.145  -0.734  1.00  0.00           C  
HETATM   24  C18 UNL     1       7.078   1.276  -0.677  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.696   1.181  -0.665  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.156  -0.867   2.022  1.00  0.00           C  
HETATM   27  O3  UNL     1       0.043  -0.632   2.508  1.00  0.00           O  
HETATM   28  O4  UNL     1       2.050  -1.513   2.911  1.00  0.00           O  
HETATM   29  C21 UNL     1      -1.310   1.155   0.643  1.00  0.00           C  
HETATM   30  O5  UNL     1      -0.767   1.998   1.428  1.00  0.00           O  
HETATM   31  H1  UNL     1      -4.169   1.893   4.623  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.993   0.439   2.416  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.313   0.558   2.995  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.828   1.519  -0.819  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.726   0.899   0.571  1.00  0.00           H  
HETATM   36  H6  UNL     1      -3.312  -1.314   0.130  1.00  0.00           H  
HETATM   37  H7  UNL     1      -5.643   0.462  -2.415  1.00  0.00           H  
HETATM   38  H8  UNL     1      -7.748  -0.861  -3.012  1.00  0.00           H  
HETATM   39  H9  UNL     1      -7.975  -3.173  -1.906  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.841  -1.542  -0.557  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.075  -0.739  -1.934  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.408   1.440  -1.175  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.494   1.419  -0.057  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.486  -1.458  -0.010  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.583  -1.149   1.201  1.00  0.00           H  
HETATM   46  H16 UNL     1       3.340   0.615   1.267  1.00  0.00           H  
HETATM   47  H17 UNL     1       3.115   0.632  -1.246  1.00  0.00           H  
HETATM   48  H18 UNL     1       3.361  -1.158  -1.221  1.00  0.00           H  
HETATM   49  H19 UNL     1       5.395  -2.163  -0.800  1.00  0.00           H  
HETATM   50  H20 UNL     1       7.811  -1.991  -0.825  1.00  0.00           H  
HETATM   51  H21 UNL     1       8.966   0.210  -0.745  1.00  0.00           H  
HETATM   52  H22 UNL     1       7.608   2.228  -0.645  1.00  0.00           H  
HETATM   53  H23 UNL     1       5.090   2.071  -0.617  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.440  -0.856   3.612  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   31
CONECT    4    5   32   33
CONECT    5    6   29
CONECT    6    7   34   35
CONECT    7    8   13   36
CONECT    8    9    9   12
CONECT    9   10   37
CONECT   10   11   11   38
CONECT   11   12   39
CONECT   13   14
CONECT   14   15   40   41
CONECT   15   16   29   42
CONECT   16   17   43
CONECT   17   18   26   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   21   25
CONECT   21   22   49
CONECT   22   23   23   50
CONECT   23   24   51
CONECT   24   25   25   52
CONECT   25   53
CONECT   26   27   27   28
CONECT   28   54
CONECT   29   30   30
END

HMDB0061721
     RDKit          3D
Temocaprilat
 54 56  0  0  0  0  0  0  0  0999 V2000
   -3.3028    3.3836    1.9204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    2.4323    2.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.5879    4.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.0189    2.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779    0.9654    0.9076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8098    0.7494    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6814   -0.5908   -0.6193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9776   -1.1306   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8640   -0.5513   -2.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9632   -1.2411   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1298   -2.4726   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -2.6401   -0.7894 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305   -0.4353   -1.9392 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -0.5912   -1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    0.5921   -0.3372 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9809    0.5331   -0.0204 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446   -0.5261    0.6767 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0760   -0.2967    0.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -0.2284   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -0.0386   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -1.1690   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2333   -1.0747   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8732    0.1449   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0780    1.2758   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    1.1810   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.8669    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429   -0.6315    2.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -1.5133    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.1549    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    1.9982    1.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1693    1.8926    4.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.4388    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3129    0.5583    2.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    1.5188   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259    0.8994    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -1.3140    0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6429    0.4616   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -0.8611   -3.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9752   -3.1730   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.5416   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.7392   -1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079    1.4403   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936    1.4192   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4862   -1.4584   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5832   -1.1493    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401    0.6146    1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153    0.6321   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -1.1578   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947   -2.1632   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.9907   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9659    0.2105   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    2.2277   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    2.0710   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -0.8558    3.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 26 28  1  0
 15 29  1  0
 29 30  2  0
 29  5  1  0
 12  8  1  0
 25 20  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  6
 16 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
RS 5139	Kegg
Temocaprilate	HMDB

Chemical Formula

C₂₁H₂₄N₂O₅S₂

Average Molecular Weight

448.556

Monoisotopic Molecular Weight

448.112663268

IUPAC Name

(2S)-2-{[(2S,6R)-4-(carboxymethyl)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl]amino}-4-phenylbutanoic acid

Traditional Name

temocaprilat

CAS Registry Number

Not Available

SMILES

OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C1=CC=CS1

InChI Identifier

InChI=1S/C21H24N2O5S2/c24-19(25)12-23-11-18(17-7-4-10-29-17)30-13-16(20(23)26)22-15(21(27)28)9-8-14-5-2-1-3-6-14/h1-7,10,15-16,18,22H,8-9,11-13H2,(H,24,25)(H,27,28)/t15-,16-,18-/m0/s1

InChI Key

KZVWEOXAPZXAFB-BQFCYCMXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Thiophene
Amino acid or derivatives
Amino acid
Carboxamide group
Lactam
Carboxylic acid
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Secondary amine
Dialkylthioether
Thioether
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:9436 )

Ontology

Not Available

Exogenous (HMDB: HMDB0061721)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Temocapril Metabolism Pathway (PathBank: SMP0000732)

Drug action pathway

Temocapril Action Pathway (PathBank: SMP0000733)

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	0.89	ALOGPS
logP	0.13	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	7.69	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.94 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.58 m³·mol⁻¹	ChemAxon
Polarizability	45.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	200.712	31661259
DarkChem	[M-H]-	193.901	31661259
DeepCCS	[M+H]+	192.942	30932474
DeepCCS	[M-H]-	190.546	30932474
DeepCCS	[M-2H]-	223.905	30932474
DeepCCS	[M+Na]+	198.854	30932474
AllCCS	[M+H]+	201.4	32859911
AllCCS	[M+H-H2O]+	199.3	32859911
AllCCS	[M+NH4]+	203.2	32859911
AllCCS	[M+Na]+	203.8	32859911
AllCCS	[M-H]-	195.7	32859911
AllCCS	[M+Na-2H]-	196.3	32859911
AllCCS	[M+HCOO]-	197.2	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.	3.98 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7555 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1896.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	152.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	456.5 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	487.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	341.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1029.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	490.6 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	1422.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	254.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	144.0 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	47.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Temocaprilat	OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C1=CC=CS1	5615.7	Standard polar	33892256
Temocaprilat	OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C1=CC=CS1	3178.3	Standard non polar	33892256
Temocaprilat	OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C1=CC=CS1	3828.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Temocaprilat,1TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O)C1=O	3813.2	Semi standard non polar	33892256
Temocaprilat,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O	3759.0	Semi standard non polar	33892256
Temocaprilat,1TMS,isomer #3	C[Si](C)(C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O	3776.2	Semi standard non polar	33892256
Temocaprilat,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)C1=O	3738.5	Semi standard non polar	33892256
Temocaprilat,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O)[Si](C)(C)C)C1=O	3683.0	Semi standard non polar	33892256
Temocaprilat,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O)[Si](C)(C)C	3692.6	Semi standard non polar	33892256
Temocaprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=O	3641.4	Semi standard non polar	33892256
Temocaprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=O	3530.3	Standard non polar	33892256
Temocaprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=O	4575.9	Standard polar	33892256
Temocaprilat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O)C1=O	4059.8	Semi standard non polar	33892256
Temocaprilat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O	4010.5	Semi standard non polar	33892256
Temocaprilat,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O	3978.8	Semi standard non polar	33892256
Temocaprilat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C(C)(C)C)C1=O	4152.9	Semi standard non polar	33892256
Temocaprilat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O)[Si](C)(C)C(C)(C)C)C1=O	4114.7	Semi standard non polar	33892256
Temocaprilat,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CS[C@H](C2=CC=CS2)CN(CC(=O)O)C1=O)[Si](C)(C)C(C)(C)C	4093.8	Semi standard non polar	33892256
Temocaprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	4261.1	Semi standard non polar	33892256
Temocaprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	4150.6	Standard non polar	33892256
Temocaprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C[C@@H](C2=CC=CS2)SC[C@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=O	4662.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Temocaprilat GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-4923500000-7a96b49eaaf11a1401f1	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Temocaprilat GC-MS (2 TMS) - 70eV, Positive	splash10-004u-4931350000-299feea737414f9df288	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Temocaprilat 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 - Temocaprilat 10V, Positive-QTOF	splash10-0gi0-3900200000-5fcd251782635b227c72	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 20V, Positive-QTOF	splash10-0zgu-5555900000-81ce266e31c267c5bd6d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 40V, Positive-QTOF	splash10-000i-9200000000-c56ac2c2e005911f3fb5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 10V, Negative-QTOF	splash10-004i-1921400000-2b16c8f9e0e6c10e090a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 20V, Negative-QTOF	splash10-0fc0-2966500000-54fb3b49918cafeaa410	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 40V, Negative-QTOF	splash10-0khc-8930000000-0dd5a1a3320c13c63038	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 10V, Positive-QTOF	splash10-0002-0000900000-3000c0fbd2920e89468a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 20V, Positive-QTOF	splash10-0pb9-0659500000-cea0f106026cd4a3193c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 40V, Positive-QTOF	splash10-016r-2950000000-47e33b430aa0a57ae49a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 10V, Negative-QTOF	splash10-0002-0000900000-45c9ae9553f95b79274e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 20V, Negative-QTOF	splash10-0pdi-1298700000-d2ef7ab842716e1baa41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Temocaprilat 40V, Negative-QTOF	splash10-002f-4890000000-0fbd8b4b1522d7fc56de	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Temocapril Metabolism Pathway		Not Available
Temocapril Action Pathway		Not Available

Normal Concentrations

Not Available

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

C11373

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443151

PDB ID

Not Available

ChEBI ID

9436

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

Showing metabocard for Temocaprilat (HMDB0061721)

MOL for HMDB0061721 (Temocaprilat)

3D MOL for HMDB0061721 (Temocaprilat)

3D SDF for HMDB0061721 (Temocaprilat)

3D-SDF for HMDB0061721 (Temocaprilat)

PDB for HMDB0061721 (Temocaprilat)

3D PDB for HMDB0061721 (Temocaprilat)

SMILES for HMDB0061721 (Temocaprilat)

INCHI for HMDB0061721 (Temocaprilat)

Structure for HMDB0061721 (Temocaprilat)

3D Structure for HMDB0061721 (Temocaprilat)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra