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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:07:18 UTC

Update Date

2021-09-14 14:59:04 UTC

HMDB ID

HMDB0060582

Secondary Accession Numbers

HMDB60582

Metabolite Identification

Common Name

Benazeprilat

Description

Benazeprilat, also known as benazepril diacid or CGS 14831, 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. Benazeprilat is a very strong basic compound (based on its pKa). Upon cleavage of its ester group by the liver, benazepril is converted into its active form benazeprilat, a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. In humans, benazeprilat is involved in benazepril metabolism pathway. Benazeprilat is a metabolite of benazepril. Benazepril, brand name Lotensin, is a medication used to treat high blood pressure, congestive heart failure, and chronic renal failure.

Structure

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


  Mrv0541 06151310052D          

 29 31  0  0  0  0            999 V2000
   -2.0114   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2969   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    2.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880    2.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2969   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505    1.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005    1.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1320   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322   -0.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0067    0.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.0417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.2792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6880    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2498    1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188   -0.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5610   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2023    0.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    1.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887    1.6972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638   -1.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  2  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 17 23  1  1  0  0  0
 18 23  1  6  0  0  0
 24 14  1  0  0  0  0
 24 19  1  0  0  0  0
 24 21  1  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
M  END

HMDB0060582
     RDKit          3D
Benazeprilat
 53 55  0  0  0  0  0  0  0  0999 V2000
   -2.6540    4.2023   -0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    2.9653   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3953   -1.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    2.1325    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7223    0.5043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055    0.1248    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2762    1.0180   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.2905    0.0734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6742   -1.4281    0.4278 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -0.7631   -0.3795 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9288   -1.5815   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587   -1.1146   -0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276    0.1978   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314    1.3577   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.5991   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.6374    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430    1.4484    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.2497    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649   -0.7333   -1.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638   -1.7143   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    0.3423   -2.6418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5096   -2.0457    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -2.4746    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -1.3736    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239   -1.8978    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1837   -1.0269    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.3167    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.8292    0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937   -0.0083    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906    1.5030   -1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    2.3835    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951    2.4550    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -1.7573   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892   -1.4539    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.2404   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.7189    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -2.6339   -0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -1.8176   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.0737   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    1.4017   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108    3.5081   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8546    3.5823    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441    1.4607    2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503   -0.6529    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421    0.3998   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4312    2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.9631    1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -2.7505   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.3682    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9701    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2181   -1.3738    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7485    1.0506    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082    1.8934    0.6477 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 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
 10 19  1  0
 19 20  2  0
 19 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 18 13  1  0
 29 24  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  6
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
M  END


  Mrv0541 06151310052D          

 29 31  0  0  0  0            999 V2000
   -2.0114   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2969   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    2.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880    2.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2969   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505    1.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1005    1.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1320   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322   -0.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0067    0.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5824   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.0417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.2792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6880    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2498    1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188   -0.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5610   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -1.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2023    0.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    1.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6887    1.6972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638   -1.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2755   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8465   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  2  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 17 23  1  1  0  0  0
 18 23  1  6  0  0  0
 24 14  1  0  0  0  0
 24 19  1  0  0  0  0
 24 21  1  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060582

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CN1C2=CC=CC=C2CC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1

> <INCHI_KEY>
MADRIHWFJGRSBP-ROUUACIJSA-N

> <FORMULA>
C22H24N2O5

> <MOLECULAR_WEIGHT>
396.4364

> <EXACT_MASS>
396.168521888

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.405560840435385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[(3S)-1-(carboxymethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoic acid

> <ALOGPS_LOGP>
0.62

> <JCHEM_LOGP>
0.1501761034806577

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.04541831829213

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0840319362638535

> <JCHEM_PKA_STRONGEST_BASIC>
7.963036854505513

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
105.71019999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benazeprilat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060582
     RDKit          3D
Benazeprilat
 53 55  0  0  0  0  0  0  0  0999 V2000
   -2.6540    4.2023   -0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    2.9653   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3953   -1.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    2.1325    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7223    0.5043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055    0.1248    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2762    1.0180   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.2905    0.0734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6742   -1.4281    0.4278 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -0.7631   -0.3795 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9288   -1.5815   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587   -1.1146   -0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276    0.1978   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314    1.3577   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.5991   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.6374    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430    1.4484    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.2497    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649   -0.7333   -1.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638   -1.7143   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    0.3423   -2.6418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5096   -2.0457    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -2.4746    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -1.3736    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239   -1.8978    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1837   -1.0269    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.3167    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.8292    0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937   -0.0083    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906    1.5030   -1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    2.3835    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951    2.4550    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -1.7573   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892   -1.4539    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.2404   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.7189    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -2.6339   -0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -1.8176   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.0737   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    1.4017   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108    3.5081   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8546    3.5823    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441    1.4607    2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503   -0.6529    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421    0.3998   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4312    2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.9631    1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -2.7505   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.3682    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9701    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2181   -1.3738    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7485    1.0506    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082    1.8934    0.6477 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 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
 10 19  1  0
 19 20  2  0
 19 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 18 13  1  0
 29 24  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  6
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      -3.755  -1.945   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.755  -3.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.421  -1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.478   4.096   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.018   4.096   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.421  -4.255   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.087  -1.945   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.708   2.763   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.788   2.763   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.246  -4.255   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.517   0.225   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.580  -3.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.860  -1.276   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.479   0.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.087  -3.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.478   1.429   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.248  -1.945   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.914  -4.255   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.018   1.429   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.933   2.039   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.635  -1.276   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.914  -5.795   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.248  -3.485   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       5.978   0.225   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       9.434   2.382   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.886   3.168   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.839  -2.237   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.248  -6.565   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.580  -6.565   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   15                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9    5   19                                                       
CONECT   10   12   15                                                       
CONECT   11   13   16                                                       
CONECT   12   10   18                                                       
CONECT   13   11   17                                                       
CONECT   14   20   24                                                       
CONECT   15    6    7   10                                                  
CONECT   16    8   11   19                                                  
CONECT   17   13   21   23                                                  
CONECT   18   12   22   23                                                  
CONECT   19    9   16   24                                                  
CONECT   20   14   25   26                                                  
CONECT   21   17   24   27                                                  
CONECT   22   18   28   29                                                  
CONECT   23   17   18                                                       
CONECT   24   14   19   21                                                  
CONECT   25   20                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0060582
HETATM    1  O1  UNL     1      -2.654   4.202  -0.311  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.628   2.965  -0.430  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.832   2.395  -1.673  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.377   2.133   0.786  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.376   0.722   0.504  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.106   0.125   0.141  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.276   1.018  -0.155  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.677  -1.290   0.073  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.674  -1.428   0.428  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.674  -0.763  -0.380  1.00  0.00           C  
HETATM   11  C6  UNL     1       2.929  -1.581  -0.189  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.159  -1.115  -0.854  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.628   0.198  -0.357  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.331   1.358  -0.968  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.773   2.599  -0.467  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.530   2.637   0.682  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.843   1.448   1.321  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.402   0.250   0.814  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.265  -0.733  -1.809  1.00  0.00           C  
HETATM   20  O4  UNL     1       0.664  -1.714  -2.371  1.00  0.00           O  
HETATM   21  O5  UNL     1       1.492   0.342  -2.642  1.00  0.00           O  
HETATM   22  C15 UNL     1      -1.510  -2.046   1.151  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.825  -2.475   0.544  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.840  -1.374   0.613  1.00  0.00           C  
HETATM   25  C18 UNL     1      -5.124  -1.898   0.704  1.00  0.00           C  
HETATM   26  C19 UNL     1      -6.184  -1.027   0.775  1.00  0.00           C  
HETATM   27  C20 UNL     1      -5.953   0.317   0.755  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.665   0.829   0.663  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.594  -0.008   0.591  1.00  0.00           C  
HETATM   30  H1  UNL     1      -3.291   1.503  -1.808  1.00  0.00           H  
HETATM   31  H2  UNL     1      -1.295   2.383   1.032  1.00  0.00           H  
HETATM   32  H3  UNL     1      -2.895   2.455   1.684  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.011  -1.757  -0.866  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.889  -1.454   1.425  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.846   0.240  -0.017  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.125  -1.719   0.914  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.727  -2.634  -0.540  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.026  -1.818  -0.692  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.060  -1.074  -1.975  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.759   1.402  -1.873  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.511   3.508  -0.992  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.855   3.582   1.048  1.00  0.00           H  
HETATM   43  H14 UNL     1       6.444   1.461   2.232  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.650  -0.653   1.315  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.142   0.400  -3.391  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.670  -1.431   2.036  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.940  -2.963   1.429  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.681  -2.751  -0.516  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.233  -3.368   1.076  1.00  0.00           H  
HETATM   50  H21 UNL     1      -5.288  -2.970   0.718  1.00  0.00           H  
HETATM   51  H22 UNL     1      -7.218  -1.374   0.847  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.749   1.051   0.807  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.508   1.893   0.648  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   30
CONECT    4    5   31   32
CONECT    5    6   29
CONECT    6    7    7    8
CONECT    8    9   22   33
CONECT    9   10   34
CONECT   10   11   19   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   14   18
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   17   42
CONECT   17   18   18   43
CONECT   18   44
CONECT   19   20   20   21
CONECT   21   45
CONECT   22   23   46   47
CONECT   23   24   48   49
CONECT   24   25   25   29
CONECT   25   26   50
CONECT   26   27   27   51
CONECT   27   28   52
CONECT   28   29   29   53
END

HMDB0060582
     RDKit          3D
Benazeprilat
 53 55  0  0  0  0  0  0  0  0999 V2000
   -2.6540    4.2023   -0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283    2.9653   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3953   -1.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    2.1325    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7223    0.5043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055    0.1248    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2762    1.0180   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.2905    0.0734 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6742   -1.4281    0.4278 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -0.7631   -0.3795 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9288   -1.5815   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587   -1.1146   -0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276    0.1978   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314    1.3577   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7726    2.5991   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.6374    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430    1.4484    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.2497    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649   -0.7333   -1.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638   -1.7143   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    0.3423   -2.6418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5096   -2.0457    1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -2.4746    0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8396   -1.3736    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239   -1.8978    0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1837   -1.0269    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.3167    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.8292    0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937   -0.0083    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906    1.5030   -1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2950    2.3835    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951    2.4550    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -1.7573   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8892   -1.4539    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.2404   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -1.7189    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -2.6339   -0.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -1.8176   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -1.0737   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    1.4017   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108    3.5081   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8546    3.5823    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441    1.4607    2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503   -0.6529    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421    0.3998   -3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4312    2.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -2.9631    1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -2.7505   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.3682    1.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -2.9701    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2181   -1.3738    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7485    1.0506    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082    1.8934    0.6477 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 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
 10 19  1  0
 19 20  2  0
 19 21  1  0
  8 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  5  1  0
 18 13  1  0
 29 24  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  6
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3S)-3-(((1S)-1-Carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid	ChEBI
Benazepril diacid	ChEBI
Benazeprilate	ChEBI
Benazeprilatum	ChEBI
CGS 14831	ChEBI
(3S)-3-(((1S)-1-Carboxy-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetate	Generator
Benazeprilic acid	Generator
Benezaprilat	HMDB

Chemical Formula

C₂₂H₂₄N₂O₅

Average Molecular Weight

396.4364

Monoisotopic Molecular Weight

396.168521888

IUPAC Name

(2S)-2-{[(3S)-1-(carboxymethyl)-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]amino}-4-phenylbutanoic acid

Traditional Name

benazeprilat

CAS Registry Number

Not Available

SMILES

OC(=O)CN1C2=CC=CC=C2CC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O

InChI Identifier

InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1

InChI Key

MADRIHWFJGRSBP-ROUUACIJSA-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
Benzazepine
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Azepine
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Tertiary carboxylic acid amide
Amino acid
Amino acid or derivatives
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	0.028 g/L	ALOGPS
logP	0.62	ALOGPS
logP	0.15	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	7.96	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	8	ChemAxon
Refractivity	105.71 m³·mol⁻¹	ChemAxon
Polarizability	41.41 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]+	192.425	31661259
DarkChem	[M-H]-	187.138	31661259
DeepCCS	[M+H]+	186.783	30932474
DeepCCS	[M-H]-	184.425	30932474
DeepCCS	[M-2H]-	217.73	30932474
DeepCCS	[M+Na]+	192.959	30932474
AllCCS	[M+H]+	193.8	32859911
AllCCS	[M+H-H2O]+	191.3	32859911
AllCCS	[M+NH4]+	196.1	32859911
AllCCS	[M+Na]+	196.8	32859911
AllCCS	[M-H]-	191.8	32859911
AllCCS	[M+Na-2H]-	192.1	32859911
AllCCS	[M+HCOO]-	192.6	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.	4.26 minutes	32390414
Predicted by Siyang on May 30, 2022	12.0619 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.71 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1637.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	216.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	112.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	415.6 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	431.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	148.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	964.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	481.7 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	1384.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	283.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	151.9 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	80.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benazeprilat	OC(=O)CN1C2=CC=CC=C2CC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O	5270.8	Standard polar	33892256
Benazeprilat	OC(=O)CN1C2=CC=CC=C2CC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O	2520.8	Standard non polar	33892256
Benazeprilat	OC(=O)CN1C2=CC=CC=C2CC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O	3422.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benazeprilat,1TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O)CCC2=CC=CC=C21	3294.0	Semi standard non polar	33892256
Benazeprilat,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O	3248.1	Semi standard non polar	33892256
Benazeprilat,1TMS,isomer #3	C[Si](C)(C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O	3337.1	Semi standard non polar	33892256
Benazeprilat,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)CCC2=CC=CC=C21	3189.0	Semi standard non polar	33892256
Benazeprilat,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O)[Si](C)(C)C)CCC2=CC=CC=C21	3252.2	Semi standard non polar	33892256
Benazeprilat,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O)[Si](C)(C)C	3255.8	Semi standard non polar	33892256
Benazeprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)CCC2=CC=CC=C21	3230.4	Semi standard non polar	33892256
Benazeprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)CCC2=CC=CC=C21	3195.5	Standard non polar	33892256
Benazeprilat,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C)[Si](C)(C)C)CCC2=CC=CC=C21	4053.5	Standard polar	33892256
Benazeprilat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O)CCC2=CC=CC=C21	3561.2	Semi standard non polar	33892256
Benazeprilat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O	3516.5	Semi standard non polar	33892256
Benazeprilat,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O	3557.4	Semi standard non polar	33892256
Benazeprilat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N[C@@H](CCC2=CC=CC=C2)C(=O)O[Si](C)(C)C(C)(C)C)CCC2=CC=CC=C21	3667.4	Semi standard non polar	33892256
Benazeprilat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[C@@H](N([C@@H](CCC2=CC=CC=C2)C(=O)O)[Si](C)(C)C(C)(C)C)CCC2=CC=CC=C21	3737.6	Semi standard non polar	33892256
Benazeprilat,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O)[Si](C)(C)C(C)(C)C	3719.5	Semi standard non polar	33892256
Benazeprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[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)CCC2=CC=CC=C21	3904.3	Semi standard non polar	33892256
Benazeprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[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)CCC2=CC=CC=C21	3800.5	Standard non polar	33892256
Benazeprilat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)[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)CCC2=CC=CC=C21	4189.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benazeprilat GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-5339000000-79f0d1358b75a224dae5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benazeprilat GC-MS (2 TMS) - 70eV, Positive	splash10-00di-4101910000-8b1339e1a13e7ad42249	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benazeprilat 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 - Benazeprilat 10V, Positive-QTOF	splash10-0f92-0009000000-d1319ee37edec27e1148	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 20V, Positive-QTOF	splash10-0zfr-3229000000-0dc516b7bcc139e1a83d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 40V, Positive-QTOF	splash10-0apl-3921000000-0762176b089f4d89288b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 10V, Negative-QTOF	splash10-0f6t-0009000000-0cfaafdb759ca6c4922f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 20V, Negative-QTOF	splash10-0f9t-0129000000-fcbfafbc2f2114ad0a1f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 40V, Negative-QTOF	splash10-0629-2911000000-7200a52de7d82e2d1856	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 10V, Positive-QTOF	splash10-0f6t-0009000000-10c2002d627e732a820c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 20V, Positive-QTOF	splash10-1000-0709000000-a5b9f077616bf86c3dc4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 40V, Positive-QTOF	splash10-01bc-1911000000-7820a2391cb1f258a53e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 10V, Negative-QTOF	splash10-0002-0009000000-3efd2767e682bcb02a2c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 20V, Negative-QTOF	splash10-0zfs-0319000000-109ed32b6122065eadce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazeprilat 40V, Negative-QTOF	splash10-05fu-2920000000-8250905e19b220ccd554	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Benazepril

METLIN ID

Not Available

PubChem Compound

5463984

PDB ID

Not Available

ChEBI ID

88200

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 Benazeprilat (HMDB0060582)

MOL for HMDB0060582 (Benazeprilat)

3D MOL for HMDB0060582 (Benazeprilat)

3D SDF for HMDB0060582 (Benazeprilat)

3D-SDF for HMDB0060582 (Benazeprilat)

PDB for HMDB0060582 (Benazeprilat)

3D PDB for HMDB0060582 (Benazeprilat)

SMILES for HMDB0060582 (Benazeprilat)

INCHI for HMDB0060582 (Benazeprilat)

Structure for HMDB0060582 (Benazeprilat)

3D Structure for HMDB0060582 (Benazeprilat)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra