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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:46:05 UTC

Update Date

2021-09-14 15:40:14 UTC

HMDB ID

HMDB0041886

Secondary Accession Numbers

HMDB41886

Metabolite Identification

Common Name

Enalaprilat

Description

Enalaprilat, also known as enalapril acid or enalapril-teva, 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. In humans, enalaprilat is involved in the enalapril metabolism pathway. Enalaprilat is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Enalaprilat.

Structure

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


  Mrv0541 08311310412D          

 28 29  0  0  0  0            999 V2000
    0.5984   -1.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4029    1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4029    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9206   -1.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884   -0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739    1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2595   -0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136   -1.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984   -0.1966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9739    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -0.1966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7810    0.1390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3129    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9526    0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161    0.2159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.1966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    1.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450   -1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395    1.4980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372    1.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129   -0.6091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450   -0.6091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    0.3525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 12  1  1  6  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 15 18  1  6  0  0  0
 19 12  1  0  0  0  0
 14 19  1  1  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 18  1  0  0  0  0
 12 26  1  1  0  0  0
 14 27  1  1  0  0  0
 15 28  1  1  0  0  0
M  END

HMDB0041886
     RDKit          3D
Enalaprilat
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.7386   -2.2531    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576   -0.9451    0.7816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2365   -0.8816    0.8324 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.1065   -0.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -0.4317    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -0.6266   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7248    0.0489   -0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694    1.3487   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1508    1.9259   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0726    1.2157    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8251   -0.0914    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -0.6649    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.6971   -1.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846   -0.8998   -1.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.0877   -2.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    0.2663    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.2868    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    0.3602    0.2022 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -0.6184    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.1967    1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.6389    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472    1.5427   -0.2403 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7186    1.3076   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    2.2407   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    0.1738   -2.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.8894    1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9755   -2.9430   -0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -2.1381   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.9184    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.0678    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -2.1962   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -0.7507    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937    0.6743    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.7315   -1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -0.3164   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215    1.8709   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301    2.9487   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    1.6792    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5712   -0.6145    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4287   -1.7004    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    0.8890   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.1641   -0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -1.3346    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7297   -0.0730    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108    0.0408    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    2.0259    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9418    2.2927    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846    2.4358   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4974   -0.2680   -2.6122 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 12  7  1  0
 22 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  6
 25 49  1  0
M  END


  Mrv0541 08311310412D          

 28 29  0  0  0  0            999 V2000
    0.5984   -1.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4029    1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4029    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9206   -1.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884   -0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9739    1.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2595   -0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136   -1.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984   -0.1966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9739    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -0.1966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7810    0.1390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3129    0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -1.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9526    0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161    0.2159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.1966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    1.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450   -1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3395    1.4980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372    1.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129   -0.6091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450   -0.6091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    0.3525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 12  1  1  6  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 15 18  1  6  0  0  0
 19 12  1  0  0  0  0
 14 19  1  1  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 18  1  0  0  0  0
 12 26  1  1  0  0  0
 14 27  1  1  0  0  0
 15 28  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041886

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1

> <INCHI_KEY>
LZFZMUMEGBBDTC-QEJZJMRPSA-N

> <FORMULA>
C18H24N2O5

> <MOLECULAR_WEIGHT>
348.3936

> <EXACT_MASS>
348.168521888

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.823060663816875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-1.0502586259696762

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.9633227574021888

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1329349872838383

> <JCHEM_PKA_STRONGEST_BASIC>
7.833135249089682

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
90.05689999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enalaprilat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041886
     RDKit          3D
Enalaprilat
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.7386   -2.2531    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576   -0.9451    0.7816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2365   -0.8816    0.8324 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.1065   -0.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -0.4317    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -0.6266   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7248    0.0489   -0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694    1.3487   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1508    1.9259   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0726    1.2157    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8251   -0.0914    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -0.6649    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.6971   -1.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846   -0.8998   -1.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.0877   -2.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    0.2663    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.2868    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    0.3602    0.2022 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -0.6184    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.1967    1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.6389    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472    1.5427   -0.2403 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7186    1.3076   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    2.2407   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    0.1738   -2.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.8894    1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9755   -2.9430   -0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -2.1381   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.9184    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.0678    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -2.1962   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -0.7507    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937    0.6743    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.7315   -1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -0.3164   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215    1.8709   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301    2.9487   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    1.6792    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5712   -0.6145    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4287   -1.7004    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    0.8890   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.1641   -0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -1.3346    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7297   -0.0730    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108    0.0408    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    2.0259    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9418    2.2927    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846    2.4358   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4974   -0.2680   -2.6122 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 12  7  1  0
 22 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  6
 25 49  1  0
M  END

HEADER    PROTEIN                                 31-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-AUG-13         0                                  
HETATM    1  C   UNK     0       1.117  -1.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.219   1.943   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.219   0.403   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.885   2.713   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.452  -2.219   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.885  -0.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.551   1.943   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.222  -0.885   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.218  -0.367   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.884   0.403   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.945  -1.899   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.117  -0.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.551   0.403   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.550  -0.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.191   0.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.451   0.403   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.550  -1.907   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.512   1.766   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.217   0.403   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       3.784  -0.367   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       2.451   1.943   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.217  -2.677   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.884  -2.677   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.367   2.796   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.976   2.242   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       2.451  -1.137   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.884  -1.137   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.679   0.658   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8   11                                                       
CONECT    6    3   13                                                       
CONECT    7    4   13                                                       
CONECT    8    5   15                                                       
CONECT    9   10   13                                                       
CONECT   10    9   14                                                       
CONECT   11    5   20                                                       
CONECT   12    1   16   19   26                                             
CONECT   13    6    7    9                                                  
CONECT   14   10   17   19   27                                             
CONECT   15    8   18   20   28                                             
CONECT   16   12   20   21                                                  
CONECT   17   14   22   23                                                  
CONECT   18   15   24   25                                                  
CONECT   19   12   14                                                       
CONECT   20   11   15   16                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   18                                                            
CONECT   26   12                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0041886
HETATM    1  C1  UNL     1       1.739  -2.253   0.376  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.158  -0.945   0.782  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.237  -0.882   0.832  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.087  -1.107  -0.269  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.394  -0.432   0.032  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.432  -0.627  -0.999  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.725   0.049  -0.614  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.969   1.349  -0.996  1.00  0.00           C  
HETATM    9  C8  UNL     1      -6.151   1.926  -0.624  1.00  0.00           C  
HETATM   10  C9  UNL     1      -7.073   1.216   0.119  1.00  0.00           C  
HETATM   11  C10 UNL     1      -6.825  -0.091   0.502  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.641  -0.665   0.126  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.563  -0.697  -1.570  1.00  0.00           C  
HETATM   14  O1  UNL     1       0.685  -0.900  -1.872  1.00  0.00           O  
HETATM   15  O2  UNL     1      -1.258  -0.088  -2.574  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.876   0.266   0.337  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.199   1.287   0.059  1.00  0.00           O  
HETATM   18  N2  UNL     1       3.286   0.360   0.202  1.00  0.00           N  
HETATM   19  C14 UNL     1       4.328  -0.618   0.451  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.496   0.197   1.028  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.086   1.639   0.850  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.047   1.543  -0.240  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.719   1.308  -1.532  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.444   2.241  -1.970  1.00  0.00           O  
HETATM   25  O5  UNL     1       4.629   0.174  -2.299  1.00  0.00           O  
HETATM   26  H1  UNL     1       2.101  -2.889   1.244  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.976  -2.943  -0.092  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.519  -2.138  -0.381  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.440  -0.918   1.937  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.555  -0.068   1.396  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.359  -2.196  -0.397  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.787  -0.751   1.047  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.194   0.674   0.210  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.679  -1.731  -1.055  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.256  -0.316  -2.012  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.221   1.871  -1.577  1.00  0.00           H  
HETATM   37  H12 UNL     1      -6.330   2.949  -0.931  1.00  0.00           H  
HETATM   38  H13 UNL     1      -8.018   1.679   0.416  1.00  0.00           H  
HETATM   39  H14 UNL     1      -7.571  -0.615   1.084  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.429  -1.700   0.422  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.188   0.889  -2.814  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.654  -1.164  -0.430  1.00  0.00           H  
HETATM   43  H18 UNL     1       4.061  -1.335   1.249  1.00  0.00           H  
HETATM   44  H19 UNL     1       5.730  -0.073   2.061  1.00  0.00           H  
HETATM   45  H20 UNL     1       6.411   0.041   0.402  1.00  0.00           H  
HETATM   46  H21 UNL     1       4.537   2.026   1.754  1.00  0.00           H  
HETATM   47  H22 UNL     1       5.942   2.293   0.587  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.385   2.436  -0.264  1.00  0.00           H  
HETATM   49  H24 UNL     1       5.497  -0.268  -2.612  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   16   29
CONECT    3    4   30
CONECT    4    5   13   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8    8   12
CONECT    8    9   36
CONECT    9   10   10   37
CONECT   10   11   38
CONECT   11   12   12   39
CONECT   12   40
CONECT   13   14   14   15
CONECT   15   41
CONECT   16   17   17   18
CONECT   18   19   22
CONECT   19   20   42   43
CONECT   20   21   44   45
CONECT   21   22   46   47
CONECT   22   23   48
CONECT   23   24   24   25
CONECT   25   49
END

HMDB0041886
     RDKit          3D
Enalaprilat
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.7386   -2.2531    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576   -0.9451    0.7816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2365   -0.8816    0.8324 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.1065   -0.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -0.4317    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -0.6266   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7248    0.0489   -0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694    1.3487   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1508    1.9259   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0726    1.2157    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8251   -0.0914    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -0.6649    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.6971   -1.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6846   -0.8998   -1.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.0877   -2.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    0.2663    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.2868    0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    0.3602    0.2022 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -0.6184    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.1967    1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.6389    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472    1.5427   -0.2403 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7186    1.3076   -1.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    2.2407   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    0.1738   -2.2994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.8894    1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9755   -2.9430   -0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191   -2.1381   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -0.9184    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.0678    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -2.1962   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -0.7507    1.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937    0.6743    0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.7315   -1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -0.3164   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215    1.8709   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301    2.9487   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    1.6792    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5712   -0.6145    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4287   -1.7004    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    0.8890   -2.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.1641   -0.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -1.3346    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7297   -0.0730    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108    0.0408    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    2.0259    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9418    2.2927    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846    2.4358   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4974   -0.2680   -2.6122 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 12  7  1  0
 22 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  3 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  6
 25 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Enalapril acid	ChEBI
Enalapril diacid	ChEBI
Enalaprilat anhydrous	ChEBI
Enalaprilate	ChEBI
Enalaprilatum	ChEBI
Enalaprilic acid	Generator
N-[(1S)-1-Carboxy-3-phenylpropyl]-L-alanyl-L-proline	HMDB
Boehringer ingelheim brand OF enalaprilat anhydrous	HMDB
Enalaprilat, (R)-isomer, anhydrous	HMDB
MSD Brand OF enalaprilat	HMDB
Merck frosst brand OF enalaprilat anhydrous	HMDB
Pres IV	HMDB
Anhydrous enalaprilat citrate	HMDB
Dihydrate, enalaprilat	HMDB
Enalapril-teva	HMDB
Enalaprilat dihydrate	HMDB
Vasotec	HMDB
Anhydrous, enalaprilat	HMDB
Biovail brand OF enalaprilat anhydrous	HMDB
Enalapril teva	HMDB
Teva brand OF enalaprilat	HMDB
Xanef	HMDB
EnalaprilTEVA	HMDB
Enalaprilat citrate, anhydrous	HMDB
1-(N-((S)-1-Carboxy-3-phenylpropyl)-L-alanyl)-L-proline dihydrate	HMDB

Chemical Formula

C₁₈H₂₄N₂O₅

Average Molecular Weight

348.3936

Monoisotopic Molecular Weight

348.168521888

IUPAC Name

(2S)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

enalaprilat

CAS Registry Number

76420-72-9

SMILES

[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O

InChI Identifier

InChI=1S/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1

InChI Key

LZFZMUMEGBBDTC-QEJZJMRPSA-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
N-acyl-alpha-amino acid
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Aralkylamine
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Secondary amine
Azacycle
Carboxylic acid
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:4786 )
dicarboxylic acid (CHEBI:4786 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 151 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-0.74	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.88 g/L	ALOGPS
logP	-0.09	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	7.83	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	90.06 m³·mol⁻¹	ChemAxon
Polarizability	35.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.139	31661259
DarkChem	[M-H]-	175.079	31661259
DeepCCS	[M+H]+	174.806	30932474
DeepCCS	[M-H]-	172.411	30932474
DeepCCS	[M-2H]-	205.294	30932474
DeepCCS	[M+Na]+	180.719	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	181.2	32859911
AllCCS	[M+NH4]+	186.8	32859911
AllCCS	[M+Na]+	187.6	32859911
AllCCS	[M-H]-	182.9	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	183.7	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.	3.08 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7437 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.16 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	232.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1389.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	197.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	324.2 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	366.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	489.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	758.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	386.5 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	1138.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	343.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	246.8 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	120.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Enalaprilat	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O	4204.0	Standard polar	33892256
Enalaprilat	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O	2729.6	Standard non polar	33892256
Enalaprilat	[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O	2911.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Enalaprilat,1TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O	2815.5	Semi standard non polar	33892256
Enalaprilat,1TMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	2849.3	Semi standard non polar	33892256
Enalaprilat,1TMS,isomer #3	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2817.6	Semi standard non polar	33892256
Enalaprilat,2TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	2798.0	Semi standard non polar	33892256
Enalaprilat,2TMS,isomer #2	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2779.5	Semi standard non polar	33892256
Enalaprilat,2TMS,isomer #3	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2804.5	Semi standard non polar	33892256
Enalaprilat,3TMS,isomer #1	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2792.6	Semi standard non polar	33892256
Enalaprilat,3TMS,isomer #1	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2798.2	Standard non polar	33892256
Enalaprilat,1TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O	3056.7	Semi standard non polar	33892256
Enalaprilat,1TBDMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3100.8	Semi standard non polar	33892256
Enalaprilat,1TBDMS,isomer #3	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3086.0	Semi standard non polar	33892256
Enalaprilat,2TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3256.9	Semi standard non polar	33892256
Enalaprilat,2TBDMS,isomer #2	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3302.9	Semi standard non polar	33892256
Enalaprilat,2TBDMS,isomer #3	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3324.3	Semi standard non polar	33892256
Enalaprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3523.3	Semi standard non polar	33892256
Enalaprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3389.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Enalaprilat GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9754000000-3a41d05f9e4234d05b07	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enalaprilat GC-MS (2 TMS) - 70eV, Positive	splash10-072l-9344200000-93935d360082bec20671	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enalaprilat 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Enalaprilat LC-ESI-qTof , Positive-QTOF	splash10-052b-0249000000-37aae68bb758e513d0fb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Enalaprilat 35V, Positive-QTOF	splash10-0r00-0963000000-939227e388ef8bfcf432	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 10V, Positive-QTOF	splash10-0f6t-0339000000-c990198638da09050371	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 20V, Positive-QTOF	splash10-0bt9-3952000000-b55bd4a7d2d4f28b8b5d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 40V, Positive-QTOF	splash10-03xu-7910000000-8f95f822bca5cc26f118	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 10V, Negative-QTOF	splash10-0f6t-0019000000-445a0f1673407760a96a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 20V, Negative-QTOF	splash10-114i-3669000000-2b6b8f356eb171503764	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 40V, Negative-QTOF	splash10-03xr-6910000000-57cc074642142eb8cf85	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 10V, Negative-QTOF	splash10-03dj-0906000000-2051156f2894ed5c32e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 20V, Negative-QTOF	splash10-03di-2901000000-a50d16529dc991bea3b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 40V, Negative-QTOF	splash10-03di-5900000000-a96381a2d6bd0e02219f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 10V, Positive-QTOF	splash10-0002-0009000000-69840ed84c1ff195ff0d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 20V, Positive-QTOF	splash10-03di-3911000000-770a457420da28fa8102	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enalaprilat 40V, Positive-QTOF	splash10-02t9-5910000000-7507bca771d5c5ed358b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum