Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:51:09 UTC

Update Date

2021-09-26 23:00:07 UTC

HMDB ID

HMDB0249344

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid

Description

(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid, also known as enalapril or renitec, 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. Based on a literature review very few articles have been published on (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-1-((2s)-2-(((1r)-1-(ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112105512D          

 27 28  0  0  0  0            999 V2000
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -5.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945   -5.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3070   -4.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7550   -4.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9265   -3.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7111   -3.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134   -2.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

HMDB0249344
     RDKit          3D
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrro...
 55 56  0  0  0  0  0  0  0  0999 V2000
   -2.9998   -4.8787    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -4.1158   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -3.0945   -0.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189   -1.9190    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -1.7902    0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -0.7680    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0262    0.4465    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240    0.7860   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4370    1.9341   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    1.7431   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    2.8259   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313    4.1326   -0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    4.2922   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029    3.2269   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2309   -0.4070   -0.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314   -0.8793   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -2.2173    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.2426    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    1.3489    0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704    0.1854   -0.0364 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.9212   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6125   -0.3032   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2386    1.0906   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157    1.4589   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107    1.9137    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    1.2405    1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898    3.2762    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -4.5406    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511   -5.9697    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -4.9996    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581   -4.8093   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -3.7051   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -0.9546    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.2178    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.3406    1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    1.0404   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -0.0518   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2459    0.7442   -0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    2.6866   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    4.9290   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    5.3056    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283    3.4493   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.6610   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -0.9847   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854   -2.3103    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010   -2.9967   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8740   -2.5428    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.5816   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -1.5001    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352   -0.9416   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667   -0.2605    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.7369   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139    0.9669   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    2.2349   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2011    3.9856    0.7767 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 14  9  1  0
 24 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
M  END

  Mrv1652309112105512D          

 27 28  0  0  0  0            999 V2000
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -5.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8945   -5.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3070   -4.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7550   -4.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9265   -3.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7111   -3.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134   -2.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249344

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)

> <INCHI_KEY>
GBXSMTUPTTWBMN-UHFFFAOYSA-N

> <FORMULA>
C20H28N2O5

> <MOLECULAR_WEIGHT>
376.453

> <EXACT_MASS>
376.19982201

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.39668306908067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{2-[(1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl}pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
0.5877766028820225

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.671330392672694

> <JCHEM_PKA_STRONGEST_BASIC>
5.201340771859483

> <JCHEM_POLAR_SURFACE_AREA>
95.94000000000001

> <JCHEM_REFRACTIVITY>
99.57459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enalapril

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249344
     RDKit          3D
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrro...
 55 56  0  0  0  0  0  0  0  0999 V2000
   -2.9998   -4.8787    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -4.1158   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -3.0945   -0.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189   -1.9190    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -1.7902    0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -0.7680    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0262    0.4465    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240    0.7860   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4370    1.9341   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    1.7431   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    2.8259   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313    4.1326   -0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    4.2922   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029    3.2269   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2309   -0.4070   -0.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314   -0.8793   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -2.2173    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.2426    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    1.3489    0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704    0.1854   -0.0364 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.9212   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6125   -0.3032   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2386    1.0906   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157    1.4589   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107    1.9137    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    1.2405    1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898    3.2762    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -4.5406    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511   -5.9697    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -4.9996    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581   -4.8093   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -3.7051   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -0.9546    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.2178    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.3406    1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    1.0404   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -0.0518   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2459    0.7442   -0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    2.6866   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    4.9290   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    5.3056    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283    3.4493   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.6610   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -0.9847   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854   -2.3103    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010   -2.9967   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8740   -2.5428    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.5816   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -1.5001    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352   -0.9416   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667   -0.2605    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.7369   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139    0.9669   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    2.2349   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2011    3.9856    0.7767 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 14  9  1  0
 24 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001  -8.470   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667 -10.780   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001 -13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001 -17.710   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -15.400   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.668 -10.010   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       9.336  -8.470   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       9.497 -10.002   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.003 -10.322   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.773  -8.988   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.743  -7.844   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.063  -6.337   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.527  -5.861   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.918  -5.307   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    6   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0249344
HETATM    1  C1  UNL     1      -3.000  -4.879   0.479  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.188  -4.116  -0.501  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.400  -3.095  -0.008  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.919  -1.919   0.462  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.180  -1.790   0.433  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.081  -0.768   0.976  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.026   0.446   1.046  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.524   0.786  -0.351  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.437   1.934  -0.285  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.810   1.743  -0.377  1.00  0.00           C  
HETATM   11  C9  UNL     1      -5.680   2.826  -0.289  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.231   4.133  -0.104  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.865   4.292  -0.005  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.003   3.227  -0.095  1.00  0.00           C  
HETATM   15  N1  UNL     1      -0.231  -0.407  -0.186  1.00  0.00           N  
HETATM   16  C13 UNL     1       1.131  -0.879  -0.058  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.403  -2.217   0.369  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.060   0.243   0.196  1.00  0.00           C  
HETATM   19  O3  UNL     1       1.588   1.349   0.627  1.00  0.00           O  
HETATM   20  N2  UNL     1       3.470   0.185  -0.036  1.00  0.00           N  
HETATM   21  C16 UNL     1       4.314  -0.921  -0.320  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.612  -0.303  -0.826  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.239   1.091  -1.261  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.216   1.459  -0.179  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.911   1.914   1.008  1.00  0.00           C  
HETATM   26  O4  UNL     1       5.619   1.241   1.800  1.00  0.00           O  
HETATM   27  O5  UNL     1       4.790   3.276   1.347  1.00  0.00           O  
HETATM   28  H1  UNL     1      -2.998  -4.541   1.514  1.00  0.00           H  
HETATM   29  H2  UNL     1      -2.651  -5.970   0.528  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.074  -5.000   0.153  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.558  -4.809  -1.105  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.941  -3.705  -1.267  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.622  -0.955   1.884  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.869   0.218   1.679  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.423   1.341   1.376  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.689   1.040  -1.049  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.049  -0.052  -0.856  1.00  0.00           H  
HETATM   38  H11 UNL     1      -5.246   0.744  -0.527  1.00  0.00           H  
HETATM   39  H12 UNL     1      -6.756   2.687  -0.367  1.00  0.00           H  
HETATM   40  H13 UNL     1      -5.954   4.929  -0.046  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.469   5.306   0.156  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.928   3.449  -0.008  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.107   0.661  -0.170  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.348  -0.985  -1.264  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.485  -2.310   0.688  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.301  -2.997  -0.422  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.874  -2.543   1.326  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.935  -1.582  -1.109  1.00  0.00           H  
HETATM   49  H22 UNL     1       4.625  -1.500   0.606  1.00  0.00           H  
HETATM   50  H23 UNL     1       6.035  -0.942  -1.603  1.00  0.00           H  
HETATM   51  H24 UNL     1       6.367  -0.260   0.009  1.00  0.00           H  
HETATM   52  H25 UNL     1       6.103   1.737  -1.274  1.00  0.00           H  
HETATM   53  H26 UNL     1       4.714   0.967  -2.235  1.00  0.00           H  
HETATM   54  H27 UNL     1       3.568   2.235  -0.653  1.00  0.00           H  
HETATM   55  H28 UNL     1       5.201   3.986   0.777  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   14
CONECT   10   11   38
CONECT   11   12   12   39
CONECT   12   13   40
CONECT   13   14   14   41
CONECT   14   42
CONECT   15   16   43
CONECT   16   17   18   44
CONECT   17   45   46   47
CONECT   18   19   19   20
CONECT   20   21   24
CONECT   21   22   48   49
CONECT   22   23   50   51
CONECT   23   24   52   53
CONECT   24   25   54
CONECT   25   26   26   27
CONECT   27   55
END

HMDB0249344
     RDKit          3D
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrro...
 55 56  0  0  0  0  0  0  0  0999 V2000
   -2.9998   -4.8787    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1884   -4.1158   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -3.0945   -0.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189   -1.9190    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -1.7902    0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -0.7680    0.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0262    0.4465    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5240    0.7860   -0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4370    1.9341   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    1.7431   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    2.8259   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313    4.1326   -0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    4.2922   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029    3.2269   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2309   -0.4070   -0.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314   -0.8793   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -2.2173    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.2426    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    1.3489    0.6271 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704    0.1854   -0.0364 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3138   -0.9212   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6125   -0.3032   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2386    1.0906   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157    1.4589   -0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107    1.9137    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    1.2405    1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898    3.2762    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -4.5406    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511   -5.9697    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744   -4.9996    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5581   -4.8093   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9414   -3.7051   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6216   -0.9546    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.2178    1.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    1.3406    1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    1.0404   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -0.0518   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2459    0.7442   -0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    2.6866   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    4.9290   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    5.3056    0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283    3.4493   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.6610   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -0.9847   -1.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854   -2.3103    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010   -2.9967   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8740   -2.5428    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.5816   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -1.5001    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352   -0.9416   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667   -0.2605    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.7369   -1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7139    0.9669   -2.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    2.2349   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2011    3.9856    0.7767 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 14  9  1  0
 24 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylate	Generator
Enalapril	HMDB
Enalapril maleate	HMDB
Maleate, enalapril	HMDB
Renitec	HMDB
Renitek	HMDB

Chemical Formula

C₂₀H₂₈N₂O₅

Average Molecular Weight

376.453

Monoisotopic Molecular Weight

376.19982201

IUPAC Name

1-{2-[(1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino]propanoyl}pyrrolidine-2-carboxylic acid

Traditional Name

enalapril

CAS Registry Number

Not Available

SMILES

CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD0-2065 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.19	ALOGPS
logP	0.59	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.94 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	99.57 m³·mol⁻¹	ChemAxon
Polarizability	40.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	190.687	30932474
DeepCCS	[M-H]-	188.329	30932474
DeepCCS	[M-2H]-	221.603	30932474
DeepCCS	[M+Na]+	196.83	30932474
AllCCS	[M+H]+	192.4	32859911
AllCCS	[M+H-H2O]+	189.8	32859911
AllCCS	[M+NH4]+	194.7	32859911
AllCCS	[M+Na]+	195.4	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	186.9	32859911
AllCCS	[M+HCOO]-	187.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid	CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N1CCCC1C(O)=O	3997.8	Standard polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid	CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N1CCCC1C(O)=O	2548.0	Standard non polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid	CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N1CCCC1C(O)=O	2836.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2871.5	Semi standard non polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2793.8	Standard non polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C)[Si](C)(C)C	3550.5	Standard polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TBDMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3333.9	Semi standard non polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TBDMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3185.5	Standard non polar	33892256
(2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid,2TBDMS,isomer #1	CCOC(=O)C(CCC1=CC=CC=C1)N(C(C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3698.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4329000000-0ccc991d6f82c8023381	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 50V, Positive-QTOF	splash10-00kf-9700000000-3d260e1b1a0030232fc8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 40V, Positive-QTOF	splash10-014l-3900000000-0288d499719c40280a15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 50V, Positive-QTOF	splash10-00kf-9700000000-d09c9ccfa6fd7a479205	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 20V, Positive-QTOF	splash10-001i-0094000000-7475d65f448ace63b0eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 30V, Positive-QTOF	splash10-001i-0930000000-7d715cef1e42e77c63a2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 40V, Positive-QTOF	splash10-014l-3900000000-831f7c6baf36a34ab371	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 20V, Positive-QTOF	splash10-001i-0094000000-25c0cdac724d805c2084	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 10V, Positive-QTOF	splash10-004i-0009000000-7d0f035a441c16dd7fbb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 30V, Positive-QTOF	splash10-001i-0930000000-1fbb5044220a6ecd93ed	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 10V, Positive-QTOF	splash10-004i-0129000000-f7705eec0d29efd988c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 20V, Positive-QTOF	splash10-01sl-3944000000-04f3a7836b5b57821688	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 40V, Positive-QTOF	splash10-0903-3900000000-cb0bc55987e5b9460684	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 10V, Negative-QTOF	splash10-004i-0109000000-ec7a71512e90259b372c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 20V, Negative-QTOF	splash10-03di-3913000000-89b99fdc1118ca034b01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid 40V, Negative-QTOF	splash10-03di-3900000000-294402e5b0098d7dc45e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

3109

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3222

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid (HMDB0249344)

MOL for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

3D MOL for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

3D SDF for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

3D-SDF for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

PDB for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

3D PDB for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

SMILES for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

INCHI for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

Structure for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

3D Structure for HMDB0249344 ((2S)-1-((2S)-2-(((1R)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoyl)pyrrolidine-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra