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 00:13:11 UTC

Update Date

2021-09-26 22:56:45 UTC

HMDB ID

HMDB0247208

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzoylphenylalanyl-alanyl-proline

Description

1-{2-[(1-hydroxy-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropylidene)amino]propanoyl}pyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on 1-{2-[(1-hydroxy-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropylidene)amino]propanoyl}pyrrolidine-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzoylphenylalanyl-alanyl-proline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzoylphenylalanyl-alanyl-proline 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


  Mrv1652309112102132D          

 32 34  0  0  0  0            999 V2000
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572   -6.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502   -6.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377   -5.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -5.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2182   -4.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -3.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336   -3.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  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
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 16 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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
M  END

HMDB0247208
     RDKit          3D
Benzoylphenylalanyl-alanyl-proline
 59 61  0  0  0  0  0  0  0  0999 V2000
    2.9115    1.0588   -2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057    0.5521   -0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1747   -0.0696   -0.7788 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    0.4211   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    1.4594    0.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.2568   -0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -0.4472   -1.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -1.1271   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -0.4297   -1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -1.0737   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -2.4625   -1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.1688   -1.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813   -2.5099   -1.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.4180    0.4936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.1442    1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -1.3017    2.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    0.5646    2.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0950    3.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    0.7187    4.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0056    1.8827    3.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782    2.4006    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    1.7354    1.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.4300   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -1.6279   -0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.2621    0.0351 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293   -1.4953    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834   -1.2648   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8510    0.0391   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.7468    0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    2.1211   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6442    2.8188   -0.6473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880    2.8443   -0.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    2.1556   -2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    0.5293   -2.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.7831   -2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.4146   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1171   -0.9220   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783   -1.2727    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -0.9806   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.5735   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913    0.6546   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2764   -0.4546   -1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4207   -2.9669   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506   -4.2483   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.1044   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3742    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -0.8172    3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8001    0.3164    5.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    2.4030    4.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    3.3145    2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823    2.1752    0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725   -2.3288   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.5708    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -2.0972   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -1.0959    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -0.1557   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7805    0.6142   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155    0.6625    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    3.2393    0.8157 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  8  1  0
 22 17  1  0
 29 25  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 32 59  1  0
M  END


  Mrv1652309112102132D          

 32 34  0  0  0  0            999 V2000
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572   -6.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2502   -6.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377   -5.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -5.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2182   -4.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -3.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336   -3.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  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
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 16 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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247208

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O5/c1-16(23(30)27-14-8-13-20(27)24(31)32)25-22(29)19(15-17-9-4-2-5-10-17)26-21(28)18-11-6-3-7-12-18/h2-7,9-12,16,19-20H,8,13-15H2,1H3,(H,25,29)(H,26,28)(H,31,32)

> <INCHI_KEY>
GKCBQPXKGNTQKX-UHFFFAOYSA-N

> <FORMULA>
C24H27N3O5

> <MOLECULAR_WEIGHT>
437.496

> <EXACT_MASS>
437.195070981

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.82333928418589

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{2-[3-phenyl-2-(phenylformamido)propanamido]propanoyl}pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
1.950263677333333

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.411801805721115

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.780861153635766

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2991696024917614

> <JCHEM_POLAR_SURFACE_AREA>
115.81

> <JCHEM_REFRACTIVITY>
117.51450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2-[3-phenyl-2-(phenylformamido)propanamido]propanoyl}pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247208
     RDKit          3D
Benzoylphenylalanyl-alanyl-proline
 59 61  0  0  0  0  0  0  0  0999 V2000
    2.9115    1.0588   -2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057    0.5521   -0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1747   -0.0696   -0.7788 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    0.4211   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    1.4594    0.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.2568   -0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -0.4472   -1.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -1.1271   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -0.4297   -1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -1.0737   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -2.4625   -1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.1688   -1.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813   -2.5099   -1.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.4180    0.4936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.1442    1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -1.3017    2.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    0.5646    2.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0950    3.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    0.7187    4.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0056    1.8827    3.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782    2.4006    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    1.7354    1.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.4300   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -1.6279   -0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.2621    0.0351 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293   -1.4953    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834   -1.2648   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8510    0.0391   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.7468    0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    2.1211   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6442    2.8188   -0.6473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880    2.8443   -0.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    2.1556   -2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    0.5293   -2.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.7831   -2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.4146   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1171   -0.9220   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783   -1.2727    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -0.9806   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.5735   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913    0.6546   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2764   -0.4546   -1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4207   -2.9669   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506   -4.2483   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.1044   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3742    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -0.8172    3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8001    0.3164    5.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    2.4030    4.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    3.3145    2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823    2.1752    0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725   -2.3288   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.5708    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -2.0972   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -1.0959    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -0.1557   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7805    0.6142   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155    0.6625    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    3.2393    0.8157 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  8  1  0
 22 17  1  0
 29 25  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 32 59  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       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       4.001 -10.010   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.840 -11.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.334 -11.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.564 -10.528   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.594  -9.384   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.274  -7.877   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.418  -6.847   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.809  -7.401   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       8.002  -9.240   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      12.003 -10.010   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   16   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0247208
HETATM    1  C1  UNL     1       2.911   1.059  -2.058  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.506   0.552  -0.687  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.175  -0.070  -0.779  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.031   0.421  -0.124  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.059   1.459   0.610  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.285  -0.257  -0.257  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.674  -0.447  -1.702  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.990  -1.127  -1.767  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.173  -0.430  -1.790  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.403  -1.074  -1.852  1.00  0.00           C  
HETATM   11  C9  UNL     1      -5.468  -2.463  -1.893  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.302  -3.169  -1.871  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.081  -2.510  -1.809  1.00  0.00           C  
HETATM   14  N2  UNL     1      -2.319   0.418   0.494  1.00  0.00           N  
HETATM   15  C12 UNL     1      -2.978  -0.144   1.615  1.00  0.00           C  
HETATM   16  O2  UNL     1      -2.661  -1.302   2.006  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.010   0.565   2.338  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.488   0.095   3.552  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.464   0.719   4.278  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.006   1.883   3.773  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.578   2.401   2.578  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.588   1.735   1.878  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.478  -0.430  -0.211  1.00  0.00           C  
HETATM   24  O3  UNL     1       2.965  -1.628  -0.002  1.00  0.00           O  
HETATM   25  N3  UNL     1       4.829  -0.262   0.035  1.00  0.00           N  
HETATM   26  C20 UNL     1       5.629  -1.495   0.466  1.00  0.00           C  
HETATM   27  C21 UNL     1       6.983  -1.265  -0.148  1.00  0.00           C  
HETATM   28  C22 UNL     1       6.851   0.039  -0.893  1.00  0.00           C  
HETATM   29  C23 UNL     1       5.817   0.747   0.017  1.00  0.00           C  
HETATM   30  C24 UNL     1       5.630   2.121  -0.223  1.00  0.00           C  
HETATM   31  O4  UNL     1       6.644   2.819  -0.647  1.00  0.00           O  
HETATM   32  O5  UNL     1       4.488   2.844  -0.057  1.00  0.00           O  
HETATM   33  H1  UNL     1       2.854   2.156  -2.152  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.337   0.529  -2.845  1.00  0.00           H  
HETATM   35  H3  UNL     1       3.973   0.783  -2.202  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.353   1.415  -0.028  1.00  0.00           H  
HETATM   37  H5  UNL     1       1.117  -0.922  -1.375  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.178  -1.273   0.194  1.00  0.00           H  
HETATM   39  H7  UNL     1      -0.880  -0.981  -2.232  1.00  0.00           H  
HETATM   40  H8  UNL     1      -1.828   0.574  -2.135  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.091   0.655  -1.756  1.00  0.00           H  
HETATM   42  H10 UNL     1      -6.276  -0.455  -1.865  1.00  0.00           H  
HETATM   43  H11 UNL     1      -6.421  -2.967  -1.941  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.351  -4.248  -1.903  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.183  -3.104  -1.794  1.00  0.00           H  
HETATM   46  H14 UNL     1      -2.594   1.374   0.192  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.058  -0.817   3.940  1.00  0.00           H  
HETATM   48  H16 UNL     1      -5.800   0.316   5.212  1.00  0.00           H  
HETATM   49  H17 UNL     1      -6.785   2.403   4.326  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.010   3.315   2.191  1.00  0.00           H  
HETATM   51  H19 UNL     1      -4.282   2.175   0.943  1.00  0.00           H  
HETATM   52  H20 UNL     1       5.173  -2.329  -0.083  1.00  0.00           H  
HETATM   53  H21 UNL     1       5.612  -1.571   1.549  1.00  0.00           H  
HETATM   54  H22 UNL     1       7.291  -2.097  -0.817  1.00  0.00           H  
HETATM   55  H23 UNL     1       7.744  -1.096   0.658  1.00  0.00           H  
HETATM   56  H24 UNL     1       6.397  -0.156  -1.887  1.00  0.00           H  
HETATM   57  H25 UNL     1       7.780   0.614  -0.925  1.00  0.00           H  
HETATM   58  H26 UNL     1       6.416   0.663   1.049  1.00  0.00           H  
HETATM   59  H27 UNL     1       4.160   3.239   0.816  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   23   36
CONECT    3    4   37
CONECT    4    5    5    6
CONECT    6    7   14   38
CONECT    7    8   39   40
CONECT    8    9    9   13
CONECT    9   10   41
CONECT   10   11   11   42
CONECT   11   12   43
CONECT   12   13   13   44
CONECT   13   45
CONECT   14   15   46
CONECT   15   16   16   17
CONECT   17   18   18   22
CONECT   18   19   47
CONECT   19   20   20   48
CONECT   20   21   49
CONECT   21   22   22   50
CONECT   22   51
CONECT   23   24   24   25
CONECT   25   26   29
CONECT   26   27   52   53
CONECT   27   28   54   55
CONECT   28   29   56   57
CONECT   29   30   58
CONECT   30   31   31   32
CONECT   32   59
END

HMDB0247208
     RDKit          3D
Benzoylphenylalanyl-alanyl-proline
 59 61  0  0  0  0  0  0  0  0999 V2000
    2.9115    1.0588   -2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057    0.5521   -0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1747   -0.0696   -0.7788 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    0.4211   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    1.4594    0.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.2568   -0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6738   -0.4472   -1.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -1.1271   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -0.4297   -1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4025   -1.0737   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -2.4625   -1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3018   -3.1688   -1.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0813   -2.5099   -1.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.4180    0.4936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.1442    1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -1.3017    2.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    0.5646    2.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0950    3.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    0.7187    4.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0056    1.8827    3.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782    2.4006    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    1.7354    1.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.4300   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653   -1.6279   -0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.2621    0.0351 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293   -1.4953    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834   -1.2648   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8510    0.0391   -0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    0.7468    0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    2.1211   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6442    2.8188   -0.6473 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4880    2.8443   -0.0574 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    2.1556   -2.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    0.5293   -2.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9733    0.7831   -2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3534    1.4146   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1171   -0.9220   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783   -1.2727    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -0.9806   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.5735   -2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913    0.6546   -1.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2764   -0.4546   -1.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4207   -2.9669   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506   -4.2483   -1.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.1044   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3742    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -0.8172    3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8001    0.3164    5.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7849    2.4030    4.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    3.3145    2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823    2.1752    0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725   -2.3288   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.5708    1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -2.0972   -0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -1.0959    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -0.1557   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7805    0.6142   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4155    0.6625    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    3.2393    0.8157 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 13  8  1  0
 22 17  1  0
 29 25  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 32 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-{2-[(1-hydroxy-2-{[hydroxy(phenyl)methylidene]amino}-3-phenylpropylidene)amino]propanoyl}pyrrolidine-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₇N₃O₅

Average Molecular Weight

437.496

Monoisotopic Molecular Weight

437.195070981

IUPAC Name

1-{2-[3-phenyl-2-(phenylformamido)propanamido]propanoyl}pyrrolidine-2-carboxylic acid

Traditional Name

1-{2-[3-phenyl-2-(phenylformamido)propanamido]propanoyl}pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C24H27N3O5/c1-16(23(30)27-14-8-13-20(27)24(31)32)25-22(29)19(15-17-9-4-2-5-10-17)26-21(28)18-11-6-3-7-12-18/h2-7,9-12,16,19-20H,8,13-15H2,1H3,(H,25,29)(H,26,28)(H,31,32)

InChI Key

GKCBQPXKGNTQKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Phenylalanine or derivatives
Hippuric acid or derivatives
N-acyl-alpha-amino acid
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Benzoic acid or derivatives
Benzamide
Benzoyl
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Fatty amide
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 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	1.79	ALOGPS
logP	1.95	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	115.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	117.51 m³·mol⁻¹	ChemAxon
Polarizability	44.82 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
DeepCCS	[M+H]+	198.585	30932474
DeepCCS	[M-H]-	196.227	30932474
DeepCCS	[M-2H]-	230.519	30932474
DeepCCS	[M+Na]+	205.615	30932474
AllCCS	[M+H]+	205.8	32859911
AllCCS	[M+H-H2O]+	203.5	32859911
AllCCS	[M+NH4]+	207.8	32859911
AllCCS	[M+Na]+	208.4	32859911
AllCCS	[M-H]-	199.2	32859911
AllCCS	[M+Na-2H]-	199.8	32859911
AllCCS	[M+HCOO]-	200.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzoylphenylalanyl-alanyl-proline	CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)C(=O)N1CCCC1C(O)=O	4543.2	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline	CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)C(=O)N1CCCC1C(O)=O	2663.0	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline	CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)C(=O)N1CCCC1C(O)=O	3793.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C	3502.6	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C	3363.6	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C	4522.1	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	3449.1	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	3322.3	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	4551.8	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	3458.1	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	3396.6	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	4672.5	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	3433.4	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	3366.6	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C)[Si](C)(C)C	4270.0	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3924.1	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3754.2	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	4574.9	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3893.0	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3699.0	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #2	CC(NC(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	4598.4	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3937.9	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3762.5	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,2TBDMS,isomer #3	CC(C(=O)N1CCCC1C(=O)O)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4696.5	Standard polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4061.9	Semi standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3925.0	Standard non polar	33892256
Benzoylphenylalanyl-alanyl-proline,3TBDMS,isomer #1	CC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CC=CC=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4389.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-9762000000-b991ec2847136a19bad2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzoylphenylalanyl-alanyl-proline GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - Benzoylphenylalanyl-alanyl-proline 10V, Positive-QTOF	splash10-000i-0202900000-20f22a9331ebe1267931	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylphenylalanyl-alanyl-proline 20V, Positive-QTOF	splash10-0601-3931100000-8f15401bc5340c8e39be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylphenylalanyl-alanyl-proline 40V, Positive-QTOF	splash10-05i0-8900000000-09b96a86301370b2f14c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylphenylalanyl-alanyl-proline 10V, Negative-QTOF	splash10-000i-0000900000-2f18c77be97c58aefdd1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylphenylalanyl-alanyl-proline 20V, Negative-QTOF	splash10-03di-6911100000-372bfc529d6e277a81f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzoylphenylalanyl-alanyl-proline 40V, Negative-QTOF	splash10-01ox-9811000000-fd951256f0794508e10c	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

8130364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9954754

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 Benzoylphenylalanyl-alanyl-proline (HMDB0247208)

MOL for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

3D MOL for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

3D SDF for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

3D-SDF for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

PDB for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

3D PDB for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

SMILES for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

INCHI for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

Structure for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

3D Structure for HMDB0247208 (Benzoylphenylalanyl-alanyl-proline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra