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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:34:31 UTC

Update Date

2021-09-24 12:34:31 UTC

HMDB ID

HMDB0304808

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phe-Pro-Ile

Description

2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic 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 2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid.

Structure

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


  Mrv1652304032019072D          

 27 28  0  0  0  0            999 V2000
    1.1048   -1.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -3.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -3.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -3.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -4.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -6.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -4.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6252   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -5.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -6.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691   -5.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406   -5.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8845   -6.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -5.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338   -3.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -4.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714   -5.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -6.9531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338   -4.1266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867   -5.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -4.1266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429   -4.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627   -3.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -2.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  4  0  0  0
 22 18  2  0  0  0  0
 23 11  1  0  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0304808
     RDKit          3D
Phe-Pro-Ile
 56 57  0  0  0  0  0  0  0  0999 V2000
    4.3648    2.7553    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    1.3348   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.4706    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403    0.5088    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932   -0.9441    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -1.0534   -0.6065 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710   -1.6715   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -2.3361    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4445   -1.6704   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797   -0.8903   -2.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2377   -0.1619   -3.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.1111   -2.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493   -1.1485   -1.3577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -1.7608   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5993   -2.8970    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1513   -1.1499   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9649   -2.1056    0.5031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    0.0816    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.7456    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6772    1.7356    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8620    2.4044    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6107    2.0682    1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443    1.0896    2.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619    0.4124    2.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -1.5320   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -2.0399   -1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9214   -1.5604    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061    3.0310    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9095    3.4531   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337    3.0166    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    1.3044   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897    0.9160   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206    0.9040    1.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.4499    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    1.3006    2.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    0.6527    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.5563    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.9088    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839   -2.7416   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -0.1195   -2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -1.5275   -3.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8707   -0.7970   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350    0.7921   -3.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    0.8830   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413    0.3937   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -0.8102   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435   -3.0085    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.1703    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753    0.7784    0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -0.1942    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338    2.0480   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2153    3.1888   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5471    2.6092    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7503    0.8426    3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6193   -0.3731    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8234   -1.2534    0.2839 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  5 25  1  0
 25 26  2  0
 25 27  1  0
 13  9  1  0
 24 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END


  Mrv1652304032019072D          

 27 28  0  0  0  0            999 V2000
    1.1048   -1.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -3.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -3.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -3.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -4.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -6.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -4.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6252   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -5.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -6.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691   -5.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406   -5.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8845   -6.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -5.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338   -3.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -4.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714   -5.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -2.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -6.9531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338   -4.1266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867   -5.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -4.1266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429   -4.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627   -3.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -2.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  4  0  0  0
 22 18  2  0  0  0  0
 23 11  1  0  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304808

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(N=C(O)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H29N3O4/c1-3-13(2)17(20(26)27)22-18(24)16-10-7-11-23(16)19(25)15(21)12-14-8-5-4-6-9-14/h4-6,8-9,13,15-17H,3,7,10-12,21H2,1-2H3,(H,22,24)(H,26,27)

> <INCHI_KEY>
FZBGMXYQPACKNC-UHFFFAOYSA-N

> <FORMULA>
C20H29N3O4

> <MOLECULAR_WEIGHT>
375.469

> <EXACT_MASS>
375.215806426

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.881624378454504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.02328900036414265

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.835441401862493

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7328209072784326

> <JCHEM_PKA_STRONGEST_BASIC>
8.002784221311185

> <JCHEM_POLAR_SURFACE_AREA>
116.21999999999998

> <JCHEM_REFRACTIVITY>
101.51849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304808
     RDKit          3D
Phe-Pro-Ile
 56 57  0  0  0  0  0  0  0  0999 V2000
    4.3648    2.7553    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    1.3348   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.4706    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403    0.5088    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932   -0.9441    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -1.0534   -0.6065 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710   -1.6715   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -2.3361    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4445   -1.6704   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797   -0.8903   -2.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2377   -0.1619   -3.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.1111   -2.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493   -1.1485   -1.3577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -1.7608   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5993   -2.8970    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1513   -1.1499   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9649   -2.1056    0.5031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    0.0816    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.7456    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6772    1.7356    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8620    2.4044    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6107    2.0682    1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443    1.0896    2.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619    0.4124    2.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -1.5320   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -2.0399   -1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9214   -1.5604    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061    3.0310    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9095    3.4531   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337    3.0166    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    1.3044   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897    0.9160   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206    0.9040    1.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.4499    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    1.3006    2.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    0.6527    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.5563    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.9088    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839   -2.7416   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -0.1195   -2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -1.5275   -3.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8707   -0.7970   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350    0.7921   -3.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    0.8830   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413    0.3937   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -0.8102   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435   -3.0085    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.1703    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753    0.7784    0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -0.1942    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338    2.0480   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2153    3.1888   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5471    2.6092    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7503    0.8426    3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6193   -0.3731    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8234   -1.2534    0.2839 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  5 25  1  0
 25 26  2  0
 25 27  1  0
 13  9  1  0
 24 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.062  -3.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.062  -6.163   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.396  -3.853   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.676  -6.478   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.211  -6.954   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.821  -7.508   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.626 -12.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.891  -8.460   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.500  -9.015   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.150 -10.918   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.166 -12.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.716 -10.997   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.396  -5.393   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.036  -9.491   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.251 -11.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.396 -10.013   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.730  -6.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.396  -8.473   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.107 -10.442   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.063  -5.393   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.931 -12.979   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       4.730  -7.703   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       4.642 -10.918   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       2.062  -7.703   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.427  -8.936   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.397  -6.163   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.063  -3.853   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1   13                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7   10   11                                                       
CONECT    8    5   14                                                       
CONECT    9    6   14                                                       
CONECT   10    7   16                                                       
CONECT   11    7   23                                                       
CONECT   12   14   15                                                       
CONECT   13    2    3   17                                                  
CONECT   14    8    9   12                                                  
CONECT   15   12   19   21                                                  
CONECT   16   10   18   23                                                  
CONECT   17   13   20   22                                                  
CONECT   18   16   22   24                                                  
CONECT   19   15   23   25                                                  
CONECT   20   17   26   27                                                  
CONECT   21   15                                                            
CONECT   22   17   18                                                       
CONECT   23   11   16   19                                                  
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   20                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0304808
HETATM    1  C1  UNL     1       4.365   2.755   0.091  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.108   1.335  -0.301  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.705   0.471   0.875  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.840   0.509   1.874  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.493  -0.944   0.385  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.478  -1.053  -0.607  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.371  -1.672  -0.518  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.041  -2.336   0.633  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.445  -1.670  -1.659  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.980  -0.890  -2.837  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.238  -0.162  -3.328  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.991   0.111  -2.031  1.00  0.00           C  
HETATM   13  N2  UNL     1      -0.849  -1.149  -1.358  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.831  -1.761  -0.535  1.00  0.00           C  
HETATM   15  O2  UNL     1      -1.599  -2.897   0.010  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.151  -1.150  -0.258  1.00  0.00           C  
HETATM   17  N3  UNL     1      -3.965  -2.106   0.503  1.00  0.00           N  
HETATM   18  C13 UNL     1      -2.942   0.082   0.625  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.213   0.746   0.945  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.677   1.736   0.105  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.862   2.404   0.339  1.00  0.00           C  
HETATM   22  C17 UNL     1      -6.611   2.068   1.457  1.00  0.00           C  
HETATM   23  C18 UNL     1      -6.144   1.090   2.281  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.962   0.412   2.060  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.771  -1.532  -0.094  1.00  0.00           C  
HETATM   26  O3  UNL     1       4.860  -2.040  -1.250  1.00  0.00           O  
HETATM   27  O4  UNL     1       5.921  -1.560   0.681  1.00  0.00           O  
HETATM   28  H1  UNL     1       3.906   3.031   1.061  1.00  0.00           H  
HETATM   29  H2  UNL     1       3.909   3.453  -0.661  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.434   3.017   0.151  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.372   1.304  -1.118  1.00  0.00           H  
HETATM   32  H5  UNL     1       5.090   0.916  -0.661  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.821   0.904   1.336  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.878  -0.450   2.449  1.00  0.00           H  
HETATM   35  H8  UNL     1       4.685   1.301   2.635  1.00  0.00           H  
HETATM   36  H9  UNL     1       5.825   0.653   1.418  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.179  -1.556   1.262  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.893  -1.909   1.536  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.384  -2.742  -2.014  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.698  -0.119  -2.477  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.432  -1.528  -3.611  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.871  -0.797  -3.959  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.035   0.792  -3.848  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.463   0.883  -1.460  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.041   0.394  -2.251  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.679  -0.810  -1.160  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.044  -3.009   0.020  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.654  -2.170   1.483  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.275   0.778   0.089  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.415  -0.194   1.564  1.00  0.00           H  
HETATM   51  H24 UNL     1      -4.134   2.048  -0.795  1.00  0.00           H  
HETATM   52  H25 UNL     1      -6.215   3.189  -0.340  1.00  0.00           H  
HETATM   53  H26 UNL     1      -7.547   2.609   1.626  1.00  0.00           H  
HETATM   54  H27 UNL     1      -6.750   0.843   3.155  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.619  -0.373   2.750  1.00  0.00           H  
HETATM   56  H29 UNL     1       6.823  -1.253   0.284  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4    5   33
CONECT    4   34   35   36
CONECT    5    6   25   37
CONECT    6    7    7
CONECT    7    8    9
CONECT    8   38
CONECT    9   10   13   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   46
CONECT   17   47   48
CONECT   18   19   49   50
CONECT   19   20   20   24
CONECT   20   21   51
CONECT   21   22   22   52
CONECT   22   23   53
CONECT   23   24   24   54
CONECT   24   55
CONECT   25   26   26   27
CONECT   27   56
END

HMDB0304808
     RDKit          3D
Phe-Pro-Ile
 56 57  0  0  0  0  0  0  0  0999 V2000
    4.3648    2.7553    0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    1.3348   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.4706    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403    0.5088    1.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932   -0.9441    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -1.0534   -0.6065 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3710   -1.6715   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -2.3361    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4445   -1.6704   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797   -0.8903   -2.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2377   -0.1619   -3.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913    0.1111   -2.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493   -1.1485   -1.3577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -1.7608   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5993   -2.8970    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1513   -1.1499   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9649   -2.1056    0.5031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    0.0816    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133    0.7456    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6772    1.7356    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8620    2.4044    0.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6107    2.0682    1.4574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443    1.0896    2.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619    0.4124    2.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711   -1.5320   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -2.0399   -1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9214   -1.5604    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9061    3.0310    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9095    3.4531   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337    3.0166    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    1.3044   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897    0.9160   -0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206    0.9040    1.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785   -0.4499    2.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    1.3006    2.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8252    0.6527    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1785   -1.5563    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.9088    1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839   -2.7416   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -0.1195   -2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322   -1.5275   -3.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8707   -0.7970   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350    0.7921   -3.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    0.8830   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413    0.3937   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -0.8102   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435   -3.0085    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -2.1703    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2753    0.7784    0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4149   -0.1942    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338    2.0480   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2153    3.1888   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5471    2.6092    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7503    0.8426    3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6193   -0.3731    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8234   -1.2534    0.2839 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  5 25  1  0
 25 26  2  0
 25 27  1  0
 13  9  1  0
 24 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoate	Generator

Chemical Formula

C₂₀H₂₉N₃O₄

Average Molecular Weight

375.469

Monoisotopic Molecular Weight

375.215806426

IUPAC Name

2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid

Traditional Name

2-({[1-(2-amino-3-phenylpropanoyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N=C(O)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C20H29N3O4/c1-3-13(2)17(20(26)27)22-18(24)16-10-7-11-23(16)19(25)15(21)12-14-8-5-4-6-9-14/h4-6,8-9,13,15-17H,3,7,10-12,21H2,1-2H3,(H,22,24)(H,26,27)

InChI Key

FZBGMXYQPACKNC-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
Isoleucine or derivatives
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Pyrrolidine
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Amine
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	-0.47	ALOGPS
logP	-0.023	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.52 m³·mol⁻¹	ChemAxon
Polarizability	39.88 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
AllCCS	[M+H]+	191.754	32859911
AllCCS	[M+H-H2O]+	189.274	32859911
AllCCS	[M+Na]+	194.688	32859911
AllCCS	[M+NH4]+	194.035	32859911
AllCCS	[M-H]-	188.859	32859911
AllCCS	[M+Na-2H]-	189.555	32859911
AllCCS	[M+HCOO]-	190.46	32859911
DeepCCS	[M+H]+	186.848	30932474
DeepCCS	[M-H]-	184.49	30932474
DeepCCS	[M-2H]-	218.52	30932474
DeepCCS	[M+Na]+	194.284	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phe-Pro-Ile,3TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2866.8	Semi standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2829.3	Standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3643.5	Standard polar	33892256
Phe-Pro-Ile,3TMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3051.0	Semi standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2913.1	Standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3863.8	Standard polar	33892256
Phe-Pro-Ile,3TMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3031.7	Semi standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2956.9	Standard non polar	33892256
Phe-Pro-Ile,3TMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3847.8	Standard polar	33892256
Phe-Pro-Ile,4TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3028.0	Semi standard non polar	33892256
Phe-Pro-Ile,4TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2931.9	Standard non polar	33892256
Phe-Pro-Ile,4TMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3525.3	Standard polar	33892256
Phe-Pro-Ile,1TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O	3196.2	Semi standard non polar	33892256
Phe-Pro-Ile,1TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O	2913.1	Standard non polar	33892256
Phe-Pro-Ile,1TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O	4389.3	Standard polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3312.2	Semi standard non polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3077.5	Standard non polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	4148.1	Standard polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O	3370.5	Semi standard non polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O	3131.0	Standard non polar	33892256
Phe-Pro-Ile,2TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O	4103.8	Standard polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3468.3	Semi standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3309.3	Standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3849.7	Standard polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3714.5	Semi standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3353.2	Standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #2	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3988.4	Standard polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3680.9	Semi standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3469.4	Standard non polar	33892256
Phe-Pro-Ile,3TBDMS,isomer #3	CCC(C)C(N=C(O)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4003.7	Standard polar	33892256
Phe-Pro-Ile,4TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3860.6	Semi standard non polar	33892256
Phe-Pro-Ile,4TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3535.5	Standard non polar	33892256
Phe-Pro-Ile,4TBDMS,isomer #1	CCC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C1CCCN1C(=O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3748.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 10V, Positive-QTOF	splash10-0560-1529000000-e51e0f5348d9d931738f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 20V, Positive-QTOF	splash10-0089-6921000000-d99bc2e6df8b08a08097	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 40V, Positive-QTOF	splash10-00di-9400000000-65f947dabafb379349d0	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 10V, Negative-QTOF	splash10-00e9-0009000000-114d79e0128859a8d169	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 20V, Negative-QTOF	splash10-053s-2789000000-32dae1ae196aa621a371	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 40V, Negative-QTOF	splash10-003r-6920000000-45c9e2067a49bf3adfb7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 10V, Positive-QTOF	splash10-001j-0159000000-0e9f38f5447bdca07594	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 20V, Positive-QTOF	splash10-0giu-5492000000-6ae255e2661ef41ebc5c	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 40V, Positive-QTOF	splash10-00di-9800000000-3379dd696bbabcb63ef7	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 10V, Negative-QTOF	splash10-00di-0349000000-d51901ad9f15589a81ea	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 20V, Negative-QTOF	splash10-0002-1391000000-d5a92ffe60425a1e82d2	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phe-Pro-Ile 40V, Negative-QTOF	splash10-0006-5920000000-67664d3f5bdfec6d6408	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098397

KNApSAcK ID

Not Available

Chemspider ID

16573678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18223318

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

Not Available

Showing metabocard for Phe-Pro-Ile (HMDB0304808)

MOL for HMDB0304808 (Phe-Pro-Ile)

3D MOL for HMDB0304808 (Phe-Pro-Ile)

3D SDF for HMDB0304808 (Phe-Pro-Ile)

3D-SDF for HMDB0304808 (Phe-Pro-Ile)

PDB for HMDB0304808 (Phe-Pro-Ile)

3D PDB for HMDB0304808 (Phe-Pro-Ile)

SMILES for HMDB0304808 (Phe-Pro-Ile)

INCHI for HMDB0304808 (Phe-Pro-Ile)

Structure for HMDB0304808 (Phe-Pro-Ile)

3D Structure for HMDB0304808 (Phe-Pro-Ile)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra