(R)-N-(2-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-2-oxoethyl)-1-((S)-2-guanidino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamide

ID: ALA4096142

PubChem CID: 137654851

Max Phase: Preclinical

Molecular Formula: C26H33N7O5

Molecular Weight: 523.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)N[C@@H](Cc1ccc(O)cc1)C(=O)N1CCC[C@@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C26H33N7O5/c27-23(36)19(13-16-5-2-1-3-6-16)31-22(35)15-30-24(37)21-7-4-12-33(21)25(38)20(32-26(28)29)14-17-8-10-18(34)11-9-17/h1-3,5-6,8-11,19-21,34H,4,7,12-15H2,(H2,27,36)(H,30,37)(H,31,35)(H4,28,29,32)/t19-,20-,21+/m0/s1

Standard InChI Key:  FXCUPXUMKAMXIS-PCCBWWKXSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4096142

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 523.59

Molecular Weight (Monoisotopic): 523.2543

AlogP: -0.89

#Rotatable Bonds: 11

Polar Surface Area: 203.73

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.42

CX Basic pKa: 11.39

CX LogP: -1.08

CX LogD: -2.71

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.15

Np Likeness Score: -0.35

References

1. Wang Y, Zhao X, Gao X, Gan Y, Liu Y, Zhao X, Hu J, Ma X, Wu Y, Ma P, Liang X, Zhang X..  (2017)  Original endomorphin-1 analogues exhibit good analgesic effects with minimal implications for human sperm motility.,  27  (10): [PMID:28377055] [10.1016/j.bmcl.2017.03.067]

Source

Source(1):

• Scientific Literature