2-Benzyl-3-(2-benzyl-3-hydroxycarbamoyl-propionylamino)-propionic acid

ID: ALA290337

Chembl Id: CHEMBL290337

PubChem CID: 14127078

Max Phase: Preclinical

Molecular Formula: C21H24N2O5

Molecular Weight: 384.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(Cc1ccccc1)C(=O)NCC(Cc1ccccc1)C(=O)O)NO

Standard InChI:  InChI=1S/C21H24N2O5/c24-19(23-28)13-17(11-15-7-3-1-4-8-15)20(25)22-14-18(21(26)27)12-16-9-5-2-6-10-16/h1-10,17-18,28H,11-14H2,(H,22,25)(H,23,24)(H,26,27)

Standard InChI Key:  PQNKMCSJJNDIIH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA290337

   2-Benzyl-3-(2-benzyl-3-hydroxycarbamoyl-propionylamino)-propionic acid

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: 384.43

Molecular Weight (Monoisotopic): 384.1685

AlogP: 1.80

#Rotatable Bonds: 10

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.23

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: -0.86

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: -0.11

References

1. Xie J, Soleilhac JM, Schmidt C, Peyroux J, Roques BP, Fournié-Zaluski MC..  (1989)  New kelatorphan-related inhibitors of enkephalin metabolism: improved antinociceptive properties.,  32  (7): [PMID:2738884] [10.1021/jm00127a017]

Source

Source(1):

• Scientific Literature