(S)-benzyl 2-oxo-1-(1-oxo-4-phenylbutan-2-yl)-1,2-dihydropyridin-3-ylcarbamate

ID: ALA488829

Chembl Id: CHEMBL488829

PubChem CID: 44560637

Max Phase: Preclinical

Molecular Formula: C23H22N2O4

Molecular Weight: 390.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C[C@H](CCc1ccccc1)n1cccc(NC(=O)OCc2ccccc2)c1=O

Standard InChI:  InChI=1S/C23H22N2O4/c26-16-20(14-13-18-8-3-1-4-9-18)25-15-7-12-21(22(25)27)24-23(28)29-17-19-10-5-2-6-11-19/h1-12,15-16,20H,13-14,17H2,(H,24,28)/t20-/m0/s1

Standard InChI Key:  IABRWLMQSLYNJA-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA488829

   (S)-benzyl 2-oxo-1-(1-oxo-4-phenylbutan-2-yl)-1,2-dihydropyridin-3-ylcarbamate

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: 390.44

Molecular Weight (Monoisotopic): 390.1580

AlogP: 3.97

#Rotatable Bonds: 8

Polar Surface Area: 77.40

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.51

References

1. Verissimo E, Berry N, Gibbons P, Cristiano ML, Rosenthal PJ, Gut J, Ward SA, O'Neill PM..  (2008)  Design and synthesis of novel 2-pyridone peptidomimetic falcipain 2/3 inhibitors.,  18  (14): [PMID:18554905] [10.1016/j.bmcl.2008.05.068]

Source

Source(1):

• Scientific Literature