(S)-1-(benzylcarbamoyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl (S)-1,2-dioxo-1-((R)-1-phenylethylamino)heptan-3-ylcarbamate

ID: ALA382990

Chembl Id: CHEMBL382990

PubChem CID: 44409371

Max Phase: Preclinical

Molecular Formula: C30H38N4O6

Molecular Weight: 550.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)O[C@@H]1C(=O)N(C(=O)NCc2ccccc2)CC1(C)C)C(=O)C(=O)N[C@H](C)c1ccccc1

Standard InChI:  InChI=1S/C30H38N4O6/c1-5-6-17-23(24(35)26(36)32-20(2)22-15-11-8-12-16-22)33-29(39)40-25-27(37)34(19-30(25,3)4)28(38)31-18-21-13-9-7-10-14-21/h7-16,20,23,25H,5-6,17-19H2,1-4H3,(H,31,38)(H,32,36)(H,33,39)/t20-,23+,25-/m1/s1

Standard InChI Key:  DEAALBPCNSJIPH-JHMXWDHMSA-N

Alternative Forms

1. Parent:

   

   ALA382990

   (S)-1-(benzylcarbamoyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl (S)-1,2-dioxo-1-((R)-1-phenylethylamino)heptan-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: 550.66

Molecular Weight (Monoisotopic): 550.2791

AlogP: 3.86

#Rotatable Bonds: 11

Polar Surface Area: 133.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.36

Np Likeness Score: -0.36

References

1. Barrett DG, Catalano JG, Deaton DN, Hassell AM, Long ST, Miller AB, Miller LR, Ray JA, Samano V, Shewchuk LM, Wells-Knecht KJ, Willard DH, Wright LL..  (2006)  Novel, potent P2-P3 pyrrolidine derivatives of ketoamide-based cathepsin K inhibitors.,  16  (6): [PMID:16376075] [10.1016/j.bmcl.2005.11.101]

Source

Source(1):

• Scientific Literature