(S)-4,4-dimethyl-2-oxo-1-(phenylsulfonyl)pyrrolidin-3-yl (S)-1,2-dioxo-1-((R)-1-phenylethylamino)heptan-3-ylcarbamate

ID: ALA439517

Chembl Id: CHEMBL439517

PubChem CID: 44409428

Max Phase: Preclinical

Molecular Formula: C28H35N3O7S

Molecular Weight: 557.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)O[C@@H]1C(=O)N(S(=O)(=O)c2ccccc2)CC1(C)C)C(=O)C(=O)N[C@H](C)c1ccccc1

Standard InChI:  InChI=1S/C28H35N3O7S/c1-5-6-17-22(23(32)25(33)29-19(2)20-13-9-7-10-14-20)30-27(35)38-24-26(34)31(18-28(24,3)4)39(36,37)21-15-11-8-12-16-21/h7-16,19,22,24H,5-6,17-18H2,1-4H3,(H,29,33)(H,30,35)/t19-,22+,24-/m1/s1

Standard InChI Key:  WATLCBQXXQNQHM-WNOPAQSVSA-N

Alternative Forms

1. Parent:

   

   ALA439517

   (S)-4,4-dimethyl-2-oxo-1-(phenylsulfonyl)pyrrolidin-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: 557.67

Molecular Weight (Monoisotopic): 557.2196

AlogP: 3.34

#Rotatable Bonds: 11

Polar Surface Area: 138.95

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.40

Np Likeness Score: -0.46

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