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

ID: ALA204284

Chembl Id: CHEMBL204284

PubChem CID: 44409432

Max Phase: Preclinical

Molecular Formula: C30H37N3O6

Molecular Weight: 535.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)O[C@@H]1C(=O)N(C(=O)Cc2ccccc2)CC1(C)C)C(=O)C(=O)N[C@H](C)c1ccccc1

Standard InChI:  InChI=1S/C30H37N3O6/c1-5-6-17-23(25(35)27(36)31-20(2)22-15-11-8-12-16-22)32-29(38)39-26-28(37)33(19-30(26,3)4)24(34)18-21-13-9-7-10-14-21/h7-16,20,23,26H,5-6,17-19H2,1-4H3,(H,31,36)(H,32,38)/t20-,23+,26-/m1/s1

Standard InChI Key:  MGLRRRHJJHGHTM-UVWWXKGLSA-N

Alternative Forms

1. Parent:

   

   ALA204284

   (S)-4,4-dimethyl-2-oxo-1-(2-phenylacetyl)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: 535.64

Molecular Weight (Monoisotopic): 535.2682

AlogP: 3.72

#Rotatable Bonds: 11

Polar Surface Area: 121.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: -0.21

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