US8552202, Compound 1

ID: ALA3648396

Chembl Id: CHEMBL3648396

PubChem CID: 58101949

Max Phase: Preclinical

Molecular Formula: C21H26N2O4

Molecular Weight: 370.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](C(=O)N1CC[C@H]2OCC(=O)[C@H]21)C1CCCCC1)c1ccccc1

Standard InChI:  InChI=1S/C21H26N2O4/c24-16-13-27-17-11-12-23(19(16)17)21(26)18(14-7-3-1-4-8-14)22-20(25)15-9-5-2-6-10-15/h2,5-6,9-10,14,17-19H,1,3-4,7-8,11-13H2,(H,22,25)/t17-,18+,19-/m1/s1

Standard InChI Key:  JHKBBDALNAZURK-CEXWTWQISA-N

Alternative Forms

1. Parent:

   

   ALA3648396

   N-[(1S)-2-[(3aS,6aR)-3-oxo-3a,5,6,6a-tetrahydrofuro[3,2-b]pyrrol-4-yl]-1-cyclohexyl-2-oxoethyl]benzamide

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: 370.45

Molecular Weight (Monoisotopic): 370.1893

AlogP: 1.93

#Rotatable Bonds: 4

Polar Surface Area: 75.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.88

Np Likeness Score: -0.02

References

1.  (2013)  Furo[3, 2-B] pyrrol-3-ones as cathespin S inhibitors, 

Source

Source(1):

• BindingDB Database