N-(cyanomethyl)-5,5-difluoro-2-(3-(4-(methylthio)phenyl)-2-oxo-1,2-dihydropyridin-4-yl)cyclohexanecarboxamide

ID: ALA245381

Chembl Id: CHEMBL245381

PubChem CID: 44440448

Max Phase: Preclinical

Molecular Formula: C21H21F2N3O2S

Molecular Weight: 417.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2c(C3CCC(F)(F)CC3C(=O)NCC#N)cc[nH]c2=O)cc1

Standard InChI:  InChI=1S/C21H21F2N3O2S/c1-29-14-4-2-13(3-5-14)18-16(7-10-25-20(18)28)15-6-8-21(22,23)12-17(15)19(27)26-11-9-24/h2-5,7,10,15,17H,6,8,11-12H2,1H3,(H,25,28)(H,26,27)

Standard InChI Key:  PRMPFYDBURPTBI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245381

   N-(cyanomethyl)-5,5-difluoro-2-[3-(4-methylsulfanylphenyl)-2-oxo-1H-pyridin-4-yl]cyclohexane-1-carboxamide

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: 417.48

Molecular Weight (Monoisotopic): 417.1323

AlogP: 3.92

#Rotatable Bonds: 5

Polar Surface Area: 85.75

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.22

CX Basic pKa: ┄

CX LogP: 1.82

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -0.45

References

1. Robichaud J, Bayly CI, Black WC, Desmarais S, Léger S, Massé F, McKay DJ, Oballa RM, Pâquet J, Percival MD, Truchon JF, Wesolowski G, Crane SN..  (2007)  Beta-substituted cyclohexanecarboxamide cathepsin K inhibitors: modification of the 1,2-disubstituted aromatic core.,  17  (11): [PMID:17408953] [10.1016/j.bmcl.2007.03.028]

Source

Source(1):

• Scientific Literature