N-(cyanomethyl)-5,5-difluoro-2-(2-(4-(methylthio)phenyl)pyridin-3-yl)cyclohexanecarboxamide

ID: ALA391959

Chembl Id: CHEMBL391959

PubChem CID: 44440444

Max Phase: Preclinical

Molecular Formula: C21H21F2N3OS

Molecular Weight: 401.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2ncccc2C2CCC(F)(F)CC2C(=O)NCC#N)cc1

Standard InChI:  InChI=1S/C21H21F2N3OS/c1-28-15-6-4-14(5-7-15)19-17(3-2-11-25-19)16-8-9-21(22,23)13-18(16)20(27)26-12-10-24/h2-7,11,16,18H,8-9,12-13H2,1H3,(H,26,27)

Standard InChI Key:  DGVFVGNXSMNOJP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA391959

   N-(cyanomethyl)-5,5-difluoro-2-[2-(4-methylsulfanylphenyl)pyridin-3-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: 401.48

Molecular Weight (Monoisotopic): 401.1373

AlogP: 4.63

#Rotatable Bonds: 5

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.93

CX Basic pKa: 4.30

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -0.77

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