N-(cyanomethyl)-5,5-difluoro-2-(2-methyl-4-(4-(methylthio)phenyl)thiazol-5-yl)cyclohexanecarboxamide

ID: ALA245580

Chembl Id: CHEMBL245580

PubChem CID: 44440453

Max Phase: Preclinical

Molecular Formula: C20H21F2N3OS2

Molecular Weight: 421.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2nc(C)sc2C2CCC(F)(F)CC2C(=O)NCC#N)cc1

Standard InChI:  InChI=1S/C20H21F2N3OS2/c1-12-25-17(13-3-5-14(27-2)6-4-13)18(28-12)15-7-8-20(21,22)11-16(15)19(26)24-10-9-23/h3-6,15-16H,7-8,10-11H2,1-2H3,(H,24,26)

Standard InChI Key:  MBVPXUZJUNQONX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245580

   N-(cyanomethyl)-5,5-difluoro-2-[2-methyl-4-(4-methylsulfanylphenyl)-1,3-thiazol-5-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: 421.54

Molecular Weight (Monoisotopic): 421.1094

AlogP: 5.00

#Rotatable Bonds: 5

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: 2.31

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.10

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