5,5-difluoro-2-[3-(4-methylsulfanyl-phenyl)-1-oxy-pyridin-4-yl]-cyclohexanecarboxylic acid cyanomethyl-amide

ID: ALA247783

Chembl Id: CHEMBL247783

PubChem CID: 44440447

Max Phase: Preclinical

Molecular Formula: C21H21F2N3O2S

Molecular Weight: 417.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2c[n+]([O-])ccc2C2CCC(F)(F)CC2C(=O)NCC#N)cc1

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

Standard InChI Key:  VCBDFTWLPGEPSD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA247783

   N-(cyanomethyl)-5,5-difluoro-2-[3-(4-methylsulfanylphenyl)-1-oxidopyridin-1-ium-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: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 79.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 1.05

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.58

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