(+/-)-N-(cyanomethyl)-5,5-difluoro-2-(1-methyl-4-(4-(methylthio)phenyl)-1H-pyrazol-3-yl)cyclohexanecarboxamide

ID: ALA492654

Chembl Id: CHEMBL492654

PubChem CID: 23648456

Max Phase: Preclinical

Molecular Formula: C20H22F2N4OS

Molecular Weight: 404.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CSc1ccc(-c2cn(C)nc2[C@@H]2CCC(F)(F)C[C@H]2C(=O)NCC#N)cc1

Standard InChI:  InChI=1S/C20H22F2N4OS/c1-26-12-17(13-3-5-14(28-2)6-4-13)18(25-26)15-7-8-20(21,22)11-16(15)19(27)24-10-9-23/h3-6,12,15-16H,7-8,10-11H2,1-2H3,(H,24,27)/t15-,16-/m1/s1

Standard InChI Key:  HKMXKYIDIHEDMF-HZPDHXFCSA-N

Alternative Forms

Associated Targets(non-human)

CTSK Cathepsin K (135 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 404.49Molecular Weight (Monoisotopic): 404.1482AlogP: 3.97#Rotatable Bonds: 5
Polar Surface Area: 70.71Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.96CX Basic pKa: 1.47CX LogP: 2.58CX LogD: 2.58
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.60Np Likeness Score: -1.00

References

1. Robichaud J, Black WC, Thérien M, Paquet J, Oballa RM, Bayly CI, McKay DJ, Wang Q, Isabel E, Léger S, Mellon C, Kimmel DB, Wesolowski G, Percival MD, Massé F, Desmarais S, Falgueyret JP, Crane SN..  (2008)  Identification of a nonbasic, nitrile-containing cathepsin K inhibitor (MK-1256) that is efficacious in a monkey model of osteoporosis.,  51  (20): [PMID:18811135] [10.1021/jm800610j]

Source