(1R,2R)-N-(1-cyanocyclopropyl)-5,5-difluoro-2-(4-(4-(methylsulfonyl)phenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl)cyclohexanecarboxamide

ID: ALA495113

Chembl Id: CHEMBL495113

PubChem CID: 16041338

Max Phase: Preclinical

Molecular Formula: C23H23F5N4O3S

Molecular Weight: 530.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(-c2cn(CC(F)(F)F)nc2[C@@H]2CCC(F)(F)C[C@H]2C(=O)NC2(C#N)CC2)cc1

Standard InChI:  InChI=1S/C23H23F5N4O3S/c1-36(34,35)15-4-2-14(3-5-15)18-11-32(13-23(26,27)28)31-19(18)16-6-7-22(24,25)10-17(16)20(33)30-21(12-29)8-9-21/h2-5,11,16-17H,6-10,13H2,1H3,(H,30,33)/t16-,17-/m1/s1

Standard InChI Key:  FQPUDYNBZIXFER-IAGOWNOFSA-N

Alternative Forms

1. Parent:

   

   ALA495113

   (1R,2R)-N-(1-Cyanocyclopropyl)-5,5-difluoro-2-[4-[4-(methylsulfonyl)phenyl]-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl]cyclohexanecarboxamide

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: 530.52

Molecular Weight (Monoisotopic): 530.1411

AlogP: 4.21

#Rotatable Bonds: 6

Polar Surface Area: 104.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.49

CX Basic pKa: 1.16

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.56

Np Likeness Score: -0.95

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

Source(1):

• Scientific Literature