(R,S)-4-methyl-2-[4'-(2-piperazin-1-yl-thiazol-4-yl)-biphenyl-3-yl]-pentanoic acid cyanomethyl-amide

ID: ALA211737

Chembl Id: CHEMBL211737

PubChem CID: 44414977

Max Phase: Preclinical

Molecular Formula: C27H31N5OS

Molecular Weight: 473.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(C(=O)NCC#N)c1cccc(-c2ccc(-c3csc(N4CCNCC4)n3)cc2)c1

Standard InChI:  InChI=1S/C27H31N5OS/c1-19(2)16-24(26(33)30-11-10-28)23-5-3-4-22(17-23)20-6-8-21(9-7-20)25-18-34-27(31-25)32-14-12-29-13-15-32/h3-9,17-19,24,29H,11-16H2,1-2H3,(H,30,33)

Standard InChI Key:  BJXUTJHNAOJFQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA211737

   (R,S)-4-methyl-2-[4''-(2-piperazin-1-yl-thiazol-4-yl)-biphenyl-3-yl]-pentanoic acid cyanomethyl-amide

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: 473.65

Molecular Weight (Monoisotopic): 473.2249

AlogP: 4.66

#Rotatable Bonds: 8

Polar Surface Area: 81.05

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.65

CX Basic pKa: 8.68

CX LogP: 4.88

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -1.29

References

1. Setti EL, Venkatraman S, Palmer JT, Xie X, Cheung H, Yu W, Wesolowski G, Robichaud J..  (2006)  Design and synthesis of tetracyclic nonpeptidic biaryl nitrile inhibitors of cathepsin K.,  16  (16): [PMID:16750630] [10.1016/j.bmcl.2006.05.061]

Source

Source(1):

• Scientific Literature