(R)-2-{3'-[2-(4-tert-butyl-piperazin-1-yl)-thiazol-4-yl]-biphenyl-3-yl}-4-methyl-pentanoic acid cyanomethyl-amide

ID: ALA212879

Chembl Id: CHEMBL212879

PubChem CID: 44414978

Max Phase: Preclinical

Molecular Formula: C31H39N5OS

Molecular Weight: 529.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](C(=O)NCC#N)c1cccc(-c2cccc(-c3csc(N4CCN(C(C)(C)C)CC4)n3)c2)c1

Standard InChI:  InChI=1S/C31H39N5OS/c1-22(2)18-27(29(37)33-13-12-32)25-10-6-8-23(19-25)24-9-7-11-26(20-24)28-21-38-30(34-28)35-14-16-36(17-15-35)31(3,4)5/h6-11,19-22,27H,13-18H2,1-5H3,(H,33,37)/t27-/m1/s1

Standard InChI Key:  NSIRSTDMOKGKBU-HHHXNRCGSA-N

Alternative Forms

1. Parent:

   

   ALA212879

   (2R)-2-[3-[3-[2-(4-tert-butylpiperazin-1-yl)-1,3-thiazol-4-yl]phenyl]phenyl]-N-(cyanomethyl)-4-methylpentanamide

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: 529.75

Molecular Weight (Monoisotopic): 529.2875

AlogP: 6.17

#Rotatable Bonds: 8

Polar Surface Area: 72.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: 8.10

CX LogP: 6.32

CX LogD: 5.54

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: -1.40

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