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

ID: ALA213930

Chembl Id: CHEMBL213930

Cas Number: 349669-89-2

PubChem CID: 10184761

Max Phase: Preclinical

Molecular Formula: C28H33N5OS

Molecular Weight: 487.67

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H33N5OS/c1-20(2)16-25(27(34)30-11-10-29)23-8-4-6-21(17-23)22-7-5-9-24(18-22)26-19-35-28(31-26)33-14-12-32(3)13-15-33/h4-9,17-20,25H,11-16H2,1-3H3,(H,30,34)

Standard InChI Key:  HLFQRRCBSFVYFQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA213930

   N-(Cyanomethyl)-3'-[2-(4-methyl-1-piperazinyl)-4-thiazolyl]-alpha-(2-methylpropyl)[1,1'-biphenyl]-3-acetamide

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: 487.67

Molecular Weight (Monoisotopic): 487.2406

AlogP: 5.00

#Rotatable Bonds: 8

Polar Surface Area: 72.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 7.31

CX LogP: 5.26

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -1.37

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