N-{4-[4-(4'-Chloro-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoyl}-C-(3-methyl-adamantan-1-yl)-methanesulfonamide

ID: ALA2089298

Chembl Id: CHEMBL2089298

PubChem CID: 70693385

Max Phase: Preclinical

Molecular Formula: C36H42ClN3O3S

Molecular Weight: 632.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC3CC(C1)CC(CS(=O)(=O)NC(=O)c1ccc(N4CCN(Cc5ccccc5-c5ccc(Cl)cc5)CC4)cc1)(C3)C2

Standard InChI:  InChI=1S/C36H42ClN3O3S/c1-35-19-26-18-27(20-35)22-36(21-26,24-35)25-44(42,43)38-34(41)29-8-12-32(13-9-29)40-16-14-39(15-17-40)23-30-4-2-3-5-33(30)28-6-10-31(37)11-7-28/h2-13,26-27H,14-25H2,1H3,(H,38,41)

Standard InChI Key:  OMZSWZSOPZBRAU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089298

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[(3-methyl-1-adamantyl)methylsulfonyl]benzamide

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: 632.27

Molecular Weight (Monoisotopic): 631.2635

AlogP: 7.00

#Rotatable Bonds: 8

Polar Surface Area: 69.72

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.07

CX Basic pKa: 8.35

CX LogP: 5.77

CX LogD: 5.83

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.29

Np Likeness Score: -0.96

References

1. Yusuff N, Doré M, Joud C, Visser M, Springer C, Xie X, Herlihy K, Porter D, Touré BB..  (2012)  Lipophilic Isosteres of a π-π Stacking Interaction: New Inhibitors of the Bcl-2-Bak Protein-Protein Interaction.,  3  (7): [PMID:24900514] [10.1021/ml300095a]

Source

Source(1):

• Scientific Literature