C-Adamantan-1-yl-N-{4-[4-(4'-chloro-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoyl}-methanesulfonamide

ID: ALA2089290

Chembl Id: CHEMBL2089290

PubChem CID: 70687108

Max Phase: Preclinical

Molecular Formula: C35H40ClN3O3S

Molecular Weight: 618.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)CC12CC3CC(CC(C3)C1)C2)c1ccc(N2CCN(Cc3ccccc3-c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C35H40ClN3O3S/c36-31-9-5-28(6-10-31)33-4-2-1-3-30(33)23-38-13-15-39(16-14-38)32-11-7-29(8-12-32)34(40)37-43(41,42)24-35-20-25-17-26(21-35)19-27(18-25)22-35/h1-12,25-27H,13-24H2,(H,37,40)

Standard InChI Key:  YGEUSWWHVWXMGH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089290

   N-(1-adamantylmethylsulfonyl)-4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]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: 618.24

Molecular Weight (Monoisotopic): 617.2479

AlogP: 6.61

#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: 5.47

CX LogD: 5.53

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.31

Np Likeness Score: -1.04

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