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

ID: ALA2089294

Chembl Id: CHEMBL2089294

PubChem CID: 70687110

Max Phase: Preclinical

Molecular Formula: C35H40ClN3O4S

Molecular Weight: 634.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C35H40ClN3O4S/c36-30-9-5-27(6-10-30)32-4-2-1-3-29(32)22-38-13-15-39(16-14-38)31-11-7-28(8-12-31)33(40)37-44(42,43)24-34-18-25-17-26(19-34)21-35(41,20-25)23-34/h1-12,25-26,41H,13-24H2,(H,37,40)

Standard InChI Key:  XTYKPXBACWCTAK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089294

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[(3-hydroxy-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: 634.24

Molecular Weight (Monoisotopic): 633.2428

AlogP: 5.72

#Rotatable Bonds: 8

Polar Surface Area: 89.95

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.07

CX Basic pKa: 8.35

CX LogP: 4.16

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.33

Np Likeness Score: -0.98

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