N-{4-[4-(4'-Chloro-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoyl}-C-(hexahydro-2,5-methano-pentalen-3a-yl)-methanesulfonamide

ID: ALA2089292

Chembl Id: CHEMBL2089292

PubChem CID: 70682876

Max Phase: Preclinical

Molecular Formula: C34H38ClN3O3S

Molecular Weight: 604.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)CC12CC3CC(CC1C3)C2)c1ccc(N2CCN(Cc3ccccc3-c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C34H38ClN3O3S/c35-30-9-5-26(6-10-30)32-4-2-1-3-28(32)22-37-13-15-38(16-14-37)31-11-7-27(8-12-31)33(39)36-42(40,41)23-34-20-24-17-25(21-34)19-29(34)18-24/h1-12,24-25,29H,13-23H2,(H,36,39)

Standard InChI Key:  NGEFYRPMWCNENA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089292

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-(3-tricyclo[3.3.1.03,7]nonanylmethylsulfonyl)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: 604.22

Molecular Weight (Monoisotopic): 603.2322

AlogP: 6.22

#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: 5.03

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.33

Np Likeness Score: -0.85

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