Cyclopropanecarboxylic acid [3-({4-[4-(4'-chloro-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoylsulfamoyl}-methyl)-adamantan-1-yl]-amide

ID: ALA2089302

Chembl Id: CHEMBL2089302

PubChem CID: 70695490

Max Phase: Preclinical

Molecular Formula: C39H45ClN4O4S

Molecular Weight: 701.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)CC12CC3CC(C1)CC(NC(=O)C1CC1)(C3)C2)c1ccc(N2CCN(Cc3ccccc3-c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C39H45ClN4O4S/c40-33-11-7-29(8-12-33)35-4-2-1-3-32(35)24-43-15-17-44(18-16-43)34-13-9-31(10-14-34)37(46)42-49(47,48)26-38-20-27-19-28(21-38)23-39(22-27,25-38)41-36(45)30-5-6-30/h1-4,7-14,27-28,30H,5-6,15-26H2,(H,41,45)(H,42,46)

Standard InChI Key:  OYGGOERWKSDPFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089302

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[[3-(cyclopropanecarbonylamino)-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: 701.33

Molecular Weight (Monoisotopic): 700.2850

AlogP: 6.25

#Rotatable Bonds: 10

Polar Surface Area: 98.82

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.07

CX Basic pKa: 8.35

CX LogP: 4.65

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.26

Np Likeness Score: -1.17

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