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

ID: ALA2089301

Chembl Id: CHEMBL2089301

PubChem CID: 70691271

Max Phase: Preclinical

Molecular Formula: C39H47ClN4O4S

Molecular Weight: 703.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NC12CC3CC(CC(CS(=O)(=O)NC(=O)c4ccc(N5CCN(Cc6ccccc6-c6ccc(Cl)cc6)CC5)cc4)(C3)C1)C2

Standard InChI:  InChI=1S/C39H47ClN4O4S/c1-27(2)36(45)41-39-22-28-19-29(23-39)21-38(20-28,25-39)26-49(47,48)42-37(46)31-9-13-34(14-10-31)44-17-15-43(16-18-44)24-32-5-3-4-6-35(32)30-7-11-33(40)12-8-30/h3-14,27-29H,15-26H2,1-2H3,(H,41,45)(H,42,46)

Standard InChI Key:  HEBQUAUAFFUSRB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089301

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[[3-(2-methylpropanoylamino)-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: 703.35

Molecular Weight (Monoisotopic): 702.3007

AlogP: 6.50

#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: 5.11

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.25

Np Likeness Score: -1.06

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