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

ID: ALA2089303

Chembl Id: CHEMBL2089303

PubChem CID: 70697509

Max Phase: Preclinical

Molecular Formula: C40H49ClN4O4S

Molecular Weight: 717.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(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/C40H49ClN4O4S/c1-38(2,3)37(47)42-40-23-28-20-29(24-40)22-39(21-28,26-40)27-50(48,49)43-36(46)31-10-14-34(15-11-31)45-18-16-44(17-19-45)25-32-6-4-5-7-35(32)30-8-12-33(41)13-9-30/h4-15,28-29H,16-27H2,1-3H3,(H,42,47)(H,43,46)

Standard InChI Key:  MTTVLIBAXHYXOO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089303

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[[3-(2,2-dimethylpropanoylamino)-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: 717.38

Molecular Weight (Monoisotopic): 716.3163

AlogP: 6.89

#Rotatable Bonds: 9

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: 5.67

CX LogD: 5.73

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.25

Np Likeness Score: -1.07

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