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

ID: ALA2089300

Chembl Id: CHEMBL2089300

PubChem CID: 70682879

Max Phase: Preclinical

Molecular Formula: C37H43ClN4O4S

Molecular Weight: 675.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H43ClN4O4S/c1-26(43)39-37-21-27-18-28(22-37)20-36(19-27,24-37)25-47(45,46)40-35(44)30-8-12-33(13-9-30)42-16-14-41(15-17-42)23-31-4-2-3-5-34(31)29-6-10-32(38)11-7-29/h2-13,27-28H,14-25H2,1H3,(H,39,43)(H,40,44)

Standard InChI Key:  JTSBQQURLADPGL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089300

   N-[(3-acetamido-1-adamantyl)methylsulfonyl]-4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]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: 675.30

Molecular Weight (Monoisotopic): 674.2694

AlogP: 5.86

#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: 3.87

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.30

Np Likeness Score: -1.12

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