N-{4-[4-(4'-Chloro-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoyl}-C-(3-phenyl-adamantan-1-yl)-methanesulfonamide

ID: ALA2089299

Chembl Id: CHEMBL2089299

PubChem CID: 70695489

Max Phase: Preclinical

Molecular Formula: C41H44ClN3O3S

Molecular Weight: 694.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)CC12CC3CC(C1)CC(c1ccccc1)(C3)C2)c1ccc(N2CCN(Cc3ccccc3-c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C41H44ClN3O3S/c42-36-14-10-32(11-15-36)38-9-5-4-6-34(38)27-44-18-20-45(21-19-44)37-16-12-33(13-17-37)39(46)43-49(47,48)29-40-23-30-22-31(24-40)26-41(25-30,28-40)35-7-2-1-3-8-35/h1-17,30-31H,18-29H2,(H,43,46)

Standard InChI Key:  IXESZSNJHRGKCC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089299

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[(3-phenyl-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: 694.34

Molecular Weight (Monoisotopic): 693.2792

AlogP: 7.93

#Rotatable Bonds: 9

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: 6.90

CX LogD: 6.97

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.19

Np Likeness Score: -0.95

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