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

ID: ALA2089295

Chembl Id: CHEMBL2089295

PubChem CID: 70682877

Max Phase: Preclinical

Molecular Formula: C41H51ClN4O5S

Molecular Weight: 747.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)CC12CC3CC(C1)CC(OCCN1CCOCC1)(C3)C2)c1ccc(N2CCN(Cc3ccccc3-c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C41H51ClN4O5S/c42-36-9-5-33(6-10-36)38-4-2-1-3-35(38)28-45-13-15-46(16-14-45)37-11-7-34(8-12-37)39(47)43-52(48,49)30-40-24-31-23-32(25-40)27-41(26-31,29-40)51-22-19-44-17-20-50-21-18-44/h1-12,31-32H,13-30H2,(H,43,47)

Standard InChI Key:  JUSSDUSHYLMUFB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2089295

   4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[[3-(2-morpholin-4-ylethoxy)-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: 747.40

Molecular Weight (Monoisotopic): 746.3269

AlogP: 6.08

#Rotatable Bonds: 12

Polar Surface Area: 91.42

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.07

CX Basic pKa: 8.36

CX LogP: 4.75

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.24

Np Likeness Score: -1.08

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