4-Phenyl-piperazine-2-carboxylic acid (4-methanesulfonylamino-phenyl)-amide

ID: ALA163363

Chembl Id: CHEMBL163363

PubChem CID: 15123377

Max Phase: Preclinical

Molecular Formula: C18H22N4O3S

Molecular Weight: 374.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Nc1ccc(NC(=O)C2CN(c3ccccc3)CCN2)cc1

Standard InChI:  InChI=1S/C18H22N4O3S/c1-26(24,25)21-15-9-7-14(8-10-15)20-18(23)17-13-22(12-11-19-17)16-5-3-2-4-6-16/h2-10,17,19,21H,11-13H2,1H3,(H,20,23)

Standard InChI Key:  PGJYMBMOPPPBME-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA163363

   4-Phenyl-piperazine-2-carboxylic acid (4-methanesulfonylamino-phenyl)-amide

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: 374.47

Molecular Weight (Monoisotopic): 374.1413

AlogP: 1.48

#Rotatable Bonds: 5

Polar Surface Area: 90.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: 7.41

CX LogP: 1.04

CX LogD: 0.74

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.44

References

1. Phillips GB, Morgan TK, Lumma WC, Gomez RP, Lind JM, Lis R, Argentieri T, Sullivan ME..  (1992)  Synthesis, cardiac electrophysiology, and beta-blocking activity of novel arylpiperazines with potential as class II/III antiarrhythmic agents.,  35  (4): [PMID:1347318] [10.1021/jm00082a016]

Source

Source(1):

• Scientific Literature