4-(2,3-dichlorophenyl)-1-(4-(4-(pyridin-2-yl)benzamido)-transbut-2-enyl)piperazine 1-oxide

ID: ALA244775

Chembl Id: CHEMBL244775

Cas Number: 951754-04-4

PubChem CID: 44427824

Max Phase: Preclinical

Molecular Formula: C26H26Cl2N4O2

Molecular Weight: 497.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC/C=C/C[N+]1([O-])CCN(c2cccc(Cl)c2Cl)CC1)c1ccc(-c2ccccn2)cc1

Standard InChI:  InChI=1S/C26H26Cl2N4O2/c27-22-6-5-8-24(25(22)28)31-15-18-32(34,19-16-31)17-4-3-14-30-26(33)21-11-9-20(10-12-21)23-7-1-2-13-29-23/h1-13H,14-19H2,(H,30,33)/b4-3+

Standard InChI Key:  HGHZRWWRCHMWQC-ONEGZZNKSA-N

Alternative Forms

1. Parent:

   

   ALA244775

   4-(2,3-Dichlorophenyl)-1-(4-(4-(pyridin-2-yl)benzamido)-trans-but-2-enyl)-piperazine 1-oxide

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: 497.43

Molecular Weight (Monoisotopic): 496.1433

AlogP: 5.18

#Rotatable Bonds: 7

Polar Surface Area: 68.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.35

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.87

References

1. Grundt P, Prevatt KM, Cao J, Taylor M, Floresca CZ, Choi JK, Jenkins BG, Luedtke RR, Newman AH..  (2007)  Heterocyclic analogues of N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butyl)arylcarboxamides with functionalized linking chains as novel dopamine D3 receptor ligands: potential substance abuse therapeutic agents.,  50  (17): [PMID:17672446] [10.1021/jm0704200]

2.  (2014)  4-phenylpiperazine derivatives with functionalized linkers as dopamine D3 receptor selective ligands and methods of use, 

Source

Source(2):

• Scientific Literature
• BindingDB Database