N-(4-Benzylpiperazinyl)-4-oxo-1H-quinoline-2-carboxamide hydrochloride

ID: ALA1933857

PubChem CID: 14457823

Max Phase: Preclinical

Molecular Formula: C21H22ClN3O2

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(c1cc(=O)c2ccccc2[nH]1)N1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C21H21N3O2.ClH/c25-20-14-19(22-18-9-5-4-8-17(18)20)21(26)24-12-10-23(11-13-24)15-16-6-2-1-3-7-16;/h1-9,14H,10-13,15H2,(H,22,25);1H

Standard InChI Key:  XHRAKZFYNQSRMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   15.0760    3.5813    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5535    2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5523    1.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2665    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2647    2.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9794    2.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9829    1.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7013    0.8302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4210    1.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4176    2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6945    2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6900    3.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1359    0.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1382    0.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8487    1.2509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5635    0.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2741    1.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2761    2.0710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5613    2.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8445    2.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9908    2.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7046    2.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7004    1.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4135    0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1292    1.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1274    2.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4138    2.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
 15 16  1  0
  9 10  2  0
 10 11  1  0
  5  2  1  0
 11 12  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6  7  1  0
 18 21  1  0
  9 13  1  0
 21 22  1  0
  2  3  2  0
 22 23  2  0
 13 14  2  0
 23 24  1  0
 13 15  1  0
 24 25  2  0
  3  4  1  0
 25 26  1  0
  4  7  2  0
 26 27  2  0
 27 22  1  0
M  END

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: 347.42

Molecular Weight (Monoisotopic): 347.1634

AlogP: 2.49

#Rotatable Bonds: 3

Polar Surface Area: 56.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.28

CX Basic pKa: 6.26

CX LogP: 2.79

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -1.07

References

1. Nagy K, Plangár I, Tuka B, Gellért L, Varga D, Demeter I, Farkas T, Kis Z, Marosi M, Zádori D, Klivényi P, Fülöp F, Szatmári I, Vécsei L, Toldi J..  (2011)  Synthesis and biological effects of some kynurenic acid analogs.,  19  (24): [PMID:22079867] [10.1016/j.bmc.2011.10.029]

Source

Source(1):

• Scientific Literature