N-(3-chlorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

ID: ALA4876968

PubChem CID: 17715316

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O2

Molecular Weight: 298.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)c1c[nH]c2ccccc2c1=O

Standard InChI:  InChI=1S/C16H11ClN2O2/c17-10-4-3-5-11(8-10)19-16(21)13-9-18-14-7-2-1-6-12(14)15(13)20/h1-9H,(H,18,20)(H,19,21)

Standard InChI Key:  ONXFBCXNGUYMOF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.7706   -1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7695   -2.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4775   -2.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4758   -1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1844   -1.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1851   -2.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8937   -2.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6019   -2.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5972   -1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8881   -1.1380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8954   -3.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3112   -2.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3144   -3.5865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0173   -2.3580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7266   -2.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7252   -3.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4336   -3.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1407   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1349   -2.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4259   -2.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8395   -2.3385    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  1  0
  7 11  2  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876968

   N-(3-chlorophenyl)-4-oxo-1H-quinoline-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.73

Molecular Weight (Monoisotopic): 298.0509

AlogP: 3.43

#Rotatable Bonds: 2

Polar Surface Area: 61.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.57

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.34

References

1. Mesiti F, Maruca A, Silva V, Rocca R, Fernandes C, Remião F, Uriarte E, Alcaro S, Gaspar A, Borges F..  (2021)  4-Oxoquinolines and monoamine oxidase: When tautomerism matters.,  213  [PMID:33493825] [10.1016/j.ejmech.2021.113183]

Source

Source(1):

• Scientific Literature