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

ID: ALA4868945

PubChem CID: 17715324

Max Phase: Preclinical

Molecular Formula: C16H10Cl2N2O2

Molecular Weight: 333.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(Cl)c1)c1c[nH]c2ccccc2c1=O

Standard InChI:  InChI=1S/C16H10Cl2N2O2/c17-12-6-5-9(7-13(12)18)20-16(22)11-8-19-14-4-2-1-3-10(14)15(11)21/h1-8H,(H,19,21)(H,20,22)

Standard InChI Key:  ZLSLNYMMJKNCEM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.9042   -1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9031   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6111   -3.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6093   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3179   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3187   -2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0272   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7355   -2.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7308   -1.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0217   -1.4929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0289   -3.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4448   -3.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4480   -3.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1509   -2.7129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8602   -3.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8587   -3.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5672   -4.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2743   -3.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2684   -3.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5594   -2.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9841   -4.3336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.9731   -2.6935    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
 18 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868945

   N-(3,4-dichlorophenyl)-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: 333.17

Molecular Weight (Monoisotopic): 332.0119

AlogP: 4.09

#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: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

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