8-chloro-N-(2-methoxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

ID: ALA5287533

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O3

Molecular Weight: 328.75

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)c1c[nH]c2c(Cl)cccc2c1=O

Standard InChI:  InChI=1S/C17H13ClN2O3/c1-23-14-8-3-2-7-13(14)20-17(22)11-9-19-15-10(16(11)21)5-4-6-12(15)18/h2-9H,1H3,(H,19,21)(H,20,22)

Standard InChI Key:  KBXVKELVFMLQNL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.7890   -0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685    0.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0562    1.0365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -0.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685   -0.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973   -0.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5219    1.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013    0.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931    1.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3725    1.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3725   -1.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0931   -1.4381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8013   -1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219   -1.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302   -0.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2179   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4973    0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    2.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219   -2.2422    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12  7  2  0
 11 12  1  0
 12 13  1  0
  5 14  2  0
 15  4  2  0
 16 15  1  0
 17 16  1  0
  1 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  1  2  0
 13 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287533

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 328.75

Molecular Weight (Monoisotopic): 328.0615

AlogP: 3.44

#Rotatable Bonds: 3

Polar Surface Area: 71.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.08

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -1.18

References

1. Chen X, Zhu H, Liu X, Li Q, Dong M..  (2023)  Design and synthesis of novel GluN2A NMDAR positive allosteric modulators via scaffold hopping strategy as anti-stroke therapeutic agents.,  83  [PMID:36934527] [10.1016/j.bmc.2023.117236]

Source

Source(1):

• Scientific Literature