(Z)-3-(2-(3-chlorophenyl)-2-oxoethylidene)-3,4-dihydroquinoxalin-2(1H)-one

ID: ALA4777530

PubChem CID: 135453970

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O2

Molecular Weight: 298.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2N/C1=C\C(=O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C16H11ClN2O2/c17-11-5-3-4-10(8-11)15(20)9-14-16(21)19-13-7-2-1-6-12(13)18-14/h1-9,18H,(H,19,21)/b14-9-

Standard InChI Key:  YSEBPFBXVWYGRO-ZROIWOOFSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.2244  -15.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244  -16.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313  -16.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381  -16.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381  -15.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9295  -15.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3494  -15.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628  -15.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628  -16.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470  -16.7348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671  -16.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671  -17.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737  -17.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4737  -18.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734  -19.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8801  -18.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8801  -17.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1766  -17.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734  -20.0076    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0582  -17.9598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7727  -15.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 17 16  1  0
 18 17  2  0
 18 13  1  0
 15 19  1  0
 12 20  2  0
  8 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777530

   ---

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: 3.47

#Rotatable Bonds: 2

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.91

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: -0.76

References

1. Dou X,Huang H,Jiang L,Zhu G,Jin H,Jiao N,Zhang L,Liu Z,Zhang L.  (2020)  Rational modification, synthesis and biological evaluation of 3,4-dihydroquinoxalin-2(1H)-one derivatives as potent and selective c-Jun N-terminal kinase 3 (JNK3) inhibitors.,  201  [PMID:32603981] [10.1016/j.ejmech.2020.112445]

Source

Source(1):

• Scientific Literature