4-(3-(3-ethynylphenylamino)-6-nitroquinoxalin-2-ylamino)phenol

ID: ALA4524953

PubChem CID: 137190591

Max Phase: Preclinical

Molecular Formula: C22H15N5O3

Molecular Weight: 397.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1cccc(Nc2nc3cc([N+](=O)[O-])ccc3nc2Nc2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C22H15N5O3/c1-2-14-4-3-5-16(12-14)24-22-21(23-15-6-9-18(28)10-7-15)25-19-11-8-17(27(29)30)13-20(19)26-22/h1,3-13,28H,(H,23,25)(H,24,26)

Standard InChI Key:  LMJBMGRUIBPLPR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   20.4416  -23.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5684  -20.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0112  -23.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4164  -19.7094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7294  -22.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7318  -21.3733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0263  -18.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0123  -20.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7242  -23.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4407  -22.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7351  -19.7055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4532  -18.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2898  -19.6986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7027  -20.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1302  -20.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7423  -17.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0136  -20.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4555  -17.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5696  -20.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4162  -18.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7371  -18.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1290  -20.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0138  -22.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8482  -19.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8500  -21.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2874  -21.3698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1705  -17.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0251  -17.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7230  -24.6613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8793  -16.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 21  1  0
 12 18  1  0
  3  9  2  0
 17 11  1  0
 17 13  2  0
  6  5  1  0
 19  2  1  0
 24 15  1  0
  5 23  2  0
 21 12  2  0
 18 16  2  0
 18 27  1  0
  2 26  1  0
 10  5  1  0
 26  8  2  0
  4 14  2  0
 16 28  1  0
  9  1  1  0
 23  3  1  0
 19 24  2  0
 19 13  1  0
 11 21  1  0
  1 10  2  0
  8  6  1  0
 15 22  2  0
 25  2  2  0
  8 17  1  0
 15  4  1  0
 22 25  1  0
  4 20  1  0
 28  7  2  0
  9 29  1  0
 27 30  3  0
M  CHG  2   4   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4524953

   ---

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: 397.39

Molecular Weight (Monoisotopic): 397.1175

AlogP: 4.71

#Rotatable Bonds: 5

Polar Surface Area: 113.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: 0.95

CX LogP: 5.16

CX LogD: 5.15

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.19

Np Likeness Score: -1.37

References

1.  (2017)  Aryl amine substituted quinoxaline used as anticancer drugs, 

Source

Source(1):

• Patent Bioactivity Data