Potassium 3-((3-aminophenyl)amino)quinoxaline-2-carboxylate

ID: ALA4174068

PubChem CID: 145951035

Max Phase: Preclinical

Molecular Formula: C15H11KN4O2

Molecular Weight: 280.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cccc(Nc2nc3ccccc3nc2C(=O)[O-])c1.[K+]

Standard InChI:  InChI=1S/C15H12N4O2.K/c16-9-4-3-5-10(8-9)17-14-13(15(20)21)18-11-6-1-2-7-12(11)19-14;/h1-8H,16H2,(H,17,19)(H,20,21);/q;+1/p-1

Standard InChI Key:  CUEALKAWATXLFP-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   27.7515   -2.8478    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   22.8552   -4.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8540   -4.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5621   -5.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5603   -3.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2689   -4.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2697   -4.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9782   -5.3744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6865   -4.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6817   -4.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9726   -3.7381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3958   -5.3695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3869   -3.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0971   -4.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3820   -2.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3989   -6.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6934   -6.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6962   -7.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4061   -7.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1145   -7.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1082   -6.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8252   -7.8038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
M  CHG  2   1   1  15  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.29

Molecular Weight (Monoisotopic): 280.0960

AlogP: 2.65

#Rotatable Bonds: 3

Polar Surface Area: 101.13

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.38

CX Basic pKa: 4.58

CX LogP: 2.54

CX LogD: 0.46

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.92

References

1. Oyallon B, Brachet-Botineau M, Logé C, Bonnet P, Souab M, Robert T, Ruchaud S, Bach S, Berthelot P, Gouilleux F, Viaud-Massuard MC, Denevault-Sabourin C..  (2018)  Structure-based design of novel quinoxaline-2-carboxylic acids and analogues as Pim-1 inhibitors.,  154  [PMID:29778892] [10.1016/j.ejmech.2018.04.056]

Source

Source(1):

• Scientific Literature