2-(2-Imino-5-oxy-2H-pyrido[2,3-b]quinoxalin-1-yl)-ethanol hydrate

ID: ALA165853

PubChem CID: 44377971

Max Phase: Preclinical

Molecular Formula: C13H12N4O2

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=c1ccc2c(nc3ccccc3[n+]2[O-])n1CCO

Standard InChI:  InChI=1S/C13H12N4O2/c14-12-6-5-11-13(16(12)7-8-18)15-9-3-1-2-4-10(9)17(11)19/h1-6,14,18H,7-8H2

Standard InChI Key:  YRHFFUQFEVRQGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    4.5417   -3.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -5.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -5.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -4.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5875   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -3.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6375   -5.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6000   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -6.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -4.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  2  0
  4  2  1  0
  5  9  1  0
  6  1  1  0
  7 10  1  0
  8  3  1  0
  9  6  1  0
 10  8  2  0
 11  1  1  0
 12  7  2  0
 13  4  1  0
 14  6  2  0
 15 17  1  0
 16  9  2  0
 17 13  1  0
 18 14  1  0
 19 18  2  0
  2  5  2  0
 16 19  1  0
  7  4  1  0
M  CHG  2   1   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA165853

   2-(2-Imino-5-oxidopyrido[3,2-b]quinoxalin-5-ium-1-yl)ethanol

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: 256.26

Molecular Weight (Monoisotopic): 256.0960

AlogP: 0.29

#Rotatable Bonds: 2

Polar Surface Area: 88.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.14

CX LogP: 0.05

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: -0.50

References

1. Glazer EA, Chappel LR..  (1982)  Pyridoquinoxaline N-oxides. 1. A new class of antitrichomonal agents.,  25  (7): [PMID:7108893] [10.1021/jm00349a603]

Source

Source(1):

• Scientific Literature