2-(3-nitrophenyl)[1,3]thiazolo[3,2-a]pyridin-4-ium-3-olate

ID: ALA295988

PubChem CID: 12864865

Max Phase: Preclinical

Molecular Formula: C13H8N2O3S

Molecular Weight: 272.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2sc3cccc[n+]3c2[O-])cc1

Standard InChI:  InChI=1S/C13H8N2O3S/c16-13-12(19-11-3-1-2-8-14(11)13)9-4-6-10(7-5-9)15(17)18/h1-8H

Standard InChI Key:  HZHKFMTYXRYBPF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.4417   -5.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -5.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -5.2000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -4.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -8.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -6.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -8.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -6.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917   -9.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -8.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -4.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -7.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -8.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792   -6.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -7.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  1  0
  5  1  2  0
  6  8  1  0
  7  3  1  0
  8 14  2  0
  9  2  1  0
 10  6  1  0
 11  6  2  0
 12  1  1  0
 13 15  2  0
 14 16  1  0
 15  7  1  0
 16  7  2  0
 17  5  1  0
 18 12  2  0
 19 18  1  0
  4  3  1  0
 19 17  2  0
  8 13  1  0
M  CHG  4   1   1   6   1   9  -1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA295988

   2-(4-Nitrophenyl)-[1,3]thiazolo[3,2-a]pyridin-4-ium-3-olate

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: 272.29

Molecular Weight (Monoisotopic): 272.0256

AlogP: 2.14

#Rotatable Bonds: 2

Polar Surface Area: 70.30

Molecular Species: ACID

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.76

CX Basic pKa: ┄

CX LogP: 0.70

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.41

Np Likeness Score: -0.99

References

1. Walker KA, Sjogren EB, Matthews TR..  (1985)  Antitrichomonal activity of mesoionic thiazolo[3,2-a]pyridines.,  28  (11): [PMID:4067993] [10.1021/jm00149a023]

Source

Source(1):

• Scientific Literature