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

ID: ALA295858

PubChem CID: 44291350

Max Phase: Preclinical

Molecular Formula: C14H11NOS

Molecular Weight: 241.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2sc3cccc[n+]3c2[O-])cc1

Standard InChI:  InChI=1S/C14H11NOS/c1-10-5-7-11(8-6-10)13-14(16)15-9-3-2-4-12(15)17-13/h2-9H,1H3

Standard InChI Key:  HYPGSRCPWZEPJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    4.0250   -4.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -5.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -5.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -4.7792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -6.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -6.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250   -6.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -6.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -3.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875   -8.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.9792    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  3  1  0
  7  2  1  0
  8  1  1  0
  9  6  2  0
 10  6  1  0
 11 10  2  0
 12  9  1  0
 13 11  1  0
 14  5  1  0
 15 13  1  0
 16  8  2  0
 17 16  1  0
  4  3  1  0
 17 14  2  0
 13 12  2  0
M  CHG  2   1   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA295858

   2-(4-Methylphenyl)-[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: 241.32

Molecular Weight (Monoisotopic): 241.0561

AlogP: 2.54

#Rotatable Bonds: 1

Polar Surface Area: 27.16

Molecular Species: ACID

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.83

CX Basic pKa: ┄

CX LogP: 1.27

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: -0.72

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