Anhydro-2-phenyl-3-(benzoylamino)thiazolo-[3,2-a] pyridinium hydroxide

ID: ALA43781

PubChem CID: 44291109

Max Phase: Preclinical

Molecular Formula: C20H14N2OS

Molecular Weight: 330.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([N-]c1c(-c2ccccc2)sc2cccc[n+]12)c1ccccc1

Standard InChI:  InChI=1S/C20H14N2OS/c23-20(16-11-5-2-6-12-16)21-19-18(15-9-3-1-4-10-15)24-17-13-7-8-14-22(17)19/h1-14H

Standard InChI Key:  MCLGASPWTBERHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.6167   -5.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -5.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -6.4917    0.0000 N   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
    2.2375   -6.4917    0.0000 C   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
    1.8250   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -7.2042    0.0000 C   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
    4.1542   -3.8167    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
    0.9917   -7.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -7.9167    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
    4.8625   -8.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -7.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250   -8.6292    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
    5.6875   -8.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -8.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  2  0
  5  4  1  0
  6  2  2  0
  7  3  1  0
  8  4  1  0
  9  7  2  0
 10  7  1  0
 11  2  1  0
 12  6  1  0
 13  8  1  0
 14  8  2  0
 15 10  2  0
 16 10  1  0
 17 11  2  0
 18 17  1  0
 19 14  1  0
 20 15  1  0
 21 16  2  0
 22 13  2  0
 23 19  2  0
 24 21  1  0
  6  5  1  0
 18 12  2  0
 23 22  1  0
 24 20  2  0
M  CHG  2   2   1   3  -1
M  END

Alternative Forms

1. Parent:

   

   ALA43781

   (Z)-N-(2-phenyl-[1,3]thiazolo[3,2-a]pyridin-4-ium-3-yl)benzenecarboximidate

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: 330.41

Molecular Weight (Monoisotopic): 330.0827

AlogP: 5.00

#Rotatable Bonds: 3

Polar Surface Area: 35.27

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.19

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -0.40

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