2,3,5-triphenyl-2,3-dihydro-1,3-thiazol-3-ium-4-olate

ID: ALA45442

PubChem CID: 44291259

Max Phase: Preclinical

Molecular Formula: C21H17NOS

Molecular Weight: 331.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1=C(c2ccccc2)SC(c2ccccc2)N1c1ccccc1

Standard InChI:  InChI=1S/C21H17NOS/c23-20-19(16-10-4-1-5-11-16)24-21(17-12-6-2-7-13-17)22(20)18-14-8-3-9-15-18/h1-15,21,23H

Standard InChI Key:  NQWDWWWVMBWHKL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.6074   -1.7183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -1.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3525   -2.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -1.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5275   -2.5029    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -0.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8374   -3.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0051   -2.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -0.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5018   -3.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -3.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164   -0.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8748   -2.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -4.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1428   -3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317   -0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0902   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7897   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8072   -4.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9613   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  3  1  0
  6  1  1  0
  7  2  1  0
  8  3  1  0
  9  4  1  0
 10  6  2  0
 11  6  1  0
 12  8  2  0
 13  8  1  0
 14  9  2  0
 15  9  1  0
 16 11  2  0
 17 12  1  0
 18 13  2  0
 19 14  1  0
 20 15  2  0
 21 10  1  0
 22 20  1  0
 23 18  1  0
 24 16  1  0
  5  4  1  0
 24 21  2  0
 23 17  2  0
 22 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA45442

   2,3,5-triphenyl-2H-1,3-thiazol-4-ol

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: 331.44

Molecular Weight (Monoisotopic): 331.1031

AlogP: 5.82

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.12

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 6.03

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.55

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