2-(Phenylsulfonylmethyl)-5-phenyl-1,3,4-thiadiazole

ID: ALA475116

PubChem CID: 42632520

Max Phase: Preclinical

Molecular Formula: C15H12N2O2S2

Molecular Weight: 316.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Cc1nnc(-c2ccccc2)s1)c1ccccc1

Standard InChI:  InChI=1S/C15H12N2O2S2/c18-21(19,13-9-5-2-6-10-13)11-14-16-17-15(20-14)12-7-3-1-4-8-12/h1-10H,11H2

Standard InChI Key:  YZOJXWJXLGZQNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.6574    0.8113    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025    0.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225    0.0267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774    0.8113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0100    1.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0100    2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245    2.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245    3.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0100    3.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7045    3.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7045    2.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874   -0.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -1.3944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2018   -1.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055   -1.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2163   -2.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -2.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4548   -3.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9397   -2.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6042   -2.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5  6  1  0
 13 14  2  0
 13 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 13 16  1  0
 12 13  1  0
  2 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA475116

   2-(Benzenesulfonylmethyl)-5-phenyl-1,3,4-thiadiazole

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: 316.41

Molecular Weight (Monoisotopic): 316.0340

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.73

References

1. Padmavathi V, Sudhakar Reddy G, Padmaja A, Kondaiah P, Ali-Shazia..  (2009)  Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles.,  44  (5): [PMID:19036476] [10.1016/j.ejmech.2008.10.012]

Source

Source(1):

• Scientific Literature