3,5-Diphenyl-6H-thiazolo[4,5-d]pyrimidine-2,7-dione

ID: ALA2298129

PubChem CID: 135497507

Max Phase: Preclinical

Molecular Formula: C17H11N3O2S

Molecular Weight: 321.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(-c2ccccc2)nc2c1sc(=O)n2-c1ccccc1

Standard InChI:  InChI=1S/C17H11N3O2S/c21-16-13-15(18-14(19-16)11-7-3-1-4-8-11)20(17(22)23-13)12-9-5-2-6-10-12/h1-10H,(H,18,19,21)

Standard InChI Key:  VBTJVNPRKYLOBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    5.4158   -2.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -3.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -2.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -2.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -1.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4158   -2.0447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -1.7942    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443   -2.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -3.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9272   -2.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -0.8190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1249   -3.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8339   -2.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5389   -3.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5389   -4.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8339   -4.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1249   -4.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9739   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5177   -4.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -5.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209   -4.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -4.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  1  0
  3  9  1  0
  4  7  1  0
  8 10  2  0
  5 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
  1 12  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
  9 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298129

   ---

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: 321.36

Molecular Weight (Monoisotopic): 321.0572

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 67.75

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.71

CX Basic pKa: ┄

CX LogP: 3.35

CX LogD: 3.20

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.27

References

1. Becan L, Wagner E..  (2013)  Synthesis and anticancer evaluation of novel 3,5-diaryl-thiazolo[4,5-d]pyrimidin-2-one derivatives.,  22  (5): [PMID:23543906] [10.1007/s00044-012-0231-7]

Source

Source(1):

• Scientific Literature