7-Chloro-5-(4-fluorophenyl)-3-phenyl-thiazolo[4,5-d]pyrimidin-2-one

ID: ALA2298126

PubChem CID: 76320530

Max Phase: Preclinical

Molecular Formula: C17H9ClFN3OS

Molecular Weight: 357.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1sc2c(Cl)nc(-c3ccc(F)cc3)nc2n1-c1ccccc1

Standard InChI:  InChI=1S/C17H9ClFN3OS/c18-14-13-16(21-15(20-14)10-6-8-11(19)9-7-10)22(17(23)24-13)12-4-2-1-3-5-12/h1-9H

Standard InChI Key:  AKUBPUPOCONFNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.6925   -9.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913  -10.2626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994  -10.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -9.0342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992  -11.4888    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1062   -9.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1064  -10.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8851  -10.5108    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3661   -9.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -9.1869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1833   -9.8481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922   -8.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -8.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5206   -7.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1135   -7.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921   -7.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8857   -7.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -9.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -8.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809   -7.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5723   -8.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -9.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2827   -9.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -7.8095    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  3  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  6  1  0
  9 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298126

   7-Chloro-5-(4-fluorophenyl)-3-phenyl-[1,3]thiazolo[4,5-d]pyrimidin-2-one

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: 357.80

Molecular Weight (Monoisotopic): 357.0139

AlogP: 4.30

#Rotatable Bonds: 2

Polar Surface Area: 47.78

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.65

CX LogD: 5.65

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -1.75

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