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

ID: ALA2298127

PubChem CID: 76334991

Max Phase: Preclinical

Molecular Formula: C17H9Cl2N3OS

Molecular Weight: 374.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H9Cl2N3OS/c18-11-8-6-10(7-9-11)15-20-14(19)13-16(21-15)22(17(23)24-13)12-4-2-1-3-5-12/h1-9H

Standard InChI Key:  LLQZEQYBGBMNJS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   17.8612   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8601   -3.9273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5681   -4.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5663   -2.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5679   -5.1535    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2750   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2752   -3.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0539   -4.1755    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5349   -3.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0527   -2.8517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3521   -3.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4610   -2.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2793   -2.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6894   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2823   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4609   -0.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0545   -1.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1555   -2.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1566   -1.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4497   -1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7411   -1.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7439   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4514   -3.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0327   -1.4742    0.0000 Cl  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:

   

   ALA2298127

   7-Chloro-5-(4-chlorophenyl)-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: 374.25

Molecular Weight (Monoisotopic): 372.9843

AlogP: 4.82

#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: 6.07

CX LogD: 6.07

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.47

Np Likeness Score: -1.56

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