5-(4-chlorophenyl)-7-[2-(4-chlorophenyl)vinyl]-2-methyl-5H-thiazolo[3,2-a]pyrimidine

ID: ALA4764452

PubChem CID: 162660936

Max Phase: Preclinical

Molecular Formula: C21H16Cl2N2S

Molecular Weight: 399.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CN2C(=NC(/C=C/c3ccc(Cl)cc3)=CC2c2ccc(Cl)cc2)S1

Standard InChI:  InChI=1S/C21H16Cl2N2S/c1-14-13-25-20(16-5-9-18(23)10-6-16)12-19(24-21(25)26-14)11-4-15-2-7-17(22)8-3-15/h2-13,20H,1H3/b11-4+

Standard InChI Key:  HHKWSPQMNLTNMA-NYYWCZLTSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    2.9743   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732   -5.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6812   -5.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909   -5.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -4.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794   -3.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0942   -3.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8035   -4.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5096   -3.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2175   -4.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9215   -3.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5033   -2.9701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6286   -4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6273   -5.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3341   -5.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0428   -5.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402   -4.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3328   -3.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136   -2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9186   -2.9701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5260   -2.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3852   -1.7636    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6066   -0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -5.4332    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7511   -5.4191    0.0000 Cl  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  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 12  1  0
 10 11  1  0
 11 20  1  0
 19 12  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 22 24  1  0
  2 25  1  0
 16 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764452

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.35

Molecular Weight (Monoisotopic): 398.0411

AlogP: 6.91

#Rotatable Bonds: 3

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.16

CX LogP: 6.01

CX LogD: 6.01

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -0.35

References

1. Al-Rashood ST,Elshahawy SS,El-Qaias AM,El-Behedy DS,Hassanin AA,El-Sayed SM,El-Messery SM,Shaldam MA,Hassan GS.  (2020)  New thiazolopyrimidine as anticancer agents: Synthesis, biological evaluation, DNA binding, molecular modeling and ADMET study.,  30  (23.0): [PMID:33068712] [10.1016/j.bmcl.2020.127611]

Source

Source(1):

• Scientific Literature