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

ID: ALA4781300

PubChem CID: 162665220

Max Phase: Preclinical

Molecular Formula: C17H14N2S3

Molecular Weight: 342.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CSC2=NC(/C=C/c3cccs3)=CC(c3cccs3)N12

Standard InChI:  InChI=1S/C17H14N2S3/c1-12-11-22-17-18-13(6-7-14-4-2-8-20-14)10-15(19(12)17)16-5-3-9-21-16/h2-11,15H,1H3/b7-6+

Standard InChI Key:  GWWRRXWDVCGUDX-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    3.4305  -17.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367  -17.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8459  -17.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521  -17.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2599  -17.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9640  -17.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5458  -16.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711  -17.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2561  -15.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9611  -16.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685  -15.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2387  -15.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4277  -15.0863    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6834  -17.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1389  -17.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501  -18.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488  -18.3385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7616  -18.3237    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5599  -18.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9669  -17.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4201  -17.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3674  -15.9207    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
  4  7  1  0
  5  6  1  0
  6 10  1  0
  9  7  2  0
  6  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  1 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17  1  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  8  2  0
 11 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781300

   ---

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: 342.51

Molecular Weight (Monoisotopic): 342.0319

AlogP: 5.73

#Rotatable Bonds: 3

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.83

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -1.29

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