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

ID: ALA4793360

PubChem CID: 162673733

Max Phase: Preclinical

Molecular Formula: C16H12N2S3

Molecular Weight: 328.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C1=CN2C(=NC(/C=C/c3cccs3)=CC2c2cccs2)S1

Standard InChI:  InChI=1S/C16H12N2S3/c1-3-13(19-8-1)6-5-12-11-14(15-4-2-9-20-15)18-7-10-21-16(18)17-12/h1-11,14H/b6-5+

Standard InChI Key:  RZZCNDZTVLUQPX-AATRIKPKSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   26.5554  -10.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2616  -10.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9708  -10.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6770  -10.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3848  -10.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0889  -10.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6707   -9.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7960  -10.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3809   -8.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0860   -9.2105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6933   -8.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3636   -7.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5525   -8.0039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.8082  -10.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2637  -10.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6750  -11.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4736  -11.2562    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.8865  -11.2414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.6847  -11.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0917  -10.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5449  -10.0973    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
M  END

Alternative Forms

1. Parent:

   

   ALA4793360

   ---

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: 328.49

Molecular Weight (Monoisotopic): 328.0163

AlogP: 5.34

#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: 5.09

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.16

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