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

ID: ALA4754989

PubChem CID: 162654635

Max Phase: Preclinical

Molecular Formula: C23H22N2S

Molecular Weight: 358.51

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H22N2S/c1-16-4-8-19(9-5-16)10-13-21-14-22(20-11-6-17(2)7-12-20)25-15-18(3)26-23(25)24-21/h4-15,22H,1-3H3/b13-10+

Standard InChI Key:  AKAOBYYLHJCLKU-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

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   13.0984   -4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0973   -5.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8053   -5.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5150   -5.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5121   -4.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8035   -3.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2183   -3.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9275   -4.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6337   -3.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3416   -4.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0456   -3.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6274   -2.9577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7527   -4.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7514   -4.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4582   -5.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1669   -4.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1643   -4.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4569   -3.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3377   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0427   -2.9577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6501   -2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3203   -1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5093   -1.7512    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7307   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3892   -5.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8752   -5.4067    0.0000 C   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
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 17 18  2  0
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 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:

   

   ALA4754989

   ---

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: 358.51

Molecular Weight (Monoisotopic): 358.1504

AlogP: 6.22

#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: 5.83

CX LogD: 5.83

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -0.23

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