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

ID: ALA4741132

PubChem CID: 162646486

Max Phase: Preclinical

Molecular Formula: C23H18Cl2N2O2S

Molecular Weight: 457.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=CSC2=NC(/C=C/c3ccc(Cl)cc3)=CC(c3ccc(Cl)cc3)N12

Standard InChI:  InChI=1S/C23H18Cl2N2O2S/c1-2-29-22(28)21-14-30-23-26-19(12-5-15-3-8-17(24)9-4-15)13-20(27(21)23)16-6-10-18(25)11-7-16/h3-14,20H,2H2,1H3/b12-5+

Standard InChI Key:  JKMOXWKSIBXRTA-LFYBBSHMSA-N

Molfile:  

 
     RDKit          2D

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   16.9624  -22.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9596  -21.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2510  -20.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6657  -20.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3750  -21.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6144  -22.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.7851  -19.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4902  -20.1311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   20.7678  -18.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9567  -18.9246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8367  -22.5942    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.3226  -22.5801    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.8964  -19.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1469  -20.5369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4448  -19.1532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2437  -19.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7921  -18.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 24  1  0
 16 25  1  0
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 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741132

   ---

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: 457.38

Molecular Weight (Monoisotopic): 456.0466

AlogP: 6.45

#Rotatable Bonds: 5

Polar Surface Area: 41.90

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.79

CX LogP: 6.10

CX LogD: 6.10

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -0.52

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