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

ID: ALA4764111

PubChem CID: 162661674

Max Phase: Preclinical

Molecular Formula: C24H24N2O4S

Molecular Weight: 436.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C2=CC(c3ccc(OC)c(OC)c3)N3C=CSC3=N2)cc1OC

Standard InChI:  InChI=1S/C24H24N2O4S/c1-27-20-9-6-16(13-22(20)29-3)5-8-18-15-19(26-11-12-31-24(26)25-18)17-7-10-21(28-2)23(14-17)30-4/h5-15,19H,1-4H3/b8-5+

Standard InChI Key:  YFWNFMPBTQRDHT-VMPITWQZSA-N

Molfile:  

 
     RDKit          2D

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    2.2344   -9.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9424   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9407   -7.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554   -7.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0647   -8.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7708   -7.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5954   -9.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3014   -8.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5940   -7.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1799   -7.1510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7872   -6.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4575   -5.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6464   -5.9444    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -7.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264   -9.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0077   -7.9598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0123   -9.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -9.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8201   -8.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7168   -8.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7195   -9.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  5  6  2  0
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 19 12  2  0
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 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
  1 24  1  0
  2 25  1  0
 17 26  1  0
 16 27  1  0
 25 28  1  0
 24 29  1  0
 26 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764111

   ---

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: 436.53

Molecular Weight (Monoisotopic): 436.1457

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 52.52

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.34

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: 0.02

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