(Z)-Ethyl 5-(4-chlorophenyl)-2-(3,4-dihydroxybenzylidene)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate

ID: ALA3331445

Chembl Id: CHEMBL3331445

PubChem CID: 101898596

Max Phase: Preclinical

Molecular Formula: C23H19ClN2O5S

Molecular Weight: 470.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)N=c2s/c(=C\c3ccc(O)c(O)c3)c(=O)n2C1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H19ClN2O5S/c1-3-31-22(30)19-12(2)25-23-26(20(19)14-5-7-15(24)8-6-14)21(29)18(32-23)11-13-4-9-16(27)17(28)10-13/h4-11,20,27-28H,3H2,1-2H3/b18-11-

Standard InChI Key:  SCRLKHKDVUWPMH-WQRHYEAKSA-N

Alternative Forms

1. Parent:

   

   ALA3331445

   ethyl (2Z)-5-(4-chlorophenyl)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 470.93

Molecular Weight (Monoisotopic): 470.0703

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 101.12

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: 2.38

CX LogP: 4.74

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.14

References

1. Jin CH, Jun KY, Lee E, Kim S, Kwon Y, Kim K, Na Y..  (2014)  Ethyl 2-(benzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate analogues as a new scaffold for protein kinase casein kinase 2 inhibitor.,  22  (17): [PMID:25131958] [10.1016/j.bmc.2014.07.037]

Source

Source(1):

• Scientific Literature