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

ID: ALA2391027

Chembl Id: CHEMBL2391027

PubChem CID: 5990842

Max Phase: Preclinical

Molecular Formula: C27H27N3O4S

Molecular Weight: 489.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)N=c2s/c(=C\c3ccc(N4CCOCC4)cc3)c(=O)n2C1c1ccccc1

Standard InChI:  InChI=1S/C27H27N3O4S/c1-3-34-26(32)23-18(2)28-27-30(24(23)20-7-5-4-6-8-20)25(31)22(35-27)17-19-9-11-21(12-10-19)29-13-15-33-16-14-29/h4-12,17,24H,3,13-16H2,1-2H3/b22-17-

Standard InChI Key:  YWXDSKQZJXAVFZ-XLNRJJMWSA-N

Alternative Forms

1. Parent:

   

   ALA2391027

   ethyl (2Z)-7-methyl-2-[(4-morpholin-4-ylphenyl)methylidene]-3-oxo-5-phenyl-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: 489.60

Molecular Weight (Monoisotopic): 489.1722

AlogP: 2.63

#Rotatable Bonds: 5

Polar Surface Area: 73.13

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.92

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.52

Np Likeness Score: -1.67

References

1. Hu J, Wang Y, Wei X, Wu X, Chen G, Cao G, Shen X, Zhang X, Tang Q, Liang G, Li X..  (2013)  Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents.,  64  [PMID:23644212] [10.1016/j.ejmech.2013.04.010]

2. Chen T, Zhu G, Meng X, Zhang X..  (2020)  Recent developments of small molecules with anti-inflammatory activities for the treatment of acute lung injury.,  207  [PMID:32916382] [10.1016/j.ejmech.2020.112660]

Source

Source(1):

• Scientific Literature