(Z)-ethyl 5-(3-ethoxy-4-methoxyphenyl)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate

ID: ALA601839

Chembl Id: CHEMBL601839

PubChem CID: 6091078

Max Phase: Preclinical

Molecular Formula: C26H26N2O6S

Molecular Weight: 494.57

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SJ000021659 | ETHYL (2Z)-5-(3-ETHOXY-4-METHOXYPHENYL)-2-[(4-HYDROXYPHENYL)METHYLIDENE]-7-METHYL-3-OXO-2H,3H,5H-[1,3]THIAZOLO[3,2-A]PYRIMIDINE-6-CARBOXYLATE|CHEMBL601839|HMS608P21|AKOS001643899|AKOS021995913|SJ000021659|SR-01000466998|SR-01000466998-1

Canonical SMILES:  CCOC(=O)C1=C(C)N=c2s/c(=C\c3ccc(O)cc3)c(=O)n2C1c1ccc(OC)c(OCC)c1

Standard InChI:  InChI=1S/C26H26N2O6S/c1-5-33-20-14-17(9-12-19(20)32-4)23-22(25(31)34-6-2)15(3)27-26-28(23)24(30)21(35-26)13-16-7-10-18(29)11-8-16/h7-14,23,29H,5-6H2,1-4H3/b21-13-

Standard InChI Key:  MSHWEGUTFPYHRM-BKUYFWCQSA-N

Alternative Forms

1. Parent:

   

   ALA601839

   Ethyl (2Z)-5-(3-ethoxy-4-methoxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-7-methyl-3-oxo-2H,3H,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: 494.57

Molecular Weight (Monoisotopic): 494.1512

AlogP: 2.91

#Rotatable Bonds: 7

Polar Surface Area: 99.35

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.31

CX Basic pKa: 2.71

CX LogP: 4.48

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.51

Np Likeness Score: -1.06

References

1. Guiguemde WA, Shelat AA, Bouck D, Duffy S, Crowther GJ, Davis PH, Smithson DC, Connelly M, Clark J, Zhu F, Jiménez-Díaz MB, Martinez MS, Wilson EB, Tripathi AK, Gut J, Sharlow ER, Bathurst I, El Mazouni F, Fowble JW, Forquer I, McGinley PL, Castro S, Angulo-Barturen I, Ferrer S, Rosenthal PJ, Derisi JL, Sullivan DJ, Lazo JS, Roos DS, Riscoe MK, Phillips MA, Rathod PK, Van Voorhis WC, Avery VM, Guy RK..  (2010)  Chemical genetics of Plasmodium falciparum.,  465  (7296): [PMID:20485428] [10.1038/nature09099]

Source

Source(1):

• St Jude Malaria Screening