4-(2,4,6-trimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

ID: ALA454156

Chembl Id: CHEMBL454156

PubChem CID: 25111142

Max Phase: Preclinical

Molecular Formula: C22H26N2O6S

Molecular Weight: 446.53

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(C2C=C(c3cc(OC)c(OC)c(OC)c3)NC(=S)N2)c(OC)c1

Standard InChI:  InChI=1S/C22H26N2O6S/c1-25-13-9-16(26-2)20(17(10-13)27-3)15-11-14(23-22(31)24-15)12-7-18(28-4)21(30-6)19(8-12)29-5/h7-11,15H,1-6H3,(H2,23,24,31)

Standard InChI Key:  AFMDJYCRBPWVMS-UHFFFAOYSA-N

Associated Targets(non-human)

B16 (5829 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Giardia intestinalis (1290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma lewisi (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania tarentolae (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 446.53Molecular Weight (Monoisotopic): 446.1512AlogP: 3.30#Rotatable Bonds: 8
Polar Surface Area: 79.44Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 10.89CX Basic pKa: CX LogP: 2.38CX LogD: 2.38
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.59Np Likeness Score: 0.04

References

1. Lee L, Davis R, Vanderham J, Hills P, Mackay H, Brown T, Mooberry SL, Lee M..  (2008)  1,2,3,4-tetrahydro-2-thioxopyrimidine analogs of combretastatin-A4.,  43  (9): [PMID:18226429] [10.1016/j.ejmech.2007.11.030]
2. Desta D, Sjoholm R, Lee L, Lee M, Dittenhafer K, Canche S, Babu B, Chavda S, Dewar C, Yanow S, Best AA, Lee M.  (2011)  Synthesis and antiprotozoal activity of 1,2,3,4-tetrahydro-2-thioxopyrimidine analogs of combretastatin A-4,  20  (3): [10.1007/s00044-010-9334-1]

Source