5-((4-chlorophenylthio)methyl)-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA488964

Chembl Id: CHEMBL488964

Cas Number: 879622-91-0

PubChem CID: 4898037

Max Phase: Preclinical

Molecular Formula: C20H16ClN3OS

Molecular Weight: 381.89

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nn2c(=O)cc(CSc3ccc(Cl)cc3)[nH]c2c1-c1ccccc1

Standard InChI:  InChI=1S/C20H16ClN3OS/c1-13-19(14-5-3-2-4-6-14)20-22-16(11-18(25)24(20)23-13)12-26-17-9-7-15(21)8-10-17/h2-11,22H,12H2,1H3

Standard InChI Key:  CZXAIVHDMPNRSN-UHFFFAOYSA-N

Associated Targets(Human)

HepG2-CD81 (19978 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

dxs 1-deoxy-D-xylulose-5-phosphate synthase (31 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium berghei (192651 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: 381.89Molecular Weight (Monoisotopic): 381.0703AlogP: 4.94#Rotatable Bonds: 4
Polar Surface Area: 50.16Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.35CX Basic pKa: 1.13CX LogP: 4.50CX LogD: 4.50
Aromatic Rings: 4Heavy Atoms: 26QED Weighted: 0.51Np Likeness Score: -1.57

References

1. Mao J, Eoh H, He R, Wang Y, Wan B, Franzblau SG, Crick DC, Kozikowski AP..  (2008)  Structure-activity relationships of compounds targeting mycobacterium tuberculosis 1-deoxy-D-xylulose 5-phosphate synthase.,  18  (19): [PMID:18783951] [10.1016/j.bmcl.2008.08.034]
2. Antonova-Koch Y, Meister S, Abraham M, Luth MR, Ottilie S, Lukens AK, Sakata-Kato T, Vanaerschot M, Owen E, Jado JC, Maher SP, Calla J, Plouffe D, Zhong Y, Chen K, Chaumeau V, Conway AJ, McNamara CW, Ibanez M, Gagaring K, Serrano FN, Eribez K, Taggard CM, Cheung AL, Lincoln C, Ambachew B, Rouillier M, Siegel D, Nosten F, Kyle DE, Gamo FJ, Zhou Y, Llinás M, Fidock DA, Wirth DF, Burrows J, Campo B, Winzeler EA..  (2018)  Open-source discovery of chemical leads for next-generation chemoprotective antimalarials.,  362  (6419): [PMID:30523084] [10.1126/science.aat9446]