(+/-)-N-{(4-Chlorophenyl)(phenyl)[4-(pyrrolidin-1-ylmethyl)phenyl]methyl}-7-chloro-4-aminoquinoline

ID: ALA522052

Chembl Id: CHEMBL522052

PubChem CID: 25194348

Max Phase: Preclinical

Molecular Formula: C33H29Cl2N3

Molecular Weight: 538.52

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Clc1ccc(C(Nc2ccnc3cc(Cl)ccc23)(c2ccccc2)c2ccc(CN3CCCC3)cc2)cc1

Standard InChI:  InChI=1S/C33H29Cl2N3/c34-28-14-12-27(13-15-28)33(25-6-2-1-3-7-25,26-10-8-24(9-11-26)23-38-20-4-5-21-38)37-31-18-19-36-32-22-29(35)16-17-30(31)32/h1-3,6-19,22H,4-5,20-21,23H2,(H,36,37)

Standard InChI Key:  IUIFETNAAFICQI-UHFFFAOYSA-N

Associated Targets(Human)

Daudi (625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NSO (113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium chabaudi (121 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: 538.52Molecular Weight (Monoisotopic): 537.1739AlogP: 8.54#Rotatable Bonds: 7
Polar Surface Area: 28.16Molecular Species: BASEHBA: 3HBD: 1
#RO5 Violations: 2HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 9.26CX LogP: 8.32CX LogD: 6.27
Aromatic Rings: 5Heavy Atoms: 38QED Weighted: 0.21Np Likeness Score: -0.99

References

1. Gemma S, Campiani G, Butini S, Joshi BP, Kukreja G, Coccone SS, Bernetti M, Persico M, Nacci V, Fiorini I, Novellino E, Taramelli D, Basilico N, Parapini S, Yardley V, Croft S, Keller-Maerki S, Rottmann M, Brun R, Coletta M, Marini S, Guiso G, Caccia S, Fattorusso C..  (2009)  Combining 4-aminoquinoline- and clotrimazole-based pharmacophores toward innovative and potent hybrid antimalarials.,  52  (2): [PMID:19113955] [10.1021/jm801352s]

Source