(+/-)-(3S,4R)-N-[(4-methylphenyl)methyl]-4-[4-(trifluoromethyl)phenyl]pyrrolidine-3-carboxamide

ID: ALA4536433

Chembl Id: CHEMBL4536433

PubChem CID: 155548636

Max Phase: Preclinical

Molecular Formula: C20H21F3N2O

Molecular Weight: 362.39

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@@H]2CNC[C@H]2c2ccc(C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C20H21F3N2O/c1-13-2-4-14(5-3-13)10-25-19(26)18-12-24-11-17(18)15-6-8-16(9-7-15)20(21,22)23/h2-9,17-18,24H,10-12H2,1H3,(H,25,26)/t17-,18+/m0/s1

Standard InChI Key:  FIGDYIJYOZCGNZ-ZWKOTPCHSA-N

Alternative Forms

  1. Parent:

    ALA4536433

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Associated Targets(Human)

BACE1 Tchem Beta-secretase 1 (15641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMII Plasmepsin 2 (774 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmepsin 4 (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 362.39Molecular Weight (Monoisotopic): 362.1606AlogP: 3.63#Rotatable Bonds: 4
Polar Surface Area: 41.13Molecular Species: BASEHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 10.19CX LogP: 3.62CX LogD: 0.96
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.87Np Likeness Score: -0.89

References

1. Meyers MJ, Liu J, Xu J, Leng F, Guan J, Liu Z, McNitt SA, Qin L, Dai L, Ma H, Adah D, Zhao S, Li X, Polino AJ, Nasamu AS, Goldberg DE, Liu X, Lu Y, Tu Z, Chen X, Tortorella MD..  (2019)  4-Aryl Pyrrolidines as a Novel Class of Orally Efficacious Antimalarial Agents. Part 1: Evaluation of 4-Aryl- N-benzylpyrrolidine-3-carboxamides.,  62  (7): [PMID:30856324] [10.1021/acs.jmedchem.8b01972]

Source