(+/-)-(3S,4R)-N-{[4-(dimethylamino)phenyl]methyl}-4-(4-phenoxyphenyl)pyrrolidine-3-carboxamide

ID: ALA4453475

Chembl Id: CHEMBL4453475

PubChem CID: 155523111

Max Phase: Preclinical

Molecular Formula: C26H29N3O2

Molecular Weight: 415.54

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(CNC(=O)[C@@H]2CNC[C@H]2c2ccc(Oc3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C26H29N3O2/c1-29(2)21-12-8-19(9-13-21)16-28-26(30)25-18-27-17-24(25)20-10-14-23(15-11-20)31-22-6-4-3-5-7-22/h3-15,24-25,27H,16-18H2,1-2H3,(H,28,30)/t24-,25+/m0/s1

Standard InChI Key:  GWQNUWBDOCICJI-LOSJGSFVSA-N

Alternative Forms

  1. Parent:

    ALA4453475

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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: 415.54Molecular Weight (Monoisotopic): 415.2260AlogP: 4.16#Rotatable Bonds: 7
Polar Surface Area: 53.60Molecular Species: BASEHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 10.20CX LogP: 3.84CX LogD: 1.17
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.61Np Likeness Score: -0.73

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