(-)-2-[4-(dimethylamino)phenyl]-N-[(3S,4R)-4-[4-(pentafluoro-lambda6-sulfanyl)phenyl]pyrrolidin-3-yl]acetamide

ID: ALA4755729

Chembl Id: CHEMBL4755729

PubChem CID: 162655853

Max Phase: Preclinical

Molecular Formula: C20H24F5N3OS

Molecular Weight: 449.49

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(CC(=O)N[C@@H]2CNC[C@H]2c2ccc(S(F)(F)(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C20H24F5N3OS/c1-28(2)16-7-3-14(4-8-16)11-20(29)27-19-13-26-12-18(19)15-5-9-17(10-6-15)30(21,22,23,24)25/h3-10,18-19,26H,11-13H2,1-2H3,(H,27,29)/t18-,19+/m0/s1

Standard InChI Key:  RXDSEFSJXGLOIL-RBUKOAKNSA-N

Alternative Forms

  1. Parent:

    ALA4755729

    ---

Associated Targets(Human)

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

PMII Plasmepsin 2 (774 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium chabaudi (121 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: 449.49Molecular Weight (Monoisotopic): 449.1560AlogP: 4.82#Rotatable Bonds: 6
Polar Surface Area: 44.37Molecular Species: BASEHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.79CX Basic pKa: 9.81CX LogP: 4.49CX LogD: 2.08
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.62Np Likeness Score: -0.55

References

1. Meyers MJ,Liu J,Liu Z,Ma H,Dai L,Adah D,Zhao S,Li X,Liu X,Lu Y,Huang Y,Tu Z,Chen X,Tortorella MD.  (2019)  4-Aryl Pyrrolidines as Novel Orally Efficacious Antimalarial Agents. Part 2: 2-Aryl-N-(4-arylpyrrolidin-3-yl)acetamides.,  10  (6.0): [PMID:31223456] [10.1021/acsmedchemlett.9b00123]

Source