4-((3-((3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)-2-(((3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)methyl)propoxy)carbonyl)pyridine 1-oxide

ID: ALA5273788

Max Phase: Preclinical

Molecular Formula: C40H57NO11

Molecular Weight: 727.89

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(CC(COC(=O)c3cc[n+]([O-])cc3)CC3O[C@H]4O[C@@]5(C)CC[C@H]6[C@H](C)CC[C@@H]([C@H]3C)[C@@]46OO5)O[C@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C40H57NO11/c1-22-7-9-30-24(3)32(45-35-39(30)28(22)11-15-37(5,47-35)49-51-39)19-26(21-44-34(42)27-13-17-41(43)18-14-27)20-33-25(4)31-10-8-23(2)29-12-16-38(6)48-36(46-33)40(29,31)52-50-38/h13-14,17-18,22-26,28-33,35-36H,7-12,15-16,19-21H2,1-6H3/t22-,23-,24-,25-,26?,28+,29+,30+,31+,32?,33?,35+,36+,37-,38-,39-,40-/m1/s1

Standard InChI Key:  KFNDTGRHEMFEMW-ONABQVFISA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA5273788

    ---

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRAMP-C1A (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C2D cell line (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C2G cell line (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRAMP-C2H (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 727.89Molecular Weight (Monoisotopic): 727.3932AlogP: 6.37#Rotatable Bonds: 7
Polar Surface Area: 127.08Molecular Species: NEUTRALHBA: 11HBD:
#RO5 Violations: 3HBA (Lipinski): 12HBD (Lipinski): #RO5 Violations (Lipinski): 3
CX Acidic pKa: CX Basic pKa: 0.62CX LogP: 6.55CX LogD: 6.55
Aromatic Rings: 1Heavy Atoms: 52QED Weighted: 0.13Np Likeness Score: 1.31

References

1. Fröhlich T, Çapcı Karagöz A, Reiter C, Tsogoeva SB..  (2016)  Artemisinin-Derived Dimers: Potent Antimalarial and Anticancer Agents.,  59  (16): [PMID:27010926] [10.1021/acs.jmedchem.5b01380]

Source