1-(((3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)-3-(((3S,5aR,6S,8aR,9S,12R,12aS)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)propan-2-one

ID: ALA5280168

Max Phase: Preclinical

Molecular Formula: C33H50O11

Molecular Weight: 622.75

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(OCC(=O)COC3O[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/C33H50O11/c1-17-7-9-24-19(3)26(37-28-32(24)22(17)11-13-30(5,39-28)41-43-32)35-15-21(34)16-36-27-20(4)25-10-8-18(2)23-12-14-31(6)40-29(38-27)33(23,25)44-42-31/h17-20,22-29H,7-16H2,1-6H3/t17-,18+,19-,20+,22+,23-,24+,25-,26?,27?,28+,29-,30-,31+,32-,33+

Standard InChI Key:  YWDPFBADBFDYTD-XKZWDMKJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5280168

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 622.75

Molecular Weight (Monoisotopic): 622.3353

AlogP: 5.00

#Rotatable Bonds: 6

Polar Surface Area: 109.37

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.47

CX LogD: 6.47

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.37

Np Likeness Score: 1.75

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

Source(1):

• Scientific Literature