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

ID: ALA5267430

Max Phase: Preclinical

Molecular Formula: C34H54N2O9

Molecular Weight: 634.81

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(CC(CC3O[C@@H]4O[C@]5(C)CC[C@@H]6[C@@H](C)CC[C@H]([C@@H]3C)[C@]46OO5)C(=O)NN)O[C@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C34H54N2O9/c1-17-7-9-24-19(3)26(38-29-33(24)22(17)11-13-31(5,40-29)42-44-33)15-21(28(37)36-35)16-27-20(4)25-10-8-18(2)23-12-14-32(6)41-30(39-27)34(23,25)45-43-32/h17-27,29-30H,7-16,35H2,1-6H3,(H,36,37)/t17-,18+,19-,20+,21?,22+,23-,24+,25-,26?,27?,29+,30-,31-,32+,33-,34+

Standard InChI Key:  VWDQJMXOWDJXBQ-CMGSHHAISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5267430

   ---

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: 634.81

Molecular Weight (Monoisotopic): 634.3829

AlogP: 4.87

#Rotatable Bonds: 5

Polar Surface Area: 128.96

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa: 3.26

CX LogP: 5.72

CX LogD: 5.72

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.19

Np Likeness Score: 1.48

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