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)propanoic acid

ID: ALA5284125

Chembl Id: CHEMBL5284125

Max Phase: Preclinical

Molecular Formula: C34H52O10

Molecular Weight: 620.78

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)O)O[C@H]3O[C@@]4(C)CC[C@@H]1[C@]32OO4

Standard InChI:  InChI=1S/C34H52O10/c1-17-7-9-24-19(3)26(37-29-33(24)22(17)11-13-31(5,39-29)41-43-33)15-21(28(35)36)16-27-20(4)25-10-8-18(2)23-12-14-32(6)40-30(38-27)34(23,25)44-42-32/h17-27,29-30H,7-16H2,1-6H3,(H,35,36)/t17-,18+,19-,20+,21?,22+,23-,24+,25-,26?,27?,29+,30-,31-,32+,33-,34+

Standard InChI Key:  BSBLVHJNEWLYCK-CMGSHHAISA-N

Alternative Forms

1. Parent:

   

   ALA5284125

   ---

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: 620.78

Molecular Weight (Monoisotopic): 620.3560

AlogP: 5.97

#Rotatable Bonds: 5

Polar Surface Area: 111.14

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.20

CX Basic pKa: ┄

CX LogP: 6.83

CX LogD: 3.79

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.37

Np Likeness Score: 1.71

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