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)propan-1-ol

ID: ALA5279089

Chembl Id: CHEMBL5279089

Max Phase: Preclinical

Molecular Formula: C34H54O9

Molecular Weight: 606.80

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2[C@@H](C)C(CC(CO)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/C34H54O9/c1-18-7-9-25-20(3)27(36-29-33(25)23(18)11-13-31(5,38-29)40-42-33)15-22(17-35)16-28-21(4)26-10-8-19(2)24-12-14-32(6)39-30(37-28)34(24,26)43-41-32/h18-30,35H,7-17H2,1-6H3/t18-,19-,20-,21-,22?,23+,24+,25+,26+,27?,28?,29+,30+,31-,32-,33-,34-/m1/s1

Standard InChI Key:  PIHGTXTYUJXWMZ-GXFWNDCSSA-N

Alternative Forms

1. Parent:

   

   ALA5279089

   ---

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: 606.80

Molecular Weight (Monoisotopic): 606.3768

AlogP: 5.88

#Rotatable Bonds: 5

Polar Surface Area: 94.07

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.53

CX LogD: 6.53

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.39

Np Likeness Score: 1.88

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