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

ID: ALA5265825

Chembl Id: CHEMBL5265825

Max Phase: Preclinical

Molecular Formula: C39H55NO12

Molecular Weight: 729.86

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](OC(COC(=O)c2cc[n+]([O-])cc2)C[C@H]2O[C@@H]3O[C@@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C39H55NO12/c1-21-7-9-29-23(3)31(45-34-38(29)27(21)11-15-36(5,47-34)49-51-38)19-26(20-43-32(41)25-13-17-40(42)18-14-25)44-33-24(4)30-10-8-22(2)28-12-16-37(6)48-35(46-33)39(28,30)52-50-37/h13-14,17-18,21-24,26-31,33-35H,7-12,15-16,19-20H2,1-6H3/t21-,22-,23-,24-,26?,27+,28+,29+,30+,31-,33+,34-,35-,36-,37-,38-,39-/m1/s1

Standard InChI Key:  ATOFEWDWFICVNO-UOCOSTJBSA-N

Alternative Forms

1. Parent:

   

   ALA5265825

   ---

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: 729.86

Molecular Weight (Monoisotopic): 729.3724

AlogP: 5.71

#Rotatable Bonds: 7

Polar Surface Area: 136.31

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 1

Heavy Atoms: 52

QED Weighted: 0.15

Np Likeness Score: 1.51

References

1. Gao F, Sun Z, Kong F, Xiao J..  (2020)  Artemisinin-derived hybrids and their anticancer activity.,  188  [PMID:31945642] [10.1016/j.ejmech.2020.112044]

Source

Source(1):

• Scientific Literature