1-oxido-4-({3-[(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoyl)oxy]-2-{[(4-oxo-4-{[(1S,4S,5R,8S,9R,10S,12R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoyl)oxy]methyl}propoxy}carbonyl)pyridin-1-ium

ID: ALA3038219

Chembl Id: CHEMBL3038219

PubChem CID: 73354259

Max Phase: Preclinical

Molecular Formula: C48H65NO19

Molecular Weight: 960.04

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C48H65NO19/c1-26-7-9-34-28(3)41(61-43-47(34)32(26)15-19-45(5,63-43)65-67-47)59-38(52)13-11-36(50)56-23-30(25-58-40(54)31-17-21-49(55)22-18-31)24-57-37(51)12-14-39(53)60-42-29(4)35-10-8-27(2)33-16-20-46(6)64-44(62-42)48(33,35)68-66-46/h17-18,21-22,26-30,32-35,41-44H,7-16,19-20,23-25H2,1-6H3/t26-,27-,28-,29-,32+,33+,34+,35+,41-,42-,43-,44-,45+,46+,47-,48-/m1/s1

Standard InChI Key:  KMFWXHCWCVOMJA-HEZKWCNDSA-N

Alternative Forms

1. Parent:

   

   ALA3038219

   1-O-[2-[(1-oxidopyridin-1-ium-4-carbonyl)oxymethyl]-3-[4-oxo-4-[[(1S,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoyl]oxypropyl] 4-O-[(1S,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 960.04

Molecular Weight (Monoisotopic): 959.4151

AlogP: 5.24

#Rotatable Bonds: 15

Polar Surface Area: 232.28

Molecular Species: NEUTRAL

HBA: 19

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 0.62

CX LogP: 5.71

CX LogD: 5.71

Aromatic Rings: 1

Heavy Atoms: 68

QED Weighted: 0.07

Np Likeness Score: 1.14

References

1. Posner GH, McRiner AJ, Paik IH, Sur S, Borstnik K, Xie S, Shapiro TA, Alagbala A, Foster B..  (2004)  Anticancer and antimalarial efficacy and safety of artemisinin-derived trioxane dimers in rodents.,  47  (5): [PMID:14971910] [10.1021/jm0303711]

Source

Source(1):

• Scientific Literature