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}propanoic acid

ID: ALA3038220

Chembl Id: CHEMBL3038220

PubChem CID: 73354260

Max Phase: Preclinical

Molecular Formula: C42H60O18

Molecular Weight: 852.92

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)C(=O)O)O[C@@H]2O[C@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C42H60O18/c1-21-7-9-28-23(3)35(53-37-41(28)26(21)15-17-39(5,55-37)57-59-41)51-32(45)13-11-30(43)49-19-25(34(47)48)20-50-31(44)12-14-33(46)52-36-24(4)29-10-8-22(2)27-16-18-40(6)56-38(54-36)42(27,29)60-58-40/h21-29,35-38H,7-20H2,1-6H3,(H,47,48)/t21-,22-,23-,24-,26+,27+,28+,29+,35-,36-,37-,38-,39+,40+,41-,42-/m1/s1

Standard InChI Key:  QNFMKSKVRDQHGH-MEMJZDQTSA-N

Alternative Forms

1. Parent:

   

   ALA3038220

   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]oxy-2-[[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]hexad

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: 852.92

Molecular Weight (Monoisotopic): 852.3780

AlogP: 4.84

#Rotatable Bonds: 13

Polar Surface Area: 216.34

Molecular Species: ACID

HBA: 17

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.50

CX Basic pKa: ┄

CX LogP: 6.00

CX LogD: 2.62

Aromatic Rings: ┄

Heavy Atoms: 60

QED Weighted: 0.15

Np Likeness Score: 1.43

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