AJM3/23

ID: ALA219245

Chembl Id: CHEMBL219245

PubChem CID: 44418794

Max Phase: Preclinical

Molecular Formula: C46H63O12P

Molecular Weight: 838.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](CC(COP(=O)(Oc2ccccc2)Oc2ccccc2)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/C46H63O12P/c1-28-17-19-37-30(3)39(49-41-45(37)35(28)21-23-43(5,51-41)55-57-45)25-32(27-48-59(47,53-33-13-9-7-10-14-33)54-34-15-11-8-12-16-34)26-40-31(4)38-20-18-29(2)36-22-24-44(6)52-42(50-40)46(36,38)58-56-44/h7-16,28-32,35-42H,17-27H2,1-6H3/t28-,29-,30-,31-,35+,36+,37+,38+,39-,40-,41-,42-,43-,44-,45-,46-/m1/s1

Standard InChI Key:  OOPQGVUXVFNNDO-SIQDRCAUSA-N

Alternative Forms

1. Parent:

   

   ALA219245

   diphenyl [3-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]-2-[[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]methyl]propyl]

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: 838.97

Molecular Weight (Monoisotopic): 838.4057

AlogP: 10.17

#Rotatable Bonds: 11

Polar Surface Area: 118.60

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 10.48

CX LogD: 10.48

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.16

Np Likeness Score: 1.31

References

1. Alagbala AA, McRiner AJ, Borstnik K, Labonte T, Chang W, D'Angelo JG, Posner GH, Foster BA..  (2006)  Biological mechanisms of action of novel C-10 non-acetal trioxane dimers in prostate cancer cell lines.,  49  (26): [PMID:17181166] [10.1021/jm060803i]

2. Mott BT, He R, Chen X, Fox JM, Civin CI, Arav-Boger R, Posner GH..  (2013)  Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents: a structure-activity study.,  21  (13): [PMID:23673218] [10.1016/j.bmc.2013.04.027]

Source

Source(1):

• Scientific Literature