compound 4 [PMID: 23083103]   Click here for help

GtoPdb Ligand ID: 6148

Compound class: Synthetic organic
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 24
Hydrogen bond donors 8
Rotatable bonds 14
Topological polar surface area 501.12
Molecular weight 899.98
XLogP -5.26
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC1C(COP(=O)(OP(=O)(C(P(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2ncnc3N)S)O)Cl)O)S)OC(C1O)n1cnc2c1ncnc2N
Isomeric SMILES O[C@H]1C(COP(=O)(OP(=O)(C(P(=O)(OP(=O)(OC[C@H]2O[C@H](C([C@H]2O)O)n2cnc3c2ncnc3N)S)O)Cl)O)S)O[C@H]([C@H]1O)n1cnc2c1ncnc2N
InChI InChI=1S/C21H29ClN10O16P4S2/c22-21(49(37,38)47-51(41,53)43-1-7-11(33)13(35)19(45-7)31-5-29-9-15(23)25-3-27-17(9)31)50(39,40)48-52(42,54)44-2-8-12(34)14(36)20(46-8)32-6-30-10-16(24)26-4-28-18(10)32/h3-8,11-14,19-21,33-36H,1-2H2,(H,37,38)(H,39,40)(H,41,53)(H,42,54)(H2,23,25,27)(H2,24,26,28)/t7-,8?,11+,12+,13?,14+,19-,20-,21?,51?,52?/m1/s1
InChI Key SQXLFBVOQBYLCG-BUWSHSPFSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[[(2R,3R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-[[[[(3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-sulfanylphosphoryl]oxy-hydroxyphosphoryl]-chloromethyl]phosphinic acid
Database Links Click here for help
GtoPdb PubChem SID 178102769
PubChem CID 73755176
Search Google for chemical match using the InChIKey SQXLFBVOQBYLCG-BUWSHSPFSA-N
Search Google for chemicals with the same backbone SQXLFBVOQBYLCG
Search UniChem for chemical match using the InChIKey SQXLFBVOQBYLCG-BUWSHSPFSA-N
Search UniChem for chemicals with the same backbone SQXLFBVOQBYLCG