diquafosol   

GtoPdb Ligand ID: 1736

Synonyms: INS-365 | INS365
Compound class: Synthetic organic
Comment: The USAN specifies the tetrasodium salt formulation.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 23
Hydrogen bond donors 10
Rotatable bonds 14
Topological polar surface area 443.69
Molecular weight 789.99
XLogP -7.6
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES OC1C(COP(=O)(OP(=O)(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2ccc(=O)[nH]c2=O)O)O)O)O)OC(C1O)n1ccc(=O)[nH]c1=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
InChI InChI=1S/C18H26N4O23P4/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(41-15)5-39-46(31,32)43-48(35,36)45-49(37,38)44-47(33,34)40-6-8-12(26)14(28)16(42-8)22-4-2-10(24)20-18(22)30/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H,19,23,29)(H,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1
InChI Key NMLMACJWHPHKGR-NCOIDOBVSA-N
Classification
Compound class Synthetic organic
IUPAC Name
[[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
International Nonproprietary Names
INN number INN
8326 diquafosol
Synonyms
INS-365 | INS365
Database Links
BindingDB Ligand 50096297
CAS Registry No. 59985-21-6 (source: Scifinder)
ChEBI CHEBI:27791
ChEMBL Ligand CHEMBL221326
DrugCentral Ligand 4900
GtoPdb PubChem SID 135651591
PubChem CID 148197
Search Google for chemical match using the InChIKey NMLMACJWHPHKGR-NCOIDOBVSA-N
Search Google for chemicals with the same backbone NMLMACJWHPHKGR
Search PubMed clinical trials diquafosol
Search PubMed titles diquafosol
Search PubMed titles/abstracts diquafosol
Search UniChem for chemical match using the InChIKey NMLMACJWHPHKGR-NCOIDOBVSA-N
Search UniChem for chemicals with the same backbone NMLMACJWHPHKGR
Wikipedia Diquafosol