GDPβS   Click here for help

GtoPdb Ligand ID: 5416

Synonyms: Gdp(beta-S) | GDP-β-S | GDP-bS | guanosine 5'-O-(2-thiodiphosphate)
Compound class: Synthetic organic
Comment: A non-hydrolyzable GDP analog that inhibits G-protein activation.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 13
Hydrogen bond donors 7
Rotatable bonds 6
Topological polar surface area 287.21
Molecular weight 459
XLogP -2.31
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC1C(COP(=O)(OP(=S)(O)O)O)OC(C1O)n1cnc2c1nc(N)[nH]c2=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=S)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
InChI InChI=1S/C10H15N5O10P2S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-26(19,20)25-27(21,22)28/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H2,21,22,28)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChI Key QJXJXBXFIOTYHB-UUOKFMHZSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydroxyphosphinothioyl hydrogen phosphate
Synonyms Click here for help
Gdp(beta-S) | GDP-β-S | GDP-bS | guanosine 5'-O-(2-thiodiphosphate)
Database Links Click here for help
CAS Registry No. 71376-97-1
ChEBI CHEBI:38309
GtoPdb PubChem SID 178102069
PubChem CID 6858270
Search Google for chemical match using the InChIKey QJXJXBXFIOTYHB-UUOKFMHZSA-N
Search Google for chemicals with the same backbone QJXJXBXFIOTYHB
UniChem Compound Search for chemical match using the InChIKey QJXJXBXFIOTYHB-UUOKFMHZSA-N
UniChem Connectivity Search for chemical match using the InChIKey QJXJXBXFIOTYHB-UUOKFMHZSA-N