GDR

GUANOSINE-5'-DIPHOSPHATE-RHAMNOSE

Created: 2002-11-21
Last modified:  2011-06-04

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Chemical Details

Formal Charge0
Atom Count63
Chiral Atom Count11
Bond Count66
Aromatic Bond Count5
2D diagram of GDR

Chemical Component Summary

NameGUANOSINE-5'-DIPHOSPHATE-RHAMNOSE
Systematic Name (OpenEye OEToolkits)[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-oxan-2-yl] hydrogen phosphate
FormulaC16 H25 N5 O15 P2
Molecular Weight589.342
TypeRNA LINKING

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=P(OC1OC(C(O)C(O)C1O)C)(O)OP(=O)(O)OCC4OC(n2c3N=C(N)NC(=O)c3nc2)C(O)C4O
SMILESCACTVS3.341C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)[CH](O)[CH](O)[CH]1O
SMILESOpenEye OEToolkits1.5.0CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)O)O)O
Canonical SMILESCACTVS3.341 C[C@H]1O[C@H](O[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)[C@@H](O)[C@@H](O)[C@@H]1O
Canonical SMILESOpenEye OEToolkits1.5.0 C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)O)O)O
InChIInChI1.03 InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1
InChIKeyInChI1.03 LQEBEXMHBLQMDB-GDJBGNAASA-N

Drug Info: DrugBank

DrugBank IDDB02547 
NameGuanosine-5'-Diphosphate-Rhamnose
Groups experimental
SynonymsGuanosine-5'-Diphosphate-Rhamnose

Drug Targets

NameTarget SequencePharmacological ActionActions
GDP-mannose 4,6 dehydrataseMAHAPARCPSARGSGDGEMGKPRNVALITGITGQDGSYLAEFLLEKGYEV...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 439912, 5280572, 135398578
ChEMBL CHEMBL1233001
ChEBI CHEBI:17661