General Information of Drug (ID: DMF6MUB)

Drug Name
GDP-alpha-D-glucose
Synonyms
GDP-D-glucose; GDP-alpha-D-glucose; GDP-alpha-delta-glucose; GDP-glucose; Guanosine 5-pyrophosphate; Guanosine diphosphate glucose; Guanosine diphosphoglucose; P-alpha-D-glucopyranosyl ester; ZINC8215895; (GDP-Glc)1; 5750-57-2; AC1LD8KB; CHEBI:62254; CHEMBL228228; GDG; GDPG; Guanosine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl ester; Guanosine 5-(trihydrogen diphosphate); P-alpha-delta-glucopyranosyl ester; guanosine 5'-[3-(alpha-D-glucopyranosyl) dihydrogen diphosphate]
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 4 Molecular Weight (mw) 605.3
Logarithm of the Partition Coefficient (xlogp) -6.2
Rotatable Bond Count (rotbonds) 9
Hydrogen Bond Donor Count (hbonddonor) 10
Hydrogen Bond Acceptor Count (hbondacc) 18
Chemical Identifiers
Formula
C16H25N5O16P2
IUPAC Name
[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
Canonical SMILES
C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O)N=C(NC2=O)N
InChI
MVMSCBBUIHUTGJ-LRJDVEEWSA-N
InChIKey
1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11-,14-,15-/m1/s1
Cross-matching ID
PubChem CID
135398625
ChEBI ID
CHEBI:62254
CAS Number
5750-57-2
INTEDE ID
DR2094

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
GDP-D-glucose phosphorylase 1 (GDPGP1)
Main DME
DE9P5K7 GDPP1_HUMAN Substrate [1]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 A novel GDP-D-glucose phosphorylase involved in quality control of the nucleoside diphosphate sugar pool in Caenorhabditis elegans and mammals. J Biol Chem. 2011 Jun 17;286(24):21511-23.