GDP
Athanor · official
C10H15N5O11P2 · 443.2 g/mol
IUPAC name: [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
Also called guanosine diphosphate
Names and identifiers
- IUPAC name
- [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
- Synonyms
- guanosine diphosphate, Guanosine 5'-diphosphate, GUANOSINE DIPHOSPHATE
+ 36 more
guanosine-5'-diphosphate, Guanosine 5'-(trihydrogen diphosphate), Guanosine pyrophosphate, CHEBI:17552, DTXSID90163254, HLJ737P865, [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate, [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid, [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate, Diphosphate, Guanosine, Guanosine 5' Diphosphate, 5'-Diphosphate, Guanosine, (((((2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)phosphonic acid, ((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl phosphono hydrogen phosphate, ((2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl phosphono hydrogen phosphate, Guanosine 5' Trihydrogen Diphosphate, Guanosine 5'-Trihydrogen Diphosphate, 5'-Trihydrogen Diphosphate, Guanosine, Diphosphate, Guanosine 5'-Trihydrogen, RefChem:144687, DTXCID0085745, GRPP, Guanosine 5'-pyrophosphate, CHEMBL384759, guanosine-diphosphate, [(2R,3S,4R,5R)-5-(2-amino-6-hydroxypurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate, 5'-GDP, 1dar, ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate, Guanosine Impurity 5, Guanosine-8-t 5'-(trihydrogen diphosphate) (9CI), guanosindiphosphat, 1fzq, 1ryf, 1tpz, 1vjj
- Molecular formula
- C10H15N5O11P2
- Empirical formula
- C10H15N5O11P2
- Molecular weight
- 443.2 g/mol
- Exact mass
- 443.02433
- CAS number
- 146-91-8
- PubChem CID
- 135398619
- Canonical SMILES
- C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N
- Isomeric SMILES
- C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N
- InChI
- InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
- InChIKey
- QGWNDRXFNXRZMB-UUOKFMHZSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 28
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 7
- H-bond acceptors
- 11 computed here · PubChem 13
- Rotatable bonds
- 6
- TPSA (Ų)
- 252.6 computed here · PubChem 248
- Formal charge
- 0
- XLogP3
- -4.6 PubChem
- Complexity
- 760 PubChem
- Stereocenters
- 4 defined, 1 undefinedCIP: C9: R · C11: R · P14: undefined · C22: S · C24: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C27.10%
- H3.41%
- N15.80%
- O39.71%
- P13.98%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -2.45 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.88 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 4.27 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 443.2
- log P ≤ 5 (Crippen): -2.45
- H-bond donors ≤ 5: 7
- H-bond acceptors ≤ 10: 11
Breaks 2 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Alfa Chemistry, Biorbyt, eNovation Chemicals.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water) · Human Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 13C NMRHuman Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 31P NMRSpectraBase (Bruker HX-90)
- 1H-1H NMRHuman Metabolome Database (HMDB)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- MS-MSHuman Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative)
- LC-MSMassBank of North America (MoNA) (Thermo Q Exactive HF · LC-ESI-QFT · negative) · MassBank of North America (MoNA) (Agilent qTOF 6545 · LC-ESI-QTOF · negative) · MassBank of North America (MoNA) (Agilent qTOF 6545 · LC-ESI-QTOF · negative)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.