[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

• ChemBase ID: 127627
• Molecular Formular: C16H25N5O16P2
• Molecular Mass: 605.341122
• Monoisotopic Mass: 605.07715301
• SMILES: O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@@H]1O)CO)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2c3[nH]c(nc(=O)c3nc2)N)[C@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2[nH]c(N)nc3=O)O)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=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
• InChIKey: MVMSCBBUIHUTGJ-GDJBGNAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
• IUPAC Traditional name: {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid
• Synonyms: Guanosine diphosphate mannose

Database IDs

• CAS Number: 3123-67-9
• PubChem SID: 162221945
• PubChem CID: 18396
• CHEBI ID: 15820
• Chemspider ID: 17372
• MeSH Name: Guanosine+Diphosphate+Mannose
• Wikipedia Title: Guanosine_diphosphate_mannose

CALCULATED PROPERTIES

• Acid pKa: 1.7325996
• H Acceptors: 17
• H Donor: 10
• LogD (pH = 5.5): -9.1886835
• LogD (pH = 7.4): -9.612208
• Log P: -4.7699733
• Molar Refractivity: 118.0779 cm^3
• Polarizability: 47.852863 Å^3
• Polar Surface Area: 327.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false