({[({[(2S,4S,5S)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

• ChemBase ID: 1630
• Molecular Formular: C10H16N5O12P3
• Molecular Mass: 491.181623
• Monoisotopic Mass: 491.00083087
• SMILES: Nc1ncnc2c1ncn2[C@H]1O[C@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)C[C@@H]1O
• Canonical SMILES: O[C@H]1C[C@H](O[C@@H]1n1cnc2c1ncnc2N)CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O
• InChI: InChI=1S/C10H16N5O12P3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(16)1-5(25-10)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-6,10,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6-,10-/m0/s1
• InChIKey: NLIHPCYXRYQPSD-VGIXGZPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2S,4S,5S)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: @cordycepin triphosphate
• Synonyms: Cordycepin Triphosphate

Database IDs

• CAS Number: 73-04-1
• PubChem SID: 160965087; 46506331
• PubChem CID: 46936242

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8693871
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -9.1148815
• LogD (pH = 7.4): -9.789173
• Log P: -5.5198116
• Molar Refractivity: 94.7172 cm^3
• Polarizability: 37.90987 Å^3
• Polar Surface Area: 258.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.68
• LOG S: -2.11
• Solubility (Water): 3.83e+00 g/l

DETAILS

DrugBank - DB01860

Drug information: experimental