[({[(3aR,4S,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2,2-dioxo-tetrahydrofuro[3,4-d]1,3-dioxa-2-vanadacyclopentan-4-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 2387
• Molecular Formular: C10H13N5O12P2V
• Molecular Mass: 508.125542
• Monoisotopic Mass: 507.94755364
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@H]2O[V](=O)(=O)O[C@H]12
• Canonical SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@H]([C@@H]2[C@@H]1O[V](=O)(=O)O2)CO[P@](=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C10H13N5O10P2.2O.V/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20;;;/h2-4,6-7,10H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);;;/q-2;;;+2/t4-,6+,7-,10+;;;/m0.../s1
• InChIKey: WUULDHXBMSNFAO-YVAIFPRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(3aR,4S,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2,2-dioxo-tetrahydrofuro[3,4-d]1,3-dioxa-2-vanadacyclopentan-4-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(3aR,4S,6R,6aS)-6-(6-aminopurin-9-yl)-2,2-dioxo-tetrahydrofuro[3,4-d]1,3-dioxa-2-vanadacyclopentan-4-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: Adenosine-5'-Diphosphate-2',3'-Vanadate

Database IDs

• PubChem SID: 160965838; 46506868
• PubChem CID: 46936447

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7088444
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -6.471867
• LogD (pH = 7.4): -6.9493628
• Log P: -4.988361
• Molar Refractivity: 85.3984 cm^3
• Polarizability: 37.646786 Å^3
• Polar Surface Area: 244.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.82
• LOG S: -2.24
• Solubility (Water): 2.91e+00 g/l

DETAILS

DrugBank - DB02661

Drug information: experimental