3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

• ChemBase ID: 125635
• Molecular Formular: C22H31N9O13P3S+
• Molecular Mass: 754.520323
• Monoisotopic Mass: 754.09748799
• SMILES: O=P(O)(OC[C@H]1O[C@@H](n2c3ncnc(N)c3nc2)[C@H](O)[C@@H]1O)OP(=O)(O)OP(=O)(O)OCCc1sc[n+](c1C)Cc1c(nc(nc1)C)N
• Canonical SMILES: Cc1ncc(c(n1)N)C[n+]1csc(c1C)CCOP(=O)(OP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O)O
• InChI: InChI=1S/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p+1/t14-,17-,18-,22-/m1/s1
• InChIKey: FGOYXNBJKMNPDH-SAJUPQAESA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
• IUPAC Traditional name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
• Synonyms: P1,P3-(Adenosine-5'-thiamine) triphosphate; Adenosine thiamine triphosphate

Database IDs

• CAS Number: 30632-11-2
• PubChem SID: 162219985
• PubChem CID: 15938962
• Chemspider ID: 13082023
• MeSH Name: adenosine+thiamine+triphosphate
• Wikipedia Title: Adenosine_thiamine_triphosphate

CALCULATED PROPERTIES

• Log P: -10.283316
• Molar Refractivity: 165.435 cm^3
• Polarizability: 64.14094 Å^3
• Polar Surface Area: 323.81 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false
• Acid pKa: 0.9065006
• H Acceptors: 16
• H Donor: 7
• LogD (pH = 5.5): -10.523726
• LogD (pH = 7.4): -10.583584