(2S)-4-{3-[(2R)-3-[({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}-2-fluorobutanoic acid

• ChemBase ID: 2880
• Molecular Formular: C23H37FN7O18P3
• Molecular Mass: 811.4956662
• Monoisotopic Mass: 811.13919549
• SMILES: CC(C)(CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1OP(=O)(O)O)n1cnc2c1ncnc2N)[C@@H](O)C(=O)NCCC(=O)NCC[C@H](F)C(=O)O
• Canonical SMILES: O=C(NCC[C@@H](C(=O)O)F)CCNC(=O)[C@@H](C(CO[P@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
• InChI: InChI=1S/C23H37FN7O18P3/c1-23(2,17(34)20(35)27-6-4-13(32)26-5-3-11(24)22(36)37)8-46-52(43,44)49-51(41,42)45-7-12-16(48-50(38,39)40)15(33)21(47-12)31-10-30-14-18(25)28-9-29-19(14)31/h9-12,15-17,21,33-34H,3-8H2,1-2H3,(H,26,32)(H,27,35)(H,36,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t11-,12-,15+,16-,17-,21+/m0/s1
• InChIKey: JYRBBNPCUSRRNJ-MJOCJWJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-{3-[(2R)-3-[({[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}-2-fluorobutanoic acid
• IUPAC Traditional name: (2S)-4-{3-[(2R)-3-{[({[(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido]propanamido}-2-fluorobutanoic acid
• Synonyms: Alpha-Fluoro-Carboxymethyldethia Coenzyme a Complex

Database IDs

• PubChem SID: 46508255; 160966327
• PubChem CID: 46936595

CALCULATED PROPERTIES

ALOGPS 2.1

• Solubility (Water): 3.91e+00 g/l
• Log P: -0.59
• LOG S: -2.32

JChem

• Acid pKa: 0.8133171
• H Acceptors: 18
• H Donor: 10
• LogD (pH = 5.5): -12.294448
• LogD (pH = 7.4): -15.579518
• Log P: -7.2741165
• Molar Refractivity: 165.5608 cm^3
• Polarizability: 66.10893 Å^3
• Polar Surface Area: 383.86 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

DrugBank - DB03182

Drug information: experimental