{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(4S)-4-hydroxy-2,2-dimethyl-3-oxo-4-({2-[(2-{[(2E,5R)-5-[(2-oxoethyl)sulfanyl]dec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}amino)butoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 3352
• Molecular Formular: C33H54N7O18P3S2
• Molecular Mass: 993.869243
• Monoisotopic Mass: 993.21795981
• SMILES: CCCCC[C@H](C/C=C/C(=O)SCCNC(=O)CCN[C@@H](O)C(=O)C(C)(C)CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1OP(=O)(O)O)n1cnc2c(N)ncnc12)SCC=O
• Canonical SMILES: CCCCC[C@@H](SCC=O)C/C=C/C(=O)SCCNC(=O)CCN[C@H](C(=O)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/C33H54N7O18P3S2/c1-4-5-6-8-21(62-16-14-41)9-7-10-24(43)63-15-13-35-23(42)11-12-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h7,10,14,19-22,26-27,31-32,36,44,46H,4-6,8-9,11-13,15-18H2,1-3H3,(H,35,42)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/b10-7+/t21-,22+,26-,27+,31+,32-/m1/s1
• InChIKey: FZSCZWBRRMHKGK-LPSPEMBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(4S)-4-hydroxy-2,2-dimethyl-3-oxo-4-({2-[(2-{[(2E,5R)-5-[(2-oxoethyl)sulfanyl]dec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}amino)butoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(4S)-4-hydroxy-2,2-dimethyl-3-oxo-4-({2-[(2-{[(2E,5R)-5-[(2-oxoethyl)sulfanyl]dec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}amino)butoxyphosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
• Synonyms: 5-Mercaptoethanol-2-Decenoyl-Coenzyme A

Database IDs

• PubChem SID: 160966793; 46508209
• PubChem CID: 70789233; 46936758

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8135714
• H Acceptors: 19
• H Donor: 9
• LogD (pH = 5.5): -5.336124
• LogD (pH = 7.4): -7.308133
• Log P: -4.2763586
• Molar Refractivity: 228.1178 cm^3
• Polarizability: 90.1361 Å^3
• Polar Surface Area: 380.7 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.62
• LOG S: -3.27
• Solubility (Water): 5.58e-01 g/l

DETAILS

DrugBank - DB03698

Drug information: experimental