{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3S)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[2-(pentylsulfanyl)acetyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 3094
• Molecular Formular: C28H48N7O17P3S2
• Molecular Mass: 911.768703
• Monoisotopic Mass: 911.176095
• SMILES: CCCCCSCC(=O)SCCNC(=O)CCNC(=O)[C@@H](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)n1cnc2c1ncnc2N
• Canonical SMILES: CCCCCSCC(=O)SCCNC(=O)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/C28H48N7O17P3S2/c1-4-5-6-10-56-13-19(37)57-11-9-30-18(36)7-8-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-12-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,38-39H,4-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,21+,22-,23+,27+/m0/s1
• InChIKey: JMFXDZKFFYUOAN-AJHJKSEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3S)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[2-(pentylsulfanyl)acetyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @3-thiaoctanoyl-coenzyme A
• Synonyms: 3-Thiaoctanoyl-Coenzyme A

Database IDs

• PubChem SID: 160966538; 46506430
• PubChem CID: 46936666

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8136794
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -8.221259
• LogD (pH = 7.4): -9.865279
• Log P: -4.6969466
• Molar Refractivity: 203.212 cm^3
• Polarizability: 80.81135 Å^3
• Polar Surface Area: 363.63 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.2
• LOG S: -2.42
• Solubility (Water): 3.45e+00 g/l

DETAILS

DrugBank - DB03415

Drug information: experimental