{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3S)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 2292
• Molecular Formular: C27H46N7O17P3S
• Molecular Mass: 865.677123
• Monoisotopic Mass: 865.18837394
• SMILES: CCCCCC(=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: CCCCCC(=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/C27H46N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t16-,20+,21-,22+,26+/m0/s1
• InChIKey: OEXFMSFODMQEPE-CGSNXLPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3S)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @hexanoyl-coenzyme A
• Synonyms: Hexanoyl-Coenzyme A

Database IDs

• CAS Number: 5060-32-2
• PubChem SID: 160965745; 46507427
• PubChem CID: 46936426

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8136794
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -8.4652815
• LogD (pH = 7.4): -10.109302
• Log P: -4.940969
• Molar Refractivity: 190.6379 cm^3
• Polarizability: 75.94646 Å^3
• Polar Surface Area: 363.63 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.07
• LOG S: -2.37
• Solubility (Water): 3.67e+00 g/l

DETAILS

DrugBank - DB02563

Drug information: experimental