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

• ChemBase ID: 1428
• Molecular Formular: C28H40N7O18P3S
• Molecular Mass: 887.639583
• Monoisotopic Mass: 887.13633837
• 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)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(O)cc1
• Canonical SMILES: O=C(NCCSC(=O)c1ccc(cc1)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/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-3-5-16(36)6-4-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-6,13-14,17,20-22,26,36,38-39H,7-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1
• InChIKey: LTVXPVBFJBTNIJ-TYHXJLICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-[(2-{[2-(4-hydroxybenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3R)-3-hydroxy-3-[(2-{[2-(4-hydroxybenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-2,2-dimethylpropoxyphosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
• Brand Name: 4-Hydroxybenzoyl-CoA; 4-Hydroxybenzoyl-coenzyme A; 4-hydroxybenzoyl CoA; BCA; Coenzyme A, 4-hydroxybenzoyl-; Coenzyme A, S-(4-hydroxybenzoate)
• Synonyms: 4-Hydroxybenzoyl Coenzyme A

Database IDs

• CAS Number: 27718-41-8
• PubChem SID: 46505693; 160964888
• PubChem CID: 168718

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): -8.749231
• LogD (pH = 7.4): -10.41745
• Log P: -5.2246017
• Molar Refractivity: 194.8594 cm^3
• Polarizability: 76.96618 Å^3
• Polar Surface Area: 383.86 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false
• Acid pKa: 0.8136794
• H Acceptors: 18
• H Donor: 10

ALOGPS 2.1

• Log P: 0.01
• LOG S: -2.43
• Solubility (Water): 3.28e+00 g/l

DETAILS

DrugBank - DB01652

Drug information: experimental