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

• ChemBase ID: 125385
• Molecular Formular: C25H42N7O18P3S
• Molecular Mass: 853.623363
• Monoisotopic Mass: 853.15198843
• SMILES: O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(ncnc23)N)[C@H](O)[C@@H]1OP(=O)(O)O)C(C)CO
• Canonical SMILES: OCC(C(=O)SCCNC(=O)CCNC(=O)C(C(COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O)(C)C)O)C
• InChI: InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13?,14-,17-,18-,19?,23-/m1/s1
• InChIKey: WWEOGFZEFHPUAM-VRQRJWBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: 3-Hydroxyisobutyryl-CoA
• Synonyms: 3-Hydroxyisobutyryl-CoA

Database IDs

• PubChem SID: 162219735
• PubChem CID: 440205
• Chemspider ID: 389192
• Wikipedia Title: 3-Hydroxyisobutyryl-CoA

CALCULATED PROPERTIES

• Acid pKa: 0.82524794
• H Acceptors: 18
• H Donor: 10
• LogD (pH = 5.5): -10.564646
• LogD (pH = 7.4): -12.180936
• Log P: -5.9646235
• Molar Refractivity: 183.1841 cm^3
• Polarizability: 73.049644 Å^3
• Polar Surface Area: 383.86 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false