{[(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-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 1450
• Molecular Formular: C25H40N7O17P3S
• Molecular Mass: 835.608083
• Monoisotopic Mass: 835.14142375
• SMILES: CC(=C)C(=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: O=C(NCCSC(=O)C(=C)C)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/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17+,18-,19+,23+/m0/s1
• InChIKey: NPALUEYCDZWBOV-BPJJUHQGSA-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-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @methacrylyl-coenzyme A
• Synonyms: Methacrylyl-Coenzyme A

Database IDs

• CAS Number: 6008-91-9
• PubChem SID: 46507414; 160964909
• PubChem CID: 46936187

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): -9.1143465
• LogD (pH = 7.4): -10.758367
• Log P: -5.590034
• Molar Refractivity: 181.2128 cm^3
• Polarizability: 72.082016 Å^3
• Polar Surface Area: 363.63 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false
• Acid pKa: 0.8136794
• H Acceptors: 17
• H Donor: 9

ALOGPS 2.1

• Log P: -0.38
• LOG S: -2.31
• Solubility (Water): 4.11e+00 g/l

DETAILS

DrugBank - DB01675

Drug information: experimental