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

• ChemBase ID: 2762
• Molecular Formular: C25H40N7O18P3S
• Molecular Mass: 851.607483
• Monoisotopic Mass: 851.13633837
• SMILES: CC(=O)CC(=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)CC(=O)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/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18+,19-,20+,24+/m0/s1
• InChIKey: OJFDKHTZOUZBOS-YTJNUSSGSA-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-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @acetoacetyl-coenzyme A
• Synonyms: Acetoacetyl-Coenzyme A

Database IDs

• CAS Number: 1420-36-6
• PubChem SID: 46506303; 160966210
• PubChem CID: 46936566

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8136791
• H Acceptors: 18
• H Donor: 9
• LogD (pH = 5.5): -10.05977
• LogD (pH = 7.4): -12.275877
• Log P: -6.5200286
• Molar Refractivity: 182.1032 cm^3
• Polarizability: 72.52283 Å^3
• Polar Surface Area: 380.7 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.37
• LOG S: -2.35
• Solubility (Water): 3.83e+00 g/l

DETAILS

DrugBank - DB03059

Drug information: experimental