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

• ChemBase ID: 2623
• Molecular Formular: C24H40N7O17P3S
• Molecular Mass: 823.597383
• Monoisotopic Mass: 823.14142375
• SMILES: O=C(SCCNC(=O)CCNC(=O)[C@H](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)CC
• Canonical SMILES: CCC(=O)SCCNC(=O)CCNC(=O)[C@@H](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
• InChI: InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1
• InChIKey: QAQREVBBADEHPA-IEXPHMLFSA-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-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: propionyl-CoA
• Synonyms: Propionyl Coenzyme A

Database IDs

• CAS Number: 317-66-8
• PubChem SID: 46506742; 160966072
• PubChem CID: 46936527; 92753

CALCULATED PROPERTIES

JChem

• Lipinski's Rule of Five: false
• Acid pKa: 0.8136794
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -9.798987
• LogD (pH = 7.4): -11.443007
• Log P: -6.274675
• Molar Refractivity: 176.8349 cm^3
• Polarizability: 70.53484 Å^3
• Polar Surface Area: 363.63 Å^2
• Rotatable Bonds: 21

ALOGPS 2.1

• Solubility (Water): 7.22e+00 g/l
• Log P: -0.08
• LOG S: -2.08

DETAILS

DrugBank - DB02912

Drug information: experimental