[({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphinic acid

• ChemBase ID: 2868
• Molecular Formular: C21H35N7O13P2S
• Molecular Mass: 687.554222
• Monoisotopic Mass: 687.14887848
• SMILES: CC(C)(CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N)[C@@H](O)C(=O)NCCC(=O)NCCS
• Canonical SMILES: SCCNC(=O)CCNC(=O)[C@@H](C(CO[P@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N)O)O)(C)C)O
• InChI: InChI=1S/C21H35N7O13P2S/c1-21(2,16(32)19(33)24-4-3-12(29)23-5-6-44)8-39-43(36,37)41-42(34,35)38-7-11-14(30)15(31)20(40-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-32,44H,3-8H2,1-2H3,(H,23,29)(H,24,33)(H,34,35)(H,36,37)(H2,22,25,26)/t11-,14-,15+,16-,20+/m0/s1
• InChIKey: KDTSHFARGAKYJN-OIODXMIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphinic acid
• IUPAC Traditional name: @dephospho coenzyme A
• Synonyms: Dephospho Coenzyme A

Database IDs

• PubChem SID: 160966315; 46504599
• PubChem CID: 46936592

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7918324
• H Acceptors: 14
• H Donor: 9
• LogD (pH = 5.5): -7.698338
• LogD (pH = 7.4): -8.020261
• Log P: -5.907654
• Molar Refractivity: 151.8673 cm^3
• Polarizability: 60.341892 Å^3
• Polar Surface Area: 300.03 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.98
• LOG S: -2.43
• Solubility (Water): 2.56e+00 g/l

DETAILS

DrugBank - DB03170

Drug information: experimental