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

• ChemBase ID: 1599
• Molecular Formular: C21H36N7O16P3
• Molecular Mass: 735.469123
• Monoisotopic Mass: 735.143138
• SMILES: CCNC(=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: CCNC(=O)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/C21H36N7O16P3/c1-4-23-12(29)5-6-24-19(32)16(31)21(2,3)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31H,4-8H2,1-3H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14+,15-,16+,20+/m0/s1
• InChIKey: ILWZMFJBPIYQKW-KOESHRMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3S)-3-{[2-(ethylcarbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: @desulfo-coenzyme A
• Synonyms: Desulfo-Coenzyme A

Database IDs

• CAS Number: 5863-40-1
• PubChem SID: 160965056; 46504990
• PubChem CID: 46936231

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8136794
• H Acceptors: 16
• H Donor: 9
• LogD (pH = 5.5): -10.388683
• LogD (pH = 7.4): -12.032702
• Log P: -6.8643703
• Molar Refractivity: 155.0139 cm^3
• Polarizability: 61.86386 Å^3
• Polar Surface Area: 346.56 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.63
• LOG S: -2.2
• Solubility (Water): 4.61e+00 g/l

DETAILS

DrugBank - DB01829

Drug information: experimental