2-{[6-(benzyloxy)-2-[({[6-(benzyloxy)-9-[(2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoyl]oxy}ethoxy)methyl]-9H-purin-2-yl]amino}methyl)amino]-9H-purin-9-yl]methoxy}ethyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate

• ChemBase ID: 162182
• Molecular Formular: C57H64N12O12
• Molecular Mass: 1109.19126
• Monoisotopic Mass: 1108.47666555
• SMILES: n1c(nc2c(c1OCc1ccccc1)ncn2COCCOC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)NCNc1nc(c2c(n1)n(cn2)COCCOC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)OCCOCn1cnc2c1nc(NCNc1nc(OCc3ccccc3)c3c(n1)n(COCCOC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)cn3)nc2OCc1ccccc1)C(C)C)OCc1ccccc1
• InChI: InChI=1S/C57H64N12O12/c1-38(2)44(62-56(72)80-31-42-21-13-7-14-22-42)52(70)76-27-25-74-36-68-34-60-46-48(68)64-54(66-50(46)78-29-40-17-9-5-10-18-40)58-33-59-55-65-49-47(51(67-55)79-30-41-19-11-6-12-20-41)61-35-69(49)37-75-26-28-77-53(71)45(39(3)4)63-57(73)81-32-43-23-15-8-16-24-43/h5-24,34-35,38-39,44-45H,25-33,36-37H2,1-4H3,(H,62,72)(H,63,73)(H,58,64,66)(H,59,65,67)/t44-,45-/m0/s1
• InChIKey: VCAKPLIOVJIGHH-GSVOJQHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[6-(benzyloxy)-2-[({[6-(benzyloxy)-9-[(2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoyl]oxy}ethoxy)methyl]-9H-purin-2-yl]amino}methyl)amino]-9H-purin-9-yl]methoxy}ethyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate
• IUPAC Traditional name: 2-{[6-(benzyloxy)-2-[({[6-(benzyloxy)-9-[(2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoyl]oxy}ethoxy)methyl]purin-2-yl]amino}methyl)amino]purin-9-yl]methoxy}ethyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate
• Synonyms: Bis(N-benzyloxycarbonyl-L-valine-2-[(2-amino-1,6-dihydro-6-O-benzyl-9H-purin-9yl)methoxy]ethyl Ester); Bis N-Benzyloxycarbonyl-6-O-benzyl-valacyclovir

Database IDs

• PubChem SID: 162256317
• PubChem CID: 71314033

CALCULATED PROPERTIES

• Acid pKa: 12.516173
• H Acceptors: 16
• H Donor: 4
• LogD (pH = 5.5): 9.43625
• LogD (pH = 7.4): 9.436263
• Log P: 9.436265
• Molar Refractivity: 296.5149 cm^3
• Polarizability: 114.830124 Å^3
• Polar Surface Area: 277.44 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Sticky Oil

DETAILS

Toronto Research Chemicals - B410925

Valacyclovir (V085000) impurity.