{[(2S,3R,4S)-5-[6-(benzylamino)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 182394
• Molecular Formular: C17H20N5O7P
• Molecular Mass: 437.343761
• Monoisotopic Mass: 437.11003464
• SMILES: n1(C2[C@H]([C@H]([C@@H](O2)COP(=O)(O)O)O)O)c2c(nc1)c(ncn2)NCc1ccccc1
• Canonical SMILES: O[C@H]1[C@@H](O)[C@@H](OC1n1cnc2c1ncnc2NCc1ccccc1)COP(=O)(O)O
• InChI: InChI=1S/C17H20N5O7P/c23-13-11(7-28-30(25,26)27)29-17(14(13)24)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-24H,6-7H2,(H,18,19,20)(H2,25,26,27)/t11-,13-,14-,17?/m0/s1
• InChIKey: DWVANBHPEPSMOV-JVCSGSNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4S)-5-[6-(benzylamino)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4S)-5-[6-(benzylamino)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

Database IDs

• PubChem SID: 164238304
• PubChem CID: 16395434

CALCULATED PROPERTIES

• Acid pKa: 1.2245986
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.7009335
• LogD (pH = 7.4): -3.7198882
• Log P: -3.1338775
• Molar Refractivity: 104.1745 cm^3
• Polarizability: 40.292473 Å^3
• Polar Surface Area: 172.08 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds