{[(2S,3R,4R,5R)-5-[(6S)-6-amino-1-methyl-6,9-dihydro-1H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3008
• Molecular Formular: C11H18N5O7P
• Molecular Mass: 363.263681
• Monoisotopic Mass: 363.09438457
• SMILES: CN1C=Nc2c(ncn2[C@@H]2O[C@@H](COP(=O)(O)O)[C@H](O)[C@H]2O)[C@H]1N
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1cnc2c1N=CN([C@@H]2N)C)COP(=O)(O)O
• InChI: InChI=1S/C11H18N5O7P/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(18)7(17)5(23-11)2-22-24(19,20)21/h3-5,7-9,11,17-18H,2,12H2,1H3,(H2,19,20,21)/t5-,7-,8+,9-,11+/m0/s1
• InChIKey: PXQPOBTUNIUPSD-MUWJYTSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-[(6S)-6-amino-1-methyl-6,9-dihydro-1H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,4R,5R)-5-[(6S)-6-amino-1-methyl-6H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: 6-Hydro-1-Methyladenosine-5'-Monophosphate

Database IDs

• PubChem SID: 160966455; 46507566
• PubChem CID: 46936639

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4505649
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.9565647
• LogD (pH = 7.4): -4.13881
• Log P: -2.8975372
• Molar Refractivity: 79.478 cm^3
• Polarizability: 31.042553 Å^3
• Polar Surface Area: 175.89 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.27
• LOG S: -1.96
• Solubility (Water): 3.97e+00 g/l

DETAILS

DrugBank - DB03318

Drug information: experimental