(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-({[(2E)-1,8-diaminooct-2-en-3-yl]sulfanyl}methyl)oxolane-3,4-diol

• ChemBase ID: 2557
• Molecular Formular: C18H29N7O3S
• Molecular Mass: 423.53296
• Monoisotopic Mass: 423.20525882
• SMILES: NCCCCC/C(=C\CN)/SC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: NCCCCC/C(=C\CN)/SC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C18H29N7O3S/c19-6-3-1-2-4-11(5-7-20)29-8-12-14(26)15(27)18(28-12)25-10-24-13-16(21)22-9-23-17(13)25/h5,9-10,12,14-15,18,26-27H,1-4,6-8,19-20H2,(H2,21,22,23)/b11-5+/t12-,14-,15+,18+/m0/s1
• InChIKey: SUUGLGYBZXSJAA-HRQDUAQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-({[(2E)-1,8-diaminooct-2-en-3-yl]sulfanyl}methyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-({[(2E)-1,8-diaminooct-2-en-3-yl]sulfanyl}methyl)oxolane-3,4-diol
• Synonyms: S-Adenosyl-1,8-Diamino-3-Thiooctane

Database IDs

• CAS Number: 76426-40-9
• PubChem SID: 46508172; 160966007
• PubChem CID: 46936507

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.474525
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -7.2000318
• LogD (pH = 7.4): -5.7989
• Log P: -1.0311629
• Molar Refractivity: 114.707 cm^3
• Polarizability: 44.394276 Å^3
• Polar Surface Area: 171.35 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.09
• LOG S: -2.8
• Solubility (Water): 6.74e-01 g/l

DETAILS

DrugBank - DB02844

Drug information: experimental