[(2R)-4-[(2-{3-[(2R)-4-{[(S)-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-4-oxobutyl]trimethylazanium

• ChemBase ID: 2248
• Molecular Formular: C28H49N8O18P3S
• Molecular Mass: 910.717743
• Monoisotopic Mass: 910.20983766
• SMILES: CC(C)(COP(=O)([O-])O[P@](=O)(O)OC[C@@H]1O[C@H]([C@H](O)[C@H]1OP(=O)(O)O)n1cnc2c1ncnc2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)C[N+](C)(C)C
• Canonical SMILES: O[C@@H](C[N+](C)(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(COP(=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/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/t16-,17+,21-,22+,23+,27-/m1/s1
• InChIKey: BBRISSLDTUHWKG-NBWGOZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-4-[(2-{3-[(2R)-4-{[(S)-({[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)]oxy}-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-4-oxobutyl]trimethylazanium
• IUPAC Traditional name: [(2R)-4-[(2-{3-[(2R)-4-{[(S)-([(2S,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato)]oxy}-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-4-oxobutyl]trimethylazanium
• Synonyms: O5'-(4-(3-{2-[2-((R)-3-Hydroxy-4-(Trimethylammonio)-1-Oxo-Butyl)Sulfanyl-Ethylcarbamoyl]-Ethylcarbamoyl}-(R)-3-Hydroxy-2,2-Dimethyl-Propyl)-1-Hydroxy-3-Oxido-1,3-Dioxo-2,4-Dioxa-1,3-Diphosphabut-1-Yl) 3'-Phospho-Adenosine

Database IDs

• PubChem SID: 46508772; 160965701
• PubChem CID: 46936413

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8136794
• H Acceptors: 18
• H Donor: 9
• LogD (pH = 5.5): -10.861666
• LogD (pH = 7.4): -12.409083
• Log P: -10.482208
• Molar Refractivity: 211.0908 cm^3
• Polarizability: 79.82737 Å^3
• Polar Surface Area: 386.69 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.52
• LOG S: -2.44
• Solubility (Water): 3.51e+00 g/l

DETAILS

DrugBank - DB02516

Drug information: experimental