[({[(2S,3R,4R,5R)-3,4-dihydroxy-5-{3H-imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acid

• ChemBase ID: 2217
• Molecular Formular: C17H23N5O14P2
• Molecular Mass: 583.337142
• Monoisotopic Mass: 583.0716737
• SMILES: O[C@H]1O[C@H](CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)n2cnc3c2ncn2ccnc32)[C@@H](O)[C@@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(O[P@@](=O)(OC[C@H]2O[C@@H]([C@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncn1c2ncc1
• InChI: InChI=1S/C17H23N5O14P2/c23-10-7(3-32-37(28,29)36-38(30,31)33-4-8-11(24)13(26)17(27)35-8)34-16(12(10)25)22-6-19-9-14-18-1-2-21(14)5-20-15(9)22/h1-2,5-8,10-13,16-17,23-27H,3-4H2,(H,28,29)(H,30,31)/t7-,8+,10-,11+,12+,13-,16+,17-/m0/s1
• InChIKey: LWAISUABIKYXTN-BVNNLCGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3R,4R,5R)-3,4-dihydroxy-5-{3H-imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: @etheno-nad
• Synonyms: Etheno-Nad

Database IDs

• PubChem SID: 160965670; 46505630
• PubChem CID: 46936401

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5444317
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -8.637492
• LogD (pH = 7.4): -9.041076
• Log P: -6.445792
• Molar Refractivity: 117.5195 cm^3
• Polarizability: 47.96629 Å^3
• Polar Surface Area: 269.91 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.27
• LOG S: -2.22
• Solubility (Water): 3.50e+00 g/l

DETAILS

DrugBank - DB02483

Drug information: experimental