{[(2,2-dihydroxyethyl)[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexyl]amino]methyl}phosphonic acid

• ChemBase ID: 2171
• Molecular Formular: C9H23NO13P2
• Molecular Mass: 415.225342
• Monoisotopic Mass: 415.06446306
• SMILES: OC(O)CN(C[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)COP(=O)(O)O)CP(=O)(O)O
• Canonical SMILES: OC(CN(CP(=O)(O)O)C[C@H]([C@@H]([C@H]([C@@H](COP(=O)(O)O)O)O)O)O)O
• InChI: InChI=1S/C9H23NO13P2/c11-5(1-10(2-7(13)14)4-24(17,18)19)8(15)9(16)6(12)3-23-25(20,21)22/h5-9,11-16H,1-4H2,(H2,17,18,19)(H2,20,21,22)/t5-,6-,8+,9+/m1/s1
• InChIKey: ATILYNKCRYHYEP-YGBUUZGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2,2-dihydroxyethyl)[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexyl]amino]methyl}phosphonic acid
• IUPAC Traditional name: [(2,2-dihydroxyethyl)[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexyl]amino]methylphosphonic acid
• Synonyms: {[(2,2-Dihydroxy-Ethyl)-(2,3,4,5-Tetrahydroxy-6-Phosphonooxy-Hexyl)-Amino]-Methyl}-Phosphonic Acid

Database IDs

• PubChem SID: 160965625; 46508017
• PubChem CID: 46936381

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.7957625
• H Acceptors: 13
• H Donor: 10
• LogD (pH = 5.5): -9.466667
• LogD (pH = 7.4): -10.992268
• Log P: -7.001444
• Molar Refractivity: 78.9022 cm^3
• Polarizability: 32.55992 Å^3
• Polar Surface Area: 248.91 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.94
• LOG S: -1.37
• Solubility (Water): 1.78e+01 g/l

DETAILS

DrugBank - DB02433

Drug information: experimental