N-[1,3-bis({[(2S,4S,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy})propan-2-yl]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamide

• ChemBase ID: 99995
• Molecular Formular: C24H32F3N3O13
• Molecular Mass: 627.5183896
• Monoisotopic Mass: 627.18872276
• SMILES: N1=NC1(c1ccc(cc1)C(=O)NC(COC1[C@H]([C@H](C(O[C@H]1CO)O)O)O)COC1[C@H]([C@H](C(O[C@H]1CO)O)O)O)C(F)(F)F
• Canonical SMILES: OC[C@@H]1OC(O)[C@@H]([C@@H](C1OCC(NC(=O)c1ccc(cc1)C1(N=N1)C(F)(F)F)COC1[C@H](CO)OC([C@@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C24H32F3N3O13/c25-24(26,27)23(29-30-23)10-3-1-9(2-4-10)20(37)28-11(7-40-18-12(5-31)42-21(38)16(35)14(18)33)8-41-19-13(6-32)43-22(39)17(36)15(19)34/h1-4,11-19,21-22,31-36,38-39H,5-8H2,(H,28,37)/t11?,12-,13-,14-,15-,16+,17+,18?,19?,21?,22?/m0/s1
• InChIKey: NPJHSWNPVIJJGQ-IWUSFQELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1,3-bis({[(2S,4S,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy})propan-2-yl]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamide
• IUPAC Traditional name: N-[1,3-bis({[(2S,4S,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy})propan-2-yl]-4-[3-(trifluoromethyl)diazirin-3-yl]benzamide
• Synonyms: [ATB-BMPA]; 2-N-[4-(1-Azitrifluoroethyl)benzoyl]-1,3-bis-(D-mannos-4-yloxy)-2-propylamine

Database IDs

• MDL Number: MFCD09259024
• PubChem SID: 162086241
• PubChem CID: 44717733

CALCULATED PROPERTIES

• Acid pKa: 11.004429
• H Acceptors: 15
• H Donor: 9
• LogD (pH = 5.5): -2.5241203
• LogD (pH = 7.4): -2.524227
• Log P: -2.524119
• Molar Refractivity: 130.7888 cm^3
• Polarizability: 51.819553 Å^3
• Polar Surface Area: 252.58 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - PC8118

Used as an exofacial probe for the human erythrocyte glucose transport system.