(2R,3R,4R,5S,6R)-6-{[12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 170929
• Molecular Formular: C24H21ClFN3O7
• Molecular Mass: 517.8908432
• Monoisotopic Mass: 517.10520593
• SMILES: O1[C@@H]([C@@H]([C@@H]([C@H]([C@H]1C(=O)O)O)O)O)OC1N=C(c2c(cccc2)F)c2c(n3c1cnc3C)ccc(c2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(c1n2c(C)nc1)O[C@H]1O[C@H](C(=O)O)[C@@H]([C@H]([C@H]1O)O)O)c1ccccc1F
• InChI: InChI=1S/C24H21ClFN3O7/c1-10-27-9-16-22(36-24-20(32)18(30)19(31)21(35-24)23(33)34)28-17(12-4-2-3-5-14(12)26)13-8-11(25)6-7-15(13)29(10)16/h2-9,18-22,24,30-32H,1H3,(H,33,34)/t18-,19-,20+,21-,22?,24-/m1/s1
• InChIKey: MPHAZAPYEZYBRV-XELYHNDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6R)-6-{[12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3R,4R,5S,6R)-6-{[12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl β-D-Glucopyranosiduronic Acid; 4-Hydroxy Midazolam β-D-Glucuronide(Mixture of Diastereomers)

Database IDs

• CAS Number: 81256-82-8
• PubChem SID: 164226839
• PubChem CID: 71749191

CALCULATED PROPERTIES

• Acid pKa: 2.8904095
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -0.507809
• LogD (pH = 7.4): -1.565237
• Log P: -0.45769137
• Molar Refractivity: 132.7403 cm^3
• Polarizability: 48.247612 Å^3
• Polar Surface Area: 146.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: >205°C (dec.)

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H948435

The metabolite of Midazolam (M343000).