7-chloro-5-(4-hydroxyphenyl)-1-(13C,2H3)methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 170460
• Molecular Formular: C16H13ClN2O2
• Molecular Mass: 301.73227484
• Monoisotopic Mass: 301.06991018
• SMILES: N1(C(=O)CN=C(c2c1ccc(c2)Cl)c1ccc(cc1)O)[13CH3]
• Canonical SMILES: Oc1ccc(cc1)C1=NCC(=O)N(c2c1cc(Cl)cc2)[13CH3]
• InChI: InChI=1S/C16H13ClN2O2/c1-19-14-7-4-11(17)8-13(14)16(18-9-15(19)21)10-2-5-12(20)6-3-10/h2-8,20H,9H2,1H3/i1+1
• InChIKey: IQFWLIWUKIFGKP-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-5-(4-hydroxyphenyl)-1-(^1^3C,^2H₃)methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-chloro-5-(4-hydroxyphenyl)-1-(^1^3C,^2H₃)methyl-3H-1,4-benzodiazepin-2-one
• Synonyms: 7-Chloro-1,3-dihydro-5-(4-hydroxyphenyl)-1-(methyl-13CD3)-2H-1,4-benzodiazepin-2-one; 4'-Hydroxydiazepam-13CD3; Ba 2824-13CD3; Ro 7-3351-13CD3; p-Hydroxy Diazepam-13CD3

Database IDs

• PubChem SID: 164226370
• PubChem CID: 46781785

CALCULATED PROPERTIES

• Acid pKa: 9.127327
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.771515
• LogD (pH = 7.4): 2.7644982
• Log P: 2.7725213
• Molar Refractivity: 81.7928 cm^3
• Polarizability: 30.93484 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H940502

The primary labelled metabolite of Diazepam.Controlled substance (depressant).

REFERENCES

• Andersson, T., et al.: Eur. J. Clin. Pharmacol., 39, 51 (1990)
• Carlile, D., et al.: Br. J. Clin. Pharmacol., 47, 625 (1990)
• Weaver, R., et al.: Xenobiotica, 31, 499 (1990)
• Margolis, J., et al.: Drug Metab. Dispos., 31, 606 (1990)