sodium (6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 163946
• Molecular Formular: C18H17N8NaO7S3
• Molecular Mass: 576.56175
• Monoisotopic Mass: 576.02800221
• SMILES: [C@H]1(C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1n([nH]c(=O)c(=O)n1)C)NC(=O)/C(=N/OC)/c1nc(sc1)N.[Na+]
• Canonical SMILES: CO/N=C(\c1csc(n1)N)/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1nc(=O)c(=O)[nH]n1C.[Na+]
• InChI: InChI=1S/C18H18N8O7S3.Na/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);/q;+1/p-1/b24-8+;/t9-,15-;/m1./s1
• InChIKey: YOBPSXOHCHDCMU-IXIFSOOLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: sodium (6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: (6R,7R)-7-[[(2E)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium; (E)-Ceftriaxone Sodium

Database IDs

• PubChem SID: 162258081
• PubChem CID: 23709629

CALCULATED PROPERTIES

• Acid pKa: 3.1880236
• H Acceptors: 12
• H Donor: 3
• LogD (pH = 5.5): -3.2965198
• LogD (pH = 7.4): -4.674165
• Log P: -2.2233887
• Molar Refractivity: 139.3038 cm^3
• Polarizability: 48.47763 Å^3
• Polar Surface Area: 211.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Salt Data: Na+
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - C245010

The E-isomer of the antibacterial drug Ceftriaxone (C245000); a third generation cephalosporin.