(6R,7S)-7-methoxy-7-{2-[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 165537
• Molecular Formular: C15H18N10O5S3
• Molecular Mass: 514.56242
• Monoisotopic Mass: 514.06237673
• SMILES: S1[C@H]2N(C(=C(C1)CSc1nnnn1C)C(=O)O)C(=O)[C@]2(NC(=O)CSc1nnnn1C)OC
• Canonical SMILES: CO[C@@]1(NC(=O)CSc2nnnn2C)C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
• InChI: InChI=1S/C15H18N10O5S3/c1-23-13(17-19-21-23)32-5-7-4-31-12-15(30-3,11(29)25(12)9(7)10(27)28)16-8(26)6-33-14-18-20-22-24(14)2/h12H,4-6H2,1-3H3,(H,16,26)(H,27,28)/t12-,15+/m1/s1
• InChIKey: KQMPASGWEJSRBK-DOMZBBRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7S)-7-methoxy-7-{2-[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: (6R,7S)-7-methoxy-7-{2-[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]acetamido}-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Synonyms: (6R-cis)-7-Methoxy-7-[[[(1-methyl-1H-tetrazol-5-yl)thio]acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; S-Decyanomethyl-S-(1-methyl-1H-tetrazol-5-yl) Cefmetazole

Database IDs

• CAS Number: 74228-11-8
• PubChem SID: 162259670
• PubChem CID: 71315254

CALCULATED PROPERTIES

• Acid pKa: 3.258575
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -2.653396
• LogD (pH = 7.4): -3.8661752
• Log P: -0.4312901
• Molar Refractivity: 146.2343 cm^3
• Polarizability: 45.430523 Å^3
• Polar Surface Area: 183.14 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D226900

Cefmetazole derivative as bactericide cephalosporin.