(6R,7R)-7-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)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: 73254
• Molecular Formular: C25H27N9O8S2
• Molecular Mass: 645.66738
• Monoisotopic Mass: 645.14240087
• SMILES: C1(=C(N2[C@H](SC1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)NC(=O)N1C(=O)C(=O)N(CC1)CC)C(=O)O)CSc1nnnn1C
• Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
• InChI: InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1
• InChIKey: GCFBRXLSHGKWDP-XCGNWRKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)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,7R)-7-[(2R)-2-(4-ethyl-2,3-dioxopiperazine-1-carbonylamino)-2-(4-hydroxyphenyl)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: Cefobid; Cefoperazone

Database IDs

• CAS Number: 62893-19-0
• PubChem SID: 162038174
• PubChem CID: 44187

CALCULATED PROPERTIES

• Acid pKa: 3.3837204
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -3.0036721
• LogD (pH = 7.4): -4.3111243
• Log P: -0.9004894
• Molar Refractivity: 169.0571 cm^3
• Polarizability: 59.325363 Å^3
• Polar Surface Area: 220.26 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: free base

DETAILS

Selleck Chemicals - S1611

Research Area: Infection
Biological Activity: