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

• ChemBase ID: 3942
• Molecular Formular: C20H20N6O9S
• Molecular Mass: 520.4726
• Monoisotopic Mass: 520.10124725
• SMILES: CO[C@]1(NC(=O)[C@H](C(=O)O)c2ccc(O)cc2)[C@H]2OCC(=C(N2C1=O)C(=O)O)CSc1nnnn1C
• Canonical SMILES: CO[C@@]1(NC(=O)[C@@H](c2ccc(cc2)O)C(=O)O)C(=O)N2[C@@H]1OCC(=C2C(=O)O)CSc1nnnn1C
• InChI: InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12-,18-,20+/m1/s1
• InChIKey: JWCSIUVGFCSJCK-LIUKBUMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2R)-2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: (6R,7R)-7-[(2R)-2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Synonyms: 7-((Carboxy(4-Hydroxyphenyl)Acetyl)Amino)-7-Methoxy-(3-((1-Methyl-1h-Tetrazol-5-Yl)Thio)Methyl)-8-Oxo-5-Oxa-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

Database IDs

• PubChem SID: 46505636; 160967377
• PubChem CID: 5488645

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.920229
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -4.256628
• LogD (pH = 7.4): -6.684071
• Log P: 0.17177607
• Molar Refractivity: 133.7041 cm^3
• Polarizability: 46.10878 Å^3
• Polar Surface Area: 206.3 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.22
• LOG S: -2.84
• Solubility (Water): 7.51e-01 g/l

DETAILS

DrugBank - DB04342

Drug information: experimental