(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 192783
• Molecular Formular: C17H17N7O5S4
• Molecular Mass: 527.62078
• Monoisotopic Mass: 527.01740068
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)O)CSc1sc(nn1)C)NC(=O)/C(=N/OC)/c1nc(sc1)N
• Canonical SMILES: CO/N=C(\c1csc(n1)N)/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnc(s1)C
• InChI: InChI=1S/C17H17N7O5S4/c1-6-21-22-17(33-6)32-4-7-3-30-14-10(13(26)24(14)11(7)15(27)28)20-12(25)9(23-29-2)8-5-31-16(18)19-8/h5,10,14H,3-4H2,1-2H3,(H2,18,19)(H,20,25)(H,27,28)/b23-9+/t10-,14-/m1/s1
• InChIKey: SRSVDFPJBXWEGG-FJYVJKSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: (6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Database IDs

• PubChem SID: 164248693
• PubChem CID: 10075611

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 2.8016732
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.123587
• LogD (pH = 7.4): -3.0556495
• Log P: -1.0714256
• Molar Refractivity: 125.8068 cm^3
• Polarizability: 46.966824 Å^3
• Polar Surface Area: 172.99 Å^2
• Rotatable Bonds: 8

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds