(6R,7R)-7-amino-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: 183562
• Molecular Formular: C11H12N4O3S3
• Molecular Mass: 344.43298
• Monoisotopic Mass: 344.00715326
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)O)CSc1sc(nn1)C)N
• Canonical SMILES: Cc1nnc(s1)SCC1=C(N2[C@H](SC1)[C@@H](C2=O)N)C(=O)O
• InChI: InChI=1S/C11H12N4O3S3/c1-4-13-14-11(21-4)20-3-5-2-19-9-6(12)8(16)15(9)7(5)10(17)18/h6,9H,2-3,12H2,1H3,(H,17,18)/t6-,9-/m1/s1
• InChIKey: HJSGHKMSDOLGJJ-HZGVNTEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-amino-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-amino-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: 164239472
• PubChem CID: 6350581

CALCULATED PROPERTIES

• Acid pKa: 2.8523512
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.658686
• LogD (pH = 7.4): -2.937324
• Log P: -2.6568122
• Molar Refractivity: 83.4369 cm^3
• Polarizability: 31.623522 Å^3
• Polar Surface Area: 109.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds