(1S,7R)-4-oxo-3-(1,3-thiazol-2-yl)-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 121681
• Molecular Formular: C12H10N2O4S
• Molecular Mass: 278.2838
• Monoisotopic Mass: 278.03612781
• SMILES: N1(C(=O)C2[C@@]3(C1)O[C@H](C2C(=O)O)C=C3)c1nccs1
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3(C1C(=O)N(C3)c1nccs1)O2
• InChI: InChI=1S/C12H10N2O4S/c15-9-8-7(10(16)17)6-1-2-12(8,18-6)5-14(9)11-13-3-4-19-11/h1-4,6-8H,5H2,(H,16,17)/t6-,7?,8?,12-/m1/s1
• InChIKey: KGBDEFWFIYRKEU-RQJWEMJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,7R)-4-oxo-3-(1,3-thiazol-2-yl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,7R)-4-oxo-3-(1,3-thiazol-2-yl)-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: (3aS,6R)-1-oxo-2-(thiazol-2-yl)-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162216034
• PubChem CID: 16394730

CALCULATED PROPERTIES

• Acid pKa: 3.821283
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.5252539
• LogD (pH = 7.4): -3.096017
• Log P: 0.15653025
• Molar Refractivity: 64.4108 cm^3
• Polarizability: 24.875763 Å^3
• Polar Surface Area: 79.73 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true