(2R)-2-[(1R)-2-oxo-1-[2-(thiophen-2-yl)acetamido]ethyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid

• ChemBase ID: 4291
• Molecular Formular: C13H14N2O4S2
• Molecular Mass: 326.39126
• Monoisotopic Mass: 326.03949894
• SMILES: S1CCC(=N[C@H]1[C@@H](C=O)NC(=O)Cc1cccs1)C(=O)O
• Canonical SMILES: O=C[C@H]([C@H]1SCCC(=N1)C(=O)O)NC(=O)Cc1cccs1
• InChI: InChI=1S/C13H14N2O4S2/c16-7-10(12-15-9(13(18)19)3-5-21-12)14-11(17)6-8-2-1-4-20-8/h1-2,4,7,10,12H,3,5-6H2,(H,14,17)(H,18,19)/t10-,12-/m1/s1
• InChIKey: QIZKCGBBVPUBJL-ZYHUDNBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(1R)-2-oxo-1-[2-(thiophen-2-yl)acetamido]ethyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
• IUPAC Traditional name: @nitrocefin
• Synonyms: NITROCEFIN

Database IDs

• PubChem SID: 160967723; 46505603
• PubChem CID: 5288990

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.569257
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.49793604
• LogD (pH = 7.4): -1.9264607
• Log P: 1.4270765
• Molar Refractivity: 78.9442 cm^3
• Polarizability: 30.568903 Å^3
• Polar Surface Area: 95.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.93
• LOG S: -3.77
• Solubility (Water): 5.51e-02 g/l

DETAILS

DrugBank - DB04742

Drug information: experimental