(2S)-2-[(1R)-1-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid

• ChemBase ID: 3198
• Molecular Formular: C17H19N5O7S2
• Molecular Mass: 469.49206
• Monoisotopic Mass: 469.07258997
• SMILES: CC(C)(O/N=C(/C(=O)N[C@H](C=O)[C@@H]1SCC(=C)C(=N1)C(=O)O)\c1csc(N)n1)C(=O)O
• Canonical SMILES: O=C[C@H]([C@@H]1SCC(=C)C(=N1)C(=O)O)NC(=O)/C(=N/OC(C(=O)O)(C)C)/c1csc(n1)N
• InChI: InChI=1S/C17H19N5O7S2/c1-7-5-30-13(21-10(7)14(25)26)8(4-23)19-12(24)11(9-6-31-16(18)20-9)22-29-17(2,3)15(27)28/h4,6,8,13H,1,5H2,2-3H3,(H2,18,20)(H,19,24)(H,25,26)(H,27,28)/b22-11+/t8-,13+/m1/s1
• InChIKey: VEHPZKIFULQYFS-BQFDAFGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(1R)-1-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
• IUPAC Traditional name: @acylated ceftazidime
• Synonyms: Acylated Ceftazidime

Database IDs

• PubChem SID: 160966642; 46508439
• PubChem CID: 46936705

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5620878
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -2.7781188
• LogD (pH = 7.4): -5.2233233
• Log P: 0.6321751
• Molar Refractivity: 109.9282 cm^3
• Polarizability: 41.951458 Å^3
• Polar Surface Area: 193.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.37
• LOG S: -4.09
• Solubility (Water): 3.79e-02 g/l

DETAILS

DrugBank - DB03530

Drug information: experimental