(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2S)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 104126
• Molecular Formular: C20H23N5O6S
• Molecular Mass: 461.49152
• Monoisotopic Mass: 461.13690448
• SMILES: O=C(O)[C@@H]1N2C(=O)[C@@H](NC(=O)[C@H](c3ccccc3)NC(=O)N3C(=O)NCC3)[C@H]2SC1(C)C
• Canonical SMILES: O=C([C@H](c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
• InChI: InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12+,13-,16+/m0/s1
• InChIKey: JTWOMNBEOCYFNV-RSUWNVLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2S)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: azlocillin
• Synonyms: AZLOCILLIN

Database IDs

• CAS Number: 37091-65-9
• EC Number: 253-347-7
• PubChem SID: 162091060
• PubChem CID: 5284519

CALCULATED PROPERTIES

• Acid pKa: 3.4850655
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3311994
• LogD (pH = 7.4): -3.7049859
• Log P: -0.32517126
• Molar Refractivity: 111.711 cm^3
• Polarizability: 43.685253 Å^3
• Polar Surface Area: 148.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: XH9250000

DETAILS

MP Biomedicals - 02154808

Sodium Salt