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sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
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ChemBase ID:
133572
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Molecular Formular:
C20H22N5NaO6S
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Molecular Mass:
483.47335
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Monoisotopic Mass:
483.11884873
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SMILES and InChIs
SMILES:
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)NC(=O)N1CCNC1=O)C(=O)[O-])C.[Na+]
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.[Na+]
InChI:
InChI=1S/C20H23N5O6S.Na/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);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1
InChIKey:
UVOCNBWUHNCKJM-XFAPPKAWSA-M
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Cite this record
CBID:133572 http://www.chembase.cn/molecule-133572.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
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IUPAC Traditional name
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Synonyms
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D-α-([Imidazolidin-2-on-1-yl]carbonylamino)benzylpenicillin
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Azlocillin sodium salt
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CAS Number
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EC Number
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MDL Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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3.4850655
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H Acceptors
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6
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H Donor
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3
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LogD (pH = 5.5)
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-2.3311994
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LogD (pH = 7.4)
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-3.7049859
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Log P
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-0.32517126
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Molar Refractivity
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122.5481 cm3
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Polarizability
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43.569794 Å3
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Polar Surface Area
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150.98 Å2
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Rotatable Bonds
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5
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
A7926
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Application Azlocillin is a semisynthetic penicillin and is a potent 1-lactam antibiotic. It is often used against Pseudomonas aeruginosa and has been used to develop novel antibiotic quantitation techniques 1. Biochem/physiol Actions Azlocillin inhibits penicillin-binding protein (PBP)-dependent bacterial cell wall synthesis. |
PATENTS
PATENTS
PubChem Patent
Google Patent