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Technical details about Azlocillin Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Schembl718621, Akos015896474
Molecular Formula
C20H22N5NaO6S
Molecular Weight
483.5  g/mol
InChI Key
UVOCNBWUHNCKJM-QXKADHPISA-M

Azlocillin Sodium is the sodium salt form of azlocillin, a semisynthetic, extended spectrum acylampicillin with antibacterial activity. Azlocillin binds to penicillin-binding proteins (PBPs) located inside the bacterial cell wall, thereby inhibiting the cross-linkage of peptidoglycans, which are critical components of the bacterial cell wall. This prevents proper bacterial cell wall synthesis, thereby results in the weakening of the bacterial cell wall and eventually leading to cell lysis.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2R,5S,6S)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 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
2.1.3 InChI Key
UVOCNBWUHNCKJM-QXKADHPISA-M
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)NC(=O)N4CCNC4=O)C(=O)[O-])C.[Na+]
2.1.5 Isomeric SMILES
CC1([C@H](N2[C@@H](S1)[C@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCNC4=O)C(=O)[O-])C.[Na+]
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. Schembl718621

2. Akos015896474

2.3 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 483.5 g/mol
Molecular Formula C20H22N5NaO6S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass483.11884889 g/mol
Monoisotopic Mass483.11884889 g/mol
Topological Polar Surface Area176 Ų
Heavy Atom Count33
Formal Charge0
Complexity851
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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