mezlocillin   Click here for help

GtoPdb Ligand ID: 12272

Synonyms: BAYPEN® | Mezlin® | Multocillin®
Approved drug
mezlocillin is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Mezlocillin is a broad-spectrum penicillin antimicrobial compound that is active against both Gram-negative and some Gram-positive bacteria.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 207.18
Molecular weight 539.11
XLogP -0.04
No. Lipinski's rules broken 1
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Canonical SMILES O=C([C@@H](c1ccccc1)NC(=O)N1CCN(C1=O)S(=O)(=O)C)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)NC(=O)N1CCN(C1=O)S(=O)(=O)C)C(=O)O)C
InChI InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
Withdrawn drug? Yes
IUPAC Name Click here for help
(2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
3898 mezlocillin
Synonyms Click here for help
BAYPEN® | Mezlin® | Multocillin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Mezlocillin
Other databases
CAS Registry No. 51481-65-3 (source: Scifinder)
ChEMBL Ligand CHEMBL1731
DrugBank Ligand DB00948
DrugCentral Ligand 1795
GtoPdb PubChem SID 473153860
PubChem CID 656511
Search Google for chemical match using the InChIKey YPBATNHYBCGSSN-VWPFQQQWSA-N
Search Google for chemicals with the same backbone YPBATNHYBCGSSN
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UniChem Compound Search for chemical match using the InChIKey YPBATNHYBCGSSN-VWPFQQQWSA-N
UniChem Connectivity Search for chemical match using the InChIKey YPBATNHYBCGSSN-VWPFQQQWSA-N