ME-1228 acid   Click here for help

GtoPdb Ligand ID: 11045

Synonyms: ME1228
Compound class: Synthetic organic
Comment: ME1228 is a parenteral cephalosporin antibiotic [2]. It is sensitive to hydrolysis by TEM-3 and Xanthomonas maltophilia β-lactamases.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 267.23
Molecular weight 593.09
XLogP 0.1
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC[n+]1ccc(cc1)SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N/O[C@H](C(=O)O)C)/c1csc(n1)N
Isomeric SMILES CC[n+]1ccc(cc1)SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N/O[C@H](C(=O)O)C)/c1csc(n1)N
InChI InChI=1S/C23H24N6O7S3/c1-3-28-6-4-13(5-7-28)37-8-12-9-38-20-16(19(31)29(20)17(12)22(34)35)26-18(30)15(14-10-39-23(24)25-14)27-36-11(2)21(32)33/h4-7,10-11,16,20H,3,8-9H2,1-2H3,(H4-,24,25,26,30,32,33,34,35)/p+1/b27-15+/t11-,16+,20+/m0/s1
InChI Key HJXPKHCLLLRQDL-HFCXZPKYSA-O
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1S)-1-carboxyethoxy]iminoacetyl]amino]-3-[(1-ethylpyridin-1-ium-4-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms Click here for help
ME1228
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 356
Other databases
GtoPdb PubChem SID 405560486
PubChem CID 9577435
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