cefmatilen   Click here for help

GtoPdb Ligand ID: 10778

Synonyms: S-1090 | S1090
Compound class: Synthetic organic
Comment: Cefmatilen (S-1090) is an orally-active cephalosporin antibiotic hat was first reported in the mid 1990s [2]. It is highly active against a variety of Gram-positive and Gram-negative bacteria, including Streptococcus pyogenes and Neisseria gonorrhoeae in vitro.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 9
Topological polar surface area 303.92
Molecular weight 514
XLogP -0.91
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Nc1nc(cs1)/C(=N\O)/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)SCSc1cn[nH]n1
Isomeric SMILES Nc1nc(cs1)/C(=N\O)/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)SCSc1cn[nH]n1
InChI InChI=1S/C15H14N8O5S4/c16-15-18-5(2-30-15)8(21-28)11(24)19-9-12(25)23-10(14(26)27)6(3-29-13(9)23)31-4-32-7-1-17-22-20-7/h1-2,9,13,28H,3-4H2,(H2,16,18)(H,19,24)(H,26,27)(H,17,20,22)/b21-8+/t9-,13-/m1/s1
InChI Key UEQVTKSAEXANEZ-DKQCJYJNSA-N
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-hydroxyiminoacetyl]amino]-8-oxo-3-(2H-triazol-4-ylsulfanylmethylsulfanyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
7839 cefmatilen
Synonyms Click here for help
S-1090 | S1090
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 448
Other databases
CAS Registry No. 140128-74-1 (source: WHO INN record)
GtoPdb PubChem SID 405560219
PubChem CID 6918231
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