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 antibacterial 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
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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 Cefmatilen
Other databases
CAS Registry No. 140128-74-1 (source: WHO INN record)
GtoPdb PubChem SID 405560219
PubChem CID 6918231
Search Google for chemical match using the InChIKey UEQVTKSAEXANEZ-DKQCJYJNSA-N
Search Google for chemicals with the same backbone UEQVTKSAEXANEZ
Search PubMed clinical trials cefmatilen
Search PubMed titles cefmatilen
Search PubMed titles/abstracts cefmatilen
UniChem Compound Search for chemical match using the InChIKey UEQVTKSAEXANEZ-DKQCJYJNSA-N
UniChem Connectivity Search for chemical match using the InChIKey UEQVTKSAEXANEZ-DKQCJYJNSA-N