tiamulin   Click here for help

GtoPdb Ligand ID: 13651

Synonyms: 81.723 hfu | Denagard® (veterinary) | thiamutilin
PDB Ligand
Compound class: Synthetic organic
Comment: Tiamulin is a pleuromutilin antibacterial compound [1-2]. It is used in veterinary medicine.

tiamulin is commercially available from our sponsors

2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 92.14
Molecular weight 493.74
XLogP 4.88
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
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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/)

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Canonical SMILES C=C[C@]1(C)C[C@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@H]23)[C@@H](C)[C@@H]1O)OC(=O)CSCCN(CC)CC
Isomeric SMILES CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C
InChI InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1
InChI Key UURAUHCOJAIIRQ-QGLSALSOSA-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
[(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[2-(diethylamino)ethylsulfanyl]acetate
International Nonproprietary Names Click here for help
INN number INN
3932 tiamulin
Synonyms Click here for help
81.723 hfu | Denagard® (veterinary) | thiamutilin
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Tiamulin
Other databases
CAS Registry No. 55297-95-5 (source: Scifinder)
ChEBI CHEBI:44137
ChEMBL Ligand CHEMBL1234521
DrugBank Ligand DB11468
DrugCentral Ligand 5628
GtoPdb PubChem SID 507750285
PubChem CID 656958
RCSB PDB Ligand MUL
Search Google for chemical match using the InChIKey UURAUHCOJAIIRQ-QGLSALSOSA-N
Search Google for chemicals with the same backbone UURAUHCOJAIIRQ
Search PubMed clinical trials tiamulin
Search PubMed titles tiamulin
Search PubMed titles/abstracts tiamulin
UniChem Compound Search for chemical match using the InChIKey UURAUHCOJAIIRQ-QGLSALSOSA-N
UniChem Connectivity Search for chemical match using the InChIKey UURAUHCOJAIIRQ-QGLSALSOSA-N

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MedChemExpress
Tiamulin (links to external site)
Cat. No. HY-B2060