retapamulin   Click here for help

GtoPdb Ligand ID: 11035

Synonyms: Altabax® | Altargo® | SB-275833 | SB275833
Approved drug
retapamulin is an approved drug (FDA (2007))
Compound class: Synthetic organic
Comment: Retapamulin is a pleuromutilin antibacterial [1].
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 CDK toolkit. 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 6
Topological polar surface area 92.14
Molecular weight 517.32
XLogP 5
No. Lipinski's rules broken 0
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.

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Canonical SMILES C=C[C@]1(C)C[C@@H](OC(=O)CSC2C[C@@H]3CC[C@H](C2)N3C)[C@]2(C)[C@H](C)CC[C@]3([C@H]([C@@H]1O)C)[C@H]2C(=O)CC3
Isomeric SMILES C=C[C@]1(C)C[C@@H](OC(=O)CSC2C[C@@H]3CC[C@H](C2)N3C)[C@]2(C)[C@H](C)CC[C@]3([C@H]([C@@H]1O)C)[C@H]2C(=O)CC3
InChI InChI=1S/C30H47NO4S/c1-7-28(4)16-24(35-25(33)17-36-22-14-20-8-9-21(15-22)31(20)6)29(5)18(2)10-12-30(19(3)27(28)34)13-11-23(32)26(29)30/h7,18-22,24,26-27,34H,1,8-17H2,2-6H3/t18-,19+,20-,21+,22?,24-,26+,27+,28-,29+,30+/m1/s1
InChI Key STZYTFJPGGDRJD-FJJJPKKESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2007))
International Nonproprietary Names Click here for help
INN number INN
8494 retapamulin
Synonyms Click here for help
Altabax® | Altargo® | SB-275833 | SB275833
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Retapamulin, SB-275833, SB275833
Other databases
CAS Registry No. 224452-66-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL1658
DrugBank Ligand DB01256
GtoPdb PubChem SID 405560476
PubChem CID 6918462
Search Google for chemical match using the InChIKey STZYTFJPGGDRJD-FJJJPKKESA-N
Search Google for chemicals with the same backbone STZYTFJPGGDRJD
Search PubMed clinical trials retapamulin
Search PubMed titles retapamulin
Search PubMed titles/abstracts retapamulin
UniChem Compound Search for chemical match using the InChIKey STZYTFJPGGDRJD-FJJJPKKESA-N
UniChem Connectivity Search for chemical match using the InChIKey STZYTFJPGGDRJD-FJJJPKKESA-N