telithromycin   Click here for help

GtoPdb Ligand ID: 10878

Synonyms: HMR-3647 | Ketek® | Levviax® | RU-66647 | RU66647
Approved drug
telithromycin is an approved drug (EMA (2001), FDA (2004))
Compound class: Synthetic organic
Comment: Telithromycin is a ketolide antibacterial [1-2,4].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 171.85
Molecular weight 811.47
XLogP 3.03
No. Lipinski's rules broken 2
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Canonical SMILES CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]2[C@]1(C)OC(=O)N2CCCCn1cnc(c1)c1cccnc1)C)C)(C)OC
Isomeric SMILES CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]2[C@]1(C)OC(=O)N2CCCCn1cnc(c1)c1cccnc1)C)C)(C)OC
InChI InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37+,38-,40+,42-,43-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2001), FDA (2004))
Withdrawn drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7803 telithromycin
Synonyms Click here for help
HMR-3647 | Ketek® | Levviax® | RU-66647 | RU66647
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Telithromycin
Other databases
CAS Registry No. 191114-48-4 (source: PubChem)
GtoPdb PubChem SID 405560319
PubChem CID 11693521
Search Google for chemical match using the InChIKey LJVAJPDWBABPEJ-XZVSULPPSA-N
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UniChem Compound Search for chemical match using the InChIKey LJVAJPDWBABPEJ-XZVSULPPSA-N
UniChem Connectivity Search for chemical match using the InChIKey LJVAJPDWBABPEJ-XZVSULPPSA-N