TELITHROMYCIN

Search structure
Trade Names:
Synonyms:
Status: Approved (2004)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: J01FA15
UNII: KI8H7H19WL

Structure
InChI Key LJVAJPDWBABPEJ-PNUFFHFMSA-N
Smile 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](N(C)C)[C@H]2O)[C@](C)(OC)C[C@@H](C)C(=O)[C@H](C)[C@H]2N(CCCCn3cnc(-c4cccnc4)c3)C(=O)O[C@]12C
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C43H65N5O10
Molecular Weight 812.02
AlogP 4.93
Hydrogen Bond Acceptor 14.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 11.0
Polar Surface Area 171.85
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 58.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial 70S ribosome inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 11800-11800 - 2.4 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- - - 2.4 -
Enzyme Oxidoreductase
- - - 2.4 -
Enzyme Transferase
- - - - 2.973
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -3.57-1.1
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit
132000 - - - -
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor beta subunit
132000 - - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 40000 - - -
Other cytosolic protein
- - 6.4 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 3467.37 - - 60.1
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 4000-30000 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 7100 - - -
Unclassified protein
- - 6.4 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Tonsillitis 4 D014069 ClinicalTrials
Infections 4 D007239 ClinicalTrials
Otitis Media 3 D010033 ClinicalTrials
Maxillary Sinusitis 3 D015523 ClinicalTrials
Otitis Media, Suppurative 3 D010035 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Scrub Typhus 3 D012612 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Diarrhoea 10.8
Gastrointestinal disorders Diarrhoea 10.0
Gastrointestinal disorders Diarrhoea 8.6
Gastrointestinal disorders Diarrhoea 8.1
Gastrointestinal disorders Diarrhoea 8.0
Gastrointestinal disorders Nausea 7.9
Gastrointestinal disorders Nausea 7.0
Nervous system disorders Headache 5.8
Nervous system disorders Headache 5.5
Gastrointestinal disorders Nausea 5.5
Gastrointestinal disorders Nausea 4.6
Gastrointestinal disorders Nausea 4.1
Cardiac disorders Dizziness 3.7
Ear and labyrinth disorders Vertigo 3.7
Gastrointestinal disorders Dysgeusia 3.6
Gastrointestinal disorders Vomiting 2.9
Cardiac disorders Dizziness 2.8
Ear and labyrinth disorders Vertigo 2.8
Cardiac disorders Dizziness 2.7
Ear and labyrinth disorders Vertigo 2.7
Nervous system disorders Headache 2.5
Gastrointestinal disorders Vomiting 2.4
Gastrointestinal disorders Diarrhoea 2.3
Gastrointestinal disorders Vomiting 2.2
Gastrointestinal disorders Diarrhoea 2.1
Nervous system disorders Headache 2.0
Cardiac disorders Dizziness 1.9
Ear and labyrinth disorders Vertigo 1.9
Gastrointestinal disorders Vomiting 1.9
Gastrointestinal disorders Dysgeusia 1.6
Gastrointestinal disorders Diarrhoea 1.5
Cardiac disorders Dizziness 1.5
Gastrointestinal disorders Dysgeusia 1.5
Nervous system disorders Headache 1.5
Ear and labyrinth disorders Vertigo 1.5
Gastrointestinal disorders Diarrhoea 1.4
Gastrointestinal disorders Dyspepsia 1.4
Gastrointestinal disorders Flatulence 1.4
Gastrointestinal disorders Vomiting 1.4
Gastrointestinal disorders Abdominal pain 1.3
Gastrointestinal disorders Gastrointestinal pain 1.3
Gastrointestinal disorders Dysgeusia 1.1
Gastrointestinal disorders Abdominal pain 1.0
Gastrointestinal disorders Dyspepsia 1.0
Gastrointestinal disorders Gastrointestinal pain 1.0
Eye disorders Visual impairment 1.0
Gastrointestinal disorders Dyspepsia 0.9
Gastrointestinal disorders Flatulence 0.9
Gastrointestinal disorders Abdominal pain 0.7
Gastrointestinal disorders Gastrointestinal pain 0.7
Gastrointestinal disorders Diarrhoea 0.5
Gastrointestinal disorders Vomiting 0.5
Gastrointestinal disorders Nausea 0.4

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
13.7
Skin and subcutaneous tissue disorders
9.59
General disorders and administration site conditions
8.22
Respiratory, thoracic and mediastinal disorders
8.22
Cardiac disorders
7.53
Gastrointestinal disorders
7.53
Immune system disorders
7.53
Hepatobiliary disorders
5.48
Infections and infestations
4.79
Musculoskeletal and connective tissue disorders
4.79
Vascular disorders
4.79
Injury, poisoning and procedural complications
4.11
Investigations
4.11
Blood and lymphatic system disorders
2.74
Eye disorders
2.74
Ear and labyrinth disorders
2.05
Psychiatric disorders
2.05

Cross References

Resources Reference
CAS NUMBER 191114-48-4
ChEMBL CHEMBL1136
DrugBank DB00976
DrugCentral 2581
EPA CompTox DTXSID3046455
FDA SRS KI8H7H19WL
Guide to Pharmacology 10878
PDB TEL
PubChem 3002190
SureChEMBL SCHEMBL5100
ZINC ZINC000009574770
CONTENTS