oxytetracycline   Click here for help

GtoPdb Ligand ID: 10919

Synonyms: E703 | NSC-9169 | Terramycin®
Approved drug PDB Ligand
oxytetracycline is an approved drug (FDA (1964), UK (2011))
Compound class: Synthetic organic
Comment: Oxytetracycline is a tetracycline class antibacterial. It has activity against Gram-positive and -negative bacteria, including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 7
Rotatable bonds 2
Topological polar surface area 201.85
Molecular weight 460.15
XLogP -0.77
No. Lipinski's rules broken 1
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Canonical SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1[C@@H](O)[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O)O)C(=O)N)C
Isomeric SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1[C@@H](O)[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O)O)C(=O)N)C
InChI InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1964), UK (2011))
Withdrawn drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
103 oxytetracycline
Synonyms Click here for help
E703 | NSC-9169 | Terramycin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Oxytetracycline (terramycin)
Other databases
BindingDB Ligand 241973
CAS Registry No. 79-57-2 (source: PubChem)
ChEMBL Ligand CHEMBL1517
DrugBank Ligand DB00595
GtoPdb PubChem SID 405560360
PubChem CID 54675779
Search Google for chemical match using the InChIKey OWFJMIVZYSDULZ-PXOLEDIWSA-N
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UniChem Compound Search for chemical match using the InChIKey OWFJMIVZYSDULZ-PXOLEDIWSA-N
UniChem Connectivity Search for chemical match using the InChIKey OWFJMIVZYSDULZ-PXOLEDIWSA-N