oleandomycin   Click here for help

GtoPdb Ligand ID: 13280

Synonyms: amimycin | landomycin | Matromycin® | P.A.105 | Romicil®
Approved drug
oleandomycin is an approved drug
Comment: Oleandomycin is a 14-membered macrolide antibacterial compound, originally isolated from Streptomyces antibioticus.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 165.98
Molecular weight 687.86
XLogP 0.7
No. Lipinski's rules broken 2
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Canonical SMILES C[C@H]1C[C@@]2(CO2)C(=O)[C@H](C)[C@H]([C@@H](C)[C@@H](C)OC(=O)[C@H](C)[C@H]([C@H](C)[C@H]1O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O[C@H]4C[C@@H]([C@H]([C@H](C)O4)O)OC)O
Isomeric SMILES C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)O)OC)C)C)C)O)C)C)O)N(C)C
InChI InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
665 oleandomycin
Synonyms Click here for help
amimycin | landomycin | Matromycin® | P.A.105 | Romicil®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Oleandomycin, matromycin, amimycin, landomycin, romicil
Other databases
BindingDB Ligand 234401
CAS Registry No. 3922-90-5 (source: Scifinder)
ChEMBL Ligand CHEMBL606258
DrugBank Ligand DB11442
DrugCentral Ligand 1983
GtoPdb PubChem SID 491300062
PubChem CID 72493
Search Google for chemical match using the InChIKey RZPAKFUAFGMUPI-QESOVKLGSA-N
Search Google for chemicals with the same backbone RZPAKFUAFGMUPI
Search PubMed clinical trials oleandomycin
Search PubMed titles oleandomycin
Search PubMed titles/abstracts oleandomycin
UniChem Compound Search for chemical match using the InChIKey RZPAKFUAFGMUPI-QESOVKLGSA-N
UniChem Connectivity Search for chemical match using the InChIKey RZPAKFUAFGMUPI-QESOVKLGSA-N