oleandomycin

Home
Ligands
oleandomycin

GtoPdb Ligand ID: 13280

Synonyms: amimycin | landomycin | Matromycin® | P.A.105 | Romicil®

oleandomycin is an approved drug

Comment: Oleandomycin is a 14-membered macrolide antibacterial compound, originally isolated from Streptomyces antibioticus.

2D Structure

Physico-chemical Properties

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

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
InChI Key	RZPAKFUAFGMUPI-QESOVKLGSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)