pikromycin

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Ligands
pikromycin

GtoPdb Ligand ID: 13472

Synonyms: albomycetin | amaromycin | picromycin

Comment: Pikromycin is a 14-membered macrolide (ketolide subclass) antibacterial compound. It was the first macrolide to be discovered, being isolated from Streptomyces venezuelae by Brockmann and Henkel in 1950 [2].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	2
Rotatable bonds	4
Topological polar surface area	122.6
Molecular weight	525.68
XLogP	1.2
No. Lipinski's rules broken	1

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	CC[C@@H]1[C@](C)(/C=C/C(=O)[C@H](C)C[C@H](C)[C@@H]([C@@H](C)C(=O)[C@@H](C)C(=O)O1)O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)O
Isomeric SMILES	CC[C@@H]1[C@@](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)(C)O
InChI	InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27+,28+/m1/s1
InChI Key	UZQBOFAUUTZOQE-VSLWXVDYSA-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/)