lincomycin   Click here for help

GtoPdb Ligand ID: 10941

Synonyms: Bactramycin® | L-Mycin® | LCM | Lincocin® | Lincorex® | U 10,149A | U-10149
Approved drug PDB Ligand
lincomycin is an approved drug (FDA (1964))
Compound class: Synthetic organic
Comment: Lincomycin is a lincosamide antibiotic that has activity against Gram-positive and anaerobic bacteria [2]. It was isolated from the actinomycete Streptomyces lincolnensis. Pathogenic species of bacteria that are sensitive to lincomycin include Streptococcus, Staphylococcus, and Mycoplasma.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 147.79
Molecular weight 406.21
XLogP 0.69
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@H](O)C)C
Isomeric SMILES CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@H](O)C)C
InChI InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
InChI Key OJMMVQQUTAEWLP-KIDUDLJLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1964))
IUPAC Name Click here for help
(2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
1419 lincomycin
Synonyms Click here for help
Bactramycin® | L-Mycin® | LCM | Lincocin® | Lincorex® | U 10,149A | U-10149
Database Links Click here for help
BindingDB Ligand 50335522
CAS Registry No. 154-21-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1447
DrugBank Ligand DB01627
DrugCentral Ligand 1582
GtoPdb PubChem SID 405560382
PubChem CID 3000540
RCSB PDB Ligand 3QB
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UniChem Compound Search for chemical match using the InChIKey OJMMVQQUTAEWLP-KIDUDLJLSA-N
UniChem Connectivity Search for chemical match using the InChIKey OJMMVQQUTAEWLP-KIDUDLJLSA-N