lymecycline   Click here for help

GtoPdb Ligand ID: 10912

Synonyms: N-Lysinomethyltetracycline | tetracycline-L Methylene-Lysine | Tetralysal®
Approved drug
lymecycline is an approved drug (UK (1995))
Compound class: Synthetic organic
Comment: Lymecycline is a tetracycline-based broad-spectrum antibiotic [3]. It is substantially more soluble than tetracycline, so can be used at lower doses. Lymecycline also has anti-protozoal activity.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 9
Rotatable bonds 11
Topological polar surface area 242.98
Molecular weight 602.26
XLogP -1.85
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES N[C@H](C(=O)O)CCCCNCNC(=O)C1=C(O)[C@@]2([C@H]([C@@H](C1=O)N(C)C)C[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O
Isomeric SMILES N[C@H](C(=O)O)CCCCNCNC(=O)C1=C(O)[C@@]2([C@H]([C@@H](C1=O)N(C)C)C[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O
InChI InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34-35,38,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1
InChI Key PZTCVADFMACKLU-UEPZRUIBSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1995))
IUPAC Name Click here for help
(2S)-6-[[[(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carbonyl]amino]methylamino]-2-aminohexanoic acid
International Nonproprietary Names Click here for help
INN number INN
1679 lymecycline
Synonyms Click here for help
N-Lysinomethyltetracycline | tetracycline-L Methylene-Lysine | Tetralysal®
Database Links Click here for help
CAS Registry No. 992-21-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL2103929
DrugBank Ligand DB00256
GtoPdb PubChem SID 405560353
PubChem CID 54707177
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