demeclocycline   Click here for help

GtoPdb Ligand ID: 10905

Synonyms: Declomycin® | Ledermycin®
Compound class: Synthetic organic
Comment: Demeclocycline is a tetracycline antibiotic which was derived from a mutant strain of Streptomyces aureofaciens.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 6
Rotatable bonds 2
Topological polar surface area 181.62
Molecular weight 464.1
XLogP 0.77
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@H]1C(=C(O)c3c([C@H]1O)c(Cl)ccc3O)C2=O)O)O)C(=O)N)C
Isomeric SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@H]1C(=C(O)c3c([C@H]1O)c(Cl)ccc3O)C2=O)O)O)C(=O)N)C
InChI InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
InChI Key GUXHBMASAHGULD-SEYHBJAFSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
917 demeclocycline
Synonyms Click here for help
Declomycin® | Ledermycin®
Database Links Click here for help
CAS Registry No. 127-33-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL1591
DrugBank Ligand DB00618
GtoPdb PubChem SID 405560346
PubChem CID 54680690
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