minocycline   Click here for help

GtoPdb Ligand ID: 10831

Synonyms: CL 59806 | CL-59806 | CL59806 | Dynacin® | MINO | Minocin® | NSC-141993
Approved drug
minocycline is an approved drug (FDA (1971), UK (1995))
Compound class: Synthetic organic
Comment: Minocycline is a tetracycline antibiotic that has activity against Gram-negative and Gram-positive bacteria.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 164.63
Molecular weight 457.18
XLogP 1.12
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(C(=C1C2=O)O)c(O)ccc3N(C)C)O)O)C(=O)N)C
Isomeric SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(C(=C1C2=O)O)c(O)ccc3N(C)C)O)O)C(=O)N)C
InChI InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
InChI Key FFTVPQUHLQBXQZ-KVUCHLLUSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1971), UK (1995))
IUPAC Name Click here for help
(4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
1646 minocycline
Synonyms Click here for help
CL 59806 | CL-59806 | CL59806 | Dynacin® | MINO | Minocin® | NSC-141993
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1250
Other databases
CAS Registry No. 10118-90-8 (source: WHO INN record)
DrugBank Ligand DB01017
GtoPdb PubChem SID 405560272
PubChem CID 5467578
Search Google for chemical match using the InChIKey FFTVPQUHLQBXQZ-KVUCHLLUSA-N
Search Google for chemicals with the same backbone FFTVPQUHLQBXQZ
Search PubMed clinical trials minocycline
Search PubMed titles minocycline
Search PubMed titles/abstracts minocycline
Search UniChem for chemical match using the InChIKey FFTVPQUHLQBXQZ-KVUCHLLUSA-N
Search UniChem for chemicals with the same backbone FFTVPQUHLQBXQZ