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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 antibacterial that has activity against Gram-negative and Gram-positive bacteria.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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

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
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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/)

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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

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/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. UK MHRA (1995)  |  US FDA (1971)
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 Minocycline
Other databases
CAS Registry No. 10118-90-8 (source: WHO INN record)
DrugBank Ligand DB01017
GtoPdb PubChem SID 405560272
PubChem CID 54675783
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
UniChem Compound Search for chemical match using the InChIKey FFTVPQUHLQBXQZ-KVUCHLLUSA-N
UniChem Connectivity Search for chemical match using the InChIKey FFTVPQUHLQBXQZ-KVUCHLLUSA-N