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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Physico-chemical Properties
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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
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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
1. Cercenado E, Marín M, Sánchez-Martínez M, Cuevas O, Martínez-Alarcón J, Bouza E. (2007)
In vitro activities of tigecycline and eight other antimicrobials against different Nocardia species identified by molecular methods.
Antimicrob Agents Chemother, 51 (3): 1102-4. [PMID:17194827]
2. Hamasuna R, Jensen JS, Osada Y. (2009)
Antimicrobial susceptibilities of Mycoplasma genitalium strains examined by broth dilution and quantitative PCR.
Antimicrob Agents Chemother, 53 (11): 4938-9. [PMID:19738019]
3. Wang H, Guo P, Sun H, Wang H, Yang Q, Chen M, Xu Y, Zhu Y. (2007)
Molecular epidemiology of clinical isolates of carbapenem-resistant Acinetobacter spp. from Chinese hospitals.
Antimicrob Agents Chemother, 51 (11): 4022-8. [PMID:17846127]