6-Cl-MLT   

GtoPdb Ligand ID: 1346

Synonyms: 6-chloromelatonin | 6-Cl-melatonin
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 54.12
Molecular weight 266.08
XLogP 2.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc2c(CCNC(=O)C)c[nH]c2cc1Cl
Isomeric SMILES COc1cc2c(CCNC(=O)C)c[nH]c2cc1Cl
InChI InChI=1S/C13H15ClN2O2/c1-8(17)15-4-3-9-7-16-12-6-11(14)13(18-2)5-10(9)12/h5-7,16H,3-4H2,1-2H3,(H,15,17)
InChI Key LUINDDOUWHRIPW-UHFFFAOYSA-N
References
1. Audinot V, Mailliet F, Lahaye-Brasseur C, Bonnaud A, Le Gall A, Amossé C, Dromaint S, Rodriguez M, Nagel N, Galizzi JP et al.. (2003)
New selective ligands of human cloned melatonin MT1 and MT2 receptors.
Naunyn Schmiedebergs Arch. Pharmacol., 367 (6): 553-61. [PMID:12764576]
2. Beresford IJ, Browning C, Starkey SJ, Brown J, Foord SM, Coughlan J, North PC, Dubocovich ML, Hagan RM. (1998)
GR196429: a nonindolic agonist at high-affinity melatonin receptors.
J. Pharmacol. Exp. Ther., 285 (3): 1239-45. [PMID:9618428]
3. Dubocovich ML. (1985)
Characterization of a retinal melatonin receptor.
J. Pharmacol. Exp. Ther., 234 (2): 395-401. [PMID:2991499]
4. Dubocovich ML, Masana MI, Iacob S, Sauri DM. (1997)
Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor.
Naunyn Schmiedebergs Arch. Pharmacol., 355 (3): 365-75. [PMID:9089668]