meclinertant   

GtoPdb Ligand ID: 1582

Synonyms: reminertant | SR-48692 | SR48692
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 115.05
Molecular weight 586.2
XLogP 3.72
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cccc(c1c1cc(nn1c1ccnc2c1ccc(c2)Cl)C(=O)NC1(C(=O)O)C2CC3CC1CC(C2)C3)OC
Isomeric SMILES COc1cccc(c1c1cc(nn1c1ccnc2c1ccc(c2)Cl)C(=O)NC1(C(=O)O)C2CC3CC1CC(C2)C3)OC
InChI InChI=1S/C32H31ClN4O5/c1-41-27-4-3-5-28(42-2)29(27)26-16-24(36-37(26)25-8-9-34-23-15-21(33)6-7-22(23)25)30(38)35-32(31(39)40)19-11-17-10-18(13-19)14-20(32)12-17/h3-9,15-20H,10-14H2,1-2H3,(H,35,38)(H,39,40)
InChI Key DYLJVOXRWLXDIG-UHFFFAOYSA-N
References
1. Botto JM, Chabry J, Sarret P, Vincent JP, Mazella J. (1998)
Stable expression of the mouse levocabastine-sensitive neurotensin receptor in HEK 293 cell line: binding properties, photoaffinity labeling, and internalization mechanism.
Biochem. Biophys. Res. Commun., 243 (2): 585-90. [PMID:9480852]
2. Gully D, Labeeuw B, Boigegrain R, Oury-Donat F, Bachy A, Poncelet M, Steinberg R, Suaud-Chagny MF, Santucci V, Vita N et al.. (1997)
Biochemical and pharmacological activities of SR 142948A, a new potent neurotensin receptor antagonist.
J. Pharmacol. Exp. Ther., 280 (2): 802-12. [PMID:9023294]
3. Labbé-Jullié C, Barroso S, Nicolas-Etève D, Reversat JL, Botto JM, Mazella J, Bernassau JM, Kitabgi P. (1998)
Mutagenesis and modeling of the neurotensin receptor NTR1. Identification of residues that are critical for binding SR 48692, a nonpeptide neurotensin antagonist.
J. Biol. Chem., 273 (26): 16351-7. [PMID:9632698]
4. Labbé-Jullié C, Botto JM, Mas MV, Chabry J, Mazella J, Vincent JP, Gully D, Maffrand JP, Kitabgi P. (1995)
[3H]SR 48692, the first nonpeptide neurotensin antagonist radioligand: characterization of binding properties and evidence for distinct agonist and antagonist binding domains on the rat neurotensin receptor.
Mol. Pharmacol., 47 (5): 1050-6. [PMID:7746272]
5. Richard F, Barroso S, Martinez J, Labbé-Jullié C, Kitabgi P. (2001)
Agonism, inverse agonism, and neutral antagonism at the constitutively active human neurotensin receptor 2.
Mol. Pharmacol., 60 (6): 1392-8. [PMID:11723247]