Ligand Id: 54
Ligand name sumatriptan

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 73.58
Molecular weight 295.14
XLogP 0.97
No. Lipinski's rules broken 0

Molecular properties generated using the CDK


Summary Biological activity References Structure Similar ligands Radio analogues
References
1. Millan, M. J., Newman-Tancredi, A., Audinot, V., Cussac, D., Lejeune, F., Nicolas, J. P., CogĂ©, F., Galizzi, J. P., Boutin, J. A., Rivet, J. M., Dekeyne, A. and Gobert, A. (2000)
Agonist and antagonist actions of yohimbine as compared to fluparoxan at alpha(2)-adrenergic receptors (AR)s, serotonin (5-HT)(1A), 5-HT(1B), 5-HT(1D) and dopamine D(2) and D(3) receptors. Significance for the modulation of frontocortical monoaminergic transmission and depressive states.
Synapse35: 79-95. [PMID:10611634]
2. Wainscott, D. B., Krushinski, J. H., Audia, J. E., Schaus, J. M., Zgombick, J. M., Lucaites, V. L. and Nelson, D. L. (2005)
[3H]LY334370, a novel radioligand for the 5-HT1F receptor. I. In vitro characterization of binding properties.
Naunyn Schmiedebergs Arch Pharmacol371: 169-177. [PMID:15900510]
3. Napier, C., Stewart, M., Melrose, H., Hopkins, B., McHarg, A. and Wallis, R. (1999)
Characterisation of the 5-HT receptor binding profile of eletriptan and kinetics of [3H]eletriptan binding at human 5-HT1B and 5-HT1D receptors.
Eur J Pharmacol368: 259-268. [PMID:10193663]
4. Weinshank, R. L., Zgombick, J. M., Macchi, M. J., Branchek, T. A. and Hartig, P. R. (1992)
Human serotonin 1D receptor is encoded by a subfamily of two distinct genes: 5-HT1Dα and 5-HT1Dβ.
Proc. Natl. Acad. Sci. U.S.A.89: 3630-3634. [PMID:1565658]
5. Parker, E. M., Izzarelli, D. G., Lewis-Higgins, L., Palmer, D. and Shapiro, R. A. (1996)
Two amino acid differences in the sixth transmembrane domain are partially responsible for the pharmacological differences between the 5-HT1D beta and 5-HT1E 5-hydroxytryptamine receptors.
J Neurochem67: 2096-2103. [PMID:8863519]
6. Granas, C. and Larhammar, D. (1999)
Identification of an amino acid residue important for binding of methiothepin and sumatriptan to the human 5-HT(1B) receptor.
Eur J Pharmacol380: 171-181. [PMID:10513577]
7. Newman-Tancredi, A., Audinot, V., Moreira, C., Verriele, L. and Millan, M. J. (2000)
Inverse agonism and constitutive activity as functional correlates of serotonin h5-HT(1B) receptor/G-protein stoichiometry.
Mol Pharmacol58: 1042-1049. [PMID:11040052]
8. Leysen, J. E., Gommeren, W., Heylen, L., Luyten, W. H., Van de Weyer, I., Vanhoenacker, P., Haegeman, G., Schotte, A., Van Gompel, P., Wouters, R. and Lesage, A. S. (1996)
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan.
Mol Pharmacol50: 1567-1580. [PMID:8967979]
9. Hamblin, M. W. and Metcalf, M. A. (1991)
Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor.
Mol Pharmacol40: 143-148. [PMID:1652050]
10. McAllister, G., Charlesworth, A., Snodin, C., Beer, M. S., Noble, A. J., Middlemiss, D. N., Iversen, L. L. and Whiting, P. (1992)
Molecular cloning of a serotonin receptor from human brain (5HT1E): a fifth 5HT1-like subtype.
Proc Natl Acad Sci U S A89: 5517-5521. [PMID:1608964]
11. Adham, N., Kao, H. T., Schecter, L. E., Bard, J., Olsen, M., Urquhart, D., Durkin, M., Hartig, P. R., Weinshank, R. L. and Branchek, T. A. (1993)
Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase.
Proc Natl Acad Sci U S A90: 408-412. [PMID:8380639]
12. Bai, F., Yin, T., Johnstone, E. M., Su, C., Varga, G., Little, S. P. and Nelson, D. L. (2004)
Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor.
Eur J Pharmacol484: 127-139. [PMID:14744596]
13. Lovenberg, T. W., Erlander, M. G., Baron, B. M., Racke, M., Slone, A. L., Siegel, B. W., Craft, C. M., Burns, J. E., Danielson, P. E. and Sutcliffe, J. G. (1993)
Molecular cloning and functional expression of 5-HT1E-like rat and human 5-hydroxytryptamine receptor genes.
Proc Natl Acad Sci U S A90: 2184-2188. [PMID:8384716]
14. Adham, N., Bard, J. A., Zgombick, J. M., Durkin, M. M., Kucharewicz, S., Weinshank, R. L. and Branchek, T. A. (1997)
Cloning and characterization of the guinea pig 5-HT1F receptor subtype: a comparison of the pharmacological profile to the human species homolog.
Neuropharmacology36: 569-576. [PMID:9225282]
15. Rees, S., den Daas, I., Foord, S., Goodson, S., Bull, D., Kilpatrick, G. and Lee, M. (1994)
Cloning and characterisation of the human 5-HT5A serotonin receptor.
FEBS Lett.355: 242-246. [PMID:7988681]
16. Matthes, H., Boschert, U., Amlaiky, N., Grailhe, R., Plassat, J. L., Muscatelli, F., Mattei, M. G. and Hen, R. (1993)
Mouse 5-hydroxytryptamine 5A and 5-hydroxytryptamine 5B receptors define a new family of serotonin receptors: cloning, functional expression, and chromosomal localization.
Mol. Pharmacol.43: 313-319. [PMID:8450829]
17. Grailhe, R., Grabtree, G. W. and Hen, R. (2001)
Human 5-HT(5) receptors: the 5-HT(5A) receptor is functional but the 5-HT(5B) receptor was lost during mammalian evolution.
Eur J Pharmacol418: 157-167. [PMID:11343685]
18. Kohen, R., Metcalf, M. A., Khan, N., Druck, T., Huebner, K., Lachowicz, J. E., Meltzer, H. Y., Sibley, D. R., Roth, B. L. and Hamblin, M. W. (1996)
Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor.
J Neurochem66: 47-56. [PMID:8522988]
19. Boess, F. G., Monsma, F. J. and Sleight, A. J. (1998)
Identification of residues in transmembrane regions III and VI that contribute to the ligand binding site of the serotonin 5-HT6 receptor.
J Neurochem71: 2169-2177. [PMID:9798944]
20. Shen, Y., Monsma, F. J., Metcalf, M. A., Jose, P. A., Hamblin, M. W. and Sibley, D. R. (1993)
Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype.
J Biol Chem268: 18200-18204. [PMID:8394362]
21. Ruat, M., Traiffort, E., Leurs, R., Tardivel-Lacombe, J., Diaz, J., Arrang, J. M. and Schwartz, J. C. (1993)
Molecular cloning, characterization, and localization of a high-affinity serotonin receptor (5-HT7) activating cAMP formation.
Proc Natl Acad Sci U S A90: 8547-8551. [PMID:8397408]
22. Jasper, J. R., Kosaka, A., To, Z. P., Chang, D. J. and Eglen, R. M. (1997)
Cloning, expression and pharmacology of a truncated splice variant of the human 5-HT7 receptor (h5-HT7b).
Br J Pharmacol122: 126-132. [PMID:9298538]
23. Bard, J. A., Zgombick, J., Adham, N., Vaysse, P., Branchek, T. A. and Weinshank, R. L. (1993)
Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase.
J Biol Chem268: 23422-23426. [PMID:8226867]