terguride   Click here for help

GtoPdb Ligand ID: 56

Synonyms: dironyl
Approved drug
terguride is an approved drug
Compound class: Synthetic organic
Comment: Terguride is an ergoline type serotonin receptor antagonist/dopamine receptor agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 51.37
Molecular weight 340.23
XLogP 2.35
No. Lipinski's rules broken 0
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Canonical SMILES CCN(C(=O)NC1CN(C)C2C(C1)c1cccc3c1c(C2)c[nH]3)CC
Isomeric SMILES CCN(C(=O)N[C@@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)c[nH]3)CC
InChI InChI=1S/C20H28N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,11,14,16,18,21H,4-5,9-10,12H2,1-3H3,(H,22,25)/t14-,16+,18+/m0/s1
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Summary of Clinical Use Click here for help
Full marketing authorisation in Japan only.
The EMA has granted orphan designation for the tretament of pulmonary arterial hypertension (PAH) and chronic thromboembolic pulmonary hypertension, and systemic sclerosis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Terguride is a serotonin receptor antagonist, with highest affinity for 5-HT2B and 5-HT2A receptor subtypes. In the treatment of PAH, terguride binds to serotonin receptors in blood vessel walls and inhibits its actions on the smooth muscle cells. Thus counter-acts PAH. The MMOA in systemic sclerosis appears to involve inhibition of the serotonin-induced abnormal growth of fibrous connective tissue associated with this disease.