promazine   Click here for help

GtoPdb Ligand ID: 7281

Synonyms: Sparine®
Approved drug PDB Ligand
promazine is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: Promazine is a phenothiazine antipsychotic. It is generally prescribed alongside newer antipsychotics such as olanzapine and quetiapine.
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View more information in the IUPHAR Pharmacology Education Project: promazine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 31.78
Molecular weight 284.13
XLogP 4.3
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCCN1c2ccccc2Sc2c1cccc2)C
Isomeric SMILES CN(CCCN1c2ccccc2Sc2c1cccc2)C
InChI InChI=1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3
Bioactivity Comments
We have tagged interactions with the dopamine D2 and D3 as primary drug targets for promazine. Note however that this drug is also proposed to interact with the 5-HT2a receptor, although we have been unable to find affinity data for the human receptor to substantiate this.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D3 receptor Primary target of this compound Hs Antagonist Antagonist 6.8 pKi - 1
pKi 6.8 (Ki 1.59x10-7 M) [1]
D2 receptor Primary target of this compound Hs Antagonist Antagonist 6.5 pKi - 1
pKi 6.5 (Ki 3x10-7 M) [1]