prochlorperazine   Click here for help

GtoPdb Ligand ID: 7279

Synonyms: Buccastem® | Compazine® | prochlorperazine edisylate | prochlorperazine maleate
Approved drug PDB Ligand
prochlorperazine is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: Prochlorperazine is a potent phenothiazine neuroleptic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 35.02
Molecular weight 373.14
XLogP 4.57
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(Cl)cc2
Isomeric SMILES CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(Cl)cc2
InChI InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
Bioactivity Comments
Prochlorperazine has selective affinity for the dopamine 2-like receptors, with highest affinity for the D2 and D3 receptors. The drug's affinity for the D4 receptor is significantly lower.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D2 receptor Primary target of this compound Hs Antagonist Antagonist 8.4 pKi - 1
pKi 8.4 (Ki 3.61x10-9 M) [1]
D3 receptor Primary target of this compound Hs Antagonist Antagonist 8.4 pKi - 1
pKi 8.4 (Ki 4.45x10-9 M) [1]
D1 receptor Hs Antagonist Antagonist 7.1 pKi - 1
pKi 7.1 (Ki 7.8x10-8 M) [1]
D4 receptor Hs Antagonist Antagonist 6.1 pKi - 1
pKi 6.1 (Ki 8.1x10-7 M) [1]