pimozide   Click here for help

GtoPdb Ligand ID: 90

Synonyms: haldol decanoate | Orap® | R-6238
Approved drug
pimozide is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Pimozide is a typical antipsychotic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 41.03
Molecular weight 461.23
XLogP 5.61
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC(CC1)n1c(=O)[nH]c2c1cccc2
Isomeric SMILES Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC(CC1)n1c(=O)[nH]c2c1cccc2
InChI InChI=1S/C28H29F2N3O/c29-22-11-7-20(8-12-22)25(21-9-13-23(30)14-10-21)4-3-17-32-18-15-24(16-19-32)33-27-6-2-1-5-26(27)31-28(33)34/h1-2,5-14,24-25H,3-4,15-19H2,(H,31,34)
InChI Key YVUQSNJEYSNKRX-UHFFFAOYSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT7 receptor Rn Antagonist Antagonist 9.3 pKi - 7
pKi 9.3 [7]
D2 receptor Primary target of this compound Hs Antagonist Antagonist 7.0 – 8.8 pKi - 1,9
pKi 7.0 – 8.8 [1,9]
D3 receptor Hs Antagonist Antagonist 7.0 – 8.6 pKi - 1,9
pKi 7.0 – 8.6 [1,9]
D2 receptor Rn Antagonist Antagonist 7.6 pKi - 10
pKi 7.6 [10]
D3 receptor Rn Antagonist Antagonist 7.4 pKi - 10
pKi 7.4 [10]
5-HT2A receptor Primary target of this compound Hs Antagonist Antagonist 7.1 – 7.7 pKi - 3-4
pKi 7.1 – 7.7 [3-4]
5-HT6 receptor Rn Antagonist Antagonist 7.2 pKi - 7
pKi 7.2 [7]
5-HT1A receptor Hs Antagonist Antagonist 6.8 pKi - 6
pKi 6.8 [6]
H1 receptor Hs Antagonist Antagonist 6.2 pKi - 4
pKi 6.2 [4]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kir3.2 Mm Gating inhibitor Antagonist 5.5 pEC50 - 2
pEC50 5.5 Data obtained using Kir3.1/3.2 heteromer [2]
Voltage: -70.0 mV
Cav3.1 Rn Channel blocker Antagonist 7.5 pIC50 - 8
pIC50 7.5 [8]
Voltage: -100.0 mV
Cav3.3 Hs Channel blocker Antagonist 7.5 pIC50 - 8
pIC50 7.5 [8]
Voltage: -100.0 mV
Cav3.2 Rn Channel blocker Pore blocker 7.3 pIC50 - 8
pIC50 7.3 [8]
Voltage: -100.0 mV
Kv1.8 Hs Channel blocker - 6.5 pIC50 - 5
pIC50 6.5 [5]