haloperidol


SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
InChIKey LNEPOXFFQSENCJ-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Molecular weight (Da) 375.1

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 6LUQ
Ligand site mutations 5-HT2A 5-HT2C D1 D2 D3 D5

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.7 5.75 5.8 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 6.6 6.6 6.6 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.7 7.0 7.3 Guide to Pharmacology
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 5.8 6.1 6.4 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 6.3 6.45 6.6 Guide to Pharmacology
D1 DRD1 Human Dopamine A pKi 7.6 7.9 8.2 Guide to Pharmacology
D2 DRD2 Human Dopamine A pKi 7.4 8.1 8.8 Guide to Pharmacology
D3 DRD3 Human Dopamine A pKi 7.5 8.05 8.6 Guide to Pharmacology
D4 DRD4 Human Dopamine A pKi 8.7 8.75 8.8 Guide to Pharmacology
D5 DRD5 Human Dopamine A pKi 6.3 6.3 6.3 Guide to Pharmacology
H1 HRH1 Human Histamine A pKi 5.7 5.9 6.1 Guide to Pharmacology
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 7.4 7.4 7.4 Guide to Pharmacology
D3 DRD3 Rat Dopamine A pKi 7.0 7.0 7.0 Guide to Pharmacology
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 6.3 6.3 6.3 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 6.3 6.45 6.6 Guide to Pharmacology
D2 DRD2 Rat Dopamine A pKi 8.3 8.3 8.3 Guide to Pharmacology
D2 DRD2 Green monkey Dopamine A pKi 8.3 8.31 8.32 ChEMBL
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 7.52 7.52 7.52 ChEMBL
H1 HRH1 Rat Histamine A pKi 5.68 6.17 6.42 ChEMBL
D1 DRD1 Pig Dopamine A pKi 7.01 7.27 8.02 ChEMBL
D2 DRD2 Bovine Dopamine A pKi 7.7 8.79 9.52 ChEMBL
M2 ACM2 Rat Acetylcholine (muscarinic) A pKi 5.21 5.81 6.62 ChEMBL
D3 DRD3 Rat Dopamine A pKi 7.33 7.95 8.52 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 5.33 5.33 5.33 ChEMBL
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 6.58 6.58 6.58 ChEMBL
D5 DRD5 Human Dopamine A pKi 6.58 7.08 7.42 ChEMBL
D1 DRD1 Rat Dopamine A pKi 6.33 6.91 7.7 ChEMBL
H1 HRH1 Guinea pig Histamine A pKi 6.4 6.4 6.4 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 8.31 8.31 8.31 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKd 7.76 7.76 7.76 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 7.55 7.55 7.55 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A pKi 5.67 5.71 5.75 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 7.39 7.39 7.39 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 6.21 6.27 6.32 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 6.26 6.42 6.57 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 5.55 5.55 5.55 ChEMBL
H2 HRH2 Human Histamine A pKi 5.94 5.94 5.94 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 5.95 6.24 6.5 ChEMBL
D2 DRD2 Rat Dopamine A pKi 8.0 8.8 9.7 ChEMBL
H1 HRH1 Human Histamine A pKi 6.11 6.3 6.49 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 5.08 5.81 6.4 ChEMBL
D4 DRD4 Human Dopamine A pKi 6.7 8.29 9.13 ChEMBL
α1A ADA1A Human Adrenoceptors A pKi 7.92 7.94 7.96 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 5.73 5.73 5.73 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.22 5.59 5.96 ChEMBL
D1 DRD1 Human Dopamine A pKi 6.57 7.18 8.21 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 5.88 5.88 5.88 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 5.14 5.33 5.76 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 5.8 5.8 5.8 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.44 5.55 5.77 ChEMBL
D3 DRD3 Human Dopamine A pKi 6.94 8.23 9.16 ChEMBL
D3 DRD3 Human Dopamine A pKd 6.5 6.5 6.5 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.36 7.0 7.68 ChEMBL
μ OPRM Human Opioid A pKi 5.61 5.8 6.0 ChEMBL
β2 ADRB2 Human Adrenoceptors A pKi 8.28 8.28 8.28 Drug Central
D3 DRD3 Green monkey Dopamine A pKi 8.07 8.07 8.07 Drug Central
D2 DRD2 Human Dopamine A pKi 5.19 8.73 9.92 ChEMBL
D2 DRD2 Human Dopamine A pKd 9.31 9.31 9.31 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKd 8.11 8.11 8.11 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.26 8.26 8.26 Drug Central
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.18 8.18 8.18 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.18 8.18 8.18 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.28 8.28 8.28 Drug Central
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 8.28 8.28 8.28 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.15 8.15 8.15 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.27 8.27 8.27 Drug Central
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.19 8.19 8.19 Drug Central
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.24 8.24 8.24 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.3 8.3 8.3 Drug Central
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 8.21 8.21 8.21 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.1 8.1 8.1 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 8.09 8.09 8.09 Drug Central
α1D ADA1D Human Adrenoceptors A pKi 8.12 8.12 8.12 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.23 8.23 8.23 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.2 8.2 8.2 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.2 8.2 8.2 Drug Central
D1 DRD1 Human Dopamine A pKi 8.11 8.11 8.11 Drug Central
D2 DRD2 Human Dopamine A pKi 8.04 8.04 8.04 Drug Central
D3 DRD3 Human Dopamine A pKi 8.07 8.07 8.07 Drug Central
H1 HRH1 Human Histamine A pKi 8.2 8.2 8.2 Drug Central
H2 HRH2 Human Histamine A pKi 8.22 8.22 8.22 Drug Central
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 Drug Central
D3 DRD3 Rat Dopamine A pKi 8.07 8.07 8.07 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
M2 ACM2 Rat Acetylcholine (muscarinic) A pKi 8.18 8.18 8.18 Drug Central
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 Drug Central
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.19 8.19 8.19 Drug Central
D1 DRD1 Pig Dopamine A pKi 8.15 8.15 8.15 Drug Central
H1 HRH1 Guinea pig Histamine A pKi 8.19 8.19 8.19 Drug Central
H1 HRH1 Rat Histamine A pKi 8.19 8.19 8.19 Drug Central
D2 DRD2 Green monkey Dopamine A pKi 8.08 8.08 8.08 Drug Central
D1 DRD1 Rat Dopamine A pKi 8.11 8.11 8.11 Drug Central
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.18 8.18 8.18 Drug Central
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 8.12 8.12 8.12 Drug Central
D2 DRD2 Rat Dopamine A pKi 8.01 8.01 8.01 Drug Central
M1 ACM1 Rat Acetylcholine (muscarinic) A pKi 8.24 8.24 8.24 Drug Central
D4 DRD4 Human Dopamine A pKd 8.03 8.03 8.03 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.28 8.28 8.28 Drug Central
D5 DRD5 Human Dopamine A pKi 8.12 8.12 8.12 Drug Central
μ OPRM Human Opioid A pKi 8.22 8.22 8.22 Drug Central
D2 DRD2 Bovine Dopamine A pKi 8.02 8.02 8.02 Drug Central
D3 DRD3 Green monkey Dopamine A pKi 8.52 8.52 8.52 ChEMBL
D4 DRD4 Rat Dopamine A pKi 8.0 8.0 8.0 ChEMBL
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pIC50 7.52 7.52 7.52 ChEMBL
α1A ADA1A Bovine Adrenoceptors A pIC50 7.7 7.7 7.7 ChEMBL
D2 DRD2 Bovine Dopamine A pIC50 7.52 8.22 8.92 ChEMBL
D1 DRD1 Rat Dopamine A pIC50 5.82 6.69 7.44 ChEMBL
α1B ADA1B Rat Adrenoceptors A pIC50 8.05 8.05 8.05 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 7.17 7.17 7.17 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 4.85 5.03 5.2 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 7.08 7.08 7.08 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 5.87 5.87 5.87 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 5.73 5.73 5.73 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pIC50 5.41 5.41 5.41 ChEMBL
H2 HRH2 Human Histamine A pIC50 5.93 5.93 5.93 ChEMBL
D2 DRD2 Rat Dopamine A pIC50 7.39 8.08 10.12 ChEMBL
H1 HRH1 Human Histamine A pIC50 5.56 5.56 5.56 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 5.15 5.27 5.7 ChEMBL
D4 DRD4 Human Dopamine A pIC50 6.25 7.97 8.89 ChEMBL
D4 DRD4 Human Dopamine A pEC50 7.77 7.77 7.77 ChEMBL
α2A ADA2A Human Adrenoceptors A pIC50 5.3 5.3 5.3 ChEMBL
D1 DRD1 Human Dopamine A pIC50 6.96 6.96 6.96 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 5.69 5.69 5.69 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 5.47 5.47 5.47 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pIC50 5.26 5.26 5.26 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pIC50 5.82 5.82 5.82 ChEMBL
D3 DRD3 Human Dopamine A pIC50 7.7 8.72 10.22 ChEMBL
D3 DRD3 Human Dopamine A pEC50 8.56 8.56 8.56 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 6.54 6.83 7.12 ChEMBL
μ OPRM Human Opioid A pIC50 5.61 5.61 5.61 ChEMBL
D2 DRD2 Human Dopamine A pIC50 6.26 8.38 9.8 ChEMBL
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pIC50 8.12 8.12 8.12 Drug Central
α1A ADA1A Bovine Adrenoceptors A pIC50 8.11 8.11 8.11 Drug Central
TSH TSHR Human Glycoprotein hormone A Potency 4.4 4.4 4.4 ChEMBL