chlorpromazine


SMILES CN(CCCN1c2ccccc2Sc2c1cc(Cl)cc2)C
InChIKey ZPEIMTDSQAKGNT-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Molecular weight (Da) 318.1

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Ligand site mutations α2A 5-HT2A D1 D2 D3 D5

Sankey plot

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.2 6.2 6.2 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Guide to Pharmacology
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.6 7.9 8.2 Guide to Pharmacology
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 7.7 7.75 7.8 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 7.6 7.6 7.6 Guide to Pharmacology
α2A ADA2A Human Adrenoceptors A pKi 5.5 6.05 6.6 Guide to Pharmacology
α2B ADA2B Human Adrenoceptors A pKi 6.6 7.45 8.3 Guide to Pharmacology
α2C ADA2C Human Adrenoceptors A pKi 5.93 6.66 7.4 Guide to Pharmacology
D1 DRD1 Human Dopamine A pKi 7.1 7.1 7.1 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.4 8.4 8.4 Guide to Pharmacology
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 8.7 8.7 8.7 Guide to Pharmacology
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 5.3 5.3 5.3 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.6 7.6 7.6 Guide to Pharmacology
D3 DRD3 Human Dopamine A pKi 7.2 7.35 7.5 Guide to Pharmacology
D5 DRD5 Human Dopamine A pKi 6.9 6.9 6.9 Guide to Pharmacology
H1 HRH1 Human Histamine A pKi 8.2 8.2 8.2 Guide to Pharmacology
D2 DRD2 Human Dopamine A pKi 7.72 8.5 9.18 PDSP Ki database
D3 DRD3 Human Dopamine A pKi 8.16 8.61 9.08 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 7.33 8.48 9.26 PDSP Ki database
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.68 7.68 7.68 ChEMBL
D1 DRD1 Rat Dopamine A pKi 7.3 7.4 7.46 ChEMBL
H1 HRH1 Guinea pig Histamine A pKi 7.3 7.3 7.3 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 5.74 5.74 5.74 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 8.3 8.3 8.3 ChEMBL
NK2 NK2R Human Tachykinin A pKi 5.04 5.04 5.04 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 8.46 8.46 8.46 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 8.71 8.71 8.71 ChEMBL
MC5 MC5R Human Melanocortin A pKi 5.15 5.15 5.15 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 7.92 7.92 7.92 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 7.75 7.75 7.75 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 7.27 7.27 7.27 ChEMBL
H1 HRH1 Human Histamine A pKi 8.04 8.59 9.74 PDSP Ki database
H2 HRH2 Human Histamine A pKi 5.59 5.59 5.59 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 6.92 7.47 7.97 ChEMBL
MC3 MC3R Human Melanocortin A pKi 4.67 4.67 4.67 ChEMBL
α2A ADA2A Pig Adrenoceptors A pKi 7.19 7.19 7.19 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 6.8 7.24 7.68 ChEMBL
H1 HRH1 Human Histamine A pKi 8.37 8.54 8.71 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.36 7.36 7.36 ChEMBL
D2 DRD2 Rat Dopamine A pKi 7.3 8.4 8.92 ChEMBL
D4 DRD4 Human Dopamine A pKi 6.32 7.24 7.6 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 5.57 6.16 6.75 ChEMBL
H1 HRH1 Rat Histamine A pKi 7.44 7.49 7.59 PDSP Ki database
D1 DRD1 Rat Dopamine A pKi 7.13 7.37 7.6 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 6.95 6.98 7.02 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 7.22 7.54 8.4 ChEMBL
MC4 MC4R Human Melanocortin A pKi 4.83 4.83 4.83 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.1 7.26 7.4 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.63 6.63 6.63 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.4 7.71 8.56 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 6.9 7.3 7.7 ChEMBL
D3 DRD3 Human Dopamine A pKi 7.83 8.32 8.8 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 7.92 8.31 8.96 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.17 6.17 6.17 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.57 7.79 8.21 PDSP Ki database
δ OPRD Human Opioid A pKi 5.13 5.13 5.13 ChEMBL
κ OPRK Human Opioid A pKi 5.35 5.35 5.35 ChEMBL
H4 HRH4 Human Histamine A pKi 5.3 6.3 7.3 PDSP Ki database
μ OPRM Human Opioid A pKi 5.23 5.23 5.23 ChEMBL
D2 DRD2 Human Dopamine A pKi 7.75 8.4 8.92 ChEMBL
D1 DRD1 Bovine Dopamine A pKi 6.05 6.35 6.95 PDSP Ki database
D2 DRD2 Bovine Dopamine A pKi 7.99 7.99 7.99 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.95 8.42 8.85 PDSP Ki database
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 7.72 8.33 8.7 PDSP Ki database
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 7.78 7.78 7.78 PDSP Ki database
5-HT2B F6QI78 Bovine 5-Hydroxytryptamine A pKi 8.22 8.22 8.22 PDSP Ki database
5-HT2C K7GSR7 Pig 5-Hydroxytryptamine A pKi 7.52 7.66 7.8 PDSP Ki database
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.4 8.4 8.4 PDSP Ki database
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.15 7.42 7.7 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 6.95 7.08 7.36 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 7.41 7.59 7.81 PDSP Ki database
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 7.7 7.76 7.92 PDSP Ki database
D4 DRD4 Rat Dopamine A pKi 7.43 7.76 8.01 PDSP Ki database
α2A ADA2A Human Adrenoceptors A pKi 6.25 6.67 7.11 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 6.62 7.22 7.43 PDSP Ki database
α2C ADA2C North American opossum Adrenoceptors A pKi 6.94 6.94 6.94 PDSP Ki database
α2B ADA2B Human Adrenoceptors A pKi 7.55 7.81 8.32 PDSP Ki database
α2B ADA2B Rat Adrenoceptors A pKi 7.6 7.63 7.66 PDSP Ki database
5-HT6 5HT6R Mouse 5-Hydroxytryptamine A pKi 5.3 5.3 5.3 PDSP Ki database
D2 A0A287B0Q7 Pig Dopamine A pKi 7.82 8.23 8.57 PDSP Ki database
D4 DRD4 Human Dopamine A pKi 7.62 8.18 8.94 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.36 6.65 6.82 PDSP Ki database
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 5.3 5.3 5.3 PDSP Ki database
D5 DRD5 Human Dopamine A pKi 6.76 6.84 6.88 PDSP Ki database
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.17 7.25 7.33 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 7.21 7.44 7.6 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 6.82 7.21 7.4 PDSP Ki database
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 7.38 7.5 7.74 PDSP Ki database
α1A Q9TSW7 Pig Adrenoceptors A pKi 6.8 7.45 8.1 PDSP Ki database
β2 ADRB2 Rat Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.51 5.79 6.93 PDSP Ki database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 5.83 5.83 5.83 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 6.34 6.34 6.34 PDSP Ki database
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 6.46 6.46 6.46 PDSP Ki database
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.93 6.93 6.93 PDSP Ki database
α1D ADA1D Human Adrenoceptors A pKi 9.55 9.55 9.55 PDSP Ki database
β2 ADRB2 Human Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
EP3 PE2R3 Human Prostanoid A pKi 5.0 5.0 5.0 PDSP Ki database
EP4 PE2R4 Human Prostanoid A pKi 5.0 5.0 5.0 PDSP Ki database
CB1 CNR1 Rat Cannabinoid A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 7.45 7.54 7.68 PDSP Ki database
D2 DRD2 Mouse Dopamine A pKi 8.34 8.34 8.34 PDSP Ki database
D1 DRD1 Mouse Dopamine A pKi 7.6 7.6 7.6 PDSP Ki database
M3 ACM3 Rat Acetylcholine (muscarinic) A pKi 7.22 7.22 7.22 PDSP Ki database
H1 HRH1 Guinea pig Histamine A pKi 8.35 8.35 8.35 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.09 8.09 8.09 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.02 8.02 8.02 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.21 8.21 8.21 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.12 8.12 8.12 Drug Central
D1 DRD1 Human Dopamine A pKi 8.14 8.14 8.14 Drug Central
D2 DRD2 Human Dopamine A pKi 8.09 8.09 8.09 Drug Central
D3 DRD3 Human Dopamine A pKi 8.07 8.07 8.07 Drug Central
D5 DRD5 Human Dopamine A pKi 8.16 8.16 8.16 Drug Central
μ OPRM Human Opioid A pKi 8.28 8.28 8.28 Drug Central
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 8.16 8.16 8.16 Drug Central
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.12 8.12 8.12 Drug Central
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.17 8.17 8.17 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.14 8.14 8.14 Drug Central
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 8.13 8.13 8.13 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 8.04 8.04 8.04 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.15 8.15 8.15 Drug Central
D4 DRD4 Human Dopamine A pKi 8.11 8.11 8.11 Drug Central
H1 HRH1 Human Histamine A pKi 8.09 8.09 8.09 Drug Central
H2 HRH2 Human Histamine A pKi 8.17 8.17 8.17 Drug Central
H4 HRH4 Human Histamine A pKi 8.16 8.16 8.16 Drug Central
MC3 MC3R Human Melanocortin A pKi 8.33 8.33 8.33 Drug Central
MC4 MC4R Human Melanocortin A pKi 8.32 8.32 8.32 Drug Central
MC5 MC5R Human Melanocortin A pKi 8.29 8.29 8.29 Drug Central
δ OPRD Human Opioid A pKi 8.29 8.29 8.29 Drug Central
NK2 NK2R Human Tachykinin A pKi 8.3 8.3 8.3 Drug Central
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.08 8.08 8.08 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 8.28 8.28 8.28 Drug Central
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 Drug Central
H1 HRH1 Guinea pig Histamine A pKi 8.14 8.14 8.14 Drug Central
D1 DRD1 Rat Dopamine A pKi 8.13 8.13 8.13 Drug Central
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.11 8.11 8.11 Drug Central
D2 DRD2 Rat Dopamine A pKi 8.05 8.05 8.05 Drug Central
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.19 8.19 8.19 Drug Central
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 8.13 8.13 8.13 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 9.09 9.09 9.09 PDSP Ki database
α1D ADA1D Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 6.88 6.88 6.88 ChEMBL
β1 ADRB1 Human Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 7.0 7.3 7.6 Guide to Pharmacology
D4 DRD4 Human Dopamine A pKi 7.8 7.8 7.8 Guide to Pharmacology
D5 DRD5 Human Dopamine A pKi 6.76 6.76 6.76 ChEMBL
H2 HRH2 Human Histamine A pKi 6.76 6.76 6.76 PDSP Ki database
H3 HRH3 Human Histamine A pKi 6.0 6.0 6.0 PDSP Ki database
κ OPRK Human Opioid A pKi 8.27 8.27 8.27 Drug Central
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 5.83 5.83 5.83 PDSP Ki database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 8.24 8.24 8.24 Drug Central
D2 DRD2 Rat Dopamine A pKi 7.5 7.5 7.5 Guide to Pharmacology
H3 HRH3 Guinea pig Histamine A pKi 5.0 5.0 5.0 PDSP Ki database
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
D1 DRD1 Rat Dopamine A pIC50 8.67 8.67 8.67 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pIC50 5.39 5.39 5.39 ChEMBL
α1B ADA1B Rat Adrenoceptors A pIC50 8.05 8.05 8.05 ChEMBL
NK2 NK2R Human Tachykinin A pIC50 4.57 4.57 4.57 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 8.07 8.07 8.07 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 5.8 6.03 6.25 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 8.4 8.4 8.4 ChEMBL
MC5 MC5R Human Melanocortin A pIC50 5.12 5.12 5.12 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 7.58 7.58 7.58 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pIC50 7.6 7.6 7.6 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 6.43 6.43 6.43 ChEMBL
H2 HRH2 Human Histamine A pIC50 5.58 5.58 5.58 ChEMBL
MC3 MC3R Human Melanocortin A pIC50 4.61 4.61 4.61 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pIC50 6.83 6.83 6.83 ChEMBL
H1 HRH1 Human Histamine A pIC50 7.77 7.84 7.92 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pIC50 6.69 6.69 6.69 ChEMBL
D2 DRD2 Rat Dopamine A pIC50 7.4 7.4 7.4 ChEMBL
D4 DRD4 Human Dopamine A pIC50 5.87 5.87 5.87 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 5.33 5.88 6.43 ChEMBL
D1 DRD1 Human Dopamine A pIC50 6.65 6.65 6.65 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 7.24 7.24 7.24 ChEMBL
MC4 MC4R Human Melanocortin A pIC50 4.82 4.82 4.82 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 6.9 6.9 6.9 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pIC50 6.19 6.19 6.19 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 8.28 8.28 8.28 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pIC50 7.08 7.08 7.08 ChEMBL
D3 DRD3 Human Dopamine A pIC50 7.92 7.92 7.92 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 8.41 8.44 8.47 ChEMBL
δ OPRD Human Opioid A pIC50 4.68 4.68 4.68 ChEMBL
κ OPRK Human Opioid A pIC50 4.96 4.96 4.96 ChEMBL
μ OPRM Human Opioid A pIC50 4.84 4.84 4.84 ChEMBL
D2 DRD2 Human Dopamine A pIC50 7.27 8.34 9.0 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 8.09 8.09 8.09 Drug Central
D2 DRD2 Bovine Dopamine A pIC50 8.15 8.15 8.15 Drug Central
α2A ADA2A Human Adrenoceptors A pIC50 6.45 6.45 6.45 ChEMBL
NPS NPSR1 Human Neuropeptide S A Potency 4.6 4.75 4.9 ChEMBL
D2 DRD2 Bovine Dopamine A pIC50 7.1 7.1 7.1 ChEMBL