aripiprazole


SMILES O=C1CCc2c(N1)cc(cc2)OCCCCN1CCN(CC1)c1cccc(c1Cl)Cl
InChIKey CEUORZQYGODEFX-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Molecular weight (Da) 447.1

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 7E2Z 7VOE
Ligand site mutations 5-HT2A D2 D4

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 6.1 6.1 6.1 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 7.5 7.8 8.1 Guide to Pharmacology
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.6 7.6 7.6 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.8 6.8 6.8 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.8 7.8 7.8 Guide to Pharmacology
H1 HRH1 Human Histamine A pKi 7.5 7.5 7.5 Guide to Pharmacology
D4 DRD4 Rat Dopamine A pKi 7.3 7.3 7.3 Guide to Pharmacology
D2 DRD2 Rat Dopamine A pKi 9.7 9.7 9.7 Guide to Pharmacology
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.0 6.0 6.0 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 6.0 6.0 6.0 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 7.0 7.66 8.0 ChEMBL
H1 HRH1 Human Histamine A pKi 7.0 7.38 7.6 ChEMBL
D2 DRD2 Rat Dopamine A pKi 8.01 8.53 9.1 ChEMBL
D4 DRD4 Human Dopamine A pKi 6.0 6.89 7.36 ChEMBL
α1A ADA1A Human Adrenoceptors A pKi 7.0 7.54 8.05 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 7.7 8.4 9.4 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 7.0 7.0 7.0 ChEMBL
D1 DRD1 Human Dopamine A pKi 5.94 6.25 6.51 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.24 6.67 7.05 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.25 8.86 9.44 ChEMBL
H3 HRH3 Human Histamine A pKi 5.63 5.63 5.63 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.0 7.04 7.74 ChEMBL
D3 DRD3 Human Dopamine A pKi 7.72 8.34 9.1 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 7.2 8.03 9.1 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.52 8.1 8.77 ChEMBL
D2 DRD2 Human Dopamine A pKi 8.01 8.91 9.7 ChEMBL
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.79 6.79 6.79 PDSP Ki database
D5 DRD5 Rat Dopamine A pKi 5.92 5.92 5.92 PDSP Ki database
D1 DRD1 Rat Dopamine A pKi 5.71 6.05 6.39 PDSP Ki database
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.84 7.84 7.84 PDSP Ki database
D4 DRD4 Rat Dopamine A pKi 6.29 6.44 6.59 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 8.33 9.0 9.4 PDSP Ki database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 5.0 5.72 6.08 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 6.75 7.04 7.2 PDSP Ki database
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.0 5.07 5.1 PDSP Ki database
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 5.91 6.15 6.64 PDSP Ki database
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.11 6.49 7.05 PDSP Ki database
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 7.36 7.76 8.02 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 5.45 5.45 5.46 PDSP Ki database
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 5.33 5.33 5.33 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 5.82 5.82 5.82 PDSP Ki database
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 5.63 5.63 5.63 PDSP Ki database
α1D ADA1D Human Adrenoceptors A pKi 7.59 7.59 7.6 PDSP Ki database
α2A ADA2A Human Adrenoceptors A pKi 7.13 7.13 7.13 PDSP Ki database
α2B ADA2B Human Adrenoceptors A pKi 6.99 6.99 6.99 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 7.42 7.42 7.43 PDSP Ki database
β2 ADRB2 Human Adrenoceptors A pKi 6.79 6.79 6.79 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 5.71 6.06 6.41 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 8.36 8.88 9.47 PDSP Ki database
D4 DRD4 Human Dopamine A pKi 6.0 6.14 6.29 PDSP Ki database
D5 DRD5 Human Dopamine A pKi 5.59 5.69 5.78 PDSP Ki database
H2 HRH2 Human Histamine A pKi 5.0 5.0 5.0 PDSP Ki database
H4 HRH4 Human Histamine 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
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 7.66 8.0 8.34 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 6.74 6.99 7.12 PDSP Ki database
H3 HRH3 Guinea pig Histamine A pKi 6.65 6.65 6.65 PDSP Ki database
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.07 7.4 7.82 PDSP Ki database
H1 HRH1 Human Histamine A pKi 7.53 7.56 7.6 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.82 7.84 8.47 PDSP Ki database
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.46 9.11 9.44 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 5.17 5.17 5.17 PDSP Ki database
α1B ADA1B Human Adrenoceptors A pKi 7.46 7.46 7.47 PDSP Ki database
β1 ADRB1 Human Adrenoceptors A pKi 6.85 6.85 6.85 PDSP Ki database
D3 DRD3 Human Dopamine A pKi 8.01 8.5 9.0 PDSP Ki database
κ OPRK Human Opioid A pKi 5.0 5.0 5.0 PDSP Ki database
μ OPRM Human Opioid A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.25 8.82 9.4 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.3 8.17 8.77 PDSP Ki database
5-HT1A A0A4X1UTF5 Pig 5-Hydroxytryptamine A pKi 7.06 7.06 7.06 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.02 8.02 8.02 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 8.19 8.19 8.19 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.11 8.11 8.11 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.14 8.14 8.14 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.15 8.15 8.15 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.16 8.16 8.16 Drug Central
β1 ADRB1 Human Adrenoceptors A pKi 8.16 8.16 8.16 Drug Central
β2 ADRB2 Human Adrenoceptors A pKi 8.17 8.17 8.17 Drug Central
D1 DRD1 Human Dopamine A pKi 8.22 8.22 8.22 Drug Central
D2 DRD2 Human Dopamine A pKi 8.06 8.06 8.06 Drug Central
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.29 8.29 8.29 Drug Central
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.29 8.29 8.29 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.27 8.27 8.27 Drug Central
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 8.24 8.24 8.24 Drug Central
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 8.25 8.25 8.25 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
D3 DRD3 Human Dopamine A pKi 8.07 8.07 8.07 Drug Central
D5 DRD5 Human Dopamine A pKi 8.25 8.25 8.25 Drug Central
H1 HRH1 Human Histamine A pKi 8.14 8.14 8.14 Drug Central
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 Drug Central
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.03 8.03 8.03 Drug Central
H1 HRH1 Guinea pig Histamine A pKi 8.15 8.15 8.15 Drug Central
D1 DRD1 Rat Dopamine A pKi 8.04 8.04 8.04 Drug Central
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.11 8.11 8.11 Drug Central
D4 DRD4 Rat Dopamine A pKi 8.14 8.14 8.14 Drug Central
D2 DRD2 Rat Dopamine A pKi 8.04 8.04 8.04 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.09 8.09 8.09 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 7.0 7.21 7.42 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 7.0 7.0 7.0 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.26 8.26 8.26 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 7.0 7.0 7.0 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 6.0 6.0 6.0 ChEMBL
D2 DRD2 Human Dopamine A pKi 9.1 9.1 9.1 Guide to Pharmacology
D4 DRD4 Human Dopamine A pKi 8.18 8.18 8.18 Drug Central
D5 DRD5 Human Dopamine A pKi 5.8 5.86 5.98 ChEMBL
δ OPRD Human Opioid A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 7.7 7.7 7.7 Guide to Pharmacology
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 8.09 8.09 8.09 Drug Central
CB1 CNR1 Rat Cannabinoid A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 7.12 7.43 7.74 ChEMBL
H1 HRH1 Guinea pig Histamine A pKi 7.0 7.15 7.31 ChEMBL
D1 DRD1 Rat Dopamine A pKi 5.71 7.4 9.1 ChEMBL
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.05 7.05 7.05 ChEMBL
D4 DRD4 Rat Dopamine A pKi 6.29 6.29 6.29 ChEMBL
M3 ACM3 Rat Acetylcholine (muscarinic) A pKi 5.33 5.33 5.33 PDSP Ki database
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
H1 HRH1 Human Histamine A pIC50 6.38 6.38 6.38 ChEMBL
D4 DRD4 Human Dopamine A pIC50 5.93 5.93 5.93 ChEMBL
α1A ADA1A Human Adrenoceptors A pIC50 6.77 6.77 6.77 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.47 8.47 8.47 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 5.86 5.86 5.86 ChEMBL
D3 DRD3 Human Dopamine A pEC50 7.7 7.71 7.71 ChEMBL
D3 DRD3 Human Dopamine A pIC50 7.09 7.09 7.09 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 5.55 5.75 5.96 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pEC50 6.35 6.84 7.62 ChEMBL
D2 DRD2 Human Dopamine A pIC50 7.42 7.96 9.0 ChEMBL
D2 DRD2 Human Dopamine A pEC50 5.96 7.58 9.0 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 8.12 8.12 8.12 Drug Central
D2 DRD2 Human Dopamine A pEC50 7.42 7.42 7.42 Guide to Pharmacology
NPS NPSR1 Human Neuropeptide S A Potency 4.9 4.9 4.9 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 7.59 7.59 7.59 ChEMBL