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
Endogenous/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 7E2Z 7VOE
Ligand site mutations D2 D3 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
D1 DRD1 Rat Dopamine A pKi 5.71 7.4 9.1 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 7.62 7.99 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.85 9.06 9.44 ChEMBL
D2 DRD2 Rat Dopamine A pKi 8.01 8.53 9.1 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.24 6.67 7.05 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.0 7.04 7.74 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.52 8.08 8.77 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 7.2 8.05 9.1 ChEMBL
D3 DRD3 Human Dopamine A pKi 7.72 8.32 9.0 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
D3 DRD3 Rat Dopamine A pKi 8.04 8.2 8.35 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-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-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
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 5.63 5.63 5.63 PDSP Ki database
α1B ADA1B Human Adrenoceptors A pKi 7.46 7.46 7.47 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
D2 DRD2 Human Dopamine A pKi 8.36 8.76 9.18 PDSP Ki database
D5 DRD5 Human Dopamine A pKi 5.59 5.69 5.78 PDSP Ki database
H4 HRH4 Human Histamine 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-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 6.75 7.04 7.2 PDSP Ki database
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.11 6.49 7.05 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 5.82 5.82 5.82 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
β1 ADRB1 Human Adrenoceptors A pKi 6.85 6.85 6.85 PDSP Ki database
β2 ADRB2 Human Adrenoceptors A pKi 6.79 6.79 6.79 PDSP Ki database
H1 HRH1 Human Histamine A pKi 7.53 7.56 7.6 PDSP Ki database
H2 HRH2 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-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.07 7.4 7.82 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.82 7.82 8.47 PDSP Ki database
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.46 9.11 9.44 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 5.71 6.06 6.41 PDSP Ki database
D3 DRD3 Human Dopamine A pKi 8.01 8.51 9.0 PDSP Ki database
μ OPRM Human Opioid A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 6.74 6.99 7.12 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 5.17 5.17 5.17 PDSP Ki database
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 5.33 5.33 5.33 PDSP Ki database
κ OPRK Human Opioid A pKi 5.0 5.0 5.0 PDSP Ki database
H3 HRH3 Guinea pig Histamine A pKi 6.65 6.65 6.65 PDSP Ki database
D4 DRD4 Human Dopamine A pKi 6.0 6.14 6.29 PDSP Ki database
D3 DRD3 Green monkey Dopamine A pKi 8.48 8.48 8.48 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
M3 ACM3 Rat Acetylcholine (muscarinic) A pKi 5.33 5.33 5.33 PDSP Ki database
5-HT1A A0A4X1UTF5 Pig 5-Hydroxytryptamine A pKi 7.06 7.06 7.06 PDSP Ki database
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-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.15 8.15 8.15 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-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
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.29 8.29 8.29 Drug Central
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.26 8.26 8.26 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
α2B ADA2B Human Adrenoceptors A pKi 8.16 8.16 8.16 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
D4 DRD4 Human Dopamine A pKi 8.18 8.18 8.18 Drug Central
D5 DRD5 Human Dopamine A pKi 8.25 8.25 8.25 Drug Central
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 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
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 7.0 7.0 7.0 ChEMBL
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 7.0 7.54 8.05 ChEMBL
α1A ADA1A Human Adrenoceptors A pKi 8.14 8.14 8.14 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 7.0 7.0 7.0 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 7.0 7.0 7.0 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 6.0 6.0 6.0 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 7.0 7.0 7.0 ChEMBL
D1 DRD1 Human Dopamine A pKi 5.94 6.25 6.51 ChEMBL
D2 DRD2 Human Dopamine A pKi 9.1 9.1 9.1 Guide to Pharmacology
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 7.7 8.4 9.4 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.03 8.03 8.03 Drug Central
H1 HRH1 Guinea pig Histamine A pKi 7.0 7.15 7.31 ChEMBL
D2 DRD2 Bovine Dopamine A pKi 9.15 9.31 9.47 PDSP Ki database
D4 DRD4 Human Dopamine A pKi 6.0 6.86 7.24 ChEMBL
D5 DRD5 Human Dopamine A pKi 5.8 5.86 5.98 ChEMBL
H1 HRH1 Human Histamine A pKi 7.0 7.28 7.6 ChEMBL
H1 HRH1 Human Histamine A pKi 8.14 8.14 8.14 Drug Central
H3 HRH3 Human Histamine A pKi 5.63 5.63 5.63 ChEMBL
δ OPRD Human Opioid 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
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
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 5.86 5.86 5.86 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pEC50 6.35 6.84 7.62 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 5.55 5.75 5.96 ChEMBL
D3 DRD3 Human Dopamine A pEC50 7.7 7.71 7.71 ChEMBL
D2 DRD2 Human Dopamine A pIC50 7.5 7.86 8.12 ChEMBL
D2 DRD2 Human Dopamine A pEC50 5.96 7.54 9.0 ChEMBL
D3 DRD3 Rat Dopamine A pIC50 8.13 8.13 8.13 Drug Central
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 8.12 8.12 8.12 Drug Central
α1A ADA1A Human Adrenoceptors A pIC50 6.77 6.77 6.77 ChEMBL
D2 DRD2 Human Dopamine A pEC50 7.42 7.42 7.42 Guide to Pharmacology
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.47 8.47 8.47 ChEMBL
H1 HRH1 Human Histamine A pIC50 6.38 6.38 6.38 ChEMBL
NPS NPSR1 Human Neuropeptide S A Potency 4.9 4.9 4.9 ChEMBL
D3 DRD3 Rat Dopamine A pIC50 7.42 7.42 7.42 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 7.59 7.59 7.59 ChEMBL