ARIPIPRAZOLE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC N05AX12
UNII 82VFR53I78
EPA CompTox DTXSID3046083

Structure

InChI Key CEUORZQYGODEFX-UHFFFAOYSA-N
Smiles O=C1CCc2ccc(OCCCCN3CCN(c4cccc(Cl)c4Cl)CC3)cc2N1
InChI
InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H27Cl2N3O2
Molecular Weight 448.39
AlogP 4.86
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 44.81
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 30.0

Pharmacology

Mechanism of Action Action Reference
Dopamine D2 receptor partial agonist PARTIAL AGONIST DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - 501.19 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 630.96-896.5 - 598 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 170-170 - 8.9-100 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
1-740 7.6-32 - 0.2-510 96
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 420-420 - 25.1-100 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
24-285 - - 0.36-574 0-43
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 31.62-98 21
Transporter Electrochemical transporter
- - - 31.62-98 21
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 780 - - 99
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
- - - 22-100 -
Homo sapiens
1-740 7.6-896.5 - 0.2-598 0-99
Mus musculus
- - - - 43-94.49
Rattus norvegicus
- - - 0.4-510 38
Staphylococcus aureus
- - - - 92.3
Sus scrofa
38.9-39 - - 17-88 -

Target Conservation

Protein: Serotonin 1a (5-HT1a) receptor
Description: 5-hydroxytryptamine receptor 1A
Organism : Homo sapiens
P08908 ENSG00000178394
Protein: Dopamine D2 receptor
Description: D(2) dopamine receptor
Organism : Homo sapiens
P14416 ENSG00000149295
Protein: Serotonin 2a (5-HT2a) receptor
Description: 5-hydroxytryptamine receptor 2A
Organism : Homo sapiens
P28223 ENSG00000102468

Related Entries

Cross References

Resources Reference
ChEBI 31236
ChEMBL CHEMBL1112
DrugBank DB01238
DrugCentral 242
FDA SRS 82VFR53I78
Human Metabolome Database HMDB0005042
Guide to Pharmacology 34
KEGG C12564
PDB 9SC
PharmGKB PA10026
PubChem 60795
SureChEMBL SCHEMBL8255
ZINC ZINC000001851149
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