aripiprazole   

GtoPdb Ligand ID: 34

Synonyms: Abilify® | Aripiprex® | Aristada® (aripiprazole lauroxil) | OPC 14597 | OPC-14597
aripiprazole is an approved drug (FDA (2002), EMA (2004))
Compound class: Synthetic organic
Comment: Aripiprazole is an atypical antipsychotic.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 44.81
Molecular weight 447.15
XLogP 4.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1CCc2c(N1)cc(cc2)OCCCCN1CCN(CC1)c1cccc(c1Cl)Cl
Isomeric SMILES O=C1CCc2c(N1)cc(cc2)OCCCCN1CCN(CC1)c1cccc(c1Cl)Cl
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)
InChI Key CEUORZQYGODEFX-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2002), EMA (2004))
IUPAC Name
7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one
International Nonproprietary Names
INN number INN
7477 aripiprazole
Synonyms
Abilify® | Aripiprex® | Aristada® (aripiprazole lauroxil) | OPC 14597 | OPC-14597
Database Links
BindingDB Ligand 50130293
CAS Registry No. 129722-12-9
ChEBI CHEBI:31236
ChEMBL Ligand CHEMBL1112
DrugBank Ligand DB01238
DrugCentral Ligand 242
GtoPdb PubChem SID 135649956
PubChem CID 60795
RCSB PDB Ligand 9SC
Search Google for chemical match using the InChIKey CEUORZQYGODEFX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CEUORZQYGODEFX
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Search UniChem for chemical match using the InChIKey CEUORZQYGODEFX-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CEUORZQYGODEFX
Wikipedia Aripiprazole

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Tocris
Aripiprazole
Cat. No. 5584