Bovine Metabolome Database: Showing metabocard for Aripiprazole (BMDB0005042)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:14:59 UTC

Update Date

2020-04-22 15:15:13 UTC

BMDB ID

BMDB0005042

Secondary Accession Numbers

BMDB05042

Metabolite Identification

Common Name

Aripiprazole

Description

Aripiprazole, also known as abilify or abilitat, belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Aripiprazole is a very strong basic compound (based on its pKa). Aripiprazole is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Abilify	ChEBI
Abilitat	ChEBI
Aripiprazol	ChEBI
Aripiprazolum	ChEBI
7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone	HMDB

Chemical Formula

C₂₃H₂₇Cl₂N₃O₂

Average Molecular Weight

448.385

Monoisotopic Molecular Weight

447.148032537

IUPAC Name

7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

Traditional Name

aripiprazole

CAS Registry Number

129722-12-9

SMILES

ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl

InChI Identifier

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

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Phenylpiperazines

Alternative Parents

Substituents

Phenylpiperazine
N-arylpiperazine
Tetrahydroquinolone
Quinolone
Tetrahydroquinoline
1,2-dichlorobenzene
Tertiary aliphatic/aromatic amine
Aniline or substituted anilines
Dialkylarylamine
Alkyl aryl ether
Halobenzene
Chlorobenzene
N-alkylpiperazine
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Lactam
Azacycle
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:31236 )
dichlorobenzene (CHEBI:31236 )
N-alkylpiperazine (CHEBI:31236 )
quinolone (CHEBI:31236 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.21	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	7.46	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.34 m³·mol⁻¹	ChemAxon
Polarizability	49.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w4i-1490100000-261de3e19904b78dcdc2	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-000i-3970100000-6b98b53e8175df39986e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0f72-0340900000-34d93478ad0d9f5cf2b0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000i-3970100000-6b98b53e8175df39986e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000b-0280900000-b9247c5494e58e66124c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0006-0190000000-f292c098f875dc5bf103	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0130900000-09f4b35bcf7ec5b72e81	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-0691700000-856146a0ee910fc8c54b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-3950000000-13c06e4b3b715a51d3e4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0400900000-00ad2c66f6eb650acc11	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-2900400000-2f2ae13359ce2017c979	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5900000000-0638ccc974f117bcfc43	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000900000-80596c933df60e9bbd28	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0011900000-850b35a9d8f2a8e5dbe6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-3920200000-00b90fd36a9ef68756de	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-ac7e0802ed0bc5c520a7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-2000900000-2fd89cebd272760b7445	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03e9-6920100000-943ee90010dfdaceadee	View in MoNA