Solifenacin (CED0006007)

Record Information

Version

1.0

Creation Date

2016-05-25 18:27:57 UTC

Update Date

2026-08-22 00:50:32 UTC

Accession Number

CHEM022316

Identification

Common Name

Solifenacin

Class

Small Molecule

Description

Solifenacin is an organic compound with the chemical formula C27H32N2O6 and an average molecular weight of 480.55 g/mol. Solifenacin belongs to the 1-phenyltetrahydroisoquinolines, a subclass of tetrahydroisoquinolines within the organic compounds. This compound is categorized under the superclass of organoheterocyclic compounds. The substance is found in or released from three recorded sources, including household cleaning and consumer products specifically listed as other smoking requisites, as well as healthcare, pharmaceuticals, and veterinary products, where it is used as a drug for benign prostatic hypertrophy and among urologicals. The recorded route of exposure for this compound is oral. Solifenacin interacts with five recorded protein targets. It acts as an antagonist for the muscarinic acetylcholine receptor M1 (CHRM1), muscarinic acetylcholine receptor M2 (CHRM2), muscarinic acetylcholine receptor M3 (CHRM3), and muscarinic acetylcholine receptor M4 (CHRM4), in addition to one other protein.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3R)-1-Azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate; butanedioate	Generator
(3R)-1-Azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid; butanedioic acid	Generator
YM-905vesicare	ChEMBL
Solifenacin succinate	HMDB, MeSH
905, YM	MeSH
Succinate, solifenacin	MeSH
Quinuclidin-3'-yl-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate monosuccinate	MeSH
Vesicare	MeSH
Solifenacin	MeSH
Solifenacin succinic acid	Generator
(3R)-1-Azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
butanedioate
(3R)-1-Azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid
butanedioic acid

Chemical Formula

C₂₇H₃₂N₂O₆

Average Molecular Mass

480.553 g/mol

Monoisotopic Mass

480.226 g/mol

CAS Registry Number

242478-37-1

IUPAC Name

(3R)-1-azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate; butanedioic acid

Traditional Name

solifenacin; succinic acid

SMILES

OC(=O)CCC(O)=O.O=C(O[C@H]1CN2CCC1CC2)N1CCC2=CC=CC=C2[C@@H]1C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H26N2O2.C4H6O4/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19;5-3(6)1-2-4(7)8/h1-9,18,21-22H,10-16H2;1-2H2,(H,5,6)(H,7,8)/t21-,22-;/m0./s1

InChI Key

RXZMMZZRUPYENV-VROPFNGYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-phenyltetrahydroisoquinolines. 1-Phenyltetrahydroisoquinolines are compounds containing a phenyl group attached to the C1-atom of a tetrahydroisoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

1-phenyltetrahydroisoquinolines

Direct Parent

1-phenyltetrahydroisoquinolines

Alternative Parents

Substituents

1-phenyltetrahydroisoquinoline
Quinuclidine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Piperidine
Benzenoid
Carbamic acid ester
Tertiary aliphatic amine
Tertiary amine
Carbonic acid derivative
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
logP	3.96	ChemAxon
pKa (Strongest Basic)	8.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.06 m³·mol⁻¹	ChemAxon
Polarizability	40.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dj-9710000000-ff8325384b9eefd19106	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000900000-8916d5dec19cd6681917	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000900000-8916d5dec19cd6681917	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000900000-8916d5dec19cd6681917	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0000900000-39fa361fa14ca06e0a22	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0000900000-39fa361fa14ca06e0a22	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0000900000-39fa361fa14ca06e0a22	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
222.0	Log mg/kg	[120:390]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
326	Urologicals	Healthcare, pharmaceuticals & veterinary products	Not Available
327	Drugs used in benign prostatic hypertrophy	Healthcare, pharmaceuticals & veterinary products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available

Pathways

2 pathways

Solifenacin M3 Bladder Muscle Relaxation Action Pathway

Solifenacin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	1.94623
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	1.08989
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P08483	Rattus norvegicus	Predicted (SEA)	0.778492
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	7.55137
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	4.35956
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	8.01847
Click to view 3D structure	Muscarinic acetylcholine receptor M1	Q8WMX0	Bos taurus	Predicted (SEA)	0.934191
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	12.6116
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	223.972
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	16.6597
Click to view 3D structure	Sodium channel protein type 5 subunit alpha	Q14524	Humans	Predicted (SEA)	75.2023
Click to view 3D structure	Voltage-dependent L-type calcium channel subunit alpha-1C	Q13936	Humans	Predicted (SEA)	9.10836
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P36544	Humans	Predicted (SEA)	47.3323
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	Q05941	Rattus norvegicus	Predicted (SEA)	11.4438
Click to view 3D structure	Muscarinic acetylcholine receptor M3	Q8VH26	Cavia porcellus	Predicted (SEA)	16.4262
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	1034.69
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q8R455	Rattus norvegicus	Predicted (SEA)	10.4318
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	641.711
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	1065.99
Click to view 3D structure	Cholinesterase	P06276	Humans	Predicted (SEA)	393.606
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	1888.16
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	741.28
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	1073.46
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	834.232
Click to view 3D structure	Vesicular acetylcholine transporter	Q62666	Rattus norvegicus	Predicted (SEA)	23.4326