Solifenacin

Details

• Internal ID: 3c7662a8-0ec1-40bd-b915-74ab3380d97a
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines > 1-phenyltetrahydroisoquinolines
• IUPAC Name: [(3R)-1-azabicyclo[2.2.2]octan-3-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• SMILES (Canonical): C1CN2CCC1C(C2)OC(=O)N3CCC4=CC=CC=C4C3C5=CC=CC=C5
• SMILES (Isomeric): C1CN2CCC1[C@H](C2)OC(=O)N3CCC4=CC=CC=C4[C@@H]3C5=CC=CC=C5
• InChI: InChI=1S/C23H26N2O2/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/h1-9,18,21-22H,10-16H2/t21-,22-/m0/s1
• InChI Key: FBOUYBDGKBSUES-VXKWHMMOSA-N
• Popularity: 664 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆N₂O₂
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.199428076 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 4.00

Synonyms

• 242478-37-1
• Vesicare
• Soliten
• Solifenacin [INN:BAN]
• (+)-Solifenacin
• Solifenacin (INN)
• YM-905
• YM-67905
• UNII-A8910SQJ1U
• [(3R)-1-azabicyclo[2.2.2]octan-3-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• A8910SQJ1U
• YM 905
• Vesikur
• NSC-759144
• Vesicare (TN)
• SOLIFENACIN [INN]
• (3R)-1-azabicyclo[2.2.2]octan-3-yl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
• CHEMBL1200803
• YM905 (free base)
• NCGC00168778-01
• YM-53705
• ((8r)-1-azabicyclo(2.2.2)octan-8-yl) (1s)-1-phenyl-3,4-dihydro-1h-isoQUINOLINE-2-carboxylate
• [(8R)-1-azabicyclo[2.2.2]octan-8-yl] (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• solifenacin-succinate
• SOLIFENACIN [MI]
• D0L4YD
• SOLIFENACIN [VANDF]
• CHEMBL1734
• SOLIFENACIN [WHO-DD]
• SCHEMBL188493
• GTPL7483
• SCHEMBL9971260
• DTXSID3048289
• CHEBI:135530
• FBOUYBDGKBSUES-VXKWHMMOSA-N
• HMS3886O15
• (1S)-3,4-Dihydro-1-phenyl-2(1H)-isoquinolinecarboxylic acid (3R)-1-azabicyclo-nu[2.2.2]oct-3-yl ester
• HY-A0034
• BDBM50344284
• BDBM50370682
• s5238
• AKOS015896445
• CCG-268199
• CS-8096
• DB01591
• NSC 759144
• NCGC00168778-06
• A16947
• D08522
• D95831
• AB01565949_02
• EN300-20176688
• EN300-20343692
• (S)-(R)-Quinuclidin-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
• (1S)-(3R)-1-azabicyclo[2.2.2]oct-3-yl-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate
• [(3r)-1-azabicyclo[2.2.2]octan-3-yl](1s)-1-phenyl-3,4-dihydro-1hisoquinoline-2-carboxylate
• 1172613-99-8
• 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-,(3R)-1-azabicyclo[2.2.2]oct-3-yl ester, (1S)-
• 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-,1-azabicyclo(2.2.2)oct-3-yl ester, (R-(R*,S*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL240	Q12809	HERG	251.19 nM; 1584.89 nM	IC50; IC50	PMID: 25087753; PMID: 25087753
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	51.29 nM	Ki	via Super-PRED
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	120.23 nM	Ki	via Super-PRED
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	13.18 nM	Ki	via Super-PRED
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	128.82 nM	Ki	via Super-PRED
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	43.65 nM	Ki	via Super-PRED
CHEMBL1980	Q14524	Sodium channel protein type V alpha subunit	6309.57 nM	IC50	PMID: 25087753
CHEMBL1940	Q13936	Voltage-gated L-type calcium channel alpha-1C subunit	6309.57 nM	IC50	PMID: 25087753

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	90.28%	95.62%
CHEMBL5028	O14672	ADAM10	87.68%	97.50%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	86.89%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.57%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	86.53%	91.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.31%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	82.12%	92.17%
CHEMBL2581	P07339	Cathepsin D	82.06%	98.95%
CHEMBL274	P51681	C-C chemokine receptor type 5	80.90%	98.77%

Plants that contains it

• Eucommia ulmoides
• Jatropha curcas

Cross-Links

• PubChem: 154059
• NPASS: NPC314192
• ChEMBL: CHEMBL1734