BENZTROPINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
UNII 1NHL2J4X8K
EPA CompTox DTXSID9022659

Structure

InChI Key GIJXKZJWITVLHI-PMOLBWCYSA-N
Smiles CN1[C@@H]2CC[C@H]1C[C@@H](OC(c1ccccc1)c1ccccc1)C2
InChI
InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H25NO
Molecular Weight 307.44
AlogP 4.42
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 12.47
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 23.0
Assay Description Organism Bioactivity Reference
Displacement of [3H]WIN-35428 from monkey dopamine transporter Cercopithecidae 312.0 nM
Inhibition of [3H]WIN-35428 binding to the dopamine transporter in the cynomolgus (macaca fascicularis) monkey caudate-putamen. Cercopithecidae 312.0 nM
Ability to inhibit binding of [3H]WIN-35428 to dopamine transporter in rat caudate putamen None 118.0 nM
Inhibition of [3H]dopamine uptake in rat caudate putamen tissue. None 403.0 nM
Binding affinity against Dopamine transporter using [125]RTI-55 None 237.0 nM
Displacement of [3H]WIN-35428 binding to the dopamine transporter in rat caudate putamen tissue. None 118.0 nM
Affinity for rat dopamine transporter using [3H]WIN-35428 displacement. None 118.0 nM
Compound was evaluated for its ability to displace [3H]WIN-35428 binding in rat caudate-putamen None 118.0 nM
Displacement of [3H]WIN-35428 binding to the dopamine transporter (DAT) in Rat Caudate Putamen Rattus norvegicus 118.0 nM
Inhibition of [3H]WIN-35428 binding to the cocaine binding site on the dopamine transporter (DAT) in synaptosomal membrane preparations from rat striatal tissue None 118.0 nM
Binding affinity to dopamine transporter (DAT) using [3H]WIN-35428 as a radioligand None 7.943 nM
Binding affinity against Muscarinic receptor from rat brain membranes using [3H]pirenzepine None 0.59 nM
Affinity for rat M1 acetylcholine receptor using [3H]pirenzepine displacement. None 0.95 nM
Displacement of [3H]pirenzepine binding at Muscarinic acetylcholine receptor M1 in rat brain P2 membranes. Rattus norvegicus 0.59 nM
Affinity for rat M1 acetylcholine receptor using [3H]-AF DX 384 displacement. None 2.6 nM
Inhibition of [3H]desmethylimipramine binding at rat norepinephrine transporter; 10 uM None 18.3 %
Inhibition of [3H]dopamine uptake in rat caudate putamen. None 403.0 nM
Ability to inhibit high-affinity uptake of [3H]DA into striatal nerve endings (synaptosomes) Rattus norvegicus 403.0 nM
Compound was evaluated for its ability to block the [3H]-Dopamine uptake in rat caudate-putamen Rattus norvegicus 403.0 nM
Inhibition of Dopamine reuptake from rat caudate using [3H]DA Rattus norvegicus 130.0 nM
[3H]-Dopamine uptake inhibition in rat caudate putamen Rattus norvegicus 403.0 nM
Inhibition of [3H]citalopram binding at rat serotonin transporter; 10 uM None 17.2 %
Displacement of [3H]WIN-35428 from Dopamine transporter of rat caudate putamen Rattus norvegicus 118.0 nM
Inhibition of [3H]dopamine uptake into rat striatal synaptosomes Rattus norvegicus 403.0 nM
DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) None 0.544 nM DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) None 0.131 nM
DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) None 10.0 nM DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) None 3.668 nM
DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) None 1.285 nM DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) None 0.272 nM
DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) None 2.385 nM DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) None 0.333 nM
DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) None 2.019 nM DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) None 1.451 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: [3H] Ketanserin) None 24.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: [3H] Ketanserin) None 6.968 nM
DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 142.0 nM DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 57.0 nM
DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 74.0 nM DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 41.0 nM
DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) None 52.0 nM DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) None 26.0 nM
DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) None 544.0 nM DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) None 204.0 nM
DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscine) None 65.0 nM DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscine) None 30.0 nM
DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) None 395.0 nM DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) None 57.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 200.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 127.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: [3H] Mesulergine) None 61.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: [3H] Mesulergine) None 32.0 nM
DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) None 139.0 nM DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) None 59.0 nM
DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil) Rattus norvegicus 183.0 nM DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil) Rattus norvegicus 112.0 nM
DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) None 654.0 nM DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) None 222.0 nM
DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) None 243.0 nM DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) None 193.0 nM
DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) None 3.183 nM DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) None 0.37 nM
Antagonist activity at human recombinant muscarinic receptor M4 expressed in CHO-K1 cells assessed as EC80 acetylcholine-induced calcium flux incubated for 30 mins Homo sapiens 5.012 nM
Antagonist activity at human recombinant muscarinic receptor M3 expressed in CHO-K1 cells assessed as EC80 acetylcholine-induced calcium flux incubated for 30 mins Homo sapiens 19.95 nM
Antagonist activity at human recombinant muscarinic receptor M2 expressed in CHO-K1 cells assessed as EC80 acetylcholine-induced calcium flux incubated for 30 mins Homo sapiens 63.1 nM

Related Entries

Cross References

Resources Reference
ChEBI 3048
ChEMBL CHEMBL1201203
DrugBank DB00245
DrugCentral 333
FDA SRS 1NHL2J4X8K
Human Metabolome Database HMDB0014390
Guide to Pharmacology 7601
PDB CXQ
SureChEMBL SCHEMBL35388
ZINC ZINC000100036536
CONTENTS