Details of the Drug

General Information of Drug (ID: DMF7EXL)

Drug Name
Benzatropine
Synonyms
Benzatropina; Benzatropina [INN-Spanish]; Benzatropine; Benzatropinum; Benzatropinum [INN-Latin]; Benztropinum; Cobrentin; Cogentin; Cogentine; Akitan; Cogentinol; Tropine benzohydryl ether; benztropine; (3-endo)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane; 1NHL2J4X8K; 3alpha-(Diphenylmethoxy)-1alphaH,5alphaH-tropane; 3alpha-(diphenylmethoxy)tropane; 3alpha-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane; 3endo-benzhydryloxytropane; 86-13-5; CHEBI:3048; HSDB 3014; NCGC00159471-02; NK 02; UNII-1NHL2J4X8K
Indication
Disease Entry ICD 11 Status REF
Parkinsonian disorder N.A. Approved [1]
Postencephalitic Parkinson disease N.A. Approved [2]
Affected Organisms
Humans and other mammals
ATC Code
N04AC01: Benzatropine
N04AC: Ethers of tropine or tropine derivatives
N04A: ANTICHOLINERGIC AGENTS
N04: ANTI-PARKINSON DRUGS
N: NERVOUS SYSTEM
N04AC01: Benzatropine
N04AC: Ethers of tropine or tropine derivatives
N04A: ANTICHOLINERGIC AGENTS
N04: ANTI-PARKINSON DRUGS
N: NERVOUS SYSTEM
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 307.4
Logarithm of the Partition Coefficient (xlogp) 4.5
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 30-60 min [3]
Bioavailability
The bioavailability of drug is 40% [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 36 hours []
Metabolism
The drug is metabolized via N-oxidation, N-dealkylation and ring hydroxylation [4]
Vd
The volume of distribution (Vd) of drug is 12-30 L/kg [5]
Chemical Identifiers
Formula
C21H25NO
IUPAC Name
(1R,5S)-3-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane
Canonical SMILES
CN1C2CCC1CC(C2)OC(C3=CC=CC=C3)C4=CC=CC=C4
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?
InChIKey
GIJXKZJWITVLHI-YOFSQIOKSA-N
Cross-matching ID
PubChem CID
1201549
ChEBI ID
CHEMBL3048
CAS Number
86-13-5
UNII
1NHL2J4X8K
DrugBank ID
DB00245
INTEDE ID
DR0192
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
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Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [6]
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
14-3-3 protein theta OTWG7F3H 1433T_HUMAN Gene/Protein Processing [7]
182 kDa tankyrase-1-binding protein (TNKS1BP1) OTBIZECQ TB182_HUMAN Gene/Protein Processing [7]
2',3'-cyclic-nucleotide 3'-phosphodiesterase (CNP) OTB8HCED CN37_HUMAN Gene/Protein Processing [7]
2-oxoglutarate dehydrogenase complex component E1 (OGDH) OTHGTQWF ODO1_HUMAN Gene/Protein Processing [7]
26S proteasome non-ATPase regulatory subunit 7 (PSMD7) OT7PZZ4K PSMD7_HUMAN Gene/Protein Processing [7]
26S proteasome regulatory subunit 4 (PSMC1) OTLHD56E PRS4_HUMAN Gene/Protein Processing [7]
26S proteasome regulatory subunit 6A (PSMC3) OTSKT0JI PRS6A_HUMAN Gene/Protein Processing [7]
Actin-related protein 3 (ACTR3) OT05LJSH ARP3_HUMAN Gene/Protein Processing [7]
Acyl-coenzyme A thioesterase 2, mitochondrial (ACOT2) OTAKUO27 ACOT2_HUMAN Gene/Protein Processing [7]
Adenylate kinase isoenzyme 1 (AK1) OT614AR3 KAD1_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Levodopa-induced myoclonus. Arch Neurol. 1975 May;32(5):330-4.
2 A standard database for drug repositioning. Sci Data. 2017 Mar 14;4:170029.
3 Dihydroergotamine, ergotamine, methysergide and sumatriptan - basic science in relation to migraine treatment. Headache. 2012 Apr;52(4):707-14. doi: 10.1111/j.1526-4610.2012.02124.x. Epub 2012 Mar 22.
4 Matzke GR, Zhanel GG, Guay DR: Clinical pharmacokinetics of vancomycin. Clin Pharmacokinet. 1986 Jul-Aug;11(4):257-82. doi: 10.2165/00003088-198611040-00001.
5 Raje S, Cao J, Newman AH, Gao H, Eddington ND: Evaluation of the blood-brain barrier transport, population pharmacokinetics, and brain distribution of benztropine analogs and cocaine using in vitro and in vivo techniques. J Pharmacol Exp Ther. 2003 Nov;307(2):801-8. doi: 10.1124/jpet.103.053504. Epub 2003 Sep 9.
6 Transport, metabolism, and in vivo population pharmacokinetics of the chloro benztropine analogs, a class of compounds extensively evaluated in animal models of drug abuse. J Pharmacol Exp Ther. 2007 Jan;320(1):344-53.
7 Cannabidiol Displays Proteomic Similarities to Antipsychotics in Cuprizone-Exposed Human Oligodendrocytic Cell Line MO3.13. Front Mol Neurosci. 2021 May 28;14:673144. doi: 10.3389/fnmol.2021.673144. eCollection 2021.