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]
------------------------------------------------------------------------------------

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)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: GIJXKZJWITVLHI-YOFSQIOKSA-N
InChIKey: 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?

Cross-matching ID

PubChem CID: 1201549
ChEBI ID: CHEBI:3048
CAS Number: 86-13-5
DrugBank ID: DB00245
INTEDE ID: DR0192

Repurposed Drugs (RPD)

Click to Jump to the Detailed RPD Information of This Drug

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)

MIA Detail

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.