benzatropine   Click here for help

GtoPdb Ligand ID: 7601

Synonyms: benztropine | benztropine mesylate | Cogentin®
Approved drug PDB Ligand
benzatropine is an approved drug (FDA (1954))
Compound class: Synthetic organic
Comment: Benzatropine (benztropine) is an anticholinergic drug. PubChem CID 1201549 represents an alternative isomer of this compound.
Benzatropine is reported as an inhibitor of the neutral amino acid transporter B0AT1 (SLC6A19) [1], a recently identified molecular target for treatment of type 2 diabetes and related disorders [2]. Note that the mesylate salt was used in the experiments reported in [1]. B0AT1 has been identified as a potential ancillary protein for SARS-CoV-2 entry into host cells. Benzatropine was reported to inhibit SARS-CoV-2 infection in vitro [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 12.47
Molecular weight 307.19
XLogP 4.28
No. Lipinski's rules broken 0
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Canonical SMILES CN1C2CCC1CC(C2)OC(c1ccccc1)c1ccccc1
Isomeric SMILES CN1[C@@H]2CC[C@H]1C[C@H](C2)OC(c1ccccc1)c1ccccc1
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+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1954))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
292 benzatropine
Synonyms Click here for help
benztropine | benztropine mesylate | Cogentin®
Database Links Click here for help
Specialist databases
GPCRdb Ligand benzatropine
Other databases
CAS Registry No. 86-13-5 (source: Scifinder)
ChEMBL Ligand CHEMBL1201203
DrugBank Ligand DB00245
DrugCentral Ligand 333
GtoPdb PubChem SID 223365936
PubChem CID 1201549
Search Google for chemical match using the InChIKey GIJXKZJWITVLHI-PMOLBWCYSA-N
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UniChem Compound Search for chemical match using the InChIKey GIJXKZJWITVLHI-PMOLBWCYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GIJXKZJWITVLHI-PMOLBWCYSA-N
Wikipedia Benzatropine