CHEBI:140465 - ANA-12

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ChEBI Name ANA-12
ChEBI ID CHEBI:140465
Definition A secondary carboxamide that is anthranilic acid in which the carboxy group has undergone condensation with the primary amino group of α-amino-ε-caprolactam, while the aryl-amino group has undergone condensation with the carboxy group of 1-benzothiophene-2-carboxylic acid. It is a selective, non-competitive antagonist of tropomyosin receptor kinase B (TrkB, also known as tyrosine receptor kinase B).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter TheOtherDave
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Formula C22H21N3O3S
Net Charge 0
Average Mass 407.487
Monoisotopic Mass 407.13036
InChI InChI=1S/C22H21N3O3S/c26-20(25-17-10-5-6-12-23-21(17)27)15-8-2-3-9-16(15)24-22(28)19-13-14-7-1-4-11-18(14)29-19/h1-4,7-9,11,13,17H,5-6,10,12H2,(H,23,27)(H,24,28)(H,25,26)
InChIKey TUSCYCAIGRVBMD-UHFFFAOYSA-N
SMILES C1=C2C(=CC=C1)SC(=C2)C(=O)NC3=C(C=CC=C3)C(=O)NC4C(NCCCC4)=O
Roles Classification
Biological Role(s): tropomyosin-related kinase B receptor antagonist
An antagonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF).
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
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ChEBI Ontology
Outgoing ANA-12 (CHEBI:140465) has functional parent 2-aminohexano-6-lactam (CHEBI:19471)
ANA-12 (CHEBI:140465) has functional parent anthranilic acid (CHEBI:30754)
ANA-12 (CHEBI:140465) has role antidepressant (CHEBI:35469)
ANA-12 (CHEBI:140465) has role anxiolytic drug (CHEBI:35474)
ANA-12 (CHEBI:140465) has role tropomyosin-related kinase B receptor antagonist (CHEBI:78681)
ANA-12 (CHEBI:140465) is a 1-benzothiophenes (CHEBI:38836)
ANA-12 (CHEBI:140465) is a caprolactams (CHEBI:23000)
ANA-12 (CHEBI:140465) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
N-{2-[(2-oxoazepan-3-yl)carbamoyl]phenyl}-1-benzothiophene-2-carboxamide
Synonyms Sources
ANA12 ChEBI
TrkB antagonist SUBMITTER
Manual Xref Database
ANA-12 Wikipedia
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Registry Numbers Types Sources
219766-25-3 CAS Registry Number Wikipedia
29788980 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
26337614 PubMed citation Europe PMC
26452067 PubMed citation Europe PMC
28705440 PubMed citation Europe PMC
29294331 PubMed citation Europe PMC
30097625 PubMed citation Europe PMC
Last Modified
18 July 2019