CHEBI:189867 - DDR1-IN-1

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ChEBI Name DDR1-IN-1
ChEBI ID CHEBI:189867
Definition A secondary carboxamide resulting from the formal condensation of the carboxy group of 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzoic acid with the amino group of 5-(5-amino-2-methylphenoxy)-1,3-dihydro-2H-indol-2-one. It is a potent inhibitor of discoidin domain receptor tyrosine kinase 1 and 2 (DDR1/2) with IC50 = 105 nM and 413 nM, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Stan Laulederkind
Supplier Information
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Formula C30H31F3N4O3
Net Charge 0
Average Mass 552.598
Monoisotopic Mass 552.23483
InChI InChI=1S/C30H31F3N4O3/c1-3-36-10-12-37(13-11-36)18-21-6-5-20(15-25(21)30(31,32)33)29(39)34-23-7-4-19(2)27(17-23)40-24-8-9-26-22(14-24)16-28(38)35-26/h4-9,14-15,17H,3,10-13,16,18H2,1-2H3,(H,34,39)(H,35,38)
InChIKey AOZPVMOOEJAZGK-UHFFFAOYSA-N
SMILES CCN1CCN(CC2=C(C=C(C=C2)C(=O)NC2=CC=C(C)C(OC3=CC4=C(NC(=O)C4)C=C3)=C2)C(F)(F)F)CC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
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ChEBI Ontology
Outgoing DDR1-IN-1 (CHEBI:189867) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
DDR1-IN-1 (CHEBI:189867) is a (trifluoromethyl)benzenes (CHEBI:83565)
DDR1-IN-1 (CHEBI:189867) is a N-alkylpiperazine (CHEBI:46845)
DDR1-IN-1 (CHEBI:189867) is a aromatic ether (CHEBI:35618)
DDR1-IN-1 (CHEBI:189867) is a benzamides (CHEBI:22702)
DDR1-IN-1 (CHEBI:189867) is a oxindoles (CHEBI:38459)
DDR1-IN-1 (CHEBI:189867) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
4-[(4-ethylpiperazin-1-yl)methyl]-N-{4-methyl-3-[(2-oxo-2,3-dihydro-1H-indol-5-yl)oxy]phenyl}-3-(trifluoromethyl)benzamide
Synonyms Sources
4-((4-ethylpiperazin-1-yl)methyl)-N-(4-methyl-3-(2-oxoindolin-5-yloxy)phenyl)-3-(trifluoromethyl)benzamide ChEBI
N-[3-[(2,3-dihydro-2-oxo-1H-indol-5-yl)oxy]-4-methylphenyl]-4-[(4-ethyl-1-piperazinyl)methyl]-3-(trifluoromethyl)benzamide SUBMITTER
Manual Xrefs Databases
32490190 ChemSpider
DI1 PDBeChem
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Registry Number Type Source
1449685-96-4 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
23899692 PubMed citation SUBMITTER
24768818 PubMed citation Europe PMC
25569119 PubMed citation Europe PMC
29170554 PubMed citation SUBMITTER
30783426 PubMed citation Europe PMC
31271515 PubMed citation Europe PMC
33110221 PubMed citation Europe PMC
Last Modified
20 April 2022