CHEBI:149519 - PFI-3

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ChEBI Name PFI-3
ChEBI ID CHEBI:149519
Definition An azabicycloalkane that is (1R,4R)-2,5-diazabicyclo[2.2.1]heptane which is substituted at position 2 by a 3-(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl group and at position 5 by a pyridin-2-yl group. It is a potent and selective inhibitor of polybromo 1 (Kd = 48 nM), SMARCA2 and SMARCA4 (Kd = 89 nM) bromodomains.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
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Formula C19H19N3O2
Net Charge 0
Average Mass 321.380
Monoisotopic Mass 321.14773
InChI InChI=1S/C19H19N3O2/c23-17-6-2-1-5-16(17)18(24)8-10-21-12-15-11-14(21)13-22(15)19-7-3-4-9-20-19/h1-10,14-15,23H,11-13H2/b10-8+/t14-,15-/m1/s1
InChIKey INAICWLVUAKEPB-QSTFCLMHSA-N
SMILES C=1(C=CC=CC1O)C(\C=C\N2C[C@@H]3N(C=4C=CC=CN4)C[C@H]2C3)=O
ChEBI Ontology
Outgoing PFI-3 (CHEBI:149519) is a azabicycloalkane (CHEBI:38295)
PFI-3 (CHEBI:149519) is a enone (CHEBI:51689)
PFI-3 (CHEBI:149519) is a phenols (CHEBI:33853)
PFI-3 (CHEBI:149519) is a pyridines (CHEBI:26421)
IUPAC Name
(2E)-1-(2-hydroxyphenyl)-3-[(1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]prop-2-en-1-one
Synonyms Sources
(2E)-1-(2-hydroxyphenyl)-3-[(1R,4R)-5-(2-pyridinyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-propen-1-one ChEBI
(E)-1-(2-Hydroxyphenyl)-3-((1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl)prop-2-en-1-one ChEBI
PF-6687252 ChEBI
PFI 3 ChEBI
PFI3 ChEBI
Manual Xref Database
5BW PDBeChem
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Registry Number Type Source
1819363-80-8 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
26139243 PubMed citation Europe PMC
26702435 PubMed citation Europe PMC
27115555 PubMed citation Europe PMC
27422367 PubMed citation Europe PMC
Last Modified
21 April 2020