PFI-3
PFI-3 structure
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Common Name | PFI-3 | ||
|---|---|---|---|---|
| CAS Number | 1819363-80-8 | Molecular Weight | 321.373 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 528.5±50.0 °C at 760 mmHg | |
| Molecular Formula | C19H19N3O2 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 273.4±30.1 °C | |
Use of PFI-3PFI-3 is a selective, potent and cell-permeable SMARCA2/4 bromodomain inhibitor with a Kd of 89 nM. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | PFI-3 |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | PFI-3 is a selective, potent and cell-permeable SMARCA2/4 bromodomain inhibitor with a Kd of 89 nM. |
|---|---|
| Related Catalog | |
| Target |
Kd: 89 nM (SMARCA2/4)[1] |
| In Vitro | PFI-3 is a potent, cell-permeable probe capable of displacing ectopically expressed, GFP-tagged SMARCA2-bromodomain from chromatin. PFI-3 binds avidly to both SMARCA2 and SMARCA4 bromodomains (BROMOScan Kd's between 55 and 110 nM) consistent with the binding constant (Kd=89 nM) measured by isothermal titration calorimetry. PFI-3 does not phenocopy the growth inhibitory effects of SMARCA2 knockdown in lung cancer[1]. Exposure of embryonic stem cells to PFI-3 leads to deprivation of stemness and deregulates lineage specification. Furthermore, differentiation of trophoblast stem cells in the presence of PFI-3 is markedly enhanced[2]. PFI-3 binds to certain family VIII bromodomains while displaying significant, broader bromodomain family selectivity. The high specificity of PFI-3 for family VIII is achieved through a novel bromodomain binding mode of a phenolic headgroup that leads to the unusual displacement of water molecules that are generally retained by most other bromodomain inhibitors reported to date[3]. |
| Kinase Assay | To establish whether PFI-3 intercalates DNA, the compound is assessed using a DNA unwinding assay. PFI-3 (1, 5, or 10 μM), cisplatin, or doxorubicin is incubated with supercoiled pBR322, in the presence of wheat germ topoisomerase I, for 30 min at 37°C. DNA incubated with DMSO in the presence or absence of the enzyme is run as control. After extraction by butanol and chloroform/isoamyl alcohol 24:1, the DNA is run in a 1% (w/v) agarose gel with a 1-kb DNA ladder for 4 hours at 80 V. The gel is then stained with SYBR Safe for 30 min before ultraviolet visualization[2]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 528.5±50.0 °C at 760 mmHg |
| Molecular Formula | C19H19N3O2 |
| Molecular Weight | 321.373 |
| Flash Point | 273.4±30.1 °C |
| Exact Mass | 321.147736 |
| LogP | 2.19 |
| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
| Index of Refraction | 1.712 |
| InChIKey | INAICWLVUAKEPB-QSTFCLMHSA-N |
| SMILES | O=C(C=CN1CC2CC1CN2c1ccccn1)c1ccccc1O |
| Storage condition | 2-8°C |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Thermal Shift Assay. Domain: start/stop: M1-L298
Source: ChEMBL
Target: Cyclin-dependent kinase 2
External Id: CHEMBL5062802
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Name: Thermal Shift Assay. Domain: start/stop: G861-E979
Source: ChEMBL
Target: Transcription intermediary factor 1-alpha
External Id: CHEMBL5068682
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Name: Cytotoxicity counterscreen for inhibitors of SARS-CoV-2 cell entry
Source: NCGC
Target: N/A
External Id: TRND-SARS-CoV-2-cytotox-48hr
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Name: Primary qHTS to identify inhibitors of SARS-CoV-2 cell entry
Source: NCGC
External Id: TRND-SARS-CoV-2-PP
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Name: Thermal Shift Assay. Domain: start/stop: N44-E168
Source: ChEMBL
Target: Bromodomain-containing protein 4
External Id: CHEMBL5061250
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Name: Thermal Shift Assay. Domain: start/stop: M26-R383
Source: ChEMBL
Target: Glycogen synthase kinase-3 beta
External Id: CHEMBL5065589
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Name: Thermal Shift Assay. Domain: start/stop: S229-K512
Source: ChEMBL
Target: Tyrosine-protein kinase ABL1
External Id: CHEMBL5060015
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Name: Thermal Shift Assay. Domain: start/stop: M26-R383
Source: ChEMBL
Target: Glycogen synthase kinase-3 beta
External Id: CHEMBL5065895
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Name: Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Cac...
Source: ChEMBL
Target: Severe acute respiratory syndrome coronavirus 2
External Id: CHEMBL4303805
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Name: Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) i...
Source: NCGC
External Id: NSD2-synergy-p-2C
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| (2E)-1-(2-Hydroxyphenyl)-3-[(1R,4R)-5-(2-pyridinyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-propen-1-one |
| PFI3 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What English synonyms does PFI-3 have? |
| A: English synonyms of PFI-3: (2E)-1-(2-Hydroxyphenyl)-3-[(1R,4R)-5-(2-pyridinyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-propen-1-one, PFI3. |
| Q: What is the LogP of PFI-3? |
| A: LogP of PFI-3 is 2.19. |
| Q: What is the molecular formula of PFI-3? |
| A: Molecular formula of PFI-3 is C19H19N3O2. |
| Q: What are the storage conditions for PFI-3? |
| A: Storage conditions for PFI-3: 2-8°C. |
| Q: What are the uses of PFI-3? |
| A: Main uses of PFI-3: PFI-3 is a selective, potent and cell-permeable SMARCA2/4 bromodomain inhibitor with a Kd of 89 nM. |
| Q: What is the SMILES notation of PFI-3? |
| A: SMILES notation of PFI-3 is O=C(C=CN1CC2CC1CN2c1ccccn1)c1ccccc1O. |
| Q: What is the English name of PFI-3? |
| A: The English name of PFI-3 is PFI-3. |
| Q: What is the boiling point of PFI-3? |
| A: Boiling point of PFI-3 is 528.5±50.0 °C at 760 mmHg. |
| Q: What is the CAS number of PFI-3? |
| A: CAS number of PFI-3 is 1819363-80-8. |
| Q: What is the InChIKey of PFI-3? |
| A: InChIKey of PFI-3 is INAICWLVUAKEPB-QSTFCLMHSA-N. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |