1-(1-(4-Fluorophenyl)-2,5-dimethylpyrrol-3-yl)-2-pyrrolidin-1-ylethanone
Basic information
- CAS
314245-33-5- Standard SMILES
Cc1cc(C(=O)CN2CCCC2)c(C)n1-c1ccc(F)cc1- InChIKey
JUWDSDKJBMFLHE-UHFFFAOYSA-N- Molecular formula
- C18H21FN2O
- Average molar mass
- 300.4 g/mol
- Monoisotopic mass
- 300.16379146
Overview
IU1 is an organic molecular entity. It has a role as an EC 3.4.19.* (omega-peptidase) inhibitor.
Names & identifiers
- Preferred name
- 1-(1-(4-Fluorophenyl)-2,5-dimethylpyrrol-3-yl)-2-pyrrolidin-1-ylethanone
- IUPAC
- 1-[1-(4-fluorophenyl)-2,5-dimethylpyrrol-3-yl]-2-pyrrolidin-1-ylethanone
- English name
- 1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone
- Molecular formula
- C18H21FN2O
- Molecular weight
- 300.37
Names & synonyms
1-[1-(4-fluorophenyl)-2,5-dimethylpyrrol-3-yl]-2-pyrrolidin-1-ylethanone1-(1-(4-Fluorophenyl)-2,5-dimethylpyrrol-3-yl)-2-pyrrolidin-1-ylethanoneIU1 compoundRefChem:907139314245-33-5IU11-[1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(pyrrolidin-1-yl)ethan-1-one1-[1-(4-Fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-2-(1-pyrrolidinyl)ethanone1-(1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)-2-(pyrrolidin-1-yl)ethanoneMFCD01917473CHEMBL14100151-(1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)-2-(pyrrolidin-1-yl)ethan-1-one
Show more names
CS-1901IU1 ，S7134IU 1IU1, 10 mM in DMSOIU-1 (USP14 inhibitor IU1)IU1, Usp14 inhibitor. Cell-permeable1-[1-(4-Fluorophenyl)-2,5-dimethyl-3-pyrrolyl]-2-(1-pyrrolidinyl)ethanone
1-[1-(4-FLUOROPHENYL)-2,5-DIMETHYLPYRROL-3-YL]-2-(PYRROLIDIN-1-YL)ETHANONEIU-1Usp14 inhibitorUSP14 inhibitor IU1MLS001032847orb611936GTPL8880IU1?
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 25.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 389
Physicochemical properties
- Boiling point
- 437 · 437.0±45.0 °C(Predicted)
- Density
- 1.16 · 1.16±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 10 mg/mL · DMSO: >10mg/mL
- pka
- 8.2 · 8.20±0.20(Predicted)
- form
- powder
- color
- off-white to light brown
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
- InChI
- 1S/C18H21FN2O/c1-13-11-17(18(22)12-20-9-3-4-10-20)14(2)21(13)16-7-5-15(19)6-8-16/h5-8,11H,3-4,9-10,12H2,1-2H3
- InChIKey
- JUWDSDKJBMFLHE-UHFFFAOYSA-N
- SMILES
- FC1=CC=C(N2C(C)=CC(C(CN3CCCC3)=O)=C2C)C=C1
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Dam. 1 (100%)
Safety data
- wgk
- 3
- risk_code
- 41
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- Xi
- safety_code
- 61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H318
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionIU1 (314245-33-5) is a selective inhibitor of USP14 (IC50<4 μM). Enhances proteasome activity and substrate proteolysis.1,2 Inhibits Dengue virus replication.3 In prion-infected CAD5 cells activation of the ubiquitin proteasome system by IU1 is sufficient to induce clearance of polyubiquitinated substrates and reduce misfolded prion protein load.4 Attenuates ischemia/reperfusion-induced neuronal injury in a mouse model.5 Cell permeable.
UsesIU1 has been used for the inhibition of Ubiquitin Specific Peptidase 14 (USP14) in human neuroblastoma cells (SH-SY5Y) and in ubiquitin-rhodamine hydrolysis plate assay.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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