Basic information
- Standard SMILES
COc1ccc(Nc2nc(N)nc(CN3CCCCC3)n2)cc1- InChIKey
PVHJDJWPRZUURH-UHFFFAOYSA-N- Molecular formula
- C16H22N6O
- Average molar mass
- 314.39 g/mol
Overview
N2-(4-methoxyphenyl)-6-(1-piperidinylmethyl)-1,3,5-triazine-2,4-diamine is a substituted aniline and a member of methoxybenzenes.
Names & identifiers
- Preferred name
- N2-(4-methoxyphenyl)-6-(1-piperidinylmethyl)-1,3,5-triazine-2,4-diamine
- IUPAC
- 2-N-(4-methoxyphenyl)-6-(piperidin-1-ylmethyl)-1,3,5-triazine-2,4-diamine
- English name
- BRD32048
- Molecular formula
- C16H22N6O
- Molecular weight
- 314.39
Names & synonyms
Show more names
Database identifiers
- CAS
433694-46-3- ChEBI
CHEBI:94308
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 89.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 343
Physicochemical properties
- Boiling point
- 545.3 · 545.3±60.0 °C(Predicted)
- Density
- 1.268 · 1.268±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 2 mg/ml
- form
- A crystalline solid
- pka
- 7.87 · 7.87±0.10(Predicted)
- color
- White to off-white
- InChI
- 1S/C16H22N6O/c1-23-13-7-5-12(6-8-13)18-16-20-14(19-15(17)21-16)11-22-9-3-2-4-10-22/h5-8H,2-4,9-11H2,1H3,(H3,17,18,19,20,21)
- InChIKey
- PVHJDJWPRZUURH-UHFFFAOYSA-N
- SMILES
- NC1=NC(NC2=CC=C(OC)C=C2)=NC(CN3CCCCC3)=N1
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionETS variant 1 (ETV1) is a transcription factor oncogene implicated in several cancers where it has been altered by chromosomal translocation, gene amplification, or lineage dysregulation. The ETV1 transcription factor is phosphorylated downstream of MAPK signaling and is acetylated at lysines 33 and 116 by the histone acetyltransferase p300. Both of these events increase the protein half-life of ETV1 and enhance its transcriptional activity. BRD32048 is a substituted [1,3,5]triazine derivative that inhibits ETV1 transcriptional activity by binding to ETV1 (KD = 17.1 μM in vitro), which reduces p300-dependent acetylation and stability of ETV1 and, thereby, promotes its degradation. At 20-100 μM, BRD32048 can dose-dependently prevent invasion of ETV1-reliant cancer cells in in vitro models.
UsesBRD32048 is a direct binder of ETV1 with a KD of 17.1 μM. BRD32048 modulates both ETV1-mediated transcriptional activity and invasion of ETV1-driven cancer cells. BRD32048 inhibits ETV1 acetylation and promotes its degradation. BRD32048 acts as a top candidate ETV1 perturbagen[1].
Suppliers24 total
Additional notes
DefinitionChEBI: N2-(4-methoxyphenyl)-6-(1-piperidinylmethyl)-1,3,5-triazine-2,4-diamine is a member of methoxybenzenes and a substituted aniline.
Related reactions
No reaction records under the current filter.
Linked notes
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