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ChemicalBook--->CAS DataBase List--->1884712-47-3

1884712-47-3

1884712-47-3 Structure

1884712-47-3 Structure
IdentificationBack Directory
[Name]

cpi-637
[CAS]

1884712-47-3
[Synonyms]

CPI-637 >=98% (HPLC)
CPI-637;CPI 637;CPI637
2H-1,5-Benzodiazepin-2-one, 1,3,4,5-tetrahydro-4-methyl-6-[1-methyl-3-(1-methyl-1H-pyrazol-4-yl)-1H-indazol-5-yl]-, (4R)-
[Molecular Formula]

C22H22N6O
[MDL Number]

MFCD30489741
[MOL File]

1884712-47-3.mol
[Molecular Weight]

386.45
Chemical PropertiesBack Directory
[Boiling point ]

689.2±55.0 °C(Predicted)
[density ]

1.38±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

insoluble in EtOH; insoluble in H2O; ≥19.3 mg/mL in DMSO with gentle warming
[form ]

solid
[pka]

14.62±0.40(Predicted)
[color ]

White to off-white
[Optical Rotation]

[α]/D -39 to -49°, c =1.0 in chloroform-d
[InChI]

InChI=1S/C22H22N6O/c1-13-9-20(29)25-18-6-4-5-16(22(18)24-13)14-7-8-19-17(10-14)21(26-28(19)3)15-11-23-27(2)12-15/h4-8,10-13,24H,9H2,1-3H3,(H,25,29)/t13-/m1/s1
[InChIKey]

BFTKDWYIRJGJCA-CYBMUJFWSA-N
[SMILES]

N1C2=CC=CC(C3C=CC4=C(C=3)C(C3=CN(C)N=C3)=NN4C)=C2N[C@H](C)CC1=O
Hazard InformationBack Directory
[Description]

CPI-637 is an inhibitor of cyclic-AMP response element binding protein (CBP) and adenoviral E1A binding protein of 300 kDa (EP300), a homologous pair of bromodomain-containing proteins (IC50s = 30 and 51 nM in a time-resolved-FRET (TR-FRET) assay). It is selective for CBP and EP300 over the BET family of bromodomains (IC50s = >10 μM), however, CPI-637 is active at bromodomain BRD9 (IC50 = 0.73 μM). CPI-637 also inhibits MYC expression (EC50 = 0.6 μM) in AMO-1 cells.
[Uses]

CPI-637 is a selective and potent CBP/EP300 bromodomain inhibitor with IC50 values of 0.03 μM, 0.051 μM and 11.0 μM for CBP, EP300 and BRD4 BD-1, respectively, and an EC50 of 0.3 μM for CBP[1].
[in vitro]

previous study found that cpi-637 was potent against ep300, and its opposite enantiomer showed a over 200-fold loss in potency. moreover, the biochemical potency of cpi-637 translated well into cells with cbp bret ec50 of 0.3 μm, and cpi-637 demonstrated a more than 700-fold selectivity over the bet family of bromodomains. in addition, cpi-637 was also highly selective against other bromodomains, showing substantial biochemical activity only against brd9. furthermore, it was found that cpi-637 was able to inhibit the expression of myc with an ec50 of 0.60 μm in a cellular assay,. [1].
[IC 50]

0.03 and 11.0 μm for cbp/ep300 and brd4, respectively.
[storage]

Store at -20°C
[References]

[1] taylor, a. m. et al. fragment-based discovery of a selective and cell-active benzodiazepinone cbp/ep300 bromodomain inhibitor (cpi-637). acs medicinal chemistry letters 7, 531-536, doi:10.1021/acsmedchemlett.6b00075 (2016).
Spectrum DetailBack Directory
[Spectrum Detail]

cpi-637(1884712-47-3)1HNMR
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