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Compound Detail

CHEMBL3968533

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CC(=O)N1CCc2c(c(Nc3ccc(-c4cnn(C)c4)cc3F)nn2[C@@H]2CCOC2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3968533
Phase Preclinical
Structure Type MOL
InChI Key NKOJNOBJGYTLLZ-QGZVFWFLSA-N
5
Targets
9
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
3.03
ALogP
7
HBA
1
HBD
77.2
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H25FN6O2
MW 424.48
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.91

Activity Summary

IC50 7 meas. best 7.7
EC50 2 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CREB-binding protein
CHEMBL5747
 IC50 7.7 7.55 20.0 2
Histone acetyltransferase p300
CHEMBL3784
 IC50 7.52 7.52 30.0 1
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 EC50 7.16 6.6 69.0 2
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 IC50 6.4 6.4 400.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 5.2 5.045 6250.0 2
Transcription initiation factor TFIID subunit 1
CHEMBL3217390
 IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 831980.8 ng.hr.mL-1 Mus musculus
CL 9.6 mL.min-1.kg-1 Mus musculus
Cmax 163000.0 nM Mus musculus
F 100.0 % Mus musculus
T1/2 2.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CREB-binding protein IC50 = 20.0 nM 7.7 Displacement of biotinylated ligand from recombinant His-tagged CBP (unknown ori... 27682507
Histone acetyltransferase p300 IC50 = 30.0 nM 7.52 Displacement of biotinylated ligand from recombinant His-tagged EP300 (unknown o... 27682507
CREB-binding protein IC50 = 40.0 nM 7.4 TR-FRET Binding Assay: His/Flag epitope tagged CBP was cloned, expressed, and pu... -
CREB-binding protein/Histone acetyltransferase p300 EC50 = 69.0 nM 7.16 Inhibition of CBP/EP300 in human MOLM16 cells assessed as decrease in MYC expres... 27682507
CREB-binding protein/Histone acetyltransferase p300 IC50 = 400.0 nM 6.4 Inhibition of Halo-tagged histone H3.3 binding to CBP/EP300 (unknown origin) exp... 27682507
CREB-binding protein/Histone acetyltransferase p300 EC50 = 910.0 nM 6.04 Inhibition of CBP/EP300 in human MV4-11 cells assessed as inhibition of MYC expr... 27682507
Bromodomain-containing protein 4 IC50 = 6250.0 nM 5.2 AlphaLisa Binding Assay: His/Flag epitope tagged BRD4 BD142-168 was cloned, expr... -
Transcription initiation factor TFIID subunit 1 IC50 = 12000.0 nM 4.92 Displacement of biotinylated ligand from recombinant His-tagged TAF1 bromodomain... 27682507
Bromodomain-containing protein 4 IC50 = 13000.0 nM 4.89 Displacement of biotinylated ligand from recombinant His-tagged BRD4 bromodomain... 27682507

Literature References

PubMed DOI Target Context # Activities
27682507 10.1021/acs.jmedchem.6b01022 NON-PROTEIN TARGET 18
27682507 10.1021/acs.jmedchem.6b01022 CREB-binding protein/Histone acetyltransferase p300 17
27682507 10.1021/acs.jmedchem.6b01022 ADMET 8
27682507 10.1021/acs.jmedchem.6b01022 Molecular identity unknown 4
27682507 10.1021/acs.jmedchem.6b01022 Mus musculus 2
27682507 10.1021/acs.jmedchem.6b01022 Cytochrome P450 3A4 2
27682507 10.1021/acs.jmedchem.6b01022 Transcription initiation factor TFIID subunit 1 2
27682507 10.1021/acs.jmedchem.6b01022 Bromodomain-containing protein 4 2
27682507 10.1021/acs.jmedchem.6b01022 Bromodomain-containing protein 8 1
27682507 10.1021/acs.jmedchem.6b01022 Cytochrome P450 2C9 1
27682507 10.1021/acs.jmedchem.6b01022 Cytochrome P450 1A2 1
27682507 10.1021/acs.jmedchem.6b01022 Histone acetyltransferase KAT2B 1
27682507 10.1021/acs.jmedchem.6b01022 Histone acetyltransferase KAT2A 1
27682507 10.1021/acs.jmedchem.6b01022 Chromatin remodeling regulator CECR2 1
27682507 10.1021/acs.jmedchem.6b01022 Peregrin 1
27682507 10.1021/acs.jmedchem.6b01022 Bromodomain-containing protein 9 1
27682507 10.1021/acs.jmedchem.6b01022 Nucleosome-remodeling factor subunit BPTF 1
27682507 10.1021/acs.jmedchem.6b01022 Bromodomain adjacent to zinc finger domain protein 2B 1
27682507 10.1021/acs.jmedchem.6b01022 Histone acetyltransferase p300 1
27682507 10.1021/acs.jmedchem.6b01022 CREB-binding protein 1

Data from ChEMBL 36 via Core Engine