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Compound Detail

CHEMBL4208820

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CNC(=O)c1ccc(-c2cc3cccc(-c4nn(C5CCOCC5)c5c4CN(C(C)=O)CC5)c3cn2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4208820
Phase Preclinical
Structure Type MOL
InChI Key MUJXZEDIWKGKQD-UHFFFAOYSA-N
23
Targets
32
Activities
3
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

510.6
MW (Da)
3.78
ALogP
7
HBA
1
HBD
102.2
PSA (Ų)
0.45
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H30N6O3
MW 510.60
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -1.11

Activity Summary

Kd 24 meas. best 9.92
IC50 7 meas. best 9.0
EC50 1 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone acetyltransferase p300
CHEMBL3784
 Kd 9.92 9.92 0.1 1
CREB-binding protein
CHEMBL5747
 Kd 9.64 9.64 0.2 1
CREB-binding protein
CHEMBL5747
 IC50 9.0 8.96 1.0 2
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 EC50 7.75 7.75 18.0 1
MOLM-13
CHEMBL3706572
 IC50 6.56 6.56 278.0 1
HL-60
CHEMBL383
 IC50 6.36 6.36 433.0 1
MV4-11
CHEMBL613835
 IC50 5.99 5.99 1013.0 1
Bromodomain-containing protein 3
CHEMBL1795186
 Kd 5.96 5.585 1100.0 2
Bromodomain testis-specific protein
CHEMBL1795185
 Kd 5.92 5.68 1200.0 2
Bromodomain and WD repeat-containing protein 1
CHEMBL3351192
 Kd 5.92 5.92 1200.0 1
Transcription initiation factor TFIID subunit 1
CHEMBL3217390
 Kd 5.89 5.89 1300.0 1
Transcription intermediary factor 1-alpha
CHEMBL3108638
 Kd 5.85 5.56 1400.0 2
Bromodomain-containing protein 2
CHEMBL1293289
 Kd 5.75 5.42 1800.0 2
Bromodomain-containing protein 7
CHEMBL3085622
 Kd 5.75 5.75 1800.0 1
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
 Kd 5.72 5.72 1900.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 5.7 5.5133 2000.0 3
Bromodomain adjacent to zinc finger domain protein 2A
CHEMBL3108642
 Kd 5.55 5.55 2800.0 1
Transcription initiation factor TFIID subunit 1-like
CHEMBL3108641
 Kd 5.5 5.5 3200.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 5.5 5.5 3200.0 1
Bromodomain-containing protein 9
CHEMBL3108640
 Kd 5.47 5.47 3400.0 1
Bromodomain-containing protein 1
CHEMBL2176774
 Kd 5.33 5.33 4700.0 1
Bromodomain and PHD finger-containing protein 3
CHEMBL3108644
 Kd 5.27 5.27 5400.0 1
Peregrin
CHEMBL3132741
 Kd 5.12 5.12 7600.0 1
Protein polybromo-1
CHEMBL1795184
 Kd 5.09 5.09 8100.0 1
RS4-11
CHEMBL2366159
 IC50 5.08 5.08 8284.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.0 mL.min-1.kg-1 Mus musculus
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
CL 9.3 mL.min-1.kg-1 Homo sapiens
CL 21.0 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.0 mL.min-1.kg-1 Homo sapiens
CL 18.0 mL.min-1.kg-1 Mus musculus
F 50.0 % 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
Histone acetyltransferase p300 Kd = 0.12 nM 9.92 Binding affinity to human partial length EP300 (A1040 to G1161 residues) express... 29169673
CREB-binding protein Kd = 0.23 nM 9.64 Binding affinity to human partial length CREBBP (R1081 to G1197 residues) expres... 29169673
CREB-binding protein IC50 = 0.997 nM 9.0 TR-FRET Binding Assay: His/Flag epitope tagged CBP was cloned, expressed, and pu... -
CREB-binding protein IC50 = 1.2 nM 8.92 Inhibition of recombinant His-tagged CBP (unknown origin) by TR-FRET assay 29169673
CREB-binding protein/Histone acetyltransferase p300 EC50 = 18.0 nM 7.75 Inhibition of P300/CBP in human MV4-11 cells assessed as downregulation of MYC e... 29169673
MOLM-13 IC50 = 278.0 nM 6.56 Cytotoxicity against human MOLM-13 cells assessed as inhibition of cell growth i... 37276143
HL-60 IC50 = 433.0 nM 6.36 Cytotoxicity against human HL-60 cells assessed as inhibition of cell growth inc... 37276143
MV4-11 IC50 = 1013.0 nM 5.99 Cytotoxicity against human MV4-11 cells assessed as inhibition of cell growth in... 37276143
Bromodomain-containing protein 3 Kd = 1100.0 nM 5.96 Binding affinity to human partial length BRD3 bromodomain 1 (P24 to E144 residue... 29169673
Bromodomain testis-specific protein Kd = 1200.0 nM 5.92 Binding affinity to human partial length BRDT bromodomain 1 isoform b (N21 to E1... 29169673
Bromodomain and WD repeat-containing protein 1 Kd = 1200.0 nM 5.92 Binding affinity to human partial length WDR9 bromodomain 2 (A1310 to E1430 resi... 29169673
Transcription initiation factor TFIID subunit 1 Kd = 1300.0 nM 5.89 Binding affinity to human partial length TAF1 bromodomain 2 (D1521 to D1656 resi... 29169673
Transcription intermediary factor 1-alpha Kd = 1400.0 nM 5.85 Binding affinity to human partial length TRIM24 (G862 to E980 residues) expresse... 29169673
Bromodomain-containing protein 7 Kd = 1800.0 nM 5.75 Binding affinity to human partial length BRD7 (L125 to R254 residues) expressed ... 29169673
Bromodomain-containing protein 2 Kd = 1800.0 nM 5.75 Binding affinity to human partial length BRD2 bromodomain 1 long isoform (K71 to... 29169673
Bromodomain adjacent to zinc finger domain protein 2B Kd = 1900.0 nM 5.72 Binding affinity to human partial length BAZ2B (S2054 to S2168 residues) express... 29169673
Bromodomain-containing protein 4 Kd = 2000.0 nM 5.7 Binding affinity to full length BRD4 short isoform (unknown origin) by BROMOscan... 29169673
Bromodomain-containing protein 4 Kd = 2100.0 nM 5.68 Binding affinity to human partial length BRD4 bromodomain 1 long isoform (N44 to... 29169673
Bromodomain adjacent to zinc finger domain protein 2A Kd = 2800.0 nM 5.55 Binding affinity to human partial length BAZ2A (M1792 to L1905 residues) express... 29169673
Bromodomain-containing protein 4 IC50 = 3200.0 nM 5.5 Inhibition of BRD4 bromodomain 1 (unknown origin) by TR-FRET assay 29169673

Literature References

PubMed DOI Target Context # Activities
29169673 10.1016/j.bmcl.2017.11.025 Unchecked 10
29169673 10.1016/j.bmcl.2017.11.025 ADMET 10
29169673 10.1016/j.bmcl.2017.11.025 Bromodomain-containing protein 4 5
29169673 10.1016/j.bmcl.2017.11.025 Mus musculus 4
29169673 10.1016/j.bmcl.2017.11.025 Bromodomain testis-specific protein 3
37276143 10.1021/acs.jmedchem.3c00492 HL-60 3
29169673 10.1016/j.bmcl.2017.11.025 Bromodomain-containing protein 3 3
37276143 10.1021/acs.jmedchem.3c00492 RS4-11 3
29169673 10.1016/j.bmcl.2017.11.025 Bromodomain-containing protein 2 3
29169673 10.1016/j.bmcl.2017.11.025 CREB-binding protein 2
29169673 10.1016/j.bmcl.2017.11.025 Protein polybromo-1 2
29169673 10.1016/j.bmcl.2017.11.025 Transcription intermediary factor 1-alpha 2
29169673 10.1016/j.bmcl.2017.11.025 Bromodomain-containing protein 8 2
37276143 10.1021/acs.jmedchem.3c00492 MOLM-13 2
- 10.6019/CHEMBL5724709 Fibroblast 2
37276143 10.1021/acs.jmedchem.3c00492 MV4-11 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
29169673 10.1016/j.bmcl.2017.11.025 CREB-binding protein/Histone acetyltransferase p300 1

Data from ChEMBL 36 via Core Engine