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Compound Detail

CHEMBL4557050

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COc1cc(OC)c2c(=O)cc(-c3cc(C)c(OC[C@H](O)CN4CCN(C)CC4)c(C)c3)oc2c1

Basic Information

ChEMBL ID CHEMBL4557050
Phase Preclinical
Structure Type MOL
InChI Key UDPXIEUTIPNLKC-HXUWFJFHSA-N
4
Targets
28
Activities
2
Assay Types
12
PK Parameters
17
Publications
0
Known Names

Molecular Properties

482.6
MW (Da)
3.08
ALogP
8
HBA
1
HBD
84.6
PSA (Ų)
0.52
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H34N2O6
MW 482.58
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.02

Activity Summary

IC50 20 meas. best 7.08
Kd 8 meas. best 7.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 4
CHEMBL1163125
IC50 7.08 6.34 84.0 8
Bromodomain-containing protein 4
CHEMBL1163125
Kd 7.08 6.61 84.0 2
Bromodomain-containing protein 2
CHEMBL1293289
IC50 6.05 6.045 886.0 4
Bromodomain-containing protein 2
CHEMBL1293289
Kd 6.05 6.045 886.0 2
Bromodomain-containing protein 3
CHEMBL1795186
IC50 5.6 5.555 2495.0 4
Bromodomain-containing protein 3
CHEMBL1795186
Kd 5.6 5.555 2495.0 2
Bromodomain testis-specific protein
CHEMBL1795185
IC50 5.5 5.475 3176.0 4
Bromodomain testis-specific protein
CHEMBL1795185
Kd 5.5 5.475 3176.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 7033.0 ng.hr.mL-1 Rattus norvegicus
AUC 4966.0 ng.hr.mL-1 Rattus norvegicus
CL 24.67 mL.min-1.kg-1 Rattus norvegicus
CL 25.0 mL.min-1.g-1 Mus musculus
CL 5.6 mL.min-1.g-1 Homo sapiens
Cmax 4330.89 nM Rattus norvegicus
Cmax 1254.71 nM Rattus norvegicus
F 35.3 % Rattus norvegicus
Fu 0.12 - Mus musculus
Fu 0.17 - Homo sapiens
T1/2 4.1 hr Rattus norvegicus
T1/2 2.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 4 IC50 = 84.0 nM 7.08 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 4 Kd = 84.0 nM 7.08 Binding affinity to recombinant BRD4 BD1 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 4 IC50 = 84.0 nM 7.08 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 4 IC50 = 280.0 nM 6.55 Inhibition of BRD4 in poly(I:C)-stimulated human SAECs TLR3-inducible CIG5 gene ... 32255647
Bromodomain-containing protein 4 IC50 = 310.0 nM 6.51 Inhibition of BRD4 in poly(I:C)-stimulated human SAECs TLR3-inducible IL-6 gene ... 32255647
Bromodomain-containing protein 4 IC50 = 720.0 nM 6.14 Binding affinity to BRD4 BD2 (unknown origin) by fluorescence anisotropy method 34236185
Bromodomain-containing protein 4 IC50 = 718.0 nM 6.14 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 4 IC50 = 718.0 nM 6.14 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 4 Kd = 718.0 nM 6.14 Binding affinity to recombinant BRD4 BD2 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 2 IC50 = 886.0 nM 6.05 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 2 IC50 = 886.0 nM 6.05 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 2 Kd = 886.0 nM 6.05 Binding affinity to recombinant BRD2 BD1 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 2 IC50 = 914.0 nM 6.04 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 2 IC50 = 914.0 nM 6.04 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 2 Kd = 914.0 nM 6.04 Binding affinity to recombinant BRD2 BD2 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 3 IC50 = 2495.0 nM 5.6 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 3 Kd = 2495.0 nM 5.6 Binding affinity to recombinant BRD3 BD2 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 3 IC50 = 2495.0 nM 5.6 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -
Bromodomain-containing protein 3 Kd = 3122.0 nM 5.51 Binding affinity to recombinant BRD3 BD1 (unknown origin) incubated for 1 hr by ... 32255647
Bromodomain-containing protein 3 IC50 = 3122.0 nM 5.51 Plate-Based Time-Resolved Fluorescence Energy Transfer (TR-FRET) Assays: Determi... -

Literature References

PubMed DOI Target Context # Activities
32255647 10.1021/acs.jmedchem.0c00035 Mus musculus 24
32255647 10.1021/acs.jmedchem.0c00035 ADMET 12
32255647 10.1021/acs.jmedchem.0c00035 Bromodomain-containing protein 4 7
32255647 10.1021/acs.jmedchem.0c00035 Bromodomain-containing protein 2 2
34236185 10.1021/acs.jmedchem.1c00933 Bromodomain-containing protein 4 2
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 3A4 2
32255647 10.1021/acs.jmedchem.0c00035 Bromodomain testis-specific protein 2
32255647 10.1021/acs.jmedchem.0c00035 Bromodomain-containing protein 3 2
32255647 10.1021/acs.jmedchem.0c00035 No relevant target 1
32255647 10.1021/acs.jmedchem.0c00035 CREB-binding protein 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 1A2 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 2C9 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 2D6 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 2C19 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 2C8 1
32255647 10.1021/acs.jmedchem.0c00035 Cytochrome P450 2B6 1
32255647 10.1021/acs.jmedchem.0c00035 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine