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Compound Detail

CHEMBL4440098

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CCS(=O)(=O)Cc1cnc(Oc2ccc(F)cc2F)c(-c2cc(C)c3c(=O)[nH]ccn23)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4440098
Phase Preclinical
Structure Type MOL
InChI Key UETQFSCWDMJWMM-UHFFFAOYSA-N
9
Targets
14
Activities
2
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

459.5
MW (Da)
4.00
ALogP
6
HBA
1
HBD
93.5
PSA (Ų)
0.47
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H19F2N3O4S
MW 459.47
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.23

Activity Summary

IC50 9 meas. best 8.66
Kd 5 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 3
CHEMBL1795186
 Kd 9.0 9.0 1.0 1
Bromodomain-containing protein 2
CHEMBL1293289
 Kd 8.89 8.89 1.3 1
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 8.8 8.66 1.6 2
Bromodomain testis-specific protein
CHEMBL1795185
 Kd 8.68 8.68 2.1 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 8.66 8.4225 2.2 4
MV4-11
CHEMBL613835
 IC50 8.62 8.62 2.4 1
Kasumi 1
CHEMBL613988
 IC50 8.13 8.13 7.4 1
MM1.S
CHEMBL4296471
 IC50 7.8 7.8 15.9 1
RS4-11
CHEMBL2366159
 IC50 7.66 7.66 22.1 1
Histone acetyltransferase p300
CHEMBL3784
 IC50 5.41 5.41 3857.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 884.0 ng.hr.mL-1 Rattus norvegicus
AUC 848.0 ng.hr.mL-1 Rattus norvegicus
AUC 1710.0 ng.hr.mL-1 Mus musculus
AUC 3270.0 ng.hr.mL-1 Mus musculus
CL 21.5 mL.min-1.kg-1 Rattus norvegicus
CL 15.3 mL.min-1.kg-1 Mus musculus
Cmax 346.05 nM Rattus norvegicus
Cmax 868.39 nM Mus musculus
F 34.7 % Rattus norvegicus
F 52.3 % Mus musculus
T1/2 1.383 hr Mus musculus
T1/2 0.54 hr Rattus norvegicus
T1/2 2.867 hr Homo sapiens
T1/2 3.6 hr Rattus norvegicus
T1/2 1.3 hr Rattus norvegicus
T1/2 1.3 hr Mus musculus
T1/2 0.9 hr Mus musculus
T1/2 1.39 hr Canis lupus familiaris
T1/2 0.8167 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 3 Kd = 1.0 nM 9.0 Binding affinity to human partial length BRD3 BD2 (G306 to P416 residues) expres... 32208600
Bromodomain-containing protein 2 Kd = 1.3 nM 8.89 Binding affinity to human partial length BRD2 BD2 isoform 1 (E348 to D455 residu... 32208600
Bromodomain-containing protein 4 Kd = 1.6 nM 8.8 Binding affinity to human partial length BRD4 bromodomain 2 long isoform (K333 t... 32208600
Bromodomain testis-specific protein Kd = 2.1 nM 8.68 Binding affinity to human partial length BRDT bromodomain 2 isoform b (K250 to E... 32208600
Bromodomain-containing protein 4 IC50 = 2.2 nM 8.66 Inhibition of SGRG-K(Ac)-GG-K(Ac)-GLG-K(Ac)-GGA-K(Ac)-RHRKVGG-K-Biotin binding t... 32208600
MV4-11 IC50 = 2.4 nM 8.62 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 32208600
Bromodomain-containing protein 4 IC50 = 2.6 nM 8.59 Inhibition of SGRG-K(Ac)-GG-K(Ac)-GLG-K(Ac)-GGA-K(Ac)-RHRKVGG-K-Biotin binding t... 32208600
Bromodomain-containing protein 4 IC50 = 2.6 nM 8.59 Inhibition of N-terminal 6His-tagged human BRD4 BD1 (49 to 170 residues) express... 34928151
Bromodomain-containing protein 4 Kd = 3.0 nM 8.52 Binding affinity to human partial length BRD4 bromodomain 1 long isoform (N44 to... 32208600
Kasumi 1 IC50 = 7.4 nM 8.13 Antiproliferative activity against human Kasumi-1 cells assessed as reduction in... 32208600
Bromodomain-containing protein 4 IC50 = 14.1 nM 7.85 Inhibitory Activity Assay of BRD4 Small Molecule Compounds: AlphaScreen kit (Per... -
MM1.S IC50 = 15.9 nM 7.8 Antiproliferative activity against human MM1S cells assessed as reduction in cel... 32208600
RS4-11 IC50 = 22.1 nM 7.66 Antiproliferative activity against human RS4:11 cells assessed as reduction in c... 32208600
Histone acetyltransferase p300 IC50 = 3857.0 nM 5.41 Inhibition of MSGRGK(Ac)-GGK(Ac)GLGK(Ac)GGAKRHR-biotin binding to EP300 (1040 to... 32208600

Literature References

PubMed DOI Target Context # Activities
32208600 10.1021/acs.jmedchem.9b01784 ADMET 27
32208600 10.1021/acs.jmedchem.9b01784 Bromodomain-containing protein 4 10
32208600 10.1021/acs.jmedchem.9b01784 MV4-11 4
32208600 10.1021/acs.jmedchem.9b01784 MM1.S 2
32208600 10.1021/acs.jmedchem.9b01784 Cytochrome P450 3A4 2
32208600 10.1021/acs.jmedchem.9b01784 RS4-11 2
32208600 10.1021/acs.jmedchem.9b01784 Kasumi 1 2
32208600 10.1021/acs.jmedchem.9b01784 Unchecked 2
32208600 10.1021/acs.jmedchem.9b01784 Bromodomain testis-specific protein 1
32208600 10.1021/acs.jmedchem.9b01784 Bromodomain-containing protein 3 1
32208600 10.1021/acs.jmedchem.9b01784 Bromodomain-containing protein 2 1
32208600 10.1021/acs.jmedchem.9b01784 Cytochrome P450 1A2 1
32208600 10.1021/acs.jmedchem.9b01784 Cytochrome P450 2C19 1
32208600 10.1021/acs.jmedchem.9b01784 Cytochrome P450 2C9 1
32208600 10.1021/acs.jmedchem.9b01784 Cytochrome P450 2D6 1
32208600 10.1021/acs.jmedchem.9b01784 Histone acetyltransferase p300 1
32208600 10.1021/acs.jmedchem.9b01784 Voltage-gated inwardly rectifying potassium channel KCNH2 1
34928151 10.1021/acs.jmedchem.1c01803 Bromodomain-containing protein 4 1
34928151 10.1021/acs.jmedchem.1c01803 Unchecked 1
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 1

Data from ChEMBL 36 via Core Engine