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Compound Detail

CHEMBL4742712

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O=C1CCC(N2Cc3cc(CNC(=O)C(F)(F)c4ccc(Cl)cc4)ccc3C2=O)C(=O)N1

Basic Information

ChEMBL ID CHEMBL4742712
Phase Preclinical
Structure Type MOL
InChI Key PWBHUSLMHZLGRN-UHFFFAOYSA-N
9
Targets
11
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

461.9
MW (Da)
2.51
ALogP
4
HBA
2
HBD
95.6
PSA (Ų)
0.67
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C22H18ClF2N3O4
MW 461.85
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.51

Activity Summary

IC50 6 meas. best 10.0
EC50 5 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RS4-11
CHEMBL2366159
IC50 10.0 10.0 0.1 1
Bone marrow cell
CHEMBL4296515
EC50 8.22 8.22 6.0 1
Protein cereblon/GSPT1
CHEMBL4296168
EC50 8.05 7.52 9.0 3
OCI-AML2
CHEMBL2366220
IC50 8.0 8.0 10.0 1
U-266
CHEMBL2366315
IC50 7.4 7.4 40.0 1
MV4-11
CHEMBL613835
EC50 7.21 7.21 62.0 1
Protein cereblon/DNA damage-binding protein 1
CHEMBL4630734
IC50 6.08 6.08 824.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 5.82 5.82 1530.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.28 5.28 5300.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 67.9 mL.min-1.kg-1 Mus musculus
CL 28.3 mL.min-1.kg-1 Rattus norvegicus
CL 6.0 mL.min-1.kg-1 Macaca fascicularis
CL 6.96 L/hr Homo sapiens
MRT 0.24 hr Mus musculus
MRT 1.3 hr Rattus norvegicus
MRT 4.0 hr Macaca fascicularis
T1/2 9.3 hr Homo sapiens
Vd 61.69 l Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
33591756 10.1021/acs.jmedchem.0c01489 Protein cereblon/GSPT1 16
33591756 10.1021/acs.jmedchem.0c01489 ADMET 13
- 10.6019/CHEMBL5303304 U2OS 7
- 10.6019/CHEMBL5303304 Fibroblast 6
34042448 10.1021/acs.jmedchem.0c01313 ADMET 5
- 10.6019/CHEMBL5303304 HEK-293T 5
34042448 10.1021/acs.jmedchem.0c01313 Protein cereblon/GSPT1 4
33591756 10.1021/acs.jmedchem.0c01489 HL-60 2
33591756 10.1021/acs.jmedchem.0c01489 Unchecked 2
38795517 10.1016/j.ejmech.2024.116524 Eukaryotic peptide chain release factor GTP-binding subunit ERF3A 2
33591756 10.1021/acs.jmedchem.0c01489 ATP-binding cassette sub-family C member 2 1
33591756 10.1021/acs.jmedchem.0c01489 Muscarinic acetylcholine receptor M1 1
37418973 10.1016/j.ejmech.2023.115580 Protein cereblon/GSPT1 1
33591756 10.1021/acs.jmedchem.0c01489 Solute carrier organic anion transporter family member 1B1 1
33591756 10.1021/acs.jmedchem.0c01489 Organic anion transporter 3 1
33591756 10.1021/acs.jmedchem.0c01489 Solute carrier family 22 member 6 1
33591756 10.1021/acs.jmedchem.0c01489 Cytochrome P450 2C19 1
33591756 10.1021/acs.jmedchem.0c01489 Cytochrome P450 2C9 1
33591756 10.1021/acs.jmedchem.0c01489 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33591756 10.1021/acs.jmedchem.0c01489 Protein cereblon/Aiolos 1

Data from ChEMBL 36 via Core Engine