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Compound Detail

CHEMBL4576854

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CC(C)(C)c1ccc(CN2CCN(S(=O)(=O)Nc3ccc(SCCc4ccccc4)cc3C(=O)O)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4576854
Phase Preclinical
Structure Type MOL
InChI Key WIWNZUYJVZDDEH-UHFFFAOYSA-N
14
Targets
20
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

567.8
MW (Da)
5.49
ALogP
5
HBA
2
HBD
90.0
PSA (Ų)
0.32
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H37N3O4S2
MW 567.78
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -1.47

Activity Summary

IC50 10 meas. best 4.72
Ki 8 meas. best 7.03
Kd 2 meas. best 6.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Ki 7.03 7.03 94.0 2
Bcl-2-related protein A1
CHEMBL6044
 Ki 7.0 6.7233 100.0 3
BCL2A1/BID
CHEMBL5169268
 Ki 6.19 6.19 645.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Kd 6.17 6.17 670.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist
CHEMBL3430886
 Ki 6.03 6.03 932.0 1
Bcl-2-related protein A1
CHEMBL6044
 Kd 5.9 5.9 1270.0 1
Unchecked
CHEMBL612545
 Ki 5.64 5.64 2280.0 1
K562
CHEMBL385
 IC50 4.72 4.72 18900.0 1
U-937
CHEMBL612794
 IC50 4.7 4.7 19900.0 1
Kasumi 1
CHEMBL613988
 IC50 4.69 4.69 20300.0 1
MV4-11
CHEMBL613835
 IC50 4.68 4.51 20800.0 2
Pfeiffer
CHEMBL4296489
 IC50 4.67 4.67 21320.0 1
RPMI-8226
CHEMBL614882
 IC50 4.67 4.67 21300.0 1
MM1.S
CHEMBL4296471
 IC50 4.49 4.49 32600.0 1
HL-60
CHEMBL383
 IC50 4.48 4.48 32800.0 1
Raji
CHEMBL614628
 IC50 4.29 4.29 51500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 94.0 nM 7.03 Displacement of fluorescent-labeled BID-BH3 peptide from His-tagged human MCL-1 ... 35385805
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 94.0 nM 7.03 Inhibition of N-terminal His6-tagged human Mcl1 expressed in Escherichia coli Ro... 31971799
Bcl-2-related protein A1 Ki = 100.0 nM 7.0 Displacement of fluorescent-labeled BID-BH3 peptide from His-tagged human BFL-1 ... 35385805
Bcl-2-related protein A1 Ki = 100.0 nM 7.0 Inhibition of N-terminal His6-tagged human Bfl-1 (1 to 151 residues), expressed ... 31971799
BCL2A1/BID Ki = 645.0 nM 6.19 Inhibition of BFL-1 (unknown origin)/ fluorescein-tagged Bid BH3 peptide (79 to ... 38913996
Bcl-2-related protein A1 Ki = 680.0 nM 6.17 Displacement of fluorescein tagged BID BH3 peptide from His-tagged recombinant B... 35385805
Induced myeloid leukemia cell differentiation protein Mcl-1 Kd = 670.0 nM 6.17 Binding affinity to immobilized biotin-labeled and N-terminal His6-tagged human ... 31971799
Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist Ki = 932.0 nM 6.03 Inhibition of MCL-1 (unknown origin)/FAM-BID (unknown origin) interaction measur... 38913996
Bcl-2-related protein A1 Kd = 1270.0 nM 5.9 Binding affinity to immobilized biotin-labeled and N-terminal His6-tagged human ... 31971799
Unchecked Ki = 2280.0 nM 5.64 Displacement of fluorescein tagged BID BH3 peptide from His-tagged recombinant B... 35385805
K562 IC50 = 18900.0 nM 4.72 Growth inhibition of human K562 cells incubated for 4 days by WST assay 35385805
U-937 IC50 = 19900.0 nM 4.7 Growth inhibition of human U-937 cells incubated for 4 days by WST assay 35385805
Kasumi 1 IC50 = 20300.0 nM 4.69 Growth inhibition of human Kasumi 1 cells incubated for 4 days by WST assay 35385805
MV4-11 IC50 = 20800.0 nM 4.68 Growth inhibition of human MV4-11 cells incubated for 4 days by WST assay 35385805
Pfeiffer IC50 = 21320.0 nM 4.67 Antiproliferative activity against human Pfeiffer cells expressing high BCL-2/BF... 38913996
RPMI-8226 IC50 = 21300.0 nM 4.67 Growth inhibition of human RPMI-8226 cells incubated for 4 days by WST assay 35385805
MM1.S IC50 = 32600.0 nM 4.49 Growth inhibition of human MM1.S cells incubated for 4 days by WST assay 35385805
HL-60 IC50 = 32800.0 nM 4.48 Growth inhibition of human HL-60 cells incubated for 4 days by WST assay 35385805
MV4-11 IC50 = 46160.0 nM 4.34 Antiproliferative activity against human MV4-11 cells expressing high BCL-2 asse... 38913996
Raji IC50 = 51500.0 nM 4.29 Growth inhibition of human Raji cells incubated for 4 days by WST assay 35385805

Literature References

PubMed DOI Target Context # Activities
31971799 10.1021/acs.jmedchem.9b01442 Bcl-2-related protein A1 7
31971799 10.1021/acs.jmedchem.9b01442 Induced myeloid leukemia cell differentiation protein Mcl-1 7
35385805 10.1016/j.ejmech.2022.114327 U-937 4
31971799 10.1021/acs.jmedchem.9b01442 Apoptosis regulator Bcl-2 3
31971799 10.1021/acs.jmedchem.9b01442 Bcl-2-like protein 1 3
35385805 10.1016/j.ejmech.2022.114327 Bcl-2-related protein A1 2
35385805 10.1016/j.ejmech.2022.114327 Unchecked 2
38913996 10.1021/acs.jmedchem.4c00291 Unchecked 2
38913996 10.1021/acs.jmedchem.4c00291 Pfeiffer 1
38913996 10.1021/acs.jmedchem.4c00291 MV4-11 1
38913996 10.1021/acs.jmedchem.4c00291 Induced myeloid leukemia cell differentiation protein Mcl-1/BH3-interacting domain death agonist 1
38913996 10.1021/acs.jmedchem.4c00291 BCL2A1/BID 1
35385805 10.1016/j.ejmech.2022.114327 Raji 1
35385805 10.1016/j.ejmech.2022.114327 HL-60 1
35385805 10.1016/j.ejmech.2022.114327 RPMI-8226 1
35385805 10.1016/j.ejmech.2022.114327 MV4-11 1
35385805 10.1016/j.ejmech.2022.114327 K562 1
35385805 10.1016/j.ejmech.2022.114327 Kasumi 1 1
35385805 10.1016/j.ejmech.2022.114327 Induced myeloid leukemia cell differentiation protein Mcl-1 1
35385805 10.1016/j.ejmech.2022.114327 MM1.S 1

Data from ChEMBL 36 via Core Engine