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Compound Detail

CHEMBL5182175

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COc1ccc(NC(=O)N2CCc3c(sc(NC(=O)c4cnn(C)c4)c3C#N)C2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5182175
Phase Preclinical
Structure Type MOL
InChI Key WVYHDFDOBCBKGI-UHFFFAOYSA-N
5
Targets
8
Activities
2
Assay Types
14
PK Parameters
11
Publications
0
Known Names

Molecular Properties

436.5
MW (Da)
3.20
ALogP
7
HBA
2
HBD
112.3
PSA (Ų)
0.65
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20N6O3S
MW 436.50
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -2.60

Activity Summary

IC50 6 meas. best 6.96
Kd 2 meas. best 6.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HOS
CHEMBL614736
 IC50 6.96 6.96 110.0 1
143B
CHEMBL614508
 IC50 6.72 6.5467 190.0 3
Signal transducer and activator of transcription 3
CHEMBL4026
 Kd 6.34 6.18 460.0 2
MG-63
CHEMBL614347
 IC50 6.26 6.26 550.0 1
Unchecked
CHEMBL612545
 IC50 4.9 4.9 12600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 428.3 ng.hr.mL-1 Rattus norvegicus
AUC 5721.87 ng.hr.mL-1 Rattus norvegicus
AUC 530.69 ng.hr.mL-1 Rattus norvegicus
AUC 5753.32 ng.hr.mL-1 Rattus norvegicus
CL 2.91 mL.min-1.kg-1 Rattus norvegicus
Cmax 98.21 nM Rattus norvegicus
Cmax 8458.19 nM Rattus norvegicus
F 0.75 % Rattus norvegicus
MRT 12.06 hr Rattus norvegicus
MRT 2.29 hr Rattus norvegicus
T1/2 7.94 hr Rattus norvegicus
T1/2 4.16 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus
Vd 0.4 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HOS IC50 = 110.0 nM 6.96 Antiproliferative activity against human HOS cells assessed as inhibition of cel... 35476936
143B IC50 = 190.0 nM 6.72 Antiinvasive activity against human 143B cells assessed as reduction in cell inv... 35476936
143B IC50 = 250.0 nM 6.6 Antiproliferative activity against human 143B cells assessed as inhibition of ce... 35476936
Signal transducer and activator of transcription 3 Kd = 460.0 nM 6.34 Binding affinity to His-tagged STAT3 (127 to 722 residues) (unknown origin) incu... 35476936
143B IC50 = 480.0 nM 6.32 Antimigratory activity against human 143B cells assessed as reduction in cell mi... 35476936
MG-63 IC50 = 550.0 nM 6.26 Antiproliferative activity against human MG-63 cells assessed as inhibition of c... 35476936
Signal transducer and activator of transcription 3 Kd = 960.0 nM 6.02 Binding affinity to His-tagged STAT3-SH2 domain (586 to 685 residues) (unknown o... 35476936
Unchecked IC50 = 12600.0 nM 4.9 Cytotoxicity against hFOB 1.19 cells assessed as inhibition of cell growth incub... 35476936

Literature References

PubMed DOI Target Context # Activities
35476936 10.1021/acs.jmedchem.2c00004 143B 25
35476936 10.1021/acs.jmedchem.2c00004 ADMET 21
35476936 10.1021/acs.jmedchem.2c00004 Signal transducer and activator of transcription 3 8
35476936 10.1021/acs.jmedchem.2c00004 Unchecked 6
35476936 10.1021/acs.jmedchem.2c00004 Tyrosine-protein kinase JAK1 1
35476936 10.1021/acs.jmedchem.2c00004 HOS 1
35476936 10.1021/acs.jmedchem.2c00004 MG-63 1
35476936 10.1021/acs.jmedchem.2c00004 Tyrosine-protein kinase JAK2 1
35476936 10.1021/acs.jmedchem.2c00004 Tyrosine-protein kinase JAK3 1
35476936 10.1021/acs.jmedchem.2c00004 Proto-oncogene tyrosine-protein kinase Src 1
35476936 10.1021/acs.jmedchem.2c00004 Epidermal growth factor receptor 1

Data from ChEMBL 36 via Core Engine