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Compound Detail

CHEMBL5073858

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COc1cccc(-c2nc3sccn3c2-c2ccnc(NCCNS(=O)(=O)c3ccc(C(F)(F)F)cc3)n2)c1

Basic Information

ChEMBL ID CHEMBL5073858
Phase Preclinical
Structure Type MOL
InChI Key ZDXCHNZCVKMKQZ-UHFFFAOYSA-N
31
Targets
36
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

574.6
MW (Da)
4.94
ALogP
9
HBA
2
HBD
110.5
PSA (Ų)
0.24
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H21F3N6O3S2
MW 574.61
Aromatic Rings 5
Heavy Atoms 39
NP-Likeness -1.97

Activity Summary

IC50 36 meas. best 7.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 14
CHEMBL260
IC50 7.01 7.01 98.0 1
Serine/threonine-protein kinase B-raf
CHEMBL5145
IC50 7.01 6.585 98.0 6
Mitogen-activated protein kinase 11
CHEMBL3961
IC50 6.92 6.92 120.0 1
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
IC50 6.85 6.85 142.0 1
Mitogen-activated protein kinase 8
CHEMBL2276
IC50 6.38 6.38 420.0 1
UACC-62
CHEMBL614610
IC50 6.32 6.32 480.0 1
Panel leukemia (Carcinoma cell lines)
CHEMBL614083
IC50 6.29 6.29 510.0 1
M14
CHEMBL614317
IC50 6.16 6.16 690.0 1
Panel prostate (Carcinoma cell lines)
CHEMBL614692
IC50 6.05 6.05 900.0 1
Panel breast (Carcinoma cell lines)
CHEMBL614362
IC50 5.93 5.93 1170.0 1
SK-MEL-5
CHEMBL614922
IC50 5.91 5.91 1240.0 1
MDA-MB-435
CHEMBL614697
IC50 5.84 5.84 1440.0 1
Panel renal (Carcinoma cell lines)
CHEMBL612516
IC50 5.75 5.75 1760.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 5.66 5.66 2170.0 1
Panel melanoma (Carcinoma cell lines)
CHEMBL612280
IC50 5.65 5.65 2240.0 1
Malme-3M
CHEMBL614021
IC50 5.63 5.63 2350.0 1
NSCLC
CHEMBL612554
IC50 5.56 5.56 2760.0 1
Panel colon (Carcinoma cell lines)
CHEMBL614467
IC50 5.56 5.56 2750.0 1
Panel CNS (Carcinoma cell lines)
CHEMBL614459
IC50 5.56 5.56 2730.0 1
SK-MEL-2
CHEMBL614917
IC50 5.52 5.52 3040.0 1
LOX IMVI
CHEMBL614096
IC50 5.49 5.49 3260.0 1
SK-MEL-28
CHEMBL614919
IC50 5.43 5.43 3680.0 1
Panel ovarian (Carcinoma cell lines)
CHEMBL615007
IC50 5.42 5.42 3850.0 1
UACC-257
CHEMBL612796
IC50 5.36 5.36 4410.0 1
Homeodomain-interacting protein kinase 1
CHEMBL5427
IC50 5.34 5.34 4580.0 1
Mitogen-activated protein kinase kinase kinase 20
CHEMBL3886
IC50 5.09 5.09 8110.0 1
BDNF/NT-3 growth factors receptor
CHEMBL4898
IC50 5.03 5.03 9250.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 5.01 5.01 9850.0 1
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 4.81 4.81 15560.0 1
BJ
CHEMBL614358
IC50 4.21 4.21 62360.0 1
L132
CHEMBL613999
IC50 4.13 4.13 74510.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase 14 IC50 = 98.0 nM 7.01 Inhibition of MAPK14 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
Serine/threonine-protein kinase B-raf IC50 = 98.1 nM 7.01 Inhibition of human BRAF V600E mutant using myelin basic protein as substrate in... 33999621
Serine/threonine-protein kinase B-raf IC50 = 98.0 nM 7.01 Kinase Hotspot Assay: Reaction biology kinase hotspot service (http://www.reacti... -
Serine/threonine-protein kinase B-raf IC50 = 98.0 nM 7.01 Enzymatic Activity Assay: Reaction biology kinase hotspot service (http://www.re... -
Mitogen-activated protein kinase 11 IC50 = 120.0 nM 6.92 Inhibition of MAPK11 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
RAF proto-oncogene serine/threonine-protein kinase IC50 = 142.0 nM 6.85 Inhibition of human wild type CRAF using myelin basic protein as substrate in pr... 33999621
Mitogen-activated protein kinase 8 IC50 = 420.0 nM 6.38 Inhibition of MAPK8 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
UACC-62 IC50 = 480.0 nM 6.32 Antiproliferative activity against human UACC-62 cells assessed as cell growth i... 33999621
Panel leukemia (Carcinoma cell lines) IC50 = 510.0 nM 6.29 Antiproliferative activity against human Panel leukemia (Carcinoma cell lines) a... 33999621
Serine/threonine-protein kinase B-raf IC50 = 687.0 nM 6.16 Inhibition of human wild type BRAF using myelin basic protein as substrate in pr... 33999621
M14 IC50 = 690.0 nM 6.16 Antiproliferative activity against human M14 cells assessed as cell growth inhib... 33999621
Serine/threonine-protein kinase B-raf IC50 = 687.0 nM 6.16 Enzymatic Activity Assay: Reaction biology kinase hotspot service (http://www.re... -
Serine/threonine-protein kinase B-raf IC50 = 687.0 nM 6.16 Kinase Hotspot Assay: Reaction biology kinase hotspot service (http://www.reacti... -
Panel prostate (Carcinoma cell lines) IC50 = 900.0 nM 6.05 Antiproliferative activity against human Panel prostate (Carcinoma cell lines) a... 33999621
Panel breast (Carcinoma cell lines) IC50 = 1170.0 nM 5.93 Antiproliferative activity against human Panel breast (Carcinoma cell lines) ass... 33999621
SK-MEL-5 IC50 = 1240.0 nM 5.91 Antiproliferative activity against human SK-MEL-5 cells assessed as cell growth ... 33999621
MDA-MB-435 IC50 = 1440.0 nM 5.84 Antiproliferative activity against human MDA-MB-435 cells assessed as cell growt... 33999621
Panel renal (Carcinoma cell lines) IC50 = 1760.0 nM 5.75 Antiproliferative activity against human Panel renal (Carcinoma cell lines) asse... 33999621
Receptor-type tyrosine-protein kinase FLT3 IC50 = 2170.0 nM 5.66 Inhibition of FLT3 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
Panel melanoma (Carcinoma cell lines) IC50 = 2240.0 nM 5.65 Antiproliferative activity against human Panel melanoma (Carcinoma cell lines) a... 33999621

Literature References

PubMed DOI Target Context # Activities
33999621 10.1021/acs.jmedchem.1c00230 Serine/threonine-protein kinase B-raf 4
33999621 10.1021/acs.jmedchem.1c00230 RAF proto-oncogene serine/threonine-protein kinase 2
33999621 10.1021/acs.jmedchem.1c00230 LOX IMVI 2
33999621 10.1021/acs.jmedchem.1c00230 Malme-3M 2
33999621 10.1021/acs.jmedchem.1c00230 SK-MEL-28 2
33999621 10.1021/acs.jmedchem.1c00230 Panel ovarian (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 Panel melanoma (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 Panel CNS (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 Panel colon (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 NSCLC 2
33999621 10.1021/acs.jmedchem.1c00230 Panel leukemia (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 SK-MEL-5 2
33999621 10.1021/acs.jmedchem.1c00230 M14 2
33999621 10.1021/acs.jmedchem.1c00230 UACC-62 2
33999621 10.1021/acs.jmedchem.1c00230 MDA-MB-435 2
33999621 10.1021/acs.jmedchem.1c00230 SK-MEL-2 2
33999621 10.1021/acs.jmedchem.1c00230 UACC-257 2
33999621 10.1021/acs.jmedchem.1c00230 Mitogen-activated protein kinase kinase kinase 20 1
33999621 10.1021/acs.jmedchem.1c00230 ADMET 1
33999621 10.1021/acs.jmedchem.1c00230 Receptor-type tyrosine-protein kinase FLT3 1

Data from ChEMBL 36 via Core Engine