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Compound Detail

CHEMBL5086749

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O=S(=O)(NCCCNc1nccc(-c2c(-c3cccc(O)c3)nc3sccn23)n1)c1cccc(F)c1

Basic Information

ChEMBL ID CHEMBL5086749
Phase Preclinical
Structure Type MOL
InChI Key IQNUESPLCMDNRV-UHFFFAOYSA-N
32
Targets
33
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

524.6
MW (Da)
4.15
ALogP
9
HBA
3
HBD
121.5
PSA (Ų)
0.25
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 C24H21FN6O3S2
MW 524.60
Aromatic Rings 5
Heavy Atoms 36
NP-Likeness -1.91

Activity Summary

IC50 33 meas. best 9.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase B-raf
CHEMBL5145
IC50 9.01 8.695 1.0 2
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
IC50 8.3 8.3 5.0 1
UACC-62
CHEMBL614610
IC50 6.12 6.12 750.0 1
Mitogen-activated protein kinase 11
CHEMBL3961
IC50 6.01 6.01 980.0 1
SK-MEL-5
CHEMBL614922
IC50 5.97 5.97 1060.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 5.83 5.83 1480.0 1
Mitogen-activated protein kinase 14
CHEMBL260
IC50 5.75 5.75 1780.0 1
Mitogen-activated protein kinase 8
CHEMBL2276
IC50 5.73 5.73 1870.0 1
LOX IMVI
CHEMBL614096
IC50 5.72 5.72 1910.0 1
MDA-MB-435
CHEMBL614697
IC50 5.7 5.7 2000.0 1
Panel melanoma (Carcinoma cell lines)
CHEMBL612280
IC50 5.69 5.69 2030.0 1
Panel leukemia (Carcinoma cell lines)
CHEMBL614083
IC50 5.69 5.69 2040.0 1
SK-MEL-28
CHEMBL614919
IC50 5.64 5.64 2290.0 1
SK-MEL-2
CHEMBL614917
IC50 5.63 5.63 2320.0 1
Panel prostate (Carcinoma cell lines)
CHEMBL614692
IC50 5.62 5.62 2380.0 1
Panel breast (Carcinoma cell lines)
CHEMBL614362
IC50 5.62 5.62 2410.0 1
NSCLC
CHEMBL612554
IC50 5.59 5.59 2550.0 1
M14
CHEMBL614317
IC50 5.59 5.59 2540.0 1
Malme-3M
CHEMBL614021
IC50 5.58 5.58 2600.0 1
UACC-257
CHEMBL612796
IC50 5.54 5.54 2850.0 1
Panel ovarian (Carcinoma cell lines)
CHEMBL615007
IC50 5.53 5.53 2970.0 1
Panel renal (Carcinoma cell lines)
CHEMBL612516
IC50 5.53 5.53 2930.0 1
Panel colon (Carcinoma cell lines)
CHEMBL614467
IC50 5.52 5.52 3020.0 1
Panel CNS (Carcinoma cell lines)
CHEMBL614459
IC50 5.5 5.5 3190.0 1
Homeodomain-interacting protein kinase 1
CHEMBL5427
IC50 5.31 5.31 4880.0 1
BDNF/NT-3 growth factors receptor
CHEMBL4898
IC50 4.99 4.99 10270.0 1
Mitogen-activated protein kinase kinase kinase 20
CHEMBL3886
IC50 4.99 4.99 10290.0 1
Serine/threonine-protein kinase/endoribonuclease IRE1
CHEMBL1163101
IC50 4.99 4.99 10250.0 1
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 4.97 4.97 10610.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 4.87 4.87 13580.0 1
BJ
CHEMBL614358
IC50 4.34 4.34 45220.0 1
L132
CHEMBL613999
IC50 4.25 4.25 56300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase B-raf IC50 = 0.98 nM 9.01 Inhibition of human BRAF V600E mutant using myelin basic protein as substrate in... 33999621
Serine/threonine-protein kinase B-raf IC50 = 4.2 nM 8.38 Inhibition of human wild type BRAF using myelin basic protein as substrate in pr... 33999621
RAF proto-oncogene serine/threonine-protein kinase IC50 = 5.0 nM 8.3 Inhibition of human wild type CRAF using myelin basic protein as substrate in pr... 33999621
UACC-62 IC50 = 750.0 nM 6.12 Antiproliferative activity against human UACC-62 cells assessed as cell growth i... 33999621
Mitogen-activated protein kinase 11 IC50 = 980.0 nM 6.01 Inhibition of MAPK11 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
SK-MEL-5 IC50 = 1060.0 nM 5.97 Antiproliferative activity against human SK-MEL-5 cells assessed as cell growth ... 33999621
Receptor-type tyrosine-protein kinase FLT3 IC50 = 1480.0 nM 5.83 Inhibition of FLT3 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
Mitogen-activated protein kinase 14 IC50 = 1780.0 nM 5.75 Inhibition of MAPK14 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
Mitogen-activated protein kinase 8 IC50 = 1870.0 nM 5.73 Inhibition of MAPK8 (unknown origin) incubated for 1 hr by qPCR analysis 33999621
LOX IMVI IC50 = 1910.0 nM 5.72 Antiproliferative activity against human LOX IMVI cells assessed as cell growth ... 33999621
MDA-MB-435 IC50 = 2000.0 nM 5.7 Antiproliferative activity against human MDA-MB-435 cells assessed as cell growt... 33999621
Panel leukemia (Carcinoma cell lines) IC50 = 2040.0 nM 5.69 Antiproliferative activity against human Panel leukemia (Carcinoma cell lines) a... 33999621
Panel melanoma (Carcinoma cell lines) IC50 = 2030.0 nM 5.69 Antiproliferative activity against human Panel melanoma (Carcinoma cell lines) a... 33999621
SK-MEL-28 IC50 = 2290.0 nM 5.64 Antiproliferative activity against human SK-MEL-28 cells assessed as cell growth... 33999621
SK-MEL-2 IC50 = 2320.0 nM 5.63 Antiproliferative activity against human SK-MEL-2 cells assessed as cell growth ... 33999621
Panel breast (Carcinoma cell lines) IC50 = 2410.0 nM 5.62 Antiproliferative activity against human Panel breast (Carcinoma cell lines) ass... 33999621
Panel prostate (Carcinoma cell lines) IC50 = 2380.0 nM 5.62 Antiproliferative activity against human Panel prostate (Carcinoma cell lines) a... 33999621
NSCLC IC50 = 2550.0 nM 5.59 Antiproliferative activity against human NSCLC cell line assessed as cell growth... 33999621
M14 IC50 = 2540.0 nM 5.59 Antiproliferative activity against human M14 cells assessed as cell growth inhib... 33999621
Malme-3M IC50 = 2600.0 nM 5.58 Antiproliferative activity against human Malme-3M cells assessed as cell growth ... 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-5 2
33999621 10.1021/acs.jmedchem.1c00230 UACC-257 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 NSCLC 2
33999621 10.1021/acs.jmedchem.1c00230 Panel leukemia (Carcinoma cell lines) 2
33999621 10.1021/acs.jmedchem.1c00230 M14 2
33999621 10.1021/acs.jmedchem.1c00230 MDA-MB-435 2
33999621 10.1021/acs.jmedchem.1c00230 SK-MEL-28 2
33999621 10.1021/acs.jmedchem.1c00230 SK-MEL-2 2
33999621 10.1021/acs.jmedchem.1c00230 UACC-62 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 Mitogen-activated protein kinase 8 1
33999621 10.1021/acs.jmedchem.1c00230 Receptor-type tyrosine-protein kinase FLT3 1

Data from ChEMBL 36 via Core Engine