Compound Detail

CHEMBL5087577

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CN1CCN(CCNc2nccc(-c3c(-c4cccc(O)c4)nc4sccn34)n2)S1(=O)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5087577
Phase	Preclinical
Structure Type	MOL
InChI Key	WBOYUDKCKRWVNR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

471.6

MW (Da)

2.13

ALogP

HBA

HBD

116.0

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H21N7O3S2
MW	471.57
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-1.45

Activity Summary

IC50 33 meas. best 10.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	10.15	9.425	0.1	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	8.95	8.95	1.1	1
UACC-62 CHEMBL614610	IC50	7.23	7.23	59.0	1
Malme-3M CHEMBL614021	IC50	7.14	7.14	72.0	1
UACC-257 CHEMBL612796	IC50	6.77	6.77	170.0	1
SK-MEL-28 CHEMBL614919	IC50	6.75	6.75	176.0	1
M14 CHEMBL614317	IC50	6.52	6.52	302.0	1
MDA-MB-435 CHEMBL614697	IC50	6.42	6.42	381.0	1
Mitogen-activated protein kinase 11 CHEMBL3961	IC50	6.09	6.09	820.0	1
Panel melanoma (Carcinoma cell lines) CHEMBL612280	IC50	6.07	6.07	850.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	6.04	6.04	910.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	5.99	5.99	1020.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	5.82	5.82	1510.0	1
SK-MEL-5 CHEMBL614922	IC50	5.76	5.76	1730.0	1
LOX IMVI CHEMBL614096	IC50	5.67	5.67	2150.0	1
SK-MEL-2 CHEMBL614917	IC50	5.58	5.58	2630.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	IC50	5.42	5.42	3780.0	1
Panel renal (Carcinoma cell lines) CHEMBL612516	IC50	5.24	5.24	5770.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	5.09	5.09	8040.0	1
Mitogen-activated protein kinase kinase kinase 20 CHEMBL3886	IC50	5.04	5.04	9010.0	1
Panel colon (Carcinoma cell lines) CHEMBL614467	IC50	4.99	4.99	10150.0	1
Panel breast (Carcinoma cell lines) CHEMBL614362	IC50	4.96	4.96	11100.0	1
Serine/threonine-protein kinase/endoribonuclease IRE1 CHEMBL1163101	IC50	4.95	4.95	11320.0	1
Panel leukemia (Carcinoma cell lines) CHEMBL614083	IC50	4.92	4.92	12170.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	4.91	4.91	12370.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	4.87	4.87	13520.0	1
NSCLC CHEMBL612554	IC50	4.84	4.84	14560.0	1
Panel prostate (Carcinoma cell lines) CHEMBL614692	IC50	4.84	4.84	14300.0	1
Panel ovarian (Carcinoma cell lines) CHEMBL615007	IC50	4.68	4.68	20670.0	1
Panel CNS (Carcinoma cell lines) CHEMBL614459	IC50	4.61	4.61	24500.0	1
L132 CHEMBL613999	IC50	4.35	4.35	45000.0	1
BJ CHEMBL614358	IC50	4.3	4.3	49560.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	2.07	mL.min-1.kg-1	Rattus norvegicus
Cmax	205.42	nM	Rattus norvegicus
F	6.59	%	Rattus norvegicus
T1/2	1.72	hr	Rattus norvegicus
T1/2	3.35	hr	Rattus norvegicus
Tmax	2.08	hr	Rattus norvegicus
Vd	0.578	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase B-raf	IC50	=	0.07	nM	10.15	Inhibition of human BRAF V600E mutant using myelin basic protein as substrate in...	33999621
RAF proto-oncogene serine/threonine-protein kinase	IC50	=	1.12	nM	8.95	Inhibition of human wild type CRAF using myelin basic protein as substrate in pr...	33999621
Serine/threonine-protein kinase B-raf	IC50	=	2.0	nM	8.7	Inhibition of human wild type BRAF using myelin basic protein as substrate in pr...	33999621
UACC-62	IC50	=	59.0	nM	7.23	Antiproliferative activity against human UACC-62 cells assessed as cell growth i...	33999621
Malme-3M	IC50	=	72.0	nM	7.14	Antiproliferative activity against human Malme-3M cells assessed as cell growth ...	33999621
UACC-257	IC50	=	170.0	nM	6.77	Antiproliferative activity against human UACC-257 cells assessed as cell growth ...	33999621
SK-MEL-28	IC50	=	176.0	nM	6.75	Antiproliferative activity against human SK-MEL-28 cells assessed as cell growth...	33999621
M14	IC50	=	302.0	nM	6.52	Antiproliferative activity against human M14 cells assessed as cell growth inhib...	33999621
MDA-MB-435	IC50	=	381.0	nM	6.42	Antiproliferative activity against human MDA-MB-435 cells assessed as cell growt...	33999621
Mitogen-activated protein kinase 11	IC50	=	820.0	nM	6.09	Inhibition of MAPK11 (unknown origin) incubated for 1 hr by qPCR analysis	33999621
Panel melanoma (Carcinoma cell lines)	IC50	=	850.0	nM	6.07	Antiproliferative activity against human Panel melanoma (Carcinoma cell lines) a...	33999621
Mitogen-activated protein kinase 8	IC50	=	910.0	nM	6.04	Inhibition of MAPK8 (unknown origin) incubated for 1 hr by qPCR analysis	33999621
Mitogen-activated protein kinase 14	IC50	=	1020.0	nM	5.99	Inhibition of MAPK14 (unknown origin) incubated for 1 hr by qPCR analysis	33999621
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1510.0	nM	5.82	Inhibition of FLT3 (unknown origin) incubated for 1 hr by qPCR analysis	33999621
SK-MEL-5	IC50	=	1730.0	nM	5.76	Antiproliferative activity against human SK-MEL-5 cells assessed as cell growth ...	33999621
LOX IMVI	IC50	=	2150.0	nM	5.67	Antiproliferative activity against human LOX IMVI cells assessed as cell growth ...	33999621
SK-MEL-2	IC50	=	2630.0	nM	5.58	Antiproliferative activity against human SK-MEL-2 cells assessed as cell growth ...	33999621
Homeodomain-interacting protein kinase 1	IC50	=	3780.0	nM	5.42	Inhibition of HIPK1 (unknown origin) incubated for 1 hr by qPCR analysis	33999621
Panel renal (Carcinoma cell lines)	IC50	=	5770.0	nM	5.24	Antiproliferative activity against human Panel renal (Carcinoma cell lines) asse...	33999621
BDNF/NT-3 growth factors receptor	IC50	=	8040.0	nM	5.09	Inhibition of NTRK2 (unknown origin) incubated for 1 hr by qPCR analysis	33999621

Literature References

PubMed	DOI	Target Context	# Activities
33999621	10.1021/acs.jmedchem.1c00230	ADMET	17
33999621	10.1021/acs.jmedchem.1c00230	A-375	4
33999621	10.1021/acs.jmedchem.1c00230	Serine/threonine-protein kinase B-raf	4
33999621	10.1021/acs.jmedchem.1c00230	Unchecked	3
33999621	10.1021/acs.jmedchem.1c00230	BDNF/NT-3 growth factors receptor	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	MDA-MB-435	2
33999621	10.1021/acs.jmedchem.1c00230	SK-MEL-2	2
33999621	10.1021/acs.jmedchem.1c00230	Panel melanoma (Carcinoma cell lines)	2
33999621	10.1021/acs.jmedchem.1c00230	Mitogen-activated protein kinase kinase kinase 20	2
33999621	10.1021/acs.jmedchem.1c00230	Fibroblast growth factor receptor 1	2
33999621	10.1021/acs.jmedchem.1c00230	Homeodomain-interacting protein kinase 1	2
33999621	10.1021/acs.jmedchem.1c00230	Serine/threonine-protein kinase/endoribonuclease IRE1	2
33999621	10.1021/acs.jmedchem.1c00230	Tyrosine-protein kinase ABL1	2
33999621	10.1021/acs.jmedchem.1c00230	Mitogen-activated protein kinase 11	2
33999621	10.1021/acs.jmedchem.1c00230	Mitogen-activated protein kinase 14	2
33999621	10.1021/acs.jmedchem.1c00230	Mitogen-activated protein kinase 8	2
33999621	10.1021/acs.jmedchem.1c00230	Receptor-type tyrosine-protein kinase FLT3	2

Data from ChEMBL 36 via Core Engine