Compound Detail

CHEMBL254760

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Cn1cnc(-c2cc3nccc(Oc4ccc(NC(=S)NC(=O)Cc5ccccc5)cc4F)c3s2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL254760
Phase	Preclinical
Structure Type	MOL
InChI Key	UFICVEHDQUKCEA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

517.6

MW (Da)

5.68

ALogP

HBA

HBD

81.1

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H20FN5O2S2
MW	517.61
Aromatic Rings	5
Heavy Atoms	36
NP-Likeness	-1.70

Activity Summary

IC50 24 meas. best 8.22

Ki 3 meas. best 8.52

Kd 1 meas. best 6.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	8.52	8.52	3.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.22	7.83	6.0	4
Hepatocyte growth factor receptor CHEMBL3717	IC50	7.92	7.3188	12.0	8
Unchecked CHEMBL612545	IC50	7.58	5.4071	26.0	7
Protein smoothened CHEMBL5971	Ki	7.38	7.33	41.7	2
HCC827 CHEMBL4296422	IC50	7.1	7.1	80.0	1
Aurora kinase A CHEMBL4722	Kd	6.89	6.89	127.6	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.7	5.7	1976.9	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.61	5.61	2448.5	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.37	5.37	4246.7	1
fMet-Leu-Phe receptor CHEMBL3359	IC50	5.36	5.36	4360.9	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	383.03	ng.hr.mL-1	Rattus norvegicus
AUC	383.03	ng.hr.mL-1	Canis lupus familiaris
CL	5.5	mL.min-1.kg-1	Rattus norvegicus
CL	18.33	mL.min-1.kg-1	Canis lupus familiaris
Cmax	140.0	nM	Rattus norvegicus
Cmax	210.0	nM	Canis lupus familiaris
F	12.0	%	Rattus norvegicus
F	42.0	%	Canis lupus familiaris
F	12.0	%	Rattus norvegicus
T1/2	1.2	hr	Rattus norvegicus
T1/2	5.8	hr	Canis lupus familiaris
T1/2	1.2	hr	Rattus norvegicus
Tmax	3.5	hr	Rattus norvegicus
Tmax	1.1	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	Ki	=	3.0	nM	8.52	In-Vitro Kinase Inhibition Assay: Compounds 2-4 and cabozantinib were each teste...	-
Vascular endothelial growth factor receptor 2	IC50	=	6.0	nM	8.22	Inhibition of human VEGFR2-dependent HUVEC proliferation	18434145
Vascular endothelial growth factor receptor 2	IC50	=	10.0	nM	8.0	Inhibition of GST tagged VEGFR2 expressed in Sf9 cells	18434145
Hepatocyte growth factor receptor	IC50	=	12.0	nM	7.92	Inhibition of TPR-Met fusion protein assessed as Y1230-34-35 phosphorylation	18434145
Vascular endothelial growth factor receptor 2	IC50	=	26.0	nM	7.58	Inhibition of GST-fused recombinant VGFR2 catalytic domain expressed in baculovi...	19211249
Unchecked	IC50	=	26.0	nM	7.58	Inhibition of GST-tagged VEGFR expressed in Sf9 cells	19854051
Hepatocyte growth factor receptor	IC50	=	29.0	nM	7.54	Inhibition of GST tagged c-Met expressed in Sf9 cells	18434145
Vascular endothelial growth factor receptor 2	IC50	=	30.0	nM	7.52	Inhibition of human VEGFR2-dependent ERK phosphorylation in HUVEC	18434145
Hepatocyte growth factor receptor	IC50	=	37.0	nM	7.43	Inhibition of GST-fused recombinant c-Met catalytic domain expressed in baculovi...	19211249
Hepatocyte growth factor receptor	IC50	=	37.0	nM	7.43	Inhibition of GST-tagged c-Met expressed in Sf9 cells	19854051
Hepatocyte growth factor receptor	IC50	=	37.0	nM	7.43	Inhibition of human c-MET	21641696
Protein smoothened	Ki	=	41.7	nM	7.38	Displacement of [3H]-cyclopamine from human wild-type SMO receptor expressed in ...	28787156
Hepatocyte growth factor receptor	IC50	=	50.0	nM	7.3	Inhibition of TPR-fused Met phosphorylation expressed in human 293T cells by ELI...	19211249
Protein smoothened	Ki	=	53.1	nM	7.28	Displacement of [3H]-cyclopamine from SMO V404M mutant in gefitinib resistant hu...	28787156
HCC827	IC50	=	80.0	nM	7.1	Antiproliferative activity against gefitinib resistant EGFR-mutated human HCC827...	28787156
Hepatocyte growth factor receptor	IC50	=	80.0	nM	7.1	Inhibition of c-Met dependent HGF-induced human DU145 cell scattering	18434145
Aurora kinase A	Kd	=	127.56	nM	6.89	Further kinetic evaluation of compounds supplied by Sanofi against AuroraA withi...	-
Hepatocyte growth factor receptor	IC50	=	400.0	nM	6.4	Inhibition of c-Met dependent HGF-induced human A549 cell migration	18434145
G-protein coupled receptor 183	IC50	=	1976.87	nM	5.7	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR183	-
N-formyl peptide receptor 3	IC50	=	2448.46	nM	5.61	GPCR PRESTO-Tango dose-response in antagonist mode with target: FPR3	-

Literature References

PubMed	DOI	Target Context	# Activities
28787156	10.1021/acs.jmedchem.7b00794	HCC827	10
26254279	10.18632/oncotarget.4214	Unchecked	9
-	10.6019/CHEMBL5058564	Fibroblast	8
-	10.6019/CHEMBL5058564	HEK-293T	8
18434145	10.1016/j.bmcl.2008.04.009	Rattus norvegicus	7
18434145	10.1016/j.bmcl.2008.04.009	Canis familiaris	7
28787156	10.1021/acs.jmedchem.7b00794	Protein smoothened	6
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5058564	U2OS	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5

Data from ChEMBL 36 via Core Engine