Compound Detail

CHEMBL1614712

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Nc1ncnc2c1c(-c1cccc(OCc3ccccc3)c1)cn2[C@H]1C[C@@H](CN2CCC2)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1614712
Phase	Preclinical
Structure Type	MOL
InChI Key	AECDBHGVIIRMOI-GRGXKFILSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

439.6

MW (Da)

4.92

ALogP

HBA

HBD

69.2

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H29N5O
MW	439.56
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-0.69

Activity Summary

IC50 57 meas. best 7.7

Kd 1 meas. best 6.53

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.7	7.01	20.0	12
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	6.89	6.89	130.0	2
Insulin receptor CHEMBL1981	IC50	6.85	6.1114	140.0	7
Insulin-like growth factor 1 receptor CHEMBL1957	Kd	6.53	6.53	295.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.38	6.115	420.0	2
Angiopoietin-1 receptor CHEMBL4128	IC50	6.28	6.28	530.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	6.22	6.22	600.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.1	6.1	800.0	1
Toxoplasma gondii CHEMBL612888	IC50	5.93	5.93	1170.0	1
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	IC50	5.85	5.81	1400.0	2
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	5.85	5.85	1400.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	5.7	5.7	2000.0	1
Unchecked CHEMBL612545	IC50	5.64	5.64	2300.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	5.64	5.3133	2300.0	3
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	5.62	5.62	2400.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL3655	IC50	5.62	5.62	2400.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	5.57	5.57	2700.0	1
Activin receptor type-1 CHEMBL5903	IC50	5.54	5.54	2900.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	5.5	5.5	3200.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	5.48	5.48	3300.0	2
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.48	5.34	3300.0	2
Hepatocyte growth factor receptor CHEMBL3717	IC50	5.42	5.42	3800.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	5.4	5.4	4000.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.39	5.39	4100.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	5.39	5.38	4100.0	2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	IC50	5.32	5.32	4800.0	1
Fibroblast growth factor receptor 4 CHEMBL3973	IC50	5.3	5.3	5000.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.28	5.26	5200.0	2
Tyrosine-protein kinase Lck CHEMBL258	IC50	5.25	5.25	5600.0	2
Tyrosine-protein kinase BTK CHEMBL5251	IC50	5.12	5.12	7600.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	5.05	5.05	8900.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	17.14	ng.hr.mL-1	Rattus norvegicus
AUC	116.92	ng.hr.mL-1	Rattus norvegicus
CL	123.0	mL.min-1.kg-1	Rattus norvegicus
F	23.0	%	Rattus norvegicus
T1/2	2.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Insulin-like growth factor 1 receptor	IC50	=	20.0	nM	7.7	Inhibition of full length IGF-1 receptor (unknown origin) transfected in Ba/F3 c...	26951753
Insulin-like growth factor 1 receptor	IC50	=	60.0	nM	7.22	Antagonist activity at human GST-tagged IGF-1R (950 to 133 residues) expressed i...	28850227
Insulin-like growth factor 1 receptor	IC50	=	61.0	nM	7.21	Inhibition of IGF-1 receptor (unknown origin)	26951750
Insulin-like growth factor 1 receptor	IC50	=	61.0	nM	7.21	Inhibition of IGF-1 receptor (unknown origin) in presence of [gamma33P]ATP	26951753
Insulin-like growth factor 1 receptor	IC50	=	65.0	nM	7.19	Inhibition of full length IGF-1 receptor (unknown origin) autophosphorylation tr...	26951753
Insulin-like growth factor 1 receptor	IC50	=	86.0	nM	7.07	Inhibition of GST-tagged recombinant human IGF1R ( 950 to 1337 residues) autopho...	35647546
Insulin-like growth factor 1 receptor	IC50	=	86.0	nM	7.07	Inhibition of human recombinant IGF-1R N-terminal His-tagged (950 to 1337 residu...	36324498
Insulin-like growth factor 1 receptor	IC50	=	86.0	nM	7.07	Inhibition of human IGF-IR in mouse NWT-21 cells assessed as inhibition of autop...	15050915
Insulin-like growth factor 1 receptor	IC50	=	105.0	nM	6.98	Inhibition of IGF-IR in human MCF7 cells assessed as inhibition of anchorage-ind...	15050915
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	130.0	nM	6.89	Displacement of [3H]-dofetilide from human ERG channel expressed in HEK293 cells	26951753
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	130.0	nM	6.89	Inhibition of human ERG by dofetilide binding assay	26951750
Insulin receptor	IC50	=	140.0	nM	6.85	Inhibition of GST tagged human Ins-R expressed in baculovirus at pH 7.6 measured...	15050915
Insulin-like growth factor 1 receptor	IC50	=	150.0	nM	6.82	Inhibition of GST tagged human IGF-IR expressed in baculovirus at pH 7.6 measure...	15050915
Insulin-like growth factor 1 receptor	IC50	=	162.0	nM	6.79	Inhibition of IGF-IR in human MCF7 cells expressing IGF-I assessed as cell survi...	15050915
Insulin receptor	IC50	=	244.0	nM	6.61	Inhibition of full length insulin receptor (unknown origin) transfected in Ba/F3...	26951753
Insulin-like growth factor 1 receptor	Kd	=	295.0	nM	6.53	IGF1R diphosphorilated was immobilized on a Biacore CM5 chip at 25 degrees C wit...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	420.0	nM	6.38	Inhibition of GST tagged human Flt-3 expressed in baculovirus at pH 7.6 measured...	15050915
Angiopoietin-1 receptor	IC50	=	530.0	nM	6.28	Inhibition of GST tagged Tek (unknown origin) expressed in baculovirus at pH 7.6...	15050915
Vascular endothelial growth factor receptor 1	IC50	=	600.0	nM	6.22	Inhibition of GST tagged Flt-1 (unknown origin) expressed in baculovirus at pH 7...	15050915
Platelet-derived growth factor receptor alpha	IC50	=	800.0	nM	6.1	Inhibition of PDGFRalpha-V561D mutant (unknown origin) in presence of [gamma33P]...	26951753

Literature References

PubMed	DOI	Target Context	# Activities
15050915	10.1016/s1535-6108(04)00051-0	Unchecked	10
15050915	10.1016/s1535-6108(04)00051-0	Insulin-like growth factor 1 receptor	9
26951753	10.1016/j.bmcl.2016.02.075	Rattus norvegicus	8
15050915	10.1016/s1535-6108(04)00051-0	NWT-21	7
26951753	10.1016/j.bmcl.2016.02.075	Liver microsome	5
26951753	10.1016/j.bmcl.2016.02.075	Insulin-like growth factor 1 receptor	3
26951753	10.1016/j.bmcl.2016.02.075	ADMET	3
34894691	10.1021/acs.jmedchem.1c01569	Toxoplasma gondii	3
26951753	10.1016/j.bmcl.2016.02.075	Unchecked	3
26951753	10.1016/j.bmcl.2016.02.075	Insulin receptor	3
-	10.6019/CHEMBL3885741	Insulin-like growth factor 1 receptor	3
15050915	10.1016/s1535-6108(04)00051-0	Epidermal growth factor receptor	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
26951753	10.1016/j.bmcl.2016.02.075	Fibroblast growth factor receptor 3	2
15050915	10.1016/s1535-6108(04)00051-0	Insulin receptor	2
26951753	10.1016/j.bmcl.2016.02.075	Mus musculus	2
26951753	10.1016/j.bmcl.2016.02.075	Epidermal growth factor receptor	2
15050915	10.1016/s1535-6108(04)00051-0	Mast/stem cell growth factor receptor Kit	2
26951750	10.1016/j.bmcl.2016.02.074	Insulin receptor	1

Data from ChEMBL 36 via Core Engine