Compound Detail

CHEMBL2347203

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C[C@@]1(c2cc(NC(=O)c3ccc(C#N)cn3)ccc2F)CCOC(N)=N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2347203
Phase	Preclinical
Structure Type	MOL
InChI Key	ZTXUJRWOHXVUAT-SFHVURJKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

353.4

MW (Da)

2.29

ALogP

HBA

HBD

113.4

PSA (Å²)

0.88

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 10 meas. best 8.43

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Beta-secretase 1 CHEMBL4822	IC50	8.43	7.5444	3.7	9
Beta-secretase 2 CHEMBL2525	IC50	6.78	6.78	166.0	1

Parameter	Value	Units	Species
AUC	328.0	ng.hr.mL-1	Rattus norvegicus
AUC	328.0	ng.hr.mL-1	Rattus norvegicus
CL	37.2	mL.min-1.kg-1	Rattus norvegicus
CL	37.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	90.56	nM	Rattus norvegicus
Cmax	90.56	nM	Rattus norvegicus
F	73.0	%	Rattus norvegicus
F	73.0	%	Rattus norvegicus
Fu	0.41	-	Rattus norvegicus
Fu	0.08	-	Rattus norvegicus
Fu	0.41	-	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Beta-secretase 1	IC50	=	3.7	nM	8.43	Inhibition of BACE1 in human SH-SY5Y cells transfected with human wild type beta...	29733614
Beta-secretase 1	IC50	=	3.7	nM	8.43	Inhibition of BACE1 in human SH-SY5Y cells harboring wild-type human beta-APP as...	29775538
Beta-secretase 1	IC50	=	14.0	nM	7.85	Inhibition of human BACE1 in HEK293 cells transfected with wild type APP assesse...	23590342
Beta-secretase 1	IC50	=	32.0	nM	7.5	Inhibition of BACE1 (1 to 454 residues) (unknown origin) using APP harboring Swe...	33719429
Beta-secretase 1	IC50	=	51.0	nM	7.29	Inhibition of human BACE1 using MR121-labeled substrate incubated for 4 mins pri...	23590342
Beta-secretase 1	IC50	=	54.0	nM	7.27	Inhibition of recombinant human BACE1 using biotin-XSEVNLDAEFRHDSGC-Eu as substr...	24704031
Beta-secretase 1	IC50	=	54.0	nM	7.27	Inhitbition Assay: 48.5 .mu.L of substrate peptide solution (Biotin-XSEVNLDAEFRH...	-
Beta-secretase 1	IC50	=	118.0	nM	6.93	Inhibition of human recombinant BACE1 (43 to 545 residues) expressed in Escheric...	29733614
Beta-secretase 1	IC50	=	118.0	nM	6.93	Inhibition of recombinant human BACE1 (43 to 454 residues) expressed in Escheric...	29775538
Beta-secretase 2	IC50	=	166.0	nM	6.78	Inhibition of BACE2 (unknown origin) using APP harboring Swedish Lys/Met mutant-...	33719429

PubMed	DOI	Target Context	# Activities
29733614	10.1021/acs.jmedchem.8b00002	ADMET	12
29775538	10.1021/acs.jmedchem.8b00011	ADMET	6
29733614	10.1021/acs.jmedchem.8b00002	Rattus norvegicus	5
29775538	10.1021/acs.jmedchem.8b00011	Rattus norvegicus	5
23590342	10.1021/jm400225m	No relevant target	3
23590342	10.1021/jm400225m	Beta-secretase 1	3
29733614	10.1021/acs.jmedchem.8b00002	Beta-secretase 1	2
29733614	10.1021/acs.jmedchem.8b00002	No relevant target	2
29775538	10.1021/acs.jmedchem.8b00011	Beta-secretase 1	2
33719429	10.1021/acs.jmedchem.0c01858	No relevant target	1
23590342	10.1021/jm400225m	Voltage-gated inwardly rectifying potassium channel KCNH2	1
33719429	10.1021/acs.jmedchem.0c01858	Voltage-gated inwardly rectifying potassium channel KCNH2	1
33719429	10.1021/acs.jmedchem.0c01858	Beta-secretase 2	1
33719429	10.1021/acs.jmedchem.0c01858	Beta-secretase 1	1
29775538	10.1021/acs.jmedchem.8b00011	Mus musculus	1
29775538	10.1021/acs.jmedchem.8b00011	No relevant target	1
29775538	10.1021/acs.jmedchem.8b00011	Voltage-gated inwardly rectifying potassium channel KCNH2	1
29733614	10.1021/acs.jmedchem.8b00002	Voltage-gated inwardly rectifying potassium channel KCNH2	1
24704031	10.1016/j.bmcl.2014.03.025	Beta-secretase 1	1
23590342	10.1021/jm400225m	Mus musculus	1

Data from ChEMBL 36 via Core Engine