Compound Detail

CHEMBL1774055

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Cc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cc3)c(C#N)cc2F)n[nH]1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1774055
Phase	Preclinical
Structure Type	MOL
InChI Key	SUNXHXDJOIXABJ-NSHDSACASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

354.4

MW (Da)

4.18

ALogP

HBA

HBD

89.4

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug Chemical Probe

IC50 8 meas. best 8.05

Ki 2 meas. best 9.35

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	9.35	9.35	0.5	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	8.05	8.05	9.0	1
Trypanosoma brucei CHEMBL612849	IC50	6.92	6.92	120.0	1
LIM domain kinase 1 CHEMBL3836	IC50	6.82	6.67	151.4	2
Unchecked CHEMBL612545	Ki	5.9	5.9	1250.0	1
LIM domain kinase 2 CHEMBL5932	IC50	5.71	5.445	1949.8	2
INS1 CHEMBL613545	IC50	5.0	5.0	10000.0	1
Unchecked CHEMBL612545	IC50	4.6	4.6	25000.0	1

Parameter	Value	Units	Species
CL	17.0	mL.min-1.g-1	Rattus norvegicus
CL	7.5	mL.min-1.kg-1	Rattus norvegicus
F	44.0	%	Rattus norvegicus
T1/2	5.7	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK2	Ki	=	0.45	nM	9.35	Inhibition of JAK2 V617F mutant (unknown origin) using L-Ahx-IPTSPITTTYFFFKKK-CO...	27519462
Tyrosine-protein kinase JAK3	IC50	=	9.0	nM	8.05	Inhibition of JAK3 after 60 min	21493067
Trypanosoma brucei	IC50	=	120.0	nM	6.92	Antiparasitic activity against bloodstream form of Trypanosoma brucei 221 infect...	27519462
LIM domain kinase 1	IC50	=	151.36	nM	6.82	Inhibition of recombinant LIMK1 (330 to 637 residues) (unknown origin) incubated...	36205722
LIM domain kinase 1	IC50	=	302.0	nM	6.52	Inhibition of PAK mediated recombinant LIMK1 phosphorylation (330 to 637 residue...	36205722
Unchecked	Ki	=	1250.0	nM	5.9	Inhibition of GST-tagged Trypanosoma brucei ERK8 expressed in Escherichia coli u...	27519462
LIM domain kinase 2	IC50	=	1949.84	nM	5.71	Inhibition of recombinant LIMK2 (347 to 659 residues) (unknown origin) incubated...	36205722
LIM domain kinase 2	IC50	=	6606.93	nM	5.18	Inhibition of PAK mediated recombinant LIMK2 phosphorylation (347 to 659 residue...	36205722
INS1	IC50	=	10000.0	nM	5.0	Cytotoxicity against rat INS-1 cells assessed as cell growth inhibition	27519462
Unchecked	IC50	=	25000.0	nM	4.6	Cytotoxicity against mouse VSMC assessed as cell growth inhibition	27519462

PubMed	DOI	Target Context	# Activities
27519462	10.1016/j.bmc.2016.07.069	Unchecked	6
21493067	10.1016/j.bmcl.2011.03.053	Rattus norvegicus	5
33691794	10.1186/s13148-021-01037-1	A549	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
36205722	10.1021/acs.jmedchem.2c00751	LIM domain kinase 2	3
36205722	10.1021/acs.jmedchem.2c00751	LIM domain kinase 1	3
27519462	10.1016/j.bmc.2016.07.069	Trypanosoma brucei	3
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
21493067	10.1016/j.bmcl.2011.03.053	Tyrosine-protein kinase JAK2	2
27519462	10.1016/j.bmc.2016.07.069	INS1	2
21493067	10.1016/j.bmcl.2011.03.053	Tyrosine-protein kinase JAK3	2
27519462	10.1016/j.bmc.2016.07.069	Tyrosine-protein kinase JAK2	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
34291633	10.1021/acs.jmedchem.1c00506	G protein-coupled receptor kinase 6	1
21493067	10.1016/j.bmcl.2011.03.053	NON-PROTEIN TARGET	1
21493067	10.1016/j.bmcl.2011.03.053	No relevant target	1
36205722	10.1021/acs.jmedchem.2c00751	LIM domain kinase 1/2	1
-	10.6019/EOS300108	HepG2	1
38157838	10.1016/j.bmc.2023.117561	Unchecked	1

Data from ChEMBL 36 via Core Engine