Compound Detail

CHEMBL1163081

LEUSA

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CC(C)C[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1163081
Name	LEUSA
Phase	Preclinical
Structure Type	MOL
InChI Key	XFEDFDTWJLGMBO-LEJQEAHTSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

459.5

MW (Da)

-2.22

ALogP

HBA

HBD

217.8

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 7.65

Ki 1 meas. best 9.86

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Leucine--tRNA ligase CHEMBL4295566	Ki	9.86	9.86	0.1	1
Leucine--tRNA ligase, cytoplasmic CHEMBL3258	IC50	7.65	7.65	22.3	1
HCT-116 CHEMBL394	IC50	6.62	6.62	240.0	1
K562 CHEMBL385	IC50	6.4	6.4	400.0	1
SK-HEP1 CHEMBL614912	IC50	6.27	6.27	540.0	1
A549 CHEMBL392	IC50	6.23	6.23	590.0	1
MDA-MB-231 CHEMBL400	IC50	6.14	6.14	730.0	1
SNU-638 CHEMBL614935	IC50	6.08	6.08	840.0	1
PBMC CHEMBL613107	IC50	5.96	5.96	1100.0	1
MRC5 CHEMBL614181	IC50	5.23	5.23	5900.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Leucine--tRNA ligase	Ki	=	0.139	nM	9.86	Inhibition of Escherichia coli BL21(DE3) Leucyl-tRNA synthetase assessed as redu...	29477072
Leucine--tRNA ligase, cytoplasmic	IC50	=	22.34	nM	7.65	Inhibition of catalytic activity of LRS (unknown origin) by aminoleucylation ass...	27933890
HCT-116	IC50	=	240.0	nM	6.62	Cytotoxicity in human HCT-116 cells by sulforhodamine B colorimetric assay	27933890
K562	IC50	=	400.0	nM	6.4	Cytotoxicity in human K562 cells by sulforhodamine B colorimetric assay	27933890
SK-HEP1	IC50	=	540.0	nM	6.27	Cytotoxicity in human SK-HEP1 cells by sulforhodamine B colorimetric assay	27933890
A549	IC50	=	590.0	nM	6.23	Cytotoxicity in human A549 cells by sulforhodamine B colorimetric assay	27933890
MDA-MB-231	IC50	=	730.0	nM	6.14	Cytotoxicity in human MDA-MB-231 cells by sulforhodamine B colorimetric assay	27933890
SNU-638	IC50	=	840.0	nM	6.08	Cytotoxicity in human SNU-638 cells by sulforhodamine B colorimetric assay	27933890
PBMC	IC50	=	1100.0	nM	5.96	Immunosuppressive activity against human PBMC assessed as inhibition of allogeni...	18438987
MRC5	IC50	=	5900.0	nM	5.23	Cytotoxicity in human MRC5 cells by sulforhodamine B colorimetric assay	27933890

PubMed	DOI	Target Context	# Activities
30995568	10.1016/j.ejmech.2019.04.003	Leucine--tRNA ligase	4
18438987	10.1021/jm8000746	PBMC	3
30995568	10.1016/j.ejmech.2019.04.003	Isoleucine--tRNA ligase	3
19070499	10.1016/j.bmc.2008.11.054	Escherichia coli	2
29477072	10.1016/j.ejmech.2018.02.013	Leucine--tRNA ligase	2
27933890	10.1021/acs.jmedchem.6b01190	Leucine--tRNA ligase, cytoplasmic	2
30995568	10.1016/j.ejmech.2019.04.003	Tyrosine--tRNA ligase	2
30755350	10.1016/j.bmc.2019.01.037	Leucine--tRNA ligase, cytoplasmic	1
27933890	10.1021/acs.jmedchem.6b01190	MRC5	1
27933890	10.1021/acs.jmedchem.6b01190	SK-HEP1	1
27933890	10.1021/acs.jmedchem.6b01190	MDA-MB-231	1
27933890	10.1021/acs.jmedchem.6b01190	K562	1
27933890	10.1021/acs.jmedchem.6b01190	HCT-116	1
27933890	10.1021/acs.jmedchem.6b01190	A549	1
19070499	10.1016/j.bmc.2008.11.054	Staphylococcus aureus	1
29477072	10.1016/j.ejmech.2018.02.013	Pseudomonas aeruginosa	1
29477072	10.1016/j.ejmech.2018.02.013	Escherichia coli	1
29477072	10.1016/j.ejmech.2018.02.013	Kocuria rhizophila	1
29477072	10.1016/j.ejmech.2018.02.013	Staphylococcus epidermidis	1
29477072	10.1016/j.ejmech.2018.02.013	Staphylococcus aureus	1

Data from ChEMBL 36 via Core Engine