Compound Detail

CHEMBL479464

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CCN(CCO)CCCCOc1ccc2c(-c3ccc(Br)cc3)nsc2c1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL479464
Phase	Preclinical
Structure Type	MOL
InChI Key	JXPRRQCJDYYJLX-UHFFFAOYSA-N
Parent Compound	CHEMBL1186807
Active Moiety	CHEMBL1186807

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

449.4

MW (Da)

5.20

ALogP

HBA

HBD

45.6

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H26BrClN2O2S
MW	485.88
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.31

Activity Summary

IC50 17 meas. best 7.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Lanosterol synthase CHEMBL3593	IC50	7.75	7.015	17.8	2
Unchecked CHEMBL612545	IC50	7.3	6.245	50.0	2
Lanosterol synthase ERG7 CHEMBL5355	IC50	6.16	6.16	700.0	1
Caco-2 CHEMBL614058	IC50	5.98	5.98	1040.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.7	5.445	2000.0	4
ADMET CHEMBL612558	IC50	5.66	5.66	2200.0	1
Cycloartenol synthase CHEMBL5356	IC50	5.64	5.64	2300.0	1
KB CHEMBL398	IC50	5.33	5.33	4660.0	1
A549 CHEMBL392	IC50	5.29	5.29	5140.0	1
MCF7 CHEMBL387	IC50	5.25	5.25	5580.0	1
HeLa CHEMBL399	IC50	5.2	5.2	6370.0	1
OVCAR CHEMBL614212	IC50	4.78	4.78	16700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Lanosterol synthase	IC50	=	17.8	nM	7.75	Inhibition of human liver microsome 2,3-OSC after 1 hr by Silica gel plate phosp...	22533316
Unchecked	IC50	=	50.0	nM	7.3	Inhibition of Pneumocystis carinii OSC expressed in Saccharomyces cerevisiae SMY...	19119009
Lanosterol synthase	IC50	=	520.0	nM	6.28	Inhibition of human OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Lanosterol synthase ERG7	IC50	=	700.0	nM	6.16	Inhibition of yeast OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Caco-2	IC50	=	1040.0	nM	5.98	Cytotoxicity against human Caco2 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	2000.0	nM	5.7	Cytotoxicity against human LN18 cells assessed as reduction in cell survival aft...	22533316
ADMET	IC50	=	2200.0	nM	5.66	Cytotoxicity against human HCEC cells assessed as reduction in cell survival aft...	22533316
Cycloartenol synthase	IC50	=	2300.0	nM	5.64	Inhibition of Arabidopsis thaliana cycloartenol synthase expressed in Saccharomy...	19119009
NON-PROTEIN TARGET	IC50	=	2900.0	nM	5.54	Cytotoxicity against human LN229 cells assessed as reduction in cell survival af...	22533316
NON-PROTEIN TARGET	IC50	=	4700.0	nM	5.33	Cytotoxicity against human LNZ308 cells after 72 hrs by MTT assay	22533316
KB	IC50	=	4660.0	nM	5.33	Cytotoxicity against human KB cells after 72 hrs by MTT assay	22533316
A549	IC50	=	5140.0	nM	5.29	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	22533316
MCF7	IC50	=	5580.0	nM	5.25	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	6200.0	nM	5.21	Cytotoxicity against human Me300 cells after 72 hrs by MTT assay	22533316
HeLa	IC50	=	6370.0	nM	5.2	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	22533316
Unchecked	IC50	=	6500.0	nM	5.19	Inhibition of Trypanosoma cruzi OSC expressed in Saccharomyces cerevisiae SMY8	19119009
OVCAR	IC50	=	16700.0	nM	4.78	Cytotoxicity against human OVCAR cells after 72 hrs by MTT assay	22533316

Literature References

PubMed	DOI	Target Context	# Activities
19119009	10.1016/j.bmcl.2008.12.040	Unchecked	13
22533316	10.1021/jm300256z	NON-PROTEIN TARGET	10
22533316	10.1021/jm300256z	ADMET	6
22533316	10.1021/jm300256z	LN-229	3
22533316	10.1021/jm300256z	LN-18	3
22533316	10.1021/jm300256z	No relevant target	3
22533316	10.1021/jm300256z	Lanosterol synthase	1
22533316	10.1021/jm300256z	A549	1
22533316	10.1021/jm300256z	Caco-2	1
22533316	10.1021/jm300256z	HeLa	1
22533316	10.1021/jm300256z	KB	1
22533316	10.1021/jm300256z	LNCaP	1
22533316	10.1021/jm300256z	MCF7	1
22533316	10.1021/jm300256z	OVCAR	1
19119009	10.1016/j.bmcl.2008.12.040	Cycloartenol synthase	1
19119009	10.1016/j.bmcl.2008.12.040	Lanosterol synthase ERG7	1
19119009	10.1016/j.bmcl.2008.12.040	Lanosterol synthase	1

Data from ChEMBL 36 via Core Engine