Compound Detail

CHEMBL112210

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C=CCN(C)CCCCCCOc1ccc2c(-c3ccc(Br)cc3)nsc2c1.O=C(O)/C=C/C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL112210
Phase	Preclinical
Structure Type	MOL
InChI Key	JSJLJATXQGZYCY-WLHGVMLRSA-N
Parent Compound	CHEMBL67133
Active Moiety	CHEMBL67133

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

459.4

MW (Da)

6.78

ALogP

HBA

HBD

25.4

PSA (Å²)

0.23

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H31BrN2O5S
MW	575.53
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-1.14

Activity Summary

IC50 18 meas. best 8.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Lanosterol synthase CHEMBL3593	IC50	8.54	7.96	2.9	3
Lanosterol synthase ERG7 CHEMBL5355	IC50	7.16	7.16	70.0	1
Unchecked CHEMBL612545	IC50	6.64	6.555	230.0	2
Cycloartenol synthase CHEMBL5356	IC50	6.02	6.02	950.0	1
Caco-2 CHEMBL614058	IC50	5.71	5.71	1970.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.36	5.1575	4400.0	4
ADMET CHEMBL612558	IC50	5.32	5.32	4800.0	1
A549 CHEMBL392	IC50	5.22	5.22	6060.0	1
MCF7 CHEMBL387	IC50	5.08	5.08	8300.0	1
KB CHEMBL398	IC50	5.07	5.07	8520.0	1
HeLa CHEMBL399	IC50	5.05	5.05	8850.0	1
LNCaP CHEMBL612518	IC50	4.71	4.71	19500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Lanosterol synthase	IC50	=	2.9	nM	8.54	Inhibition of human liver microsome 2,3-OSC after 1 hr by Silica gel plate phosp...	22533316
Lanosterol synthase	IC50	=	2.9	nM	8.54	In vitro inhibition of human 2,3-oxidosqualene cyclase.	12852766
Lanosterol synthase ERG7	IC50	=	70.0	nM	7.16	Inhibition of yeast OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Lanosterol synthase	IC50	=	160.0	nM	6.8	Inhibition of human OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Unchecked	IC50	=	230.0	nM	6.64	Inhibition of Pneumocystis carinii OSC expressed in Saccharomyces cerevisiae SMY...	19119009
Unchecked	IC50	=	340.0	nM	6.47	Inhibition of Trypanosoma cruzi OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Cycloartenol synthase	IC50	=	950.0	nM	6.02	Inhibition of Arabidopsis thaliana cycloartenol synthase expressed in Saccharomy...	19119009
Caco-2	IC50	=	1970.0	nM	5.71	Cytotoxicity against human Caco2 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	4400.0	nM	5.36	Cytotoxicity against human LNZ308 cells after 72 hrs by MTT assay	22533316
ADMET	IC50	=	4800.0	nM	5.32	Cytotoxicity against human HCEC cells assessed as reduction in cell survival aft...	22533316
NON-PROTEIN TARGET	IC50	=	5200.0	nM	5.28	Cytotoxicity against human LN229 cells assessed as reduction in cell survival af...	22533316
A549	IC50	=	6060.0	nM	5.22	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	7600.0	nM	5.12	Cytotoxicity against human LN18 cells assessed as reduction in cell survival aft...	22533316
MCF7	IC50	=	8300.0	nM	5.08	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	22533316
KB	IC50	=	8520.0	nM	5.07	Cytotoxicity against human KB cells after 72 hrs by MTT assay	22533316
HeLa	IC50	=	8850.0	nM	5.05	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	13400.0	nM	4.87	Cytotoxicity against human Me300 cells after 72 hrs by MTT assay	22533316
LNCaP	IC50	=	19500.0	nM	4.71	Cytotoxicity against human LNCAP cells after 72 hrs by MTT assay	22533316

Literature References

PubMed	DOI	Target Context	# Activities
19119009	10.1016/j.bmcl.2008.12.040	Unchecked	22
22533316	10.1021/jm300256z	NON-PROTEIN TARGET	7
12852766	10.1021/jm021120f	Lanosterol synthase	4
22533316	10.1021/jm300256z	ADMET	4
22533316	10.1021/jm300256z	No relevant target	3
12852766	10.1021/jm021120f	Cricetinae gen. sp.	2
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
22533316	10.1021/jm300256z	LN-18	1
22533316	10.1021/jm300256z	LN-229	1
19119009	10.1016/j.bmcl.2008.12.040	Cycloartenol synthase	1
19119009	10.1016/j.bmcl.2008.12.040	Lanosterol synthase	1
19119009	10.1016/j.bmcl.2008.12.040	Lanosterol synthase ERG7	1

Data from ChEMBL 36 via Core Engine