Compound Detail

CHEMBL448434

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C=CCN(C)CCCCC[C@H]1CC[C@H](N(C)C(=O)Oc2ccc(C(F)(F)F)cc2)CC1.O=C(O)CC(O)(CC(=O)O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL448434
Phase	Preclinical
Structure Type	MOL
InChI Key	MUWQVRLDCKDCPR-URGWDIIDSA-N
Parent Compound	CHEMBL1186073
Active Moiety	CHEMBL1186073

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

440.6

MW (Da)

6.37

ALogP

HBA

HBD

32.8

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H43F3N2O9
MW	632.67
Aromatic Rings	1
Heavy Atoms	31
NP-Likeness	-0.82

Activity Summary

IC50 18 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Lanosterol synthase CHEMBL3593	IC50	8.3	7.575	5.0	2
Lanosterol synthase ERG7 CHEMBL5355	IC50	7.3	7.3	50.0	1
Unchecked CHEMBL612545	IC50	7.16	6.815	70.0	2
Cycloartenol synthase CHEMBL5356	IC50	6.0	6.0	1000.0	1
KB CHEMBL398	IC50	5.99	5.99	1020.0	1
HeLa CHEMBL399	IC50	5.97	5.97	1060.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.68	5.2775	2100.0	4
LNCaP CHEMBL612518	IC50	5.33	5.33	4620.0	1
ADMET CHEMBL612558	IC50	5.29	5.29	5100.0	1
Caco-2 CHEMBL614058	IC50	5.2	5.2	6300.0	1
A549 CHEMBL392	IC50	5.16	5.16	6930.0	1
OVCAR CHEMBL614212	IC50	4.89	4.89	12940.0	1
MCF7 CHEMBL387	IC50	4.68	4.68	20700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Lanosterol synthase	IC50	=	5.0	nM	8.3	Inhibition of human liver microsome 2,3-OSC after 1 hr by Silica gel plate phosp...	22533316
Lanosterol synthase ERG7	IC50	=	50.0	nM	7.3	Inhibition of yeast OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Unchecked	IC50	=	70.0	nM	7.16	Inhibition of Trypanosoma cruzi OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Lanosterol synthase	IC50	=	140.0	nM	6.85	Inhibition of human OSC expressed in Saccharomyces cerevisiae SMY8	19119009
Unchecked	IC50	=	340.0	nM	6.47	Inhibition of Pneumocystis carinii OSC expressed in Saccharomyces cerevisiae SMY...	19119009
Cycloartenol synthase	IC50	=	1000.0	nM	6.0	Inhibition of Arabidopsis thaliana cycloartenol synthase expressed in Saccharomy...	19119009
KB	IC50	=	1020.0	nM	5.99	Cytotoxicity against human KB cells after 72 hrs by MTT assay	22533316
HeLa	IC50	=	1060.0	nM	5.97	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	2100.0	nM	5.68	Cytotoxicity against human LNZ308 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	2800.0	nM	5.55	Cytotoxicity against human LN18 cells assessed as reduction in cell survival aft...	22533316
LNCaP	IC50	=	4620.0	nM	5.33	Cytotoxicity against human LNCAP cells after 72 hrs by MTT assay	22533316
ADMET	IC50	=	5100.0	nM	5.29	Cytotoxicity against human HCEC cells assessed as reduction in cell survival aft...	22533316
Caco-2	IC50	=	6300.0	nM	5.2	Cytotoxicity against human Caco2 cells after 72 hrs by MTT assay	22533316
A549	IC50	=	6930.0	nM	5.16	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	8300.0	nM	5.08	Cytotoxicity against human LN229 cells assessed as reduction in cell survival af...	22533316
OVCAR	IC50	=	12940.0	nM	4.89	Cytotoxicity against human OVCAR cells after 72 hrs by MTT assay	22533316
NON-PROTEIN TARGET	IC50	=	16000.0	nM	4.8	Cytotoxicity against human Me300 cells after 72 hrs by MTT assay	22533316
MCF7	IC50	=	20700.0	nM	4.68	Cytotoxicity against human MCF7 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	ADMET	4
22533316	10.1021/jm300256z	NON-PROTEIN TARGET	4
22533316	10.1021/jm300256z	No relevant target	3
22533316	10.1021/jm300256z	Lanosterol synthase	1
19119009	10.1016/j.bmcl.2008.12.040	Lanosterol synthase ERG7	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

Data from ChEMBL 36 via Core Engine