Compound Detail

CHEMBL4465918

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O=C(CCCC(=O)N1C[C@@H](CCl)c2c1cc(O)c1ccccc21)N1C[C@@H](CCl)c2c1cc(O)c1ccccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4465918
Phase	Preclinical
Structure Type	MOL
InChI Key	PHWPEULWFLWFAR-RTBURBONSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

563.5

MW (Da)

6.61

ALogP

HBA

HBD

81.1

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C31H28Cl2N2O4
MW	563.48
Aromatic Rings	4
Heavy Atoms	39
NP-Likeness	0.02

Activity Summary

IC50 12 meas. best 9.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
CCRF-CEM CHEMBL382	IC50	9.05	9.05	0.9	1
Jurkat CHEMBL397	IC50	8.85	8.85	1.4	1
A549 CHEMBL392	IC50	8.57	8.57	2.7	1
ADR5000 cell line CHEMBL614266	IC50	8.16	8.16	6.9	1
MIA PaCa-2 CHEMBL614725	IC50	7.85	7.85	14.1	1
Alcohol dehydrogenase 1A CHEMBL1970	IC50	6.34	6.34	460.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.28	6.28	530.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	IC50	6.16	6.16	685.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	5.89	5.89	1275.0	1
PBMC CHEMBL613107	IC50	5.7	5.7	2000.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.52	5.52	3000.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	5.38	5.38	4200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
CCRF-CEM	IC50	=	0.9	nM	9.05	Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viabilit...	30620194
Jurkat	IC50	=	1.4	nM	8.85	Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ...	30620194
A549	IC50	=	2.7	nM	8.57	Cytotoxicity against human A549 cells assessed as reduction in cell viability af...	30620194
ADR5000 cell line	IC50	=	6.9	nM	8.16	Cytotoxicity against human CEM/ADR5000 cells assessed as reduction in cell viabi...	30620194
MIA PaCa-2	IC50	=	14.1	nM	7.85	Cytotoxicity against human MIAPaCa2 cells assessed as reduction in cell viabilit...	30620194
Alcohol dehydrogenase 1A	IC50	=	460.0	nM	6.34	Inhibition of ADH1 (unknown origin) preincubated for 2 hrs followed by substrate...	30620194
Vascular endothelial growth factor receptor 2	IC50	=	530.0	nM	6.28	Inhibition of recombinant human N-terminal GST-tagged VEGFR2 (D807 to V1356 resi...	30620194
Tyrosine-protein kinase ABL2	IC50	=	685.0	nM	6.16	Inhibition of recombinant human N-terminal GST/His6-tagged ABL2 (M1 to P650 resi...	30620194
Vascular endothelial growth factor receptor 1	IC50	=	1275.0	nM	5.89	Inhibition of recombinant human N-terminal GST-tagged VEGFR1 (K784 to I1338 resi...	30620194
PBMC	IC50	=	2000.0	nM	5.7	Cytotoxicity against human PBMC assessed as reduction in cell viability after 24...	30620194
Mast/stem cell growth factor receptor Kit	IC50	=	3000.0	nM	5.52	Inhibition of recombinant human N-terminal GST/His6-tagged c-KIT (T544 to V976 r...	30620194
Vascular endothelial growth factor receptor 3	IC50	=	4200.0	nM	5.38	Inhibition of recombinant human N-terminal GST/His6-tagged VEGFR3 (N799 to R1298...	30620194

Literature References

PubMed	DOI	Target Context	# Activities
30620194	10.1021/acs.jnatprod.8b00233	Unchecked	5
30620194	10.1021/acs.jnatprod.8b00233	MIA PaCa-2	3
30620194	10.1021/acs.jnatprod.8b00233	Vascular endothelial growth factor receptor 3	3
30620194	10.1021/acs.jnatprod.8b00233	Vascular endothelial growth factor receptor 2	3
30620194	10.1021/acs.jnatprod.8b00233	Vascular endothelial growth factor receptor 1	3
30620194	10.1021/acs.jnatprod.8b00233	Mast/stem cell growth factor receptor Kit	3
30620194	10.1021/acs.jnatprod.8b00233	Tyrosine-protein kinase ABL2	3
30620194	10.1021/acs.jnatprod.8b00233	A549	2
30620194	10.1021/acs.jnatprod.8b00233	Jurkat	2
30620194	10.1021/acs.jnatprod.8b00233	ADR5000 cell line	2
30620194	10.1021/acs.jnatprod.8b00233	CCRF-CEM	2
30620194	10.1021/acs.jnatprod.8b00233	Alcohol dehydrogenase 1A	1
30620194	10.1021/acs.jnatprod.8b00233	PBMC	1

Data from ChEMBL 36 via Core Engine