Compound Detail

CHEMBL64718

FLUORO-NEPLANOCIN A

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Nc1ncnc2c1ncn2[C@@H]1C(F)=C(CO)[C@@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL64718
Name	FLUORO-NEPLANOCIN A
Phase	Preclinical
Structure Type	MOL
InChI Key	RWUXFWACUXDNKY-HLTSFMKQSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

281.2

MW (Da)

-1.10

ALogP

HBA

HBD

130.3

PSA (Å²)

0.55

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H12FN5O3
MW	281.25
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	0.64

Activity Summary

IC50 12 meas. best 6.62

EC50 1 meas. best 6.37

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosylhomocysteinase CHEMBL2664	IC50	6.62	6.3975	240.0	4
Vesicular stomatitis virus CHEMBL613739	EC50	6.37	6.37	430.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.1	5.88	800.0	2
A549 CHEMBL392	IC50	5.92	5.63	1200.0	2
PC-3 CHEMBL390	IC50	5.85	5.85	1400.0	1
MDA-MB-231 CHEMBL400	IC50	5.85	5.85	1400.0	1
Col2 CHEMBL614462	IC50	5.85	5.85	1400.0	1
HCT-116 CHEMBL394	IC50	5.55	5.55	2800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosylhomocysteinase	IC50	=	240.0	nM	6.62	Inhibition of recombinant human placental AdoHcy hydrolase expressed in Escheric...	26010585
Vesicular stomatitis virus	EC50	=	430.0	nM	6.37	Antiviral activity against vesicular stomatitis virus infected in human HeLa cel...	26010585
Adenosylhomocysteinase	IC50	=	470.0	nM	6.33	In vitro inhibitory activity against recombinant S-adenosyl-L-homocysteine hydro...	15080985
Adenosylhomocysteinase	IC50	=	480.0	nM	6.32	Inhibitory activity against enzyme S-adenosyl-homocysteine hydrolase of human pl...	15482939
Adenosylhomocysteinase	IC50	=	480.0	nM	6.32	Inhibition of human placental AdoHcy hydrolase expressed in Escherichia coli JM1...	21226494
NON-PROTEIN TARGET	IC50	=	800.0	nM	6.1	Cytotoxicity against human SKHEP1 cells assessed as inhibition of cell prolifera...	26010585
A549	IC50	=	1200.0	nM	5.92	Cytotoxicity against human A549 cells assessed as inhibition of cell proliferati...	26010585
Col2	IC50	=	1400.0	nM	5.85	Concentration required for 50% inhibition of Col2 cell line (human colon carcino...	15482939
MDA-MB-231	IC50	=	1400.0	nM	5.85	Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proli...	26010585
PC-3	IC50	=	1400.0	nM	5.85	Cytotoxicity against human PC3 cells assessed as inhibition of cell proliferatio...	26010585
NON-PROTEIN TARGET	IC50	=	2200.0	nM	5.66	Cytotoxicity against human SNU638 cells assessed as inhibition of cell prolifera...	26010585
HCT-116	IC50	=	2800.0	nM	5.55	Cytotoxicity against human HCT116 cells assessed as inhibition of cell prolifera...	26010585
A549	IC50	=	4600.0	nM	5.34	Concentration required for 50% inhibition of A549 cell line (human lung carcinom...	15482939

Literature References

PubMed	DOI	Target Context	# Activities
12519056	10.1021/jm025557z	Adenosylhomocysteinase	6
21226494	10.1021/jm1010836	Adenosylhomocysteinase	2
26010585	10.1021/acs.jmedchem.5b00553	NON-PROTEIN TARGET	2
15080985	10.1016/j.bmcl.2004.02.039	Adenosylhomocysteinase	1
15482939	10.1016/j.bmcl.2004.08.047	Adenosylhomocysteinase	1
15482939	10.1016/j.bmcl.2004.08.047	Col2	1
15482939	10.1016/j.bmcl.2004.08.047	A549	1
26010585	10.1021/acs.jmedchem.5b00553	Adenosylhomocysteinase	1
26010585	10.1021/acs.jmedchem.5b00553	Vesicular stomatitis virus	1
26010585	10.1021/acs.jmedchem.5b00553	HeLa	1
26010585	10.1021/acs.jmedchem.5b00553	A549	1
26010585	10.1021/acs.jmedchem.5b00553	HCT-116	1
26010585	10.1021/acs.jmedchem.5b00553	MDA-MB-231	1
26010585	10.1021/acs.jmedchem.5b00553	PC-3	1

Data from ChEMBL 36 via Core Engine