Compound Detail

CHEMBL218291

FORODESINE

💊 Approved Drug

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

💊 Approved Drug

O=c1[nH]cnc2c([C@@H]3N[C@H](CO)[C@@H](O)[C@H]3O)c[nH]c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL218291
Name	FORODESINE
Phase	Approved
Structure Type	MOL
InChI Key	IWKXDMQDITUYRK-KUBHLMPHSA-N

Known Names

BCX-1777 Fodosine Forodesina Forodesine Immucillin h Mundesine NSC-717904

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

266.3

MW (Da)

-2.02

ALogP

HBA

HBD

134.3

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2017
Availability	Unknown
Chirality	Single Enantiomer

Flags

Natural Product

USAN Year

2000

Extended Properties

Molecular Formula	C11H14N4O4
MW	266.26
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	1.06

Indications

Leukemia Leukemia, Lymphocytic, Chronic, B-Cell Lymphoma Lymphoma, T-Cell, Cutaneous Leukemia, Biphenotypic, Acute

Activity Summary

Ki 27 meas. best 10.64

IC50 8 meas. best 10.22

Kd 2 meas. best 10.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Purine nucleoside phosphorylase CHEMBL2935	Kd	10.64	10.64	0.0	1
Purine nucleoside phosphorylase CHEMBL2935	Ki	10.64	9.5567	0.0	3
Purine nucleoside phosphorylase CHEMBL4338	Kd	10.25	10.25	0.1	1
Purine nucleoside phosphorylase CHEMBL4338	Ki	10.25	9.54	0.1	13
Unchecked CHEMBL612545	Ki	10.25	8.1883	0.1	6
Purine nucleoside phosphorylase CHEMBL4338	IC50	10.22	8.23	0.1	4
Unchecked CHEMBL612545	IC50	9.43	9.43	0.4	1
Purine nucleoside phosphorylase CHEMBL5648	Ki	9.22	8.61	0.6	3
Purine nucleoside phosphorylase CHEMBL4523389	Ki	9.07	9.07	0.9	1
Purine nucleoside phosphorylase CHEMBL1169594	IC50	7.38	7.38	42.0	1
Plasmodium falciparum CHEMBL364	IC50	7.2	7.2	63.0	1
Purine nucleoside phosphorylase CHEMBL5648	IC50	6.99	6.99	103.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	63.0	%	Mus musculus
T1/2	4.8	hr	Bos taurus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Purine nucleoside phosphorylase	Kd	=	0.023	nM	10.64	Binding affinity to calf recombinant PNP expressed in Escherichia coli BL21 (DE3...	23040896
Purine nucleoside phosphorylase	Ki	=	0.023	nM	10.64	Inhibitory activity of compound against bovine purine nucleoside phosphorylase (...	12502369
Purine nucleoside phosphorylase	Ki	=	0.023	nM	10.64	Inhibition of bovine spleen PNP using inosine as substrate by xanthine oxidase c...	30627387
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Binding affinity to human PNP assessed as inhibition constant by TR-FRET assay	38701712
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Inhibition of human PNP using inosine as substrate by xanthine oxidase coupled a...	30627387
Unchecked	Ki	=	0.056	nM	10.25	Inhibition of human purine nucleoside phosphorylase	20194690
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Inhibition of human PNP by xanthine-oxidase coupled assay	19170524
Purine nucleoside phosphorylase	Kd	=	0.056	nM	10.25	Inhibition of human PNP	20817362
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Equilibrium dissociation constant determined against human purine nucleoside pho...	12852771
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Dissociation constant against Human Purine Nucleoside Phosphorylase was reported	14613329
Purine nucleoside phosphorylase	Ki	=	0.056	nM	10.25	Inhibitory activity of compound against human purine nucleoside phosphorylase (P...	15163207
Purine nucleoside phosphorylase	Ki	=	0.0579	nM	10.24	Equilibrium binding affinity to wild type human PNP	18778937
Purine nucleoside phosphorylase	IC50	=	0.06	nM	10.22	Inhibition of human recombinant PNP	34894691
Purine nucleoside phosphorylase	Ki	=	0.072	nM	10.14	Inhibitory activity of compound against human purine nucleoside phosphorylase (P...	12502369
Unchecked	IC50	=	0.37	nM	9.43	Inhibition of Toxoplasma gondii recombinant PNP	34894691
Purine nucleoside phosphorylase	Ki	=	0.6	nM	9.22	Inhibition of Plasmodium falciparum His-tagged PNP assessed as inhibitor constan...	30964283
Purine nucleoside phosphorylase	Ki	=	0.86	nM	9.07	Inhibition of Plasmodium falciparum PNP expressed in Escherichia coli BL21(DE3) ...	20817362
Purine nucleoside phosphorylase	Ki	=	0.86	nM	9.07	Binding affinity to Plasmodium falciparum 3D7 PNP assessed as inhibition constan...	38701712
Purine nucleoside phosphorylase	Ki	=	1.8	nM	8.74	Inhibition of human PNP activity	17004717
Purine nucleoside phosphorylase	Ki	=	3.3	nM	8.48	Inhibition of human purine nucleoside phosphorylase; Initial rate.	12852771

Literature References

PubMed	DOI	Target Context	# Activities
18778937	10.1016/j.bmcl.2008.08.047	Purine nucleoside phosphorylase	6
12502369	10.1021/jm0203332	Purine nucleoside phosphorylase	4
30964283	10.1021/acs.jmedchem.9b00182	Purine nucleoside phosphorylase	4
20194690	10.1128/aac.01787-09	Unchecked	4
30627387	10.1039/C8MD00372F	Purine nucleoside phosphorylase	3
37134237	10.1021/acs.jmedchem.2c02097	Purine nucleoside phosphorylase	3
12502369	10.1021/jm0203332	Unchecked	2
23040896	10.1016/j.bmc.2012.08.045	Purine nucleoside phosphorylase	2
20817362	10.1016/j.ejmech.2010.08.026	Purine nucleoside phosphorylase	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
34894691	10.1021/acs.jmedchem.1c01569	Unchecked	2
20189401	10.1016/j.bmc.2010.01.062	Purine nucleoside phosphorylase	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
17004717	10.1021/jm060547+	Purine nucleoside phosphorylase	2
38701712	10.1016/j.ejmech.2024.116437	Purine nucleoside phosphorylase	2
17004717	10.1021/jm060547+	CCRF-CEM	2
14613329	10.1021/jm030305z	Purine nucleoside phosphorylase	2
12852771	10.1021/jm030145r	Purine nucleoside phosphorylase	2
19386496	10.1016/j.bmcl.2009.04.018	Purine nucleoside phosphorylase	1
18778937	10.1016/j.bmcl.2008.08.047	Unchecked	1

Data from ChEMBL 36 via Core Engine