Compound Detail

CHEMBL305686

CORDYCEPIN

Phase I

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Phase I

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL305686
Name	CORDYCEPIN
Phase	Phase I
Structure Type	MOL
InChI Key	OFEZSBMBBKLLBJ-BAJZRUMYSA-N

Known Names

3'-deoxyadenosine 9-cordyceposidoadenine Cordycepin Cordycepine NSC-401022 NSC-63984

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

251.2

MW (Da)

-0.95

ALogP

HBA

HBD

119.3

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem

-pin

Extended Properties

Molecular Formula	C10H13N5O3
MW	251.25
Aromatic Rings	2
Heavy Atoms	18
NP-Likeness	1.37

Indications

Leukemia

Activity Summary

IC50 32 meas. best 9.3

Ki 5 meas. best 6.75

EC50 4 meas. best 5.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vero CHEMBL391	IC50	9.3	9.3	0.5	1
Trypanosoma brucei CHEMBL612849	IC50	8.92	7.9333	1.2	3
Trypanosoma brucei brucei CHEMBL612851	IC50	8.0	7.8067	10.0	3
MOLT-4 CHEMBL614177	IC50	7.0	5.535	100.0	2
Unchecked CHEMBL612545	Ki	6.75	6.75	180.0	1
Trypanosoma cruzi CHEMBL368	IC50	5.95	5.7125	1122.0	4
SARS-CoV-2 CHEMBL4303835	EC50	5.7	5.7	2000.0	1
Trypanosoma cruzi CHEMBL368	EC50	5.6	5.6	2510.0	1
Unchecked CHEMBL612545	EC50	5.39	5.39	4100.0	1
Adenosine receptor A1 CHEMBL318	Ki	5.15	4.985	7120.0	4
Mitochondrial import inner membrane translocase subunit TIM23 CHEMBL1741180	IC50	4.85	4.85	14000.0	1
RNA-directed RNA polymerase CHEMBL4296320	IC50	4.66	4.66	22000.0	1
HT-29 CHEMBL384	IC50	4.58	4.58	26330.0	1
L929 CHEMBL612267	IC50	4.54	4.54	28700.0	1
MCF7 CHEMBL387	IC50	4.34	4.34	45880.0	1
Hepatitis C virus CHEMBL379	EC50	4.16	4.16	70000.0	1
5637 CHEMBL612565	IC50	4.14	4.14	71560.0	1
MIA PaCa-2 CHEMBL614725	IC50	4.12	4.12	76780.0	1
HepG2 CHEMBL395	IC50	4.11	4.11	77190.0	1
Unchecked CHEMBL612545	IC50	4.11	4.055	77050.0	2
MDA-MB-231 CHEMBL400	IC50	4.1	4.1	78630.0	1
PC-3 CHEMBL390	IC50	4.07	4.07	85340.0	1
A498 CHEMBL614516	IC50	4.07	4.07	85360.0	1
KG-1 CHEMBL612264	IC50	4.05	4.05	88960.0	1
K562 CHEMBL385	IC50	4.03	4.03	94440.0	1
CAKI-2 CHEMBL613852	IC50	4.03	4.03	94200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4824.0	ng.hr.mL-1	Mus musculus
AUC	4824.0	ng.hr.mL-1	Mus musculus
Cmax	10100.0	nM	Mus musculus
Cmax	10100.0	nM	Mus musculus
T1/2	2.1	hr	Mus musculus
T1/2	2.1	hr	Mus musculus
T1/2	1.033	hr	Homo sapiens
T1/2	4.2	hr	Homo sapiens
T1/2	0.4167	hr	Mus musculus
T1/2	0.4167	hr	Mus musculus
Tmax	1.5	hr	Mus musculus
Tmax	1.5	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vero	IC50	=	0.5	nM	9.3	Anti-Herpes simplex virus type-1 activity in vero cells using plaque inhibition ...	10464017
Trypanosoma brucei	IC50	=	1.2	nM	8.92	Trypanocidal activity against bloodstream stage of Trypanosoma brucei after 72 h...	24283924
Trypanosoma brucei brucei	IC50	=	10.0	nM	8.0	GSK_TCAKS: pIC50 Trypanosoma brucei viability assay using luminiscence. Assay pl...	-
Trypanosoma brucei brucei	IC50	=	12.59	nM	7.9	GSK_TCAKS: pIC50 Trypanosoma brucei viability assay using fluorescence intensity...	-
Trypanosoma brucei brucei	IC50	=	30.0	nM	7.52	Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnT...	24283924
Trypanosoma brucei	IC50	=	32.0	nM	7.5	Trypanocidal activity against Trypanosoma brucei	24283924
Trypanosoma brucei	IC50	=	42.0	nM	7.38	Trypanocidal activity against bloodstream stage of Trypanosoma brucei after 72 h...	24283924
MOLT-4	IC50	=	100.0	nM	7.0	Cytotoxicity against human MOLT4 cells assessed as cell viability after 72 hrs b...	24283924
Unchecked	Ki	=	180.0	nM	6.75	Displacement of [2,8-3H]-adenosine from Trypanosoma brucei AT1/P2 expressed in b...	24283924
Trypanosoma cruzi	IC50	=	1122.02	nM	5.95	GSK_TCAKS: pIC50 Trypanosoma cruzi viability assay using beta-GAL activity. This...	-
Trypanosoma cruzi	IC50	=	1258.93	nM	5.9	GSK_TCAKS: pIC50 Trypanosoma cruzi Imaging: Amastigotes/Cell. H9c2 cells were se...	-
SARS-CoV-2	EC50	=	2000.0	nM	5.7	Antiviral activity against SARS-CoV-2 RG2674 infected in African green monkey Ve...	37597436
Trypanosoma cruzi	IC50	=	1995.26	nM	5.7	GSK_TCAKS: pIC50 Trypanosoma cruzi Imaging: Infected Cells. H9c2 cells were seed...	-
Trypanosoma cruzi	EC50	=	2510.0	nM	5.6	Antiparasitic activity against Trypanosoma cruzi Tulahuen CL2 intracellular amas...	30234983
Unchecked	EC50	=	4100.0	nM	5.39	PUBCHEM_BIOASSAY: Fluorescence Cell-Based Retest of Candida albicans Growth in t...	-
Trypanosoma cruzi	IC50	=	5011.87	nM	5.3	GSK_TCAKS: pIC50 H2C9 Imaging: H9c2 Host Cardiomyocytes. H9c2 cells were seeded ...	-
Adenosine receptor A1	Ki	=	7120.0	nM	5.15	Affinity for adenosine A1 receptor was determined, in the absence of GTP in rat ...	9371242
Adenosine receptor A1	Ki	=	7120.0	nM	5.15	Affinity for the Adenosine A1 receptor in the absence of GTP (A1-GTP) by using [...	7562934
Mitochondrial import inner membrane translocase subunit TIM23	IC50	=	14000.0	nM	4.85	PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS small molecule inhibitors o...	-
Adenosine receptor A1	Ki	=	15200.0	nM	4.82	Affinity for the Adenosine A1 receptor in the presence of GTP (A1+GTP) by using ...	7562934

Literature References

PubMed	DOI	Target Context	# Activities
18599159	10.1016/j.ejmech.2008.05.013	Mus musculus	8
36417756	10.1021/acs.jmedchem.2c01348	ADMET	8
26394068	10.1021/acs.jnatprod.5b00573	Toll-like receptor 4	6
36417756	10.1021/acs.jmedchem.2c01348	RL	5
36417756	10.1021/acs.jmedchem.2c01348	CCRF-CEM	5
24283924	10.1021/jm401530a	Trypanosoma brucei brucei	4
38547648	10.1016/j.bmc.2024.117696	Unchecked	4
-	10.6019/CHEMBL3430912	Leishmania donovani	4
-	10.6019/CHEMBL3430912	Trypanosoma cruzi	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
24283924	10.1021/jm401530a	Adenosine deaminase	3
9371242	10.1021/jm970176k	Adenosine receptor A1	3
24283924	10.1021/jm401530a	Trypanosoma brucei	3
36417756	10.1021/acs.jmedchem.2c01348	Unchecked	3
7562934	10.1021/jm00020a014	Adenosine receptor A1	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
1335077	10.1021/jm00102a010	Vesicular stomatitis virus	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
38547648	10.1016/j.bmc.2024.117696	MOLT-4	2

Data from ChEMBL 36 via Core Engine