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Compound Detail

CHEMBL335206

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Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)S)[C@@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL335206
Phase Preclinical
Structure Type MOL
InChI Key HCIKUKNAJRJFOW-KQYNXXCUSA-N
11
Targets
14
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

443.3
MW (Da)
-0.81
ALogP
12
HBA
6
HBD
212.4
PSA (Ų)
0.24
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H15N5O9P2S
MW 443.27
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 1.20

Activity Summary

EC50 9 meas. best 7.09
IC50 4 meas. best 4.82
Kd 1 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2Y purinoceptor 12
CHEMBL2188
EC50 7.09 7.09 82.0 1
P2Y purinoceptor 1
CHEMBL5720
EC50 7.02 7.02 96.0 1
Unchecked
CHEMBL612545
Kd 6.82 6.82 150.0 1
P2Y purinoceptor 1
CHEMBL4315
EC50 5.9 5.9 1270.0 1
P2X purinoceptor 1
CHEMBL2094
EC50 5.6 5.6 2500.0 1
P2X purinoceptor 3
CHEMBL2998
EC50 5.06 5.06 8800.0 1
No relevant target
CHEMBL2362975
IC50 4.82 4.5367 15000.0 3
PC-12
CHEMBL612556
IC50 4.7 4.7 20000.0 1
P2X purinoceptor 4
CHEMBL2104
EC50 4.6 4.6 25000.0 1
P2Y purinoceptor 11
CHEMBL4867
EC50 4.52 4.505 30000.0 2
P2X purinoceptor 2
CHEMBL2135
EC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2Y purinoceptor 12 EC50 = 82.0 nM 7.09 Antagonist activity against phospholipase C coupled rat P2Y purinoceptor 12 (P2Y... 12213051
P2Y purinoceptor 1 EC50 = 96.0 nM 7.02 Evaluated for agonist activity against phospholipase C coupled P2Y purinoceptor ... 12213051
Unchecked Kd = 150.0 nM 6.82 Binding affinity to Mycobacterium tuberculosis adenosine-5'-phosphosulfate reduc... 19678707
P2Y purinoceptor 1 EC50 = 1270.0 nM 5.9 Agonist activity at GFP-tagged human P2Y1R transfected in human 1321N1 cells ass... 26447940
P2X purinoceptor 1 EC50 = 2500.0 nM 5.6 Antagonist activity against recombinant human P2X purinoceptor 1 (P2X1 ) 12213051
P2X purinoceptor 3 EC50 = 8800.0 nM 5.06 Antagonist activity against recombinant human P2X purinoceptor 3 (P2X3 ) 12213051
No relevant target IC50 = 15000.0 nM 4.82 Antioxidant activity assessed as ABTS radical scavenging activity after 7 mins 26447940
No relevant target IC50 = 19000.0 nM 4.72 Antioxidant activity assessed as inhibition of Fe2+-induced DMPO-OH adduct forma... 26447940
PC-12 IC50 = 20000.0 nM 4.7 Antioxidant activity in rat PC12 cells assessed as inhibition of Fe2+-induced re... 26447940
P2X purinoceptor 4 EC50 = 25000.0 nM 4.6 Antagonist activity against recombinant human P2X purinoceptor 4 (P2X4) 12213051
P2Y purinoceptor 11 EC50 = 30000.0 nM 4.52 Agonist activity against phospholipase C coupled human P2Y purinoceptor 11 (P2Y1... 12213051
P2Y purinoceptor 11 EC50 = 32700.0 nM 4.49 Agonist activity at GFP-tagged human P2Y11R transfected in human 1321N1 cells as... 26447940
No relevant target IC50 = 85000.0 nM 4.07 Metal chelating activity assessed as inhibition of Fe2+-ferrozine complex format... 26447940
P2X purinoceptor 2 EC50 = 100000.0 nM 4.0 Antagonist activity against recombinant rat receptor P2X purinoceptor 2 (P2X2) a... 12213051

Literature References

PubMed DOI Target Context # Activities
26447940 10.1021/acs.jmedchem.5b00575 No relevant target 3
19678707 10.1021/jm900728u No relevant target 2
12213051 10.1021/jm020046y P2Y purinoceptor 1 1
12213051 10.1021/jm020046y P2Y purinoceptor 11 1
12213051 10.1021/jm020046y P2Y purinoceptor 12 1
12213051 10.1021/jm020046y P2X purinoceptor 1 1
12213051 10.1021/jm020046y P2X purinoceptor 2 1
12213051 10.1021/jm020046y P2X purinoceptor 3 1
12213051 10.1021/jm020046y P2X purinoceptor 4 1
19678707 10.1021/jm900728u Unchecked 1
26447940 10.1021/acs.jmedchem.5b00575 Unchecked 1
26447940 10.1021/acs.jmedchem.5b00575 P2Y purinoceptor 11 1
26447940 10.1021/acs.jmedchem.5b00575 P2Y purinoceptor 1 1
26447940 10.1021/acs.jmedchem.5b00575 PC-12 1

Data from ChEMBL 36 via Core Engine