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Compound Detail

CHEMBL221326

DIQUAFOSOL
💊 Approved Drug
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💊 Approved Drug
O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Basic Information

ChEMBL ID CHEMBL221326
Name DIQUAFOSOL
Phase Approved
Structure Type MOL
InChI Key NMLMACJWHPHKGR-NCOIDOBVSA-N

Known Names

Dicuafosol Diquafosol Diuridine tetraphosphate INS-365
3
Targets
19
Activities
1
Assay Types
0
PK Parameters
13
Publications
4
Known Names
1
Indications

Molecular Properties

790.3
MW (Da)
-4.19
ALogP
21
HBA
10
HBD
404.4
PSA (Ų)
0.08
QED
3
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2010
Availability Unknown
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -fos-
USAN Year 2003

Extended Properties

Molecular Formula C18H26N4O23P4
MW 790.31
Aromatic Rings 2
Heavy Atoms 49
NP-Likeness 0.76

Indications

Eye Diseases

ATC Classification

S01XA33
diquafosol
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

EC50 19 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2Y purinoceptor 2
CHEMBL4398
EC50 7.22 6.73 60.0 13
P2Y purinoceptor 4
CHEMBL2123
EC50 6.89 6.89 130.0 2
P2Y purinoceptor 6
CHEMBL4714
EC50 5.94 5.32 1160.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2Y purinoceptor 2 EC50 = 60.0 nM 7.22 Agonist activity at human P2Y purinoceptor 2 expressed in human 1321N1 cells ass... 22107038
P2Y purinoceptor 2 EC50 = 94.5 nM 7.03 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y114A mutan... 19419204
P2Y purinoceptor 2 EC50 = 100.0 nM 7.0 Agonist activity at human P2Y2 receptor expressed in human 1321N1 cells assessed... 20095577
P2Y purinoceptor 2 EC50 = 112.0 nM 6.95 Agonist activity at N-terminal HA epitope-tagged wild type 3 human P2Y2 receptor... 19419204
P2Y purinoceptor 4 EC50 = 130.0 nM 6.89 Agonist activity at human recombinant P2Y4 receptor expressed in 1321N1 cells as... 17302398
P2Y purinoceptor 4 EC50 = 130.0 nM 6.89 Agonist activity at human P2Y4 receptor expressed in human 1321N1 cells assessed... 18514530
P2Y purinoceptor 2 EC50 = 145.0 nM 6.84 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y118A mutan... 19419204
P2Y purinoceptor 2 EC50 = 179.0 nM 6.75 Agonist activity at N-terminal HA epitope-tagged wild type 4 human P2Y2 receptor... 19419204
P2Y purinoceptor 2 EC50 = 210.0 nM 6.68 Agonist activity at human recombinant P2Y2 receptor expressed in 1321N1 cells as... 17302398
P2Y purinoceptor 2 EC50 = 210.0 nM 6.68 Agonist activity at human P2Y2 receptor expressed in human 1321N1 cells assessed... 18514530
P2Y purinoceptor 2 EC50 = 216.0 nM 6.67 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R194H mutan... 19419204
P2Y purinoceptor 2 EC50 = 231.0 nM 6.64 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y198A mutan... 19419204
P2Y purinoceptor 2 EC50 = 394.0 nM 6.41 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R177A_R180A... 19419204
P2Y purinoceptor 2 EC50 = 419.0 nM 6.38 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R180A mutan... 19419204
P2Y purinoceptor 2 EC50 = 572.0 nM 6.24 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R177A mutan... 19419204
P2Y purinoceptor 6 EC50 = 1160.0 nM 5.94 Agonist activity at human P2Y6 receptor expressed in human 1321N1 cells assessed... 18514530
P2Y purinoceptor 6 EC50 = 20000.0 nM 4.7 Agonist activity at human recombinant P2Y6 receptor expressed in 1321N1 cells as... 17302398

Literature References

PubMed DOI Target Context # Activities
19419204 10.1021/jm801442p P2Y purinoceptor 2 25
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17302398 10.1021/jm060903o P2Y purinoceptor 2 1
17302398 10.1021/jm060903o P2Y purinoceptor 4 1
17302398 10.1021/jm060903o P2Y purinoceptor 6 1
17011188 10.1016/j.bmcl.2006.09.017 P2Y purinoceptor 1 1
18514530 10.1016/j.bmc.2008.05.013 P2Y purinoceptor 2 1
18514530 10.1016/j.bmc.2008.05.013 P2Y purinoceptor 4 1
18514530 10.1016/j.bmc.2008.05.013 P2Y purinoceptor 6 1
20095577 10.1021/jm901450d P2Y purinoceptor 2 1
22107038 10.1021/jm2013198 P2Y purinoceptor 2 1
22107038 10.1021/jm2013198 ADMET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine