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Compound Detail

CHEMBL526307

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COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1I
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL526307
Phase Preclinical
Structure Type MOL
InChI Key AATPYXMXFBBKFO-UHFFFAOYSA-N
5
Targets
19
Activities
2
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

400.2
MW (Da)
3.17
ALogP
6
HBA
2
HBD
96.3
PSA (Ų)
0.77
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H17IN4O2
MW 400.22
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.32

Activity Summary

IC50 12 meas. best 8.0
Ki 7 meas. best 8.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2X purinoceptor 3
CHEMBL4824
 Ki 8.01 8.01 9.8 1
P2X purinoceptor 3
CHEMBL4824
 IC50 8.0 7.9633 10.0 3
P2X purinoceptor 3
CHEMBL2998
 IC50 7.94 7.82 11.4 2
P2X2/P2X3 heterotrimeric receptor
CHEMBL3831281
 IC50 7.71 7.4525 19.6 4
Dihydrofolate reductase
CHEMBL1681620
 IC50 7.48 7.48 32.9 1
P2X2/P2X3 heterotrimeric receptor
CHEMBL3831281
 Ki 7.38 7.38 41.7 1
Dihydrofolate reductase
CHEMBL6065
 IC50 5.46 5.46 3500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 628.0 ng.hr.mL-1 Rattus norvegicus
AUC 240.0 ng.hr.mL-1 Rattus norvegicus
CL 52.8 mg/min/kg Rattus norvegicus
CL 13.0 mg/min/kg Canis lupus familiaris
CL 13.0 mL.min-1.kg-1 Canis lupus familiaris
CL 8.0 mL.min-1.g-1 Homo sapiens
Cmax 1471.69 nM Rattus norvegicus
Cmax 160.66 nM Rattus norvegicus
F 39.0 % Rattus norvegicus
F 72.0 % Canis lupus familiaris
F 72.0 % Canis lupus familiaris
T1/2 0.94 hr Rattus norvegicus
T1/2 2.09 hr Rattus norvegicus
T1/2 1.5 hr Canis lupus familiaris
T1/2 1.5 hr Canis lupus familiaris
Tmax 0.083 hr Rattus norvegicus
Tmax 1.33 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2X purinoceptor 3 Ki = 9.772 nM 8.01 Antagonist activity against rat P2X3 receptor expressed in CHOK1 cells assessed ... -
P2X purinoceptor 3 IC50 = 10.0 nM 8.0 Antagonist activity at rat P2X3 receptor expressed in CHO cells by FLIPR 19231178
P2X purinoceptor 3 IC50 = 10.0 nM 8.0 Antagonist activity at rat recombinant P2X3 receptor expressed in CHO cells by F... 19231180
P2X purinoceptor 3 IC50 = 11.4 nM 7.94 Antagonist activity at human P2X3R expressed in HEK293 cells incubated for 18 hr... 39102524
P2X purinoceptor 3 IC50 = 13.0 nM 7.89 Antagonist activity at rat P2X3 receptor expressed in CHO cells by FLIPR 19231178
P2X2/P2X3 heterotrimeric receptor IC50 = 19.6 nM 7.71 Antagonist activity at human P2X2/3R expressed in HEK293 cells incubated for 18 ... 39102524
P2X purinoceptor 3 IC50 = 20.0 nM 7.7 Antagonist activity at human recombinant P2X3 receptor expressed in HEK293-Tet-o... 27423478
P2X2/P2X3 heterotrimeric receptor IC50 = 25.0 nM 7.6 Antagonist activity at human P2X2/3 receptor expressed in 1321n1c cells by FLIPR 19231178
Dihydrofolate reductase IC50 = 32.87 nM 7.48 Inhibition of Staphylococcus aureus DHFR expressed in Escherichia coli BL21 (DE3... 38466654
P2X2/P2X3 heterotrimeric receptor IC50 = 39.81 nM 7.4 Antagonist activity at human P2X2/3 receptor expressed in 1321n1c cells by FLIPR 19231178
P2X2/P2X3 heterotrimeric receptor Ki = 41.69 nM 7.38 Antagonist activity against human P2X2/3 receptor expressed in CHOK1 cells asses... -
P2X2/P2X3 heterotrimeric receptor IC50 = 79.43 nM 7.1 Antagonist activity at human recombinant P2X2/3 receptor expressed in human 1321... 19231180
Dihydrofolate reductase IC50 = 3500.0 nM 5.46 Inhibition of Mycobacterium tuberculosis DHFR 38466654

Literature References

PubMed DOI Target Context # Activities
19231178 10.1016/j.bmcl.2009.01.097 Rattus norvegicus 10
38466654 10.1021/acs.jmedchem.3c02355 Staphylococcus aureus 5
38466654 10.1021/acs.jmedchem.3c02355 Dihydrofolate reductase 4
19231178 10.1016/j.bmcl.2009.01.097 Canis familiaris 3
19231180 10.1016/j.bmcl.2009.02.003 Canis familiaris 3
19231178 10.1016/j.bmcl.2009.01.097 P2X2/P2X3 heterotrimeric receptor 2
27423478 10.1016/j.bmcl.2016.07.009 ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL3301361 ADMET 2
19231178 10.1016/j.bmcl.2009.01.097 P2X purinoceptor 3 2
39102524 10.1021/acs.jmedchem.4c01214 Unchecked 1
19231180 10.1016/j.bmcl.2009.02.003 P2X purinoceptor 7 1
19231180 10.1016/j.bmcl.2009.02.003 Unchecked 1
19231180 10.1016/j.bmcl.2009.02.003 Histamine H2 receptor 1
19231180 10.1016/j.bmcl.2009.02.003 5-hydroxytryptamine receptor 2A 1
19231180 10.1016/j.bmcl.2009.02.003 P2X purinoceptor 4 1
19231180 10.1016/j.bmcl.2009.02.003 5-hydroxytryptamine receptor 6 1
19231180 10.1016/j.bmcl.2009.02.003 P2X purinoceptor 2 1
19231180 10.1016/j.bmcl.2009.02.003 Caco-2 1
19231180 10.1016/j.bmcl.2009.02.003 P2X2/P2X3 heterotrimeric receptor 1

Data from ChEMBL 36 via Core Engine