Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3407784

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
CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NC)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3407784
Phase Preclinical
Structure Type MOL
InChI Key RVLAHZAHALVQKF-AQPYCOETSA-N
7
Targets
17
Activities
3
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

458.9
MW (Da)
1.01
ALogP
9
HBA
4
HBD
125.2
PSA (Ų)
0.43
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19ClN6O3S
MW 458.93
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 0.05

Activity Summary

Ki 7 meas. best 9.15
EC50 5 meas. best 9.22
IC50 5 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL1075269
 EC50 9.22 9.22 0.6 1
Adenosine receptor A3
CHEMBL256
 Ki 9.15 9.15 0.7 4
Sodium-dependent dopamine transporter
CHEMBL238
 EC50 7.46 7.17 35.1 2
Adenosine receptor A3
CHEMBL1075269
 Ki 7.44 7.44 36.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 6.6 6.6 253.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 EC50 5.93 5.93 1180.0 1
Sodium-dependent dopamine transporter
CHEMBL2799
 EC50 5.65 5.65 2230.0 1
Sodium-dependent dopamine transporter
CHEMBL2799
 IC50 5.64 5.64 2290.0 1
Adenosine receptor A3
CHEMBL3611963
 IC50 5.07 5.07 8500.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.89 4.89 12900.0 1
Adenosine receptor A3
CHEMBL1075269
 IC50 4.44 4.44 36000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 14.0 % Rattus norvegicus
Fu 0.0267 - Homo sapiens
Fu 0.0404 - Rattus norvegicus
Fu 0.0275 - Mus musculus
T1/2 8.0 hr -
T1/2 8.0 hr -
T1/2 3.833 hr Homo sapiens
T1/2 2.133 hr Rattus norvegicus
T1/2 2.383 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 EC50 = 0.6 nM 9.22 Agonist activity at mouse A3 adenosine receptor expressed in HEK293 cells assess... 25422861
Adenosine receptor A3 Ki = 0.7 nM 9.15 Displacement of [125I]I-AB-MECA from human recombinant A3 adenosine receptor exp... 25422861
Adenosine receptor A3 Ki = 0.7 nM 9.15 Displacement of [125I]N6-(4-amino-3-iodobenzyl)adenosine-5'-N-methyluronamide fr... 26191370
Adenosine receptor A3 Ki = 0.7 nM 9.15 Displacement of [125I]I-AB-MECA from recombinant human adenosine A3 receptor exp... 30568760
Adenosine receptor A3 Ki = 0.7 nM 9.15 Binding affinity to human A3AR assessed as inhibitor constant 33062176
Sodium-dependent dopamine transporter EC50 = 35.1 nM 7.46 Enhancing of [125I]RTI-55 binding to recombinant human DAT expressed in HEK293 c... 28319392
Adenosine receptor A3 Ki = 36.1 nM 7.44 Displacement of [125I]I-AB-MECA from mouse A3 adenosine receptor expressed in HE... 25422861
Adenosine receptor A3 Ki = 36.0 nM 7.44 Displacement of [125I]I-AB-MECA from recombinant mouse adenosine A3 receptor exp... 30568760
Sodium-dependent dopamine transporter EC50 = 131.0 nM 6.88 Enhancing of [3H]mazindol binding to recombinant human DAT expressed in HEK293 c... 28319392
Sodium-dependent dopamine transporter IC50 = 253.0 nM 6.6 Inhibition of recombinant human DAT expressed in HEK293 cell membranes assessed ... 28319392
Sodium-dependent noradrenaline transporter EC50 = 1180.0 nM 5.93 Enhancing of [125I]RTI-55 binding to recombinant human NET expressed in HEK293 c... 28319392
Sodium-dependent dopamine transporter EC50 = 2230.0 nM 5.65 Enhancing of [125I]RTI-55 binding to mouse DAT expressed in HEK293 cells preincu... 28319392
Sodium-dependent dopamine transporter IC50 = 2290.0 nM 5.64 Inhibition of mouse DAT expressed in HEK293 cells assessed as reduction in [3H]-... 28319392
Adenosine receptor A3 IC50 = 8500.0 nM 5.07 Binding affinity to canine adenosine A3 receptor expressed in HEK293 cell membra... 26191370
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 12900.0 nM 4.89 Inhibition of human ERG by PDSP screening 25422861
Adenosine receptor A3 IC50 = 36000.0 nM 4.44 Binding affinity to mouse adenosine A3 receptor expressed in HEK293 cell membran... 26191370

Literature References

PubMed DOI Target Context # Activities
28319392 10.1021/acs.jmedchem.7b00141 Sodium-dependent dopamine transporter 8
26191370 10.1021/acsmedchemlett.5b00150 Mus musculus 5
25422861 10.1021/jm501021n Unchecked 5
28319392 10.1021/acs.jmedchem.7b00141 Sodium-dependent noradrenaline transporter 5
28319392 10.1021/acs.jmedchem.7b00141 Sodium-dependent serotonin transporter 5
25422861 10.1021/jm501021n Adenosine receptor A3 4
26191370 10.1021/acsmedchemlett.5b00150 Adenosine receptor A3 3
25422861 10.1021/jm501021n Mus musculus 3
25422861 10.1021/jm501021n ADMET 3
25422861 10.1021/jm501021n Plasma 3
33062176 10.1021/acsmedchemlett.9b00637 ADMET 3
25422861 10.1021/jm501021n Liver microsome 3
25422861 10.1021/jm501021n Adenosine receptor A2a 2
30568760 10.1039/C8MD00317C Adenosine receptor A3 2
25422861 10.1021/jm501021n Adenosine receptor A1 2
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A3 1
25422861 10.1021/jm501021n Cytochrome P450 2D6 1
25422861 10.1021/jm501021n Cytochrome P450 2C19 1
25422861 10.1021/jm501021n Cytochrome P450 2C9 1
25422861 10.1021/jm501021n No relevant target 1

Data from ChEMBL 36 via Core Engine