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

CHEMBL111545

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
CCCOC(=O)c1c(-c2ccccc2)nc(CC)c(C(=O)SCC)c1CCC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL111545
Phase Preclinical
Structure Type MOL
InChI Key UUSHFEVEROROSP-UHFFFAOYSA-N
8
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

399.6
MW (Da)
5.72
ALogP
5
HBA
0
HBD
56.3
PSA (Ų)
0.50
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C23H29NO3S
MW 399.56
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.54

Activity Summary

Ki 18 meas. best 7.72
IC50 6 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 7.72 7.135 18.9 6
Transmembrane domain-containing protein TMIGD3
CHEMBL3712907
 Ki 7.72 7.72 19.0 1
Adenosine receptor A3
CHEMBL3360
 Ki 6.95 6.73 113.0 5
Adenosine receptor A3
CHEMBL1075269
 Ki 6.46 6.46 349.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 5.69 5.685 2050.0 2
Adenosine receptor A2a
CHEMBL251
 Ki 5.44 5.44 3660.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.0 4.9167 10000.0 6
Adenosine receptor A1
CHEMBL318
 Ki 4.81 4.81 15600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 18.9 nM 7.72 Displacement of specific [125 I]AB-MECA binding at human Adenosine A3 receptor e... 10052977
Transmembrane domain-containing protein TMIGD3 Ki = 19.0 nM 7.72 Antagonist activity at adenosine A3 receptor in human NPE cells assessed as inhi... 26356532
Adenosine receptor A3 Ki = 18.9 nM 7.72 Displacement of [3H]PSB-11 from human adenosine receptor A3 expressed in CHO cel... 31780082
Adenosine receptor A3 Ki = 18.9 nM 7.72 Antagonist activity at adenosine A3 receptor (unknown origin) 34695776
Adenosine receptor A3 Ki = 43.9 nM 7.36 Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in HE... 35450351
Adenosine receptor A3 Ki = 113.0 nM 6.95 Displacement of [3H]NECA from rat adenosine receptor A3 expressed in CHO cell me... 31780082
Adenosine receptor A3 Ki = 113.0 nM 6.95 Displacement of specific [125I]AB-MECA binding at rat Adenosine A3 receptor stab... 10052977
Adenosine receptor A3 Ki = 216.0 nM 6.67 Displacement of [125I]I-AB-MECA from rat adenosine A3 receptor expressed in HEK2... 35450351
Adenosine receptor A3 Ki = 234.0 nM 6.63 Binding affinity of adenosine derivative for endogenous rat Adenosine A3 recepto... 12238926
Adenosine receptor A3 Ki = 238.0 nM 6.62 Binding affinity towards human Adenosine A3 receptor wild type 12238926
Adenosine receptor A3 Ki = 349.0 nM 6.46 Displacement of [125I]I-AB-MECA from mouse adenosine A3 receptor expressed in HE... 35450351
Adenosine receptor A3 Ki = 357.0 nM 6.45 Binding affinity of adenosine derivative for endogenous rat Adenosine A3 recepto... 12238926
Adenosine receptor A2a Ki = 2050.0 nM 5.69 Inhibition of [3H]-CGS- 21680 binding to Adenosine A2A receptor in rat striatal ... 10052977
Adenosine receptor A2a Ki = 2100.0 nM 5.68 Displacement of [3H]MSX2 from adenosine receptor A2A in rat brain striatum membr... 31780082
Adenosine receptor A3 Ki = 2150.0 nM 5.67 Binding affinity towards Adenosine A3 receptor (W243 mutant receptor) 12238926
Adenosine receptor A2a Ki = 3660.0 nM 5.44 Displacement of [3H]MSX2 from human adenosine receptor A2A expressed in HEK293 c... 31780082
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 6
12238926 10.1021/jm020211+ Adenosine receptor A3 5
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A1 3
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A2a 3
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A2b 3
10052977 10.1021/jm980550w Adenosine receptor A3 3
10052977 10.1021/jm980550w Unchecked 3
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A3 3
9703464 10.1021/jm980093j Adenosine receptor A3 2
31780082 10.1016/j.ejmech.2019.111879 Adenosine receptor A3 2
31780082 10.1016/j.ejmech.2019.111879 Adenosine receptor A1 2
31780082 10.1016/j.ejmech.2019.111879 Adenosine receptor A2a 2
34695776 10.1016/j.ejmech.2021.113907 Adenosine receptor A3 1
9703464 10.1021/jm980093j Adenosine receptor A1 1
31780082 10.1016/j.ejmech.2019.111879 Adenosine receptor A2b 1
26356532 10.1021/acs.jmedchem.5b00828 Transmembrane domain-containing protein TMIGD3 1
17417631 10.1038/nchembio873 Unchecked 1
10052977 10.1021/jm980550w Adenosine receptor A2a 1
10052977 10.1021/jm980550w Adenosine receptor A1 1
9703464 10.1021/jm980093j Unchecked 1

Data from ChEMBL 36 via Core Engine