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

CHEMBL491104

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
Nc1nc2sc(CCCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cc2c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL491104
Phase Preclinical
Structure Type MOL
InChI Key KVBZUTNKUVNMNN-INIZCTEOSA-N
9
Targets
16
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

472.5
MW (Da)
2.18
ALogP
7
HBA
5
HBD
175.5
PSA (Ų)
0.26
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24N4O6S
MW 472.52
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.53

Activity Summary

IC50 14 meas. best 8.31
Ki 2 meas. best 5.53

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KB
CHEMBL398
 IC50 8.31 8.31 4.9 3
IGROV-1
CHEMBL613984
 IC50 8.23 8.23 5.9 3
Folate receptor alpha
CHEMBL2121
 IC50 8.05 8.05 9.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.05 7.875 9.0 2
Trifunctional purine biosynthetic protein adenosine-3
CHEMBL3972
 IC50 7.88 7.88 13.3 1
Folate receptor beta
CHEMBL5064
 IC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
 Ki 5.53 5.53 2970.0 1
Trifunctional purine biosynthetic protein adenosine-3
CHEMBL3690
 IC50 5.26 5.26 5510.0 1
Bifunctional purine biosynthesis protein ATIC
CHEMBL2518
 Ki 5.02 5.02 9480.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KB IC50 = 4.9 nM 8.31 Antiproliferative activity against human KB cells expressing human reduced folat... 19371039
KB IC50 = 4.9 nM 8.31 Growth inhibition of human KB cells expressing RFC, FRalpha and PCFT after 96 hr... 20085328
KB IC50 = 4.9 nM 8.31 Antiproliferative activity against human KB cells assessed as reduction in cell ... 33773393
IGROV-1 IC50 = 5.9 nM 8.23 Antiproliferative activity against human IGROV1 cells expressing human reduced f... 19371039
IGROV-1 IC50 = 5.9 nM 8.23 Growth inhibition of human IGROV1 cells expressing RFC, FRalpha and PCFT after 9... 20085328
IGROV-1 IC50 = 5.9 nM 8.23 Antiproliferative activity against human IGROV1 cells assessed as reduction in c... 33773393
NON-PROTEIN TARGET IC50 = 9.0 nM 8.05 Antiproliferative activity against chinese hamster RT16 cells expressing human f... 19371039
Folate receptor alpha IC50 = 9.0 nM 8.05 Inhibition of human FRalpha expressed in Chinese Hamster MTXRII-OuaR2-4 R2 cells... 33773393
Trifunctional purine biosynthetic protein adenosine-3 IC50 = 13.3 nM 7.88 Inhibition of GARFTase in human KB cells assessed as inhibition of incorporation... 19371039
NON-PROTEIN TARGET IC50 = 20.0 nM 7.7 Antiproliferative activity against chinese hamster D4 cells expressing human fol... 19371039
Folate receptor beta IC50 = 20.0 nM 7.7 Inhibition of human FRbeta expressed in Chinese Hamster MTXRII-OuaR2-4 R2 cells ... 33773393
Unchecked Ki = 2970.0 nM 5.53 Inhibition of human full length N-terminal His-tagged GARFTase expressed in Chin... 33773393
Trifunctional purine biosynthetic protein adenosine-3 IC50 = 5510.0 nM 5.26 Inhibition of mouse recombinant GARFTase 19371039
Bifunctional purine biosynthesis protein ATIC Ki = 9480.0 nM 5.02 Inhibition of human full length N-terminal His-tagged ATIC expressed in Chinese ... 33773393

Literature References

PubMed DOI Target Context # Activities
19371039 10.1021/jm8011323 NON-PROTEIN TARGET 8
19371039 10.1021/jm8011323 KB 7
33773393 10.1016/j.bmc.2021.116093 KB 4
20085328 10.1021/jm9015729 Trifunctional purine biosynthetic protein adenosine-3 2
33773393 10.1016/j.bmc.2021.116093 IGROV-1 2
33773393 10.1016/j.bmc.2021.116093 Unchecked 2
19371039 10.1021/jm8011323 Trifunctional purine biosynthetic protein adenosine-3 2
19371039 10.1021/jm8011323 IGROV-1 2
20085328 10.1021/jm9015729 KB 1
20085328 10.1021/jm9015729 IGROV-1 1
19371039 10.1021/jm8011323 Folate receptor beta 1
33773393 10.1016/j.bmc.2021.116093 Reduced folate transporter 1
19371039 10.1021/jm8011323 Folate receptor alpha 1
33773393 10.1016/j.bmc.2021.116093 Folate receptor alpha 1
33773393 10.1016/j.bmc.2021.116093 Folate receptor beta 1
33773393 10.1016/j.bmc.2021.116093 Proton-coupled folate transporter 1
33773393 10.1016/j.bmc.2021.116093 Bifunctional purine biosynthesis protein ATIC 1

Data from ChEMBL 36 via Core Engine