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

CHEMBL374172

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
Nc1nc2[nH]cc(CCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)c2c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL374172
Phase Preclinical
Structure Type MOL
InChI Key LICPJBQGYLPBOC-AWEZNQCLSA-N
7
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

441.4
MW (Da)
1.06
ALogP
6
HBA
6
HBD
191.3
PSA (Ų)
0.27
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23N5O6
MW 441.44
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness 0.07

Activity Summary

IC50 14 meas. best 8.45
EC50 4 meas. best 6.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.45 7.15 3.5 6
KB
CHEMBL398
 IC50 7.3 6.9567 49.5 3
IGROV-1
CHEMBL613984
 IC50 7.28 7.28 52.7 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.16 7.15 68.8 2
R2
CHEMBL614385
 IC50 6.48 6.48 329.0 1
CCRF-CEM
CHEMBL382
 EC50 6.34 6.025 460.0 4
Dihydrofolate reductase
CHEMBL1809
 IC50 4.66 4.66 22000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 3.54 nM 8.45 Antiproliferative activity against chinese hamster D4 cells expressing human FR-... 38116433
Unchecked IC50 = 13.24 nM 7.88 Cytotoxicity against human IOSE-7576 cells assessed as inhibition of cell growth... 38116433
Unchecked IC50 = 47.86 nM 7.32 Antiproliferative activity against chinese hamster RT-16 cells expressing human ... 38116433
KB IC50 = 49.5 nM 7.3 Cytotoxicity against human KB cells expressing human RFC/FRalpha/PCFT after 96 h... 24256410
KB IC50 = 49.49 nM 7.3 Antiproliferative activity against human KB cells assessed as cell growth inhibi... 38116433
IGROV-1 IC50 = 52.7 nM 7.28 Antiproliferative activity against human IGROV-1 cells assessed as inhibition of... 38116433
NON-PROTEIN TARGET IC50 = 68.8 nM 7.16 Cytotoxicity against chinese hamster PC43-10 cells expressing human RFC after 96... 24256410
Unchecked IC50 = 68.8 nM 7.16 Antiproliferative activity against chinese hamster PC43-10 cells expressing huma... 38116433
NON-PROTEIN TARGET IC50 = 72.0 nM 7.14 Cytotoxicity against chinese hamster RT16 cells expressing human FRalpha after 9... 24256410
Unchecked IC50 = 329.0 nM 6.48 Antiproliferative activity against chinese hamster R2 cells expressing human PCF... 38116433
R2 IC50 = 329.0 nM 6.48 Cytotoxicity against chinese hamster R2 cells expressing human PCFT4 after 96 hr... 24256410
CCRF-CEM EC50 = 460.0 nM 6.34 Growth inhibition of human CCRF-CEM cells 15615538
CCRF-CEM EC50 = 470.0 nM 6.33 Growth inhibition of methotrexate-resistant human CCRF-CEM R30dm cells expressin... 15615538
KB IC50 = 533.0 nM 6.27 Cytotoxicity against human KB cells expressing human RFC/FRalpha/PCFT after 96 h... 24256410
CCRF-CEM EC50 = 860.0 nM 6.07 Growth inhibition of methotrexate-resistant human CCRF-CEM R1 cells overproducin... 15615538
Unchecked IC50 = 2440.0 nM 5.61 Inhibition of Cryptosporidium hominis thymidylate synthase 23927969
CCRF-CEM EC50 = 4350.0 nM 5.36 Growth inhibition of methotrexate-transport-resistant human CCRF-CEM R2 cells af... 15615538
Dihydrofolate reductase IC50 = 22000.0 nM 4.66 Inhibition of Escherichia coli DHFR 15615538

Literature References

PubMed DOI Target Context # Activities
15615538 10.1021/jm040123k CCRF-CEM 9
38116433 10.1021/acsmedchemlett.3c00326 Unchecked 9
38116433 10.1021/acsmedchemlett.3c00326 KB 6
24256410 10.1021/jm401328u KB 5
15615538 10.1021/jm040123k Dihydrofolate reductase 4
24256410 10.1021/jm401328u NON-PROTEIN TARGET 4
15615538 10.1021/jm040123k Thymidylate synthase 3
15615538 10.1021/jm040123k Folylpolyglutamate synthase, mitochondrial 3
24256410 10.1021/jm401328u R2 2
15615538 10.1021/jm040123k A549 1
15615538 10.1021/jm040123k NCI-H460 1
38116433 10.1021/acsmedchemlett.3c00326 IGROV-1 1
15615538 10.1021/jm040123k HCT-116 1
15615538 10.1021/jm040123k SW-620 1
15615538 10.1021/jm040123k SF-268 1
15615538 10.1021/jm040123k SK-MEL-28 1
15615538 10.1021/jm040123k 786-0 1
15615538 10.1021/jm040123k PC-3 1
15615538 10.1021/jm040123k K562 1
15615538 10.1021/jm040123k MDA-MB-435 1

Data from ChEMBL 36 via Core Engine