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

CHEMBL13705

DIDEAZAACYCLOTETRAHYDROFOLIC ACID
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
Nc1nc(N)c(CCCCc2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL13705
Name DIDEAZAACYCLOTETRAHYDROFOLIC ACID
Phase Preclinical
Structure Type MOL
InChI Key LNUHUIPUTGDPDG-AWEZNQCLSA-N
5
Targets
9
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

431.4
MW (Da)
0.55
ALogP
7
HBA
6
HBD
201.5
PSA (Ų)
0.27
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25N5O6
MW 431.45
Aromatic Rings 2
Heavy Atoms 31

Activity Summary

IC50 7 meas. best 7.21
Ki 2 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 7.21 7.21 61.0 1
CCRF-CEM
CHEMBL382
 IC50 6.88 6.1925 132.0 4
MOLT-4
CHEMBL614177
 IC50 6.05 6.05 900.0 1
Trifunctional purine biosynthetic protein adenosine-3
CHEMBL3972
 IC50 5.8 5.8 1600.0 1
Trifunctional purine biosynthetic protein adenosine-3
CHEMBL3972
 Ki 5.77 5.77 1700.0 1
Bifunctional purine biosynthesis protein ATIC
CHEMBL2518
 Ki 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 IC50 = 61.0 nM 7.21 In vitro inhibition of growth of MCF-7 human breast adenocarcinoma using 72 hour... 1573633
CCRF-CEM IC50 = 132.0 nM 6.88 Cytotoxicity against human lymphoblastic leukemic CCRF-CEM cell line was evaluat... 1552503
CCRF-CEM IC50 = 132.0 nM 6.88 In vitro antitumor activity was assessed from rate of cell growth of CCRF/CEM ce... 8027993
MOLT-4 IC50 = 900.0 nM 6.05 Compound was evaluated for inhibition of [3H]methotrexate uptake into MOLT-4 cel... 1573633
Trifunctional purine biosynthetic protein adenosine-3 IC50 = 1600.0 nM 5.8 In vitro inhibition of hog liver GAR transformylase with (6R)-10-formyl-FH4 as c... 1573633
Trifunctional purine biosynthetic protein adenosine-3 Ki = 1700.0 nM 5.77 Inhibition of human recombinant GAR transformylase 18686942
CCRF-CEM IC50 = 2700.0 nM 5.57 Cytotoxicity against human CCRF-CEM cells in absence of thymidine and hypoxanthi... 18686942
CCRF-CEM IC50 = 3600.0 nM 5.44 Cytotoxicity against human CCRF-CEM cells in presence of thymidine and absence o... 18686942
Bifunctional purine biosynthesis protein ATIC Ki = 20000.0 nM 4.7 Inhibition of human recombinant AICAR transformylase 18686942

Literature References

PubMed DOI Target Context # Activities
1552503 10.1021/jm00084a016 ADMET 8
1552503 10.1021/jm00084a016 Mus musculus 8
18686942 10.1021/jm800555h CCRF-CEM 5
1552503 10.1021/jm00084a016 CCRF-CEM 4
1573633 10.1021/jm00086a008 Folylpolyglutamate synthase, mitochondrial 2
1573633 10.1021/jm00086a008 Trifunctional purine biosynthetic protein adenosine-3 1
1573633 10.1021/jm00086a008 MOLT-4 1
1573633 10.1021/jm00086a008 MCF7 1
8027993 10.1021/jm00039a025 CCRF-CEM 1
18686942 10.1021/jm800555h Trifunctional purine biosynthetic protein adenosine-3 1
18686942 10.1021/jm800555h Bifunctional purine biosynthesis protein ATIC 1

Data from ChEMBL 36 via Core Engine