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Compound Detail

CHEMBL1270837

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COc1cc(-c2ccccc2)ccc1C(C)C#Cc1c(C)nc(N)nc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1270837
Phase Preclinical
Structure Type MOL
InChI Key DATCFVVEPPDLRQ-UHFFFAOYSA-N
6
Targets
12
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
3.78
ALogP
5
HBA
2
HBD
87.0
PSA (Ų)
0.70
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 C22H22N4O
MW 358.45
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.38

Activity Summary

IC50 9 meas. best 8.26
Ki 3 meas. best 5.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.26 8.26 5.5 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2366489
 IC50 7.72 7.72 19.0 1
Dihydrofolate reductase
CHEMBL2329
 IC50 7.7 7.7 20.0 1
Dihydrofolate reductase
CHEMBL202
 IC50 6.47 6.16 340.0 2
Dihydrofolate reductase
CHEMBL5270
 Ki 5.79 5.2333 1640.0 3
Dihydrofolate reductase
CHEMBL5270
 IC50 5.35 4.9 4510.0 3
MCF10
CHEMBL613878
 IC50 4.13 4.13 74000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 5.5 nM 8.26 Inhibition of Candida glabrata DHFR using dihydrofolate as substrate preincubate... 24568657
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 19.0 nM 7.72 Spectrophotometric Enzyme Assay: Compounds were evaluated in spectrophotometric ... -
Dihydrofolate reductase IC50 = 20.0 nM 7.7 Inhibition of Candida albicans DHFR using dihydrofolate as substrate preincubate... 24568657
Dihydrofolate reductase IC50 = 340.0 nM 6.47 Inhibition of human DHFR using dihydrofolate as substrate preincubated for 5 min... 24568657
Dihydrofolate reductase IC50 = 1420.0 nM 5.85 Spectrophotometric Enzyme Assay: Compounds were evaluated in spectrophotometric ... -
Dihydrofolate reductase Ki = 1640.0 nM 5.79 Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant 20882962
Dihydrofolate reductase IC50 = 4510.0 nM 5.35 Inhibition of Bacillus anthracis recombinant DHFR F96I mutant 20882962
Dihydrofolate reductase Ki = 10400.0 nM 4.98 Inhibition of Bacillus anthracis recombinant DHFR F96I mutant 20882962
Dihydrofolate reductase Ki = 11700.0 nM 4.93 Inhibition of wild type Bacillus anthracis recombinant DHFR 20882962
Dihydrofolate reductase IC50 = 12900.0 nM 4.89 Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant 20882962
Dihydrofolate reductase IC50 = 34700.0 nM 4.46 Inhibition of wild type Bacillus anthracis recombinant DHFR 20882962
MCF10 IC50 = 74000.0 nM 4.13 Cytotoxicity against human MCF10 cells 24568657

Literature References

PubMed DOI Target Context # Activities
20882962 10.1021/jm100727t Dihydrofolate reductase 6
24568657 10.1021/jm401916j Unchecked 3
20882962 10.1021/jm100727t Unchecked 2
24568657 10.1021/jm401916j Dihydrofolate reductase 2
24568657 10.1021/jm401916j Nakaseomyces glabratus 1
24568657 10.1021/jm401916j Candida albicans 1
24568657 10.1021/jm401916j MCF10 1
24568657 10.1021/jm401916j No relevant target 1

Data from ChEMBL 36 via Core Engine