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Compound Detail

CHEMBL37520

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COc1ccc(OCCCCC(=O)O)cc1Cc1cnc(N)nc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL37520
Phase Preclinical
Structure Type MOL
InChI Key ALDCXILJAYAUTH-UHFFFAOYSA-N
6
Targets
12
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

346.4
MW (Da)
1.87
ALogP
7
HBA
3
HBD
133.6
PSA (Ų)
0.59
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H22N4O4
MW 346.39
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.10

Activity Summary

IC50 12 meas. best 8.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 8.36 8.28 4.4 3
Dihydrofolate reductase
CHEMBL2364669
 IC50 7.31 7.31 49.0 1
Dihydrofolate reductase
CHEMBL1926
 IC50 7.27 7.27 54.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 6.96 6.96 110.0 2
Dihydrofolate reductase
CHEMBL2363
 IC50 5.41 5.375 3900.0 2
Dihydrofolate reductase
CHEMBL202
 IC50 5.3 5.1667 5000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 4.4 nM 8.36 Concentration required to inhibit the Mycobacterium avium Dihydrofolate reductas... 15115391
Dihydrofolate reductase IC50 = 5.8 nM 8.24 Inhibition of partially purified dihydrofolate reductase (DHFR) from Mycobacteri... 11754594
Dihydrofolate reductase IC50 = 5.8 nM 8.24 Inhibition of Dihydrohydrofolate reductase(DHFR) of Mycobacterium avium 12699390
Dihydrofolate reductase IC50 = 49.0 nM 7.31 In vitro inhibition of Pneumocystis carinii (Pc) dihydrofolate reductase. 11754594
Dihydrofolate reductase IC50 = 54.0 nM 7.27 Inhibition of Dihydrohydrofolate reductase(DHFR) of Pneumocystis carinii 12699390
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 110.0 nM 6.96 Inhibition of partially purified dihydrofolate reductase (DHFR) from Toxoplasma ... 11754594
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 110.0 nM 6.96 Inhibitory activity against Dihydrohydrofolate reductase(DHFR) of Toxoplasma gon... 12699390
Dihydrofolate reductase IC50 = 3900.0 nM 5.41 Inhibition of partially purified dihydrofolate reductase (DHFR) from rat liver 11754594
Dihydrofolate reductase IC50 = 4600.0 nM 5.34 Inhibition Dihydrohydrofolate reductase(DHFR) of rat liver 12699390
Dihydrofolate reductase IC50 = 5000.0 nM 5.3 Inhibitory concentration against dihydrofolate reductace enzyme of Cryptosporidi... 14998335
Dihydrofolate reductase IC50 = 8000.0 nM 5.1 Inhibitory concentration against dihydrofolate reductace enzyme of Cryptosporidi... 14998335
Dihydrofolate reductase IC50 = 8000.0 nM 5.1 Inhibitory concentration against dihydrofolate reductace enzyme of humans 14998335

Literature References

PubMed DOI Target Context # Activities
14998335 10.1021/jm030438k Mycobacterium avium 8
11754594 10.1021/jm010407u Dihydrofolate reductase 6
14998335 10.1021/jm030438k Dihydrofolate reductase 3
12699390 10.1021/jm020466n Dihydrofolate reductase 3
14998335 10.1021/jm030438k Unchecked 1
15115391 10.1021/jm030599o Dihydrofolate reductase 1
15115391 10.1021/jm030599o Unchecked 1
11754594 10.1021/jm010407u Bifunctional dihydrofolate reductase-thymidylate synthase 1
12699390 10.1021/jm020466n Bifunctional dihydrofolate reductase-thymidylate synthase 1
12699390 10.1021/jm020466n Dihydrofolate reductase; P. carinii vs rat 1
12699390 10.1021/jm020466n Dihydrofolate reductase; T. gondii vs rat 1
12699390 10.1021/jm020466n Unchecked 1

Data from ChEMBL 36 via Core Engine