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Compound Detail

CHEMBL7375

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COc1ccc(OC)c(CC2CCc3nc(N)nc(N)c3C2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL7375
Phase Preclinical
Structure Type MOL
InChI Key YGCBRLOKQASAIE-UHFFFAOYSA-N
19
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

314.4
MW (Da)
2.01
ALogP
6
HBA
2
HBD
96.3
PSA (Ų)
0.90
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H22N4O2
MW 314.39
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.03

Activity Summary

IC50 20 meas. best 7.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.68 7.68 21.0 1
Dihydrofolate reductase
CHEMBL2363
 IC50 7.47 7.47 34.0 1
PC-3
CHEMBL390
 IC50 7.46 7.46 35.0 1
Dihydrofolate reductase
CHEMBL1926
 IC50 7.24 7.24 57.0 1
LOX IMVI
CHEMBL614096
 IC50 7.22 7.22 60.0 1
786-0
CHEMBL613102
 IC50 7.22 7.22 60.0 1
SW-620
CHEMBL612262
 IC50 6.5 6.5 320.0 1
BT-549
CHEMBL614072
 IC50 6.48 6.48 330.0 1
SF-539
CHEMBL614860
 IC50 6.37 6.37 430.0 1
KM12
CHEMBL614709
 IC50 5.57 5.57 2700.0 1
UACC-257
CHEMBL612796
 IC50 5.08 5.08 8400.0 1
A498
CHEMBL614516
 IC50 5.0 5.0 10000.0 1
COLO 205
CHEMBL614561
 IC50 5.0 5.0 10000.0 1
SN12C
CHEMBL614054
 IC50 4.82 4.82 15000.0 1
OVCAR-3
CHEMBL614213
 IC50 4.82 4.82 15000.0 1
EKVX
CHEMBL614487
 IC50 4.8 4.8 16000.0 1
T47D
CHEMBL614361
 IC50 4.7 4.7 20000.0 1
OVCAR-8
CHEMBL612555
 IC50 4.68 4.68 21000.0 1
NCI-H226
CHEMBL614740
 IC50 4.51 4.51 31000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 21.0 nM 7.68 The ability to inhibit Toxoplasma gondii Dihydrofolate reductase was tested 10090784
Dihydrofolate reductase IC50 = 34.0 nM 7.47 The ability to inhibit rat liver Dihydrofolate reductase was tested 10090784
PC-3 IC50 = 35.0 nM 7.46 Compound was tested for the growth inhibition of PC3 prostate tumor cell line 10090784
Dihydrofolate reductase IC50 = 57.0 nM 7.24 The ability to inhibit Pneumocystis carinii Dihydrofolate reductase was tested 10090784
LOX IMVI IC50 = 60.0 nM 7.22 Compound was tested for the growth inhibition of LOX IMVI melanoma tumor cell li... 10090784
786-0 IC50 = 60.0 nM 7.22 Compound was tested for the growth inhibition of 786-0 renal tumor cell line 10090784
SW-620 IC50 = 320.0 nM 6.5 Compound was tested for the growth inhibition of SW-620 colon tumor cell line 10090784
BT-549 IC50 = 330.0 nM 6.48 Compound was tested for the growth inhibition of BT-549 breast carcinoma cell li... 10090784
SF-539 IC50 = 430.0 nM 6.37 Compound was tested for the growth inhibition of SF-539 CNS tumor cell line 10090784
KM12 IC50 = 2700.0 nM 5.57 Compound was tested for the growth inhibition of KM12 colon tumor cell line 10090784
UACC-257 IC50 = 8400.0 nM 5.08 Compound was tested for the growth inhibition of UACC-257 melanoma tumor cell li... 10090784
COLO 205 IC50 = 10000.0 nM 5.0 Compound was tested for the growth inhibition of COLO 205 colon tumor cell line 10090784
A498 IC50 = 10000.0 nM 5.0 Compound was tested for the growth inhibition of A498 renal tumor cell line 10090784
OVCAR-3 IC50 = 15000.0 nM 4.82 Compound was tested for the growth inhibition of OVCAR-3 ovarian tumor cell line 10090784
SN12C IC50 = 15000.0 nM 4.82 Compound was tested for the growth inhibition of SN12C renal tumor cell line 10090784
EKVX IC50 = 16000.0 nM 4.8 Compound was tested for the growth inhibition of EKVX lung tumor cell line 10090784
T47D IC50 = 20000.0 nM 4.7 Compound was tested for the growth inhibition of T-47D breast tumor cell line 10090784
OVCAR-8 IC50 = 21000.0 nM 4.68 Compound was tested for the growth inhibition of OVCAR-8 ovarian tumor cell line 10090784
NCI-H226 IC50 = 31000.0 nM 4.51 Compound was tested for the growth inhibition of NCI-H226 lung tumor cell line 10090784

Literature References

PubMed DOI Target Context # Activities
10090784 10.1021/jm980572i Dihydrofolate reductase 2
10090784 10.1021/jm980572i KM12 1
20185316 10.1016/j.bmc.2010.01.068 Cryptosporidium parvum 1
10090784 10.1021/jm980572i OVCAR-3 1
10090784 10.1021/jm980572i IGROV-1 1
10090784 10.1021/jm980572i UACC-257 1
10090784 10.1021/jm980572i SK-MEL-5 1
10090784 10.1021/jm980572i LOX IMVI 1
10090784 10.1021/jm980572i SF-539 1
10090784 10.1021/jm980572i SF-295 1
10090784 10.1021/jm980572i SF-268 1
10090784 10.1021/jm980572i COLO 205 1
10090784 10.1021/jm980572i SW-620 1
10090784 10.1021/jm980572i HCT-116 1
10090784 10.1021/jm980572i NCI-H226 1
10090784 10.1021/jm980572i EKVX 1
10090784 10.1021/jm980572i A549 1
10090784 10.1021/jm980572i NCI-H460 1
10090784 10.1021/jm980572i Dihydrofolate reductase; T. gondii vs rat 1
10090784 10.1021/jm980572i Dihydrofolate reductase; P. carinii vs rat 1

Data from ChEMBL 36 via Core Engine