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Compound Detail

CHEMBL212378

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CCOC(=O)N1CCCN(/[N+]([O-])=N/Oc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL212378
Phase Preclinical
Structure Type MOL
InChI Key CBRJDKTVZPKXFR-HKWRFOASSA-N
15
Targets
26
Activities
1
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

398.3
MW (Da)
1.84
ALogP
9
HBA
0
HBD
166.7
PSA (Ų)
0.30
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H18N6O8
MW 398.33
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -1.15

Activity Summary

IC50 26 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
 IC50 6.7 6.29 200.0 3
U-937
CHEMBL612794
 IC50 6.52 6.52 300.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.3 5.9671 500.0 7
HCT-15
CHEMBL612263
 IC50 6.22 6.22 600.0 1
TK-10
CHEMBL614056
 IC50 6.22 6.22 600.0 1
NCI-H1703
CHEMBL1075522
 IC50 6.19 6.105 640.0 2
HT-29
CHEMBL384
 IC50 6.1 6.1 800.0 1
OVCAR-5
CHEMBL614214
 IC50 6.1 6.1 800.0 1
Caco-2
CHEMBL614058
 IC50 6.0 6.0 1000.0 1
OVCAR-3
CHEMBL614213
 IC50 6.0 6.0 1000.0 1
A549
CHEMBL392
 IC50 5.89 5.89 1300.0 1
NCI-H441
CHEMBL1075542
 IC50 5.85 5.85 1420.0 1
PC-3
CHEMBL390
 IC50 5.8 5.8 1600.0 1
NCI-H2122
CHEMBL1075533
 IC50 5.5 5.5 3140.0 1
ADMET
CHEMBL612558
 IC50 4.98 4.925 10400.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.8667 hr -
T1/2 0.3767 hr -
T1/2 0.055 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 IC50 = 200.0 nM 6.7 Antiproliferative activity against human HL60 cells after 24 hrs 19364650
HL-60 IC50 = 200.0 nM 6.7 Antiproliferative activity against human HL-60 cells after 72 hrs by MTT assay 18930407
U-937 IC50 = 300.0 nM 6.52 Antiproliferative activity against human U937 cells after 72 hrs by MTT assay 18930407
U-937 IC50 = 300.0 nM 6.52 Antiproliferative activity against human U937 cells after 24 hrs 19364650
NON-PROTEIN TARGET IC50 = 500.0 nM 6.3 Antiproliferative activity against human HCT 116 cells after 72 hrs by MTT assay 18930407
HCT-15 IC50 = 600.0 nM 6.22 Antiproliferative activity against human HCT-15 cells after 72 hrs by MTT assay 18930407
TK-10 IC50 = 600.0 nM 6.22 Antiproliferative activity against human TK-10 cells after 72 hrs by MTT assay 18930407
NCI-H1703 IC50 = 640.0 nM 6.19 Antiproliferative activity against human NCI-H1703 cells after 72 hrs by MTT ass... 22003962
NON-PROTEIN TARGET IC50 = 700.0 nM 6.16 Antiproliferative activity against human H1395 cells after 72 hrs by MTT assay 18930407
HT-29 IC50 = 800.0 nM 6.1 Antiproliferative activity against human HT-29 cells after 72 hrs by MTT assay 18930407
OVCAR-5 IC50 = 800.0 nM 6.1 Antiproliferative activity against human OVCAR5 cells after 72 hrs by MTT assay 18930407
NON-PROTEIN TARGET IC50 = 950.0 nM 6.02 Antiproliferative activity against human NCI-H1373 cells after 72 hrs by MTT ass... 22003962
NCI-H1703 IC50 = 950.0 nM 6.02 Antiproliferative activity against human NCI-H1703 cells after 48 hrs by MTT ass... 22480849
NON-PROTEIN TARGET IC50 = 1000.0 nM 6.0 Antiproliferative activity against human H441 cells after 72 hrs by MTT assay 18930407
NON-PROTEIN TARGET IC50 = 1000.0 nM 6.0 Antiproliferative activity against human UO-30 cells after 72 hrs by MTT assay 18930407
NON-PROTEIN TARGET IC50 = 1000.0 nM 6.0 Antiproliferative activity against human 786O cells after 72 hrs by MTT assay 18930407
Caco-2 IC50 = 1000.0 nM 6.0 Antiproliferative activity against human Caco-2 cells after 72 hrs by MTT assay 18930407
OVCAR-3 IC50 = 1000.0 nM 6.0 Antiproliferative activity against human OVCAR-3 cells after 72 hrs by MTT assay 18930407
A549 IC50 = 1300.0 nM 5.89 Antiproliferative activity against human A549 cells after 72 hrs by MTT assay 18930407
NCI-H441 IC50 = 1420.0 nM 5.85 Antiproliferative activity against human NCI-H441 cells after 72 hrs by MTT assa... 22003962

Literature References

PubMed DOI Target Context # Activities
22003962 10.1021/jm2004128 NCI-H1703 7
18930407 10.1016/j.bmc.2008.09.063 NON-PROTEIN TARGET 6
22003962 10.1021/jm2004128 Molecular identity unknown 4
16821795 10.1021/jm060022h Panel NCI-51 (51 carcinoma cell lines) 3
22003962 10.1021/jm2004128 Mus musculus 3
18930407 10.1016/j.bmc.2008.09.063 Glutathione S-transferase Mu 1 3
18930407 10.1016/j.bmc.2008.09.063 Glutathione S-transferase A1 3
18930407 10.1016/j.bmc.2008.09.063 Glutathione S-transferase P 3
18930407 10.1016/j.bmc.2008.09.063 No relevant target 2
22480849 10.1016/j.bmc.2012.02.045 No relevant target 2
16821795 10.1021/jm060022h HL-60 2
18930407 10.1016/j.bmc.2008.09.063 ADMET 2
22003962 10.1021/jm2004128 NON-PROTEIN TARGET 2
18930407 10.1016/j.bmc.2008.09.063 PC-3 1
18930407 10.1016/j.bmc.2008.09.063 OVCAR-5 1
18930407 10.1016/j.bmc.2008.09.063 Caco-2 1
18930407 10.1016/j.bmc.2008.09.063 HT-29 1
18930407 10.1016/j.bmc.2008.09.063 HCT-15 1
18930407 10.1016/j.bmc.2008.09.063 A549 1
16821795 10.1021/jm060022h 786-0 1

Data from ChEMBL 36 via Core Engine