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Compound Detail

CHEMBL281812

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NC(=O)c1cc(N(CCCl)CCCl)c([N+](=O)[O-])cc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL281812
Phase Preclinical
Structure Type MOL
InChI Key DQMALWRRERBILB-UHFFFAOYSA-N
6
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

351.1
MW (Da)
1.89
ALogP
6
HBA
1
HBD
132.6
PSA (Ų)
0.43
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H12Cl2N4O5
MW 351.15
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.98

Activity Summary

IC50 19 meas. best 5.73
Ki 1 meas. best 5.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
EMT6
CHEMBL614294
 IC50 5.73 5.73 1850.0 1
Putative nitroreductase
CHEMBL4523956
 Ki 5.14 5.14 7280.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.02 5.02 9500.0 1
WiDr
CHEMBL614647
 IC50 5.02 5.02 9500.0 1
Modulator of drug activity A
CHEMBL5502
 IC50 4.82 4.82 15000.0 1
V79
CHEMBL614074
 IC50 4.77 4.77 17000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
EMT6 IC50 = 1850.0 nM 5.73 Antiproliferative activity against mouse EMT6 NTRpuro cells after 18 hrs 17326614
Putative nitroreductase Ki = 7280.0 nM 5.14 Binding affinity to Staphylococcus saprophyticus nitroreductase NtrB 31841727
WiDr IC50 = 9500.0 nM 5.02 Antiproliferative activity against human WiDr NTRneo cells after 18 hrs 17326614
NON-PROTEIN TARGET IC50 = 9500.0 nM 5.02 Antiproliferative activity against human Skov3 NTRneo cells after 18 hrs 17326614
Modulator of drug activity A IC50 = 15000.0 nM 4.82 Cytotoxicity in T79-A3 (NR-positive) cell lines 9111301
V79 IC50 = 17000.0 nM 4.77 Antiproliferative activity against chinese hamster V79 NTRpuro cells after 18 hr... 17326614

Literature References

PubMed DOI Target Context # Activities
17326614 10.1021/jm061062o V79 6
22546205 10.1016/j.bmc.2012.04.004 ADMET 5
17326614 10.1021/jm061062o WiDr 5
31841727 10.1016/j.ejmech.2019.111937 Putative nitroreductase 5
30928710 10.1016/j.ejmech.2019.03.035 Putative nitroreductase 4
17326614 10.1021/jm061062o EMT6 4
30928710 10.1016/j.ejmech.2019.03.035 Oxygen-insensitive NAD(P)H nitroreductase 4
1507207 10.1021/jm00095a018 ADMET 4
31841727 10.1016/j.ejmech.2019.111937 Oxygen-insensitive NAD(P)H nitroreductase 4
8691449 10.1021/jm960057p Unchecked 3
17326614 10.1021/jm061062o No relevant target 3
22546205 10.1016/j.bmc.2012.04.004 Unchecked 2
8691449 10.1021/jm960057p CHO-AA8 2
9111301 10.1021/jm960794l Modulator of drug activity A 2
17326614 10.1021/jm061062o NON-PROTEIN TARGET 2
8035424 10.1021/jm00040a009 NON-PROTEIN TARGET 2
8035424 10.1021/jm00040a009 UV4 2
9873426 10.1016/s0960-894x(98)00305-9 NON-PROTEIN TARGET 2
7707325 10.1021/jm00007a019 Unchecked 1
9873426 10.1016/s0960-894x(98)00305-9 SK-OV-3 1

Data from ChEMBL 36 via Core Engine