Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL23612

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
NC(=O)c1cc(N(CCBr)CCBr)c([N+](=O)[O-])cc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23612
Phase Preclinical
Structure Type MOL
InChI Key FBJANLZMSXIMSF-UHFFFAOYSA-N
9
Targets
19
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

440.1
MW (Da)
2.20
ALogP
6
HBA
1
HBD
132.6
PSA (Ų)
0.37
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H12Br2N4O5
MW 440.05
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.97

Activity Summary

IC50 19 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
EMT6
CHEMBL614294
 IC50 7.4 5.33 40.0 3
V79
CHEMBL614074
 IC50 6.75 4.965 180.0 4
WiDr
CHEMBL614647
 IC50 6.66 4.965 220.0 4
Modulator of drug activity A
CHEMBL5502
 IC50 6.6 6.6 250.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.48 5.36 330.0 2
Mammary carcinoma cell line
CHEMBL614763
 IC50 4.27 4.27 54000.0 1
Ovarian cancer cell line
CHEMBL613895
 IC50 4.24 4.24 58000.0 1
CHO-AA8
CHEMBL614555
 IC50 4.24 4.24 57000.0 1
SK-OV-3
CHEMBL614925
 IC50 4.24 4.24 58000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
EMT6 IC50 = 40.0 nM 7.4 Antiproliferative activity against mouse EMT6 NTRpuro cells after 18 hrs 17326614
V79 IC50 = 180.0 nM 6.75 Antiproliferative activity against chinese hamster V79 NTRpuro cells after 18 hr... 17326614
WiDr IC50 = 220.0 nM 6.66 Antiproliferative activity against human WiDr NTRneo cells after 18 hrs 17326614
Modulator of drug activity A IC50 = 250.0 nM 6.6 Cytotoxicity in T79-A3 (NR-positive) cell lines 9111301
NON-PROTEIN TARGET IC50 = 330.0 nM 6.48 Antiproliferative activity against human Skov3 NTRneo cells after 18 hrs 17326614
WiDr IC50 = 40000.0 nM 4.4 Cytotoxicity in non-NTR-expressing human colon carcinoma cell line (WiDr). 12773049
WiDr IC50 = 40000.0 nM 4.4 Inhibitory activity was determined against WiDr cell line in human 14640560
WiDr IC50 = 40000.0 nM 4.4 Antiproliferative activity against human wild type WiDr NTR-ve cells after 18 hr... 17326614
V79 IC50 = 43000.0 nM 4.37 Inhibitory activity was determined against V79 cell line in chinese hamster 14640560
V79 IC50 = 43000.0 nM 4.37 Antiproliferative activity against chinese hamster wild-type V79 NTR-ve cells af... 17326614
V79 IC50 = 43000.0 nM 4.37 Cytotoxicity in non-NTR-expressing Chinese hamster fibroblast (V79). 12773049
EMT6 IC50 = 48000.0 nM 4.32 Antiproliferative activity against mouse wild type EMT6 NTR-ve cells after 18 hr... 17326614
Mammary carcinoma cell line IC50 = 54000.0 nM 4.27 Cytotoxicity in non-NTR-expressing mouse mammary carcinoma cell line (EMT6). 12773049
EMT6 IC50 = 54000.0 nM 4.27 Inhibitory activity against EMT6 murine cell line 14640560
Ovarian cancer cell line IC50 = 58000.0 nM 4.24 Cytotoxicity in non-NTR-expressing human ovarian carcinoma cell line (SKOV). 12773049
SK-OV-3 IC50 = 58000.0 nM 4.24 Inhibitory activity was determined against SKOV3 cell line in human 14640560
CHO-AA8 IC50 = 57000.0 nM 4.24 Aerobic cytotoxicity was assessed in a growth inhibition assay using log phase c... 8035424
NON-PROTEIN TARGET IC50 = 58000.0 nM 4.24 Antiproliferative activity against human wild type Skov3 NTR-ve cells after 18 h... 17326614

Literature References

PubMed DOI Target Context # Activities
17326614 10.1021/jm061062o WiDr 6
17326614 10.1021/jm061062o V79 6
17326614 10.1021/jm061062o EMT6 4
17326614 10.1021/jm061062o No relevant target 3
12773049 10.1021/jm0205191 Ovarian cancer cell line 2
17326614 10.1021/jm061062o NON-PROTEIN TARGET 2
8035424 10.1021/jm00040a009 UV4 2
8035424 10.1021/jm00040a009 NON-PROTEIN TARGET 2
17326614 10.1021/jm061062o Mus musculus 2
9111301 10.1021/jm960794l Modulator of drug activity A 2
14640560 10.1021/jm030308b EMT6 2
14640560 10.1021/jm030308b V79 2
14640560 10.1021/jm030308b WiDr 2
14640560 10.1021/jm030308b SK-OV-3 2
12773049 10.1021/jm0205191 Mammary carcinoma cell line 2
12773049 10.1021/jm0205191 V79 2
12773049 10.1021/jm0205191 WiDr 2
9111301 10.1021/jm960794l T78-1 1
9111301 10.1021/jm960794l T78-1/T79-A3 1
14640560 10.1021/jm030308b No relevant target 1

Data from ChEMBL 36 via Core Engine