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Compound Detail

CHEMBL321336

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N#CC1=C(N)Oc2c(ccc3ccccc23)C1c1cccc([N+](=O)[O-])c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL321336
Phase Preclinical
Structure Type MOL
InChI Key KLHQWXOILCCTOX-UHFFFAOYSA-N
14
Targets
23
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

343.3
MW (Da)
3.97
ALogP
5
HBA
1
HBD
102.2
PSA (Ų)
0.56
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H13N3O3
MW 343.34
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.26

Activity Summary

IC50 23 meas. best 8.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 8.12 7.6733 7.6 3
Transcriptional activator Myb
CHEMBL5169115
 IC50 8.06 8.06 8.7 1
518A2
CHEMBL4483222
 IC50 7.97 7.71 10.8 2
Unchecked
CHEMBL612545
 IC50 7.93 7.5825 11.8 4
PANC-1
CHEMBL614139
 IC50 7.9 7.9 12.5 1
A2780
CHEMBL614004
 IC50 7.73 7.73 18.7 1
KB-V1
CHEMBL4296451
 IC50 7.62 7.37 23.7 2
EA.hy 926
CHEMBL4296410
 IC50 7.53 7.49 29.5 2
HT-29
CHEMBL384
 IC50 7.49 7.41 32.1 2
DLD-1
CHEMBL614285
 IC50 7.47 7.47 33.7 1
HeLa
CHEMBL399
 IC50 7.44 7.44 36.1 1
MCF7
CHEMBL387
 IC50 6.74 6.74 182.5 1
Tubulin
CHEMBL2111354
 IC50 5.15 5.15 7100.0 1
MDA-MB-231
CHEMBL400
 IC50 4.74 4.74 18100.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 7.57 nM 8.12 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 36385941
Transcriptional activator Myb IC50 = 8.7 nM 8.06 Inhibition of c-Myb (unknown origin) expressed in HEK293T cells measured after 1... 36385941
518A2 IC50 = 10.8 nM 7.97 Cytotoxicity against human 518A2 cells assessed as reduction in cell viability m... 36385941
Unchecked IC50 = 11.8 nM 7.93 Antiproliferative activity against human MCF7/Topo cells after 72 hrs by MTT ass... 30503940
PANC-1 IC50 = 12.5 nM 7.9 Antiproliferative activity against human PANC1 cells after 72 hrs by MTT assay 30503940
A2780 IC50 = 18.7 nM 7.73 Antiproliferative activity against human A2780 cells after 72 hrs by SRB assay 30503940
Unchecked IC50 = 22.6 nM 7.65 Antiproliferative activity against human KB-V1/Vbl cells after 72 hrs by MTT ass... 30503940
KB-V1 IC50 = 23.7 nM 7.62 Cytotoxicity against human multidrug-resistant KB-V1 cells assessed as reduction... 36385941
Unchecked IC50 = 26.0 nM 7.58 Antiproliferative activity against human A2780cis cells after 72 hrs by SRB assa... 30503940
HCT-116 IC50 = 28.2 nM 7.55 Cytotoxicity against p53-deficient human HCT-116 cells assessed as reduction in ... 36385941
EA.hy 926 IC50 = 29.5 nM 7.53 Cytotoxicity against human EA.hy 926 cells assessed as reduction in cell viabili... 36385941
HT-29 IC50 = 32.1 nM 7.49 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability m... 36385941
DLD-1 IC50 = 33.7 nM 7.47 Antiproliferative activity against human DLD1 cells after 72 hrs by MTT assay 30503940
518A2 IC50 = 35.9 nM 7.45 Antiproliferative activity against human 518A2 cells after 72 hrs by MTT assay 30503940
EA.hy 926 IC50 = 35.6 nM 7.45 Antiproliferative activity against human EAhy926 cells after 72 hrs by MTT assay 30503940
HeLa IC50 = 36.1 nM 7.44 Cytotoxicity against human HeLa cells assessed as reduction in cell viability me... 36385941
HCT-116 IC50 = 44.3 nM 7.35 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 30503940
HT-29 IC50 = 46.9 nM 7.33 Antiproliferative activity against human HT-29 cells after 72 hrs by MTT assay 30503940
Unchecked IC50 = 67.7 nM 7.17 Cytotoxicity against human U-87 cells assessed as reduction in cell viability me... 36385941
KB-V1 IC50 = 76.1 nM 7.12 Cytotoxicity against human multidrug-resistant KB-V1 cells assessed as reduction... 36385941

Literature References

PubMed DOI Target Context # Activities
30503940 10.1016/j.ejmech.2018.11.055 HT-29 14
30503940 10.1016/j.ejmech.2018.11.055 518A2 7
30503940 10.1016/j.ejmech.2018.11.055 Chorioallantoic membrane 7
- 10.1016/0960-894X(95)00487-E Rattus norvegicus 5
30503940 10.1016/j.ejmech.2018.11.055 Unchecked 4
- 10.1016/0960-894X(95)00487-E Unchecked 3
30503940 10.1016/j.ejmech.2018.11.055 EA.hy 926 3
36385941 10.1021/acsmedchemlett.2c00403 HCT-116 2
36385941 10.1021/acsmedchemlett.2c00403 KB-V1 2
30503940 10.1016/j.ejmech.2018.11.055 Tubulin 2
30503940 10.1016/j.ejmech.2018.11.055 A2780 2
30503940 10.1016/j.ejmech.2018.11.055 PANC-1 1
30503940 10.1016/j.ejmech.2018.11.055 HCT-116 1
30503940 10.1016/j.ejmech.2018.11.055 DLD-1 1
- 10.6019/CHEMBL4513135 Candida albicans 1
- 10.6019/CHEMBL4513135 Cryptococcus neoformans 1
36385941 10.1021/acsmedchemlett.2c00403 MCF7 1
- 10.6019/CHEMBL4513135 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513135 Pseudomonas aeruginosa 1
30684866 10.1016/j.ejmech.2019.01.028 MDA-MB-231 1

Data from ChEMBL 36 via Core Engine