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Compound Detail

CHEMBL375623

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COc1ccc2c(c1)C(=O)c1c-2n(CCCN)c(=O)c2cc([N+](=O)[O-])ccc12

Basic Information

ChEMBL ID CHEMBL375623
Phase Preclinical
Structure Type MOL
InChI Key VGSWLEUZIXJPTF-UHFFFAOYSA-N
2
Targets
5
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

379.4
MW (Da)
2.48
ALogP
7
HBA
1
HBD
117.5
PSA (Ų)
0.42
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H17N3O5
MW 379.37
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.19

Activity Summary

IC50 4 meas. best 6.0
EC50 1 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
EC50 7.22 7.22 60.0 1
Tyrosyl-DNA phosphodiesterase 1
CHEMBL1075138
IC50 6.0 5.22 1000.0 4

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23259865 10.1021/jm3014458 DNA topoisomerase 1 1
25811317 10.1021/acs.jmedchem.5b00136 Tyrosyl-DNA phosphodiesterase 1 1
23259865 10.1021/jm3014458 Tyrosyl-DNA phosphodiesterase 1 1
23259865 10.1021/jm3014458 OVCAR-3 1
23259865 10.1021/jm3014458 MDA-MB-435 1
23259865 10.1021/jm3014458 HOP-62 1
23259865 10.1021/jm3014458 HCT-116 1
23259865 10.1021/jm3014458 UACC-62 1
23259865 10.1021/jm3014458 SN12C 1
23259865 10.1021/jm3014458 SF-539 1
17181156 10.1021/jm060974n HOP-62 1
18824603 10.1128/aac.00650-07 Trypanosoma brucei brucei 1
17181156 10.1021/jm060974n MDA-MB-435 1
17181156 10.1021/jm060974n DU-145 1
17181156 10.1021/jm060974n OVCAR-3 1
17181156 10.1021/jm060974n SN12C 1
17181156 10.1021/jm060974n UACC-62 1
17181156 10.1021/jm060974n SF-539 1
17181156 10.1021/jm060974n HCT-116 1

Data from ChEMBL 36 via Core Engine