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Compound Detail

CHEMBL258456

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O=C(Nc1ccc(CCN2CCc3ccccc3C2)cc1)c1ccccc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL258456
Phase Preclinical
Structure Type MOL
InChI Key SGQWLVLTMUGAHO-UHFFFAOYSA-N
2
Targets
7
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

401.5
MW (Da)
4.45
ALogP
4
HBA
1
HBD
75.5
PSA (Ų)
0.49
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 C24H23N3O3
MW 401.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.53

Activity Summary

IC50 7 meas. best 4.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 4.91 4.875 12302.7 4
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 4.34 4.2433 45700.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ATP-dependent translocase ABCB1 IC50 = 12302.69 nM 4.91 Inhibition of human Pgp in A2780 cells after 30 mins by calcein AM assay 18083034
ATP-dependent translocase ABCB1 IC50 = 13489.63 nM 4.87 Inhibition of human Pgp in A2780 cells after 30 mins by Hoechst 33342 assay 18083034
ATP-dependent translocase ABCB1 IC50 = 13489.63 nM 4.87 Inhibition of P-gp in human adriamycin-resistant A2780 cells by Hoechst 33342 as... 18678495
ATP-dependent translocase ABCB1 IC50 = 14000.0 nM 4.85 Inhibition of P-glycoprotein-mediated multidrug resistance in adriamycin-resista... 19250834
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 45700.0 nM 4.34 Inhibition of BCRP expressed in MDCK cells by pheophorbide A assay 19932960
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 51300.0 nM 4.29 Inhibition of BCRP expressed in MCF7 MX cells by Hoechst 33342 staining 19932960
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 79432.82 nM 4.1 Inhibition of ABCG2 in human mitoxantrone-resistant MCF7 cells by Hoechst 33342 ... 18678495

Literature References

PubMed DOI Target Context # Activities
18083034 10.1016/j.bmc.2007.11.057 ATP-dependent translocase ABCB1 2
19932960 10.1016/j.bmcl.2009.11.004 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
18678495 10.1016/j.bmc.2008.07.034 ATP-dependent translocase ABCB1 1
18678495 10.1016/j.bmc.2008.07.034 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
19250834 10.1016/j.bmc.2009.01.072 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine