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Compound Detail

CHEMBL428402

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O=C(Nc1ccccc1C(=O)Nc1ccc(CCN2CCc3ccccc3C2)cc1)c1cnc2ccccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL428402
Phase Preclinical
Structure Type MOL
InChI Key JCKRZMGEVAGHHV-UHFFFAOYSA-N
3
Targets
18
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

526.6
MW (Da)
6.34
ALogP
4
HBA
2
HBD
74.3
PSA (Ų)
0.26
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H30N4O2
MW 526.64
Aromatic Rings 5
Heavy Atoms 40
NP-Likeness -1.42

Activity Summary

IC50 18 meas. best 6.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-dependent translocase ABCB1
CHEMBL3467
 IC50 6.5 6.5 316.2 2
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 6.45 6.402 354.8 5
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 6.17 6.1255 676.1 11

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ATP-dependent translocase ABCB1 IC50 = 316.23 nM 6.5 Inhibition of mouse Pgp in EMT6/AR1.0 cells after 1 hr by daunorubicin accumulat... 18083034
ATP-dependent translocase ABCB1 IC50 = 320.0 nM 6.5 Inhibition of mouse Pgp in EMT6/AR1.0 cells after 1 hr by daunorubicin accumulat... 18083034
ATP-dependent translocase ABCB1 IC50 = 354.81 nM 6.45 Inhibition of P-glycoprotein by Hoechst assay 17890094
ATP-dependent translocase ABCB1 IC50 = 354.81 nM 6.45 Inhibition of human Pgp in A2780 cells after 30 mins by Hoechst 33342 assay 18083034
ATP-dependent translocase ABCB1 IC50 = 354.81 nM 6.45 Inhibition of P-gp in human adriamycin-resistant A2780 cells by Hoechst 33342 as... 18678495
ATP-dependent translocase ABCB1 IC50 = 446.68 nM 6.35 Inhibition of human Pgp in A2780 cells after 30 mins by calcein AM assay 18083034
ATP-dependent translocase ABCB1 IC50 = 489.78 nM 6.31 Inhibition of P-glycoprotein expressed in A2780/ADR cells by calcein AM assay 17890094
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 676.08 nM 6.17 Inhibition of ABCG2 in human mitoxantrone-resistant MCF7 cells by Hoechst 33342 ... 18678495
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 704.0 nM 6.15 Inhibition of C-terminal GFP-fused human ABCG2 expressed in MDCK2 cells preincub... 29407974
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 704.0 nM 6.15 Inhibition of human ABCG2 expressed in MDCK2 cells assessed as reduction in Hoec... 27280693
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 704.0 nM 6.15 Inhibition of c-terminal GFP-tagged human ABCG2 expressed in MDCK2 cells preincu... 27148793
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 704.0 nM 6.15 Inhibition of recombinant human GFP-fused ABCG2 expressed in MDCK2 cells assesse... 27676469
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 721.0 nM 6.14 Inhibition of GFP-tagged human BCRP expressed in MDCK2 cells pre-incubated for 3... 25855895
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 741.0 nM 6.13 Inhibition of recombinant human GFP-fused ABCG2 expressed in MDCK2 cells assesse... 27676469
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 741.0 nM 6.13 Inhibition of c-terminal GFP-tagged human ABCG2 expressed in MDCK2 cells preincu... 27148793
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 741.0 nM 6.13 Inhibition of human ABCG2 expressed in MDCK2 cells assessed as reduction in pheo... 27280693
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 831.76 nM 6.08 Inhibition of ABCG2 in human mitoxantrone-resistant MCF7 cells by Hoechst 33342 ... 18678495
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 1000.0 nM 6.0 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 4
18678495 10.1016/j.bmc.2008.07.034 Broad substrate specificity ATP-binding cassette transporter ABCG2 4
17890094 10.1016/j.bmc.2007.07.024 ATP-dependent translocase ABCB1 3
27676469 10.1016/j.ejmech.2016.09.010 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
27148793 10.1021/acs.jmedchem.6b00330 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
27280693 10.1021/acs.jmedchem.6b00035 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
18678495 10.1016/j.bmc.2008.07.034 ATP-dependent translocase ABCB1 1
25855895 10.1021/acs.jmedchem.5b00188 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
29407974 10.1016/j.ejmech.2018.01.012 Broad substrate specificity ATP-binding cassette transporter ABCG2 1

Data from ChEMBL 36 via Core Engine