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Compound Detail

CHEMBL4594298

ENCEQUIDAR
🧪 Phase III
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🧪 Phase III
COc1cc2c(cc1OC)CN(CCc1ccc(-n3nnc(-c4cc(OC)c(OC)cc4NC(=O)c4cc(=O)c5ccccc5o4)n3)cc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4594298
Name ENCEQUIDAR
Phase Phase III
Structure Type MOL
InChI Key AHJUHHDDCJQACA-UHFFFAOYSA-N

Known Names

Encequidar HM-30181 HM30181 HM30181AK Pgp inhibitor hm30181ak
2
Targets
8
Activities
2
Assay Types
18
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms

Molecular Properties

688.7
MW (Da)
5.32
ALogP
12
HBA
1
HBD
143.1
PSA (Ų)
0.19
QED
3
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -dar
USAN Year 2019

Extended Properties

Molecular Formula C38H36N6O7
MW 688.74
Aromatic Rings 6
Heavy Atoms 51
NP-Likeness -0.94

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
P-glycoprotein 1 inhibitor INHIBITOR ATP-dependent translocase ABCB1 ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Hemangiosarcoma Neoplasms

Activity Summary

IC50 5 meas. best 9.22
EC50 3 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 9.22 8.065 0.6 4
ATP-dependent translocase ABCB1
CHEMBL4302
 EC50 8.31 8.1 4.9 3
Unchecked
CHEMBL612545
 IC50 7.46 7.46 35.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 129.0 ng.hr.mL-1 Rattus norvegicus
AUC 618.8 ng.hr.mL-1 Rattus norvegicus
AUC 723.9 ng.hr.mL-1 Canis lupus familiaris
AUC 1919.5 ng.hr.mL-1 Canis lupus familiaris
AUC 348.0 ng.hr.mL-1 Mus musculus
Cmax 10.31 nM Rattus norvegicus
Cmax 38.62 nM Canis lupus familiaris
Cmax 9.583 nM Homo sapiens
Cmax 32.67 nM Homo sapiens
Cmax 182.94 nM Mus musculus
F 6.25 % Rattus norvegicus
F 11.2 % Canis lupus familiaris
T1/2 14.8 hr Rattus norvegicus
T1/2 16.9 hr Canis lupus familiaris
T1/2 2.03 hr Mus musculus
Tmax 8.0 hr Rattus norvegicus
Tmax 13.3 hr Canis lupus familiaris
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ATP-dependent translocase ABCB1 IC50 = 0.6 nM 9.22 Inhibition of paclitaxel stimulated- P-gp ATPase activity (unknown origin) 33729781
ATP-dependent translocase ABCB1 EC50 = 4.9 nM 8.31 Inhibition of P-gp (unknown origin) expressed in MES-SA/DX5 cells assessed as in... 33729781
ATP-dependent translocase ABCB1 EC50 = 7.9 nM 8.1 Inhibition of P-gp (unknown origin) expressed in MCF7 cells assessed as increase... 33729781
ATP-dependent translocase ABCB1 IC50 = 11.0 nM 7.96 Inhibition of wild type human P-gp in human MES-SA/Dx5 cells incubated for 3 day... 34928144
ATP-dependent translocase ABCB1 EC50 = 13.0 nM 7.89 Inhibition of P-gp (unknown origin) expressed in MES-SA/DX5 cells assessed as ce... 33729781
ATP-dependent translocase ABCB1 IC50 = 16.0 nM 7.8 Reversal of P-gp-mediated multidrug resistance in human KB/VCR cells assessed as... 33683135
Unchecked IC50 = 35.0 nM 7.46 Inhibition of P-gp in MDCK-MDR1 cells assessed as reduction in basal to apical t... 33729781
ATP-dependent translocase ABCB1 IC50 = 53.0 nM 7.28 Inhibition of P-gp in human Caco-2 cells assessed as reduction in paclitaxel eff... 33729781

Literature References

PubMed DOI Target Context # Activities
33729781 10.1021/acs.jmedchem.0c01826 ADMET 31
34928144 10.1021/acs.jmedchem.1c01272 ADMET 16
33729781 10.1021/acs.jmedchem.0c01826 ATP-dependent translocase ABCB1 5
33729781 10.1021/acs.jmedchem.0c01826 Cytochrome P450 3A4 3
33729781 10.1021/acs.jmedchem.0c01826 Cytochrome P450 1A2 3
33729781 10.1021/acs.jmedchem.0c01826 Unchecked 2
33729781 10.1021/acs.jmedchem.0c01826 Cytochrome P450 2B6 2
33729781 10.1021/acs.jmedchem.0c01826 Cytochrome P450 3A5 2
33683135 10.1021/acs.jnatprod.0c01182 ATP-dependent translocase ABCB1 2
38502936 10.1021/acs.jmedchem.3c01920 No relevant target 1
33729781 10.1021/acs.jmedchem.0c01826 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
33729781 10.1021/acs.jmedchem.0c01826 ATP-binding cassette sub-family C member 2 1
33729781 10.1021/acs.jmedchem.0c01826 Multidrug and toxin extrusion protein 1 1
33729781 10.1021/acs.jmedchem.0c01826 ATP-binding cassette sub-family C member 3 1
33729781 10.1021/acs.jmedchem.0c01826 Bile salt export pump 1
33729781 10.1021/acs.jmedchem.0c01826 Multidrug and toxin extrusion protein 2 1
33729781 10.1021/acs.jmedchem.0c01826 Solute carrier family 22 member 6 1
33729781 10.1021/acs.jmedchem.0c01826 Organic anion transporter 3 1
33729781 10.1021/acs.jmedchem.0c01826 Solute carrier organic anion transporter family member 1B1 1
33729781 10.1021/acs.jmedchem.0c01826 POU domain, class 2, transcription factor 1 1

Data from ChEMBL 36 via Core Engine