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Compound Detail

CHEMBL4591755

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COc1cc(C(=O)c2c[nH]c(-c3cccc4[nH]ccc34)n2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4591755
Phase Preclinical
Structure Type MOL
InChI Key WDMPGPZDSGODDF-UHFFFAOYSA-N
6
Targets
10
Activities
1
Assay Types
6
PK Parameters
15
Publications
0
Known Names

Molecular Properties

377.4
MW (Da)
3.81
ALogP
5
HBA
2
HBD
89.2
PSA (Ų)
0.50
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19N3O4
MW 377.40
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.05

Activity Summary

IC50 10 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
WM164
CHEMBL4630701
 IC50 8.8 8.8 1.6 2
A-375
CHEMBL613859
 IC50 8.44 8.44 3.6 2
M14
CHEMBL614317
 IC50 8.43 8.43 3.7 2
Unchecked
CHEMBL612545
 IC50 7.17 6.795 66.9 2
PC-3
CHEMBL390
 IC50 7.05 7.05 89.9 1
DU-145
CHEMBL613508
 IC50 6.77 6.77 169.1 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.34 mL.min-1.kg-1 Mus musculus
CL 8.9 mL.min-1.kg-1 Rattus norvegicus
CL 3.1 mL.min-1.kg-1 Homo sapiens
T1/2 5.04 hr Mus musculus
T1/2 5.26 hr Rattus norvegicus
T1/2 6.72 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
WM164 IC50 = 1.6 nM 8.8 Antiproliferative activity against human WM164 cells after 72 hrs by MTT assay 31251599
WM164 IC50 = 1.6 nM 8.8 Antitumor activity against human WM164 cells assessed as reduction in metastasis 36970141
A-375 IC50 = 3.6 nM 8.44 Antiproliferative activity against human A375 cells after 72 hrs by MTT assay 31251599
A-375 IC50 = 3.6 nM 8.44 Antitumor activity against human A-375 cells assessed as reduction in metastasis 36970141
M14 IC50 = 3.7 nM 8.43 Antiproliferative activity against human M14 cells after 72 hrs by MTT assay 31251599
M14 IC50 = 3.7 nM 8.43 Antitumor activity against human M14 cells assessed as reduction in metastasis 36970141
Unchecked IC50 = 66.9 nM 7.17 Antiproliferative activity against human PC3-TxR cells 31251599
PC-3 IC50 = 89.9 nM 7.05 Antiproliferative activity against human PC3 cells 31251599
DU-145 IC50 = 169.1 nM 6.77 Antiproliferative activity against human DU145 cells 31251599
Unchecked IC50 = 379.1 nM 6.42 Antiproliferative activity against human DU145-TxR cells 31251599

Literature References

PubMed DOI Target Context # Activities
31251599 10.1021/acs.jmedchem.9b00706 ADMET 23
31251599 10.1021/acs.jmedchem.9b00706 A-375 8
31251599 10.1021/acs.jmedchem.9b00706 Unchecked 6
31251599 10.1021/acs.jmedchem.9b00706 Tubulin 3
31251599 10.1021/acs.jmedchem.9b00706 M14 1
31251599 10.1021/acs.jmedchem.9b00706 WM164 1
31251599 10.1021/acs.jmedchem.9b00706 RPMI-7951 1
31251599 10.1021/acs.jmedchem.9b00706 B16-F10 1
31251599 10.1021/acs.jmedchem.9b00706 Sodium-dependent noradrenaline transporter 1
31251599 10.1021/acs.jmedchem.9b00706 5-hydroxytryptamine receptor 2B 1
31251599 10.1021/acs.jmedchem.9b00706 PC-3 1
31251599 10.1021/acs.jmedchem.9b00706 DU-145 1
36970141 10.1039/d2md00442a WM164 1
36970141 10.1039/d2md00442a A-375 1
36970141 10.1039/d2md00442a M14 1

Data from ChEMBL 36 via Core Engine