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Compound Detail

CHEMBL5421557

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COc1cccc(Nc2cc(Nc3cccc(NC(=O)C4CC4)c3)ncn2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5421557
Phase Preclinical
Structure Type MOL
InChI Key RYKGVPOTSJYVHF-UHFFFAOYSA-N
9
Targets
9
Activities
2
Assay Types
6
PK Parameters
11
Publications
0
Known Names

Molecular Properties

375.4
MW (Da)
4.32
ALogP
6
HBA
3
HBD
88.2
PSA (Ų)
0.57
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21N5O2
MW 375.43
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.38

Activity Summary

IC50 8 meas. best 8.96
Kd 1 meas. best 4.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549
CHEMBL392
 IC50 8.96 8.96 1.1 1
SK-OV-3
CHEMBL614925
 IC50 8.82 8.82 1.5 1
HepG2
CHEMBL395
 IC50 8.74 8.74 1.8 1
B16-F10
CHEMBL612656
 IC50 8.48 8.48 3.3 1
HeLa
CHEMBL399
 IC50 8.44 8.44 3.6 1
MDA-MB-231
CHEMBL400
 IC50 8.36 8.36 4.4 1
A2780
CHEMBL614004
 IC50 7.8 7.8 16.0 1
A2780/Taxol
CHEMBL4483224
 IC50 6.88 6.88 132.0 1
Tubulin
CHEMBL2095182
 Kd 4.37 4.37 43200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 239.23 ng.hr.mL-1 Rattus norvegicus
AUC 239.43 ng.hr.mL-1 Rattus norvegicus
CL 69.84 mL.min-1.kg-1 Rattus norvegicus
Cmax 234.02 nM Rattus norvegicus
T1/2 0.22 hr Rattus norvegicus
Vd 1.301 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549 IC50 = 1.1 nM 8.96 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 36621138
SK-OV-3 IC50 = 1.5 nM 8.82 Antiproliferative activity against human SK-OV-3 cells assessed as inhibition of... 36621138
HepG2 IC50 = 1.8 nM 8.74 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 36621138
B16-F10 IC50 = 3.3 nM 8.48 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 36621138
HeLa IC50 = 3.6 nM 8.44 Antiproliferative activity against human HeLa cells assessed as inhibition of ce... 36621138
MDA-MB-231 IC50 = 4.4 nM 8.36 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 36621138
A2780 IC50 = 16.0 nM 7.8 Antiproliferative activity against human A2780 cells assessed as inhibition of c... 36621138
A2780/Taxol IC50 = 132.0 nM 6.88 Antiproliferative activity against paclitaxel resistant human A2780/Taxol cells ... 36621138
Tubulin Kd = 43200.0 nM 4.37 Binding affinity to tubulin (unknown origin) assessed as dissociation constant b... 36621138

Literature References

PubMed DOI Target Context # Activities
36621138 10.1016/j.ejmech.2022.115085 A549 55
36621138 10.1016/j.ejmech.2022.115085 ADMET 16
36621138 10.1016/j.ejmech.2022.115085 B16-F10 7
36621138 10.1016/j.ejmech.2022.115085 Tubulin 3
36621138 10.1016/j.ejmech.2022.115085 SK-OV-3 1
36621138 10.1016/j.ejmech.2022.115085 HepG2 1
36621138 10.1016/j.ejmech.2022.115085 MDA-MB-231 1
36621138 10.1016/j.ejmech.2022.115085 HeLa 1
36621138 10.1016/j.ejmech.2022.115085 A2780/Taxol 1
36621138 10.1016/j.ejmech.2022.115085 A2780 1
36621138 10.1016/j.ejmech.2022.115085 Unchecked 1

Data from ChEMBL 36 via Core Engine