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Compound Detail

CHEMBL5415595

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COc1cc(-c2nccc3[nH]c(-c4cccc5c4ccn5C)nc23)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5415595
Phase Preclinical
Structure Type MOL
InChI Key LCQATVJMJZBCON-UHFFFAOYSA-N
10
Targets
11
Activities
2
Assay Types
17
PK Parameters
10
Publications
0
Known Names

Molecular Properties

414.5
MW (Da)
4.81
ALogP
6
HBA
1
HBD
74.2
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H22N4O3
MW 414.47
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness -0.47

Activity Summary

IC50 10 meas. best 9.0
Kd 1 meas. best 4.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HepG2
CHEMBL395
 IC50 9.0 9.0 1.0 1
A2780S
CHEMBL4296398
 IC50 8.8 8.8 1.6 1
B16-F10
CHEMBL612656
 IC50 8.7 8.7 2.0 1
A2780/Taxol
CHEMBL4483224
 IC50 8.29 8.29 5.1 1
MCF7
CHEMBL387
 IC50 8.22 8.22 6.0 1
Unchecked
CHEMBL612545
 IC50 8.07 7.945 8.5 2
HeLa
CHEMBL399
 IC50 8.05 8.05 9.0 1
HUVEC
CHEMBL613979
 IC50 7.21 7.21 62.1 1
Tubulin
CHEMBL2111354
 IC50 6.0 6.0 1010.0 1
Tubulin
CHEMBL2095182
 Kd 4.74 4.74 18300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3056.29 ng.hr.mL-1 Rattus norvegicus
AUC 3082.49 ng.hr.mL-1 Rattus norvegicus
AUC 3331.41 ng.hr.mL-1 Rattus norvegicus
AUC 3383.7 ng.hr.mL-1 Rattus norvegicus
CL 11.17 mL.min-1.kg-1 Rattus norvegicus
CL 107.17 mL.min-1.kg-1 Rattus norvegicus
Cmax 4164.35 nM Rattus norvegicus
Cmax 2121.75 nM Rattus norvegicus
F 10.98 % Rattus norvegicus
MRT 1.86 hr Rattus norvegicus
MRT 3.24 hr Rattus norvegicus
T1/2 1.08 hr Rattus norvegicus
T1/2 1.83 hr Rattus norvegicus
Tmax 0.083 hr Rattus norvegicus
Tmax 0.92 hr Rattus norvegicus
Vd 1.08 L.kg-1 Rattus norvegicus
Vd 16.84 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HepG2 IC50 = 1.0 nM 9.0 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 37145846
A2780S IC50 = 1.6 nM 8.8 Antiproliferative activity against parental human A2780S cells assessed as inhib... 37145846
B16-F10 IC50 = 2.0 nM 8.7 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 37145846
A2780/Taxol IC50 = 5.1 nM 8.29 Antiproliferative activity against paclitaxel resistant human A2780/Taxol cells ... 37145846
MCF7 IC50 = 6.0 nM 8.22 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 37145846
Unchecked IC50 = 8.5 nM 8.07 Antiproliferative activity against parental human A549S cells assessed as inhibi... 37145846
HeLa IC50 = 9.0 nM 8.05 Antiproliferative activity against human HeLa cells assessed as inhibition of ce... 37145846
Unchecked IC50 = 15.3 nM 7.82 Antiproliferative activity against paclitaxel resistant human A549/TxR cells ass... 37145846
HUVEC IC50 = 62.1 nM 7.21 Cytotoxicity against HUVEC cells assessed as inhibition of cell proliferation in... 37145846
Tubulin IC50 = 1010.0 nM 6.0 Inhibition of pig brain tubulin polymerization in the presence of GTP by spectro... 37145846
Tubulin Kd = 18300.0 nM 4.74 Binding affinity to tubulin (unknown origin) assessed as affinity constant by SP... 37145846

Literature References

PubMed DOI Target Context # Activities
37145846 10.1021/acs.jmedchem.3c00011 ADMET 33
37145846 10.1021/acs.jmedchem.3c00011 HepG2 26
37145846 10.1021/acs.jmedchem.3c00011 B16-F10 9
37145846 10.1021/acs.jmedchem.3c00011 Unchecked 4
37145846 10.1021/acs.jmedchem.3c00011 Tubulin 4
37145846 10.1021/acs.jmedchem.3c00011 HUVEC 2
37145846 10.1021/acs.jmedchem.3c00011 A2780/Taxol 1
37145846 10.1021/acs.jmedchem.3c00011 A2780S 1
37145846 10.1021/acs.jmedchem.3c00011 MCF7 1
37145846 10.1021/acs.jmedchem.3c00011 HeLa 1

Data from ChEMBL 36 via Core Engine