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Compound Detail

CHEMBL5419546

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COc1cc(-c2nccc3nc(Nc4cccc5[nH]ccc45)nn23)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5419546
Phase Preclinical
Structure Type MOL
InChI Key IHXNYNVXRKFVPV-UHFFFAOYSA-N
23
Targets
24
Activities
1
Assay Types
21
PK Parameters
20
Publications
0
Known Names

Molecular Properties

416.4
MW (Da)
4.04
ALogP
8
HBA
2
HBD
98.6
PSA (Ų)
0.43
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20N6O3
MW 416.44
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness -0.93

Activity Summary

IC50 24 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549
CHEMBL392
 IC50 8.1 8.1 8.0 1
BXPC-3
CHEMBL614530
 IC50 7.96 7.96 11.0 1
COLO 205
CHEMBL614561
 IC50 7.92 7.92 12.1 1
CWR22R
CHEMBL612657
 IC50 7.91 7.91 12.4 1
KP-4
CHEMBL1075482
 IC50 7.89 7.89 13.0 1
HeLa
CHEMBL399
 IC50 7.82 7.82 15.0 1
MCF7
CHEMBL387
 IC50 7.75 7.75 18.0 1
A2780/Taxol
CHEMBL4483224
 IC50 7.7 7.7 20.0 1
CHO
CHEMBL613853
 IC50 7.62 7.62 24.0 1
HT-29
CHEMBL384
 IC50 7.57 7.57 27.0 1
HCT-8
CHEMBL613510
 IC50 7.47 7.47 34.0 1
Unchecked
CHEMBL612545
 IC50 7.44 7.375 36.0 2
HepG2
CHEMBL395
 IC50 7.29 7.29 51.8 1
NCI/ADR-RES
CHEMBL613829
 IC50 7.19 7.19 64.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.13 7.13 74.0 1
A2780
CHEMBL614004
 IC50 7.12 7.12 75.0 1
CHO-K1
CHEMBL614031
 IC50 6.89 6.89 130.0 1
PC-3
CHEMBL390
 IC50 6.65 6.65 224.0 1
L02
CHEMBL4296457
 IC50 6.47 6.47 338.7 1
HaCaT
CHEMBL614392
 IC50 6.35 6.35 449.6 1
Tubulin
CHEMBL2111354
 IC50 5.89 5.89 1300.0 1
ARPE-19
CHEMBL4296399
 IC50 5.3 5.3 5034.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 4.91 4.91 12240.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 363.5 ng.hr.mL-1 Mus musculus
AUC 390.3 ng.hr.mL-1 Mus musculus
AUC 558.9 ng.hr.mL-1 Mus musculus
AUC 579.8 ng.hr.mL-1 Mus musculus
AUC 2534.7 ng.hr.mL-1 Mus musculus
AUC 2604.3 ng.hr.mL-1 Mus musculus
Cmax 281.91 nM Mus musculus
Cmax 378.21 nM Mus musculus
Cmax 1681.39 nM Mus musculus
F 15.4 % Mus musculus
F 69.7 % Mus musculus
MRT 7.1 hr Mus musculus
MRT 5.6 hr Mus musculus
MRT 4.0 hr Mus musculus
T1/2 0.3617 hr Mus musculus
T1/2 6.0 hr Mus musculus
T1/2 5.5 hr Mus musculus
T1/2 5.3 hr Mus musculus
Tmax 0.1 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549 IC50 = 8.0 nM 8.1 Antiproliferative activity against human A549 cells assessed as cell growth inhi... 37856840
BXPC-3 IC50 = 11.0 nM 7.96 Antiproliferative activity against human BXPC-3 cells assessed as cell growth in... 37856840
COLO 205 IC50 = 12.1 nM 7.92 Cytotoxicity against human COLO 205 cells assessed as cell growth inhibition inc... 37856840
CWR22R IC50 = 12.4 nM 7.91 Cytotoxicity against human 22Rv1 cells assessed as cell growth inhibition incuba... 37856840
KP-4 IC50 = 13.0 nM 7.89 Antiproliferative activity against human KP-4 cells assessed as cell growth inhi... 37856840
HeLa IC50 = 15.0 nM 7.82 Antiproliferative activity against human HeLa cells assessed as cell growth inhi... 37856840
MCF7 IC50 = 18.0 nM 7.75 Antiproliferative activity against human MCF7 cells assessed as cell growth inhi... 37856840
A2780/Taxol IC50 = 20.0 nM 7.7 Antiproliferative activity against human A2780T cells assessed as cell growth in... 37856840
CHO IC50 = 24.0 nM 7.62 Antiproliferative activity against Chinese hamster CHO cells assessed as cell gr... 37856840
HT-29 IC50 = 27.0 nM 7.57 Antiproliferative activity against human HT-29 cells assessed as cell growth inh... 37856840
HCT-8 IC50 = 34.0 nM 7.47 Antiproliferative activity against human HCT-8 cells assessed as cell growth inh... 37856840
Unchecked IC50 = 36.0 nM 7.44 Antiproliferative activity against human A549/DDP cells assessed as cell growth ... 37856840
Unchecked IC50 = 49.0 nM 7.31 Antiproliferative activity against human HCT-8/VCR cells assessed as cell growth... 37856840
HepG2 IC50 = 51.8 nM 7.29 Cytotoxicity against human HepG2 cells assessed as cell growth inhibition incuba... 37856840
NCI/ADR-RES IC50 = 64.0 nM 7.19 Antiproliferative activity against human MCF7ADR cells assessed as cell growth i... 37856840
Tyrosine-protein kinase JAK2 IC50 = 74.0 nM 7.13 Inhibition of JAK2 (unknown origin) using Poly-(Glu,Tyr 4:1) peptide as substrat... 37856840
A2780 IC50 = 75.0 nM 7.12 Antiproliferative activity against human A2780 cells assessed as cell growth inh... 37856840
CHO-K1 IC50 = 130.0 nM 6.89 Antiproliferative activity against Chinese hamster CHO-K1 cells assessed as cell... 37856840
PC-3 IC50 = 224.0 nM 6.65 Antiproliferative activity against human PC-3 cells assessed as cell growth inhi... 37856840
L02 IC50 = 338.7 nM 6.47 Cytotoxicity against human L02 cells assessed as cell growth inhibition incubate... 37856840

Literature References

PubMed DOI Target Context # Activities
37856840 10.1021/acs.jmedchem.3c01690 A549 32
37856840 10.1021/acs.jmedchem.3c01690 ADMET 31
37856840 10.1021/acs.jmedchem.3c01690 Unchecked 8
37856840 10.1021/acs.jmedchem.3c01690 Tubulin 4
37856840 10.1021/acs.jmedchem.3c01690 JAK2-STAT3 4
37856840 10.1021/acs.jmedchem.3c01690 Tyrosine-protein kinase JAK2 2
37856840 10.1021/acs.jmedchem.3c01690 COLO 205 1
37856840 10.1021/acs.jmedchem.3c01690 HCT-8 1
37856840 10.1021/acs.jmedchem.3c01690 A2780/Taxol 1
37856840 10.1021/acs.jmedchem.3c01690 A2780 1
37856840 10.1021/acs.jmedchem.3c01690 L02 1
37856840 10.1021/acs.jmedchem.3c01690 HaCaT 1
37856840 10.1021/acs.jmedchem.3c01690 ARPE-19 1
37856840 10.1021/acs.jmedchem.3c01690 HepG2 1
37856840 10.1021/acs.jmedchem.3c01690 CWR22R 1
37856840 10.1021/acs.jmedchem.3c01690 HeLa 1
37856840 10.1021/acs.jmedchem.3c01690 Tyrosine-protein kinase JAK3 1
37856840 10.1021/acs.jmedchem.3c01690 Tyrosine-protein kinase JAK1 1
37856840 10.1021/acs.jmedchem.3c01690 MCF7 1
37856840 10.1021/acs.jmedchem.3c01690 BXPC-3 1

Data from ChEMBL 36 via Core Engine