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Compound Detail

CHEMBL5589978

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C[C@@H](Oc1ccc2[nH]nc(/C=C/c3cnn(CCNC(=O)CCCCCNc4ccc5c(c4)C(=O)N(C4CCC(=O)NC4=O)C5=O)c3)c2c1)c1c(Cl)cncc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5589978
Phase Preclinical
Structure Type MOL
InChI Key DDHPDOGCZLIDPA-WPRGIUPFSA-N
16
Targets
20
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

812.7
MW (Da)
5.96
ALogP
11
HBA
4
HBD
193.3
PSA (Ų)
0.07
QED
3
Ro5 Violations
16
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C40H39Cl2N9O6
MW 812.72
Aromatic Rings 5
Heavy Atoms 57
NP-Likeness -1.01

Activity Summary

IC50 20 meas. best 9.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fibroblast growth factor receptor 2
CHEMBL4142
 IC50 9.92 9.635 0.1 2
BaF3
CHEMBL614524
 IC50 9.7 8.4475 0.2 4
SNU-16
CHEMBL613529
 IC50 9.68 9.68 0.2 1
KATO III stomach cancer cell line
CHEMBL612700
 IC50 9.1 9.1 0.8 1
Fibroblast growth factor receptor 3
CHEMBL2742
 IC50 8.9 8.9 1.3 1
Fibroblast growth factor receptor 1
CHEMBL3650
 IC50 8.83 8.83 1.5 1
AN3-CA
CHEMBL1075392
 IC50 8.34 8.34 4.6 1
Fibroblast growth factor receptor 4
CHEMBL3973
 IC50 7.82 7.82 15.1 1
A2780
CHEMBL614004
 IC50 6.2 6.2 627.0 1
SNU-449
CHEMBL1075585
 IC50 6.04 6.04 923.0 1
BXPC-3
CHEMBL614530
 IC50 6.0 6.0 997.0 1
HCT-116
CHEMBL394
 IC50 5.72 5.72 1906.0 1
HEK-293T
CHEMBL3706568
 IC50 5.67 5.67 2142.0 1
NCI-H1975
CHEMBL614348
 IC50 5.65 5.65 2239.0 1
MDA-MB-231
CHEMBL400
 IC50 5.6 5.6 2522.0 1
MCF7
CHEMBL387
 IC50 5.53 5.53 2983.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 150.91 ng.hr.mL-1 Mus musculus
AUC 9.61 ng.hr.mL-1 Mus musculus
Cmax 1.942 ug.mL-1 Mus musculus
Cmax 0.0194 ug.mL-1 Mus musculus
F 0.64 % Mus musculus
T1/2 0.069 hr Mus musculus
T1/2 0.75 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fibroblast growth factor receptor 2 IC50 = 0.121 nM 9.92 Inhibition of FGFR2 V564F mutant (unknown origin) 38908103
BaF3 IC50 = 0.2 nM 9.7 Antiproliferative activity against mouse BaF3 cells stably expressing wild type ... 38908103
SNU-16 IC50 = 0.207 nM 9.68 Antiproliferative activity against FGFR2 amplified human SNU-16 cells measured a... 38908103
Fibroblast growth factor receptor 2 IC50 = 0.449 nM 9.35 Inhibition of FGFR2 (unknown origin) 38908103
KATO III stomach cancer cell line IC50 = 0.79 nM 9.1 Antiproliferative activity against FGFR2 amplified human KATO III cells measured... 38908103
BaF3 IC50 = 0.91 nM 9.04 Antiproliferative activity against mouse BaF3 cells stably expressing wild type ... 38908103
Fibroblast growth factor receptor 3 IC50 = 1.26 nM 8.9 Inhibition of FGFR3 (unknown origin) 38908103
Fibroblast growth factor receptor 1 IC50 = 1.47 nM 8.83 Inhibition of FGFR1 (unknown origin) 38908103
AN3-CA IC50 = 4.626 nM 8.34 Antiproliferative activity against human AN3-CA cells overexpressing FGFR2 measu... 38908103
Fibroblast growth factor receptor 4 IC50 = 15.1 nM 7.82 Inhibition of FGFR4 (unknown origin) 38908103
BaF3 IC50 = 27.5 nM 7.56 Antiproliferative activity against mouse BaF3 cells stably expressing wild type ... 38908103
BaF3 IC50 = 32.7 nM 7.49 Antiproliferative activity against mouse BaF3 cells stably expressing wild type ... 38908103
A2780 IC50 = 627.0 nM 6.2 Antiproliferative activity against human A2780 cells expressing FGFR1 assessed a... 38908103
SNU-449 IC50 = 923.0 nM 6.04 Antiproliferative activity against human SNU-449 cells expressing FGFR1/4 assess... 38908103
BXPC-3 IC50 = 997.0 nM 6.0 Antiproliferative activity against human BXPC-3 cells expressing FGFR1 assessed ... 38908103
HCT-116 IC50 = 1906.0 nM 5.72 Antiproliferative activity against human HCT-116 cells expressing FGFR1/4 assess... 38908103
HEK-293T IC50 = 2142.0 nM 5.67 Cytotoxicity against HEK293T cells assessed as inhibition of cell proliferation ... 38908103
NCI-H1975 IC50 = 2239.0 nM 5.65 Antiproliferative activity against EGFR-driven human NCI-H1975 cells assessed as... 38908103
MDA-MB-231 IC50 = 2522.0 nM 5.6 Antiproliferative activity against human MDA-MB-231 cells expressing FGFR1 asses... 38908103
MCF7 IC50 = 2983.0 nM 5.53 Antiproliferative activity against human MCF7 cells expressing FGFR3 assessed as... 38908103

Literature References

PubMed DOI Target Context # Activities
38908103 10.1016/j.ejmech.2024.116612 Protein cereblon/FGFR2 9
38908103 10.1016/j.ejmech.2024.116612 ADMET 8
38908103 10.1016/j.ejmech.2024.116612 KATO III stomach cancer cell line 6
38908103 10.1016/j.ejmech.2024.116612 BaF3 4
38908103 10.1016/j.ejmech.2024.116612 Fibroblast growth factor receptor 4 3
38908103 10.1016/j.ejmech.2024.116612 Fibroblast growth factor receptor 2 3
38908103 10.1016/j.ejmech.2024.116612 Fibroblast growth factor receptor 1 3
38908103 10.1016/j.ejmech.2024.116612 Fibroblast growth factor receptor 3 3
38908103 10.1016/j.ejmech.2024.116612 Unchecked 2
38908103 10.1016/j.ejmech.2024.116612 AN3-CA 2
38908103 10.1016/j.ejmech.2024.116612 Vascular endothelial growth factor receptor 2 1
38908103 10.1016/j.ejmech.2024.116612 Fibroblast growth factor receptor substrate 2 1
38908103 10.1016/j.ejmech.2024.116612 SNU-16 1
38908103 10.1016/j.ejmech.2024.116612 NCI-H1975 1
38908103 10.1016/j.ejmech.2024.116612 L02 1
38908103 10.1016/j.ejmech.2024.116612 HEK-293T 1
38908103 10.1016/j.ejmech.2024.116612 A2780 1
38908103 10.1016/j.ejmech.2024.116612 BXPC-3 1
38908103 10.1016/j.ejmech.2024.116612 MDA-MB-231 1
38908103 10.1016/j.ejmech.2024.116612 SNU-449 1

Data from ChEMBL 36 via Core Engine