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Compound Detail

CHEMBL75232

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Clc1ccc(Nc2nnc(Cc3ccncc3)c3ccccc23)cc1.O=C(O)CCC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL75232
Phase Preclinical
Structure Type MOL
InChI Key LLDWLPRYLVPDTG-UHFFFAOYSA-N
Parent Compound CHEMBL101253
Active Moiety CHEMBL101253
10
Targets
23
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

346.8
MW (Da)
5.01
ALogP
4
HBA
1
HBD
50.7
PSA (Ų)
0.56
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H21ClN4O4
MW 464.91
Aromatic Rings 4
Heavy Atoms 25
NP-Likeness -1.18

Activity Summary

IC50 23 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HUVEC
CHEMBL613979
 IC50 8.22 8.185 6.0 2
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 7.8 7.5057 16.0 7
Vascular endothelial growth factor receptor 3
CHEMBL1955
 IC50 7.19 6.95 64.0 2
BaF3
CHEMBL614524
 IC50 7.12 6.895 76.0 2
Vascular endothelial growth factor receptor 1
CHEMBL1868
 IC50 7.11 7.06 77.0 3
Vascular endothelial growth factor receptor 2
CHEMBL3337
 IC50 6.57 6.57 270.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 6.31 6.265 490.0 2
Mast/stem cell growth factor receptor Kit
CHEMBL1936
 IC50 6.21 6.185 620.0 2
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
 IC50 5.91 5.91 1240.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 4.74 4.74 18270.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 32000000.0 nM Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HUVEC IC50 = 6.0 nM 8.22 Antiproliferative activity against VEGF-induced HUVEC cells 18420406
HUVEC IC50 = 7.1 nM 8.15 Antiproliferative activity against VEGF-stimulated HUVEC cells assessed as cell ... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 16.0 nM 7.8 Inhibition of VEGFR induced autophosphorylation of human Vascular endothelial gr... 12477352
Vascular endothelial growth factor receptor 2 IC50 = 17.0 nM 7.77 Inhibition of VEGF-induced human VEGFR2 autophosphorylation expressed in HUVEC c... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 34.0 nM 7.47 Inhibition of VEGF-induced human VEGFR2 autophosphorylation transfected in CHO c... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 37.0 nM 7.43 Inhibitory activity against kinase domain containing receptor (KDR/VEGFR2) 10882357
Vascular endothelial growth factor receptor 2 IC50 = 37.0 nM 7.43 Inhibition of KDR by ELISA 18420406
Vascular endothelial growth factor receptor 2 IC50 = 42.0 nM 7.38 In vitro inhibition of Vascular endothelial growth factor receptor 2 (VEGFR-2) 12477352
Vascular endothelial growth factor receptor 2 IC50 = 55.0 nM 7.26 Inhibition of human recombinant GST-fused VEGFR2 kinase domain transphosphorylat... 26629594
Vascular endothelial growth factor receptor 3 IC50 = 64.0 nM 7.19 Inhibition of human recombinant GST-fused VEGFR3 kinase domain transphosphorylat... 26629594
BaF3 IC50 = 76.0 nM 7.12 Antiproliferative activity against mouse BaF3 cells expressing Tel-PDGFRbeta ass... 26629594
Vascular endothelial growth factor receptor 1 IC50 = 77.0 nM 7.11 Inhibitory activity against Flt-kinase 10882357
Vascular endothelial growth factor receptor 1 IC50 = 77.0 nM 7.11 Inhibition of human recombinant GST-fused VEGFR1 kinase domain transphosphorylat... 26629594
Vascular endothelial growth factor receptor 1 IC50 = 110.0 nM 6.96 In vitro inhibition of Vascular endothelial growth factor receptor 1 (VEGFR-1) e... 12477352
Vascular endothelial growth factor receptor 3 IC50 = 195.0 nM 6.71 In vitro inhibition of Vascular endothelial growth factor receptor 3 [VEGFR-3(Fl... 12477352
BaF3 IC50 = 215.0 nM 6.67 Antiproliferative activity against mouse BaF3 cells expressing Tel-KDR-myc1.3 as... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 270.0 nM 6.57 Inhibition of mouse recombinant GST-fused VEGFR2 kinase domain expressed in bacu... 26629594
Platelet-derived growth factor receptor beta IC50 = 490.0 nM 6.31 In vitro inhibition of Platelet-derived growth factor receptor beta expressed in... 12477352
Platelet-derived growth factor receptor beta IC50 = 600.0 nM 6.22 Inhibition of PDGF- beta receptor kinase 10882357
Mast/stem cell growth factor receptor Kit IC50 = 620.0 nM 6.21 In vitro inhibition of Mast/stem cell growth factor receptor (c-Kit kinase) expr... 12477352

Literature References

PubMed DOI Target Context # Activities
26629594 10.1021/acs.jmedchem.5b01582 BaF3 12
26629594 10.1021/acs.jmedchem.5b01582 Mus musculus 6
26629594 10.1021/acs.jmedchem.5b01582 Vascular endothelial growth factor receptor 2 4
19438253 10.1021/np800816n NON-PROTEIN TARGET 4
26629594 10.1021/acs.jmedchem.5b01582 B16-BL6 4
26629594 10.1021/acs.jmedchem.5b01582 Unchecked 3
10882357 10.1021/jm9909443 Vascular endothelial growth factor receptor 2 2
12477352 10.1021/jm020899q B16 2
26629594 10.1021/acs.jmedchem.5b01582 HUVEC 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
12477352 10.1021/jm020899q Fibroblast growth factor receptor 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
12477352 10.1021/jm020899q Vascular endothelial growth factor receptor 2 2
12477352 10.1021/jm020899q Macrophage colony-stimulating factor 1 receptor 1
12477352 10.1021/jm020899q Mast/stem cell growth factor receptor Kit 1
12477352 10.1021/jm020899q Epidermal growth factor receptor 1
12477352 10.1021/jm020899q Vascular endothelial growth factor receptor 3 1
12477352 10.1021/jm020899q Vascular endothelial growth factor receptor 1 1
10882357 10.1021/jm9909443 Mus musculus 1
10882357 10.1021/jm9909443 ADMET 1

Data from ChEMBL 36 via Core Engine