BERZOSERTIB

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII L423PRV3V3

Structure

InChI Key JZCWLJDSIRUGIN-UHFFFAOYSA-N
Smiles CNCc1ccc(-c2cc(-c3nc(-c4ccc(S(=O)(=O)C(C)C)cc4)cnc3N)on2)cc1
InChI
InChI=1S/C24H25N5O3S/c1-15(2)33(30,31)19-10-8-18(9-11-19)21-14-27-24(25)23(28-21)22-12-20(29-32-22)17-6-4-16(5-7-17)13-26-3/h4-12,14-15,26H,13H2,1-3H3,(H2,25,27)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H25N5O3S
Molecular Weight 463.56
AlogP 3.95
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 124.0
Molecular species BASE
Aromatic Rings 4.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Serine-protein kinase ATR inhibitor INHIBITOR PubMed PubMed
Protein: Serine-protein kinase ATR
Description: Serine/threonine-protein kinase ATR
Organism : Homo sapiens
Q13535 ENSG00000175054
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase Atypical protein kinase group Atypical protein kinase PIKK family
- 15-19 - 0 -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase DYRK family CMGC protein kinase Dyrk2 subfamily
- - - 26 -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase GSK family
- - - 140 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- - - 59 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family
- - - 30 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- - - 150 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- - - 150 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- - - 18-130 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Syk family
- - - 190 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family
- - - 8 -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase MLK family TKL protein kinase MLK subfamily
- - - 15 -
Enzyme Transferase
- - - 140 -
Enzyme
- 15-19 - 18-130 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 3000 - - -
Assay Description Organism Bioactivity Reference
Inhibition of human recombinant FLAG-tagged full length ATR expressed in mammalian cell line co-expressing human recombinant cMyc-tagged full length ATRIP Homo sapiens 15.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -10.64 %
Inhibition of recombinant human full-length N-terminal Flag epitope-tagged ATR expressed in HEK293T cells using ASELPASQPQPFSAKKK peptide as substrate measured after 24 hrs in presence of [gamma-33P] ATP by microbeta liquid scintillation counting analysis Homo sapiens 0.165 nM
Inhibition of full-length ATM (unknown origin) using DPSVEPPLSQETFSDKKK peptide as substrate measured after 24 hrs in presence of [gamma-33P] ATP by microbeta liquid scintillation counting analysis Homo sapiens 44.0 nM
ATP competitive inhibition of human DYRK2 Homo sapiens 26.0 nM
ATP competitive inhibition of human c-Kit D816H mutant Homo sapiens 39.0 nM
Inhibition of ATR in human HCT116 cells assessed as reduction in histone H2AX phosphorylation by Hoechst staining-based immunofluorescence microscopic analysis Homo sapiens 19.0 nM
ATP competitive inhibition of human ABL T315I mutant Homo sapiens 59.0 nM
ATP competitive inhibition of human Flt3 D835Y mutant Homo sapiens 18.0 nM
Inhibition of human Flt3 Homo sapiens 130.0 nM
ATP competitive inhibition of human Flt4 Homo sapiens 8.0 nM
ATP competitive inhibition of human GSK3alpha Homo sapiens 33.0 nM
Inhibition of human GSK3beta Homo sapiens 140.0 nM
Inhibition of human JAK2 Homo sapiens 150.0 nM
ATP competitive inhibition of human Mer Homo sapiens 30.0 nM
ATP competitive inhibition of human MLK1 Homo sapiens 15.0 nM
Inhibition of human PI3K p110alpha/p85alpha Homo sapiens 140.0 nM
Inhibition of human SYK Homo sapiens 190.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 124.45 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 95.05 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 35.25 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 35.86 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 35.25 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 35.86 %

Cross References

Resources Reference
ChEBI 131166
ChEMBL CHEMBL3989870
DrugBank DB11794
FDA SRS L423PRV3V3
Guide to Pharmacology 8003
PubChem 59472121
SureChEMBL SCHEMBL3061890
ZINC ZINC000096170459
CONTENTS