SB-743921

/static/temp/default.svg

Search structure


Synonyms	SB-743921 FREE BASE Sb 743921 Sb-743921
Status
Molecule Category	UNKNOWN
UNII	24DSZ1VN92


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	PGXYIBJJCLWJST-MUUNZHRXSA-N
Smiles	Cc1ccc(C(=O)N(CCCN)[C@@H](c2oc3cc(Cl)ccc3c(=O)c2Cc2ccccc2)C(C)C)cc1
InChI	InChI=1S/C31H33ClN2O3/c1-20(2)28(34(17-7-16-33)31(36)23-12-10-21(3)11-13-23)30-26(18-22-8-5-4-6-9-22)29(35)25-15-14-24(32)19-27(25)37-30/h4-6,8-15,19-20,28H,7,16-18,33H2,1-3H3/t28-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C31H33ClN2O3
Molecular Weight	517.07
AlogP	6.53
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	9.0
Polar Surface Area	76.54
Molecular species	BASE
Aromatic Rings	4.0
Heavy Atoms	37.0

Assay Description	Organism	Bioactivity	Reference
Inhibition of MT-stimulated human N-terminal His6-tagged Eg5 (1 to 368 amino acid residues) motor domain ATPase activity expressed in Escherichia coli BL21 (DE3) by pyruvate kinase/lactate dehydrogenase-coupled assay	Homo sapiens	0.5 nM
Binding affinity to human Eg5 A133D mutant at 250 uM by isothermal calorimetric analysis	Homo sapiens	778.0 nM
Binding affinity to human Eg5 D130V mutant at 250 uM by isothermal calorimetric analysis	Homo sapiens	543.0 nM
Binding affinity to human wild type Eg5 at 250 uM by isothermal calorimetric analysis	Homo sapiens	10.0 nM
Inhibition of microtubule-stimulated ATPase activity of human Eg5 D130V mutant expressed in Escherichia coli BL21 by pyruvate kinase/lactate dehydrogenase-linked assay	Homo sapiens	607.0 nM
Inhibition of microtubule-stimulated ATPase activity of human Eg5 A133D mutant expressed in Escherichia coli BL21 by pyruvate kinase/lactate dehydrogenase-linked assay	Homo sapiens	484.0 nM
Inhibition of microtubule-stimulated ATPase activity of N-terminal His-6-tagged human wild type Eg5 (1 to 368) expressed in Escherichia coli BL21 by pyruvate kinase/lactate dehydrogenase-linked assay	Homo sapiens	0.14 nM
Binding affinity to Eg5 A133D mutant (unknown origin) by ITC study	Homo sapiens	778.0 nM
Binding affinity to Eg5 D130V mutant (unknown origin) by ITC study	Homo sapiens	543.0 nM
Binding affinity to wild type Eg5 (unknown origin) by ITC study	Homo sapiens	10.0 nM
Inhibition of MT-stimulated ATPase activity of Eg5 A133D mutant (unknown origin)	Homo sapiens	484.0 nM
Inhibition of MT-stimulated ATPase activity of Eg5 D130V mutant (unknown origin)	Homo sapiens	607.0 nM
Inhibition of MT-stimulated ATPase activity of wild type Eg5 (unknown origin)	Homo sapiens	0.14 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	78.89 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	21.89 %
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	-0.36 %		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	-0.36 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2325429
FDA SRS	24DSZ1VN92
PDB	6LX
PubChem	9936388
SureChEMBL	SCHEMBL645543
ZINC	ZINC000034039290

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).