4-(6-CYANO-7-(4-NITROPHENYL)-2-(4-SULFAMOYLPHENYLAMINO)-7H-PYRANO[2,3-D]THIAZOL-5-YLAMINO)-4-OXOBUTANOICACID

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Search structure


Molecule Category	Free-form
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


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

Structure


InChI Key	GRBUDEMWRUSKBV-UHFFFAOYSA-N
Smiles	NS(=O)(=O)c1ccc(Nc2nc3OC(=C(C#N)C(c4ccc(cc4)[N+](=O)[O-])c3s2)NC(=O)CCC(=O)O)cc1
InChI	InChI=1S/C23H18N6O8S2/c24-11-16-19(12-1-5-14(6-2-12)29(33)34)20-22(37-21(16)27-17(30)9-10-18(31)32)28-23(38-20)26-13-3-7-15(8-4-13)39(25,35)36/h1-8,19H,9-10H2,(H,26,28)(H,27,30)(H,31,32)(H2,25,35,36)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C23H18N6O8S2
Molecular Weight	570.55
AlogP	2.5
Hydrogen Bond Acceptor	11.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	9.0
Polar Surface Area	266.93
Molecular species	ACID
Aromatic Rings	3.0
Heavy Atoms	39.0

Assay Description	Organism	Bioactivity	Reference
Cytotoxicity against Homo sapiens (human) HepG2 cells after 48 hr followed by gamma-radiation at dose level of 8 Gy by SRB assay	Homo sapiens	15000.0 nM
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 100 uM after 48 hr followed by gamma-radiation at dose level of 8 Gy by SRB assay	Homo sapiens	0.13
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 50 uM after 48 hr followed by gamma-radiation at dose level of 8 Gy by SRB assay	Homo sapiens	0.11
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 10 uM after 48 hr followed by gamma-radiation at dose level of 8 Gy by SRB assay	Homo sapiens	0.36
Cytotoxicity against Homo sapiens (human) HepG2 cells after 48 hr by SRB assay	Homo sapiens	32000.0 nM
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 100 uM after 48 hr by SRB assay	Homo sapiens	0.166
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 50 uM after 48 hr by SRB assay	Homo sapiens	0.127
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 25 uM after 48 hr by SRB assay	Homo sapiens	0.382
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 10 uM after 48 hr by SRB assay	Homo sapiens	0.626
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as cell surviving fraction at 25 uM after 48 hr followed by gamma-radiation at dose level of 8 Gy by SRB assay	Homo sapiens	0.23

Cross References

Resources	Reference
ChEMBL	CHEMBL2237260
PubChem	71466633

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).