4-ACETAMIDOPHENYL-2-[{4-{(4-ACETAMIDOPHENOXY)CARBONYL}PHENYL}{2-(NITROOXY)ETHYL}AMINO]BENZOATE


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	UZZDRMJLEVRDQV-UHFFFAOYSA-N
Smiles	CC(=O)Nc1ccc(OC(=O)c2ccc(cc2)N(CCO[N+](=O)[O-])c3ccccc3C(=O)Oc4ccc(NC(=O)C)cc4)cc1
InChI	InChI=1S/C32H28N4O9/c1-21(37)33-24-9-15-27(16-10-24)44-31(39)23-7-13-26(14-8-23)35(19-20-43-36(41)42)30-6-4-3-5-29(30)32(40)45-28-17-11-25(12-18-28)34-22(2)38/h3-18H,19-20H2,1-2H3,(H,33,37)(H,34,38)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C32H28N4O9
Molecular Weight	612.59
AlogP	6.56
Hydrogen Bond Acceptor	10.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	14.0
Polar Surface Area	169.08
Molecular species	NEUTRAL
Aromatic Rings	4.0
Heavy Atoms	45.0

Assay Description	Organism	Bioactivity
Induction of nitric oxide release in phosphate buffer at 10'-4 M after 1 hr at pH 7.4 by Griess method in presence of L-cysteine relative to control	None	2.46 %
Ulcerogenic activity in fasted albino Rattus norvegicus (rat) at 10 mg/kg, po administered QD for 3 days measured on day 4	Rattus norvegicus	None
Analgesic activity in Mus musculus (mouse) assessed as inhibition of acetic acid-induced writhing at 10 mg/kg, po measured after 25 min relative to control	Mus musculus	11.2 %
Anti-inflammatory activity in Rattus norvegicus (rat) assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg, po administered at 1 hr prior to carrageenan-challenge measured after 4 hr relative to control	Rattus norvegicus	12.13 %
Anti-inflammatory activity in Rattus norvegicus (rat) assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg, po administered at 1 hr prior to carrageenan-challenge measured after 3 hr relative to control	Rattus norvegicus	13.7 %
Anti-inflammatory activity in Rattus norvegicus (rat) assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg, po administered at 1 hr prior to carrageenan-challenge measured after 2 hr relative to control	Rattus norvegicus	18.67 %
Anti-inflammatory activity in Rattus norvegicus (rat) assessed as inhibition of carrageenan-induced paw edema at 10 mg/kg, po administered at 1 hr prior to carrageenan-challenge measured after 1 hr relative to control	Rattus norvegicus	11.66 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2296735
PubChem	71745069

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).

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).