[1-(4-CHLORO-BENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-ACETIC ACID 2-MORPHOLIN-4-YL-ETHYL ESTER


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	GHUSVRWGRFRAKM-UHFFFAOYSA-N
Smiles	COc1ccc2c(c1)c(CC(=O)OCCN3CCOCC3)c(C)n2C(=O)c4ccc(Cl)cc4
InChI	InChI=1S/C25H27ClN2O5/c1-17-21(16-24(29)33-14-11-27-9-12-32-13-10-27)22-15-20(31-2)7-8-23(22)28(17)25(30)18-3-5-19(26)6-4-18/h3-8,15H,9-14,16H2,1-2H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C25H27ClN2O5
Molecular Weight	470.95
AlogP	4.29
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	8.0
Polar Surface Area	70.0
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	33.0

Assay Description	Organism	Bioactivity
Analgesic activity in Mus musculus (mouse) assessed as inhibition of acetic acid-induced writhing at 15 mg/kg, po administered 1 hr prior to acetic acid challenge measured at 5 to 20 min relative to control	Mus musculus	35.52 %
Ulcerogenic activity in 36 hr fasting Rattus norvegicus Sprague-Dawley (rat) stomach assessed as ulcer index at 25 mg/kg, po measured after 4 hr	Rattus norvegicus	0.259
Anti-inflammatory activity in Rattus norvegicus Sprague-Dawley (rat) assessed as inhibition of carrageenan-induced paw edema at 3 mg/kg, po administered 1 hr prior to carrageenan-challenge measured after 3 hr by plethysmometric analysis relative to control	Rattus norvegicus	23.09 %
Anticholinergic activity in po dosed overnight fasted Rattus norvegicus (rat) ileum	Rattus norvegicus	6918.31 nM
Drug metabolism in 80% Homo sapiens (human) serum assessed as esterase-mediated imdomethacin release at 5 mg/ml at 2 hr	Homo sapiens	45.4 %
Drug metabolism in 80% Homo sapiens (human) serum assessed as esterase-mediated imdomethacin release at 5 mg/ml at 1 hr	Homo sapiens	36.9 %
Half life in aqueous buffer at 1 mg/ml at pH 7.4 measured for 6 hr	None	52.0 hr
Drug metabolism in 80% Homo sapiens (human) serum assessed as esterase-mediated imdomethacin release at 5 mg/ml at 0.5 hr	Homo sapiens	27.8 %

Cross References

Resources	Reference
ChEMBL	CHEMBL97040
PubChem	10814249

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).