4-(4-HYDROXY-3-METHOXYBENZYLIDENEAMINO)-1,5-DIMETHYL-2-PHENYL-1H-PYRAZOL-3(2H)-ONE

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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	BKVIERAQXDUEEP-UDWIEESQSA-N
Smiles	COc1cc(\C=N\C2=C(C)N(C)N(C2=O)c3ccccc3)ccc1O
InChI	InChI=1S/C19H19N3O3/c1-13-18(20-12-14-9-10-16(23)17(11-14)25-3)19(24)22(21(13)2)15-7-5-4-6-8-15/h4-12,23H,1-3H3/b20-12+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H19N3O3
Molecular Weight	337.37
AlogP	2.26
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	4.0
Polar Surface Area	65.37
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	25.0

Assay Description	Organism	Bioactivity	Reference
Cytotoxicity against Homo sapiens (human) HT-29 cells after 72 hr by MTT assay	Homo sapiens	537031796.37 nM
Cytotoxicity against Homo sapiens (human) DLD1 cells after 72 hr by MTT assay	Homo sapiens	1318256738.56 nM
Cytotoxicity against Homo sapiens (human) HCT116 cells after 72 hr by MTT assay	Homo sapiens	467735141.29 nM
Cytotoxicity against Mus musculus (mouse) P388 cells after 72 hr by MTT assay	Mus musculus	316227766.02 nM
Fungicidal activity against Aspergillus niger MTCC 8189	Aspergillus niger	0.15 uM/ml
Fungicidal activity against Candida albicans MTCC 227	Candida albicans	0.15 uM/ml
Bactericidal activity against Escherichia coli MTCC 1652	Escherichia coli	0.15 uM/ml
Bactericidal activity against Staphylococcus aureus MTCC 2901	Staphylococcus aureus	0.15 uM/ml
Bactericidal activity against Bacillus subtilis MTCC 2063	Bacillus subtilis	0.15 uM/ml
Antifungal activity against Aspergillus niger MTCC 8189 after 7 days by tube dilution method	Aspergillus niger	1.43
Antifungal activity against Candida albicans MTCC 227 after 48 hr by tube dilution method	Candida albicans	1.43
Antibacterial activity against Escherichia coli MTCC 1652 after 24 hr by tube dilution method	Escherichia coli	1.43
Antibacterial activity against Bacillus subtilis MTCC 2063 after 24 hr by tube dilution method	Bacillus subtilis	1.13
Antibacterial activity against Staphylococcus aureus MTCC 2901 after 24 hr by tube dilution method	Staphylococcus aureus	1.13

Cross References

Resources	Reference
ChEMBL	CHEMBL2088274

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).