4-FLUORO-N'-(4-HYDROXYBENZYLIDENE)BENZOHYDRAZIDE

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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 ...

Structure

InChI Key ZGEIOGOWYVXUQV-CXUHLZMHSA-N
Smiles Oc1ccc(\C=N\NC(=O)c2ccc(F)cc2)cc1
InChI
InChI=1S/C14H11FN2O2/c15-12-5-3-11(4-6-12)14(19)17-16-9-10-1-7-13(18)8-2-10/h1-9,18H,(H,17,19)/b16-9+

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H11FN2O2
Molecular Weight 258.25
AlogP 2.65
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 61.69
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 19.0
Assay Description Organism Bioactivity Reference
Cytotoxicity against Homo sapiens (human) SKOV3 cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Homo sapiens None
Inhibition of iNOS in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of LPS-induced nitrite production incubated for 30 min prior to LPS challenge measured after 24 hr by Griess assay Mus musculus 25.0 ug.mL-1
Inhibition of iNOS in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of LPS-induced nitrite production up to 25 ug/ml incubated for 30 min prior to LPS challenge measured after 24 hr by Griess assay relative to vehicle-treated control Mus musculus None
Cytotoxicity against Mus musculus (mouse) RAW264.7 cells Mus musculus 25.0 ug.mL-1
Antioxidant activity in PMA-stimulated Homo sapiens (human) HL60 cells assessed as inhibition of intracellular ROS generation up to 25 ug/ml incubated for 30 min prior to PMA stimulation measured after 30 min by DCFH-DA assay relative to vehicle-treated control Homo sapiens None
Cytotoxicity against Homo sapiens (human) HL60 cells up to 25 ug/ml Homo sapiens None
Cytotoxicity against Chlorocebus aethiops (African green monkey) Vero cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Chlorocebus aethiops None
Cytotoxicity against Sus scrofa (pig) LLC-PK11 cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Sus scrofa None
Cytotoxicity against Homo sapiens (human) SK-MEL cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) KB cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) BT549 cells assessed as cell viability up to 25 ug/ml after 48 hr by neutral red assay Homo sapiens None
Antifungal activity against Candida albicans NRRL Y-12983 after 24 hr by NCCLS broth microdilution method Candida albicans 500.0 ug.mL-1
Antifungal activity against Candida glabrata clinical isolate after 24 hr by NCCLS broth microdilution method Candida glabrata None
Antifungal activity against Candida parapsilosis NRRL Y-12696 after 24 hr by NCCLS broth microdilution method Candida parapsilosis 500.0 ug.mL-1
Antifungal activity against Pichia kudriavzevii NRRL Y-7179 after 24 hr by NCCLS broth microdilution method Pichia kudriavzevii 500.0 ug.mL-1
Antifungal activity against Candida tropicalis NRRL Y-12968 after 24 hr by NCCLS broth microdilution method Candida tropicalis 500.0 ug.mL-1
Antifungal activity against Cyberlindnera jadinii NRRL Y-900 after 24 hr by NCCLS broth microdilution method Cyberlindnera jadinii 500.0 ug.mL-1
Antifungal activity against Candida albicans ATCC 90028 after 24 hr by NCCLS broth microdilution method Candida albicans 500.0 ug.mL-1
Antifungal activity against Candida albicans clinical isolate after 24 hr by NCCLS broth microdilution method Candida albicans None
Antifungal activity against Candida tropicalis NRRL Y-12968 at 2000 ug/ml by agar diffusion method Candida tropicalis 9.0 mm
Antifungal activity against Candida albicans clinical isolate at 2000 ug/ml by agar diffusion method Candida albicans 9.0 mm
Inhibition of Sp1 (unknown origin) up to 25 ug/ml by luciferase reporter gene assay Homo sapiens None
Inhibition of PMA-induced NFkappaB activity in Homo sapiens (human) SW1353 cells up to 25 ug/ml incubated for 30 min followed by PMA induction for 8 hr by luciferase reporter gene assay Homo sapiens None

Cross References

Resources Reference
ChEMBL CHEMBL2236982
ZINC ZINC00259466
CONTENTS