1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-3-CARBOXYLIC ACID


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	ZJSUEWDIHUPPRO-UHFFFAOYSA-N
Smiles	OC(=O)C1Cc2c([nH]c3ccccc23)C(N1)c4ccccc4
InChI	InChI=1S/C18H16N2O2/c21-18(22)15-10-13-12-8-4-5-9-14(12)19-17(13)16(20-15)11-6-2-1-3-7-11/h1-9,15-16,19-20H,10H2,(H,21,22)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H16N2O2
Molecular Weight	292.33
AlogP	0.44
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	2.0
Polar Surface Area	65.12
Molecular species	ZWITTERION
Aromatic Rings	3.0
Heavy Atoms	22.0

Assay Description	Organism	Bioactivity
Insecticidal activity against Lipaphis erysimi (mustard aphids) assessed as mortality at 200 mg/L after 48 hr	Lipaphis erysimi	87.26 %
Insecticidal activity against Lipaphis erysimi (mustard aphids) assessed as increase in mortality after 48 hr	Lipaphis erysimi	240.1 mg/L	Insecticidal activity against Lipaphis erysimi (mustard aphids) assessed as increase in mortality after 48 hr	Lipaphis erysimi	53.16 ug.mL-1
Insecticidal activity against Lipaphis erysimi (mustard aphids) assessed as mortality at 50 mg/L after 24 hr	Lipaphis erysimi	36.42 %
Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as increase in mortality after 24 hr	Culex quinquefasciatus	88.29 mg/L	Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as increase in mortality after 24 hr	Culex quinquefasciatus	20.82 ug.mL-1
Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as mortality at 100 mg/L after 24 hr	Culex quinquefasciatus	93.3 %
Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as increase in mortality at 50 mg/L after 24 hr	Culex quinquefasciatus	None
Cytotoxicity against Spodoptera frugiperda (fall armyworm) Sf9 cells assessed as growth inhibition at 200 mg/L after 24 hr by MTT assay	Spodoptera frugiperda	71.55 %
Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as increase in mortality after 2 to 24 hr	Culex quinquefasciatus	None
Insecticidal activity against fourth-instar larval stage of Culex quinquefasciatus assessed as mortality at 1 mg/L after 24 hr	Culex quinquefasciatus	34.85 %

Cross References

Resources	Reference
ChEMBL	CHEMBL442956
PubChem	150718
SureChEMBL	SCHEMBL764194

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).