AVL-3288

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Search structure


Synonyms	Anvylic-3288 Avl-3288 CCMI UCI-4083 XY-4083
Status
Molecule Category	UNKNOWN
UNII	VA80VAX4WF


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	VMAKIACTLSBBIY-BOPFTXTBSA-N
Smiles	Cc1cc(/C(=C/Nc2ccc(Cl)cc2)C(=O)Nc2ccc(Cl)cc2)on1
InChI	InChI=1S/C19H15Cl2N3O2/c1-12-10-18(26-24-12)17(11-22-15-6-2-13(20)3-7-15)19(25)23-16-8-4-14(21)5-9-16/h2-11,22H,1H3,(H,23,25)/b17-11-

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H15Cl2N3O2
Molecular Weight	388.25
AlogP	5.38
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	5.0
Polar Surface Area	67.16
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	26.0

Bioactivity

Mechanism of Action	Action	Reference
Neuronal acetylcholine receptor protein alpha-7 subunit positive allosteric modulator	POSITIVE ALLOSTERIC MODULATOR	PubMed PubMed PubMed Other


Protein: Neuronal acetylcholine receptor protein alpha-7 subunit Description: Neuronal acetylcholine receptor subunit alpha-7 Organism : Homo sapiens P36544 ENSG00000175344

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit	500-700	12-28	-	5-10	-

Assay Description	Organism	Bioactivity	Reference
Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat hippocampus	Rattus norvegicus	12.0 nM		Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat hippocampus	Rattus norvegicus	4.5 nM
Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat amygdala	Rattus norvegicus	12.0 nM		Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat amygdala	Rattus norvegicus	4.5 nM
Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat cortex	Rattus norvegicus	28.0 nM		Displacement of [125I]alpha-bungarotoxin from alpha-7 nAChR in rat cortex	Rattus norvegicus	10.0 nM
Activation of human alpha-7 nAChR expressed in Xenopus oocytes assessed as modulation of nicotine-induced current by two-electrode voltage-clamp method	Homo sapiens	500.0 nM
Activation of human alpha-7 nAChR expressed in Xenopus oocytes assessed as modulation of acetyl choline -induced current by two-electrode voltage-clamp method	Homo sapiens	700.0 nM
Activation of human alpha-7 nAChR expressed in Xenopus oocytes assessed as modulation of choline-induced current by two-electrode voltage-clamp method	Homo sapiens	600.0 nM
Positive allosteric modulation of human alpha7 nAChR expressed in Xenopus laevis oocytes assessed as increase in Ach-induced current at -90 mV membrane potential by two electrode voltage-clamp assay	Homo sapiens	700.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL429317
FDA SRS	VA80VAX4WF
PubChem	16005981
SureChEMBL	SCHEMBL1459686
ZINC	ZINC000029046739

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).