LATREPIRDINE

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Search structure


Synonyms	Dimebolin Dimebon Latrepirdine
Status
Molecule Category	UNKNOWN
UNII	OD9237K1Z6
EPA CompTox	DTXSID20189705


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

Structure


InChI Key	JNODQFNWMXFMEV-UHFFFAOYSA-N
Smiles	Cc1ccc2c(c1)c1c(n2CCc2ccc(C)nc2)CCN(C)C1
InChI	InChI=1S/C21H25N3/c1-15-4-7-20-18(12-15)19-14-23(3)10-9-21(19)24(20)11-8-17-6-5-16(2)22-13-17/h4-7,12-13H,8-11,14H2,1-3H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C21H25N3
Molecular Weight	319.45
AlogP	3.88
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	3.0
Polar Surface Area	21.06
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	24.0

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]Spiperone from human recombinant dopamine D2S receptor expressed in CHO cells	Homo sapiens	630.96 nM
Displacement of [3H]Ketanserin from human recombinant 5HT2A receptor expressed in CHO-K1 cells	Homo sapiens	61.66 nM
Antagonist activity at histamine H1 receptor in human SK-N-SH cells assessed as histamine-induced maximum intracellular calcium spike at phase 1 treated 10 to 15 seconds before histamine challenge	Homo sapiens	158.0 nM
Binding affinity to adrenergic alpha1A receptor by radioligand displacement assay	None	60.26 nM
Displacement of [3H]MK-912 from human recombinant adrenergic alpha2A receptor expressed in insect Sf9 cells	Homo sapiens	109.65 nM
Displacement of [3H]Mesulergine from human recombinant 5HT2C receptor expressed in CHO-K1 cells	Homo sapiens	75.86 nM
Displacement of [3H]Lysergic acid from human recombinant 5HT6 receptor expressed in human HeLa cells	Homo sapiens	33.88 nM
Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO cells	Homo sapiens	7.943 nM
Binding affinity to 5HT1A receptor by radioligand displacement assay	None	100.0 nM
Binding affinity to 5HT2C receptor by radioligand displacement assay	None	76.0 nM
Binding affinity to human recombinant 5HT6 receptor by radioligand displacement assay	Homo sapiens	34.0 nM
Binding affinity to 5HT7 receptor by radioligand displacement assay	None	8.0 nM
Binding affinity to human recombinant 5HT6 receptor	Homo sapiens	26.0 nM
Binding affinity to rat recombinant 5HT6 receptor	Rattus norvegicus	119.0 nM
Antagonist activity at human recombinant 5HT6 receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced cAMP production by LANCE assay	Homo sapiens	890.0 nM
Antagonist activity at human histamine H1 receptor in SK-N-SH cells assessed as inhibition of histamine-induced calcium level increase during phase-1 compound incubated before histamine addition by Fura-2 based fluorometric assay	Homo sapiens	160.0 nM
Antagonist activity at human recombinant 5-HT6 receptor expressed in HEK293 cells assessed as inhibition of serotonin-induced intracellular cAMP accumulation by LANCE technique	Homo sapiens	890.0 nM
Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells	Homo sapiens	26.0 nM
In-vivo inhibition of NMDA receptor in mouse assessed as reduction in NMDA-induced convulsions administered intraperitoneally 40 mins before NMDA injection	Mus musculus	42.0 mg kg-1

Related Entries

Cross References

Resources	Reference
ChEBI	92976
ChEMBL	CHEMBL589390
DrugBank	DB11725
FDA SRS	OD9237K1Z6
Human Metabolome Database	HMDB0240240
PubChem	197033
SureChEMBL	SCHEMBL292354
ZINC	ZINC000008144259

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).