lenrispodun   Click here for help

GtoPdb Ligand ID: 12003

Synonyms: compound 3 [PMID: 26789933] | ITI-214 | ITI214
PDB Ligand
Compound class: Synthetic organic
Comment: Lenrispodun (ITI-214) is a potent (picomolar) and selective PDE1 inhibitor [1]. It is CNS-active and orally bioavailable, and demonstrates selectivity against other PDE family enzymes. Lenrispodun was developed as a novel mechanism for the treatment of cognitive impairment/dysfunction that is associated with neurodegenerative and neuropsychiatric diseases [2].
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 82.03
Molecular weight 507.22
XLogP 7.58
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES Fc1cccc(n1)c1ccc(cc1)Cn1nc2c(c1Nc1ccccc1)c(=O)n(c1=N[C@H]3[C@@H](n21)CCC3)C
Isomeric SMILES Cn1c(=O)c2c(n(nc2n2c1=N[C@H]1[C@@H]2CCC1)Cc1ccc(cc1)c1nc(ccc1)F)Nc1ccccc1
InChI InChI=1S/C29H26FN7O/c1-35-28(38)25-26(31-20-7-3-2-4-8-20)36(34-27(25)37-23-11-5-10-22(23)33-29(35)37)17-18-13-15-19(16-14-18)21-9-6-12-24(30)32-21/h2-4,6-9,12-16,22-23,31H,5,10-11,17H2,1H3/t22-,23+/m1/s1
InChI Key BBIPVJCGIASXJB-PKTZIBPZSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
11635 lenrispodun
Synonyms Click here for help
compound 3 [PMID: 26789933] | ITI-214 | ITI214
Database Links Click here for help
BindingDB Ligand 50150119
CAS Registry No. 1160521-50-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL3769414
DrugBank Ligand DB15039
GtoPdb PubChem SID 464244144
PubChem CID 42639643
RCSB PDB Ligand 4QJ
Search Google for chemical match using the InChIKey BBIPVJCGIASXJB-PKTZIBPZSA-N
Search Google for chemicals with the same backbone BBIPVJCGIASXJB
Search PubMed clinical trials lenrispodun
Search PubMed titles lenrispodun
Search PubMed titles/abstracts lenrispodun
UniChem Compound Search for chemical match using the InChIKey BBIPVJCGIASXJB-PKTZIBPZSA-N
UniChem Connectivity Search for chemical match using the InChIKey BBIPVJCGIASXJB-PKTZIBPZSA-N