SPP1   Click here for help

GtoPdb Ligand ID: 10259

Synonyms: spiropiperidine 1
Compound class: Synthetic organic
Comment: Functionally selective, brain penetrant partial orthosteric agonist at M1 receptors [1].
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 CDK toolkit. 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 7
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 56.33
Molecular weight 426.26
XLogP 3.08
No. Lipinski's rules broken 0
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.

✖
Canonical SMILES Cc1cccc(c1)N1CN(C(=O)C21CCN(CC2)C1CCN(CC1)C(=O)OC1CC1)C
Isomeric SMILES Cc1cccc(c1)N1CN(C(=O)C21CCN(CC2)C1CCN(CC1)C(=O)OC1CC1)C
InChI InChI=1S/C24H34N4O3/c1-18-4-3-5-20(16-18)28-17-25(2)22(29)24(28)10-14-26(15-11-24)19-8-12-27(13-9-19)23(30)31-21-6-7-21/h3-5,16,19,21H,6-15,17H2,1-2H3
InChI Key ZZZVRFJGTJAHFM-UHFFFAOYSA-N

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
fluspirilene
Click here for ligand page
Targets
5-HT1A receptor; 5-HT1D receptor; 5-HT2A receptor; 5-ht1e receptor; H1 receptor
spiperone
Click here for ligand page
Targets
α1A-adrenoceptor; α1B-adrenoceptor; α1D-adrenoceptor; 5-HT1A receptor; 5-HT1B receptor; 5-HT1D receptor; 5-HT2A receptor; 5-HT2B receptor; 5-HT2C receptor; 5-HT7 receptor; D2 receptor; D3 receptor; D4 receptor
spiramide
Click here for ligand page
Targets
5-HT2A receptor; 5-HT2B receptor; 5-HT2C receptor
[3H]N-methylspiperone
Click here for ligand page
Targets
5-HT2A receptor; D2 receptor; D4 receptor
Ro64-6198
Click here for ligand page
Targets
NOP receptor
[3H]spiperone
Click here for ligand page
Targets
D2 receptor; D3 receptor; D4 receptor
VU0364739
Click here for ligand page
Targets
PLD2
(R)-Ro65-6570
Click here for ligand page
Targets
NOP receptor