GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

daglutril   Click here for help

GtoPdb Ligand ID: 6506

Synonyms: SLV 306 | SLV-306 | SLV306
Compound class: Synthetic organic
Comment: This compound is a prodrug for a dual endothelin converting enzyme/neutral endopeptidase inhibitor.
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 8
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 113.01
Molecular weight 534.27
XLogP 4.78
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 CCOC(=O)C(CC1(CCCC1)C(=O)NC1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](CC1(CCCC1)C(=O)N[C@H]1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
InChI InChI=1S/C31H38N2O6/c1-2-39-29(37)24(15-14-22-10-4-3-5-11-22)20-31(18-8-9-19-31)30(38)32-25-17-16-23-12-6-7-13-26(23)33(28(25)36)21-27(34)35/h3-7,10-13,24-25H,2,8-9,14-21H2,1H3,(H,32,38)(H,34,35)/t24-,25+/m1/s1
InChI Key XMQODGUTLZXUGZ-RPBOFIJWSA-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
Is prodrug? Yes
Active form KC-12615
IUPAC Name Click here for help
2-[(3S)-3-[[1-[(2R)-2-ethoxycarbonyl-4-phenylbutyl]cyclopentanecarbonyl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
8351 daglutril
Synonyms Click here for help
SLV 306 | SLV-306 | SLV306
Database Links Click here for help
CAS Registry No. 182821-27-8 (source: PubChem)
DrugBank Ligand DB05796
GtoPdb PubChem SID 178103120
PubChem CID 3038505
Search Google for chemical match using the InChIKey XMQODGUTLZXUGZ-RPBOFIJWSA-N
Search Google for chemicals with the same backbone XMQODGUTLZXUGZ
Search PubMed clinical trials daglutril
Search PubMed titles daglutril
Search PubMed titles/abstracts daglutril
UniChem Compound Search for chemical match using the InChIKey XMQODGUTLZXUGZ-RPBOFIJWSA-N
UniChem Connectivity Search for chemical match using the InChIKey XMQODGUTLZXUGZ-RPBOFIJWSA-N