1,10-Phenanthroline   Click here for help

GtoPdb Ligand ID: 12425

Synonyms: O-PHE | o-phenanthroline
PDB Ligand
Compound class: Synthetic organic
Comment: 1,10-Phenanthroline has an affinity for zinc ions, that facilitates its action as an inhibitor of zinc metallopeptidases, such as carboxypeptidase A [1].

1,10-Phenanthroline is commercially available from our sponsors

2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 24.72
Molecular weight 180.21
XLogP 0.51
No. Lipinski's rules broken 0

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
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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/)

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Canonical SMILES C1=CN=C2C(=C1)C=CC3=CC=CN=C32
Isomeric SMILES C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1
InChI InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
InChI Key DGEZNRSVGBDHLK-UHFFFAOYSA-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
IUPAC Name Click here for help
1,10-phenanthroline
Synonyms Click here for help
O-PHE | o-phenanthroline
Database Links Click here for help
Specialist databases
GPCRdb Ligand 1,10-Phenanthroline
Other databases
CAS Registry No. 66-71-7 (source: PubChem)
ChEMBL Ligand CHEMBL415879
DrugBank Ligand DB02365
GtoPdb PubChem SID 479821216
PubChem CID 1318
RCSB PDB Ligand PHN
Search Google for chemical match using the InChIKey DGEZNRSVGBDHLK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DGEZNRSVGBDHLK
UniChem Compound Search for chemical match using the InChIKey DGEZNRSVGBDHLK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DGEZNRSVGBDHLK-UHFFFAOYSA-N

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MedChemExpress
o-Phenanthroline (links to external site)
Cat. No. HY-W004544