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vitamin K2   Click here for help

GtoPdb Ligand ID: 2771

Synonyms: menaquinone-2
Compound class: Metabolite
Comment: Vitamin K2 (menaquinone) is characterised by a varying number of isoprenoid residues in the side chain. The structure shown here is an example with 2 isoprenoid groups (menaquinone-2).
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 5
Topological polar surface area 34.14
Molecular weight 308.18
XLogP 5.07
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
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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 CC(=CCC1=C(C)C(=O)c2c(C1=O)cccc2)CCC=C(C)C
Isomeric SMILES C/C(=C\CC1=C(C)C(=O)c2c(C1=O)cccc2)/CCC=C(C)C
InChI InChI=1S/C21H24O2/c1-14(2)8-7-9-15(3)12-13-17-16(4)20(22)18-10-5-6-11-19(18)21(17)23/h5-6,8,10-12H,7,9,13H2,1-4H3/b15-12+
InChI Key PTWSIIUEOFZCHW-NTCAYCPXSA-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 Metabolite
IUPAC Name Click here for help
2-(3,7-dimethylocta-2,6-dienyl)-3-methylnaphthalene-1,4-dione
Synonyms Click here for help
menaquinone-2
Database Links Click here for help
CAS Registry No. 84-81-1 (source: Scifinder)
ChEMBL Ligand CHEMBL263382
GtoPdb PubChem SID 135651595
PubChem CID 5280374
Search Google for chemical match using the InChIKey PTWSIIUEOFZCHW-NTCAYCPXSA-N
Search Google for chemicals with the same backbone PTWSIIUEOFZCHW
UniChem Compound Search for chemical match using the InChIKey PTWSIIUEOFZCHW-NTCAYCPXSA-N
UniChem Connectivity Search for chemical match using the InChIKey PTWSIIUEOFZCHW-NTCAYCPXSA-N
Wikipedia Vitamin_k