NaPLeS - Natural Product Likeness Score calculator

About

Natural product-likeness of a molecule, i.e. similarity of this molecule to the structure space covered by natural products, is a useful criterion in screening compound libraries and in designing new lead compounds. This NP-likeness scorer has been trained on 315 916 natural products (NP) from various public databases, on a manually curated NP dataset used for the publication of the previous standalone NP-likeness scorer [1] and on 488 642 randomly selected synthetic molecules (SM) from the ZINC database.

Sugar moieties are removed from the molecules for the training and for the computation of the NP-likeness score as in [2]
The stereochemistry is removed from the training set and from the user-submitted molecules.

Four ways to use the NP-likeness scorer:

• Upload a molecular file in one of the accepted formats (MOL, SDF or smiles). Maximum 1000 molecules per file.
• Paste a SMILES string of a molecule
• Draw a molecule
• Visualise the distribution of the NP-likeness score across natural products of public databases and taxonomy (bacteria, fungi and plants)

Upload a file

Molecular file to upload :
Accepted formats: SDF, MOL, SMILES. Max number of molecules: 1000 (can be long)

Draw a molecule

Submit molecule

Confidentiality:
The molecules are kept confidential and can be deleted after processing.
Cite us: Sorokina, M., Steinbeck, C. NaPLeS: a natural products likeness scorer—web application and database. J Cheminform 11, 55 (2019).

[1] Jayaseelan et al., Natural product-likeness score revisited: an open-source, open-data implementation. In: BMC Bioinformatics, 13 (1), pp. 106, 2012.

[2] Peter Ertl et al., Natural Product-likeness Score and Its Application for Prioritization of Compound Libraries. In: Journal of Chemical Information and Modeling 48 (1), 68-74, 2008

NaPLeS is an open source web application based fully on open data. Source and installation instructions are available at GitHub. Please submit bug reports, feature requests and general issues through the issues tracker at GitHub. NaPLeS is developed and maintained by the Steinbeck group at the University Friedrich-Schiller in Jena, Germany.

The code for this web application is released under the MIT license. Data licenses, if available, can be obtained from the home page of the various natural product databases listed above.