ASSESSING STRUCTURAL SIMILARITY OF COMPOUNDS WITH PHYSIOLOGICAL RESPONSE: COMPARATIVE STUDY ON SIMILARITY METRICS

1^st International Conference on Chemo and BioInformatics, ICCBIKG 2021, (446-449)

AUTHOR(S) / AUTOR(I): Izudin Redžepović, Boris Furtula

E-ADRESS / E-ADRESA: izudin.redzepovic@pmf.kg.ac.rs, furtula@uni.kg.ac.rs

DOI: 10.46793/ICCBI21.446R

ABSTRACT / SAŽETAK:

The idea of quantifying similarity between compounds may be traced back to the roots of contemporary chemoinformatics. At present, there is a number of coefficients that are used as similarity metrics. Many of them are defined as to measure coherence among two structural fingerprints, and usually yield similarity results between 0 and 1. However, there are indices that capture dissimilarity between molecular structures. This paper reports results on a comparative investigation of the several similarity coefficients on a set of compounds with the physiological responses. These molecules induce diverse body sensations that range from pleasant feelings up to euphoria and analgesia. Some of them are well-known drugs. In order to quantify molecular structure, Morgan circular fingerprints have been applied, which are frequently used in similarity calculations. This statistical analysis reveals which indices tend to produce higher structural similarity results and opposite.

KEY WORDS / KLJUČNE REČI:

molecular structure, drugs, similarity coefficients, Morgan fingerprints, statistical analysis.

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