Lipofilnost lijekova. IV. Dio: Primjena SMILES označavanja u LogKow programu pri izračunavanju lipofilnosti

Professional paper - Professional paper

• Author: Marica Medić-Šarić
• Author: Ana Mornar
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of medicinal chemistry)
• Scientific / art field, discipline and subdiscipline: BIOMEDICINE AND HEALTHCARE; Pharmacy; Pharmacy

Abstract (english)

In this work, we described the LogKow program that estimafe-s the log octanol/water
partition coefficient (log P) of organic chemicals using a atorn/fragmental method developed
at SRC. Chemical structures can be brought into LogKow estimation program
using SMILES notation, CAS RN or commercial drawing programs that allow a
user to draw a chemical structure and then directly write the SMILES notation.
SMILES is an acronym for Simplified Molecular Input Line Entry System. It is a chemical
notation system used to represent a molecular structure by a linear string of
symbols. A two-dimensional drawing of a single chemical structure is possible in
many different forms. That is, a single structure can be depicted correctly by many
different SMILES notations. SMILES notations are comprised of atoms (designated
by atomic symbols), bonds, parentheses (used to show branching), and numers (used
to designate ring opening and closing positions). The SMILECAS Database is very
helpful and time-efficient in obtaining SMILES notations and log P values; all that
you need is CAS Reigistry Number. This database contains the SMILES notations for
103 000 compounds.
In order to evaluate this method estimated log P values were compered with these experimental
obtained from the SMILECAS Database. Statistical analysis has been
performed using the StatSoft Inc.1992. Microsoft Corp. program. Results show that
there was no statistical significant difference, p<0.999. Using LogKow, the user can
save time and energy because the program can be used as substitute for time-consuming
experimental methods. LogKow is even suitable for calculating lipophilicity of
very hidrophilic and lipophilic compounds which can't be measured experimentally.

• Keywords (croatian): lipofilnost lijekova; SMILES označavanje; LogKow program
• Language: croatian
• Publication type: Professional paper - Professional paper
• Publication status: Published
• Peer review: Peer review - domestic
• Publication version: Published version
• Journal title: Farmaceutski glasnik
• Numbering: vol. 59, no. 11, pp. 491-505
• p-ISSN: 0014-8202
• URN:NBN: urn:nbn:hr:163:684146
• Publication: 2003
• Type of resource: Text
• Access conditions: Open access
• Created on: 2021-02-16 15:39:23