RT Book,_Section
T1 Markovian Chemicals “in silico” Design (MARCH-INSIDE), a Promising Approach for Computer-Aided Molecular Design III: 2.5D Indices for the Discovery of Antibacterials
A1 González Díaz, Humberto
A1 Cruz Monteagudo, Maykel
A1 Torres Gómez, Luis A.
A1 Guevara, Yaima
A1 Almeida, Manuel S.
A1 Molina Ruiz, Reinaldo
A1 Castañedo, Nilo
A1 Santana Penín, María Lourdes
K1 Antibacterials
K1 3D-QSAR
K1 Electronegativity equalization
K1 Markov chains
K1 Discriminant analysis
AB The present work continues our series on the use of MARCH-INSIDE molecular descriptors [parts I and II: J. Mol. Mod. (2002) 8: 237-245 and (2003) 9: 395-407]. These descriptors encode information regarding to the distribution of electrons in the molecule based on a simple stochastic approach to the idea of electronegativity equalization (Sanderson’s principle). Here, 3D-MARCH-INSIDE molecular descriptors for 667 organic compounds are used as input for a Linear Discriminant Analysis. This 2.5D-QSAR model discriminates between antibacterial compounds and non-antibacterial ones with a 92.9 % of accuracy in training sets. On the other hand, the model classifies correctly 94.0 % of the compounds in test set. Additionally, the present QSAR performs similar-to-better than other methods reported elsewhere. Finally, the discovery of a novel compound illustrates the use of the method. This compound, 2-bromo-3-(furan-2-yl)-3-oxo-propionamide have MIC50 of 6.25 and 12.50 µg/mL against Ps. Aeruginosa ATCC 27853 and E. Coli ATCC 27853 respectively while ampicillim, amoxicillim, clindamycin, and metronidazole have, for instance, MIC50 values higher 250 µg/mL against E. Coli. Consequently, the present method may becomes a useful tool for the in silico discovery of antibacterials
PB MDPI
SN 3-906980-16-2
YR 2005
FD 2005
LK http://hdl.handle.net/10347/26889
UL http://hdl.handle.net/10347/26889
LA eng
NO Proceedings of the 9th International Electronic Conference on Synthetic Organic Chemistry, 1–30 November 2005, MDPI: Basel, Switzerland, doi:10.3390/ecsoc-9-01657
NO The 9th International Electronic Conference on Synthetic Organic Chemistry session Computational Chemistry
NO We thank the Spanish Ministry of Science and Technology (SAF2003-02222), for partial financial support. Molina RR, Castañedo C, and Almeida SM, acknowledges support from the Universität Rostock, Germany
DS Minerva
RD 25 abr 2026