Maximal use of minimal libraries through the adaptive substituent reordering algorithm

Fan Liang, Xiao Jiang Feng, Michael Lowry, Herschel Albert Rabitz

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

This paper describes an adaptive algorithm for interpolation over a library of molecules subjected to synthesis and property assaying. Starting with a coarse sampling of the library compounds, the algorithm finds the optimal substituent orderings on all of the functionalized scaffold sites to allow for accurate property interpolation over all remaining compounds in the full library space. A previous paper introduced the concept of substituent reordering and a smoothness-based criterion to search for optimal orderings (Shenvi, N.; Geremia, J. M.; Rabitz, H. J. Phys. Chem. A 2003, 107, 2066). Here, we propose a data-driven root-mean-squared (RMS) criteria and a combined RMS/smoothness criteria as alternative methods for the discovery of optimal substituent orderings. Error propagation from the property measurements of the sampled compounds is determined to provide confidence intervals on the interpolated molecular property values, and a substituent rescaling technique is introduced to manage poorly designed/sampled libraries. Finally, various factors are explored that can influence the applicability and interpolation quality of the algorithm. An adaptive methodology is proposed to iteratively and efficiently use laboratory experiments to optimize these algorithmic factors, so that the accuracy of property predictions is maximized. The enhanced algorithm is tested on copolymer and transition metal complex libraries, and the results demonstrate the capability of the algorithm to accurately interpolate various properties of both molecular libraries.

Original languageEnglish (US)
Pages (from-to)5842-5854
Number of pages13
JournalJournal of Physical Chemistry B
Volume109
Issue number12
DOIs
StatePublished - Mar 31 2005

Fingerprint

Interpolation
interpolation
assaying
Coordination Complexes
Metal complexes
Adaptive algorithms
Scaffolds
molecular properties
Transition metals
Copolymers
confidence
copolymers
Sampling
transition metals
sampling
Molecules
methodology
intervals
propagation
synthesis

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry

Cite this

Liang, Fan ; Feng, Xiao Jiang ; Lowry, Michael ; Rabitz, Herschel Albert. / Maximal use of minimal libraries through the adaptive substituent reordering algorithm. In: Journal of Physical Chemistry B. 2005 ; Vol. 109, No. 12. pp. 5842-5854.
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Maximal use of minimal libraries through the adaptive substituent reordering algorithm. / Liang, Fan; Feng, Xiao Jiang; Lowry, Michael; Rabitz, Herschel Albert.

In: Journal of Physical Chemistry B, Vol. 109, No. 12, 31.03.2005, p. 5842-5854.

Research output: Contribution to journalArticle

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