sd2gram3Dpharma: sd2gram3Dpharma - Similarity of molecules by the exact...

In Rchemcpp: Similarity measures for chemical compounds

Description

This tool implements the (exact version of) pharmacophore kernel for 3D structures of molecules (Mahe, 2006).

Usage

  sd2gram3Dpharma(sdf, sdf2, chargesFileName = "",
    chargesFileName2 = "",
    edgeKernelType = c("RBF", "triangular"),
    edgeKernelParameter = 1, atomKernelMatrix = "",
    flagRemoveH = FALSE, morganOrder = as.integer(0),
    morganChargesThreshold = 0, silentMode = FALSE,
    returnNormalized = TRUE, detectArom = FALSE)

Arguments

sdf	File containing the molecules. Must be in MDL file format (MOL and SDF files). For more information on the file format see http://en.wikipedia.org/wiki/Chemical_table_file.
sdf2	A second file containing molecules. Must also be in SDF format. If specified the molecules of the first file will be compared with the molecules of this second file. Default = "missing".
chargesFileName	A character with the name of the file containing the atom charges. Default = missing.
chargesFileName2	A character with the name of the file containing the atom charges. Default = missing.
edgeKernelType	Options to specify the kernel function comparing distances between atoms. Choices are "RBF" or "triangular". Default = "RBF".
edgeKernelParameter	Specifies the parameter associated to these kernels. Either the bandwith of the RBF kernel or the cut-off of the triangular kernel. Default = 1.
atomKernelMatrix	A string that sets the similarity measure between atoms that should be used. Default = "missing".
flagRemoveH	A logical that indicates whether H-atoms should be removed or not. Default = FALSE.
morganOrder	The order of the DeMorgan Indices to be used. If set to zero no DeMorgan Indices are used. The higher the order the more types of atoms exist and consequently the more dissimilar will be the molecules. Default = 0.
morganChargesThreshold	specifies a threshold above which partial Morgan charges are considered as positive/negative. By default this threshold is zero, and every positive (resp. negative) partial charge is seen as a positive (resp. negative) charge. However, it might be interesting to consider a threshold of 0.2 for example, in which case only partial charges greater than 0.2 (resp. smaller than -0.2) would be seen as positive (resp. negative). Default = 0.
silentMode	Whether or not the program should print progress reports to the standart output. Default = TRUE.
returnNormalized	A logical specifying whether a normalized kernel matrix should be returned. Default = TRUE.
detectArom	Whether aromatic rings should be detected and aromatic bonds should a special bond type. If large molecules are in the data set the detection of aromatic rings can be very time-consuming. (Default = FALSE).

Value

A numeric matrix containing the similarity values between the molecules.

Author(s)

Michael Mahr <[e-mail]> c++ function written by Jean-Luc Perret and Pierre Mahe

References

(Mahe, 2006) – P. Mahe, L. Ralaivola, V. Stoven, and J.-P. Vert. The pharmacophore kernel for virtual screening with support vector machines. Technical Report, HAL:ccsd-00020066, Ecole des Mines de Paris, March 2006.

Examples

sdfolder <- system.file("extdata",package="Rchemcpp")
sdf <- list.files(sdfolder,full.names=TRUE,pattern="tiny")
K <- sd2gram3Dpharma(sdf)

Rchemcpp documentation built on May 6, 2019, 4:58 a.m.