org.openscience.cdk.qsar.descriptors.molecular

Class XLogPDescriptor

java.lang.Object

org.openscience.cdk.qsar.AbstractMolecularDescriptor

org.openscience.cdk.qsar.descriptors.molecular.XLogPDescriptor

All Implemented Interfaces:

IDescriptor, IMolecularDescriptor

public class XLogPDescriptor
extends AbstractMolecularDescriptor
implements IMolecularDescriptor

Prediction of logP based on the atom-type method called XLogP. Requires all hydrogens to be explicit.

For description of the methodology see Ref. (Wang, R., Fu, Y., and Lai, L.. Journal of Chemical Information and Computer Sciences. 1997. 37) and (Wang, R., Gao, Y., and Lai, L.. Perspectives in Drug Discovery and Design. 2000. 19). Actually one molecular factor is missing (presence of para Hs donor pair).

Parameters for this descriptor:

Name	Default	Description
checkAromaticity	false	True is the aromaticity has to be checked
salicylFlag	false	True is to use the salicyl acid correction factor

changed 2005-11-03 by chhoppe
-Internal hydrogen bonds are implemented
CDK IDescriptor was validated against xlogp2.1
As mentioned in the xlogP tutorial don't use charges, always draw bonds. To some extend we can support charges but not in every case.

CDK follows the program in following points (which is not documented in the paper):
-Atomtyp 7 is -0.137
-Atomtype 81 is -0.447
-pi system does not consider P or S
-ring system >3
-aromatic ring systems ≥6
-N atomtypes: (ring) is always (ring)c
-F 83 is not 0.375, the program uses 0.512 [2005-11-21]
-hydrophobic carbon is 1-3 relationship not 1-4 [2005-11-22]
-Atomtype C 34/35/36 perception corrected [2005-11-22]; before Atomtype perception ring perception is done -> slows run time

In question:
-Correction factor for salicylic acid (in paper, but not used by the program)
-Amid classification is not consequent (in 6 rings (R2)N-C(R)=0 is eg 46 and in !6 membered rings it is amid)
-sometimes O=C(R)-N(R)-C(R)=O is an amid ... sometimes not
-Value for internal H bonds is in paper 0.429 but for no454 it is 0.643
-pi system defintion, the neighbourhood is unclear

changed 2005-11-21 by chhoppe
-added new parameter for the salicyl acid correction factor
-Corrected P and S perception for charges

Author:

mfe4, chhoppe

Dictionary pointer(s):

xlogP in the QSAR.sf.net Descriptors Dictionary [qsar-descriptors:xlogP]

Source code:

master

Belongs to CDK module:

qsarmolecular

Keywords:

XLogP, descriptor

Created on:

2004-11-03

Constructor Summary

Constructors

Constructor and Description
XLogPDescriptor() Constructor for the XLogPDescriptor object.

Method Summary

Modifier and Type	Method and Description
DescriptorValue	calculate(IAtomContainer atomContainer) Calculates the xlogP for an atom container.
String[]	getDescriptorNames() Returns an array of names for each descriptor value calculated.
IDescriptorResult	getDescriptorResultType() Returns the specific type of the DescriptorResult object.
String[]	getParameterNames() Gets the parameterNames attribute of the XLogPDescriptor object.
Object[]	getParameters() Gets the parameters attribute of the XLogPDescriptor object.
Object	getParameterType(String name) Gets the parameterType attribute of the XLogPDescriptor object.
DescriptorSpecification	getSpecification() Gets the specification attribute of the XLogPDescriptor object.
void	initialise(IChemObjectBuilder builder) Default implementation of initialise allows optional override.
void	setParameters(Object[] params) Sets the parameters attribute of the XLogPDescriptor object.

Methods inherited from class org.openscience.cdk.qsar.AbstractMolecularDescriptor

clone

Methods inherited from class java.lang.Object

clone, equals, finalize, getClass, hashCode, notify, notifyAll, toString, wait, wait, wait

Methods inherited from interface org.openscience.cdk.qsar.IDescriptor

initialise

Constructor Detail

XLogPDescriptor

public XLogPDescriptor()

Constructor for the XLogPDescriptor object.

Method Detail

getSpecification

public DescriptorSpecification getSpecification()

Gets the specification attribute of the XLogPDescriptor object.

Specified by:

getSpecification in interface IDescriptor

Returns:

The specification value

setParameters

public void setParameters(Object[] params)
                   throws CDKException

Sets the parameters attribute of the XLogPDescriptor object.

Specified by:

setParameters in interface IDescriptor

Parameters:

params - The new parameters value

Throws:

CDKException - Description of the Exception

See Also:

getParameters()

getParameters

public Object[] getParameters()

Gets the parameters attribute of the XLogPDescriptor object.

Specified by:

getParameters in interface IDescriptor

Returns:

The parameters value [boolean checkAromaticity, boolean salicylFlag]

See Also:

setParameters(java.lang.Object[])

getDescriptorNames

public String[] getDescriptorNames()

Description copied from interface: IDescriptor

Returns an array of names for each descriptor value calculated. Many descriptors return multiple values. In general it is useful for the descriptor to indicate the names for each value. In many cases, these names can be as simple as X1, X2, ..., XN where X is a prefix and 1, 2, ..., N are the indices. On the other hand it is also possible to return other arbitrary names, which should be documented in the Javadocs for the descriptor (e.g., the CPSA descriptor). Note that by default if a descriptor returns a single value (such as ALOGPDescriptor the return array will have a single element

Specified by:

getDescriptorNames in interface IDescriptor

Returns:

An array of descriptor names, equal in length to the number of descriptor calculated..

calculate

public DescriptorValue calculate(IAtomContainer atomContainer)

Calculates the xlogP for an atom container. If checkAromaticity is true, the method check the aromaticity, if false, means that the aromaticity has already been checked. It is necessary to use before the call of this mehtod the addExplicitHydrogensToSatisfyValency method (HydrogenAdder classe).

Specified by:

calculate in interface IMolecularDescriptor

Parameters:

atomContainer - AtomContainer

Returns:

XLogP is a double

getDescriptorResultType

public IDescriptorResult getDescriptorResultType()

Returns the specific type of the DescriptorResult object. The return value from this method really indicates what type of result will be obtained from the DescriptorValue object. Note that the same result can be achieved by interrogating the DescriptorValue object; this method allows you to do the same thing, without actually calculating the descriptor.

Specified by:

getDescriptorResultType in interface IMolecularDescriptor

Returns:

an object that implements the IDescriptorResult interface indicating the actual type of values returned by the descriptor in the DescriptorValue object

getParameterNames

public String[] getParameterNames()

Gets the parameterNames attribute of the XLogPDescriptor object.

Specified by:

getParameterNames in interface IDescriptor

Returns:

The parameterNames value

getParameterType

public Object getParameterType(String name)

Gets the parameterType attribute of the XLogPDescriptor object.

Specified by:

getParameterType in interface IDescriptor

Parameters:

name - Description of the Parameter

Returns:

The parameterType value

initialise

public void initialise(IChemObjectBuilder builder)

Default implementation of initialise allows optional override.

Specified by:

initialise in interface IDescriptor

Parameters:

builder - chem object build