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MCS node breaking up rings

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Hi,

I've noticed some (I think) erroneous behaviour in the MCS node. It seems that under certain circumstances it will break open rings even when told not to.

I've attached a zipped up KNIME workflow to demonstrate the problem. It shows how mining a fuzzy MCS (in terms of element type) from a set of results in a SMARTS pattern containing aromatic bonds that no longer describe a ring. This is the SMARTS I'm getting:

[#6]-[#6,#7]-[#7,#6]1-[#6]-[#6]-[#7](-[#6]-[#6]-1)-[#6]1:[#6,#7]:[#6](:[#6]:[#6]:[#6]:[#6]):[#7,#6]:[#6]:[#7]:1

The input SMILES strings are:

FC(F)(F)C1=CC=CC=C1C1=CC=C2C(=C1)N=CN=C2N1CCN(CC1)C(=O)C=C

OCC#CC(=O)N1CCN(CC1)C1=C2C=C(Cl)C(=CC2=NC=N1)C1=CC=C(F)C=C1F

ClC1=CC=CC=C1C1=C2N=C(N=CC2=CC=C1)N1CCN(CC1)C(=O)C=C

ClC1=CC=C2C(=C1)N=CN=C2N1CCN(C(C1)C#N)C(=O)C=C

C=CC(=O)N1CCN(CC1C#N)C1=C2C=CC=CC2=NC=N1

ClC1=CC=C2C(=C1)N=CN=C2N1CCN(C(C1)C#N)C(=O)C=C

C=CC(=O)N1CCN(CC1)C1=C2C=CC(=CC2=NC=N1)C1=CC=CC=C1

ClC1=C(C=C2N=CN=C(N3CCC(CC3)NC(=O)C=C)C2=C1)C1=CC=CC=C1

The node configuration is as follows:

Threshold: 1.0

Ring matches ring only: checked

Complete rings only: checked

Match valences: unchecked

Atom comparisons: "Compare Any"

Bond comparisons: "Compare Order"

Timeout: 300

The node doesn't time out, but I've seen this behaviour more often when it does.

I think this behaviour is a bug and is definitely undesired for me, since I'm using this node to identify scaffolds with complete rings. Instead of breaking bonds, I would instead expect the node to produce a SMARTS pattern that just doesn't include the ring atoms.

Cheers,

Richard


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