Shape Fingerprints

1
Shape Fingerprints

• Can the (shape) distances to a set of diverse
  molecules represent the shape of a molecule?

2
Prescription for a Shape Fingerprint

• Generate a diverse set of shapes, for instance by
  d-optimal design
• Calculate the shape distance/tanimoto to every
  member in this set for each molecule
• Evaluate the distance between this set of
  measurements for two molecules compared to their
  shape distance/tanimoto

3
(No Transcript)
4
D-Optimal Design using Shape Tanimoto
5
First Six Structures from CSD D-Optimal Design
6
ROC Area using RMS of Tanimoto Fingerprints
7
ROC Area Using Volume Difference
8
ROC Area Using Moments of Inertia
9
ROC Areas Match Threshold 0.7, Bit Threshold 0.65
10
Number of hits vs. ROC Area
11
ROC Areas with Optimal Bit Thresholds