I590 Exercise 4 Spring 2005

Structure Searches in CA, Gmelin, and Beilstein

Due: 2 March 2006
Updated: 9 March 2006 OK TO PRINT OUT NOW

STN Express searching
Remember to capture your entire session online so that you can get a printout after logging off. Name your capture file 590ex4zz, replacing the final zz's with your initials. (Once logged on, verify that the Capture Session option is checked under Results.)

1. Find in the LREG File all of the substances with the requirements listed below. Assume that substitution could occur at any point on the ring where it is chemically possible. Print out any one of the answers in the default format. Find the bibliographic references that include those substances. How many did you find?

2. Conduct exact, family, and full substructure searches in the LREG file for this substance and print out one answer for each in the default view.

3. Substructure search. No further substitution is allowed on either ring. Find the substances that match this requirement, and print out one answer in the default view.

4. Substructure search. The C attached to the solid line can be a ring or chain node, and the bond that is dashed is either a ring or chain bond. Find the appropriate substances, and print out the first answer in the default format.

5. Build the structure for the image below.

Perform the following searches.

  1. Perform an exact search. How many hits did you get?
  2. Perform a family search. How many hits did you get?
  3. Using the FIDE format, print out ONLY one answer from the family search. Notice the additional types of information that you get about the compound by using the full structure identification format.
  4. Cross over into the LCA file using the FILE LCA command.
  5. Search the L# of your exact search (DISPLAY HISTORY may help) and print out the first answer in the ALL format. Note that Registry Numbers are used in the indexing of the answer. Which Registry Number resulted in the retrieval of this answer?

6. USE STN EXPRESS for this question. Draw the compound below and search it in the Learning Registry (LREG) file as a full substructure search (CSS). You'll need to use the G-groups feature of STN Express in order to define the variable R groups below.

R1=O or S
R2=H, OH, OMe, CH3, or CO2H
X = any halogen
? = unspecified bond value

  1. Perform a full substructure search. How many answers did you get?
  2. Print out the first and last answers in the IDE format.
  3. Cross over into the LCA file using the FILE LCA command. Under the Query option of STN Express, use the Predefined Search Strategy option and select the canmr item. Search the L# assigned to the NMR strategy. How many answers did you get?
  4. Now use the Discovery option to search the single term NMR as a subject. How many answers did you get?
  5. Search the L# for the substructure search and the L# for the CANMR predefined search. How many answers did you find?

7. Do an SSS search on the following compound in the LREG file. How many answers did you find?
Display scan through a few of the answers and note that many have the S and R stereo designations. Those should not be drawn on the structure when looking for a particular variant.

Beilstein Searching

8. From your answer set to the previous question, try to find any one of the stereo compounds in Beilstein using a structure search. Print the basic identification view.

9. Find the Beilstein Registry Numbers for substances retrieved with this structure. Only the variation indicated is allowed.

10. Find all compounds that have the basic structure shown below. Any substitution is allowed on the rings. However, ring fusion is not desired. Is this last condition possible to satisfy on Beilstein?