smarts_hints.html

Daylight Summer School 2002, June 5-7, Santa Fe, NM

Daylight Worksheet - SMARTS Practice --WITH HINTS (ANSWERS)!

NOTE: The following smiles training set may be used for matching against for the smarts exercises. For each smarts assigned, at least one match exists in the following molecules.

CN1C(=O)N(C)C(=O)C(N(C)C=N2)=C12 caffeine
c1ncccc1C1CCCN1C nicotine
c1ccccc1C(=O)OC2CC(N3C)CCC3C2C(=O)OC cocaine
CCN(CC)C(=O)C1CN(C)C2CC3=CNc(ccc4)c3c4C2=C1 LSD
N12CCC36C1CC(C(C2)=CCOC4CC5=O)C4C3N5c7ccccc76 Strychnine
COc1cc2c(ccnc2cc1)C(O)C4CC(CC3)C(C=C)CN34 quinine
C123C5C(O)C=CC2C(N(C)CC1)Cc(ccc4O)c3c4O5 morphine
C123C5C(OC(=O)C)C=CC2C(N(C)CC1)Cc(ccc4OC(=O)C)c3c4O5 heroin
C1C(C)=C(C=CC(C)=CC=CC(C)=CCO)C(C)(C)C1 vitamin a
CC1(C)SC2C(NC(=O)Cc3ccccc3)C(=O)N2C1C(=O)O benzylpenicillin
[Cl-].[Cl-].NC(=O)c2cc[n+](COC[n+]1ccccc1C=NO)cc2 HI-6
OC(=O)c1cccc(Cl)c1Cl 50-45-3

Open a separate browser and run depictmatch.cgi to test your answers by matching against the smiles above.

Write SMARTS for the descriptions given below.

Note: The following answers are not uniquely correct. For example, "[C,c]" is exactly equivalent to "[#6]".

Aliphatic carbon attached to Oxygen with any bond
```
C~O 
```
Non-ring atoms
```
[R0]
```
acylic-bonds
```
*!@*
```
Any carbon attached to any halogen
```
[#6][F,Cl,Br,I]
```
Oxygen or nitrogen, with at least one hydrogen attached and not in a ring
```
[O,N;!H0;R0]
```
Oxygen double bonded to aliphatic carbon or nitrogen
```
O=[C,N]
```
Oxygen double bonded to aliphatic carbon or nitrogen, single bonded to an aromatic ring, with a halogen in meta position
```
O=[C,N]-aa-[F,Cl,Br,I]
```
Any aliphatic atom single-bonded to any carbon which isn't a trifluromethyl carbon
```
A-[#6;!$(C(F)(F)F)]
```

References:

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