On 10/5/10 10:56 AM, Geoffrey Hutchison wrote:
>
> On Oct 5, 2010, at 1:47 PM, Craig A. James wrote:
>
> That's good! Maybe we should let you generate a file of errors
>  over the next day or two(?), post it, and then make every
>  effort to fix them?

I had to kill everything this morning because of that runaway 26GB process, but 
here is a complete list (including stuff I reported yesterday) of what I found 
so far.  The six jobs together processed about 1.1 million molecules.

These problems fall into four categories.  I don't think I've found anything 
new since yesterday.

1. Timeout - never canonicalizes
2. Doesn't canonicalize stereo centers
3. Doesn't canonicalize cis/trans bonds
4. Doesn't canonicalize fragments where the only difference is charge.

Some of these molecules are pretty interesting looking.

Craig

-------------------------

Times out:

   C12(C)[Fe]3456789(C(C)(C3(C)C14C)C25C)C1(C)C6(C)C7(C8(C)C91C)C  716630

Tetrahedral centers not canonicalized

http://www.emolecules.com/image?db=549&width=500&height=500&id=716644
[Ti]12345678(C9(C7C4C1C89)C(C)(C)C)(C1(c...@h]3[c@@H]2C61)C(C)(C)C)(Cl)Cl 716644
[Ti]12345678(C9(c...@h]4[c@@H]1C89)C(C)(C)C)(C1(C5C3C2C61)C(C)(C)C)(Cl)Cl 716644

http://www.emolecules.com/image?db=549&width=500&height=500&id=716648
C12([cu]345c1c...@h]4[c@@H]23)CC.P(c1ccccc1)(c1ccccc1)c1ccccc1  716648
C12([cu]34...@h]1[c@@H]5C4C23)CC.P(c1ccccc1)(c1ccccc1)c1ccccc1  716648

http://www.emolecules.com/image?db=549&width=500&height=500&id=475021
[C@@H]([C@@H](CO)O)([...@h](CO)O)O        475021
[...@h]([...@h](CO)O)([C@@H](CO)O)O 475021

http://www.emolecules.com/image?db=549&width=500&height=500&id=483354
C1(C2C[C@@h]3...@h]1c[c@H](C2)C3)O      483354
C1([C@@H]2C[C@@h]3cc1...@h](C2)C3)O     483354

http://www.emolecules.com/image?db=549&width=500&height=500&id=513261
[C@@H]([...@h](CO)O)([C@@H](CO)O)O        513261
[...@h]([C@@H](CO)O)([...@h](CO)O)O 513261

http://www.emolecules.com/image?db=549&width=500&height=500&id=1467237
c1(c2ccc(cc2)OCCOCCOc2ccc(cc2)c2nn(nn2)CC(=O)NCC2OCCC2)nn(nn1)CC(=O)n...@h]1occc1
       1467237
c1(c2ccc(cc2)OCCOCCOc2ccc(cc2)c2nn(nn2)CC(=O)n...@h]2occc2)nn(nn1)CC(=O)NCC1OCCC1
       1467237


http://www.emolecules.com/image?db=549&width=500&height=500&id=535589
c12=c3c4c(=c1cccc2)ccc1=c2c(=c(c41)cc3)cccc2    535589
c12c3c(c4c1cccc4)ccc1c3c(cc2)c2c1cccc2  535589

http://www.emolecules.com/image?db=549&width=500&height=500&id=550474
c12c3=c(c(c1c(c(c2c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1)c1c(c3c2ccccc2)c(c(c1c1ccccc1)c1ccccc1)c1ccccc1
   550474
c1(c2c(c(c1c1ccccc1)c1ccccc1)c(c1c2c(c2c1c(c(c2c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1
    550474


Cis/Trans not canonicalized:

http://www.emolecules.com/image?db=549&width=500&height=500&id=1127873
C(C1C=CCCC1)(C(=O)N/N=C/c1ccc(cc1)C#N)C(=O)N/N=C\c1ccc(cc1)C#N  1127873
C(C1C=CCCC1)(C(=O)N/N=C\c1ccc(cc1)C#N)C(=O)N/N=C/c1ccc(cc1)C#N  1127873

http://www.emolecules.com/image?db=549&width=500&height=500&id=1127875
C(C1C=CCCC1)(C(=O)N/N=C/c1ccc(cc1)Cl)C(=O)N/N=C\c1ccc(cc1)Cl    1127875
C(C1C=CCCC1)(C(=O)N/N=C\c1ccc(cc1)Cl)C(=O)N/N=C/c1ccc(cc1)Cl    1127875

http://www.emolecules.com/image?db=549&width=500&height=500&id=2761690
C(=N\N)(/N/N=C/c1ccc(cc1)Cl)\N/N=C\c1ccc(cc1)Cl 2761690
C(=N\N)(\N/N=C\c1ccc(cc1)Cl)/N/N=C/c1ccc(cc1)Cl 2761690


Charged fragments not canonicalized:

http://www.emolecules.com/image?db=549&width=500&height=500&id=502967
c12c3c(ccc1cccn2)cccn3.[N+](=O)([O-])[O-].[N+](=O)(O)O  502967
c12c3c(ccc1cccn2)cccn3.[N+](=O)(O)O.[N+](=O)([O-])[O-]  502967

http://www.emolecules.com/image?db=549&width=500&height=500&id=475076
[N+](=O)([O-])[O-].[N+](=O)(O)O 475076
[N+](=O)(O)O.[N+](=O)([O-])[O-] 475076

http://www.emolecules.com/image?db=549&width=500&height=500&id=478002
[N+](=O)([O-])[O-].[N+](=O)(O)[O-].[N+](=O)(O)O 478002
[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)(O)[O-] 478002
[N+](=O)(O)[O-].[N+](=O)([O-])[O-].[N+](=O)(O)O 478002
[N+](=O)(O)[O-].[N+](=O)(O)O.[N+](=O)([O-])[O-] 478002
[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)(O)[O-] 478002
[N+](=O)(O)O.[N+](=O)(O)[O-].[N+](=O)([O-])[O-] 478002

http://www.emolecules.com/image?db=549&width=500&height=500&id=480284
[N+](=O)([O-])[O-].[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)(O)O 480284
[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)(O)O 480284
[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)(O)O.[N+](=O)([O-])[O-] 480284
[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)([O-])[O-].[N+](=O)(O)O 480284
[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)([O-])[O-] 480284
[N+](=O)(O)O.[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)([O-])[O-] 480284

http://www.emolecules.com/image?db=549&width=500&height=500&id=616088
C(c1[o+]c(C(C)(C)C)cc(c1)c1ccncc1)(C)(C)C.C(c1[o+]c(C(C)(C)C)cc(c1)c1cc[nH+]cc1)(C)(C)C
 616088
C(c1[o+]c(C(C)(C)C)cc(c1)c1cc[nH+]cc1)(C)(C)C.C(c1[o+]c(C(C)(C)C)cc(c1)c1ccncc1)(C)(C)C
 616088

http://www.emolecules.com/image?db=549&width=500&height=500&id=2751170
C(=O)(c1ncccc1)N(CC)CC.C(=O)(c1ncccc1)N(CC)CC.[N+](=O)([O-])[O-].[N+](=O)(O)O   
2751170
C(=O)(c1ncccc1)N(CC)CC.C(=O)(c1ncccc1)N(CC)CC.[N+](=O)(O)O.[N+](=O)([O-])[O-]   
2751170

http://www.emolecules.com/image?db=549&width=500&height=500&id=3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)([O-])[O-].[N+](=O)(O)[O-].[N+](=O)(O)O        
3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)([O-])[O-].[N+](=O)(O)O.[N+](=O)(O)[O-]        
3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)(O)[O-].[N+](=O)([O-])[O-].[N+](=O)(O)O        
3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)(O)[O-].[N+](=O)(O)O.[N+](=O)([O-])[O-]        
3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)(O)O.[N+](=O)([O-])[O-].[N+](=O)(O)[O-]        
3047897
P(=O)(N(C)C)(N(C)C)N(C)C.[N+](=O)(O)O.[N+](=O)(O)[O-].[N+](=O)([O-])[O-]        
3047897

http://www.emolecules.com/image?db=549&width=500&height=500&id=3717553
[SiH](=O)([O-])[O-].[SiH](=O)(O)[O-].[AlH3+3]   3717553
[SiH](=O)(O)[O-].[SiH](=O)([O-])[O-].[AlH3+3]   3717553

http://www.emolecules.com/image?db=549&width=500&height=500&id=3725927
c1(c(c([N+](=O)[O-])cc(c1)[N+](=O)[O-])O)[N+](=O)[O-].c1(c(c([N+](=O)[O-])cc(c1)[N+](=O)O)[O-])[N+](=O)[O-]
     3725927
c1(c(c([N+](=O)[O-])cc(c1)[N+](=O)O)[O-])[N+](=O)[O-].c1(c(c([N+](=O)[O-])cc(c1)[N+](=O)[O-])O)[N+](=O)[O-]
     3725927

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