[Chimera-users] importing sdf files from PubChem

Elaine Meng meng at cgl.ucsf.edu
Fri May 4 20:58:08 PDT 2007


Hi Mark,
I can open the SDF as shown in your mail (by cutting and pasting the  
lines shown below into a file named test.sdf) successfully with  
Chimera versions 1.2352, 1.2363, and 1.2382 on Mac OSX.  It doesn't  
sound like you were doing anything wrong, however.  The only  
possibilities I can think of are that the problem is platform- 
specific or that cutting and pasting removed some deleterious  
invisible character(s).

Note that SDF files from PubChem generally contain flatland molecules  
(2-dimensional, with the Z-coordinate column all zeros, as you can  
see below).  I suspect you really wanted a 3-dimensional molecule.   
Just a few weeks ago, I used the "Pub 3D" database as a source for 3D  
coordinates of molecules, looked up by PID from PubChem searches.   
Unfortunately this server seems to be unreachable right now (I'm  
hoping it comes back!):
http://rguha.ath.cx/~rguha/p3d/

I hope this helps,
Elaine
-----
Elaine C. Meng, Ph.D.                          meng at cgl.ucsf.edu
UCSF Computer Graphics Lab and Babbitt Lab
Department of Pharmaceutical Chemistry
University of California, San Francisco
                      http://www.cgl.ucsf.edu/home/meng/index.html


> 16048627
>   -OEChem-05040716572D
>
> 113118  0     0  0  0  0  0  0999 V2000
>     3.4030    4.5407    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
>    11.7288   -2.2663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
>     2.5369    5.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     3.9030    5.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     2.9030    3.6746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    11.7288   -3.2663    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
>    10.7288   -2.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    12.7288   -2.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     6.1864   -3.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    17.1265    4.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     4.8972   -2.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    16.7693    2.3693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     6.6424   -5.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     4.0223   -3.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    18.7407    5.5226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>    18.0148    2.0782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
>     6.9473    2.7359    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
>    11.5196    1.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
>     5.5185   -4.0434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
>    18.1050    3.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
>     6.9473    4.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    10.1258    0.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     7.5309    3.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    10.5309    1.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.0010    4.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    10.8628    0.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.0010    3.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    11.7288    0.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     7.7573    4.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.6399    5.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     7.2579    1.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     9.4553    0.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     9.2129    1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    12.1874    2.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     8.5309    3.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    10.0309    2.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     5.1350    4.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    10.8628   -0.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.5901    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    13.1659    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     5.1350    2.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    12.5948    0.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     9.0309    2.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     4.2690    4.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    11.7288   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     4.2690    3.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.9007    0.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    12.5948   -0.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    13.8338    2.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.2329   -0.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    14.8123    2.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     6.5436   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    15.4801    3.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     5.8757   -2.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    16.4586    3.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     5.7281   -5.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     4.5238   -3.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    18.8470    4.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    18.5133    2.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     4.8630   -5.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>     4.1187   -4.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    19.7139    4.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
>    19.5076    3.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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>  63112  1  0  0  0  0
>  63113  1  0  0  0  0
> M  CHG  2   6  -1  17   1
> M  END
>> <PUBCHEM_COMPOUND_CID>
> 16048627
>
>> <PUBCHEM_CACTVS_HBOND_ACCEPTOR>
> 15
>
>> <PUBCHEM_CACTVS_HBOND_DONOR>
> 1
>
>> <PUBCHEM_CACTVS_ROTATABLE_BOND>
> 19
>
>> <PUBCHEM_CACTVS_SUBSKEYS>
> AAADcfB/ 
> vABgAAAAAAAAAAAAAAAAAWLFiAAwYAAAAAAAAFgBQAAAHgQECAAADgjB2AQyyYMQAIKoAy 
> XyXHDCAEAhAgAoiBk4ZJgIIDLAkZGEIAhkhCDIyAedyMAPgAQAgAACAAAACAEAAAQAAAAA 
> AAAAAA==
>
>> <PUBCHEM_IUPAC_OPENEYE_NAME>
> (2E)-1-[5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-2-[(E)-3-[1- 
> [5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-3,3-dimethyl-5- 
> sulfo-indol-2-yl]prop-2-enylidene]-3,3-dimethyl-indoline-5-sulfonate
>
>> <PUBCHEM_IUPAC_CAS_NAME>
> (2E)-1-[5-[(2,5-dioxopyrrolidin-1-yl)oxy-oxo-methyl]pentyl]-2- 
> [(E)-3-[1-[5-[(2,5-dioxopyrrolidin-1-yl)oxy-oxo-methyl]pentyl]-3,3- 
> dimethyl-5-sulfo-indol-2-yl]prop-2-enylidene]-3,3-dimethyl- 
> indoline-5-sulfonate
>
>> <PUBCHEM_IUPAC_NAME>
> (2E)-1-[5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-2-[(E)-3-[1- 
> [5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-3,3-dimethyl-5- 
> sulfo-indol-2-yl]prop-2-enylidene]-3,3-dimethyl-indole-5-sulfonate
>
>> <PUBCHEM_IUPAC_SYSTEMATIC_NAME>
> (2E)-1-[5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-2-[(E)-3-[1- 
> [5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-3,3-dimethyl-5- 
> sulfo-indol-2-yl]prop-2-enylidene]-3,3-dimethyl-indole-5-sulfonate
>
>> <PUBCHEM_IUPAC_TRADITIONAL_NAME>
> (2E)-1-[5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-2-[(E)-3-[1- 
> [5-(2,5-dioxopyrrolidin-1-yl)oxycarbonylpentyl]-3,3-dimethyl-5- 
> sulfo-indol-2-yl]prop-2-enylidene]-3,3-dimethyl-indoline-5-sulfonate
>
>> <PUBCHEM_NIST_INCHI>
> InChI=1/C43H50N4O14S2/c1-42(2)30-26-28(62(54,55)56)16-18-32(30)44 
> (24-9-5-7-14-40(52)60-46-36(48)20-21-37(46)49)34(42)12-11-13-35-43 
> (3,4)31-27-29(63(57,58)59)17-19-33(31)45(35)25-10-6-8-15-41(53) 
> 61-47-38(50)22-23-39(47)51/h11-13,16-19,26-27H, 
> 5-10,14-15,20-25H2,1-4H3,(H-,54,55,56,57,58,59)/f/h54H
>
>> <PUBCHEM_CACTVS_EXACT_MASS>
> 910.276
>
>> <PUBCHEM_OPENEYE_MF>
> C43H50N4O14S2
>
>> <PUBCHEM_OPENEYE_MW>
> 911.008
>
>> <PUBCHEM_OPENEYE_CAN_SMILES>
> CC1(C2=C(C=CC(=C2)S(=O)(=O)O)[N+](=C1C=CC=C3C(C4=C(N3CCCCCC(=O)ON5C 
> (=O)CCC5=O)C=CC(=C4)S(=O)(=O)[O-])(C)C)CCCCCC(=O)ON6C(=O)CCC6=O)C
>
>> <PUBCHEM_OPENEYE_ISO_SMILES>
> CC1(C2=C(C=CC(=C2)S(=O)(=O)O)[N+](=C1\C=C\C=C\3/C(C4=C(N3CCCCCC(=O) 
> ON5C(=O)CCC5=O)C=CC(=C4)S(=O)(=O)[O-])(C)C)CCCCCC(=O)ON6C(=O)CCC6=O)C
>
>> <PUBCHEM_CACTVS_TPSA>
> 245
>
>> <PUBCHEM_OPENEYE_MONOISOTOPICWT>
> 910.276
>
>> <PUBCHEM_TOTAL_CHARGE>
> 0
>
>> <PUBCHEM_HEAVY_ATOM_COUNT>
> 63
>
>> <PUBCHEM_ATOM_DEF_STEREO_COUNT>
> 0
>
>> <PUBCHEM_ATOM_UDEF_STEREO_COUNT>
> 0
>
>> <PUBCHEM_BOND_DEF_STEREO_COUNT>
> 2
>
>> <PUBCHEM_BOND_UDEF_STEREO_COUNT>
> 0
>
>> <PUBCHEM_ISOTOPIC_ATOM_COUNT>
> 0
>
>> <PUBCHEM_COMPONENT_COUNT>
> 1
>
>> <PUBCHEM_CACTVS_TAUTO_COUNT>
> 9
>
>> <PUBCHEM_BONDANNOTATIONS>
> 25  27  8
> 25  37  8
> 26  28  8
> 26  38  8
> 27  41  8
> 28  42  8
> 37  44  8
> 38  45  8
> 41  46  8
> 42  48  8
> 44  46  8
> 45  48  8
>
> $$$$




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