data_ISC
# 
_chem_comp.id                                    ISC 
_chem_comp.name                                  ISOCHORISMATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H10 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ISOCHORISMIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        226.183 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ISC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1NF8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
ISC C1     C1     C 0 1 N N S 6.043  20.858 75.237 -0.601 0.651  -2.224 C1     ISC 1  
ISC C2     C2     C 0 1 N N S 5.860  21.463 73.841 0.121  1.333  -1.063 C2     ISC 2  
ISC O3     O3     O 0 1 N N N 4.673  22.125 73.789 1.471  1.610  -1.442 O3     ISC 3  
ISC C3     C3     C 0 1 N N N 6.282  20.747 72.780 0.115  0.431  0.142  C3     ISC 4  
ISC C4     C4     C 0 1 N N N 6.120  19.283 72.892 -0.937 -0.355 0.386  C4     ISC 5  
ISC C5     C5     C 0 1 N N N 6.098  18.659 74.137 -2.084 -0.340 -0.531 C5     ISC 6  
ISC C6     C6     C 0 1 N N N 6.128  19.394 75.337 -1.938 0.133  -1.765 C6     ISC 7  
ISC C      C      C 0 1 N N N 6.048  21.667 76.519 0.232  -0.499 -2.726 C      ISC 8  
ISC O2     O2     O 0 1 N N N 5.848  22.886 76.317 -0.204 -1.249 -3.750 O2     ISC 9  
ISC O1     O1     O 0 1 N N N 6.247  21.214 77.655 1.295  -0.746 -2.207 O1     ISC 10 
ISC "C1'"  "C1'"  C 0 1 N N N 7.789  20.294 70.178 -0.187 0.086  2.993  "C1'"  ISC 11 
ISC "O1'"  "O1'"  O 0 1 N N N 7.958  19.246 69.505 -0.727 1.164  2.841  "O1'"  ISC 12 
ISC "O2'"  "O2'"  O 0 1 N N N 6.945  21.168 69.890 -0.526 -0.694 4.039  "O2'"  ISC 13 
ISC "C2'"  "C2'"  C 0 1 N N N 8.364  20.410 71.499 0.835  -0.367 2.036  "C2'"  ISC 14 
ISC "O3'"  "O3'"  O 0 1 N N N 7.669  20.951 72.544 1.177  0.420  0.982  "O3'"  ISC 15 
ISC "C3'"  "C3'"  C 0 1 N N N 9.713  19.949 71.655 1.428  -1.551 2.203  "C3'"  ISC 16 
ISC H1     H1     H 0 1 N N N 6.771  21.701 75.202 -0.748 1.369  -3.031 H1     ISC 17 
ISC H2     H2     H 0 1 N N N 6.641  22.243 73.689 -0.385 2.267  -0.820 H2     ISC 18 
ISC HO3    HO3    H 0 1 N N N 4.559  22.500 72.923 1.891  2.042  -0.685 HO3    ISC 19 
ISC H4     H4     H 0 1 N N N 6.011  18.629 72.010 -0.944 -1.000 1.252  H4     ISC 20 
ISC H5     H5     H 0 1 N N N 6.055  17.557 74.173 -3.044 -0.712 -0.204 H5     ISC 21 
ISC H6     H6     H 0 1 N N N 6.212  18.856 76.296 -2.781 0.148  -2.439 H6     ISC 22 
ISC HO2    HO2    H 0 1 N N N 5.851  23.393 77.120 0.330  -1.987 -4.072 HO2    ISC 23 
ISC "H2'"  "H2'"  H 0 1 N N N 6.817  21.960 70.398 -1.198 -0.396 4.667  "H2'"  ISC 24 
ISC "H3'1" "1H3'" H 0 0 N N N 10.273 19.512 70.811 1.099  -2.213 2.992  "H3'1" ISC 25 
ISC "H3'2" "2H3'" H 0 0 N N N 10.151 20.037 72.663 2.235  -1.849 1.551  "H3'2" ISC 26 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
ISC C1    C2     SING N N 1  
ISC C1    C6     SING N N 2  
ISC C1    C      SING N N 3  
ISC C1    H1     SING N N 4  
ISC C2    O3     SING N N 5  
ISC C2    C3     SING N N 6  
ISC C2    H2     SING N N 7  
ISC O3    HO3    SING N N 8  
ISC C3    C4     DOUB N N 9  
ISC C3    "O3'"  SING N N 10 
ISC C4    C5     SING N N 11 
ISC C4    H4     SING N N 12 
ISC C5    C6     DOUB N N 13 
ISC C5    H5     SING N N 14 
ISC C6    H6     SING N N 15 
ISC C     O2     SING N N 16 
ISC C     O1     DOUB N N 17 
ISC O2    HO2    SING N N 18 
ISC "C1'" "O1'"  DOUB N N 19 
ISC "C1'" "O2'"  SING N N 20 
ISC "C1'" "C2'"  SING N N 21 
ISC "O2'" "H2'"  SING N N 22 
ISC "C2'" "O3'"  SING N N 23 
ISC "C2'" "C3'"  DOUB N N 24 
ISC "C3'" "H3'1" SING N N 25 
ISC "C3'" "H3'2" SING N N 26 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
ISC SMILES           ACDLabs              10.04 O=C(O)C1C=CC=C(O/C(C(=O)O)=C)C1O                                                                                      
ISC InChI            InChI                1.02b InChI=1/C10H10O6/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,6,8,11H,1H2,(H,12,13)(H,14,15)/t6-,8-/m0/s1/f/h12,14H 
ISC InChIKey         InChI                1.02b QRKPDBWHNQBKDO-GABIWFDRDW                                                                                             
ISC SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@H](C=CC=C1OC(=C)C(O)=O)C(O)=O                                                                               
ISC SMILES           CACTVS               3.341 O[CH]1[CH](C=CC=C1OC(=C)C(O)=O)C(O)=O                                                                                 
ISC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C=C(C(=O)O)OC1=CC=CC([C@@H]1O)C(=O)O                                                                                  
ISC SMILES           "OpenEye OEToolkits" 1.5.0 C=C(C(=O)O)OC1=CC=CC(C1O)C(=O)O                                                                                       
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
ISC "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,6S)-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid"           
ISC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6S)-6-hydroxy-5-(3-hydroxy-3-oxo-prop-1-en-2-yl)oxy-cyclohexa-2,4-diene-1-carboxylic acid" 
# 
