data_CRR
# 
_chem_comp.id                                    CRR 
_chem_comp.name                                  "3,4-DI-1H-INDOL-3-YL-1H-PYRROLE-2,5-DICARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H15 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CHROMOPYRROLIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        385.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CRR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
CRR C5   C5   C 0 1 Y N N -12.494 1.106  -38.802 2.108  -1.118 -0.094 C5   CRR 1  
CRR C4   C4   C 0 1 Y N N -13.845 0.995  -39.113 1.965  -1.437 -1.443 C4   CRR 2  
CRR C3   C3   C 0 1 Y N N -14.267 1.189  -40.423 2.591  -2.547 -1.951 C3   CRR 3  
CRR C2   C2   C 0 1 Y N N -13.343 1.492  -41.418 3.365  -3.354 -1.128 C2   CRR 4  
CRR C1   C1   C 0 1 Y N N -11.993 1.602  -41.103 3.517  -3.054 0.208  C1   CRR 5  
CRR C20  C20  C 0 1 Y N N -11.571 1.409  -39.794 2.891  -1.933 0.742  C20  CRR 6  
CRR N3   N3   N 0 1 Y N N -10.368 1.461  -39.223 2.853  -1.384 2.006  N3   CRR 7  
CRR C19  C19  C 0 1 Y N N -10.480 1.208  -37.922 2.082  -0.260 2.009  C19  CRR 8  
CRR C6   C6   C 0 1 Y N N -11.758 0.988  -37.630 1.588  -0.039 0.762  C6   CRR 9  
CRR C7   C7   C 0 1 Y N N -12.308 0.709  -36.382 0.710  1.074  0.345  C7   CRR 10 
CRR C8   C8   C 0 1 Y N N -13.047 -0.402 -35.993 1.118  2.316  -0.126 C8   CRR 11 
CRR C36  C36  C 0 1 N N N -13.497 -1.555 -36.893 2.506  2.755  -0.297 C36  CRR 12 
CRR O39  O39  O 0 1 N N N -13.365 -1.442 -38.130 3.420  2.004  -0.017 O39  CRR 13 
CRR O40  O40  O 0 1 N N N -13.976 -2.562 -36.326 2.769  3.993  -0.766 O40  CRR 14 
CRR N1   N1   N 0 1 Y N N -13.254 -0.368 -34.678 -0.001 3.062  -0.403 N1   CRR 15 
CRR C9   C9   C 0 1 Y N N -12.671 0.724  -34.188 -1.119 2.318  -0.118 C9   CRR 16 
CRR C35  C35  C 0 1 N N N -12.747 1.150  -32.721 -2.507 2.758  -0.279 C35  CRR 17 
CRR O37  O37  O 0 1 N N N -11.942 2.014  -32.307 -3.421 2.008  0.007  O37  CRR 18 
CRR O38  O38  O 0 1 N N N -13.609 0.593  -32.006 -2.772 3.996  -0.746 O38  CRR 19 
CRR C10  C10  C 0 1 Y N N -12.055 1.427  -35.223 -0.709 1.072  0.345  C10  CRR 20 
CRR C11  C11  C 0 1 Y N N -11.335 2.610  -35.152 -1.586 -0.042 0.761  C11  CRR 21 
CRR C12  C12  C 0 1 Y N N -11.672 3.740  -35.889 -2.107 -1.119 -0.097 C12  CRR 22 
CRR C13  C13  C 0 1 Y N N -12.716 4.044  -36.755 -1.972 -1.430 -1.449 C13  CRR 23 
CRR C14  C14  C 0 1 Y N N -12.772 5.299  -37.348 -2.603 -2.537 -1.959 C14  CRR 24 
CRR C15  C15  C 0 1 Y N N -11.786 6.242  -37.073 -3.375 -3.346 -1.137 C15  CRR 25 
CRR C16  C16  C 0 1 Y N N -10.745 5.933  -36.207 -3.519 -3.054 0.201  C16  CRR 26 
CRR C17  C17  C 0 1 Y N N -10.689 4.677  -35.613 -2.887 -1.937 0.738  C17  CRR 27 
CRR N2   N2   N 0 1 Y N N -9.834  4.121  -34.757 -2.841 -1.395 2.005  N2   CRR 28 
CRR C18  C18  C 0 1 Y N N -10.222 2.879  -34.476 -2.064 -0.275 2.011  C18  CRR 29 
CRR H4   H4   H 0 1 N N N -14.562 0.759  -38.341 1.363  -0.812 -2.086 H4   CRR 30 
CRR H3   H3   H 0 1 N N N -15.315 1.104  -40.669 2.481  -2.795 -2.996 H3   CRR 31 
CRR H2   H2   H 0 1 N N N -13.674 1.642  -42.435 3.853  -4.225 -1.540 H2   CRR 32 
CRR H1   H1   H 0 1 N N N -11.275 1.837  -41.874 4.122  -3.688 0.839  H1   CRR 33 
CRR HN3  HN3  H 0 1 N N N -9.512  1.660  -39.700 3.309  -1.746 2.782  HN3  CRR 34 
CRR H19  H19  H 0 1 N N N -9.663  1.185  -37.216 1.888  0.358  2.873  H19  CRR 35 
CRR HO40 HO40 H 0 0 N N N -14.216 -3.209 -36.979 3.712  4.191  -0.845 HO40 CRR 36 
CRR HN1  HN1  H 0 1 N N N -13.761 -1.048 -34.148 -0.002 3.969  -0.747 HN1  CRR 37 
CRR HO38 HO38 H 0 0 N N N -13.550 0.928  -31.119 -3.716 4.196  -0.817 HO38 CRR 38 
CRR H13  H13  H 0 1 N N N -13.479 3.309  -36.966 -1.373 -0.803 -2.092 H13  CRR 39 
CRR H14  H14  H 0 1 N N N -13.580 5.543  -38.022 -2.500 -2.779 -3.006 H14  CRR 40 
CRR H15  H15  H 0 1 N N N -11.830 7.217  -37.535 -3.867 -4.214 -1.551 H15  CRR 41 
CRR H16  H16  H 0 1 N N N -9.981  6.666  -35.996 -4.121 -3.690 0.833  H16  CRR 42 
CRR HN2  HN2  H 0 1 N N N -9.023  4.569  -34.382 -3.293 -1.761 2.781  HN2  CRR 43 
CRR H18  H18  H 0 1 N N N -9.715  2.200  -33.807 -1.860 0.335  2.878  H18  CRR 44 
# 
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 
CRR C5  C20  DOUB Y N 1  
CRR C5  C4   SING Y N 2  
CRR C5  C6   SING Y N 3  
CRR C4  C3   DOUB Y N 4  
CRR C4  H4   SING N N 5  
CRR C3  C2   SING Y N 6  
CRR C3  H3   SING N N 7  
CRR C2  C1   DOUB Y N 8  
CRR C2  H2   SING N N 9  
CRR C1  C20  SING Y N 10 
CRR C1  H1   SING N N 11 
CRR C20 N3   SING Y N 12 
CRR N3  C19  SING Y N 13 
CRR N3  HN3  SING N N 14 
CRR C19 C6   DOUB Y N 15 
CRR C19 H19  SING N N 16 
CRR C6  C7   SING N N 17 
CRR C7  C8   DOUB Y N 18 
CRR C7  C10  SING Y N 19 
CRR C8  C36  SING N N 20 
CRR C8  N1   SING Y N 21 
CRR C36 O39  DOUB N N 22 
CRR C36 O40  SING N N 23 
CRR O40 HO40 SING N N 24 
CRR N1  C9   SING Y N 25 
CRR N1  HN1  SING N N 26 
CRR C9  C10  DOUB Y N 27 
CRR C9  C35  SING N N 28 
CRR C35 O37  DOUB N N 29 
CRR C35 O38  SING N N 30 
CRR O38 HO38 SING N N 31 
CRR C10 C11  SING N N 32 
CRR C11 C12  SING Y N 33 
CRR C11 C18  DOUB Y N 34 
CRR C12 C13  DOUB Y N 35 
CRR C12 C17  SING Y N 36 
CRR C13 C14  SING Y N 37 
CRR C13 H13  SING N N 38 
CRR C14 C15  DOUB Y N 39 
CRR C14 H14  SING N N 40 
CRR C15 C16  SING Y N 41 
CRR C15 H15  SING N N 42 
CRR C16 C17  DOUB Y N 43 
CRR C16 H16  SING N N 44 
CRR C17 N2   SING Y N 45 
CRR N2  C18  SING Y N 46 
CRR N2  HN2  SING N N 47 
CRR C18 H18  SING N N 48 
# 
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 
CRR SMILES           ACDLabs              10.04 O=C(O)c5c(c2c1ccccc1nc2)c(c4c3ccccc3nc4)c(C(=O)O)n5                                                                                                        
CRR InChI            InChI                1.02b InChI=1/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)/f/h26,28H 
CRR InChIKey         InChI                1.02b FZDVNXHYGMEEDT-SKKVRFOWCX                                                                                                                                  
CRR SMILES_CANONICAL CACTVS               3.341 OC(=O)c1[nH]c(C(O)=O)c(c2c[nH]c3ccccc23)c1c4c[nH]c5ccccc45                                                                                                 
CRR SMILES           CACTVS               3.341 OC(=O)c1[nH]c(C(O)=O)c(c2c[nH]c3ccccc23)c1c4c[nH]c5ccccc45                                                                                                 
CRR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5                                                                                             
CRR SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c[nH]2)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5                                                                                             
# 
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 
CRR "SYSTEMATIC NAME" ACDLabs              10.04 "3,4-di-1H-indol-3-yl-1H-pyrrole-2,5-dicarboxylic acid"   
CRR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3,4-bis(1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid" 
# 
