data_BI4
# 
_chem_comp.id                                    BI4 
_chem_comp.name                                  3-(1H-INDOL-3-YL)-4-{1-[2-(1-METHYLPYRROLIDIN-2-YL)ETHYL]-1H-INDOL-3-YL}-1H-PYRROLE-2,5-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H26 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-26 
_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                        438.521 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BI4 
_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        ? 
_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 
BI4 O32  O32  O 0 1 N N N 48.344 39.231 43.971 -5.340 0.752  0.330  O32  BI4 1  
BI4 C18  C18  C 0 1 N N N 49.544 39.269 44.251 -4.465 -0.048 0.593  C18  BI4 2  
BI4 C17  C17  C 0 1 N N N 50.200 38.771 45.456 -3.063 0.025  0.132  C17  BI4 3  
BI4 C16  C16  C 0 1 Y N N 49.449 38.095 46.540 -2.465 1.066  -0.721 C16  BI4 4  
BI4 C15  C15  C 0 1 Y N N 49.699 38.021 47.977 -2.108 2.437  -0.318 C15  BI4 5  
BI4 C14  C14  C 0 1 Y N N 50.737 38.494 48.832 -2.189 3.145  0.879  C14  BI4 6  
BI4 C13  C13  C 0 1 Y N N 50.692 38.216 50.202 -1.752 4.451  0.931  C13  BI4 7  
BI4 C12  C12  C 0 1 Y N N 49.625 37.477 50.758 -1.226 5.058  -0.200 C12  BI4 8  
BI4 C10  C10  C 0 1 Y N N 48.654 37.298 48.573 -1.570 3.050  -1.462 C10  BI4 9  
BI4 C11  C11  C 0 1 Y N N 48.585 37.011 49.947 -1.134 4.368  -1.389 C11  BI4 10 
BI4 N9   N9   N 0 1 Y N N 47.735 36.930 47.574 -1.607 2.123  -2.484 N9   BI4 11 
BI4 C8   C8   C 0 1 Y N N 48.255 37.419 46.345 -2.137 0.951  -2.040 C8   BI4 12 
BI4 N19  N19  N 0 1 N N N 50.497 39.868 43.369 -4.611 -1.148 1.351  N19  BI4 13 
BI4 C20  C20  C 0 1 N N N 51.751 39.723 44.033 -3.449 -1.819 1.438  C20  BI4 14 
BI4 O33  O33  O 0 1 N N N 52.810 40.127 43.537 -3.271 -2.851 2.054  O33  BI4 15 
BI4 C21  C21  C 0 1 N N N 51.548 39.050 45.315 -2.423 -1.088 0.666  C21  BI4 16 
BI4 C22  C22  C 0 1 Y N N 52.634 38.668 46.222 -1.010 -1.464 0.494  C22  BI4 17 
BI4 C7   C7   C 0 1 Y N N 52.758 37.366 46.651 0.068  -0.885 1.096  C7   BI4 18 
BI4 C23  C23  C 0 1 Y N N 53.815 39.362 46.663 -0.483 -2.540 -0.364 C23  BI4 19 
BI4 C5   C5   C 0 1 Y N N 54.614 38.448 47.336 0.912  -2.515 -0.204 C5   BI4 20 
BI4 C4   C4   C 0 1 Y N N 55.848 38.795 47.902 1.695  -3.433 -0.895 C4   BI4 21 
BI4 C3   C3   C 0 1 Y N N 56.276 40.117 47.766 1.100  -4.350 -1.734 C3   BI4 22 
BI4 C2   C2   C 0 1 Y N N 55.468 41.062 47.089 -0.278 -4.371 -1.895 C2   BI4 23 
BI4 C1   C1   C 0 1 Y N N 54.258 40.686 46.549 -1.071 -3.473 -1.216 C1   BI4 24 
BI4 N6   N6   N 0 1 Y N N 53.972 37.186 47.326 1.209  -1.506 0.689  N6   BI4 25 
BI4 C24  C24  C 0 1 N N N 54.435 35.936 47.935 2.559  -1.149 1.131  C24  BI4 26 
BI4 C25  C25  C 0 1 N N N 53.840 35.922 49.360 3.190  -0.190 0.119  C25  BI4 27 
BI4 C26  C26  C 0 1 N N S 53.137 34.606 49.749 4.643  0.084  0.513  C26  BI4 28 
BI4 C27  C27  C 0 1 N N N 51.968 34.228 48.818 4.710  0.847  1.859  C27  BI4 29 
BI4 C28  C28  C 0 1 N N N 50.712 34.178 49.696 6.081  1.557  1.786  C28  BI4 30 
BI4 C29  C29  C 0 1 N N N 51.206 34.039 51.144 6.416  1.631  0.284  C29  BI4 31 
BI4 N30  N30  N 0 1 N N N 52.613 34.540 51.143 5.281  1.024  -0.444 N30  BI4 32 
BI4 C31  C31  C 0 1 N N N 52.876 35.719 52.004 5.857  0.207  -1.519 C31  BI4 33 
BI4 H14  H14  H 0 1 N N N 51.557 39.066 48.423 -2.598 2.674  1.761  H14  BI4 34 
BI4 H13  H13  H 0 1 N N N 51.485 38.572 50.844 -1.818 5.003  1.856  H13  BI4 35 
BI4 H12  H12  H 0 1 N N N 49.612 37.270 51.818 -0.886 6.082  -0.148 H12  BI4 36 
BI4 H11  H11  H 0 1 N N N 47.759 36.451 50.361 -0.723 4.851  -2.264 H11  BI4 37 
BI4 HN9  HN9  H 0 1 N N N 46.883 36.423 47.703 -1.299 2.284  -3.390 HN9  BI4 38 
BI4 H8   H8   H 0 1 N N N 47.781 37.282 45.384 -2.277 0.064  -2.641 H8   BI4 39 
BI4 H19  H19  H 0 1 N N N 50.323 40.295 42.482 -5.440 -1.422 1.774  H19  BI4 40 
BI4 H7   H7   H 0 1 N N N 52.022 36.592 46.490 0.023  -0.060 1.791  H7   BI4 41 
BI4 H4   H4   H 0 1 N N N 56.447 38.065 48.425 2.769  -3.426 -0.777 H4   BI4 42 
BI4 H3   H3   H 0 1 N N N 57.227 40.420 48.179 1.712  -5.060 -2.272 H3   BI4 43 
BI4 H2   H2   H 0 1 N N N 55.803 42.085 46.995 -0.731 -5.096 -2.556 H2   BI4 44 
BI4 H1   H1   H 0 1 N N N 53.648 41.415 46.036 -2.143 -3.491 -1.342 H1   BI4 45 
BI4 H241 1H24 H 0 0 N N N 55.533 35.877 47.954 3.167  -2.050 1.205  H241 BI4 46 
BI4 H242 2H24 H 0 0 N N N 54.085 35.068 47.358 2.506  -0.665 2.106  H242 BI4 47 
BI4 H251 1H25 H 0 0 N N N 53.072 36.709 49.388 2.633  0.747  0.111  H251 BI4 48 
BI4 H252 2H25 H 0 0 N N N 54.664 36.086 50.070 3.161  -0.638 -0.874 H252 BI4 49 
BI4 H26  H26  H 0 1 N N N 53.967 33.891 49.649 5.206  -0.848 0.570  H26  BI4 50 
BI4 H271 1H27 H 0 0 N N N 52.148 33.260 48.328 4.680  0.152  2.698  H271 BI4 51 
BI4 H272 2H27 H 0 0 N N N 51.852 34.978 48.022 3.902  1.575  1.931  H272 BI4 52 
BI4 H281 1H28 H 0 0 N N N 50.061 33.337 49.414 6.837  0.976  2.314  H281 BI4 53 
BI4 H282 2H28 H 0 0 N N N 50.120 35.097 49.576 6.011  2.560  2.208  H282 BI4 54 
BI4 H291 1H29 H 0 0 N N N 51.149 32.997 51.492 7.330  1.073  0.080  H291 BI4 55 
BI4 H292 2H29 H 0 0 N N N 50.582 34.634 51.827 6.538  2.671  -0.018 H292 BI4 56 
BI4 H311 1H31 H 0 0 N N N 52.057 36.445 51.892 6.502  -0.559 -1.087 H311 BI4 57 
BI4 H312 2H31 H 0 0 N N N 53.825 36.188 51.704 5.055  -0.269 -2.084 H312 BI4 58 
BI4 H313 3H31 H 0 0 N N N 52.941 35.399 53.055 6.443  0.842  -2.184 H313 BI4 59 
# 
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 
BI4 O32 C18  DOUB N N 1  
BI4 C18 C17  SING N N 2  
BI4 C18 N19  SING N N 3  
BI4 C17 C16  SING N N 4  
BI4 C17 C21  DOUB N N 5  
BI4 C16 C15  SING Y N 6  
BI4 C16 C8   DOUB Y N 7  
BI4 C15 C14  SING Y N 8  
BI4 C15 C10  DOUB Y N 9  
BI4 C14 C13  DOUB Y N 10 
BI4 C14 H14  SING N N 11 
BI4 C13 C12  SING Y N 12 
BI4 C13 H13  SING N N 13 
BI4 C12 C11  DOUB Y N 14 
BI4 C12 H12  SING N N 15 
BI4 C10 C11  SING Y N 16 
BI4 C10 N9   SING Y N 17 
BI4 C11 H11  SING N N 18 
BI4 N9  C8   SING Y N 19 
BI4 N9  HN9  SING N N 20 
BI4 C8  H8   SING N N 21 
BI4 N19 C20  SING N N 22 
BI4 N19 H19  SING N N 23 
BI4 C20 O33  DOUB N N 24 
BI4 C20 C21  SING N N 25 
BI4 C21 C22  SING N N 26 
BI4 C22 C7   DOUB Y N 27 
BI4 C22 C23  SING Y N 28 
BI4 C7  N6   SING Y N 29 
BI4 C7  H7   SING N N 30 
BI4 C23 C5   DOUB Y N 31 
BI4 C23 C1   SING Y N 32 
BI4 C5  C4   SING Y N 33 
BI4 C5  N6   SING Y N 34 
BI4 C4  C3   DOUB Y N 35 
BI4 C4  H4   SING N N 36 
BI4 C3  C2   SING Y N 37 
BI4 C3  H3   SING N N 38 
BI4 C2  C1   DOUB Y N 39 
BI4 C2  H2   SING N N 40 
BI4 C1  H1   SING N N 41 
BI4 N6  C24  SING N N 42 
BI4 C24 C25  SING N N 43 
BI4 C24 H241 SING N N 44 
BI4 C24 H242 SING N N 45 
BI4 C25 C26  SING N N 46 
BI4 C25 H251 SING N N 47 
BI4 C25 H252 SING N N 48 
BI4 C26 C27  SING N N 49 
BI4 C26 N30  SING N N 50 
BI4 C26 H26  SING N N 51 
BI4 C27 C28  SING N N 52 
BI4 C27 H271 SING N N 53 
BI4 C27 H272 SING N N 54 
BI4 C28 C29  SING N N 55 
BI4 C28 H281 SING N N 56 
BI4 C28 H282 SING N N 57 
BI4 C29 N30  SING N N 58 
BI4 C29 H291 SING N N 59 
BI4 C29 H292 SING N N 60 
BI4 N30 C31  SING N N 61 
BI4 C31 H311 SING N N 62 
BI4 C31 H312 SING N N 63 
BI4 C31 H313 SING N N 64 
# 
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 
BI4 SMILES           ACDLabs              10.04 O=C3C(c2c1ccccc1nc2)=C(C(=O)N3)c4c6ccccc6n(c4)CCC5N(C)CCC5                                                                                                                                         
BI4 InChI            InChI                1.02b InChI=1/C27H26N4O2/c1-30-13-6-7-17(30)12-14-31-16-21(19-9-3-5-11-23(19)31)25-24(26(32)29-27(25)33)20-15-28-22-10-4-2-8-18(20)22/h2-5,8-11,15-17,28H,6-7,12-14H2,1H3,(H,29,32,33)/t17-/m0/s1/f/h29H 
BI4 InChIKey         InChI                1.02b LBFDERUQORUFIN-XQUDJVMKDA                                                                                                                                                                          
BI4 SMILES_CANONICAL CACTVS               3.341 CN1CCC[C@H]1CCn2cc(c3ccccc23)C4=C(C(=O)NC4=O)c5c[nH]c6ccccc56                                                                                                                                      
BI4 SMILES           CACTVS               3.341 CN1CCC[CH]1CCn2cc(c3ccccc23)C4=C(C(=O)NC4=O)c5c[nH]c6ccccc56                                                                                                                                       
BI4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@]1CCC[C@H]1CCn2cc(c3c2cccc3)C4=C(C(=O)NC4=O)c5c[nH]c6c5cccc6                                                                                                                                   
BI4 SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCCC1CCn2cc(c3c2cccc3)C4=C(C(=O)NC4=O)c5c[nH]c6c5cccc6                                                                                                                                          
# 
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 
BI4 "SYSTEMATIC NAME" ACDLabs              10.04 3-(1H-indol-3-yl)-4-(1-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1H-indol-3-yl)-1H-pyrrole-2,5-dione 
BI4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(1H-indol-3-yl)-4-[1-[2-[(1S,2S)-1-methylpyrrolidin-2-yl]ethyl]indol-3-yl]pyrrole-2,5-dione      
# 
