data_BI2
# 
_chem_comp.id                                    BI2 
_chem_comp.name                                  3-(1H-INDOL-3-YL)-4-(1-{2-[(2S)-1-METHYLPYRROLIDINYL]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                     2003-12-16 
_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                     BI2 
_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        1UU7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BI2 CBD  CBD  C 0 1 N N N 18.689 83.928 4.363 2.365  -0.542 5.229  CBD  BI2 1  
BI2 NBC  NBC  N 0 1 N N N 19.945 83.508 3.707 0.984  -0.197 5.594  NBC  BI2 2  
BI2 CBG  CBG  C 0 1 N N N 20.521 82.262 4.277 0.971  0.007  7.054  CBG  BI2 3  
BI2 CBF  CBF  C 0 1 N N N 21.946 82.209 3.680 0.618  1.488  7.305  CBF  BI2 4  
BI2 CBE  CBE  C 0 1 N N N 22.250 83.646 3.243 -0.104 1.901  5.997  CBE  BI2 5  
BI2 CBB  CBB  C 0 1 N N R 21.063 84.487 3.761 0.680  1.090  4.936  CBB  BI2 6  
BI2 CBA  CBA  C 0 1 N N N 21.402 85.001 5.175 -0.181 0.865  3.692  CBA  BI2 7  
BI2 CAY  CAY  C 0 1 N N N 20.198 85.435 5.963 0.612  0.063  2.659  CAY  BI2 8  
BI2 NAH  NAH  N 0 1 Y N N 19.768 86.753 5.482 -0.213 -0.152 1.468  NAH  BI2 9  
BI2 CAW  CAW  C 0 1 Y N N 20.592 87.729 5.122 -0.264 0.683  0.396  CAW  BI2 10 
BI2 CAE  CAE  C 0 1 Y N N 18.513 87.127 5.379 -1.045 -1.235 1.272  CAE  BI2 11 
BI2 CAF  CAF  C 0 1 Y N N 17.329 86.470 5.667 -1.356 -2.348 2.046  CAF  BI2 12 
BI2 CAA  CAA  C 0 1 Y N N 16.132 87.134 5.465 -2.252 -3.284 1.576  CAA  BI2 13 
BI2 CAB  CAB  C 0 1 Y N N 16.130 88.452 5.005 -2.854 -3.126 0.336  CAB  BI2 14 
BI2 CAC  CAC  C 0 1 Y N N 17.320 89.089 4.714 -2.562 -2.027 -0.443 CAC  BI2 15 
BI2 CAD  CAD  C 0 1 Y N N 18.523 88.444 4.916 -1.659 -1.074 0.019  CAD  BI2 16 
BI2 CAG  CAG  C 0 1 Y N N 19.868 88.784 4.743 -1.129 0.185  -0.533 CAG  BI2 17 
BI2 CAI  CAI  C 0 1 N N N 20.409 90.033 4.352 -1.467 0.787  -1.833 CAI  BI2 18 
BI2 CAT  CAT  C 0 1 N N N 19.907 91.275 4.754 -2.561 1.740  -2.113 CAT  BI2 19 
BI2 OAZ  OAZ  O 0 1 N N N 18.850 91.411 5.388 -3.349 2.175  -1.296 OAZ  BI2 20 
BI2 NAU  NAU  N 0 1 N N N 20.709 92.281 4.289 -2.534 2.054  -3.419 NAU  BI2 21 
BI2 CAV  CAV  C 0 1 N N N 21.739 91.718 3.654 -1.539 1.399  -4.041 CAV  BI2 22 
BI2 OAX  OAX  O 0 1 N N N 22.665 92.331 3.118 -1.270 1.476  -5.223 OAX  BI2 23 
BI2 CAJ  CAJ  C 0 1 N N N 21.620 90.318 3.678 -0.826 0.570  -3.047 CAJ  BI2 24 
BI2 CAK  CAK  C 0 1 Y N N 22.569 89.444 3.095 0.329  -0.308 -3.293 CAK  BI2 25 
BI2 CAM  CAM  C 0 1 Y N N 22.348 88.227 2.439 1.752  0.066  -3.221 CAM  BI2 26 
BI2 CAP  CAP  C 0 1 Y N N 21.230 87.443 2.123 2.426  1.246  -2.914 CAP  BI2 27 
BI2 CAQ  CAQ  C 0 1 Y N N 21.387 86.220 1.431 3.804  1.267  -2.928 CAQ  BI2 28 
BI2 CAR  CAR  C 0 1 Y N N 22.662 85.786 1.081 4.519  0.120  -3.238 CAR  BI2 29 
BI2 CAS  CAS  C 0 1 Y N N 23.770 86.569 1.395 3.865  -1.055 -3.537 CAS  BI2 30 
BI2 CAN  CAN  C 0 1 Y N N 23.604 87.785 2.071 2.475  -1.098 -3.529 CAN  BI2 31 
BI2 NAO  NAO  N 0 1 Y N N 24.498 88.686 2.472 1.561  -2.100 -3.779 NAO  BI2 32 
BI2 CAL  CAL  C 0 1 Y N N 23.889 89.677 3.076 0.292  -1.627 -3.638 CAL  BI2 33 
BI2 HBD1 1HBD H 0 0 N N N 18.257 84.863 3.935 3.040  0.233  5.587  HBD1 BI2 34 
BI2 HBD2 2HBD H 0 0 N N N 18.832 84.026 5.464 2.633  -1.496 5.684  HBD2 BI2 35 
BI2 HBD3 3HBD H 0 0 N N N 17.940 83.103 4.347 2.444  -0.622 4.145  HBD3 BI2 36 
BI2 HBG1 1HBG H 0 0 N N N 19.911 81.347 4.093 1.955  -0.214 7.469  HBG1 BI2 37 
BI2 HBG2 2HBG H 0 0 N N N 20.486 82.206 5.390 0.220  -0.636 7.512  HBG2 BI2 38 
BI2 HBF1 1HBF H 0 0 N N N 22.066 81.455 2.867 1.521  2.080  7.450  HBF1 BI2 39 
BI2 HBF2 2HBF H 0 0 N N N 22.708 81.777 4.370 -0.048 1.585  8.162  HBF2 BI2 40 
BI2 HBE1 1HBE H 0 0 N N N 23.246 84.018 3.580 -0.008 2.972  5.819  HBE1 BI2 41 
BI2 HBE2 2HBE H 0 0 N N N 22.435 83.754 2.149 -1.153 1.603  6.019  HBE2 BI2 42 
BI2 HBB  HBB  H 0 1 N N N 20.864 85.342 3.074 1.602  1.607  4.669  HBB  BI2 43 
BI2 HBA1 1HBA H 0 0 N N N 22.157 85.820 5.126 -0.464 1.827  3.266  HBA1 BI2 44 
BI2 HBA2 2HBA H 0 0 N N N 21.989 84.240 5.740 -1.080 0.312  3.968  HBA2 BI2 45 
BI2 HAY1 1HAY H 0 0 N N N 20.381 85.422 7.063 0.894  -0.899 3.085  HAY1 BI2 46 
BI2 HAY2 2HAY H 0 0 N N N 19.376 84.682 5.934 1.510  0.615  2.383  HAY2 BI2 47 
BI2 HAW  HAW  H 0 1 N N N 21.694 87.677 5.134 0.294  1.602  0.296  HAW  BI2 48 
BI2 HAF  HAF  H 0 1 N N N 17.340 85.436 6.051 -0.893 -2.480 3.013  HAF  BI2 49 
BI2 HAA  HAA  H 0 1 N N N 15.177 86.621 5.668 -2.488 -4.148 2.179  HAA  BI2 50 
BI2 HAB  HAB  H 0 1 N N N 15.174 88.987 4.873 -3.554 -3.867 -0.019 HAB  BI2 51 
BI2 HAC  HAC  H 0 1 N N N 17.309 90.118 4.318 -3.032 -1.907 -1.408 HAC  BI2 52 
BI2 HAU  HAU  H 0 1 N N N 20.549 93.281 4.406 -3.150 2.664  -3.854 HAU  BI2 53 
BI2 HAP  HAP  H 0 1 N N N 20.222 87.782 2.416 1.872  2.140  -2.673 HAP  BI2 54 
BI2 HAQ  HAQ  H 0 1 N N N 20.504 85.613 1.170 4.329  2.182  -2.695 HAQ  BI2 55 
BI2 HAR  HAR  H 0 1 N N N 22.795 84.825 0.557 5.599  0.148  -3.245 HAR  BI2 56 
BI2 HAS  HAS  H 0 1 N N N 24.781 86.231 1.111 4.432  -1.943 -3.777 HAS  BI2 57 
BI2 HAO  HAO  H 0 1 N N N 25.507 88.625 2.335 1.789  -3.011 -4.021 HAO  BI2 58 
BI2 HAL  HAL  H 0 1 N N N 24.385 90.565 3.503 -0.607 -2.208 -3.778 HAL  BI2 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 
BI2 CBD NBC  SING N N 1  
BI2 CBD HBD1 SING N N 2  
BI2 CBD HBD2 SING N N 3  
BI2 CBD HBD3 SING N N 4  
BI2 NBC CBG  SING N N 5  
BI2 NBC CBB  SING N N 6  
BI2 CBG CBF  SING N N 7  
BI2 CBG HBG1 SING N N 8  
BI2 CBG HBG2 SING N N 9  
BI2 CBF CBE  SING N N 10 
BI2 CBF HBF1 SING N N 11 
BI2 CBF HBF2 SING N N 12 
BI2 CBE CBB  SING N N 13 
BI2 CBE HBE1 SING N N 14 
BI2 CBE HBE2 SING N N 15 
BI2 CBB CBA  SING N N 16 
BI2 CBB HBB  SING N N 17 
BI2 CBA CAY  SING N N 18 
BI2 CBA HBA1 SING N N 19 
BI2 CBA HBA2 SING N N 20 
BI2 CAY NAH  SING N N 21 
BI2 CAY HAY1 SING N N 22 
BI2 CAY HAY2 SING N N 23 
BI2 NAH CAW  SING Y N 24 
BI2 NAH CAE  SING Y N 25 
BI2 CAW CAG  DOUB Y N 26 
BI2 CAW HAW  SING N N 27 
BI2 CAE CAF  SING Y N 28 
BI2 CAE CAD  DOUB Y N 29 
BI2 CAF CAA  DOUB Y N 30 
BI2 CAF HAF  SING N N 31 
BI2 CAA CAB  SING Y N 32 
BI2 CAA HAA  SING N N 33 
BI2 CAB CAC  DOUB Y N 34 
BI2 CAB HAB  SING N N 35 
BI2 CAC CAD  SING Y N 36 
BI2 CAC HAC  SING N N 37 
BI2 CAD CAG  SING Y N 38 
BI2 CAG CAI  SING N N 39 
BI2 CAI CAT  SING N N 40 
BI2 CAI CAJ  DOUB N N 41 
BI2 CAT OAZ  DOUB N N 42 
BI2 CAT NAU  SING N N 43 
BI2 NAU CAV  SING N N 44 
BI2 NAU HAU  SING N N 45 
BI2 CAV OAX  DOUB N N 46 
BI2 CAV CAJ  SING N N 47 
BI2 CAJ CAK  SING N N 48 
BI2 CAK CAM  SING Y N 49 
BI2 CAK CAL  DOUB Y N 50 
BI2 CAM CAP  SING Y N 51 
BI2 CAM CAN  DOUB Y N 52 
BI2 CAP CAQ  DOUB Y N 53 
BI2 CAP HAP  SING N N 54 
BI2 CAQ CAR  SING Y N 55 
BI2 CAQ HAQ  SING N N 56 
BI2 CAR CAS  DOUB Y N 57 
BI2 CAR HAR  SING N N 58 
BI2 CAS CAN  SING Y N 59 
BI2 CAS HAS  SING N N 60 
BI2 CAN NAO  SING Y N 61 
BI2 NAO CAL  SING Y N 62 
BI2 NAO HAO  SING N N 63 
BI2 CAL HAL  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 
BI2 SMILES           ACDLabs              10.04 O=C3C(c2c1ccccc1nc2)=C(C(=O)N3)c4c6ccccc6n(c4)CCC5N(C)CCC5                                                                                                                                         
BI2 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-/m1/s1/f/h29H 
BI2 InChIKey         InChI                1.02b LBFDERUQORUFIN-OTPAFFAFDN                                                                                                                                                                          
BI2 SMILES_CANONICAL CACTVS               3.341 CN1CCC[C@@H]1CCn2cc(c3ccccc23)C4=C(C(=O)NC4=O)c5c[nH]c6ccccc56                                                                                                                                     
BI2 SMILES           CACTVS               3.341 CN1CCC[CH]1CCn2cc(c3ccccc23)C4=C(C(=O)NC4=O)c5c[nH]c6ccccc56                                                                                                                                       
BI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@]1CCC[C@@H]1CCn2cc(c3c2cccc3)C4=C(C(=O)NC4=O)c5c[nH]c6c5cccc6                                                                                                                                 
BI2 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 
BI2 "SYSTEMATIC NAME" ACDLabs              10.04 3-(1H-indol-3-yl)-4-(1-{2-[(2R)-1-methylpyrrolidin-2-yl]ethyl}-1H-indol-3-yl)-1H-pyrrole-2,5-dione 
BI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(1H-indol-3-yl)-4-[1-[2-[(1R,2R)-1-methylpyrrolidin-2-yl]ethyl]indol-3-yl]pyrrole-2,5-dione      
# 
