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 2011-06-04 _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 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" BI4 InChI InChI 1.03 "InChI=1S/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" BI4 InChIKey InChI 1.03 LBFDERUQORUFIN-KRWDZBQOSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BI4 "Create component" 2004-04-26 RCSB BI4 "Modify descriptor" 2011-06-04 RCSB #