data_BRW # _chem_comp.id BRW _chem_comp.name "6-BROMOINDIRUBIN-3'-OXIME" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H10 Br N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3E)-6'-BROMO-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-OXIME" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 356.174 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BRW _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 1UV5 _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 BRW C1 C1 C 0 1 Y N N 94.405 70.408 9.094 -3.748 0.816 0.019 C1 BRW 1 BRW C2 C2 C 0 1 N N N 93.677 69.251 9.602 -2.271 0.748 0.131 C2 BRW 2 BRW C3 C3 C 0 1 Y N N 95.808 69.982 8.983 -4.201 -0.496 -0.166 C3 BRW 3 BRW N4 N4 N 0 1 N N N 95.911 68.670 9.422 -3.119 -1.366 -0.169 N4 BRW 4 BRW C5 C5 C 0 1 Y N N 96.774 70.813 8.520 -5.566 -0.727 -0.307 C5 BRW 5 BRW C7 C7 C 0 1 Y N N 96.378 72.190 8.095 -6.455 0.328 -0.269 C7 BRW 6 BRW C9 C9 C 0 1 Y N N 95.075 72.591 8.194 -6.002 1.625 -0.091 C9 BRW 7 BRW C11 C11 C 0 1 Y N N 94.026 71.665 8.717 -4.652 1.873 0.050 C11 BRW 8 BRW C13 C13 C 0 1 N N N 94.633 68.168 9.788 -1.942 -0.688 0.004 C13 BRW 9 BRW C14 C14 C 0 1 N N N 94.491 66.914 10.166 -0.671 -1.246 0.051 C14 BRW 10 BRW C15 C15 C 0 1 N N N 95.643 65.996 10.351 -0.325 -2.668 0.163 C15 BRW 11 BRW N16 N16 N 0 1 N N N 95.164 64.712 10.730 1.015 -2.770 0.174 N16 BRW 12 BRW C17 C17 C 0 1 Y N N 93.774 64.793 10.747 1.618 -1.522 0.078 C17 BRW 13 BRW C18 C18 C 0 1 Y N N 93.330 66.063 10.474 0.625 -0.537 -0.008 C18 BRW 14 BRW C19 C19 C 0 1 Y N N 92.846 63.680 11.024 2.955 -1.139 0.051 C19 BRW 15 BRW C20 C20 C 0 1 Y N N 91.507 63.922 10.967 3.290 0.196 -0.053 C20 BRW 16 BRW C21 C21 C 0 1 Y N N 91.028 65.280 10.691 2.305 1.168 -0.132 C21 BRW 17 BRW C22 C22 C 0 1 Y N N 91.882 66.290 10.440 0.974 0.807 -0.107 C22 BRW 18 BRW O23 O23 O 0 1 N N N 96.836 66.277 10.201 -1.114 -3.593 0.232 O23 BRW 19 BRW N24 N24 N 0 1 N N N 92.440 69.155 9.870 -1.442 1.741 0.309 N24 BRW 20 BRW O39 O39 O 0 1 N N N 91.456 70.023 9.782 -1.934 3.065 0.410 O39 BRW 21 BRW BR21 BR21 BR 0 0 N N N 90.240 62.548 11.200 5.112 0.704 -0.089 BR21 BRW 22 BRW H4 H4 H 0 1 N N N 96.781 68.141 9.475 -3.187 -2.328 -0.279 H4 BRW 23 BRW H5 H5 H 0 1 N N N 97.824 70.482 8.459 -5.931 -1.733 -0.446 H5 BRW 24 BRW H7 H7 H 0 1 N N N 97.139 72.884 7.701 -7.513 0.141 -0.378 H7 BRW 25 BRW H9 H9 H 0 1 N N N 94.795 73.612 7.884 -6.706 2.443 -0.063 H9 BRW 26 BRW H11 H11 H 0 1 N N N 92.974 71.987 8.797 -4.298 2.884 0.189 H11 BRW 27 BRW H16 H16 H 0 1 N N N 95.729 63.891 10.947 1.499 -3.608 0.241 H16 BRW 28 BRW H19 H19 H 0 1 N N N 93.228 62.675 11.271 3.731 -1.887 0.111 H19 BRW 29 BRW H21 H21 H 0 1 N N N 89.943 65.479 10.689 2.580 2.209 -0.213 H21 BRW 30 BRW H22 H22 H 0 1 N N N 91.490 67.294 10.207 0.205 1.564 -0.168 H22 BRW 31 BRW H39 H39 H 0 1 N N N 90.530 69.951 9.983 -1.166 3.639 0.537 H39 BRW 32 # # 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 BRW C1 C2 SING N N 1 BRW C1 C3 DOUB Y N 2 BRW C1 C11 SING Y N 3 BRW C2 C13 SING N N 4 BRW C2 N24 DOUB N E 5 BRW C3 N4 SING N N 6 BRW C3 C5 SING Y N 7 BRW N4 C13 SING N N 8 BRW N4 H4 SING N N 9 BRW C5 C7 DOUB Y N 10 BRW C5 H5 SING N N 11 BRW C7 C9 SING Y N 12 BRW C7 H7 SING N N 13 BRW C9 C11 DOUB Y N 14 BRW C9 H9 SING N N 15 BRW C11 H11 SING N N 16 BRW C13 C14 DOUB N Z 17 BRW C14 C15 SING N N 18 BRW C14 C18 SING N N 19 BRW C15 N16 SING N N 20 BRW C15 O23 DOUB N N 21 BRW N16 C17 SING N N 22 BRW N16 H16 SING N N 23 BRW C17 C18 DOUB Y N 24 BRW C17 C19 SING Y N 25 BRW C18 C22 SING Y N 26 BRW C19 C20 DOUB Y N 27 BRW C19 H19 SING N N 28 BRW C20 C21 SING Y N 29 BRW C20 BR21 SING N N 30 BRW C21 C22 DOUB Y N 31 BRW C21 H21 SING N N 32 BRW C22 H22 SING N N 33 BRW N24 O39 SING N N 34 BRW O39 H39 SING N N 35 # # 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 BRW SMILES ACDLabs 10.04 "Brc1ccc\2c(c1)NC(=O)C/2=C4\C(=N\O)\c3ccccc3N4" BRW SMILES_CANONICAL CACTVS 3.341 "O/N=C1/C(Nc2ccccc12)=C3/C(=O)Nc4cc(Br)ccc34" BRW SMILES CACTVS 3.341 "ON=C1C(Nc2ccccc12)=C3C(=O)Nc4cc(Br)ccc34" BRW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)/C(=N\O)/C(=C/3\c4ccc(cc4NC3=O)Br)/N2" BRW SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=NO)C(=C3c4ccc(cc4NC3=O)Br)N2" BRW InChI InChI 1.03 "InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+" BRW InChIKey InChI 1.03 DDLZLOKCJHBUHD-WAVHTBQISA-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 BRW "SYSTEMATIC NAME" ACDLabs 10.04 "(2Z,3E)-6'-bromo-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime" BRW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3Z)-6-bromo-3-[(3E)-3-hydroxyimino-1H-indol-2-ylidene]-1H-indol-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BRW "Create component" 2004-01-14 EBI BRW "Modify descriptor" 2011-06-04 RCSB BRW "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BRW _pdbx_chem_comp_synonyms.name "(3E)-6'-BROMO-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-OXIME" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##