data_R17 # _chem_comp.id R17 _chem_comp.name "ALLYL-{4-[3-(4-BROMO-PHENYL)-BENZOFURAN-6-YLOXY]-BUT-2-ENYL}-METHYL-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Br N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-10-13 _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 412.320 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R17 _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 1O6Q _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 R17 C3A C3A C 0 1 N N N 63.134 67.695 58.805 1.591 1.450 -10.938 C3A R17 1 R17 C2A C2A C 0 1 N N N 63.129 68.956 58.374 0.656 1.019 -10.128 C2A R17 2 R17 C1A C1A C 0 1 N N N 63.730 70.098 59.159 0.889 -0.214 -9.296 C1A R17 3 R17 N1 N1 N 0 1 N N S 62.905 71.330 59.064 0.782 0.127 -7.871 N1 R17 4 R17 C1B C1B C 0 1 N N N 61.677 71.242 59.922 1.019 -1.113 -7.121 C1B R17 5 R17 C2B C2B C 0 1 N N N 61.905 71.506 61.403 0.923 -0.832 -5.643 C2B R17 6 R17 C3B C3B C 0 1 N N N 62.126 70.552 62.309 0.029 -1.453 -4.915 C3B R17 7 R17 C4B C4B C 0 1 N N N 62.343 70.855 63.765 -0.066 -1.172 -3.437 C4B R17 8 R17 O5B O5B O 0 1 N N N 63.719 71.254 63.965 -1.369 -0.672 -3.131 O5B R17 9 R17 C6C C6C C 0 1 Y N N 64.243 71.062 65.268 -1.395 -0.438 -1.793 C6C R17 10 R17 C7C C7C C 0 1 Y N N 63.717 70.056 66.139 -2.544 0.061 -1.207 C7C R17 11 R17 C7P C7P C 0 1 Y N N 64.302 69.932 67.412 -2.574 0.296 0.162 C7P R17 12 R17 O1C O1C O 0 1 Y N N 63.975 69.071 68.372 -3.523 0.763 0.998 O1C R17 13 R17 C2C C2C C 0 1 Y N N 64.801 69.281 69.448 -3.070 0.819 2.262 C2C R17 14 R17 C3C C3C C 0 1 Y N N 65.672 70.276 69.209 -1.790 0.386 2.313 C3C R17 15 R17 C3P C3P C 0 1 Y N N 65.371 70.739 67.869 -1.429 0.029 0.928 C3P R17 16 R17 C4C C4C C 0 1 Y N N 65.891 71.731 67.019 -0.278 -0.468 0.323 C4C R17 17 R17 C5C C5C C 0 1 Y N N 65.316 71.885 65.713 -0.265 -0.699 -1.024 C5C R17 18 R17 C1D C1D C 0 1 Y N N 66.714 70.743 70.167 -0.927 0.290 3.515 C1D R17 19 R17 C2D C2D C 0 1 Y N N 67.447 69.769 70.892 -1.306 -0.518 4.585 C2D R17 20 R17 C3D C3D C 0 1 Y N N 68.443 70.165 71.802 -0.499 -0.605 5.701 C3D R17 21 R17 C4D C4D C 0 1 Y N N 68.711 71.528 71.991 0.685 0.108 5.758 C4D R17 22 R17 C5D C5D C 0 1 Y N N 67.984 72.520 71.270 1.066 0.912 4.698 C5D R17 23 R17 C6D C6D C 0 1 Y N N 66.983 72.123 70.357 0.269 1.002 3.575 C6D R17 24 R17 BR25 BR25 BR 0 0 N N N 70.010 72.026 73.192 1.786 -0.014 7.291 BR25 R17 25 R17 C1E C1E C 0 1 N N N 63.735 72.536 59.398 1.904 1.025 -7.567 C1E R17 26 R17 H3A1 1H3A H 0 0 N N N 63.575 67.456 59.741 1.424 2.335 -11.534 H3A1 R17 27 R17 H3A2 2H3A H 0 0 N N N 62.697 66.930 58.213 2.530 0.921 -11.009 H3A2 R17 28 R17 H2A H2A H 0 1 N N N 62.682 69.168 57.435 -0.282 1.549 -10.057 H2A R17 29 R17 H1A1 1H1A H 0 0 N N N 63.807 69.802 60.216 1.885 -0.608 -9.501 H1A1 R17 30 R17 H1A2 2H1A H 0 0 N N N 64.721 70.318 58.736 0.142 -0.968 -9.546 H1A2 R17 31 R17 H1B1 1H1B H 0 0 N N N 60.949 71.979 59.552 0.270 -1.854 -7.399 H1B1 R17 32 R17 H1B2 2H1B H 0 0 N N N 61.324 70.203 59.847 2.013 -1.494 -7.354 H1B2 R17 33 R17 H2B H2B H 0 1 N N N 61.887 72.513 61.737 1.591 -0.117 -5.185 H2B R17 34 R17 H3B H3B H 0 1 N N N 62.150 69.540 61.989 -0.638 -2.168 -5.373 H3B R17 35 R17 H4B1 1H4B H 0 0 N N N 61.674 71.671 64.075 0.109 -2.093 -2.880 H4B1 R17 36 R17 H4B2 2H4B H 0 0 N N N 62.125 69.960 64.366 0.682 -0.431 -3.159 H4B2 R17 37 R17 H7C H7C H 0 1 N N N 62.917 69.428 65.836 -3.417 0.261 -1.810 H7C R17 38 R17 H2C H2C H 0 1 N N N 64.757 68.728 70.353 -3.644 1.159 3.112 H2C R17 39 R17 H4C H4C H 0 1 N N N 66.691 72.352 67.336 0.600 -0.672 0.916 H4C R17 40 R17 H5C H5C H 0 1 N N N 65.700 72.631 65.063 0.626 -1.086 -1.494 H5C R17 41 R17 H2D H2D H 0 1 N N N 67.243 68.737 70.747 -2.230 -1.075 4.541 H2D R17 42 R17 H3D H3D H 0 1 N N N 68.990 69.435 72.344 -0.792 -1.231 6.531 H3D R17 43 R17 H5D H5D H 0 1 N N N 68.194 73.550 71.419 1.991 1.467 4.748 H5D R17 44 R17 H6D H6D H 0 1 N N N 66.435 72.853 69.816 0.567 1.630 2.748 H6D R17 45 R17 H1E1 1H1E H 0 0 N N N 63.074 73.383 59.633 1.868 1.308 -6.515 H1E1 R17 46 R17 H1E2 2H1E H 0 0 N N N 64.370 72.314 60.269 2.845 0.515 -7.774 H1E2 R17 47 R17 H1E3 3H1E H 0 0 N N N 64.369 72.794 58.537 1.832 1.919 -8.187 H1E3 R17 48 # 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 R17 C3A C2A DOUB N N 1 R17 C3A H3A1 SING N N 2 R17 C3A H3A2 SING N N 3 R17 C2A C1A SING N N 4 R17 C2A H2A SING N N 5 R17 C1A N1 SING N N 6 R17 C1A H1A1 SING N N 7 R17 C1A H1A2 SING N N 8 R17 N1 C1B SING N N 9 R17 N1 C1E SING N N 10 R17 C1B C2B SING N N 11 R17 C1B H1B1 SING N N 12 R17 C1B H1B2 SING N N 13 R17 C2B C3B DOUB N E 14 R17 C2B H2B SING N N 15 R17 C3B C4B SING N N 16 R17 C3B H3B SING N N 17 R17 C4B O5B SING N N 18 R17 C4B H4B1 SING N N 19 R17 C4B H4B2 SING N N 20 R17 O5B C6C SING N N 21 R17 C6C C7C DOUB Y N 22 R17 C6C C5C SING Y N 23 R17 C7C C7P SING Y N 24 R17 C7C H7C SING N N 25 R17 C7P O1C SING Y N 26 R17 C7P C3P DOUB Y N 27 R17 O1C C2C SING Y N 28 R17 C2C C3C DOUB Y N 29 R17 C2C H2C SING N N 30 R17 C3C C3P SING Y N 31 R17 C3C C1D SING Y N 32 R17 C3P C4C SING Y N 33 R17 C4C C5C DOUB Y N 34 R17 C4C H4C SING N N 35 R17 C5C H5C SING N N 36 R17 C1D C2D DOUB Y N 37 R17 C1D C6D SING Y N 38 R17 C2D C3D SING Y N 39 R17 C2D H2D SING N N 40 R17 C3D C4D DOUB Y N 41 R17 C3D H3D SING N N 42 R17 C4D C5D SING Y N 43 R17 C4D BR25 SING N N 44 R17 C5D C6D DOUB Y N 45 R17 C5D H5D SING N N 46 R17 C6D H6D SING N N 47 R17 C1E H1E1 SING N N 48 R17 C1E H1E2 SING N N 49 R17 C1E H1E3 SING N N 50 # 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 R17 SMILES ACDLabs 10.04 "Brc3ccc(c1c2ccc(OC/C=C/CN(C\C=C)C)cc2oc1)cc3" R17 SMILES_CANONICAL CACTVS 3.341 "CN(CC=C)C\C=C\COc1ccc2c(occ2c3ccc(Br)cc3)c1" R17 SMILES CACTVS 3.341 "CN(CC=C)CC=CCOc1ccc2c(occ2c3ccc(Br)cc3)c1" R17 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@@](CC=C)C\C=C\COc1ccc2c(c1)occ2c3ccc(cc3)Br" R17 SMILES "OpenEye OEToolkits" 1.5.0 "CN(CC=C)CC=CCOc1ccc2c(c1)occ2c3ccc(cc3)Br" R17 InChI InChI 1.03 "InChI=1S/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/b5-4+" R17 InChIKey InChI 1.03 KCNKJCHARANTIP-SNAWJCMRSA-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 R17 "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-4-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylbut-2-en-1-amine" R17 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-4-[[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy]-N-methyl-N-prop-2-enyl-but-2-en-1-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R17 "Create component" 2002-10-13 EBI R17 "Modify aromatic_flag" 2011-06-04 RCSB R17 "Modify descriptor" 2011-06-04 RCSB #