data_R19 # _chem_comp.id R19 _chem_comp.name "ALLYL-{6-[3-(4-BROMO-PHENYL)-BENZOFURAN-6-YLOXY]-HEXYL-}-METHYL-AMIN" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 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 442.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R19 _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 1O6R _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 R19 C2A C2A C 0 1 N N N 62.954 69.052 58.327 2.517 -0.078 -11.465 C2A R19 1 R19 C1A C1A C 0 1 N N N 62.716 69.401 59.778 1.241 -0.057 -10.663 C1A R19 2 R19 N1 N1 N 0 1 N N S 62.209 70.788 59.959 1.563 -0.059 -9.230 N1 R19 3 R19 C1E C1E C 0 1 N N N 60.721 70.816 59.863 2.228 1.219 -8.946 C1E R19 4 R19 C1B C1B C 0 1 N N N 62.651 71.400 61.267 0.283 -0.038 -8.510 C1B R19 5 R19 C2B C2B C 0 1 N N N 62.109 70.732 62.580 0.547 -0.038 -7.002 C2B R19 6 R19 C3B C3B C 0 1 N N N 63.120 69.703 63.151 -0.786 -0.017 -6.252 C3B R19 7 R19 C4B C4B C 0 1 N N N 63.806 70.238 64.417 -0.522 -0.017 -4.745 C4B R19 8 R19 C5B C5B C 0 1 N N N 63.414 69.383 65.629 -1.855 0.003 -3.994 C5B R19 9 R19 C6B C6B C 0 1 N N N 64.617 69.238 66.567 -1.592 0.003 -2.487 C6B R19 10 R19 O7B O7B O 0 1 N N N 64.185 69.540 67.897 -2.837 0.023 -1.786 O7B R19 11 R19 C6C C6C C 0 1 Y N N 65.165 70.059 68.755 -2.541 0.022 -0.459 C6C R19 12 R19 C5C C5C C 0 1 Y N N 65.441 71.455 68.728 -1.212 0.003 -0.049 C5C R19 13 R19 C4C C4C C 0 1 Y N N 66.423 72.045 69.581 -0.900 0.002 1.281 C4C R19 14 R19 C3P C3P C 0 1 Y N N 67.119 71.200 70.461 -1.919 0.019 2.231 C3P R19 15 R19 C3C C3C C 0 1 Y N N 68.158 71.462 71.441 -1.951 0.023 3.705 C3C R19 16 R19 C1D C1D C 0 1 Y N N 68.818 72.785 71.821 -0.787 0.007 4.624 C1D R19 17 R19 C6D C6D C 0 1 Y N N 68.037 73.917 72.212 -0.627 -1.037 5.533 C6D R19 18 R19 C5D C5D C 0 1 Y N N 68.673 75.143 72.584 0.458 -1.046 6.385 C5D R19 19 R19 C4D C4D C 0 1 Y N N 70.108 75.251 72.569 1.386 -0.021 6.339 C4D R19 20 R19 BR27 BR27 BR 0 0 N N N 70.987 76.857 73.076 2.871 -0.041 7.510 BR27 R19 21 R19 C3D C3D C 0 1 Y N N 70.875 74.113 72.171 1.232 1.018 5.438 C3D R19 22 R19 C2D C2D C 0 1 Y N N 70.236 72.897 71.802 0.154 1.035 4.577 C2D R19 23 R19 C2C C2C C 0 1 Y N N 68.443 70.233 71.991 -3.259 0.043 4.048 C2C R19 24 R19 O1C O1C O 0 1 Y N N 67.661 69.220 71.432 -4.022 0.052 2.942 O1C R19 25 R19 C7P C7P C 0 1 Y N N 66.840 69.774 70.491 -3.263 0.038 1.827 C7P R19 26 R19 C7C C7C C 0 1 Y N N 65.863 69.199 69.642 -3.564 0.045 0.471 C7C R19 27 R19 C3A C3A C 0 1 N N N 63.803 68.095 57.937 2.755 -1.066 -12.292 C3A R19 28 R19 H2A H2A H 0 1 N N N 62.423 69.591 57.583 3.235 0.721 -11.359 H2A R19 29 R19 H1A1 1H1A H 0 0 N N N 61.977 68.699 60.192 0.647 -0.939 -10.903 H1A1 R19 30 R19 H1A2 2H1A H 0 0 N N N 63.682 69.329 60.300 0.673 0.840 -10.907 H1A2 R19 31 R19 H1E1 1H1E H 0 0 N N N 60.335 69.786 59.838 3.188 1.252 -9.462 H1E1 R19 32 R19 H1E2 2H1E H 0 0 N N N 60.307 71.341 60.736 1.601 2.040 -9.293 H1E2 R19 33 R19 H1E3 3H1E H 0 0 N N N 60.423 71.341 58.944 2.389 1.314 -7.872 H1E3 R19 34 R19 H1B1 1H1B H 0 0 N N N 63.750 71.356 61.300 -0.271 0.859 -8.781 H1B1 R19 35 R19 H1B2 2H1B H 0 0 N N N 62.230 72.416 61.266 -0.297 -0.920 -8.777 H1B2 R19 36 R19 H2B1 1H2B H 0 0 N N N 61.931 71.514 63.333 1.102 -0.936 -6.731 H2B1 R19 37 R19 H2B2 2H2B H 0 0 N N N 61.175 70.203 62.339 1.128 0.843 -6.735 H2B2 R19 38 R19 H3B1 1H3B H 0 0 N N N 62.585 68.774 63.399 -1.341 0.880 -6.524 H3B1 R19 39 R19 H3B2 2H3B H 0 0 N N N 63.892 69.516 62.390 -1.367 -0.899 -6.519 H3B2 R19 40 R19 H4B1 1H4B H 0 0 N N N 64.897 70.201 64.283 0.032 -0.915 -4.473 H4B1 R19 41 R19 H4B2 2H4B H 0 0 N N N 63.486 71.276 64.589 0.058 0.864 -4.477 H4B2 R19 42 R19 H5B1 1H5B H 0 0 N N N 62.587 69.869 66.167 -2.411 0.901 -4.266 H5B1 R19 43 R19 H5B2 2H5B H 0 0 N N N 63.096 68.387 65.286 -2.437 -0.878 -4.262 H5B2 R19 44 R19 H6B1 1H6B H 0 0 N N N 65.000 68.208 66.525 -1.037 -0.894 -2.215 H6B1 R19 45 R19 H6B2 2H6B H 0 0 N N N 65.421 69.925 66.263 -1.011 0.885 -2.220 H6B2 R19 46 R19 H5C H5C H 0 1 N N N 64.902 72.075 68.055 -0.422 -0.010 -0.786 H5C R19 47 R19 H4C H4C H 0 1 N N N 66.620 73.088 69.551 0.132 -0.012 1.596 H4C R19 48 R19 H6D H6D H 0 1 N N N 66.978 73.847 72.226 -1.351 -1.837 5.570 H6D R19 49 R19 H5D H5D H 0 1 N N N 68.084 75.977 72.873 0.582 -1.855 7.089 H5D R19 50 R19 H3D H3D H 0 1 N N N 71.934 74.176 72.150 1.960 1.815 5.406 H3D R19 51 R19 H2D H2D H 0 1 N N N 70.824 72.063 71.509 0.035 1.846 3.875 H2D R19 52 R19 H2C H2C H 0 1 N N N 69.169 70.074 72.749 -3.634 0.051 5.060 H2C R19 53 R19 H7C H7C H 0 1 N N N 65.659 68.158 69.668 -4.594 0.059 0.144 H7C R19 54 R19 H3A1 1H3A H 0 0 N N N 64.347 67.541 58.661 3.669 -1.081 -12.866 H3A1 R19 55 R19 H3A2 2H3A H 0 0 N N N 63.933 67.890 56.904 2.037 -1.866 -12.398 H3A2 R19 56 # 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 R19 C2A C1A SING N N 1 R19 C2A C3A DOUB N N 2 R19 C2A H2A SING N N 3 R19 C1A N1 SING N N 4 R19 C1A H1A1 SING N N 5 R19 C1A H1A2 SING N N 6 R19 N1 C1E SING N N 7 R19 N1 C1B SING N N 8 R19 C1E H1E1 SING N N 9 R19 C1E H1E2 SING N N 10 R19 C1E H1E3 SING N N 11 R19 C1B C2B SING N N 12 R19 C1B H1B1 SING N N 13 R19 C1B H1B2 SING N N 14 R19 C2B C3B SING N N 15 R19 C2B H2B1 SING N N 16 R19 C2B H2B2 SING N N 17 R19 C3B C4B SING N N 18 R19 C3B H3B1 SING N N 19 R19 C3B H3B2 SING N N 20 R19 C4B C5B SING N N 21 R19 C4B H4B1 SING N N 22 R19 C4B H4B2 SING N N 23 R19 C5B C6B SING N N 24 R19 C5B H5B1 SING N N 25 R19 C5B H5B2 SING N N 26 R19 C6B O7B SING N N 27 R19 C6B H6B1 SING N N 28 R19 C6B H6B2 SING N N 29 R19 O7B C6C SING N N 30 R19 C6C C5C DOUB Y N 31 R19 C6C C7C SING Y N 32 R19 C5C C4C SING Y N 33 R19 C5C H5C SING N N 34 R19 C4C C3P DOUB Y N 35 R19 C4C H4C SING N N 36 R19 C3P C3C SING Y N 37 R19 C3P C7P SING Y N 38 R19 C3C C1D SING Y N 39 R19 C3C C2C DOUB Y N 40 R19 C1D C6D DOUB Y N 41 R19 C1D C2D SING Y N 42 R19 C6D C5D SING Y N 43 R19 C6D H6D SING N N 44 R19 C5D C4D DOUB Y N 45 R19 C5D H5D SING N N 46 R19 C4D BR27 SING N N 47 R19 C4D C3D SING Y N 48 R19 C3D C2D DOUB Y N 49 R19 C3D H3D SING N N 50 R19 C2D H2D SING N N 51 R19 C2C O1C SING Y N 52 R19 C2C H2C SING N N 53 R19 O1C C7P SING Y N 54 R19 C7P C7C DOUB Y N 55 R19 C7C H7C SING N N 56 R19 C3A H3A1 SING N N 57 R19 C3A H3A2 SING N N 58 # 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 R19 SMILES ACDLabs 10.04 "Brc3ccc(c1c2ccc(OCCCCCCN(C\C=C)C)cc2oc1)cc3" R19 SMILES_CANONICAL CACTVS 3.341 "CN(CCCCCCOc1ccc2c(occ2c3ccc(Br)cc3)c1)CC=C" R19 SMILES CACTVS 3.341 "CN(CCCCCCOc1ccc2c(occ2c3ccc(Br)cc3)c1)CC=C" R19 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@@](CCCCCCOc1ccc2c(c1)occ2c3ccc(cc3)Br)CC=C" R19 SMILES "OpenEye OEToolkits" 1.5.0 "CN(CCCCCCOc1ccc2c(c1)occ2c3ccc(cc3)Br)CC=C" R19 InChI InChI 1.03 "InChI=1S/C24H28BrNO2/c1-3-14-26(2)15-6-4-5-7-16-27-21-12-13-22-23(18-28-24(22)17-21)19-8-10-20(25)11-9-19/h3,8-13,17-18H,1,4-7,14-16H2,2H3" R19 InChIKey InChI 1.03 JYNZIOFUHBJABQ-UHFFFAOYSA-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 R19 "SYSTEMATIC NAME" ACDLabs 10.04 "6-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine" R19 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-[[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy]-N-methyl-N-prop-2-enyl-hexan-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 R19 "Create component" 2002-10-13 EBI R19 "Modify aromatic_flag" 2011-06-04 RCSB R19 "Modify descriptor" 2011-06-04 RCSB #