data_R04 # _chem_comp.id R04 _chem_comp.name "(2E)-N-ALLYL-4-{[3-(4-BROMOPHENYL)-5-FLUORO-1-METHYL-1H-INDAZOL-6-YL]OXY}-N-METHYL-2-BUTEN-1-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 Br F N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-08-24 _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 444.340 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R04 _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 1H3A _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 R04 C3A C3A C 0 1 N N N 63.199 69.323 57.681 1.829 -1.557 -10.995 C3A R04 1 R04 C2A C2A C 0 1 N N N 62.313 69.222 58.680 2.051 -0.772 -9.970 C2A R04 2 R04 C1A C1A C 0 1 N N N 61.762 70.421 59.426 0.937 0.079 -9.418 C1A R04 3 R04 N1 N1 N 0 1 N N R 62.844 71.372 59.817 0.698 -0.277 -8.013 N1 R04 4 R04 C1B C1B C 0 1 N N N 63.606 70.925 61.038 -0.392 0.584 -7.539 C1B R04 5 R04 C2B C2B C 0 1 N N N 62.845 70.973 62.354 -0.690 0.268 -6.096 C2B R04 6 R04 C3B C3B C 0 1 N N N 62.717 69.907 63.165 -0.571 1.201 -5.183 C3B R04 7 R04 C4B C4B C 0 1 N N N 61.967 69.962 64.481 -0.869 0.885 -3.740 C4B R04 8 R04 O O O 0 1 N N N 62.586 69.043 65.416 0.298 1.118 -2.951 O R04 9 R04 C6C C6C C 0 1 Y N N 63.537 69.590 66.340 -0.028 0.818 -1.666 C6C R04 10 R04 C7C C7C C 0 1 Y N N 63.949 70.965 66.266 -1.305 0.383 -1.368 C7C R04 11 R04 C7P C7P C 0 1 Y N N 64.893 71.439 67.201 -1.640 0.076 -0.052 C7P R04 12 R04 N1C N1C N 0 1 Y N N 65.405 72.669 67.307 -2.789 -0.367 0.552 N1C R04 13 R04 N2C N2C N 0 1 Y N N 66.187 72.672 68.241 -2.562 -0.511 1.924 N2C R04 14 R04 C3C C3C C 0 1 Y N N 66.280 71.486 68.845 -1.326 -0.180 2.211 C3C R04 15 R04 C3P C3P C 0 1 Y N N 65.423 70.594 68.190 -0.672 0.213 0.959 C3P R04 16 R04 C4C C4C C 0 1 Y N N 65.030 69.214 68.295 0.614 0.655 0.637 C4C R04 17 R04 C5C C5C C 0 1 Y N N 64.074 68.730 67.347 0.928 0.946 -0.659 C5C R04 18 R04 C1D C1D C 0 1 Y N N 67.201 71.280 70.032 -0.704 -0.200 3.556 C1D R04 19 R04 C6D C6D C 0 1 Y N N 67.654 69.986 70.447 0.605 -0.650 3.714 C6D R04 20 R04 C5D C5D C 0 1 Y N N 68.520 69.851 71.571 1.182 -0.661 4.968 C5D R04 21 R04 C4D C4D C 0 1 Y N N 68.938 71.012 72.284 0.458 -0.237 6.069 C4D R04 22 R04 C3D C3D C 0 1 Y N N 68.488 72.299 71.869 -0.844 0.205 5.918 C3D R04 23 R04 C2D C2D C 0 1 Y N N 67.628 72.425 70.754 -1.429 0.225 4.668 C2D R04 24 R04 F F F 0 1 N N N 63.683 67.458 67.406 2.172 1.373 -0.967 F R04 25 R04 BR27 BR27 BR 0 0 N N N 70.064 70.850 73.752 1.251 -0.263 7.785 BR27 R04 26 R04 C1E C1E C 0 1 N N N 65.103 73.828 66.462 -4.054 -0.646 -0.131 C1E R04 27 R04 C1F C1F C 0 1 N N N 62.300 72.759 59.997 0.182 -1.652 -8.009 C1F R04 28 R04 H3A1 1H3A H 0 0 N N N 63.600 68.451 57.138 2.627 -2.168 -11.390 H3A1 R04 29 R04 H3A2 2H3A H 0 0 N N N 63.545 70.328 57.387 0.847 -1.595 -11.444 H3A2 R04 30 R04 H2A H2A H 0 1 N N N 61.967 68.217 58.974 3.032 -0.735 -9.521 H2A R04 31 R04 H1A1 1H1A H 0 0 N N N 61.157 70.108 60.309 0.028 -0.091 -9.996 H1A1 R04 32 R04 H1A2 2H1A H 0 0 N N N 60.963 70.933 58.840 1.217 1.130 -9.483 H1A2 R04 33 R04 H1B1 1H1B H 0 0 N N N 64.553 71.507 61.127 -0.095 1.629 -7.628 H1B1 R04 34 R04 H1B2 2H1B H 0 0 N N N 64.015 69.901 60.875 -1.284 0.407 -8.141 H1B2 R04 35 R04 H2B H2B H 0 1 N N N 62.377 71.925 62.657 -1.002 -0.725 -5.814 H2B R04 36 R04 H3B H3B H 0 1 N N N 63.177 68.952 62.859 -0.259 2.196 -5.465 H3B R04 37 R04 H4B1 1H4B H 0 0 N N N 60.876 69.770 64.356 -1.678 1.525 -3.388 H4B1 R04 38 R04 H4B2 2H4B H 0 0 N N N 61.897 70.998 64.887 -1.166 -0.159 -3.650 H4B2 R04 39 R04 H7C H7C H 0 1 N N N 63.536 71.636 65.494 -2.040 0.282 -2.153 H7C R04 40 R04 H4C H4C H 0 1 N N N 65.449 68.556 69.075 1.359 0.761 1.412 H4C R04 41 R04 H6D H6D H 0 1 N N N 67.331 69.089 69.893 1.171 -0.981 2.856 H6D R04 42 R04 H5D H5D H 0 1 N N N 68.865 68.852 71.888 2.198 -1.005 5.091 H5D R04 43 R04 H3D H3D H 0 1 N N N 68.811 73.199 72.419 -1.405 0.535 6.781 H3D R04 44 R04 H2D H2D H 0 1 N N N 67.285 73.425 70.441 -2.445 0.571 4.552 H2D R04 45 R04 H1E1 1H1E H 0 0 N N N 65.530 74.854 66.550 -4.072 -1.687 -0.452 H1E1 R04 46 R04 H1E2 2H1E H 0 0 N N N 63.995 73.952 66.494 -4.884 -0.461 0.550 H1E2 R04 47 R04 H1E3 3H1E H 0 0 N N N 65.297 73.503 65.413 -4.147 0.003 -1.002 H1E3 R04 48 R04 H1F1 1H1F H 0 0 N N N 63.108 73.469 60.289 -0.011 -1.964 -6.983 H1F1 R04 49 R04 H1F2 2H1F H 0 0 N N N 61.453 72.778 60.722 -0.743 -1.695 -8.583 H1F2 R04 50 R04 H1F3 3H1F H 0 0 N N N 61.754 73.108 59.090 0.918 -2.318 -8.458 H1F3 R04 51 # 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 R04 C3A C2A DOUB N N 1 R04 C3A H3A1 SING N N 2 R04 C3A H3A2 SING N N 3 R04 C2A C1A SING N N 4 R04 C2A H2A SING N N 5 R04 C1A N1 SING N N 6 R04 C1A H1A1 SING N N 7 R04 C1A H1A2 SING N N 8 R04 N1 C1B SING N N 9 R04 N1 C1F SING N N 10 R04 C1B C2B SING N N 11 R04 C1B H1B1 SING N N 12 R04 C1B H1B2 SING N N 13 R04 C2B C3B DOUB N E 14 R04 C2B H2B SING N N 15 R04 C3B C4B SING N N 16 R04 C3B H3B SING N N 17 R04 C4B O SING N N 18 R04 C4B H4B1 SING N N 19 R04 C4B H4B2 SING N N 20 R04 O C6C SING N N 21 R04 C6C C7C DOUB Y N 22 R04 C6C C5C SING Y N 23 R04 C7C C7P SING Y N 24 R04 C7C H7C SING N N 25 R04 C7P N1C SING Y N 26 R04 C7P C3P DOUB Y N 27 R04 N1C N2C SING Y N 28 R04 N1C C1E SING N N 29 R04 N2C C3C DOUB Y N 30 R04 C3C C3P SING Y N 31 R04 C3C C1D SING Y N 32 R04 C3P C4C SING Y N 33 R04 C4C C5C DOUB Y N 34 R04 C4C H4C SING N N 35 R04 C5C F SING N N 36 R04 C1D C6D DOUB Y N 37 R04 C1D C2D SING Y N 38 R04 C6D C5D SING Y N 39 R04 C6D H6D SING N N 40 R04 C5D C4D DOUB Y N 41 R04 C5D H5D SING N N 42 R04 C4D C3D SING Y N 43 R04 C4D BR27 SING N N 44 R04 C3D C2D DOUB Y N 45 R04 C3D H3D SING N N 46 R04 C2D H2D SING N N 47 R04 C1E H1E1 SING N N 48 R04 C1E H1E2 SING N N 49 R04 C1E H1E3 SING N N 50 R04 C1F H1F1 SING N N 51 R04 C1F H1F2 SING N N 52 R04 C1F H1F3 SING N N 53 # 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 R04 SMILES ACDLabs 10.04 "Brc3ccc(c2nn(c1cc(OC/C=C/CN(C\C=C)C)c(F)cc12)C)cc3" R04 SMILES_CANONICAL CACTVS 3.341 "CN(CC=C)C\C=C\COc1cc2n(C)nc(c3ccc(Br)cc3)c2cc1F" R04 SMILES CACTVS 3.341 "CN(CC=C)CC=CCOc1cc2n(C)nc(c3ccc(Br)cc3)c2cc1F" R04 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1c2cc(c(cc2c(n1)c3ccc(cc3)Br)F)OC\C=C\C[N@](C)CC=C" R04 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1c2cc(c(cc2c(n1)c3ccc(cc3)Br)F)OCC=CCN(C)CC=C" R04 InChI InChI 1.03 "InChI=1S/C22H23BrFN3O/c1-4-11-26(2)12-5-6-13-28-21-15-20-18(14-19(21)24)22(25-27(20)3)16-7-9-17(23)10-8-16/h4-10,14-15H,1,11-13H2,2-3H3/b6-5+" R04 InChIKey InChI 1.03 YDWPQZUWZDRRSE-AATRIKPKSA-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 R04 "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-4-{[3-(4-bromophenyl)-5-fluoro-1-methyl-1H-indazol-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylbut-2-en-1-amine" R04 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-4-[3-(4-bromophenyl)-5-fluoro-1-methyl-indazol-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 R04 "Create component" 2002-08-24 EBI R04 "Modify aromatic_flag" 2011-06-04 RCSB R04 "Modify descriptor" 2011-06-04 RCSB #