data_4EA # _chem_comp.id 4EA _chem_comp.name "(1S)-2-(1H-INDOL-3-YL)-1-[({5-[(E)-2-PYRIDIN-4-YLVINYL]PYRIDIN-3-YL}OXY)METHYL]ETHYLAMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-23 _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 370.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EA _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 2F7X _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 4EA C1 C1 C 0 1 N N N 7.525 9.842 1.359 4.570 0.166 0.113 C1 4EA 1 4EA C2 C2 C 0 1 N N N 7.207 9.932 2.677 5.704 -0.437 -0.280 C2 4EA 2 4EA C3 C3 C 0 1 Y N N 5.837 9.870 3.231 7.006 0.206 -0.028 C3 4EA 3 4EA C4 C4 C 0 1 Y N N 4.673 9.703 2.420 8.201 -0.406 -0.430 C4 4EA 4 4EA C7 C7 C 0 1 Y N N 5.680 9.978 4.630 7.083 1.448 0.616 C7 4EA 5 4EA C8 C8 C 0 1 Y N N 4.386 9.918 5.171 8.323 2.010 0.837 C8 4EA 6 4EA N1 N1 N 0 1 Y N N 3.269 9.760 4.409 9.424 1.399 0.441 N1 4EA 7 4EA C9 C9 C 0 1 Y N N 3.418 9.654 3.059 9.396 0.232 -0.174 C9 4EA 8 4EA C10 C10 C 0 1 Y N N 13.952 13.319 -1.294 -8.106 1.767 -0.951 C10 4EA 9 4EA C11 C11 C 0 1 Y N N 14.848 12.212 -1.384 -8.165 1.150 0.279 C11 4EA 10 4EA C12 C12 C 0 1 Y N N 15.189 11.506 -0.230 -7.124 0.322 0.687 C12 4EA 11 4EA C13 C13 C 0 1 Y N N 14.667 11.855 1.042 -6.020 0.132 -0.164 C13 4EA 12 4EA C14 C14 C 0 1 Y N N 13.743 12.988 1.147 -5.984 0.763 -1.409 C14 4EA 13 4EA C15 C15 C 0 1 Y N N 13.399 13.711 -0.036 -7.017 1.573 -1.789 C15 4EA 14 4EA N2 N2 N 0 1 Y N N 16.039 10.400 -0.069 -6.892 -0.417 1.825 N2 4EA 15 4EA C16 C16 C 0 1 Y N N 16.053 10.059 1.268 -5.692 -1.066 1.721 C16 4EA 16 4EA C17 C17 C 0 1 Y N N 15.220 10.928 1.978 -5.117 -0.779 0.542 C17 4EA 17 4EA C18 C18 C 0 1 Y N N 11.469 10.021 -0.234 0.900 -1.734 -0.645 C18 4EA 18 4EA N3 N3 N 0 1 Y N N 10.393 10.135 -1.068 2.038 -2.289 -1.014 N3 4EA 19 4EA C19 C19 C 0 1 Y N N 9.141 10.073 -0.533 3.200 -1.713 -0.788 C19 4EA 20 4EA C20 C20 C 0 1 Y N N 8.906 9.901 0.848 3.268 -0.477 -0.140 C20 4EA 21 4EA C21 C21 C 0 1 Y N N 10.031 9.785 1.696 2.078 0.144 0.260 C21 4EA 22 4EA C22 C22 C 0 1 Y N N 11.346 9.844 1.162 0.879 -0.506 0.004 C22 4EA 23 4EA O1 O1 O 0 1 N N N 12.511 9.735 1.907 -0.301 0.054 0.378 O1 4EA 24 4EA C24 C24 C 0 1 N N N 12.468 10.018 3.314 -1.333 -0.847 -0.029 C24 4EA 25 4EA C23 C23 C 0 1 N N S 13.870 9.829 3.916 -2.696 -0.273 0.365 C23 4EA 26 4EA C25 C25 C 0 1 N N N 14.924 10.909 3.466 -3.791 -1.292 0.043 C25 4EA 27 4EA N4 N4 N 0 1 N N N 14.316 8.460 3.596 -2.942 0.964 -0.387 N4 4EA 28 4EA H1 H1 H 0 1 N N N 6.722 9.721 0.647 4.613 1.121 0.615 H1 4EA 29 4EA H2 H2 H 0 1 N N N 8.020 10.059 3.376 5.662 -1.392 -0.782 H2 4EA 30 4EA H4 H4 H 0 1 N N N 4.753 9.617 1.346 8.186 -1.361 -0.933 H4 4EA 31 4EA H7 H7 H 0 1 N N N 6.539 10.104 5.272 6.186 1.954 0.943 H7 4EA 32 4EA H8 H8 H 0 1 N N N 4.271 10.001 6.242 8.394 2.965 1.337 H8 4EA 33 4EA H9 H9 H 0 1 N N N 2.534 9.527 2.451 10.323 -0.231 -0.480 H9 4EA 34 4EA H10 H10 H 0 1 N N N 13.689 13.867 -2.187 -8.915 2.409 -1.266 H10 4EA 35 4EA H11 H11 H 0 1 N N N 15.260 11.922 -2.340 -9.017 1.307 0.924 H11 4EA 36 4EA H14 H14 H 0 1 N N N 13.329 13.272 2.103 -5.140 0.616 -2.066 H14 4EA 37 4EA H15 H15 H 0 1 N N N 12.723 14.551 0.020 -6.986 2.064 -2.751 H15 4EA 38 4EA HN2 HN2 H 0 1 N N N 16.546 9.939 -0.797 -7.489 -0.470 2.587 HN2 4EA 39 4EA H16 H16 H 0 1 N N N 16.620 9.247 1.699 -5.269 -1.714 2.475 H16 4EA 40 4EA H18 H18 H 0 1 N N N 12.460 10.068 -0.662 -0.030 -2.242 -0.851 H18 4EA 41 4EA H19 H19 H 0 1 N N N 8.292 10.159 -1.195 4.110 -2.201 -1.106 H19 4EA 42 4EA H21 H21 H 0 1 N N N 9.890 9.650 2.758 2.093 1.100 0.764 H21 4EA 43 4EA H241 1H24 H 0 0 N N N 11.762 9.332 3.805 -1.189 -1.810 0.462 H241 4EA 44 4EA H242 2H24 H 0 0 N N N 12.138 11.056 3.470 -1.294 -0.981 -1.110 H242 4EA 45 4EA H23 H23 H 0 1 N N N 13.797 9.974 5.004 -2.704 -0.057 1.434 H23 4EA 46 4EA H251 1H25 H 0 0 N N N 14.491 11.890 3.711 -3.842 -1.442 -1.035 H251 4EA 47 4EA H252 2H25 H 0 0 N N N 15.866 10.697 3.992 -3.561 -2.239 0.531 H252 4EA 48 4EA HN41 1HN4 H 0 0 N N N 15.195 8.284 4.039 -2.925 0.717 -1.365 HN41 4EA 49 4EA HN42 2HN4 H 0 0 N N N 14.417 8.365 2.606 -3.886 1.249 -0.176 HN42 4EA 50 # 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 4EA C1 C2 DOUB N E 1 4EA C1 C20 SING N N 2 4EA C1 H1 SING N N 3 4EA C2 C3 SING N N 4 4EA C2 H2 SING N N 5 4EA C3 C4 DOUB Y N 6 4EA C3 C7 SING Y N 7 4EA C4 C9 SING Y N 8 4EA C4 H4 SING N N 9 4EA C7 C8 DOUB Y N 10 4EA C7 H7 SING N N 11 4EA C8 N1 SING Y N 12 4EA C8 H8 SING N N 13 4EA N1 C9 DOUB Y N 14 4EA C9 H9 SING N N 15 4EA C10 C11 DOUB Y N 16 4EA C10 C15 SING Y N 17 4EA C10 H10 SING N N 18 4EA C11 C12 SING Y N 19 4EA C11 H11 SING N N 20 4EA C12 C13 DOUB Y N 21 4EA C12 N2 SING Y N 22 4EA C13 C14 SING Y N 23 4EA C13 C17 SING Y N 24 4EA C14 C15 DOUB Y N 25 4EA C14 H14 SING N N 26 4EA C15 H15 SING N N 27 4EA N2 C16 SING Y N 28 4EA N2 HN2 SING N N 29 4EA C16 C17 DOUB Y N 30 4EA C16 H16 SING N N 31 4EA C17 C25 SING N N 32 4EA C18 N3 SING Y N 33 4EA C18 C22 DOUB Y N 34 4EA C18 H18 SING N N 35 4EA N3 C19 DOUB Y N 36 4EA C19 C20 SING Y N 37 4EA C19 H19 SING N N 38 4EA C20 C21 DOUB Y N 39 4EA C21 C22 SING Y N 40 4EA C21 H21 SING N N 41 4EA C22 O1 SING N N 42 4EA O1 C24 SING N N 43 4EA C24 C23 SING N N 44 4EA C24 H241 SING N N 45 4EA C24 H242 SING N N 46 4EA C23 C25 SING N N 47 4EA C23 N4 SING N N 48 4EA C23 H23 SING N N 49 4EA C25 H251 SING N N 50 4EA C25 H252 SING N N 51 4EA N4 HN41 SING N N 52 4EA N4 HN42 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 4EA SMILES ACDLabs 10.04 "n1ccc(cc1)\C=C\c4cc(OCC(N)Cc3c2ccccc2nc3)cnc4" 4EA SMILES_CANONICAL CACTVS 3.341 "N[C@H](COc1cncc(\C=C\c2ccncc2)c1)Cc3c[nH]c4ccccc34" 4EA SMILES CACTVS 3.341 "N[CH](COc1cncc(C=Cc2ccncc2)c1)Cc3c[nH]c4ccccc34" 4EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)C[C@@H](COc3cc(cnc3)\C=C\c4ccncc4)N" 4EA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)CC(COc3cc(cnc3)C=Cc4ccncc4)N" 4EA InChI InChI 1.03 "InChI=1S/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2/b6-5+/t20-/m0/s1" 4EA InChIKey InChI 1.03 SGHXFHRRWFLILP-XJDXJNMNSA-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 4EA "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-(1H-indol-3-yl)-3-({5-[(E)-2-pyridin-4-ylethenyl]pyridin-3-yl}oxy)propan-2-amine" 4EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-(1H-indol-3-yl)-3-[5-[(E)-2-pyridin-4-ylethenyl]pyridin-3-yl]oxy-propan-2-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 4EA "Create component" 2005-12-23 RCSB 4EA "Modify descriptor" 2011-06-04 RCSB #