data_4X4 # _chem_comp.id 4X4 _chem_comp.name "N-[2-(2-methoxy-1H-dipyrido[2,3-a:3',2'-e]pyrrolizin-11-yl)ethyl]furan-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-28 _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 374.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4X4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3OX3 _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 4X4 N1 N1 N 0 1 N N N 25.811 -14.019 -15.263 1.492 -2.664 -0.315 N1 4X4 1 4X4 O1 O1 O 0 1 Y N N 28.424 -20.173 -17.302 -5.461 0.173 -1.042 O1 4X4 2 4X4 C2 C2 C 0 1 N N N 24.706 -14.616 -14.775 1.814 -1.319 -0.235 C2 4X4 3 4X4 N2 N2 N 0 1 Y N N 22.774 -14.830 -13.597 3.163 0.456 0.172 N2 4X4 4 4X4 O2 O2 O 0 1 N N N 25.273 -20.610 -15.942 -3.405 0.072 1.889 O2 4X4 5 4X4 C3 C3 C 0 1 N N N 23.812 -13.977 -13.908 3.108 -0.933 0.181 C3 4X4 6 4X4 N3 N3 N 0 1 Y N N 21.739 -18.150 -14.326 1.132 3.304 -0.543 N3 4X4 7 4X4 O3 O3 O 0 1 N N N 27.182 -12.136 -15.348 2.091 -4.919 -0.077 O3 4X4 8 4X4 C4 C4 C 0 1 N N N 24.027 -12.669 -13.494 4.037 -1.905 0.502 C4 4X4 9 4X4 N4 N4 N 0 1 N N N 26.523 -18.759 -15.791 -2.654 0.029 -0.201 N4 4X4 10 4X4 C5 C5 C 0 1 N N N 25.179 -12.050 -13.990 3.681 -3.250 0.411 C5 4X4 11 4X4 C6 C6 C 0 1 N N N 26.046 -12.737 -14.871 2.418 -3.610 0.005 C6 4X4 12 4X4 C7 C7 C 0 1 N N N 24.196 -15.999 -15.038 1.099 -0.166 -0.489 C7 4X4 13 4X4 C8 C8 C 0 1 Y N N 22.975 -16.020 -14.220 1.944 0.929 -0.234 C8 4X4 14 4X4 C10 C10 C 0 1 Y N N 21.583 -14.795 -12.775 4.018 1.508 0.432 C10 4X4 15 4X4 C11 C11 C 0 1 Y N N 21.121 -16.171 -13.066 3.359 2.692 0.195 C11 4X4 16 4X4 C12 C12 C 0 1 Y N N 21.957 -16.876 -13.922 1.997 2.335 -0.243 C12 4X4 17 4X4 C14 C14 C 0 1 Y N N 20.641 -18.761 -13.851 1.472 4.568 -0.454 C14 4X4 18 4X4 C15 C15 C 0 1 Y N N 19.753 -18.103 -12.982 2.742 4.978 -0.048 C15 4X4 19 4X4 C16 C16 C 0 1 Y N N 19.978 -16.784 -12.576 3.697 4.063 0.280 C16 4X4 20 4X4 C17 C17 C 0 1 N N N 24.621 -17.214 -15.822 -0.331 -0.093 -0.958 C17 4X4 21 4X4 C18 C18 C 0 1 N N N 25.616 -17.989 -14.961 -1.263 -0.042 0.254 C18 4X4 22 4X4 C20 C20 C 0 1 N N N 26.358 -20.057 -16.051 -3.655 0.083 0.698 C20 4X4 23 4X4 C21 C21 C 0 1 Y N N 27.559 -20.839 -16.475 -5.048 0.154 0.242 C21 4X4 24 4X4 C22 C22 C 0 1 Y N N 28.013 -22.123 -16.188 -6.152 0.213 1.043 C22 4X4 25 4X4 C23 C23 C 0 1 Y N N 29.215 -22.303 -16.858 -7.266 0.269 0.190 C23 4X4 26 4X4 C24 C24 C 0 1 Y N N 29.521 -21.139 -17.550 -6.798 0.242 -1.077 C24 4X4 27 4X4 C28 C28 C 0 1 N N N 28.291 -12.019 -14.444 0.763 -5.231 -0.504 C28 4X4 28 4X4 H4 H4 H 0 1 N N N 23.345 -12.160 -12.829 5.030 -1.625 0.821 H4 4X4 29 4X4 HN4 HN4 H 0 1 N N N 27.313 -18.293 -16.189 -2.853 0.037 -1.151 HN4 4X4 30 4X4 H5 H5 H 0 1 N N N 25.409 -11.036 -13.697 4.403 -4.014 0.661 H5 4X4 31 4X4 H10 H10 H 0 1 N N N 21.167 -14.017 -12.152 5.041 1.417 0.767 H10 4X4 32 4X4 H14 H14 H 0 1 N N N 20.436 -19.780 -14.143 0.740 5.321 -0.707 H14 4X4 33 4X4 H15 H15 H 0 1 N N N 18.880 -18.627 -12.621 2.970 6.032 0.007 H15 4X4 34 4X4 H16 H16 H 0 1 N N N 19.297 -16.269 -11.915 4.681 4.375 0.596 H16 4X4 35 4X4 H17 H17 H 0 1 N N N 23.747 -17.842 -16.050 -0.470 0.804 -1.561 H17 4X4 36 4X4 H17A H17A H 0 0 N N N 25.094 -16.909 -16.767 -0.562 -0.973 -1.558 H17A 4X4 37 4X4 H18 H18 H 0 1 N N N 25.063 -18.674 -14.302 -1.032 0.838 0.854 H18 4X4 38 4X4 H18A H18A H 0 0 N N N 26.198 -17.278 -14.357 -1.124 -0.939 0.858 H18A 4X4 39 4X4 H22 H22 H 0 1 N N N 27.519 -22.848 -15.558 -6.166 0.215 2.123 H22 4X4 40 4X4 H23 H23 H 0 1 N N N 29.814 -23.201 -16.843 -8.302 0.324 0.491 H23 4X4 41 4X4 H24 H24 H 0 1 N N N 30.397 -20.968 -18.158 -7.403 0.273 -1.972 H24 4X4 42 4X4 H28 H28 H 0 1 N N N 29.129 -11.521 -14.954 0.633 -6.313 -0.526 H28 4X4 43 4X4 H28A H28A H 0 0 N N N 27.989 -11.425 -13.569 0.046 -4.793 0.190 H28A 4X4 44 4X4 H28B H28B H 0 0 N N N 28.604 -13.021 -14.116 0.598 -4.824 -1.502 H28B 4X4 45 4X4 HN1 HN1 H 0 1 N N N 26.431 -14.497 -15.886 0.603 -2.933 -0.595 HN1 4X4 46 # 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 4X4 N1 C6 SING N N 1 4X4 N1 C2 SING N N 2 4X4 C24 O1 SING Y N 3 4X4 O1 C21 SING Y N 4 4X4 C7 C2 DOUB N N 5 4X4 C2 C3 SING N N 6 4X4 C8 N2 SING Y N 7 4X4 C3 N2 SING N N 8 4X4 N2 C10 SING Y N 9 4X4 C20 O2 DOUB N N 10 4X4 C3 C4 DOUB N N 11 4X4 N3 C12 SING Y N 12 4X4 N3 C14 DOUB Y N 13 4X4 O3 C6 SING N N 14 4X4 O3 C28 SING N N 15 4X4 C5 C4 SING N N 16 4X4 C4 H4 SING N N 17 4X4 C20 N4 SING N N 18 4X4 N4 C18 SING N N 19 4X4 N4 HN4 SING N N 20 4X4 C6 C5 DOUB N N 21 4X4 C5 H5 SING N N 22 4X4 C17 C7 SING N N 23 4X4 C7 C8 SING N N 24 4X4 C8 C12 DOUB Y N 25 4X4 C11 C10 DOUB Y N 26 4X4 C10 H10 SING N N 27 4X4 C12 C11 SING Y N 28 4X4 C11 C16 SING Y N 29 4X4 C14 C15 SING Y N 30 4X4 C14 H14 SING N N 31 4X4 C15 C16 DOUB Y N 32 4X4 C15 H15 SING N N 33 4X4 C16 H16 SING N N 34 4X4 C17 C18 SING N N 35 4X4 C17 H17 SING N N 36 4X4 C17 H17A SING N N 37 4X4 C18 H18 SING N N 38 4X4 C18 H18A SING N N 39 4X4 C21 C20 SING N N 40 4X4 C21 C22 DOUB Y N 41 4X4 C23 C22 SING Y N 42 4X4 C22 H22 SING N N 43 4X4 C24 C23 DOUB Y N 44 4X4 C23 H23 SING N N 45 4X4 C24 H24 SING N N 46 4X4 C28 H28 SING N N 47 4X4 C28 H28A SING N N 48 4X4 C28 H28B SING N N 49 4X4 N1 HN1 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 4X4 SMILES ACDLabs 12.01 "O=C(NCCC4=C1C(=CC=C(OC)N1)n3cc2cccnc2c34)c5occc5" 4X4 SMILES_CANONICAL CACTVS 3.370 "COC1=CC=C2n3cc4cccnc4c3C(=C2N1)CCNC(=O)c5occc5" 4X4 SMILES CACTVS 3.370 "COC1=CC=C2n3cc4cccnc4c3C(=C2N1)CCNC(=O)c5occc5" 4X4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1ccc2c([nH]1)c(c3n2cc4c3nccc4)CCNC(=O)c5ccco5" 4X4 SMILES "OpenEye OEToolkits" 1.7.0 "COc1ccc2c([nH]1)c(c3n2cc4c3nccc4)CCNC(=O)c5ccco5" 4X4 InChI InChI 1.03 "InChI=1S/C21H18N4O3/c1-27-17-7-6-15-19(24-17)14(8-10-23-21(26)16-5-3-11-28-16)20-18-13(12-25(15)20)4-2-9-22-18/h2-7,9,11-12,24H,8,10H2,1H3,(H,23,26)" 4X4 InChIKey InChI 1.03 WIMLBKFZRMRSHL-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 4X4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-(2-methoxy-1H-dipyrido[2,3-a:3',2'-e]pyrrolizin-11-yl)ethyl]furan-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4X4 "Create component" 2010-09-28 RCSB 4X4 "Modify aromatic_flag" 2011-06-04 RCSB 4X4 "Modify descriptor" 2011-06-04 RCSB #