data_1N # _chem_comp.id 1N _chem_comp.name "1-[(1~{R},2~{R},4~{S},5~{S})-2,4-bis(4-carbamimidamidophenoxy)-5-[(4-carbamimidamidophenyl)amino]cyclohexyl]guanidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H37 N13 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-28 _chem_comp.pdbx_modified_date 2017-05-05 _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 587.679 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1N _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 5MIM _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 1N N13 N1 N 0 1 N N N 52.530 -36.085 -13.041 -1.146 5.737 1.448 N13 1N 1 1N C28 C1 C 0 1 N N N 51.748 -37.081 -12.611 -1.356 4.575 0.743 C28 1N 2 1N N12 N2 N 0 1 N N N 51.644 -38.212 -13.323 -2.405 4.457 -0.022 N12 1N 3 1N N11 N3 N 0 1 N N N 51.052 -36.957 -11.471 -0.460 3.538 0.845 N11 1N 4 1N C18 C2 C 0 1 N N R 51.069 -35.780 -10.590 -0.683 2.300 0.094 C18 1N 5 1N C10 C3 C 0 1 N N R 49.642 -35.439 -10.220 0.655 1.595 -0.138 C10 1N 6 1N C9 C4 C 0 1 N N N 49.645 -34.238 -9.251 0.421 0.303 -0.922 C9 1N 7 1N O2 O1 O 0 1 N N N 48.976 -35.132 -11.466 1.523 2.453 -0.881 O2 1N 8 1N C11 C5 C 0 1 Y N N 47.612 -35.061 -11.487 2.860 2.277 -0.710 C11 1N 9 1N C17 C6 C 0 1 Y N N 46.824 -35.691 -10.526 3.328 1.203 0.034 C17 1N 10 1N C16 C7 C 0 1 Y N N 45.436 -35.587 -10.589 4.686 1.024 0.208 C16 1N 11 1N C14 C8 C 0 1 Y N N 44.826 -34.869 -11.615 5.583 1.918 -0.361 C14 1N 12 1N C13 C9 C 0 1 Y N N 45.614 -34.240 -12.574 5.114 2.992 -1.105 C13 1N 13 1N C12 C10 C 0 1 Y N N 47.002 -34.343 -12.517 3.756 3.168 -1.283 C12 1N 14 1N N4 N4 N 0 1 N N N 43.502 -34.750 -11.690 6.961 1.737 -0.183 N4 1N 15 1N C15 C11 C 0 1 N N N 42.600 -35.747 -11.777 7.760 2.809 0.143 C15 1N 16 1N N6 N5 N 0 1 N N N 41.290 -35.447 -11.863 9.035 2.634 0.346 N6 1N 17 1N N5 N6 N 0 1 N N N 42.998 -37.030 -11.811 7.212 4.066 0.254 N5 1N 18 1N C19 C12 C 0 1 N N N 51.855 -36.112 -9.345 -1.613 1.382 0.890 C19 1N 19 1N C20 C13 C 0 1 N N S 51.894 -34.922 -8.389 -1.846 0.089 0.105 C20 1N 20 1N N7 N7 N 0 1 N N N 52.741 -35.274 -7.225 -2.736 -0.791 0.868 N7 1N 21 1N C21 C14 C 0 1 Y N N 53.949 -35.825 -7.415 -4.123 -0.638 0.769 C21 1N 22 1N C27 C15 C 0 1 Y N N 54.159 -37.184 -7.190 -4.967 -1.472 1.491 C27 1N 23 1N C26 C16 C 0 1 Y N N 55.411 -37.748 -7.410 -6.336 -1.321 1.394 C26 1N 24 1N C24 C17 C 0 1 Y N N 56.463 -36.954 -7.854 -6.869 -0.336 0.573 C24 1N 25 1N C23 C18 C 0 1 Y N N 56.256 -35.599 -8.086 -6.026 0.497 -0.149 C23 1N 26 1N C22 C19 C 0 1 Y N N 55.002 -35.037 -7.870 -4.657 0.351 -0.048 C22 1N 27 1N N8 N8 N 0 1 N N N 57.662 -37.491 -8.069 -8.259 -0.183 0.474 N8 1N 28 1N C25 C20 C 0 1 N N N 58.567 -37.758 -7.118 -8.821 0.252 -0.704 C25 1N 29 1N N10 N9 N 0 1 N N N 59.744 -38.304 -7.453 -8.076 0.412 -1.762 N10 1N 30 1N N9 N10 N 0 1 N N N 58.300 -37.475 -5.836 -10.169 0.517 -0.766 N9 1N 31 1N C8 C21 C 0 1 N N S 50.467 -34.544 -7.975 -0.508 -0.616 -0.126 C8 1N 32 1N O1 O2 O 0 1 N N N 50.522 -33.355 -7.164 -0.726 -1.823 -0.859 O1 1N 33 1N C5 C22 C 0 1 Y N N 50.274 -33.382 -5.817 0.227 -2.788 -0.757 C5 1N 34 1N C4 C23 C 0 1 Y N N 51.021 -32.518 -5.030 0.063 -3.997 -1.418 C4 1N 35 1N C3 C24 C 0 1 Y N N 50.842 -32.449 -3.655 1.031 -4.977 -1.315 C3 1N 36 1N C6 C25 C 0 1 Y N N 49.320 -34.195 -5.204 1.365 -2.561 0.003 C6 1N 37 1N C7 C26 C 0 1 Y N N 49.142 -34.131 -3.815 2.333 -3.540 0.106 C7 1N 38 1N C2 C27 C 0 1 Y N N 49.900 -33.256 -3.032 2.168 -4.752 -0.550 C2 1N 39 1N N3 N11 N 0 1 N N N 49.776 -33.152 -1.705 3.150 -5.745 -0.446 N3 1N 40 1N C1 C28 C 0 1 N N N 50.481 -33.886 -0.818 3.834 -5.915 0.736 C1 1N 41 1N N2 N12 N 0 1 N N N 50.333 -33.694 0.500 4.797 -6.891 0.839 N2 1N 42 1N N1 N13 N 0 1 N N N 51.320 -34.840 -1.249 3.568 -5.151 1.758 N1 1N 43 1N H1 H1 H 0 1 N N N 52.599 -35.239 -12.512 -0.366 5.825 2.017 H1 1N 44 1N H2 H2 H 0 1 N N N 53.045 -36.186 -13.892 -1.777 6.470 1.373 H2 1N 45 1N H3 H3 H 0 1 N N N 51.023 -38.869 -12.895 -2.553 3.638 -0.519 H3 1N 46 1N H4 H4 H 0 1 N N N 50.475 -37.727 -11.198 0.321 3.626 1.414 H4 1N 47 1N H5 H5 H 0 1 N N N 51.532 -34.925 -11.105 -1.141 2.536 -0.867 H5 1N 48 1N H6 H6 H 0 1 N N N 49.169 -36.302 -9.729 1.112 1.360 0.823 H6 1N 49 1N H7 H7 H 0 1 N N N 50.085 -33.368 -9.760 -0.036 0.538 -1.883 H7 1N 50 1N H8 H8 H 0 1 N N N 48.609 -34.008 -8.963 1.375 -0.200 -1.087 H8 1N 51 1N H9 H9 H 0 1 N N N 47.288 -36.259 -9.733 2.631 0.508 0.476 H9 1N 52 1N H10 H10 H 0 1 N N N 44.828 -36.067 -9.836 5.051 0.188 0.788 H10 1N 53 1N H11 H11 H 0 1 N N N 45.148 -33.670 -13.365 5.811 3.686 -1.551 H11 1N 54 1N H12 H12 H 0 1 N N N 47.608 -33.866 -13.272 3.391 4.003 -1.862 H12 1N 55 1N H13 H13 H 0 1 N N N 43.137 -33.819 -11.681 7.352 0.856 -0.291 H13 1N 56 1N H14 H14 H 0 1 N N N 41.130 -34.460 -11.852 9.435 1.763 0.197 H14 1N 57 1N H15 H15 H 0 1 N N N 43.972 -37.253 -11.772 6.263 4.196 0.103 H15 1N 58 1N H16 H16 H 0 1 N N N 42.320 -37.762 -11.876 7.775 4.821 0.484 H16 1N 59 1N H17 H17 H 0 1 N N N 51.382 -36.966 -8.838 -1.155 1.146 1.851 H17 1N 60 1N H18 H18 H 0 1 N N N 52.884 -36.379 -9.629 -2.566 1.884 1.055 H18 1N 61 1N H19 H19 H 0 1 N N N 52.342 -34.066 -8.915 -2.304 0.324 -0.855 H19 1N 62 1N H20 H20 H 0 1 N N N 52.887 -34.430 -6.709 -2.363 -1.479 1.441 H20 1N 63 1N H21 H21 H 0 1 N N N 53.345 -37.803 -6.843 -4.552 -2.239 2.129 H21 1N 64 1N H22 H22 H 0 1 N N N 55.566 -38.803 -7.236 -6.992 -1.970 1.955 H22 1N 65 1N H23 H23 H 0 1 N N N 57.070 -34.981 -8.435 -6.441 1.266 -0.784 H23 1N 66 1N H24 H24 H 0 1 N N N 54.845 -33.985 -8.056 -4.001 0.999 -0.609 H24 1N 67 1N H25 H25 H 0 1 N N N 57.906 -37.712 -9.013 -8.825 -0.384 1.236 H25 1N 68 1N H26 H26 H 0 1 N N N 60.330 -38.449 -6.656 -8.472 0.719 -2.592 H26 1N 69 1N H27 H27 H 0 1 N N N 58.979 -37.671 -5.129 -10.710 0.469 0.037 H27 1N 70 1N H28 H28 H 0 1 N N N 57.422 -37.068 -5.586 -10.578 0.754 -1.613 H28 1N 71 1N H29 H29 H 0 1 N N N 50.004 -35.378 -7.427 -0.050 -0.852 0.835 H29 1N 72 1N H30 H30 H 0 1 N N N 51.759 -31.884 -5.498 -0.821 -4.172 -2.012 H30 1N 73 1N H31 H31 H 0 1 N N N 51.438 -31.765 -3.068 0.904 -5.918 -1.829 H31 1N 74 1N H32 H32 H 0 1 N N N 48.721 -34.871 -5.797 1.494 -1.618 0.514 H32 1N 75 1N H33 H33 H 0 1 N N N 48.408 -34.767 -3.343 3.220 -3.362 0.698 H33 1N 76 1N H34 H34 H 0 1 N N N 49.119 -32.488 -1.347 3.348 -6.313 -1.207 H34 1N 77 1N H35 H35 H 0 1 N N N 50.845 -34.258 1.148 5.047 -7.411 0.059 H35 1N 78 1N H36 H36 H 0 1 N N N 49.711 -32.986 0.835 5.228 -7.060 1.692 H36 1N 79 1N H37 H37 H 0 1 N N N 51.760 -35.322 -0.491 4.050 -5.271 2.592 H37 1N 80 # 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 1N N12 C28 DOUB N N 1 1N N13 C28 SING N N 2 1N C28 N11 SING N N 3 1N C13 C12 DOUB Y N 4 1N C13 C14 SING Y N 5 1N C12 C11 SING Y N 6 1N N6 C15 DOUB N N 7 1N N5 C15 SING N N 8 1N C15 N4 SING N N 9 1N N4 C14 SING N N 10 1N C14 C16 DOUB Y N 11 1N C11 O2 SING N N 12 1N C11 C17 DOUB Y N 13 1N N11 C18 SING N N 14 1N O2 C10 SING N N 15 1N C18 C10 SING N N 16 1N C18 C19 SING N N 17 1N C16 C17 SING Y N 18 1N C10 C9 SING N N 19 1N C19 C20 SING N N 20 1N C9 C8 SING N N 21 1N C20 C8 SING N N 22 1N C20 N7 SING N N 23 1N C23 C22 DOUB Y N 24 1N C23 C24 SING Y N 25 1N N8 C24 SING N N 26 1N N8 C25 SING N N 27 1N C8 O1 SING N N 28 1N C22 C21 SING Y N 29 1N C24 C26 DOUB Y N 30 1N N10 C25 DOUB N N 31 1N C21 N7 SING N N 32 1N C21 C27 DOUB Y N 33 1N C26 C27 SING Y N 34 1N O1 C5 SING N N 35 1N C25 N9 SING N N 36 1N C5 C6 DOUB Y N 37 1N C5 C4 SING Y N 38 1N C6 C7 SING Y N 39 1N C4 C3 DOUB Y N 40 1N C7 C2 DOUB Y N 41 1N C3 C2 SING Y N 42 1N C2 N3 SING N N 43 1N N3 C1 SING N N 44 1N N1 C1 DOUB N N 45 1N C1 N2 SING N N 46 1N N13 H1 SING N N 47 1N N13 H2 SING N N 48 1N N12 H3 SING N N 49 1N N11 H4 SING N N 50 1N C18 H5 SING N N 51 1N C10 H6 SING N N 52 1N C9 H7 SING N N 53 1N C9 H8 SING N N 54 1N C17 H9 SING N N 55 1N C16 H10 SING N N 56 1N C13 H11 SING N N 57 1N C12 H12 SING N N 58 1N N4 H13 SING N N 59 1N N6 H14 SING N N 60 1N N5 H15 SING N N 61 1N N5 H16 SING N N 62 1N C19 H17 SING N N 63 1N C19 H18 SING N N 64 1N C20 H19 SING N N 65 1N N7 H20 SING N N 66 1N C27 H21 SING N N 67 1N C26 H22 SING N N 68 1N C23 H23 SING N N 69 1N C22 H24 SING N N 70 1N N8 H25 SING N N 71 1N N10 H26 SING N N 72 1N N9 H27 SING N N 73 1N N9 H28 SING N N 74 1N C8 H29 SING N N 75 1N C4 H30 SING N N 76 1N C3 H31 SING N N 77 1N C6 H32 SING N N 78 1N C7 H33 SING N N 79 1N N3 H34 SING N N 80 1N N2 H35 SING N N 81 1N N2 H36 SING N N 82 1N N1 H37 SING N N 83 # 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 1N InChI InChI 1.03 "InChI=1S/C28H37N13O2/c29-25(30)38-16-3-1-15(2-4-16)37-21-13-22(41-28(35)36)24(43-20-11-7-18(8-12-20)40-27(33)34)14-23(21)42-19-9-5-17(6-10-19)39-26(31)32/h1-12,21-24,37H,13-14H2,(H4,29,30,38)(H4,31,32,39)(H4,33,34,40)(H4,35,36,41)/t21-,22+,23-,24+/m0/s1" 1N InChIKey InChI 1.03 PKMXMBXOZUEHDV-UARRHKHWSA-N 1N SMILES_CANONICAL CACTVS 3.385 "NC(=N)N[C@@H]1C[C@H](Nc2ccc(NC(N)=N)cc2)[C@H](C[C@H]1Oc3ccc(NC(N)=N)cc3)Oc4ccc(NC(N)=N)cc4" 1N SMILES CACTVS 3.385 "NC(=N)N[CH]1C[CH](Nc2ccc(NC(N)=N)cc2)[CH](C[CH]1Oc3ccc(NC(N)=N)cc3)Oc4ccc(NC(N)=N)cc4" 1N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(/N)\Nc1ccc(cc1)N[C@H]2C[C@H]([C@@H](C[C@@H]2Oc3ccc(cc3)N/C(=N\[H])/N)Oc4ccc(cc4)N/C(=N/[H])/N)N/C(=N/[H])/N" 1N SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1NC2CC(C(CC2Oc3ccc(cc3)NC(=N)N)Oc4ccc(cc4)NC(=N)N)NC(=N)N)NC(=N)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 1N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[(1~{R},2~{R},4~{S},5~{S})-2,4-bis(4-carbamimidamidophenoxy)-5-[(4-carbamimidamidophenyl)amino]cyclohexyl]guanidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1N "Create component" 2016-11-28 EBI 1N "Initial release" 2017-05-10 RCSB #