data_3KM # _chem_comp.id 3KM _chem_comp.name "3-({(2S)-3-[4-(2-aminoethyl)piperidin-1-yl]-2-[(naphthalen-2-ylsulfonyl)amino]-3-oxopropyl}oxy)benzenecarboximidamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-04 _chem_comp.pdbx_modified_date 2015-02-06 _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 523.647 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3KM _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 4R0I _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 3KM N1 N1 N 0 1 N N N 15.145 7.166 28.125 -0.542 -1.913 -0.731 N1 3KM 1 3KM N3 N3 N 0 1 N N N 13.149 13.723 25.698 6.824 -2.160 -1.653 N3 3KM 2 3KM C4 C4 C 0 1 Y N N 20.113 5.596 28.166 -5.692 -0.914 -0.238 C4 3KM 3 3KM C5 C5 C 0 1 Y N N 19.750 6.576 29.107 -4.837 -0.611 0.852 C5 3KM 4 3KM C6 C6 C 0 1 Y N N 20.780 7.341 29.716 -5.265 0.302 1.830 C6 3KM 5 3KM C7 C7 C 0 1 Y N N 19.112 4.830 27.571 -5.265 -1.827 -1.216 C7 3KM 6 3KM C8 C8 C 0 1 Y N N 17.763 5.021 27.903 -4.038 -2.407 -1.106 C8 3KM 7 3KM C10 C10 C 0 1 Y N N 18.389 6.780 29.429 -3.578 -1.230 0.932 C10 3KM 8 3KM C13 C13 C 0 1 N N N 13.568 7.115 26.379 1.015 -0.630 0.651 C13 3KM 9 3KM C15 C15 C 0 1 N N N 15.980 5.832 24.011 -0.128 2.600 -2.369 C15 3KM 10 3KM C17 C17 C 0 1 N N N 18.286 5.226 23.398 0.368 4.402 -0.712 C17 3KM 11 3KM C20 C20 C 0 1 Y N N 13.432 10.053 25.585 4.466 -1.452 -0.252 C20 3KM 12 3KM C21 C21 C 0 1 Y N N 13.762 11.374 25.259 5.700 -1.543 0.390 C21 3KM 13 3KM C22 C22 C 0 1 Y N N 14.505 11.642 24.084 5.790 -1.282 1.757 C22 3KM 14 3KM C24 C24 C 0 1 Y N N 14.600 9.297 23.602 3.438 -0.839 1.830 C24 3KM 15 3KM C26 C26 C 0 1 N N N 19.373 4.139 23.418 1.309 5.557 -0.365 C26 3KM 16 3KM C1 C1 C 0 1 Y N N 22.147 7.146 29.385 -6.491 0.882 1.719 C1 3KM 17 3KM O1 O1 O 0 1 N N N 13.507 7.723 25.087 2.135 -1.001 -0.154 O1 3KM 18 3KM S1 S1 S 0 1 N N N 15.763 6.193 29.211 -1.619 -2.884 0.069 S1 3KM 19 3KM C2 C2 C 0 1 Y N N 22.499 6.161 28.440 -7.332 0.585 0.649 C2 3KM 20 3KM N2 N2 N 0 1 N N N 16.558 6.952 24.747 -0.236 1.687 -1.223 N2 3KM 21 3KM O2 O2 O 0 1 N N N 16.772 8.360 26.477 0.373 -0.066 -2.440 O2 3KM 22 3KM C3 C3 C 0 1 Y N N 21.478 5.389 27.839 -6.953 -0.298 -0.315 C3 3KM 23 3KM O3 O3 O 0 1 N N N 15.585 6.838 30.546 -1.711 -4.086 -0.683 O3 3KM 24 3KM N4 N4 N 0 1 N N N 12.736 12.180 27.334 8.129 -2.006 0.261 N4 3KM 25 3KM O4 O4 O 0 1 N N N 14.972 4.924 29.090 -1.246 -2.852 1.440 O4 3KM 26 3KM N5 N5 N 0 1 N N N 18.697 3.313 21.221 1.676 7.412 1.191 N5 3KM 27 3KM C9 C9 C 0 1 Y N N 17.362 5.994 28.844 -3.198 -2.110 -0.035 C9 3KM 28 3KM C11 C11 C 0 1 N N S 15.011 6.752 26.750 -0.243 -0.574 -0.219 C11 3KM 29 3KM C12 C12 C 0 1 N N N 16.167 7.406 25.959 -0.013 0.366 -1.374 C12 3KM 30 3KM C14 C14 C 0 1 Y N N 13.854 9.013 24.772 3.339 -1.097 0.469 C14 3KM 31 3KM C16 C16 C 0 1 N N N 17.025 4.718 24.090 0.836 3.734 -2.007 C16 3KM 32 3KM C18 C18 C 0 1 N N N 18.748 6.507 24.105 0.377 3.378 0.425 C18 3KM 33 3KM C19 C19 C 0 1 N N N 17.669 7.580 24.023 -0.593 2.240 0.090 C19 3KM 34 3KM C23 C23 C 0 1 Y N N 14.941 10.613 23.256 4.660 -0.935 2.469 C23 3KM 35 3KM C25 C25 C 0 1 N N N 13.222 12.458 26.144 6.911 -1.917 -0.377 C25 3KM 36 3KM C27 C27 C 0 1 N N N 18.958 2.912 22.598 0.772 6.303 0.858 C27 3KM 37 3KM H1 H1 H 0 1 N N N 15.716 7.987 28.121 -0.107 -2.233 -1.537 H1 3KM 38 3KM H2 H2 H 0 1 N N N 12.711 14.329 26.361 7.617 -2.405 -2.155 H2 3KM 39 3KM H3 H3 H 0 1 N N N 20.517 8.089 30.449 -4.624 0.542 2.666 H3 3KM 40 3KM H4 H4 H 0 1 N N N 19.379 4.078 26.843 -5.906 -2.068 -2.052 H4 3KM 41 3KM H5 H5 H 0 1 N N N 17.012 4.408 27.427 -3.712 -3.109 -1.860 H5 3KM 42 3KM H6 H6 H 0 1 N N N 18.124 7.552 30.137 -2.916 -1.009 1.755 H6 3KM 43 3KM H7 H7 H 0 1 N N N 13.171 7.818 27.126 0.876 -1.366 1.443 H7 3KM 44 3KM H8 H8 H 0 1 N N N 12.957 6.200 26.375 1.194 0.350 1.094 H8 3KM 45 3KM H9 H9 H 0 1 N N N 15.794 6.113 22.964 0.254 2.057 -3.234 H9 3KM 46 3KM H10 H10 H 0 1 N N N 15.037 5.510 24.477 -1.109 3.015 -2.600 H10 3KM 47 3KM H11 H11 H 0 1 N N N 18.046 5.466 22.352 -0.643 4.786 -0.847 H11 3KM 48 3KM H12 H12 H 0 1 N N N 12.849 9.845 26.470 4.390 -1.653 -1.311 H12 3KM 49 3KM H13 H13 H 0 1 N N N 14.738 12.665 23.826 6.744 -1.352 2.258 H13 3KM 50 3KM H14 H14 H 0 1 N N N 14.913 8.484 22.963 2.557 -0.562 2.391 H14 3KM 51 3KM H15 H15 H 0 1 N N N 19.550 3.830 24.459 2.302 5.164 -0.144 H15 3KM 52 3KM H16 H16 H 0 1 N N N 20.300 4.554 22.996 1.371 6.242 -1.211 H16 3KM 53 3KM H17 H17 H 0 1 N N N 22.911 7.748 29.854 -6.818 1.584 2.473 H17 3KM 54 3KM H18 H18 H 0 1 N N N 23.534 5.998 28.179 -8.300 1.060 0.585 H18 3KM 55 3KM H19 H19 H 0 1 N N N 21.742 4.629 27.119 -7.615 -0.519 -1.140 H19 3KM 56 3KM H20 H20 H 0 1 N N N 12.323 12.904 27.887 8.922 -2.251 -0.242 H20 3KM 57 3KM H21 H21 H 0 1 N N N 12.780 11.245 27.686 8.194 -1.825 1.211 H21 3KM 58 3KM H22 H22 H 0 1 N N N 18.426 2.513 20.686 1.343 7.921 1.996 H22 3KM 59 3KM H23 H23 H 0 1 N N N 17.961 3.989 21.205 2.618 7.080 1.337 H23 3KM 60 3KM H25 H25 H 0 1 N N N 15.122 5.660 26.681 -1.082 -0.217 0.378 H25 3KM 61 3KM H26 H26 H 0 1 N N N 16.653 3.817 23.580 1.838 3.328 -1.865 H26 3KM 62 3KM H27 H27 H 0 1 N N N 17.243 4.481 25.142 0.852 4.469 -2.811 H27 3KM 63 3KM H28 H28 H 0 1 N N N 18.956 6.283 25.162 1.383 2.976 0.544 H28 3KM 64 3KM H29 H29 H 0 1 N N N 19.664 6.877 23.622 0.066 3.861 1.352 H29 3KM 65 3KM H30 H30 H 0 1 N N N 17.992 8.510 24.515 -1.612 2.626 0.060 H30 3KM 66 3KM H31 H31 H 0 1 N N N 17.396 7.793 22.979 -0.517 1.461 0.848 H31 3KM 67 3KM H32 H32 H 0 1 N N N 15.525 10.821 22.372 4.731 -0.733 3.527 H32 3KM 68 3KM H33 H33 H 0 1 N N N 18.047 2.473 23.031 -0.220 6.697 0.636 H33 3KM 69 3KM H34 H34 H 0 1 N N N 19.768 2.168 22.616 0.711 5.618 1.703 H34 3KM 70 # 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 3KM N5 C27 SING N N 1 3KM C27 C26 SING N N 2 3KM C23 C24 DOUB Y N 3 3KM C23 C22 SING Y N 4 3KM C17 C26 SING N N 5 3KM C17 C16 SING N N 6 3KM C17 C18 SING N N 7 3KM C24 C14 SING Y N 8 3KM C15 C16 SING N N 9 3KM C15 N2 SING N N 10 3KM C19 C18 SING N N 11 3KM C19 N2 SING N N 12 3KM C22 C21 DOUB Y N 13 3KM N2 C12 SING N N 14 3KM C14 O1 SING N N 15 3KM C14 C20 DOUB Y N 16 3KM O1 C13 SING N N 17 3KM C21 C20 SING Y N 18 3KM C21 C25 SING N N 19 3KM N3 C25 DOUB N N 20 3KM C12 O2 DOUB N N 21 3KM C12 C11 SING N N 22 3KM C25 N4 SING N N 23 3KM C13 C11 SING N N 24 3KM C11 N1 SING N N 25 3KM C7 C8 DOUB Y N 26 3KM C7 C4 SING Y N 27 3KM C3 C4 DOUB Y N 28 3KM C3 C2 SING Y N 29 3KM C8 C9 SING Y N 30 3KM N1 S1 SING N N 31 3KM C4 C5 SING Y N 32 3KM C2 C1 DOUB Y N 33 3KM C9 S1 SING N N 34 3KM C9 C10 DOUB Y N 35 3KM O4 S1 DOUB N N 36 3KM C5 C10 SING Y N 37 3KM C5 C6 DOUB Y N 38 3KM S1 O3 DOUB N N 39 3KM C1 C6 SING Y N 40 3KM N1 H1 SING N N 41 3KM N3 H2 SING N N 42 3KM C6 H3 SING N N 43 3KM C7 H4 SING N N 44 3KM C8 H5 SING N N 45 3KM C10 H6 SING N N 46 3KM C13 H7 SING N N 47 3KM C13 H8 SING N N 48 3KM C15 H9 SING N N 49 3KM C15 H10 SING N N 50 3KM C17 H11 SING N N 51 3KM C20 H12 SING N N 52 3KM C22 H13 SING N N 53 3KM C24 H14 SING N N 54 3KM C26 H15 SING N N 55 3KM C26 H16 SING N N 56 3KM C1 H17 SING N N 57 3KM C2 H18 SING N N 58 3KM C3 H19 SING N N 59 3KM N4 H20 SING N N 60 3KM N4 H21 SING N N 61 3KM N5 H22 SING N N 62 3KM N5 H23 SING N N 63 3KM C11 H25 SING N N 64 3KM C16 H26 SING N N 65 3KM C16 H27 SING N N 66 3KM C18 H28 SING N N 67 3KM C18 H29 SING N N 68 3KM C19 H30 SING N N 69 3KM C19 H31 SING N N 70 3KM C23 H32 SING N N 71 3KM C27 H33 SING N N 72 3KM C27 H34 SING N N 73 # 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 3KM SMILES ACDLabs 12.01 "O=C(N1CCC(CCN)CC1)C(NS(=O)(=O)c3cc2ccccc2cc3)COc4cc(C(=[N@H])N)ccc4" 3KM InChI InChI 1.03 "InChI=1S/C27H33N5O4S/c28-13-10-19-11-14-32(15-12-19)27(33)25(18-36-23-7-3-6-22(16-23)26(29)30)31-37(34,35)24-9-8-20-4-1-2-5-21(20)17-24/h1-9,16-17,19,25,31H,10-15,18,28H2,(H3,29,30)/t25-/m0/s1" 3KM InChIKey InChI 1.03 LNOODAVJDWKXFO-VWLOTQADSA-N 3KM SMILES_CANONICAL CACTVS 3.385 "NCC[C@H]1CCN(CC1)C(=O)[C@H](COc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3" 3KM SMILES CACTVS 3.385 "NCC[CH]1CCN(CC1)C(=O)[CH](COc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3" 3KM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1cccc(c1)OC[C@@H](C(=O)N2CCC(CC2)CCN)NS(=O)(=O)c3ccc4ccccc4c3)/N" 3KM SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)S(=O)(=O)NC(COc3cccc(c3)C(=N)N)C(=O)N4CCC(CC4)CCN" # 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 3KM "SYSTEMATIC NAME" ACDLabs 12.01 "3-({(2S)-3-[4-(2-aminoethyl)piperidin-1-yl]-2-[(naphthalen-2-ylsulfonyl)amino]-3-oxopropyl}oxy)benzenecarboximidamide" 3KM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(2S)-3-[4-(2-azanylethyl)piperidin-1-yl]-2-(naphthalen-2-ylsulfonylamino)-3-oxidanylidene-propoxy]benzenecarboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3KM "Create component" 2014-09-04 PDBJ 3KM "Initial release" 2015-02-11 RCSB #