data_N4A # _chem_comp.id N4A _chem_comp.name "4,4'-[{3-[(naphthalen-2-ylsulfonyl)amino]pyridine-2,6-diyl}bis(oxy)]dibenzenecarboximidamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H24 N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-09 _chem_comp.pdbx_modified_date 2014-03-14 _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 552.604 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N4A _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 4JYT _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 N4A O4 O4 O 0 1 N N N 17.975 64.132 19.821 -4.112 -0.967 -2.765 O4 N4A 1 N4A S1 S1 S 0 1 N N N 16.989 64.592 20.776 -3.953 0.377 -2.329 S1 N4A 2 N4A O3 O3 O 0 1 N N N 17.756 65.422 21.650 -4.542 1.485 -2.996 O3 N4A 3 N4A C18 C18 C 0 1 Y N N 15.913 65.613 20.173 -4.532 0.432 -0.666 C18 N4A 4 N4A C23 C23 C 0 1 Y N N 15.337 66.658 20.911 -4.966 1.643 -0.130 C23 N4A 5 N4A C22 C22 C 0 1 Y N N 14.446 67.548 20.302 -5.419 1.720 1.151 C22 N4A 6 N4A C21 C21 C 0 1 Y N N 14.159 67.403 18.954 -5.451 0.563 1.948 C21 N4A 7 N4A C27 C27 C 0 1 Y N N 13.279 68.280 18.314 -5.913 0.604 3.275 C27 N4A 8 N4A C26 C26 C 0 1 Y N N 13.013 68.118 16.961 -5.929 -0.537 4.017 C26 N4A 9 N4A C25 C25 C 0 1 Y N N 13.625 67.106 16.249 -5.495 -1.748 3.482 C25 N4A 10 N4A C24 C24 C 0 1 Y N N 14.499 66.236 16.888 -5.041 -1.825 2.201 C24 N4A 11 N4A C20 C20 C 0 1 Y N N 14.765 66.385 18.229 -5.009 -0.668 1.403 C20 N4A 12 N4A C19 C19 C 0 1 Y N N 15.651 65.505 18.821 -4.554 -0.710 0.075 C19 N4A 13 N4A N2 N2 N 0 1 N N N 16.836 63.517 21.905 -2.323 0.666 -2.291 N2 N4A 14 N4A C1 C1 C 0 1 Y N N 16.192 63.519 23.081 -1.464 -0.246 -1.662 C1 N4A 15 N4A C2 C2 C 0 1 Y N N 16.550 62.411 23.797 -0.338 0.204 -0.974 C2 N4A 16 N4A O1 O1 O 0 1 N N N 17.498 61.634 23.185 -0.073 1.534 -0.914 O1 N4A 17 N4A C7 C7 C 0 1 Y N N 18.165 60.689 23.903 1.105 1.926 -0.364 C7 N4A 18 N4A C12 C12 C 0 1 Y N N 18.221 59.380 23.428 1.529 1.368 0.836 C12 N4A 19 N4A C11 C11 C 0 1 Y N N 18.883 58.422 24.181 2.724 1.763 1.396 C11 N4A 20 N4A C10 C10 C 0 1 Y N N 19.470 58.789 25.399 3.509 2.724 0.757 C10 N4A 21 N4A C28 C28 C 0 1 N N N 20.178 57.735 26.168 4.793 3.151 1.355 C28 N4A 22 N4A N4 N4 N 0 1 N N N 20.798 57.998 27.308 5.511 4.179 0.785 N4 N4A 23 N4A N3 N3 N 0 1 N N N 20.160 56.576 25.699 5.245 2.553 2.422 N3 N4A 24 N4A C9 C9 C 0 1 Y N N 19.408 60.100 25.870 3.080 3.282 -0.449 C9 N4A 25 N4A C8 C8 C 0 1 Y N N 18.748 61.054 25.121 1.887 2.878 -1.006 C8 N4A 26 N4A C5 C5 C 0 1 Y N N 15.236 64.398 23.577 -1.726 -1.610 -1.711 C5 N4A 27 N4A C4 C4 C 0 1 Y N N 14.667 64.108 24.811 -0.850 -2.475 -1.075 C4 N4A 28 N4A C3 C3 C 0 1 Y N N 15.050 62.961 25.528 0.254 -1.958 -0.413 C3 N4A 29 N4A N1 N1 N 0 1 Y N N 15.990 62.128 25.003 0.475 -0.653 -0.379 N1 N4A 30 N4A O2 O2 O 0 1 N N N 14.491 62.675 26.765 1.116 -2.800 0.212 O2 N4A 31 N4A C6 C6 C 0 1 Y N N 14.726 63.516 27.837 2.444 -2.529 0.131 C6 N4A 32 N4A C17 C17 C 0 1 Y N N 14.885 63.028 29.145 3.352 -3.282 0.865 C17 N4A 33 N4A C16 C16 C 0 1 Y N N 15.114 63.929 30.211 4.700 -3.009 0.785 C16 N4A 34 N4A C15 C15 C 0 1 Y N N 15.178 65.313 29.979 5.154 -1.975 -0.036 C15 N4A 35 N4A C29 C29 C 0 1 N N N 15.400 66.354 31.045 6.600 -1.680 -0.125 C29 N4A 36 N4A N6 N6 N 0 1 N N N 15.960 67.450 30.727 7.461 -2.452 0.476 N6 N4A 37 N4A N5 N5 N 0 1 N N N 14.982 66.168 32.302 7.038 -0.588 -0.843 N5 N4A 38 N4A C14 C14 C 0 1 Y N N 15.011 65.782 28.687 4.239 -1.220 -0.772 C14 N4A 39 N4A C13 C13 C 0 1 Y N N 14.793 64.903 27.639 2.893 -1.502 -0.691 C13 N4A 40 N4A H1 H1 H 0 1 N N N 15.583 66.776 21.956 -4.943 2.533 -0.740 H1 N4A 41 N4A H2 H2 H 0 1 N N N 13.987 68.339 20.876 -5.752 2.665 1.553 H2 N4A 42 N4A H3 H3 H 0 1 N N N 12.809 69.079 18.868 -6.252 1.535 3.704 H3 N4A 43 N4A H4 H4 H 0 1 N N N 12.325 68.786 16.464 -6.285 -0.503 5.037 H4 N4A 44 N4A H5 H5 H 0 1 N N N 13.424 66.991 15.194 -5.517 -2.639 4.092 H5 N4A 45 N4A H6 H6 H 0 1 N N N 14.971 65.441 16.330 -4.707 -2.771 1.799 H6 N4A 46 N4A H7 H7 H 0 1 N N N 16.134 64.740 18.232 -4.218 -1.642 -0.355 H7 N4A 47 N4A H8 H8 H 0 1 N N N 16.441 62.733 21.426 -1.963 1.467 -2.703 H8 N4A 48 N4A H9 H9 H 0 1 N N N 17.757 59.116 22.489 0.922 0.624 1.330 H9 N4A 49 N4A H10 H10 H 0 1 N N N 18.946 57.402 23.832 3.053 1.330 2.329 H10 N4A 50 N4A H11 H11 H 0 1 N N N 21.260 57.265 27.806 5.175 4.624 -0.009 H11 N4A 51 N4A H12 H12 H 0 1 N N N 20.804 58.930 27.671 6.353 4.459 1.178 H12 N4A 52 N4A H13 H13 H 0 1 N N N 20.653 55.929 26.281 6.120 2.782 2.772 H13 N4A 53 N4A H14 H14 H 0 1 N N N 19.870 60.366 26.809 3.685 4.026 -0.946 H14 N4A 54 N4A H15 H15 H 0 1 N N N 18.682 62.073 25.473 1.556 3.306 -1.941 H15 N4A 55 N4A H16 H16 H 0 1 N N N 14.945 65.277 23.021 -2.593 -1.987 -2.233 H16 N4A 56 N4A H17 H17 H 0 1 N N N 13.922 64.772 25.224 -1.024 -3.541 -1.094 H17 N4A 57 N4A H18 H18 H 0 1 N N N 14.832 61.966 29.336 3.000 -4.081 1.500 H18 N4A 58 N4A H19 H19 H 0 1 N N N 15.241 63.549 31.214 5.405 -3.594 1.357 H19 N4A 59 N4A H20 H20 H 0 1 N N N 16.023 68.077 31.503 8.410 -2.259 0.417 H20 N4A 60 N4A H21 H21 H 0 1 N N N 15.111 66.888 32.984 6.396 0.036 -1.216 H21 N4A 61 N4A H22 H22 H 0 1 N N N 14.541 65.309 32.560 7.988 -0.444 -0.976 H22 N4A 62 N4A H23 H23 H 0 1 N N N 15.051 66.844 28.494 4.587 -0.420 -1.408 H23 N4A 63 N4A H24 H24 H 0 1 N N N 14.671 65.297 26.641 2.185 -0.921 -1.264 H24 N4A 64 # 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 N4A C25 C24 DOUB Y N 1 N4A C25 C26 SING Y N 2 N4A C24 C20 SING Y N 3 N4A C26 C27 DOUB Y N 4 N4A C20 C19 DOUB Y N 5 N4A C20 C21 SING Y N 6 N4A C27 C21 SING Y N 7 N4A C19 C18 SING Y N 8 N4A C21 C22 DOUB Y N 9 N4A O4 S1 DOUB N N 10 N4A C18 S1 SING N N 11 N4A C18 C23 DOUB Y N 12 N4A C22 C23 SING Y N 13 N4A S1 O3 DOUB N N 14 N4A S1 N2 SING N N 15 N4A N2 C1 SING N N 16 N4A C1 C5 DOUB Y N 17 N4A C1 C2 SING Y N 18 N4A O1 C2 SING N N 19 N4A O1 C7 SING N N 20 N4A C12 C7 DOUB Y N 21 N4A C12 C11 SING Y N 22 N4A C5 C4 SING Y N 23 N4A C2 N1 DOUB Y N 24 N4A C7 C8 SING Y N 25 N4A C11 C10 DOUB Y N 26 N4A C4 C3 DOUB Y N 27 N4A N1 C3 SING Y N 28 N4A C8 C9 DOUB Y N 29 N4A C10 C9 SING Y N 30 N4A C10 C28 SING N N 31 N4A C3 O2 SING N N 32 N4A N3 C28 DOUB N N 33 N4A C28 N4 SING N N 34 N4A O2 C6 SING N N 35 N4A C13 C6 DOUB Y N 36 N4A C13 C14 SING Y N 37 N4A C6 C17 SING Y N 38 N4A C14 C15 DOUB Y N 39 N4A C17 C16 DOUB Y N 40 N4A C15 C16 SING Y N 41 N4A C15 C29 SING N N 42 N4A N6 C29 DOUB N N 43 N4A C29 N5 SING N N 44 N4A C23 H1 SING N N 45 N4A C22 H2 SING N N 46 N4A C27 H3 SING N N 47 N4A C26 H4 SING N N 48 N4A C25 H5 SING N N 49 N4A C24 H6 SING N N 50 N4A C19 H7 SING N N 51 N4A N2 H8 SING N N 52 N4A C12 H9 SING N N 53 N4A C11 H10 SING N N 54 N4A N4 H11 SING N N 55 N4A N4 H12 SING N N 56 N4A N3 H13 SING N N 57 N4A C9 H14 SING N N 58 N4A C8 H15 SING N N 59 N4A C5 H16 SING N N 60 N4A C4 H17 SING N N 61 N4A C17 H18 SING N N 62 N4A C16 H19 SING N N 63 N4A N6 H20 SING N N 64 N4A N5 H21 SING N N 65 N4A N5 H22 SING N N 66 N4A C14 H23 SING N N 67 N4A C13 H24 SING N N 68 # 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 N4A SMILES ACDLabs 12.01 "O=S(=O)(c2cc1ccccc1cc2)Nc5ccc(Oc3ccc(C(=[N@H])N)cc3)nc5Oc4ccc(C(=[N@H])N)cc4" N4A InChI InChI 1.03 "InChI=1S/C29H24N6O4S/c30-27(31)19-5-10-22(11-6-19)38-26-16-15-25(29(34-26)39-23-12-7-20(8-13-23)28(32)33)35-40(36,37)24-14-9-18-3-1-2-4-21(18)17-24/h1-17,35H,(H3,30,31)(H3,32,33)" N4A InChIKey InChI 1.03 YVYNZHGMLLXWDD-UHFFFAOYSA-N N4A SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(Oc2ccc(N[S](=O)(=O)c3ccc4ccccc4c3)c(Oc5ccc(cc5)C(N)=N)n2)cc1" N4A SMILES CACTVS 3.385 "NC(=N)c1ccc(Oc2ccc(N[S](=O)(=O)c3ccc4ccccc4c3)c(Oc5ccc(cc5)C(N)=N)n2)cc1" N4A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc(cc1)Oc2ccc(c(n2)Oc3ccc(cc3)/C(=N\[H])/N)NS(=O)(=O)c4ccc5ccccc5c4)/N" N4A SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2cc(ccc2c1)S(=O)(=O)Nc3ccc(nc3Oc4ccc(cc4)C(=N)N)Oc5ccc(cc5)C(=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 N4A "SYSTEMATIC NAME" ACDLabs 12.01 "4,4'-[{3-[(naphthalen-2-ylsulfonyl)amino]pyridine-2,6-diyl}bis(oxy)]dibenzenecarboximidamide" N4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[6-(4-carbamimidoylphenoxy)-5-(naphthalen-2-ylsulfonylamino)pyridin-2-yl]oxybenzenecarboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N4A "Create component" 2013-09-09 PDBJ N4A "Initial release" 2014-03-19 RCSB #