data_KKS # _chem_comp.id KKS _chem_comp.name "3-hydroxy-5-[(naphthalen-1-yl)methyl]-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H17 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-01-02 _chem_comp.pdbx_modified_date 2019-04-26 _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 395.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KKS _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 6NEM _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 KKS C10 C1 C 0 1 Y N N 10.395 18.191 -18.323 -5.173 -3.010 -0.100 C10 KKS 1 KKS C11 C2 C 0 1 Y N N 9.211 18.776 -18.015 -4.170 -3.508 0.674 C11 KKS 2 KKS C12 C3 C 0 1 Y N N 9.010 19.356 -16.726 -2.881 -2.958 0.580 C12 KKS 3 KKS O01 O1 O 0 1 N N N 8.841 19.495 -9.072 -4.165 3.348 -0.027 O01 KKS 4 KKS C02 C4 C 0 1 N N N 9.498 20.100 -10.044 -2.910 2.823 -0.044 C02 KKS 5 KKS C03 C5 C 0 1 N N N 9.805 19.584 -11.275 -2.668 1.623 -0.676 C03 KKS 6 KKS C04 C6 C 0 1 N N N 10.537 20.415 -12.189 -1.369 1.105 -0.685 C04 KKS 7 KKS C05 C7 C 0 1 N N N 10.896 19.891 -13.492 -1.084 -0.206 -1.371 C05 KKS 8 KKS C06 C8 C 0 1 Y N N 9.807 19.901 -14.515 -1.355 -1.342 -0.418 C06 KKS 9 KKS C07 C9 C 0 1 Y N N 10.026 19.334 -15.768 -2.644 -1.891 -0.323 C07 KKS 10 KKS C08 C10 C 0 1 Y N N 11.242 18.731 -16.120 -3.705 -1.404 -1.106 C08 KKS 11 KKS C09 C11 C 0 1 Y N N 11.423 18.176 -17.364 -4.941 -1.961 -0.987 C09 KKS 12 KKS C13 C12 C 0 1 Y N N 7.751 19.954 -16.414 -1.820 -3.446 1.362 C13 KKS 13 KKS C14 C13 C 0 1 Y N N 7.558 20.516 -15.189 -0.584 -2.889 1.243 C14 KKS 14 KKS C15 C14 C 0 1 Y N N 8.598 20.484 -14.230 -0.352 -1.839 0.356 C15 KKS 15 KKS C16 C15 C 0 1 N N N 10.855 21.690 -11.776 -0.353 1.796 -0.067 C16 KKS 16 KKS C17 C16 C 0 1 Y N N 11.601 22.708 -12.524 1.018 1.249 -0.077 C17 KKS 17 KKS C18 C17 C 0 1 Y N N 11.220 23.093 -13.833 1.653 0.977 -1.293 C18 KKS 18 KKS C19 C18 C 0 1 Y N N 11.949 24.079 -14.504 2.933 0.472 -1.302 C19 KKS 19 KKS C20 C19 C 0 1 Y N N 13.063 24.690 -13.844 3.598 0.231 -0.098 C20 KKS 20 KKS C21 C20 C 0 1 Y N N 13.806 25.743 -14.545 4.974 -0.311 -0.109 C21 KKS 21 KKS N22 N1 N 0 1 Y N N 13.564 26.154 -15.863 5.741 -0.600 0.969 N22 KKS 22 KKS N23 N2 N 0 1 Y N N 14.443 27.179 -16.155 6.864 -1.054 0.523 N23 KKS 23 KKS N24 N3 N 0 1 Y N N 15.155 27.379 -15.106 6.833 -1.061 -0.763 N24 KKS 24 KKS N25 N4 N 0 1 Y N N 14.799 26.539 -14.073 5.696 -0.614 -1.172 N25 KKS 25 KKS C26 C21 C 0 1 Y N N 13.419 24.309 -12.515 2.964 0.503 1.116 C26 KKS 26 KKS C27 C22 C 0 1 Y N N 12.689 23.327 -11.869 1.684 1.008 1.127 C27 KKS 27 KKS N28 N5 N 0 1 N N N 10.538 22.186 -10.539 -0.603 2.989 0.559 N28 KKS 28 KKS C29 C23 C 0 1 N N N 9.845 21.453 -9.600 -1.846 3.506 0.580 C29 KKS 29 KKS O30 O2 O 0 1 N N N 9.585 21.979 -8.530 -2.051 4.573 1.138 O30 KKS 30 KKS H101 H1 H 0 0 N N N 10.546 17.742 -19.293 -6.162 -3.437 -0.028 H101 KKS 31 KKS H111 H2 H 0 0 N N N 8.418 18.803 -18.747 -4.365 -4.321 1.358 H111 KKS 32 KKS H011 H3 H 0 0 N N N 8.755 20.085 -8.333 -4.231 4.194 0.437 H011 KKS 33 KKS H031 H4 H 0 0 N N N 9.506 18.583 -11.550 -3.473 1.088 -1.158 H031 KKS 34 KKS H052 H5 H 0 0 N N N 11.226 18.850 -13.359 -1.725 -0.306 -2.247 H052 KKS 35 KKS H051 H6 H 0 0 N N N 11.731 20.493 -13.880 -0.039 -0.234 -1.681 H051 KKS 36 KKS H081 H7 H 0 0 N N N 12.049 18.702 -15.402 -3.540 -0.591 -1.798 H081 KKS 37 KKS H091 H8 H 0 0 N N N 12.371 17.721 -17.609 -5.754 -1.585 -1.590 H091 KKS 38 KKS H131 H9 H 0 0 N N N 6.957 19.960 -17.146 -1.985 -4.258 2.055 H131 KKS 39 KKS H141 H10 H 0 0 N N N 6.615 20.984 -14.950 0.229 -3.265 1.846 H141 KKS 40 KKS H151 H11 H 0 0 N N N 8.438 20.926 -13.258 0.638 -1.415 0.281 H151 KKS 41 KKS H181 H12 H 0 0 N N N 10.371 22.627 -14.310 1.138 1.163 -2.224 H181 KKS 42 KKS H191 H13 H 0 0 N N N 11.676 24.376 -15.506 3.423 0.262 -2.241 H191 KKS 43 KKS H221 H14 H 0 0 N N N 12.877 25.773 -16.482 5.494 -0.487 1.900 H221 KKS 44 KKS H261 H15 H 0 0 N N N 14.252 24.784 -12.018 3.479 0.316 2.047 H261 KKS 45 KKS H271 H16 H 0 0 N N N 12.951 23.033 -10.863 1.196 1.222 2.067 H271 KKS 46 KKS H281 H17 H 0 0 N N N 10.821 23.117 -10.308 0.123 3.465 0.991 H281 KKS 47 # # 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 KKS C10 C11 DOUB Y N 1 KKS C10 C09 SING Y N 2 KKS C11 C12 SING Y N 3 KKS C09 C08 DOUB Y N 4 KKS C12 C13 DOUB Y N 5 KKS C12 C07 SING Y N 6 KKS C13 C14 SING Y N 7 KKS N23 N22 SING Y N 8 KKS N23 N24 DOUB Y N 9 KKS C08 C07 SING Y N 10 KKS N22 C21 SING Y N 11 KKS C07 C06 DOUB Y N 12 KKS C14 C15 DOUB Y N 13 KKS N24 N25 SING Y N 14 KKS C21 N25 DOUB Y N 15 KKS C21 C20 SING N N 16 KKS C06 C15 SING Y N 17 KKS C06 C05 SING N N 18 KKS C19 C20 DOUB Y N 19 KKS C19 C18 SING Y N 20 KKS C20 C26 SING Y N 21 KKS C18 C17 DOUB Y N 22 KKS C05 C04 SING N N 23 KKS C17 C27 SING Y N 24 KKS C17 C16 SING N N 25 KKS C26 C27 DOUB Y N 26 KKS C04 C16 DOUB N N 27 KKS C04 C03 SING N N 28 KKS C16 N28 SING N N 29 KKS C03 C02 DOUB N N 30 KKS N28 C29 SING N N 31 KKS C02 C29 SING N N 32 KKS C02 O01 SING N N 33 KKS C29 O30 DOUB N N 34 KKS C10 H101 SING N N 35 KKS C11 H111 SING N N 36 KKS O01 H011 SING N N 37 KKS C03 H031 SING N N 38 KKS C05 H052 SING N N 39 KKS C05 H051 SING N N 40 KKS C08 H081 SING N N 41 KKS C09 H091 SING N N 42 KKS C13 H131 SING N N 43 KKS C14 H141 SING N N 44 KKS C15 H151 SING N N 45 KKS C18 H181 SING N N 46 KKS C19 H191 SING N N 47 KKS N22 H221 SING N N 48 KKS C26 H261 SING N N 49 KKS C27 H271 SING N N 50 KKS N28 H281 SING N N 51 # # 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 KKS SMILES ACDLabs 12.01 "c5cc4cccc(CC=1C=C(O)C(NC=1c2ccc(cc2)c3nnnn3)=O)c4cc5" KKS InChI InChI 1.03 "InChI=1S/C23H17N5O2/c29-20-13-18(12-17-6-3-5-14-4-1-2-7-19(14)17)21(24-23(20)30)15-8-10-16(11-9-15)22-25-27-28-26-22/h1-11,13,29H,12H2,(H,24,30)(H,25,26,27,28)" KKS InChIKey InChI 1.03 PRYYFLRFRLBODL-UHFFFAOYSA-N KKS SMILES_CANONICAL CACTVS 3.385 "OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)Cc4cccc5ccccc45" KKS SMILES CACTVS 3.385 "OC1=CC(=C(NC1=O)c2ccc(cc2)c3[nH]nnn3)Cc4cccc5ccccc45" KKS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)cccc2CC3=C(NC(=O)C(=C3)O)c4ccc(cc4)c5[nH]nnn5" KKS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)cccc2CC3=C(NC(=O)C(=C3)O)c4ccc(cc4)c5[nH]nnn5" # # 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 KKS "SYSTEMATIC NAME" ACDLabs 12.01 "3-hydroxy-5-[(naphthalen-1-yl)methyl]-6-[4-(1H-tetrazol-5-yl)phenyl]pyridin-2(1H)-one" KKS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(naphthalen-1-ylmethyl)-3-oxidanyl-6-[4-(1~{H}-1,2,3,4-tetrazol-5-yl)phenyl]-1~{H}-pyridin-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KKS "Create component" 2019-01-02 RCSB KKS "Initial release" 2019-05-01 RCSB ##