data_KBK # _chem_comp.id KBK _chem_comp.name "[(R)-{2-[hydroxy(methyl)amino]-2-oxoethoxy}(4-methoxyphenyl)methyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 N O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-04 _chem_comp.pdbx_modified_date 2014-11-21 _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 305.221 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KBK _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 3VWH _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 KBK O9 O9 O 0 1 N N N 43.639 -6.626 -1.624 1.207 -2.959 -0.014 O9 KBK 1 KBK P8 P8 P 0 1 N N N 42.238 -6.613 -2.192 -0.130 -2.104 0.259 P8 KBK 2 KBK O11 O11 O 0 1 N N N 42.212 -6.450 -3.692 -1.300 -2.832 -0.280 O11 KBK 3 KBK O10 O10 O 0 1 N N N 41.518 -7.865 -1.722 -0.314 -1.888 1.843 O10 KBK 4 KBK C7 C7 C 0 1 N N R 41.259 -5.212 -1.565 0.008 -0.482 -0.563 C7 KBK 5 KBK O12 O12 O 0 1 N N N 40.849 -5.461 -0.211 -0.979 0.405 -0.034 O12 KBK 6 KBK C13 C13 C 0 1 N N N 39.790 -4.603 0.298 -2.309 0.127 -0.478 C13 KBK 7 KBK C14 C14 C 0 1 N N N 38.517 -4.684 -0.528 -3.242 1.194 0.034 C14 KBK 8 KBK N16 N16 N 0 1 N N N 37.994 -3.658 -1.199 -4.556 1.138 -0.262 N16 KBK 9 KBK C17 C17 C 0 1 N N N 38.527 -2.301 -1.302 -5.464 2.175 0.236 C17 KBK 10 KBK O18 O18 O 0 1 N N N 36.819 -3.943 -1.924 -5.059 0.077 -1.053 O18 KBK 11 KBK O15 O15 O 0 1 N N N 37.932 -5.723 -0.593 -2.812 2.102 0.712 O15 KBK 12 KBK C3 C3 C 0 1 Y N N 41.960 -3.893 -1.709 1.380 0.090 -0.320 C3 KBK 13 KBK C4 C4 C 0 1 Y N N 41.510 -2.978 -2.665 1.610 0.885 0.788 C4 KBK 14 KBK C5 C5 C 0 1 Y N N 42.137 -1.738 -2.815 2.868 1.410 1.013 C5 KBK 15 KBK C6 C6 C 0 1 Y N N 43.227 -1.374 -2.023 3.900 1.140 0.128 C6 KBK 16 KBK O19 O19 O 0 1 N N N 43.819 -0.134 -2.208 5.138 1.656 0.348 O19 KBK 17 KBK C20 C20 C 0 1 N N N 45.179 0.138 -1.886 6.153 1.335 -0.606 C20 KBK 18 KBK C1 C1 C 0 1 Y N N 43.673 -2.276 -1.053 3.667 0.342 -0.983 C1 KBK 19 KBK C2 C2 C 0 1 Y N N 43.045 -3.524 -0.899 2.409 -0.185 -1.201 C2 KBK 20 KBK H1 H1 H 0 1 N N N 44.268 -6.527 -2.329 1.340 -3.195 -0.943 H1 KBK 21 KBK H2 H2 H 0 1 N N N 41.172 -8.333 -2.473 -1.101 -1.379 2.082 H2 KBK 22 KBK H3 H3 H 0 1 N N N 40.365 -5.190 -2.205 -0.150 -0.604 -1.635 H3 KBK 23 KBK H4 H4 H 0 1 N N N 40.147 -3.563 0.292 -2.333 0.116 -1.567 H4 KBK 24 KBK H5 H5 H 0 1 N N N 39.559 -4.905 1.330 -2.623 -0.844 -0.097 H5 KBK 25 KBK H6 H6 H 0 1 N N N 39.438 -2.217 -0.692 -4.900 2.901 0.822 H6 KBK 26 KBK H7 H7 H 0 1 N N N 38.768 -2.081 -2.352 -5.938 2.677 -0.607 H7 KBK 27 KBK H8 H8 H 0 1 N N N 37.776 -1.584 -0.940 -6.228 1.717 0.864 H8 KBK 28 KBK H9 H9 H 0 1 N N N 36.584 -4.855 -1.801 -6.012 0.122 -1.212 H9 KBK 29 KBK H10 H10 H 0 1 N N N 40.669 -3.232 -3.294 0.806 1.095 1.477 H10 KBK 30 KBK H11 H11 H 0 1 N N N 41.770 -1.047 -3.559 3.046 2.032 1.879 H11 KBK 31 KBK H12 H12 H 0 1 N N N 45.409 1.187 -2.122 6.289 0.254 -0.643 H12 KBK 32 KBK H13 H13 H 0 1 N N N 45.345 -0.041 -0.813 5.855 1.698 -1.590 H13 KBK 33 KBK H14 H14 H 0 1 N N N 45.834 -0.522 -2.473 7.090 1.809 -0.312 H14 KBK 34 KBK H15 H15 H 0 1 N N N 44.506 -2.012 -0.418 4.470 0.130 -1.674 H15 KBK 35 KBK H16 H16 H 0 1 N N N 43.403 -4.210 -0.145 2.228 -0.810 -2.064 H16 KBK 36 # 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 KBK O11 P8 DOUB N N 1 KBK C5 C4 DOUB Y N 2 KBK C5 C6 SING Y N 3 KBK C4 C3 SING Y N 4 KBK O19 C6 SING N N 5 KBK O19 C20 SING N N 6 KBK P8 O10 SING N N 7 KBK P8 O9 SING N N 8 KBK P8 C7 SING N N 9 KBK C6 C1 DOUB Y N 10 KBK O18 N16 SING N N 11 KBK C3 C7 SING N N 12 KBK C3 C2 DOUB Y N 13 KBK C7 O12 SING N N 14 KBK C17 N16 SING N N 15 KBK N16 C14 SING N N 16 KBK C1 C2 SING Y N 17 KBK O15 C14 DOUB N N 18 KBK C14 C13 SING N N 19 KBK O12 C13 SING N N 20 KBK O9 H1 SING N N 21 KBK O10 H2 SING N N 22 KBK C7 H3 SING N N 23 KBK C13 H4 SING N N 24 KBK C13 H5 SING N N 25 KBK C17 H6 SING N N 26 KBK C17 H7 SING N N 27 KBK C17 H8 SING N N 28 KBK O18 H9 SING N N 29 KBK C4 H10 SING N N 30 KBK C5 H11 SING N N 31 KBK C20 H12 SING N N 32 KBK C20 H13 SING N N 33 KBK C20 H14 SING N N 34 KBK C1 H15 SING N N 35 KBK C2 H16 SING N N 36 # 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 KBK SMILES ACDLabs 12.01 "O=P(O)(O)C(OCC(=O)N(O)C)c1ccc(OC)cc1" KBK InChI InChI 1.03 "InChI=1S/C11H16NO7P/c1-12(14)10(13)7-19-11(20(15,16)17)8-3-5-9(18-2)6-4-8/h3-6,11,14H,7H2,1-2H3,(H2,15,16,17)/t11-/m1/s1" KBK InChIKey InChI 1.03 LUULKKFHGAQKEF-LLVKDONJSA-N KBK SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1)[C@H](OCC(=O)N(C)O)[P](O)(O)=O" KBK SMILES CACTVS 3.370 "COc1ccc(cc1)[CH](OCC(=O)N(C)O)[P](O)(O)=O" KBK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C(=O)CO[C@@H](c1ccc(cc1)OC)P(=O)(O)O)O" KBK SMILES "OpenEye OEToolkits" 1.7.6 "CN(C(=O)COC(c1ccc(cc1)OC)P(=O)(O)O)O" # 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 KBK "SYSTEMATIC NAME" ACDLabs 12.01 "[(R)-{2-[hydroxy(methyl)amino]-2-oxoethoxy}(4-methoxyphenyl)methyl]phosphonic acid" KBK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(R)-(4-methoxyphenyl)-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethoxy]methyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KBK "Create component" 2012-10-04 PDBJ KBK "Initial release" 2014-11-26 RCSB #