data_FXV # _chem_comp.id FXV _chem_comp.name "METHYL-3-(4'-N-OXOPYRIDYLPHENOYL)-3-METHYL-2-(M-AMIDINOBENZYL)-PROPIONATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FXV673 _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2002-01-31 _chem_comp.pdbx_modified_date 2021-03-01 _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 447.506 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FXV _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1KSN _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 FXV C1 C1 C 0 1 Y N N 6.643 0.247 17.881 6.943 0.654 0.943 C1 FXV 1 FXV C2 C2 C 0 1 Y N N 7.375 0.876 18.942 6.105 0.380 -0.142 C2 FXV 2 FXV C3 C3 C 0 1 Y N N 8.780 0.574 19.064 6.562 0.694 -1.425 C3 FXV 3 FXV C4 C4 C 0 1 Y N N 9.406 -0.331 18.145 7.814 1.254 -1.572 C4 FXV 4 FXV N1 N1 N 1 1 Y N N 8.694 -0.928 17.134 8.577 1.492 -0.521 N1 FXV 5 FXV C6 C6 C 0 1 Y N N 7.337 -0.642 17.007 8.183 1.210 0.707 C6 FXV 6 FXV C7 C7 C 0 1 Y N N 6.740 3.933 21.257 2.437 -0.346 -0.508 C7 FXV 7 FXV C8 C8 C 0 1 Y N N 5.363 3.697 21.685 2.262 -1.349 0.448 C8 FXV 8 FXV C9 C9 C 0 1 Y N N 4.693 2.519 21.194 3.350 -1.789 1.206 C9 FXV 9 FXV C10 C10 C 0 1 Y N N 5.345 1.604 20.314 4.593 -1.229 1.014 C10 FXV 10 FXV C11 C11 C 0 1 Y N N 6.695 1.825 19.882 4.766 -0.223 0.064 C11 FXV 11 FXV C12 C12 C 0 1 Y N N 7.370 2.997 20.370 3.680 0.217 -0.693 C12 FXV 12 FXV C13 C13 C 0 1 N N N 4.622 4.593 22.566 0.927 -1.950 0.653 C13 FXV 13 FXV N14 N14 N 0 1 N N N 5.099 5.852 22.616 -0.122 -1.525 -0.079 N14 FXV 14 FXV C15 C15 C 0 1 N N R 4.484 6.899 23.392 -1.445 -2.121 0.124 C15 FXV 15 FXV C16 C16 C 0 1 N N N 3.806 7.874 22.405 -1.565 -3.395 -0.713 C16 FXV 16 FXV C17 C17 C 0 1 N N R 5.589 7.556 24.301 -2.524 -1.125 -0.306 C17 FXV 17 FXV C18 C18 C 0 1 N N N 4.964 8.689 25.136 -2.406 0.131 0.519 C18 FXV 18 FXV O19 O19 O 0 1 N N N 3.860 8.264 25.808 -1.272 0.849 0.490 O19 FXV 19 FXV C20 C20 C 0 1 N N N 6.861 8.077 23.491 -3.906 -1.746 -0.094 C20 FXV 20 FXV C23 C23 C 0 1 Y N N 8.484 7.469 25.477 -5.525 0.136 0.194 C23 FXV 21 FXV C24 C24 C 0 1 Y N N 9.717 7.699 26.228 -6.500 1.000 -0.306 C24 FXV 22 FXV C25 C25 C 0 1 Y N N 10.609 8.759 25.789 -6.908 0.888 -1.635 C25 FXV 23 FXV C26 C26 C 0 1 Y N N 10.287 9.557 24.645 -6.342 -0.073 -2.449 C26 FXV 24 FXV C27 C27 C 0 1 Y N N 9.069 9.322 23.913 -5.372 -0.923 -1.948 C27 FXV 25 FXV C28 C28 C 0 1 Y N N 8.148 8.281 24.306 -4.963 -0.816 -0.631 C28 FXV 26 FXV C29 C29 C 0 1 N N N 10.058 6.889 27.400 -7.102 2.029 0.571 C29 FXV 27 FXV N30 N30 N 0 1 N N N 11.321 6.749 27.813 -8.035 2.849 0.092 N30 FXV 28 FXV N31 N31 N 1 1 N N N 9.074 6.275 28.081 -6.711 2.134 1.839 N31 FXV 29 FXV O32 O32 O 0 1 N N N 5.390 9.791 25.172 -3.333 0.492 1.206 O32 FXV 30 FXV O33 O33 O 0 1 N N N 3.616 4.231 23.205 0.776 -2.826 1.481 O33 FXV 31 FXV C34 C34 C 0 1 N N N 3.095 9.132 26.648 -1.159 2.059 1.285 C34 FXV 32 FXV O1 O1 O -1 1 N N N 9.287 -1.789 16.260 9.856 2.068 -0.717 O1 FXV 33 FXV H1 H1 H 0 1 N N N 5.567 0.443 17.740 6.627 0.427 1.951 H1 FXV 34 FXV H3 H3 H 0 1 N N N 9.380 1.038 19.865 5.943 0.502 -2.289 H3 FXV 35 FXV H4 H4 H 0 1 N N N 10.479 -0.578 18.219 8.175 1.499 -2.560 H4 FXV 36 FXV H6 H6 H 0 1 N N N 6.793 -1.137 16.185 8.840 1.421 1.539 H6 FXV 37 FXV H7 H7 H 0 1 N N N 7.303 4.816 21.603 1.597 -0.005 -1.094 H7 FXV 38 FXV H9 H9 H 0 1 N N N 3.654 2.312 21.500 3.216 -2.568 1.942 H9 FXV 39 FXV H10 H10 H 0 1 N N N 4.798 0.713 19.963 5.434 -1.568 1.600 H10 FXV 40 FXV H12 H12 H 0 1 N N N 8.409 3.185 20.052 3.815 0.997 -1.429 H12 FXV 41 FXV H14 H14 H 0 1 N N N 5.938 6.015 22.059 -0.001 -0.826 -0.740 H14 FXV 42 FXV H15 H15 H 0 1 N N N 3.691 6.529 24.083 -1.576 -2.365 1.179 H15 FXV 43 FXV H161 1H16 H 0 0 N N N 3.091 7.367 21.716 -0.796 -4.105 -0.406 H161 FXV 44 FXV H162 2H16 H 0 0 N N N 3.330 8.684 23.005 -2.549 -3.838 -0.562 H162 FXV 45 FXV H163 3H16 H 0 0 N N N 4.506 8.263 21.629 -1.434 -3.151 -1.767 H163 FXV 46 FXV H17 H17 H 0 1 N N N 5.974 6.756 24.975 -2.393 -0.880 -1.360 H17 FXV 47 FXV H201 1H20 H 0 0 N N N 6.604 9.018 22.950 -3.960 -2.700 -0.620 H201 FXV 48 FXV H202 2H20 H 0 0 N N N 7.064 7.398 22.630 -4.072 -1.909 0.971 H202 FXV 49 FXV H23 H23 H 0 1 N N N 7.796 6.670 25.799 -5.205 0.218 1.222 H23 FXV 50 FXV H25 H25 H 0 1 N N N 11.547 8.961 26.334 -7.665 1.551 -2.027 H25 FXV 51 FXV H26 H26 H 0 1 N N N 10.979 10.355 24.327 -6.657 -0.161 -3.478 H26 FXV 52 FXV H27 H27 H 0 1 N N N 8.838 9.950 23.036 -4.932 -1.672 -2.589 H27 FXV 53 FXV H301 1H30 H 0 0 N N N 11.709 7.682 27.954 -8.430 3.523 0.668 H301 FXV 54 FXV H302 2H30 H 0 0 N N N 11.558 6.185 28.629 -8.321 2.772 -0.832 H302 FXV 55 FXV H311 1H31 H 0 0 N N N 9.311 5.711 28.897 -6.031 1.536 2.188 H311 FXV 56 FXV H312 2H31 H 0 0 N N N 8.110 6.382 27.766 -7.105 2.808 2.415 H312 FXV 57 FXV H341 1H34 H 0 0 N N N 2.799 10.018 26.039 -0.174 2.502 1.134 H341 FXV 58 FXV H342 2H34 H 0 0 N N N 2.190 8.784 27.199 -1.927 2.768 0.978 H342 FXV 59 FXV H343 3H34 H 0 0 N N N 3.792 9.581 27.393 -1.290 1.815 2.339 H343 FXV 60 # # 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 FXV C1 C2 DOUB Y N 1 FXV C1 C6 SING Y N 2 FXV C1 H1 SING N N 3 FXV C2 C3 SING Y N 4 FXV C2 C11 SING Y N 5 FXV C3 C4 DOUB Y N 6 FXV C3 H3 SING N N 7 FXV C4 N1 SING Y N 8 FXV C4 H4 SING N N 9 FXV N1 C6 DOUB Y N 10 FXV N1 O1 SING N N 11 FXV C6 H6 SING N N 12 FXV C7 C8 DOUB Y N 13 FXV C7 C12 SING Y N 14 FXV C7 H7 SING N N 15 FXV C8 C9 SING Y N 16 FXV C8 C13 SING N N 17 FXV C9 C10 DOUB Y N 18 FXV C9 H9 SING N N 19 FXV C10 C11 SING Y N 20 FXV C10 H10 SING N N 21 FXV C11 C12 DOUB Y N 22 FXV C12 H12 SING N N 23 FXV C13 N14 SING N N 24 FXV C13 O33 DOUB N N 25 FXV N14 C15 SING N N 26 FXV N14 H14 SING N N 27 FXV C15 C16 SING N N 28 FXV C15 C17 SING N N 29 FXV C15 H15 SING N N 30 FXV C16 H161 SING N N 31 FXV C16 H162 SING N N 32 FXV C16 H163 SING N N 33 FXV C17 C18 SING N N 34 FXV C17 C20 SING N N 35 FXV C17 H17 SING N N 36 FXV C18 O19 SING N N 37 FXV C18 O32 DOUB N N 38 FXV O19 C34 SING N N 39 FXV C20 C28 SING N N 40 FXV C20 H201 SING N N 41 FXV C20 H202 SING N N 42 FXV C23 C24 DOUB Y N 43 FXV C23 C28 SING Y N 44 FXV C23 H23 SING N N 45 FXV C24 C25 SING Y N 46 FXV C24 C29 SING N N 47 FXV C25 C26 DOUB Y N 48 FXV C25 H25 SING N N 49 FXV C26 C27 SING Y N 50 FXV C26 H26 SING N N 51 FXV C27 C28 DOUB Y N 52 FXV C27 H27 SING N N 53 FXV C29 N30 SING N N 54 FXV C29 N31 DOUB N N 55 FXV N30 H301 SING N N 56 FXV N30 H302 SING N N 57 FXV N31 H311 SING N N 58 FXV N31 H312 SING N N 59 FXV C34 H341 SING N N 60 FXV C34 H342 SING N N 61 FXV C34 H343 SING N N 62 # # 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 FXV SMILES ACDLabs 10.04 "O=C(OC)C(Cc1cc(C(=[NH2+])\N)ccc1)C(NC(=O)c3ccc(c2cc[n+]([O-])cc2)cc3)C" FXV SMILES_CANONICAL CACTVS 3.341 "COC(=O)[C@H](Cc1cccc(c1)C(N)=[NH2+])[C@@H](C)NC(=O)c2ccc(cc2)c3cc[n+]([O-])cc3" FXV SMILES CACTVS 3.341 "COC(=O)[CH](Cc1cccc(c1)C(N)=[NH2+])[CH](C)NC(=O)c2ccc(cc2)c3cc[n+]([O-])cc3" FXV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]([C@@H](Cc1cccc(c1)C(=[NH2+])N)C(=O)OC)NC(=O)c2ccc(cc2)c3cc[n+](cc3)[O-]" FXV SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(Cc1cccc(c1)C(=[NH2+])N)C(=O)OC)NC(=O)c2ccc(cc2)c3cc[n+](cc3)[O-]" FXV InChI InChI 1.03 "InChI=1S/C25H26N4O4/c1-16(22(25(31)33-2)15-17-4-3-5-21(14-17)23(26)27)28-24(30)20-8-6-18(7-9-20)19-10-12-29(32)13-11-19/h3-14,16,22H,15H2,1-2H3,(H3,26,27)(H,28,30)/p+1/t16-,22-/m1/s1" FXV InChIKey InChI 1.03 PFGVNLZDWRZPJW-OPAMFIHVSA-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 FXV "SYSTEMATIC NAME" ACDLabs 10.04 "amino{3-[(2R,3R)-2-(methoxycarbonyl)-3-({[4-(1-oxidopyridin-4-yl)phenyl]carbonyl}amino)butyl]phenyl}methaniminium" FXV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[amino-[3-[(2R,3R)-2-methoxycarbonyl-3-[[4-(1-oxidopyridin-1-ium-4-yl)phenyl]carbonylamino]butyl]phenyl]methylidene]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FXV "Create component" 2002-01-31 RCSB FXV "Modify aromatic_flag" 2011-06-04 RCSB FXV "Modify descriptor" 2011-06-04 RCSB FXV "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FXV _pdbx_chem_comp_synonyms.name FXV673 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##