data_FRC # _chem_comp.id FRC _chem_comp.name "1-{(1R,2S)-2-HYDROXY-1-[2-(2-NAPHTHYLOXY)ETHYL]PROPYL}-1H-IMIDAZONE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR247581 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-16 _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 339.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FRC _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 1V7A _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 FRC C1 C1 C 0 1 Y N N 50.753 54.053 21.045 2.843 0.843 -0.599 C1 FRC 1 FRC N2 N2 N 0 1 Y N N 50.812 55.003 22.156 2.781 -0.302 0.121 N2 FRC 2 FRC C3 C3 C 0 1 Y N N 50.663 54.331 23.301 3.052 0.008 1.415 C3 FRC 3 FRC N4 N4 N 0 1 Y N N 50.630 53.002 23.082 3.269 1.288 1.508 N4 FRC 4 FRC C5 C5 C 0 1 Y N N 50.551 52.851 21.610 3.145 1.845 0.276 C5 FRC 5 FRC C8 C8 C 0 1 N N N 50.259 51.574 20.896 3.311 3.271 -0.056 C8 FRC 6 FRC O9 O9 O 0 1 N N N 50.144 51.468 19.688 3.173 3.648 -1.204 O9 FRC 7 FRC N10 N10 N 0 1 N N N 50.148 50.486 21.636 3.617 4.157 0.912 N10 FRC 8 FRC C13 C13 C 0 1 N N R 50.903 56.439 22.046 2.481 -1.637 -0.403 C13 FRC 9 FRC C14 C14 C 0 1 N N S 52.371 56.905 21.896 3.664 -2.569 -0.132 C14 FRC 10 FRC O15 O15 O 0 1 N N N 53.225 56.675 23.076 3.351 -3.883 -0.598 O15 FRC 11 FRC C18 C18 C 0 1 N N N 49.955 56.997 20.992 1.230 -2.186 0.286 C18 FRC 12 FRC C2 C2 C 0 1 N N N 48.529 57.064 21.570 0.021 -1.330 -0.096 C2 FRC 13 FRC C9 C9 C 0 1 N N N 52.910 56.488 20.496 4.902 -2.048 -0.865 C9 FRC 14 FRC O1 O1 O 0 1 N N N 47.603 57.520 20.612 -1.132 -1.791 0.613 O1 FRC 15 FRC C11 C11 C 0 1 Y N N 46.883 53.250 15.887 -6.569 1.248 -0.424 C11 FRC 16 FRC C17 C17 C 0 1 Y N N 46.581 54.614 15.969 -5.332 1.465 -0.950 C17 FRC 17 FRC C12 C12 C 0 1 Y N N 46.920 55.323 17.127 -4.258 0.646 -0.562 C12 FRC 18 FRC C4 C4 C 0 1 Y N N 47.473 54.640 18.235 -4.482 -0.395 0.374 C4 FRC 19 FRC C15 C15 C 0 1 Y N N 47.782 53.277 18.131 -5.772 -0.588 0.896 C15 FRC 20 FRC C6 C6 C 0 1 Y N N 47.468 52.576 16.964 -6.788 0.225 0.496 C6 FRC 21 FRC C7 C7 C 0 1 Y N N 46.586 56.679 17.210 -2.967 0.841 -1.084 C7 FRC 22 FRC C16 C16 C 0 1 Y N N 46.856 57.353 18.402 -1.950 0.030 -0.687 C16 FRC 23 FRC C19 C19 C 0 1 Y N N 47.417 56.705 19.507 -2.168 -0.998 0.236 C19 FRC 24 FRC C10 C10 C 0 1 Y N N 47.752 55.335 19.423 -3.410 -1.218 0.760 C10 FRC 25 FRC H1 H1 H 0 1 N N N 50.846 54.216 19.958 2.678 0.945 -1.662 H1 FRC 26 FRC H3 H3 H 0 1 N N N 50.579 54.808 24.292 3.082 -0.694 2.235 H3 FRC 27 FRC H101 1H10 H 0 0 N N N 49.948 49.613 21.148 3.727 3.856 1.827 H101 FRC 28 FRC H102 2H10 H 0 0 N N N 50.244 50.575 22.648 3.726 5.096 0.693 H102 FRC 29 FRC H13 H13 H 0 1 N N N 50.548 56.881 23.006 2.307 -1.575 -1.478 H13 FRC 30 FRC H14 H14 H 0 1 N N N 52.407 58.019 21.899 3.862 -2.601 0.939 H14 FRC 31 FRC HO HO H 0 1 N N N 54.126 56.961 22.984 3.183 -3.810 -1.548 HO FRC 32 FRC H181 1H18 H 0 0 N N N 49.997 56.420 20.039 1.062 -3.215 -0.033 H181 FRC 33 FRC H182 2H18 H 0 0 N N N 50.297 57.982 20.597 1.369 -2.158 1.366 H182 FRC 34 FRC H21 1H2 H 0 1 N N N 48.494 57.682 22.497 0.215 -0.290 0.165 H21 FRC 35 FRC H22 2H2 H 0 1 N N N 48.218 56.085 22.003 -0.157 -1.409 -1.168 H22 FRC 36 FRC H91 1H9 H 0 1 N N N 52.263 56.861 19.668 4.703 -2.016 -1.936 H91 FRC 37 FRC H92 2H9 H 0 1 N N N 53.968 56.824 20.388 5.140 -1.046 -0.509 H92 FRC 38 FRC H93 3H9 H 0 1 N N N 52.794 55.395 20.309 5.744 -2.712 -0.671 H93 FRC 39 FRC H11 H11 H 0 1 N N N 46.657 52.698 14.959 -7.392 1.879 -0.725 H11 FRC 40 FRC H17 H17 H 0 1 N N N 46.081 55.125 15.129 -5.177 2.262 -1.662 H17 FRC 41 FRC H15 H15 H 0 1 N N N 48.273 52.755 18.969 -5.957 -1.376 1.610 H15 FRC 42 FRC H6 H6 H 0 1 N N N 47.681 51.496 16.893 -7.779 0.075 0.898 H6 FRC 43 FRC H7 H7 H 0 1 N N N 46.122 57.203 16.358 -2.784 1.631 -1.797 H7 FRC 44 FRC H16 H16 H 0 1 N N N 46.619 58.428 18.473 -0.960 0.182 -1.091 H16 FRC 45 FRC H10 H10 H 0 1 N N N 48.225 54.815 20.273 -3.567 -2.017 1.468 H10 FRC 46 # # 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 FRC C1 N2 SING Y N 1 FRC C1 C5 DOUB Y N 2 FRC C1 H1 SING N N 3 FRC N2 C3 SING Y N 4 FRC N2 C13 SING N N 5 FRC C3 N4 DOUB Y N 6 FRC C3 H3 SING N N 7 FRC N4 C5 SING Y N 8 FRC C5 C8 SING N N 9 FRC C8 O9 DOUB N N 10 FRC C8 N10 SING N N 11 FRC N10 H101 SING N N 12 FRC N10 H102 SING N N 13 FRC C13 C14 SING N N 14 FRC C13 C18 SING N N 15 FRC C13 H13 SING N N 16 FRC C14 O15 SING N N 17 FRC C14 C9 SING N N 18 FRC C14 H14 SING N N 19 FRC O15 HO SING N N 20 FRC C18 C2 SING N N 21 FRC C18 H181 SING N N 22 FRC C18 H182 SING N N 23 FRC C2 O1 SING N N 24 FRC C2 H21 SING N N 25 FRC C2 H22 SING N N 26 FRC C9 H91 SING N N 27 FRC C9 H92 SING N N 28 FRC C9 H93 SING N N 29 FRC O1 C19 SING N N 30 FRC C11 C17 DOUB Y N 31 FRC C11 C6 SING Y N 32 FRC C11 H11 SING N N 33 FRC C17 C12 SING Y N 34 FRC C17 H17 SING N N 35 FRC C12 C4 DOUB Y N 36 FRC C12 C7 SING Y N 37 FRC C4 C15 SING Y N 38 FRC C4 C10 SING Y N 39 FRC C15 C6 DOUB Y N 40 FRC C15 H15 SING N N 41 FRC C6 H6 SING N N 42 FRC C7 C16 DOUB Y N 43 FRC C7 H7 SING N N 44 FRC C16 C19 SING Y N 45 FRC C16 H16 SING N N 46 FRC C19 C10 DOUB Y N 47 FRC C10 H10 SING N N 48 # # 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 FRC SMILES ACDLabs 10.04 "O=C(c1ncn(c1)C(C(O)C)CCOc3cc2ccccc2cc3)N" FRC SMILES_CANONICAL CACTVS 3.341 "C[C@H](O)[C@@H](CCOc1ccc2ccccc2c1)n3cnc(c3)C(N)=O" FRC SMILES CACTVS 3.341 "C[CH](O)[CH](CCOc1ccc2ccccc2c1)n3cnc(c3)C(N)=O" FRC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]([C@@H](CCOc1ccc2ccccc2c1)n3cc(nc3)C(=O)N)O" FRC SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(CCOc1ccc2ccccc2c1)n3cc(nc3)C(=O)N)O" FRC InChI InChI 1.03 "InChI=1S/C19H21N3O3/c1-13(23)18(22-11-17(19(20)24)21-12-22)8-9-25-16-7-6-14-4-2-3-5-15(14)10-16/h2-7,10-13,18,23H,8-9H2,1H3,(H2,20,24)/t13-,18+/m0/s1" FRC InChIKey InChI 1.03 UYAJDVNLQJVRHD-SCLBCKFNSA-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 FRC "SYSTEMATIC NAME" ACDLabs 10.04 "3-(4-carbamoyl-1H-imidazol-1-yl)-1,3,4-trideoxy-5-O-naphthalen-2-yl-D-erythro-pentitol" FRC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(3R,4S)-4-hydroxy-1-naphthalen-2-yloxy-pentan-3-yl]imidazole-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FRC "Create component" 2003-12-16 RCSB FRC "Modify descriptor" 2011-06-04 RCSB FRC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FRC _pdbx_chem_comp_synonyms.name FR247581 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##