data_FR3 # _chem_comp.id FR3 _chem_comp.name "1-((1R)-1-(HYDROXYMETHYL)-3-(1-NAPHTHYL)PROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR230513 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-12-13 _chem_comp.pdbx_modified_date 2020-06-17 _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 309.362 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR3 _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 1NDY _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 FR3 C1 C1 C 0 1 Y N N 50.953 53.959 20.788 -0.482 0.626 3.472 C1 FR3 1 FR3 N2 N2 N 0 1 Y N N 51.031 54.948 21.797 0.187 0.472 2.306 N2 FR3 2 FR3 C3 C3 C 0 1 Y N N 50.875 54.258 22.938 0.948 -0.647 2.411 C3 FR3 3 FR3 N4 N4 N 0 1 Y N N 50.681 52.928 22.743 0.770 -1.172 3.589 N4 FR3 4 FR3 C5 C5 C 0 1 Y N N 50.732 52.788 21.358 -0.117 -0.411 4.279 C5 FR3 5 FR3 C8 C8 C 0 1 N N N 50.596 51.443 20.783 -0.594 -0.658 5.651 C8 FR3 6 FR3 O9 O9 O 0 1 N N N 50.355 51.363 19.604 -1.390 0.103 6.164 O9 FR3 7 FR3 N10 N10 N 0 1 N N N 50.560 50.307 21.521 -0.147 -1.729 6.337 N10 FR3 8 FR3 C13 C13 C 0 1 N N R 50.944 56.470 21.669 0.105 1.355 1.140 C13 FR3 9 FR3 C14 C14 C 0 1 N N N 52.447 57.135 21.608 1.491 1.927 0.835 C14 FR3 10 FR3 O15 O15 O 0 1 N N N 53.360 56.506 22.614 2.398 0.857 0.560 O15 FR3 11 FR3 C18 C18 C 0 1 N N N 50.256 56.879 20.372 -0.395 0.560 -0.067 C18 FR3 12 FR3 C19 C19 C 0 1 N N N 48.715 56.517 20.521 -0.480 1.483 -1.285 C19 FR3 13 FR3 C22 C22 C 0 1 Y N N 47.956 56.798 19.223 -0.973 0.700 -2.474 C22 FR3 14 FR3 C25 C25 C 0 1 Y N N 47.576 58.096 18.884 -2.307 0.615 -2.732 C25 FR3 15 FR3 C26 C26 C 0 1 Y N N 46.922 58.373 17.649 -2.782 -0.104 -3.827 C26 FR3 16 FR3 C27 C27 C 0 1 Y N N 46.724 57.303 16.726 -1.925 -0.742 -4.671 C27 FR3 17 FR3 C28 C28 C 0 1 Y N N 47.098 55.995 17.076 -0.541 -0.676 -4.437 C28 FR3 18 FR3 C29 C29 C 0 1 Y N N 47.798 55.742 18.274 -0.058 0.059 -3.326 C29 FR3 19 FR3 C2 C2 C 0 1 Y N N 46.952 54.946 16.117 0.373 -1.322 -5.286 C2 FR3 20 FR3 C4 C4 C 0 1 Y N N 48.179 54.426 18.617 1.325 0.120 -3.089 C4 FR3 21 FR3 C6 C6 C 0 1 Y N N 47.356 53.624 16.448 1.706 -1.236 -5.029 C6 FR3 22 FR3 C7 C7 C 0 1 Y N N 48.011 53.396 17.709 2.181 -0.517 -3.933 C7 FR3 23 FR3 H1 H1 H 0 1 N N N 51.052 54.085 19.697 -1.174 1.418 3.718 H1 FR3 24 FR3 H3 H3 H 0 1 N N N 50.903 54.734 23.932 1.598 -1.038 1.642 H3 FR3 25 FR3 H101 1H10 H 0 0 N N N 50.466 49.373 21.122 -0.461 -1.891 7.240 H101 FR3 26 FR3 H102 2H10 H 0 0 N N N 50.764 50.375 22.518 0.484 -2.339 5.926 H102 FR3 27 FR3 H13 H13 H 0 1 N N N 50.371 56.826 22.557 -0.586 2.171 1.350 H13 FR3 28 FR3 H141 1H14 H 0 0 N N N 52.410 58.243 21.725 1.430 2.584 -0.031 H141 FR3 29 FR3 H142 2H14 H 0 0 N N N 52.875 57.086 20.580 1.848 2.493 1.696 H142 FR3 30 FR3 H15 H15 H 0 1 N N N 54.228 56.890 22.579 3.257 1.260 0.374 H15 FR3 31 FR3 H181 1H18 H 0 0 N N N 50.725 56.426 19.468 0.296 -0.255 -0.277 H181 FR3 32 FR3 H182 2H18 H 0 0 N N N 50.429 57.947 20.104 -1.382 0.153 0.149 H182 FR3 33 FR3 H191 1H19 H 0 0 N N N 48.252 57.041 21.389 -1.172 2.299 -1.075 H191 FR3 34 FR3 H192 2H19 H 0 0 N N N 48.571 55.465 20.861 0.506 1.890 -1.502 H192 FR3 35 FR3 H25 H25 H 0 1 N N N 47.794 58.909 19.597 -3.008 1.112 -2.078 H25 FR3 36 FR3 H26 H26 H 0 1 N N N 46.577 59.394 17.413 -3.845 -0.156 -4.008 H26 FR3 37 FR3 H27 H27 H 0 1 N N N 46.278 57.488 15.734 -2.307 -1.296 -5.515 H27 FR3 38 FR3 H2 H2 H 0 1 N N N 46.527 55.157 15.121 0.020 -1.883 -6.139 H2 FR3 39 FR3 H4 H4 H 0 1 N N N 48.613 54.200 19.606 1.707 0.673 -2.244 H4 FR3 40 FR3 H6 H6 H 0 1 N N N 47.166 52.796 15.744 2.407 -1.733 -5.683 H6 FR3 41 FR3 H7 H7 H 0 1 N N N 48.396 52.401 17.988 3.244 -0.465 -3.751 H7 FR3 42 # # 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 FR3 C1 N2 SING Y N 1 FR3 C1 C5 DOUB Y N 2 FR3 C1 H1 SING N N 3 FR3 N2 C3 SING Y N 4 FR3 N2 C13 SING N N 5 FR3 C3 N4 DOUB Y N 6 FR3 C3 H3 SING N N 7 FR3 N4 C5 SING Y N 8 FR3 C5 C8 SING N N 9 FR3 C8 O9 DOUB N N 10 FR3 C8 N10 SING N N 11 FR3 N10 H101 SING N N 12 FR3 N10 H102 SING N N 13 FR3 C13 C14 SING N N 14 FR3 C13 C18 SING N N 15 FR3 C13 H13 SING N N 16 FR3 C14 O15 SING N N 17 FR3 C14 H141 SING N N 18 FR3 C14 H142 SING N N 19 FR3 O15 H15 SING N N 20 FR3 C18 C19 SING N N 21 FR3 C18 H181 SING N N 22 FR3 C18 H182 SING N N 23 FR3 C19 C22 SING N N 24 FR3 C19 H191 SING N N 25 FR3 C19 H192 SING N N 26 FR3 C22 C25 DOUB Y N 27 FR3 C22 C29 SING Y N 28 FR3 C25 C26 SING Y N 29 FR3 C25 H25 SING N N 30 FR3 C26 C27 DOUB Y N 31 FR3 C26 H26 SING N N 32 FR3 C27 C28 SING Y N 33 FR3 C27 H27 SING N N 34 FR3 C28 C29 DOUB Y N 35 FR3 C28 C2 SING Y N 36 FR3 C29 C4 SING Y N 37 FR3 C2 C6 DOUB Y N 38 FR3 C2 H2 SING N N 39 FR3 C4 C7 DOUB Y N 40 FR3 C4 H4 SING N N 41 FR3 C6 C7 SING Y N 42 FR3 C6 H6 SING N N 43 FR3 C7 H7 SING N N 44 # # 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 FR3 SMILES ACDLabs 10.04 "O=C(c1ncn(c1)C(CO)CCc3c2ccccc2ccc3)N" FR3 SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1cn(cn1)[C@@H](CO)CCc2cccc3ccccc23" FR3 SMILES CACTVS 3.341 "NC(=O)c1cn(cn1)[CH](CO)CCc2cccc3ccccc23" FR3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2CC[C@H](CO)n3cc(nc3)C(=O)N" FR3 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2CCC(CO)n3cc(nc3)C(=O)N" FR3 InChI InChI 1.03 "InChI=1S/C18H19N3O2/c19-18(23)17-10-21(12-20-17)15(11-22)9-8-14-6-3-5-13-4-1-2-7-16(13)14/h1-7,10,12,15,22H,8-9,11H2,(H2,19,23)/t15-/m1/s1" FR3 InChIKey InChI 1.03 URGFTPMACWKJKU-OAHLLOKOSA-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 FR3 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R)-1-(hydroxymethyl)-3-naphthalen-1-ylpropyl]-1H-imidazole-4-carboxamide" FR3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2R)-1-hydroxy-4-naphthalen-1-yl-butan-2-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 FR3 "Create component" 2002-12-13 RCSB FR3 "Modify descriptor" 2011-06-04 RCSB FR3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FR3 _pdbx_chem_comp_synonyms.name FR230513 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##