data_FR6 # _chem_comp.id FR6 _chem_comp.name "1-{(1R,2S)-2-HYDROXY-1-[2-(1-NAPHTHYL)ETHYL]PROPYL}-1H-IMIDAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR233623 _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 323.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR6 _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 "1V78,2E1W" _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 FR6 C1 C1 C 0 1 Y N N 51.527 54.519 20.979 2.774 -0.028 -0.739 C1 FR6 1 FR6 N2 N2 N 0 1 Y N N 51.464 55.544 22.034 1.945 -0.602 0.164 N2 FR6 2 FR6 C3 C3 C 0 1 Y N N 51.338 54.918 23.205 1.951 0.172 1.281 C3 FR6 3 FR6 N4 N4 N 0 1 Y N N 51.481 53.584 23.065 2.741 1.189 1.087 N4 FR6 4 FR6 C5 C5 C 0 1 Y N N 51.536 53.332 21.609 3.270 1.103 -0.160 C5 FR6 5 FR6 C8 C8 C 0 1 N N N 51.570 51.965 21.007 4.213 2.054 -0.773 C8 FR6 6 FR6 O9 O9 O 0 1 N N N 52.065 51.694 19.923 4.616 1.866 -1.905 O9 FR6 7 FR6 N10 N10 N 0 1 N N N 51.120 50.980 21.751 4.627 3.133 -0.081 N10 FR6 8 FR6 C13 C13 C 0 1 N N R 51.552 56.991 21.856 1.185 -1.840 -0.025 C13 FR6 9 FR6 C14 C14 C 0 1 N N S 53.051 57.533 21.827 1.609 -2.866 1.028 C14 FR6 10 FR6 O15 O15 O 0 1 N N N 53.969 57.211 22.931 0.854 -4.066 0.855 O15 FR6 11 FR6 C18 C18 C 0 1 N N N 50.671 57.460 20.678 -0.310 -1.547 0.122 C18 FR6 12 FR6 C19 C19 C 0 1 N N N 49.130 57.358 20.884 -0.763 -0.626 -1.013 C19 FR6 13 FR6 C22 C22 C 0 1 Y N N 48.417 57.836 19.626 -2.257 -0.440 -0.943 C22 FR6 14 FR6 C25 C25 C 0 1 Y N N 48.022 59.182 19.517 -3.080 -1.226 -1.690 C25 FR6 15 FR6 C26 C26 C 0 1 Y N N 47.518 59.700 18.322 -4.464 -1.068 -1.638 C26 FR6 16 FR6 C27 C27 C 0 1 Y N N 47.504 58.903 17.176 -5.032 -0.124 -0.839 C27 FR6 17 FR6 C28 C28 C 0 1 Y N N 47.903 57.559 17.259 -4.214 0.706 -0.053 C28 FR6 18 FR6 C29 C29 C 0 1 Y N N 48.388 57.027 18.465 -2.807 0.542 -0.102 C29 FR6 19 FR6 C2 C2 C 0 1 Y N N 47.762 56.765 16.108 -4.764 1.692 0.783 C2 FR6 20 FR6 C4 C4 C 0 1 Y N N 48.678 55.642 18.524 -1.989 1.376 0.679 C4 FR6 21 FR6 C6 C6 C 0 1 Y N N 48.098 55.413 16.171 -3.941 2.478 1.529 C6 FR6 22 FR6 C7 C7 C 0 1 Y N N 48.520 54.842 17.377 -2.557 2.320 1.477 C7 FR6 23 FR6 C9 C9 C 0 1 N N N 53.814 57.318 20.492 3.099 -3.173 0.869 C9 FR6 24 FR6 H1 H1 H 0 1 N N N 51.562 54.625 19.882 2.994 -0.392 -1.732 H1 FR6 25 FR6 H3 H3 H 0 1 N N N 51.142 55.434 24.160 1.390 -0.024 2.183 H3 FR6 26 FR6 H101 1H10 H 0 0 N N N 51.143 50.047 21.340 4.305 3.283 0.822 H101 FR6 27 FR6 H102 2H10 H 0 0 N N N 50.707 51.206 22.656 5.248 3.760 -0.485 H102 FR6 28 FR6 H13 H13 H 0 1 N N N 51.124 57.471 22.767 1.381 -2.238 -1.020 H13 FR6 29 FR6 H14 H14 H 0 1 N N N 52.782 58.606 21.968 1.425 -2.461 2.024 H14 FR6 30 FR6 HO HO H 0 1 N N N 54.862 57.534 22.914 1.044 -4.390 -0.036 HO FR6 31 FR6 H181 1H18 H 0 0 N N N 50.963 56.916 19.750 -0.869 -2.481 0.077 H181 FR6 32 FR6 H182 2H18 H 0 0 N N N 50.945 58.503 20.396 -0.493 -1.060 1.079 H182 FR6 33 FR6 H191 1H19 H 0 0 N N N 48.790 57.904 21.795 -0.271 0.341 -0.915 H191 FR6 34 FR6 H192 2H19 H 0 0 N N N 48.812 56.333 21.185 -0.497 -1.073 -1.971 H192 FR6 35 FR6 H25 H25 H 0 1 N N N 48.110 59.849 20.391 -2.655 -1.983 -2.332 H25 FR6 36 FR6 H26 H26 H 0 1 N N N 47.133 60.733 18.284 -5.095 -1.704 -2.241 H26 FR6 37 FR6 H27 H27 H 0 1 N N N 47.180 59.332 16.213 -6.106 -0.013 -0.809 H27 FR6 38 FR6 H2 H2 H 0 1 N N N 47.391 57.199 15.164 -5.835 1.826 0.833 H2 FR6 39 FR6 H4 H4 H 0 1 N N N 49.028 55.185 19.465 -0.915 1.266 0.648 H4 FR6 40 FR6 H6 H6 H 0 1 N N N 48.030 54.792 15.262 -4.366 3.235 2.171 H6 FR6 41 FR6 H7 H7 H 0 1 N N N 48.728 53.760 17.424 -1.926 2.957 2.079 H7 FR6 42 FR6 H91 1H9 H 0 1 N N N 53.234 57.755 19.646 3.283 -3.577 -0.126 H91 FR6 43 FR6 H92 2H9 H 0 1 N N N 54.862 57.697 20.472 3.675 -2.257 1.001 H92 FR6 44 FR6 H93 3H9 H 0 1 N N N 53.793 56.240 20.210 3.401 -3.904 1.619 H93 FR6 45 # # 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 FR6 C1 N2 SING Y N 1 FR6 C1 C5 DOUB Y N 2 FR6 C1 H1 SING N N 3 FR6 N2 C3 SING Y N 4 FR6 N2 C13 SING N N 5 FR6 C3 N4 DOUB Y N 6 FR6 C3 H3 SING N N 7 FR6 N4 C5 SING Y N 8 FR6 C5 C8 SING N N 9 FR6 C8 O9 DOUB N N 10 FR6 C8 N10 SING N N 11 FR6 N10 H101 SING N N 12 FR6 N10 H102 SING N N 13 FR6 C13 C14 SING N N 14 FR6 C13 C18 SING N N 15 FR6 C13 H13 SING N N 16 FR6 C14 O15 SING N N 17 FR6 C14 C9 SING N N 18 FR6 C14 H14 SING N N 19 FR6 O15 HO SING N N 20 FR6 C18 C19 SING N N 21 FR6 C18 H181 SING N N 22 FR6 C18 H182 SING N N 23 FR6 C19 C22 SING N N 24 FR6 C19 H191 SING N N 25 FR6 C19 H192 SING N N 26 FR6 C22 C25 DOUB Y N 27 FR6 C22 C29 SING Y N 28 FR6 C25 C26 SING Y N 29 FR6 C25 H25 SING N N 30 FR6 C26 C27 DOUB Y N 31 FR6 C26 H26 SING N N 32 FR6 C27 C28 SING Y N 33 FR6 C27 H27 SING N N 34 FR6 C28 C29 DOUB Y N 35 FR6 C28 C2 SING Y N 36 FR6 C29 C4 SING Y N 37 FR6 C2 C6 DOUB Y N 38 FR6 C2 H2 SING N N 39 FR6 C4 C7 DOUB Y N 40 FR6 C4 H4 SING N N 41 FR6 C6 C7 SING Y N 42 FR6 C6 H6 SING N N 43 FR6 C7 H7 SING N N 44 FR6 C9 H91 SING N N 45 FR6 C9 H92 SING N N 46 FR6 C9 H93 SING N N 47 # # 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 FR6 SMILES ACDLabs 10.04 "O=C(c1ncn(c1)C(C(O)C)CCc3c2ccccc2ccc3)N" FR6 SMILES_CANONICAL CACTVS 3.341 "C[C@H](O)[C@@H](CCc1cccc2ccccc12)n3cnc(c3)C(N)=O" FR6 SMILES CACTVS 3.341 "C[CH](O)[CH](CCc1cccc2ccccc12)n3cnc(c3)C(N)=O" FR6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]([C@@H](CCc1cccc2c1cccc2)n3cc(nc3)C(=O)N)O" FR6 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(CCc1cccc2c1cccc2)n3cc(nc3)C(=O)N)O" FR6 InChI InChI 1.03 "InChI=1S/C19H21N3O2/c1-13(23)18(22-11-17(19(20)24)21-12-22)10-9-15-7-4-6-14-5-2-3-8-16(14)15/h2-8,11-13,18,23H,9-10H2,1H3,(H2,20,24)/t13-,18+/m0/s1" FR6 InChIKey InChI 1.03 OODDZQQDDOVCFD-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 FR6 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R,2S)-2-hydroxy-1-(2-naphthalen-1-ylethyl)propyl]-1H-imidazole-4-carboxamide" FR6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(3R,4S)-4-hydroxy-1-naphthalen-1-yl-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 FR6 "Create component" 2003-12-16 RCSB FR6 "Modify descriptor" 2011-06-04 RCSB FR6 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FR6 _pdbx_chem_comp_synonyms.name FR233623 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##