data_FR2 # _chem_comp.id FR2 _chem_comp.name "1-((1R)-1-(HYDROXYMETHYL)-3-PHENYLPROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H17 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR221647 _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 259.304 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR2 _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 1NDW _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 FR2 C1 C1 C 0 1 Y N N 50.434 54.083 20.994 -0.204 0.818 2.543 C1 FR2 1 FR2 N2 N2 N 0 1 Y N N 50.603 55.079 22.027 0.437 0.276 1.481 N2 FR2 2 FR2 C3 C3 C 0 1 Y N N 50.622 54.461 23.189 0.660 -1.034 1.758 C3 FR2 3 FR2 N4 N4 N 0 1 Y N N 50.469 53.194 23.056 0.186 -1.304 2.940 N4 FR2 4 FR2 C5 C5 C 0 1 Y N N 50.337 52.929 21.647 -0.364 -0.178 3.460 C5 FR2 5 FR2 C8 C8 C 0 1 N N N 50.210 51.616 21.013 -1.012 -0.053 4.778 C8 FR2 6 FR2 O9 O9 O 0 1 N N N 50.087 51.486 19.781 -1.466 1.017 5.133 O9 FR2 7 FR2 N10 N10 N 0 1 N N N 50.123 50.541 21.781 -1.102 -1.126 5.588 N10 FR2 8 FR2 C13 C13 C 0 1 N N R 50.566 56.543 21.829 0.821 0.977 0.254 C13 FR2 9 FR2 C14 C14 C 0 1 N N N 51.981 57.074 21.457 2.340 0.908 0.081 C14 FR2 10 FR2 O15 O15 O 0 1 N N N 52.753 56.419 22.518 2.747 -0.459 -0.003 O15 FR2 11 FR2 C18 C18 C 0 1 N N N 49.541 57.063 20.824 0.140 0.315 -0.945 C18 FR2 12 FR2 C19 C19 C 0 1 N N N 48.112 56.517 21.127 0.542 1.047 -2.227 C19 FR2 13 FR2 C22 C22 C 0 1 Y N N 47.020 57.154 20.277 -0.128 0.396 -3.409 C22 FR2 14 FR2 C25 C25 C 0 1 Y N N 45.719 56.714 20.433 -1.372 0.831 -3.825 C25 FR2 15 FR2 C26 C26 C 0 1 Y N N 44.677 57.258 19.693 -1.987 0.233 -4.908 C26 FR2 16 FR2 C27 C27 C 0 1 Y N N 44.951 58.231 18.720 -1.358 -0.799 -5.577 C27 FR2 17 FR2 C28 C28 C 0 1 Y N N 46.264 58.689 18.516 -0.113 -1.234 -5.162 C28 FR2 18 FR2 C29 C29 C 0 1 Y N N 47.269 58.139 19.339 0.503 -0.633 -4.081 C29 FR2 19 FR2 H1 H1 H 0 1 N N N 50.387 54.186 19.897 -0.527 1.844 2.644 H1 FR2 20 FR2 H3 H3 H 0 1 N N N 50.752 54.952 24.168 1.154 -1.738 1.105 H3 FR2 21 FR2 H101 1H10 H 0 0 N N N 50.035 49.626 21.339 -1.529 -1.044 6.456 H101 FR2 22 FR2 H102 2H10 H 0 0 N N N 50.224 50.648 22.790 -0.744 -1.981 5.303 H102 FR2 23 FR2 H13 H13 H 0 1 N N N 50.227 56.942 22.814 0.510 2.020 0.318 H13 FR2 24 FR2 H141 1H14 H 0 0 N N N 52.089 58.181 21.379 2.626 1.429 -0.832 H141 FR2 25 FR2 H142 2H14 H 0 0 N N N 52.320 56.887 20.411 2.825 1.379 0.936 H142 FR2 26 FR2 HO HO H 0 1 N N N 53.617 56.743 22.291 3.708 -0.457 -0.111 HO FR2 27 FR2 H181 1H18 H 0 0 N N N 49.849 56.840 19.776 0.451 -0.727 -1.010 H181 FR2 28 FR2 H182 2H18 H 0 0 N N N 49.549 58.177 20.773 -0.941 0.365 -0.822 H182 FR2 29 FR2 H191 1H19 H 0 0 N N N 47.875 56.617 22.212 0.231 2.090 -2.163 H191 FR2 30 FR2 H192 2H19 H 0 0 N N N 48.087 55.406 21.032 1.624 0.998 -2.350 H192 FR2 31 FR2 H25 H25 H 0 1 N N N 45.508 55.914 21.162 -1.864 1.638 -3.302 H25 FR2 32 FR2 H26 H26 H 0 1 N N N 43.643 56.921 19.876 -2.960 0.573 -5.233 H26 FR2 33 FR2 H27 H27 H 0 1 N N N 44.127 58.639 18.110 -1.839 -1.267 -6.423 H27 FR2 34 FR2 H28 H28 H 0 1 N N N 46.495 59.445 17.746 0.378 -2.042 -5.684 H28 FR2 35 FR2 H29 H29 H 0 1 N N N 48.307 58.499 19.244 1.475 -0.973 -3.756 H29 FR2 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 FR2 C1 N2 SING Y N 1 FR2 C1 C5 DOUB Y N 2 FR2 C1 H1 SING N N 3 FR2 N2 C3 SING Y N 4 FR2 N2 C13 SING N N 5 FR2 C3 N4 DOUB Y N 6 FR2 C3 H3 SING N N 7 FR2 N4 C5 SING Y N 8 FR2 C5 C8 SING N N 9 FR2 C8 O9 DOUB N N 10 FR2 C8 N10 SING N N 11 FR2 N10 H101 SING N N 12 FR2 N10 H102 SING N N 13 FR2 C13 C14 SING N N 14 FR2 C13 C18 SING N N 15 FR2 C13 H13 SING N N 16 FR2 C14 O15 SING N N 17 FR2 C14 H141 SING N N 18 FR2 C14 H142 SING N N 19 FR2 O15 HO SING N N 20 FR2 C18 C19 SING N N 21 FR2 C18 H181 SING N N 22 FR2 C18 H182 SING N N 23 FR2 C19 C22 SING N N 24 FR2 C19 H191 SING N N 25 FR2 C19 H192 SING N N 26 FR2 C22 C25 DOUB Y N 27 FR2 C22 C29 SING Y N 28 FR2 C25 C26 SING Y N 29 FR2 C25 H25 SING N N 30 FR2 C26 C27 DOUB Y N 31 FR2 C26 H26 SING N N 32 FR2 C27 C28 SING Y N 33 FR2 C27 H27 SING N N 34 FR2 C28 C29 DOUB Y N 35 FR2 C28 H28 SING N N 36 FR2 C29 H29 SING N N 37 # # 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 FR2 SMILES ACDLabs 10.04 "O=C(c1ncn(c1)C(CO)CCc2ccccc2)N" FR2 SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1cn(cn1)[C@@H](CO)CCc2ccccc2" FR2 SMILES CACTVS 3.341 "NC(=O)c1cn(cn1)[CH](CO)CCc2ccccc2" FR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC[C@H](CO)n2cc(nc2)C(=O)N" FR2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCC(CO)n2cc(nc2)C(=O)N" FR2 InChI InChI 1.03 "InChI=1S/C14H17N3O2/c15-14(19)13-8-17(10-16-13)12(9-18)7-6-11-4-2-1-3-5-11/h1-5,8,10,12,18H,6-7,9H2,(H2,15,19)/t12-/m1/s1" FR2 InChIKey InChI 1.03 ZUYUIKKHHBEVHL-GFCCVEGCSA-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 FR2 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R)-1-(hydroxymethyl)-3-phenylpropyl]-1H-imidazole-4-carboxamide" FR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2R)-1-hydroxy-4-phenyl-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 FR2 "Create component" 2002-12-13 RCSB FR2 "Modify descriptor" 2011-06-04 RCSB FR2 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FR2 _pdbx_chem_comp_synonyms.name FR221647 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##