data_GIA # _chem_comp.id GIA _chem_comp.name "3-fluoro-N-(naphthalen-2-ylcarbonyl)-D-phenylalanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H16 F N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 337.344 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GIA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3I6C _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 GIA F1 F1 F 0 1 N N N -4.464 24.863 50.400 -1.901 -3.877 -0.819 F1 GIA 1 GIA C1 C1 C 0 1 Y N N -4.514 23.621 49.863 -2.633 -2.912 -0.220 C1 GIA 2 GIA C2 C2 C 0 1 Y N N -4.339 23.642 48.489 -3.400 -3.215 0.892 C2 GIA 3 GIA C3 C3 C 0 1 Y N N -4.236 22.413 47.865 -4.149 -2.228 1.504 C3 GIA 4 GIA C4 C4 C 0 1 Y N N -4.358 21.249 48.579 -4.132 -0.938 1.006 C4 GIA 5 GIA C5 C5 C 0 1 Y N N -4.546 21.176 49.943 -3.366 -0.635 -0.104 C5 GIA 6 GIA C6 C6 C 0 1 Y N N -4.650 22.427 50.559 -2.612 -1.619 -0.714 C6 GIA 7 GIA C7 C7 C 0 1 N N N -4.695 19.860 50.678 -3.348 0.772 -0.645 C7 GIA 8 GIA C8 C8 C 0 1 N N R -6.050 19.152 50.503 -2.226 1.563 0.028 C8 GIA 9 GIA C9 C9 C 0 1 N N N -6.009 17.786 51.153 -2.285 3.001 -0.421 C9 GIA 10 GIA O10 O10 O 0 1 N N N -5.980 17.736 52.343 -3.385 3.733 -0.184 O10 GIA 11 GIA O11 O11 O 0 1 N N N -6.004 16.681 50.386 -1.342 3.494 -0.994 O11 GIA 12 GIA N12 N12 N 0 1 N N N -6.221 18.907 49.079 -0.931 0.988 -0.345 N12 GIA 13 GIA C13 C13 C 0 1 N N N -7.207 19.645 48.477 0.136 1.150 0.463 C13 GIA 14 GIA O14 O14 O 0 1 N N N -7.871 20.397 49.177 0.024 1.773 1.501 O14 GIA 15 GIA C15 C15 C 0 1 Y N N -7.316 19.518 47.008 1.442 0.570 0.087 C15 GIA 16 GIA C16 C16 C 0 1 Y N N -7.072 18.361 46.306 2.535 0.739 0.921 C16 GIA 17 GIA C17 C17 C 0 1 Y N N -7.077 18.361 44.905 3.772 0.186 0.558 C17 GIA 18 GIA C18 C18 C 0 1 Y N N -7.429 19.542 44.189 3.884 -0.538 -0.657 C18 GIA 19 GIA C19 C19 C 0 1 Y N N -7.668 20.719 44.923 2.755 -0.692 -1.482 C19 GIA 20 GIA C20 C20 C 0 1 Y N N -7.546 20.720 46.283 1.564 -0.155 -1.112 C20 GIA 21 GIA C21 C21 C 0 1 Y N N -6.854 17.188 44.153 4.905 0.336 1.378 C21 GIA 22 GIA C22 C22 C 0 1 Y N N -6.877 17.200 42.782 6.090 -0.213 0.996 C22 GIA 23 GIA C23 C23 C 0 1 Y N N -7.113 18.390 42.105 6.200 -0.924 -0.198 C23 GIA 24 GIA C24 C24 C 0 1 Y N N -7.373 19.541 42.779 5.125 -1.090 -1.016 C24 GIA 25 GIA H2 H2 H 0 1 N N N -4.286 24.568 47.936 -3.414 -4.223 1.280 H2 GIA 26 GIA H3 H3 H 0 1 N N N -4.057 22.369 46.801 -4.748 -2.464 2.371 H3 GIA 27 GIA H4 H4 H 0 1 N N N -4.303 20.319 48.032 -4.718 -0.167 1.485 H4 GIA 28 GIA H6 H6 H 0 1 N N N -4.844 22.466 51.621 -2.010 -1.380 -1.579 H6 GIA 29 GIA H7 H7 H 0 1 N N N -3.916 19.181 50.301 -3.178 0.745 -1.722 H7 GIA 30 GIA H7A H7A H 0 1 N N N -4.611 20.097 51.749 -4.305 1.252 -0.440 H7A GIA 31 GIA H8 H8 H 0 1 N N N -6.848 19.769 50.943 -2.346 1.516 1.111 H8 GIA 32 GIA HO10 HO10 H 0 0 N N N -5.955 16.828 52.622 -3.376 4.650 -0.491 HO10 GIA 33 GIA HN12 HN12 H 0 0 N N N -5.661 18.249 48.576 -0.841 0.491 -1.173 HN12 GIA 34 GIA H16 H16 H 0 1 N N N -6.875 17.443 46.840 2.436 1.293 1.843 H16 GIA 35 GIA H19 H19 H 0 1 N N N -7.949 21.626 44.408 2.834 -1.242 -2.408 H19 GIA 36 GIA H20 H20 H 0 1 N N N -7.626 21.654 46.820 0.702 -0.278 -1.751 H20 GIA 37 GIA H21 H21 H 0 1 N N N -6.661 16.259 44.669 4.834 0.885 2.305 H21 GIA 38 GIA H22 H22 H 0 1 N N N -6.712 16.287 42.230 6.959 -0.095 1.627 H22 GIA 39 GIA H23 H23 H 0 1 N N N -7.089 18.400 41.025 7.152 -1.349 -0.477 H23 GIA 40 GIA H24 H24 H 0 1 N N N -7.537 20.458 42.233 5.226 -1.643 -1.938 H24 GIA 41 # 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 GIA C1 F1 SING N N 1 GIA C2 C1 DOUB Y N 2 GIA C1 C6 SING Y N 3 GIA C3 C2 SING Y N 4 GIA C2 H2 SING N N 5 GIA C3 C4 DOUB Y N 6 GIA C3 H3 SING N N 7 GIA C4 C5 SING Y N 8 GIA C4 H4 SING N N 9 GIA C5 C6 DOUB Y N 10 GIA C5 C7 SING N N 11 GIA C6 H6 SING N N 12 GIA C8 C7 SING N N 13 GIA C7 H7 SING N N 14 GIA C7 H7A SING N N 15 GIA N12 C8 SING N N 16 GIA C8 C9 SING N N 17 GIA C8 H8 SING N N 18 GIA O11 C9 DOUB N N 19 GIA C9 O10 SING N N 20 GIA O10 HO10 SING N N 21 GIA C13 N12 SING N N 22 GIA N12 HN12 SING N N 23 GIA C15 C13 SING N N 24 GIA C13 O14 DOUB N N 25 GIA C20 C15 DOUB Y N 26 GIA C16 C15 SING Y N 27 GIA C17 C16 DOUB Y N 28 GIA C16 H16 SING N N 29 GIA C21 C17 SING Y N 30 GIA C18 C17 SING Y N 31 GIA C24 C18 SING Y N 32 GIA C18 C19 DOUB Y N 33 GIA C19 C20 SING Y N 34 GIA C19 H19 SING N N 35 GIA C20 H20 SING N N 36 GIA C22 C21 DOUB Y N 37 GIA C21 H21 SING N N 38 GIA C23 C22 SING Y N 39 GIA C22 H22 SING N N 40 GIA C23 C24 DOUB Y N 41 GIA C23 H23 SING N N 42 GIA C24 H24 SING N N 43 # 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 GIA SMILES ACDLabs 10.04 "Fc1cc(ccc1)CC(C(=O)O)NC(=O)c3cc2ccccc2cc3" GIA SMILES_CANONICAL CACTVS 3.341 "OC(=O)[C@@H](Cc1cccc(F)c1)NC(=O)c2ccc3ccccc3c2" GIA SMILES CACTVS 3.341 "OC(=O)[CH](Cc1cccc(F)c1)NC(=O)c2ccc3ccccc3c2" GIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)C(=O)N[C@H](Cc3cccc(c3)F)C(=O)O" GIA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)C(=O)NC(Cc3cccc(c3)F)C(=O)O" GIA InChI InChI 1.03 "InChI=1S/C20H16FNO3/c21-17-7-3-4-13(10-17)11-18(20(24)25)22-19(23)16-9-8-14-5-1-2-6-15(14)12-16/h1-10,12,18H,11H2,(H,22,23)(H,24,25)/t18-/m1/s1" GIA InChIKey InChI 1.03 JVSARVOIIXAOKH-GOSISDBHSA-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 GIA "SYSTEMATIC NAME" ACDLabs 10.04 "3-fluoro-N-(naphthalen-2-ylcarbonyl)-D-phenylalanine" GIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-3-(3-fluorophenyl)-2-(naphthalen-2-ylcarbonylamino)propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GIA "Create component" 2009-07-07 RCSB GIA "Modify aromatic_flag" 2011-06-04 RCSB GIA "Modify descriptor" 2011-06-04 RCSB #