data_0LF # _chem_comp.id 0LF _chem_comp.name "(4R)-4-(4-phenylbutoxy)-L-proline" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C15 H21 N O3" _chem_comp.mon_nstd_parent_comp_id PRO _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-14 _chem_comp.pdbx_modified_date 2023-11-03 _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 263.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0LF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4DFW _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 0LF N N N 0 1 N N N Y Y N -22.403 -6.241 25.289 4.400 1.505 -0.264 N 0LF 1 0LF CA CA C 0 1 N N S Y N N -21.269 -5.947 24.418 4.911 0.292 0.411 CA 0LF 2 0LF C C C 0 1 N N N Y N Y -21.826 -5.639 23.050 5.985 -0.349 -0.429 C 0LF 3 0LF O O O 0 1 N N N Y N Y -22.794 -6.213 22.575 6.088 -0.063 -1.599 O 0LF 4 0LF CD CD C 0 1 N N N N N N -22.283 -7.584 25.858 2.950 1.563 0.051 CD 0LF 5 0LF CG CG C 0 1 N N R N N N -21.407 -8.289 24.845 2.510 0.080 -0.030 CG 0LF 6 0LF CB CB C 0 1 N N N N N N -20.384 -7.205 24.426 3.721 -0.673 0.566 CB 0LF 7 0LF O26 O26 O 0 1 N N N N N N -20.845 -9.426 25.453 1.338 -0.144 0.757 O26 0LF 8 0LF C27 C27 C 0 1 N N N N N N -19.939 -10.186 24.678 0.115 0.011 0.035 C27 0LF 9 0LF C28 C28 C 0 1 N N N N N N -19.547 -11.451 25.424 -1.067 -0.251 0.971 C28 0LF 10 0LF C29 C29 C 0 1 N N N N N N -18.484 -12.208 24.598 -2.377 -0.085 0.198 C29 0LF 11 0LF C30 C30 C 0 1 N N N N N N -18.224 -13.590 25.188 -3.558 -0.346 1.134 C30 0LF 12 0LF C31 C31 C 0 1 Y N N N N N -17.425 -13.453 26.428 -4.848 -0.183 0.372 C31 0LF 13 0LF C32 C32 C 0 1 Y N N N N N -18.022 -13.630 27.681 -5.415 -1.268 -0.269 C32 0LF 14 0LF C33 C33 C 0 1 Y N N N N N -17.221 -13.458 28.827 -6.598 -1.118 -0.968 C33 0LF 15 0LF C34 C34 C 0 1 Y N N N N N -15.877 -13.149 28.681 -7.215 0.117 -1.025 C34 0LF 16 0LF C35 C35 C 0 1 Y N N N N N -15.317 -12.989 27.419 -6.649 1.203 -0.383 C35 0LF 17 0LF C36 C36 C 0 1 Y N N N N N -16.075 -13.146 26.287 -5.468 1.052 0.320 C36 0LF 18 0LF HA H02 H 0 1 N N N Y N N -20.697 -5.087 24.797 5.309 0.552 1.392 H02 0LF 19 0LF H33 H33 H 0 1 N N N N N N -23.266 -8.070 25.941 2.789 1.958 1.054 H33 0LF 20 0LF H32 H32 H 0 1 N N N N N N -21.803 -7.556 26.848 2.420 2.165 -0.687 H32 0LF 21 0LF H34 H34 H 0 1 N N N N N N -22.011 -8.568 23.969 2.340 -0.216 -1.065 H34 0LF 22 0LF H36 H36 H 0 1 N N N N N N -19.965 -7.410 23.430 3.905 -1.593 0.011 H36 0LF 23 0LF H35 H35 H 0 1 N N N N N N -19.566 -7.118 25.157 3.548 -0.894 1.620 H35 0LF 24 0LF H44 H44 H 0 1 N N N N N N -19.038 -9.587 24.480 0.050 1.026 -0.357 H44 0LF 25 0LF H43 H43 H 0 1 N N N N N N -20.415 -10.459 23.725 0.088 -0.700 -0.791 H43 0LF 26 0LF H46 H46 H 0 1 N N N N N N -20.433 -12.089 25.560 -1.002 -1.266 1.362 H46 0LF 27 0LF H45 H45 H 0 1 N N N N N N -19.131 -11.186 26.407 -1.040 0.460 1.797 H45 0LF 28 0LF H48 H48 H 0 1 N N N N N N -17.547 -11.632 24.602 -2.441 0.931 -0.194 H48 0LF 29 0LF H47 H47 H 0 1 N N N N N N -18.842 -12.319 23.564 -2.403 -0.795 -0.628 H47 0LF 30 0LF H49 H49 H 0 1 N N N N N N -19.183 -14.076 25.421 -3.493 -1.361 1.526 H49 0LF 31 0LF H50 H50 H 0 1 N N N N N N -17.670 -14.202 24.460 -3.531 0.364 1.960 H50 0LF 32 0LF H51 H51 H 0 1 N N N N N N -19.066 -13.891 27.767 -4.932 -2.234 -0.225 H51 0LF 33 0LF H52 H52 H 0 1 N N N N N N -17.650 -13.566 29.812 -7.040 -1.966 -1.469 H52 0LF 34 0LF H53 H53 H 0 1 N N N N N N -15.258 -13.031 29.558 -8.139 0.235 -1.571 H53 0LF 35 0LF H54 H54 H 0 1 N N N N N N -14.271 -12.738 27.329 -7.131 2.168 -0.428 H54 0LF 36 0LF H55 H H 0 1 N N N N N N -15.634 -13.034 25.308 -5.028 1.899 0.825 H 0LF 37 0LF OXT OXT O 0 1 N Y N Y N Y ? ? ? 6.828 -1.236 0.121 OXT 0LF 38 0LF HXT HXT H 0 1 N Y N Y N Y ? ? ? 7.501 -1.621 -0.457 HXT 0LF 39 0LF H H2 H 0 1 N Y N Y Y N -22.429 -5.571 26.031 4.875 2.331 0.069 H2 0LF 40 # 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 0LF O C DOUB N N 1 0LF C CA SING N N 2 0LF CA CB SING N N 3 0LF CA N SING N N 4 0LF CB CG SING N N 5 0LF C29 C30 SING N N 6 0LF C29 C28 SING N N 7 0LF C27 C28 SING N N 8 0LF C27 O26 SING N N 9 0LF CG O26 SING N N 10 0LF CG CD SING N N 11 0LF C30 C31 SING N N 12 0LF N CD SING N N 13 0LF C36 C31 DOUB Y N 14 0LF C36 C35 SING Y N 15 0LF C31 C32 SING Y N 16 0LF C35 C34 DOUB Y N 17 0LF C32 C33 DOUB Y N 18 0LF C34 C33 SING Y N 19 0LF CA HA SING N N 20 0LF CD H33 SING N N 21 0LF CD H32 SING N N 22 0LF CG H34 SING N N 23 0LF CB H36 SING N N 24 0LF CB H35 SING N N 25 0LF C27 H44 SING N N 26 0LF C27 H43 SING N N 27 0LF C28 H46 SING N N 28 0LF C28 H45 SING N N 29 0LF C29 H48 SING N N 30 0LF C29 H47 SING N N 31 0LF C30 H49 SING N N 32 0LF C30 H50 SING N N 33 0LF C32 H51 SING N N 34 0LF C33 H52 SING N N 35 0LF C34 H53 SING N N 36 0LF C35 H54 SING N N 37 0LF C36 H55 SING N N 38 0LF C OXT SING N N 39 0LF OXT HXT SING N N 40 0LF N H SING N N 41 # 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 0LF SMILES ACDLabs 12.01 "O=C(O)C2NCC(OCCCCc1ccccc1)C2" 0LF InChI InChI 1.03 "InChI=1S/C15H21NO3/c17-15(18)14-10-13(11-16-14)19-9-5-4-8-12-6-2-1-3-7-12/h1-3,6-7,13-14,16H,4-5,8-11H2,(H,17,18)/t13-,14+/m1/s1" 0LF InChIKey InChI 1.03 ZGDRYJSZIBKFTN-KGLIPLIRSA-N 0LF SMILES_CANONICAL CACTVS 3.370 "OC(=O)[C@@H]1C[C@H](CN1)OCCCCc2ccccc2" 0LF SMILES CACTVS 3.370 "OC(=O)[CH]1C[CH](CN1)OCCCCc2ccccc2" 0LF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCCCO[C@@H]2C[C@H](NC2)C(=O)O" 0LF SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCCCOC2CC(NC2)C(=O)O" # 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 0LF "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-(4-phenylbutoxy)-L-proline" 0LF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,4R)-4-(4-phenylbutoxy)pyrrolidine-2-carboxylic 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 0LF "Create component" 2012-02-14 RCSB 0LF "Modify linking type" 2012-02-22 RCSB 0LF "Modify backbone" 2023-11-03 PDBE #