data_4E5 # _chem_comp.id 4E5 _chem_comp.name "(3R)-3-(3-carboxy-5-hydroxyphenyl)-L-proline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H13 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-06 _chem_comp.pdbx_modified_date 2015-07-31 _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 251.235 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4E5 _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 4YMA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 4E5 N N1 N 0 1 N N N -1.074 -26.030 -34.945 -3.272 -1.104 0.120 N 4E5 1 4E5 CA C1 C 0 1 N N S -1.273 -25.298 -36.201 -2.280 -0.069 0.482 CA 4E5 2 4E5 CAM C2 C 0 1 Y N N 0.609 -24.128 -40.822 2.668 -0.980 0.387 CAM 4E5 3 4E5 CAQ C3 C 0 1 N N N -0.358 -27.292 -35.222 -3.343 -1.096 -1.364 CAQ 4E5 4 4E5 CAR C4 C 0 1 N N N 0.321 -27.060 -36.577 -1.867 -0.894 -1.788 CAR 4E5 5 4E5 CAV C5 C 0 1 N N N 2.101 -22.646 -39.440 3.496 1.270 -0.285 CAV 4E5 6 4E5 CAY C6 C 0 1 Y N N -0.320 -25.177 -40.943 1.637 -1.891 0.538 CAY 4E5 7 4E5 CAZ C7 C 0 1 Y N N 1.111 -23.764 -39.551 2.402 0.290 -0.126 CAZ 4E5 8 4E5 C C8 C 0 1 N N N -2.782 -25.031 -36.396 -2.978 1.236 0.763 C 4E5 9 4E5 O O1 O 0 1 N N N -3.560 -25.317 -35.474 -2.350 2.198 1.457 O 4E5 10 4E5 OAA O2 O 0 1 N N N 2.380 -21.979 -40.462 3.262 2.375 -0.732 OAA 4E5 11 4E5 OAC O3 O 0 1 N N N 2.624 -22.388 -38.332 4.754 0.938 0.065 OAC 4E5 12 4E5 OAU O4 O 0 1 N N N -0.806 -25.534 -42.162 1.891 -3.129 1.037 OAU 4E5 13 4E5 CB C9 C 0 1 N N R -0.753 -26.243 -37.299 -1.331 0.088 -0.721 CB 4E5 14 4E5 CG C10 C 0 1 Y N N -0.272 -25.505 -38.531 0.076 -0.282 -0.329 CG 4E5 15 4E5 CD1 C11 C 0 1 Y N N -0.766 -25.859 -39.799 0.342 -1.540 0.179 CD1 4E5 16 4E5 CD2 C12 C 0 1 Y N N 0.667 -24.450 -38.400 1.098 0.632 -0.489 CD2 4E5 17 4E5 OXT O5 O 0 1 N N N -3.178 -24.567 -37.481 -4.104 1.417 0.364 OXT 4E5 18 4E5 H1 H1 H 0 1 N N N -0.534 -25.471 -34.315 -2.991 -2.010 0.463 H1 4E5 19 4E5 H3 H3 H 0 1 N N N -0.712 -24.352 -36.210 -1.717 -0.386 1.360 H3 4E5 20 4E5 H4 H4 H 0 1 N N N 0.940 -23.598 -41.703 3.675 -1.250 0.670 H4 4E5 21 4E5 H5 H5 H 0 1 N N N -1.063 -28.134 -35.280 -3.724 -2.046 -1.736 H5 4E5 22 4E5 H6 H6 H 0 1 N N N 0.391 -27.493 -34.442 -3.963 -0.270 -1.715 H6 4E5 23 4E5 H7 H7 H 0 1 N N N 0.525 -28.009 -37.095 -1.323 -1.838 -1.752 H7 4E5 24 4E5 H8 H8 H 0 1 N N N 1.257 -26.493 -36.469 -1.808 -0.455 -2.784 H8 4E5 25 4E5 H9 H9 H 0 1 N N N -4.452 -25.126 -35.741 -2.838 3.018 1.613 H9 4E5 26 4E5 H10 H10 H 0 1 N N N 3.217 -21.652 -38.425 5.436 1.612 -0.057 H10 4E5 27 4E5 H11 H11 H 0 1 N N N -1.417 -26.254 -42.061 1.819 -3.188 2.000 H11 4E5 28 4E5 H12 H12 H 0 1 N N N -1.570 -26.920 -37.590 -1.363 1.110 -1.098 H12 4E5 29 4E5 H13 H13 H 0 1 N N N -1.489 -26.656 -39.893 -0.461 -2.253 0.298 H13 4E5 30 4E5 H14 H14 H 0 1 N N N 1.040 -24.173 -37.425 0.887 1.613 -0.887 H14 4E5 31 # 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 4E5 OAU CAY SING N N 1 4E5 CAY CAM DOUB Y N 2 4E5 CAY CD1 SING Y N 3 4E5 CAM CAZ SING Y N 4 4E5 OAA CAV DOUB N N 5 4E5 CD1 CG DOUB Y N 6 4E5 CAZ CAV SING N N 7 4E5 CAZ CD2 DOUB Y N 8 4E5 CAV OAC SING N N 9 4E5 CG CD2 SING Y N 10 4E5 CG CB SING N N 11 4E5 OXT C DOUB N N 12 4E5 CB CAR SING N N 13 4E5 CB CA SING N N 14 4E5 CAR CAQ SING N N 15 4E5 C CA SING N N 16 4E5 C O SING N N 17 4E5 CA N SING N N 18 4E5 CAQ N SING N N 19 4E5 N H1 SING N N 20 4E5 CA H3 SING N N 21 4E5 CAM H4 SING N N 22 4E5 CAQ H5 SING N N 23 4E5 CAQ H6 SING N N 24 4E5 CAR H7 SING N N 25 4E5 CAR H8 SING N N 26 4E5 O H9 SING N N 27 4E5 OAC H10 SING N N 28 4E5 OAU H11 SING N N 29 4E5 CB H12 SING N N 30 4E5 CD1 H13 SING N N 31 4E5 CD2 H14 SING N N 32 # 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 4E5 SMILES ACDLabs 12.01 "N1C(C(O)=O)C(CC1)c2cc(cc(c2)O)C(O)=O" 4E5 InChI InChI 1.03 "InChI=1S/C12H13NO5/c14-8-4-6(3-7(5-8)11(15)16)9-1-2-13-10(9)12(17)18/h3-5,9-10,13-14H,1-2H2,(H,15,16)(H,17,18)/t9-,10+/m1/s1" 4E5 InChIKey InChI 1.03 RMJSXKKIOKMPOU-ZJUUUORDSA-N 4E5 SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H]1NCC[C@@H]1c2cc(O)cc(c2)C(O)=O" 4E5 SMILES CACTVS 3.385 "OC(=O)[CH]1NCC[CH]1c2cc(O)cc(c2)C(O)=O" 4E5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(cc(cc1C(=O)O)O)[C@H]2CCN[C@@H]2C(=O)O" 4E5 SMILES "OpenEye OEToolkits" 1.9.2 "c1c(cc(cc1C(=O)O)O)C2CCNC2C(=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 4E5 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-(3-carboxy-5-hydroxyphenyl)-L-proline" 4E5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,3R)-3-(3-carboxy-5-oxidanyl-phenyl)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 4E5 "Create component" 2015-03-06 EBI 4E5 "Initial release" 2015-08-05 RCSB #