data_PIR # _chem_comp.id PIR _chem_comp.name "2-(4-AMINO-PHENYL)-5-HYDROXYMETHYL-PYRROLIDINE-3,4-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 224.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PIR _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 2MAS _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 PIR C1 C1 C 0 1 Y N N 83.588 43.493 51.274 0.423 0.876 1.524 C1 PIR 1 PIR C2 C2 C 0 1 Y N N 83.834 42.173 50.805 -0.097 -0.347 1.146 C2 PIR 2 PIR C3 C3 C 0 1 Y N N 83.032 41.118 51.260 -0.398 -1.299 2.102 C3 PIR 3 PIR C4 C4 C 0 1 Y N N 82.219 41.300 52.386 -0.181 -1.030 3.439 C4 PIR 4 PIR C5 C5 C 0 1 Y N N 82.005 42.611 52.894 0.341 0.198 3.823 C5 PIR 5 PIR N5 N5 N 0 1 N N N 81.211 42.794 53.962 0.562 0.474 5.174 N5 PIR 6 PIR C6 C6 C 0 1 Y N N 82.630 43.722 52.274 0.638 1.154 2.860 C6 PIR 7 PIR "C1'" "C1'" C 0 1 N N S 84.952 41.893 49.836 -0.335 -0.644 -0.311 "C1'" PIR 8 PIR "C2'" "C2'" C 0 1 N N S 85.458 43.150 49.126 -1.301 0.394 -0.922 "C2'" PIR 9 PIR "O2'" "O2'" O 0 1 N N N 85.187 43.080 47.734 -2.631 -0.124 -0.970 "O2'" PIR 10 PIR "C3'" "C3'" C 0 1 N N R 86.975 43.171 49.341 -0.769 0.641 -2.351 "C3'" PIR 11 PIR "O3'" "O3'" O 0 1 N N N 87.639 42.667 48.198 -1.757 0.279 -3.317 "O3'" PIR 12 PIR "C4'" "C4'" C 0 1 N N R 87.205 42.269 50.558 0.468 -0.271 -2.482 "C4'" PIR 13 PIR "N4'" "N4'" N 0 1 N N N 86.130 41.269 50.398 0.923 -0.489 -1.085 "N4'" PIR 14 PIR "C5'" "C5'" C 0 1 N N N 87.107 42.957 51.935 1.562 0.422 -3.297 "C5'" PIR 15 PIR "O5'" "O5'" O 0 1 N N N 86.831 41.992 52.932 2.724 -0.407 -3.339 "O5'" PIR 16 PIR H1 H1 H 0 1 N N N 84.146 44.348 50.857 0.658 1.618 0.774 H1 PIR 17 PIR H3 H3 H 0 1 N N N 83.040 40.148 50.734 -0.804 -2.254 1.803 H3 PIR 18 PIR H4 H4 H 0 1 N N N 81.753 40.422 52.866 -0.416 -1.774 4.186 H4 PIR 19 PIR HN51 1HN5 H 0 0 N N N 81.057 43.734 54.326 0.927 1.332 5.441 HN51 PIR 20 PIR HN52 2HN5 H 0 0 N N N 81.550 42.204 54.721 0.347 -0.191 5.846 HN52 PIR 21 PIR H6 H6 H 0 1 N N N 82.373 44.754 52.566 1.045 2.110 3.154 H6 PIR 22 PIR "H1'" "H1'" H 0 1 N N N 84.455 41.181 49.135 -0.734 -1.651 -0.433 "H1'" PIR 23 PIR "H2'" "H2'" H 0 1 N N N 84.959 44.063 49.526 -1.276 1.317 -0.343 "H2'" PIR 24 PIR "HO2'" "'HO2" H 0 0 N N N 85.501 43.860 47.293 -3.177 0.547 -1.401 "HO2'" PIR 25 PIR "H3'" "H3'" H 0 1 N N N 87.372 44.199 49.506 -0.484 1.686 -2.474 "H3'" PIR 26 PIR "HO3'" "'HO3" H 0 0 N N N 88.579 42.680 48.331 -2.505 0.879 -3.190 "HO3'" PIR 27 PIR "H4'" "H4'" H 0 1 N N N 88.247 41.873 50.568 0.194 -1.219 -2.945 "H4'" PIR 28 PIR "HN4'" "'HN4" H 0 0 N N N 86.434 40.464 49.849 1.387 -1.384 -1.067 "HN4'" PIR 29 PIR "H5'1" "1H5'" H 0 0 N N N 88.017 43.555 52.170 1.203 0.598 -4.311 "H5'1" PIR 30 PIR "H5'2" "2H5'" H 0 0 N N N 86.363 43.787 51.937 1.813 1.375 -2.830 "H5'2" PIR 31 PIR "HO5'" "'HO5" H 0 0 N N N 86.770 42.415 53.780 3.387 0.065 -3.861 "HO5'" PIR 32 # 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 PIR C1 C2 DOUB Y N 1 PIR C1 C6 SING Y N 2 PIR C1 H1 SING N N 3 PIR C2 C3 SING Y N 4 PIR C2 "C1'" SING N N 5 PIR C3 C4 DOUB Y N 6 PIR C3 H3 SING N N 7 PIR C4 C5 SING Y N 8 PIR C4 H4 SING N N 9 PIR C5 N5 SING N N 10 PIR C5 C6 DOUB Y N 11 PIR N5 HN51 SING N N 12 PIR N5 HN52 SING N N 13 PIR C6 H6 SING N N 14 PIR "C1'" "C2'" SING N N 15 PIR "C1'" "N4'" SING N N 16 PIR "C1'" "H1'" SING N N 17 PIR "C2'" "O2'" SING N N 18 PIR "C2'" "C3'" SING N N 19 PIR "C2'" "H2'" SING N N 20 PIR "O2'" "HO2'" SING N N 21 PIR "C3'" "O3'" SING N N 22 PIR "C3'" "C4'" SING N N 23 PIR "C3'" "H3'" SING N N 24 PIR "O3'" "HO3'" SING N N 25 PIR "C4'" "N4'" SING N N 26 PIR "C4'" "C5'" SING N N 27 PIR "C4'" "H4'" SING N N 28 PIR "N4'" "HN4'" SING N N 29 PIR "C5'" "O5'" SING N N 30 PIR "C5'" "H5'1" SING N N 31 PIR "C5'" "H5'2" SING N N 32 PIR "O5'" "HO5'" SING N N 33 # 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 PIR SMILES ACDLabs 10.04 "OC2C(c1ccc(N)cc1)NC(CO)C2O" PIR SMILES_CANONICAL CACTVS 3.341 "Nc1ccc(cc1)[C@@H]2N[C@H](CO)[C@@H](O)[C@H]2O" PIR SMILES CACTVS 3.341 "Nc1ccc(cc1)[CH]2N[CH](CO)[CH](O)[CH]2O" PIR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@H]2[C@@H]([C@@H]([C@H](N2)CO)O)O)N" PIR SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C2C(C(C(N2)CO)O)O)N" PIR InChI InChI 1.03 "InChI=1S/C11H16N2O3/c12-7-3-1-6(2-4-7)9-11(16)10(15)8(5-14)13-9/h1-4,8-11,13-16H,5,12H2/t8-,9+,10-,11+/m1/s1" PIR InChIKey InChI 1.03 SQENVZNKXLCDLF-YTWAJWBKSA-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 PIR "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S,4R,5R)-2-(4-aminophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol" PIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4R,5R)-2-(4-aminophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PIR "Create component" 1999-07-08 EBI PIR "Modify descriptor" 2011-06-04 RCSB #