data_SH4 # _chem_comp.id SH4 _chem_comp.name "(1R)-1-PHENYLETHYL 4-(ACETYLAMINO)BENZYLPHOSPHONATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N O4 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1S)-1PHENYLETHYL [4-(ACETYLAMINO) BENZYL] PHOSPHATE" _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2003-09-29 _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 332.311 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SH4 _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 1UM4 _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 SH4 O1 O1 O -1 1 N N N 18.214 21.250 52.886 -0.533 -2.246 -0.762 O1 SH4 1 SH4 P1 P1 P 0 1 N N N 19.661 21.154 53.360 -0.867 -0.909 -0.063 P1 SH4 2 SH4 O2 O2 O 0 1 N N N 20.059 22.519 53.904 -0.696 0.253 -1.067 O2 SH4 3 SH4 O3 O3 O 0 1 N N N 20.581 20.829 52.050 -2.388 -0.943 0.463 O3 SH4 4 SH4 C1 C1 C 0 1 N N S 20.851 21.700 50.925 -3.514 -1.018 -0.414 C1 SH4 5 SH4 C2 C2 C 0 1 Y N N 19.730 22.165 49.981 -4.391 0.190 -0.209 C2 SH4 6 SH4 C3 C3 C 0 1 Y N N 19.083 21.272 49.078 -5.058 0.749 -1.283 C3 SH4 7 SH4 C4 C4 C 0 1 Y N N 18.079 21.742 48.206 -5.862 1.858 -1.096 C4 SH4 8 SH4 C5 C5 C 0 1 Y N N 17.710 23.112 48.224 -6.000 2.407 0.165 C5 SH4 9 SH4 C6 C6 C 0 1 Y N N 18.343 24.013 49.118 -5.334 1.846 1.239 C6 SH4 10 SH4 C7 C7 C 0 1 Y N N 19.352 23.542 49.995 -4.533 0.735 1.053 C7 SH4 11 SH4 C8 C8 C 0 1 N N N 22.012 21.058 50.146 -4.314 -2.286 -0.109 C8 SH4 12 SH4 C9 C9 C 0 1 N N N 19.988 19.724 54.324 0.260 -0.663 1.349 C9 SH4 13 SH4 C10 C10 C 0 1 Y N N 19.347 19.757 55.713 1.671 -0.508 0.844 C10 SH4 14 SH4 C11 C11 C 0 1 Y N N 20.147 20.198 56.810 2.158 0.749 0.533 C11 SH4 15 SH4 C12 C12 C 0 1 Y N N 19.620 20.242 58.121 3.452 0.894 0.071 C12 SH4 16 SH4 C13 C13 C 0 1 Y N N 18.282 19.843 58.370 4.263 -0.222 -0.082 C13 SH4 17 SH4 N1 N1 N 0 1 N N N 17.814 19.912 59.762 5.574 -0.078 -0.549 N1 SH4 18 SH4 C14 C14 C 0 1 N N N 16.654 19.629 60.400 6.283 1.024 -0.237 C14 SH4 19 SH4 O4 O4 O 0 1 N N N 15.631 19.200 59.854 5.822 1.846 0.526 O4 SH4 20 SH4 C15 C15 C 0 1 N N N 16.663 19.878 61.910 7.649 1.236 -0.837 C15 SH4 21 SH4 C16 C16 C 0 1 Y N N 17.475 19.399 57.262 3.770 -1.483 0.231 C16 SH4 22 SH4 C17 C17 C 0 1 Y N N 18.007 19.358 55.942 2.478 -1.621 0.698 C17 SH4 23 SH4 H1 H1 H 0 1 N N N 21.069 22.672 51.391 -3.168 -1.046 -1.447 H1 SH4 24 SH4 H3 H3 H 0 1 N N N 19.363 20.229 49.061 -4.950 0.321 -2.269 H3 SH4 25 SH4 H4 H4 H 0 1 N N N 17.592 21.060 47.525 -6.383 2.296 -1.935 H4 SH4 26 SH4 H5 H5 H 0 1 N N N 16.943 23.471 47.553 -6.628 3.273 0.312 H5 SH4 27 SH4 H6 H6 H 0 1 N N N 18.057 25.054 49.130 -5.442 2.275 2.225 H6 SH4 28 SH4 H7 H7 H 0 1 N N N 19.836 24.226 50.676 -4.016 0.296 1.893 H7 SH4 29 SH4 H81 1H8 H 0 1 N N N 21.711 20.905 49.099 -5.173 -2.344 -0.778 H81 SH4 30 SH4 H82 2H8 H 0 1 N N N 22.889 21.721 50.182 -3.679 -3.161 -0.257 H82 SH4 31 SH4 H83 3H8 H 0 1 N N N 22.266 20.089 50.600 -4.659 -2.259 0.924 H83 SH4 32 SH4 H91 1H9 H 0 1 N N N 19.590 18.851 53.785 -0.032 0.235 1.894 H91 SH4 33 SH4 H92 2H9 H 0 1 N N N 21.077 19.676 54.472 0.204 -1.526 2.012 H92 SH4 34 SH4 H11 H11 H 0 1 N N N 21.169 20.502 56.636 1.527 1.617 0.652 H11 SH4 35 SH4 H12 H12 H 0 1 N N N 20.240 20.581 58.938 3.832 1.876 -0.172 H12 SH4 36 SH4 HN1 HN1 H 0 1 N N N 18.520 20.248 60.386 5.972 -0.772 -1.098 HN1 SH4 37 SH4 H151 1H15 H 0 0 N N N 16.665 18.915 62.441 7.892 0.400 -1.492 H151 SH4 38 SH4 H152 2H15 H 0 0 N N N 17.563 20.448 62.182 7.654 2.162 -1.412 H152 SH4 39 SH4 H153 3H15 H 0 0 N N N 15.767 20.450 62.192 8.390 1.300 -0.039 H153 SH4 40 SH4 H16 H16 H 0 1 N N N 16.454 19.093 57.435 4.399 -2.353 0.113 H16 SH4 41 SH4 H17 H17 H 0 1 N N N 17.392 19.024 55.119 2.096 -2.601 0.945 H17 SH4 42 # # 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 SH4 O1 P1 SING N N 1 SH4 P1 O2 DOUB N N 2 SH4 P1 O3 SING N N 3 SH4 P1 C9 SING N N 4 SH4 O3 C1 SING N N 5 SH4 C1 C2 SING N N 6 SH4 C1 C8 SING N N 7 SH4 C1 H1 SING N N 8 SH4 C2 C3 DOUB Y N 9 SH4 C2 C7 SING Y N 10 SH4 C3 C4 SING Y N 11 SH4 C3 H3 SING N N 12 SH4 C4 C5 DOUB Y N 13 SH4 C4 H4 SING N N 14 SH4 C5 C6 SING Y N 15 SH4 C5 H5 SING N N 16 SH4 C6 C7 DOUB Y N 17 SH4 C6 H6 SING N N 18 SH4 C7 H7 SING N N 19 SH4 C8 H81 SING N N 20 SH4 C8 H82 SING N N 21 SH4 C8 H83 SING N N 22 SH4 C9 C10 SING N N 23 SH4 C9 H91 SING N N 24 SH4 C9 H92 SING N N 25 SH4 C10 C11 DOUB Y N 26 SH4 C10 C17 SING Y N 27 SH4 C11 C12 SING Y N 28 SH4 C11 H11 SING N N 29 SH4 C12 C13 DOUB Y N 30 SH4 C12 H12 SING N N 31 SH4 C13 N1 SING N N 32 SH4 C13 C16 SING Y N 33 SH4 N1 C14 SING N N 34 SH4 N1 HN1 SING N N 35 SH4 C14 O4 DOUB N N 36 SH4 C14 C15 SING N N 37 SH4 C15 H151 SING N N 38 SH4 C15 H152 SING N N 39 SH4 C15 H153 SING N N 40 SH4 C16 C17 DOUB Y N 41 SH4 C16 H16 SING N N 42 SH4 C17 H17 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 SH4 SMILES ACDLabs 10.04 "O=C(Nc1ccc(cc1)CP([O-])(=O)OC(c2ccccc2)C)C" SH4 InChI InChI 1.03 "InChI=1S/C17H20NO4P/c1-13(16-6-4-3-5-7-16)22-23(20,21)12-15-8-10-17(11-9-15)18-14(2)19/h3-11,13H,12H2,1-2H3,(H,18,19)(H,20,21)/p-1/t13-/m0/s1" SH4 InChIKey InChI 1.03 YPTMOJMDCPUCJT-ZDUSSCGKSA-M SH4 SMILES_CANONICAL CACTVS 3.385 "C[C@H](O[P]([O-])(=O)Cc1ccc(NC(C)=O)cc1)c2ccccc2" SH4 SMILES CACTVS 3.385 "C[CH](O[P]([O-])(=O)Cc1ccc(NC(C)=O)cc1)c2ccccc2" SH4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "C[C@@H](c1ccccc1)OP(=O)(Cc2ccc(cc2)NC(=O)C)[O-]" SH4 SMILES "OpenEye OEToolkits" 1.7.5 "CC(c1ccccc1)OP(=O)(Cc2ccc(cc2)NC(=O)C)[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 SH4 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S)-1-phenylethyl [4-(acetylamino)benzyl]phosphonate" SH4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4-acetamidophenyl)methyl-[(1S)-1-phenylethoxy]phosphinate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SH4 "Create component" 2003-09-29 RCSB SH4 "Modify descriptor" 2011-06-04 RCSB SH4 "Modify descriptor" 2012-01-05 RCSB SH4 "Modify coordinates" 2012-01-05 RCSB SH4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SH4 _pdbx_chem_comp_synonyms.name "(1S)-1PHENYLETHYL [4-(ACETYLAMINO) BENZYL] PHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##