data_PH0 # _chem_comp.id PH0 _chem_comp.name "N-{(2S)-3-[(R)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 N2 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-10-18 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 494.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PH0 _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 2R59 _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 PH0 O1 O1 O 0 1 N N N 34.144 4.231 3.459 2.442 0.441 0.761 O1 PH0 1 PH0 C1 C1 C 0 1 N N N 32.674 2.749 1.112 4.866 0.533 -1.371 C1 PH0 2 PH0 C2 C2 C 0 1 Y N N 31.925 1.993 0.051 5.094 0.197 0.081 C2 PH0 3 PH0 C3 C3 C 0 1 Y N N 32.378 1.849 -1.285 4.699 1.084 1.065 C3 PH0 4 PH0 C4 C4 C 0 1 Y N N 31.545 1.122 -2.155 4.903 0.774 2.397 C4 PH0 5 PH0 C5 C5 C 0 1 Y N N 30.321 0.587 -1.788 5.502 -0.422 2.744 C5 PH0 6 PH0 C6 C6 C 0 1 Y N N 29.913 0.703 -0.484 5.896 -1.309 1.760 C6 PH0 7 PH0 C7 C7 C 0 1 Y N N 30.705 1.418 0.410 5.693 -0.999 0.428 C7 PH0 8 PH0 C8 C8 C 0 1 N N R 34.159 2.440 1.280 3.494 0.014 -1.805 C8 PH0 9 PH0 C9 C9 C 0 1 N N N 34.787 5.238 0.971 0.563 0.181 -1.307 C9 PH0 10 PH0 C10 C10 C 0 1 N N S 34.733 6.600 1.680 -0.530 0.930 -0.542 C10 PH0 11 PH0 C11 C11 C 0 1 N N N 34.469 7.651 0.640 -1.836 0.191 -0.680 C11 PH0 12 PH0 C12 C12 C 0 1 N N S 33.212 9.588 -0.185 -3.468 -1.429 0.126 C12 PH0 13 PH0 C13 C13 C 0 1 N N N 32.302 10.670 0.384 -3.380 -2.685 0.995 C13 PH0 14 PH0 C14 C14 C 0 1 Y N N 31.224 10.020 1.217 -2.248 -3.554 0.510 C14 PH0 15 PH0 C15 C15 C 0 1 Y N N 31.440 9.760 2.591 -0.978 -3.387 1.029 C15 PH0 16 PH0 C16 C16 C 0 1 Y N N 30.420 9.178 3.316 0.060 -4.184 0.584 C16 PH0 17 PH0 C17 C17 C 0 1 Y N N 29.222 8.837 2.701 -0.172 -5.148 -0.379 C17 PH0 18 PH0 C18 C18 C 0 1 Y N N 29.016 9.108 1.362 -1.442 -5.315 -0.898 C18 PH0 19 PH0 C19 C19 C 0 1 Y N N 30.023 9.701 0.633 -2.482 -4.522 -0.449 C19 PH0 20 PH0 C20 C20 C 0 1 N N N 34.468 10.270 -0.665 -4.673 -0.621 0.531 C20 PH0 21 PH0 P P P 0 1 N N R 34.927 3.845 2.175 2.199 0.799 -0.790 P PH0 22 PH0 O5 O5 O 0 1 N N N 36.545 3.494 2.524 2.251 2.266 -0.971 O5 PH0 23 PH0 N2 N2 N 0 1 N N N 34.301 1.249 2.156 3.272 0.340 -3.220 N2 PH0 24 PH0 C21 C21 C 0 1 N N N 36.112 6.880 2.282 -0.679 2.340 -1.116 C21 PH0 25 PH0 C22 C22 C 0 1 Y N N 36.056 8.013 3.308 -1.694 3.106 -0.308 C22 PH0 26 PH0 C23 C23 C 0 1 Y N N 37.191 8.781 3.543 -1.309 3.756 0.850 C23 PH0 27 PH0 C24 C24 C 0 1 Y N N 37.203 9.847 4.459 -2.240 4.459 1.591 C24 PH0 28 PH0 C25 C25 C 0 1 Y N N 36.048 10.110 5.179 -3.557 4.513 1.174 C25 PH0 29 PH0 C26 C26 C 0 1 Y N N 34.907 9.319 5.006 -3.943 3.864 0.015 C26 PH0 30 PH0 C27 C27 C 0 1 Y N N 34.904 8.269 4.070 -3.010 3.165 -0.728 C27 PH0 31 PH0 O2 O2 O 0 1 N N N 35.150 7.649 -0.336 -2.508 0.330 -1.680 O2 PH0 32 PH0 N1 N1 N 0 1 N N N 33.492 8.528 0.769 -2.257 -0.625 0.306 N1 PH0 33 PH0 O3 O3 O 0 1 N N N 35.419 10.598 0.127 -5.891 -0.961 0.081 O3 PH0 34 PH0 O4 O4 O 0 1 N N N 34.522 10.443 -1.897 -4.543 0.333 1.260 O4 PH0 35 PH0 HO1 HO1 H 0 1 N N N 34.749 4.310 4.187 2.421 -0.507 0.954 HO1 PH0 36 PH0 H11 1H1 H 0 1 N N N 32.596 3.817 0.859 4.905 1.614 -1.505 H11 PH0 37 PH0 H12A 2H1 H 0 0 N N N 32.210 2.444 2.061 5.640 0.063 -1.978 H12A PH0 38 PH0 H3 H3 H 0 1 N N N 33.313 2.275 -1.617 4.230 2.019 0.793 H3 PH0 39 PH0 H4 H4 H 0 1 N N N 31.880 0.972 -3.171 4.594 1.467 3.165 H4 PH0 40 PH0 H5 H5 H 0 1 N N N 29.699 0.087 -2.516 5.662 -0.664 3.784 H5 PH0 41 PH0 H6 H6 H 0 1 N N N 28.991 0.246 -0.156 6.364 -2.244 2.031 H6 PH0 42 PH0 H7 H7 H 0 1 N N N 30.360 1.533 1.427 5.998 -1.694 -0.341 H7 PH0 43 PH0 H8 H8 H 0 1 N N N 34.625 2.271 0.298 3.455 -1.067 -1.671 H8 PH0 44 PH0 H91 1H9 H 0 1 N N N 33.865 5.108 0.386 0.493 -0.885 -1.090 H91 PH0 45 PH0 H92 2H9 H 0 1 N N N 35.676 5.223 0.323 0.435 0.344 -2.377 H92 PH0 46 PH0 H10 H10 H 0 1 N N N 33.955 6.604 2.458 -0.258 0.993 0.512 H10 PH0 47 PH0 H12 H12 H 0 1 N N N 32.709 9.080 -1.021 -3.559 -1.718 -0.922 H12 PH0 48 PH0 H131 1H13 H 0 0 N N N 32.891 11.355 1.012 -3.200 -2.398 2.031 H131 PH0 49 PH0 H132 2H13 H 0 0 N N N 31.843 11.238 -0.438 -4.317 -3.239 0.929 H132 PH0 50 PH0 H15 H15 H 0 1 N N N 32.380 10.011 3.061 -0.796 -2.634 1.781 H15 PH0 51 PH0 H16 H16 H 0 1 N N N 30.554 8.986 4.370 1.053 -4.054 0.989 H16 PH0 52 PH0 H17 H17 H 0 1 N N N 28.444 8.355 3.275 0.639 -5.771 -0.727 H17 PH0 53 PH0 H18 H18 H 0 1 N N N 28.076 8.858 0.892 -1.624 -6.068 -1.651 H18 PH0 54 PH0 H19 H19 H 0 1 N N N 29.866 9.918 -0.413 -3.475 -4.655 -0.851 H19 PH0 55 PH0 HN21 1HN2 H 0 0 N N N 34.333 0.423 1.594 3.303 1.338 -3.370 HN21 PH0 56 PH0 HN22 2HN2 H 0 0 N N N 35.146 1.324 2.686 3.938 -0.135 -3.809 HN22 PH0 57 PH0 H211 1H21 H 0 0 N N N 36.473 5.968 2.780 0.282 2.853 -1.072 H211 PH0 58 PH0 H212 2H21 H 0 0 N N N 36.790 7.182 1.470 -1.011 2.278 -2.152 H212 PH0 59 PH0 H23 H23 H 0 1 N N N 38.097 8.550 3.002 -0.280 3.714 1.176 H23 PH0 60 PH0 H24 H24 H 0 1 N N N 38.090 10.447 4.598 -1.940 4.965 2.496 H24 PH0 61 PH0 H25 H25 H 0 1 N N N 36.029 10.932 5.879 -4.285 5.062 1.753 H25 PH0 62 PH0 H26 H26 H 0 1 N N N 34.023 9.516 5.595 -4.971 3.905 -0.310 H26 PH0 63 PH0 H27 H27 H 0 1 N N N 34.020 7.663 3.938 -3.310 2.661 -1.635 H27 PH0 64 PH0 HN1 HN1 H 0 1 N N N 32.906 8.459 1.576 -1.758 -0.679 1.136 HN1 PH0 65 PH0 HO3 HO3 H 0 1 N N N 36.132 10.976 -0.374 -6.634 -0.412 0.368 HO3 PH0 66 # 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 PH0 C4 C5 DOUB Y N 1 PH0 C4 C3 SING Y N 2 PH0 O4 C20 DOUB N N 3 PH0 C5 C6 SING Y N 4 PH0 C3 C2 DOUB Y N 5 PH0 C20 C12 SING N N 6 PH0 C20 O3 SING N N 7 PH0 C6 C7 DOUB Y N 8 PH0 O2 C11 DOUB N N 9 PH0 C12 C13 SING N N 10 PH0 C12 N1 SING N N 11 PH0 C2 C7 SING Y N 12 PH0 C2 C1 SING N N 13 PH0 C13 C14 SING N N 14 PH0 C19 C14 DOUB Y N 15 PH0 C19 C18 SING Y N 16 PH0 C11 N1 SING N N 17 PH0 C11 C10 SING N N 18 PH0 C9 C10 SING N N 19 PH0 C9 P SING N N 20 PH0 C1 C8 SING N N 21 PH0 C14 C15 SING Y N 22 PH0 C8 N2 SING N N 23 PH0 C8 P SING N N 24 PH0 C18 C17 DOUB Y N 25 PH0 C10 C21 SING N N 26 PH0 P O5 DOUB N N 27 PH0 P O1 SING N N 28 PH0 C21 C22 SING N N 29 PH0 C15 C16 DOUB Y N 30 PH0 C17 C16 SING Y N 31 PH0 C22 C23 DOUB Y N 32 PH0 C22 C27 SING Y N 33 PH0 C23 C24 SING Y N 34 PH0 C27 C26 DOUB Y N 35 PH0 C24 C25 DOUB Y N 36 PH0 C26 C25 SING Y N 37 PH0 O1 HO1 SING N N 38 PH0 C1 H11 SING N N 39 PH0 C1 H12A SING N N 40 PH0 C3 H3 SING N N 41 PH0 C4 H4 SING N N 42 PH0 C5 H5 SING N N 43 PH0 C6 H6 SING N N 44 PH0 C7 H7 SING N N 45 PH0 C8 H8 SING N N 46 PH0 C9 H91 SING N N 47 PH0 C9 H92 SING N N 48 PH0 C10 H10 SING N N 49 PH0 C12 H12 SING N N 50 PH0 C13 H131 SING N N 51 PH0 C13 H132 SING N N 52 PH0 C15 H15 SING N N 53 PH0 C16 H16 SING N N 54 PH0 C17 H17 SING N N 55 PH0 C18 H18 SING N N 56 PH0 C19 H19 SING N N 57 PH0 N2 HN21 SING N N 58 PH0 N2 HN22 SING N N 59 PH0 C21 H211 SING N N 60 PH0 C21 H212 SING N N 61 PH0 C23 H23 SING N N 62 PH0 C24 H24 SING N N 63 PH0 C25 H25 SING N N 64 PH0 C26 H26 SING N N 65 PH0 C27 H27 SING N N 66 PH0 N1 HN1 SING N N 67 PH0 O3 HO3 SING N N 68 # 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 PH0 SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)C(Cc1ccccc1)CP(=O)(O)C(N)Cc2ccccc2)Cc3ccccc3" PH0 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1ccccc1)[P@@](O)(=O)C[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(O)=O" PH0 SMILES CACTVS 3.341 "N[CH](Cc1ccccc1)[P](O)(=O)C[CH](Cc2ccccc2)C(=O)N[CH](Cc3ccccc3)C(O)=O" PH0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C[C@H](C[P@](=O)([C@H](Cc2ccccc2)N)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)O" PH0 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC(CP(=O)(C(Cc2ccccc2)N)O)C(=O)NC(Cc3ccccc3)C(=O)O" PH0 InChI InChI 1.03 "InChI=1S/C27H31N2O5P/c28-25(18-22-14-8-3-9-15-22)35(33,34)19-23(16-20-10-4-1-5-11-20)26(30)29-24(27(31)32)17-21-12-6-2-7-13-21/h1-15,23-25H,16-19,28H2,(H,29,30)(H,31,32)(H,33,34)/t23-,24+,25-/m1/s1" PH0 InChIKey InChI 1.03 XNPYGVCNHOXQRJ-DSNGMDLFSA-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 PH0 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{(2S)-3-[(R)-[(1R)-1-amino-2-phenylethyl](hydroxy)phosphoryl]-2-benzylpropanoyl}-L-phenylalanine" PH0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-2-[[[(1R)-1-amino-2-phenyl-ethyl]-hydroxy-phosphoryl]methyl]-3-phenyl-propanoyl]amino]-3-phenyl-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 PH0 "Create component" 2007-10-18 RCSB PH0 "Modify aromatic_flag" 2011-06-04 RCSB PH0 "Modify descriptor" 2011-06-04 RCSB #