data_ZAF # _chem_comp.id ZAF _chem_comp.name "O-(((1R)-((N-PHENYLMETHOXYCARBONYL-L-ALANYL)AMINO)ETHYL)HYDROXYPHOSPHONO)-L-BENZYLACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N2 O8 P" _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 478.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZAF _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 6CPA _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 ZAF C1 C1 C 0 1 N N N 44.381 21.762 33.787 -0.217 0.435 -6.455 C1 ZAF 1 ZAF O1A O1A O 0 1 N N N 43.353 21.981 33.006 -1.143 -0.283 -6.749 O1A ZAF 2 ZAF O1B O1B O 0 1 N N N 44.933 20.708 33.791 0.251 1.324 -7.345 O1B ZAF 3 ZAF C2A C2A C 0 1 N N N 45.801 23.720 33.863 1.889 -0.031 -5.233 C2A ZAF 4 ZAF C2 C2 C 0 1 N N S 44.786 22.860 34.625 0.410 0.334 -5.089 C2 ZAF 5 ZAF CP1 CP1 C 0 1 Y N N 45.453 24.324 32.612 2.517 -0.132 -3.867 CP1 ZAF 6 ZAF CP2 CP2 C 0 1 Y N N 44.930 25.572 32.561 2.522 -1.341 -3.196 CP2 ZAF 7 ZAF CP3 CP3 C 0 1 Y N N 44.594 26.114 31.370 3.098 -1.433 -1.943 CP3 ZAF 8 ZAF CP4 CP4 C 0 1 Y N N 44.827 25.443 30.222 3.670 -0.317 -1.361 CP4 ZAF 9 ZAF CP5 CP5 C 0 1 Y N N 45.380 24.210 30.269 3.666 0.890 -2.032 CP5 ZAF 10 ZAF CP6 CP6 C 0 1 Y N N 45.673 23.649 31.463 3.094 0.982 -3.287 CP6 ZAF 11 ZAF O3 O3 O 0 1 N N N 45.362 22.152 35.750 -0.258 -0.674 -4.330 O3 ZAF 12 ZAF P3 P3 P 0 1 N N R 44.357 21.613 37.005 -0.864 0.048 -3.026 P3 ZAF 13 ZAF O3A O3A O 0 1 N N N 43.195 20.768 36.420 -1.811 1.105 -3.443 O3A ZAF 14 ZAF O3B O3B O 0 1 N N N 43.957 22.825 37.875 0.332 0.705 -2.172 O3B ZAF 15 ZAF C4 C4 C 0 1 N N R 45.316 20.607 38.043 -1.738 -1.180 -2.001 C4 ZAF 16 ZAF C4A C4A C 0 1 N N N 46.585 21.244 38.659 -2.875 -1.805 -2.812 C4A ZAF 17 ZAF N5 N5 N 0 1 N N N 45.796 19.498 37.293 -2.289 -0.522 -0.814 N5 ZAF 18 ZAF C6 C6 C 0 1 N N N 45.357 18.241 37.432 -1.554 -0.438 0.312 C6 ZAF 19 ZAF O6 O6 O 0 1 N N N 44.341 18.008 38.012 -0.436 -0.908 0.343 O6 ZAF 20 ZAF C7 C7 C 0 1 N N S 46.197 17.237 36.846 -2.121 0.237 1.533 C7 ZAF 21 ZAF C7A C7A C 0 1 N N N 45.530 16.762 35.539 -2.455 1.693 1.201 C7A ZAF 22 ZAF N8 N8 N 0 1 N N N 46.515 16.143 37.699 -1.135 0.198 2.616 N8 ZAF 23 ZAF C9 C9 C 0 1 N N N 47.236 16.168 38.822 -1.545 0.161 3.899 C9 ZAF 24 ZAF O9 O9 O 0 1 N N N 47.366 15.131 39.408 -2.732 0.160 4.159 O9 ZAF 25 ZAF O10 O10 O 0 1 N N N 47.782 17.310 39.216 -0.638 0.124 4.894 O10 ZAF 26 ZAF C11 C11 C 0 1 N N N 48.962 17.233 39.976 -1.079 0.084 6.277 C11 ZAF 27 ZAF C1X *CP1 C 0 1 Y N N 49.775 18.409 40.104 0.121 0.048 7.187 C1X ZAF 28 ZAF C2X *CP2 C 0 1 Y N N 50.263 18.996 38.992 0.679 1.228 7.641 C2X ZAF 29 ZAF C3X *CP3 C 0 1 Y N N 51.030 20.100 39.089 1.781 1.196 8.475 C3X ZAF 30 ZAF C4X *CP4 C 0 1 Y N N 51.345 20.595 40.301 2.324 -0.017 8.856 C4X ZAF 31 ZAF C5X *CP5 C 0 1 Y N N 50.860 20.008 41.411 1.764 -1.197 8.403 C5X ZAF 32 ZAF C6X *CP6 C 0 1 Y N N 50.088 18.906 41.320 0.660 -1.164 7.572 C6X ZAF 33 ZAF HOB1 1HOB H 0 0 N N N 45.678 20.549 34.357 -0.151 1.389 -8.222 HOB1 ZAF 34 ZAF H2A1 1H2A H 0 0 N N N 46.162 24.521 34.548 1.977 -0.989 -5.746 H2A1 ZAF 35 ZAF H2A2 2H2A H 0 0 N N N 46.726 23.116 33.712 2.399 0.738 -5.812 H2A2 ZAF 36 ZAF H2 H2 H 0 1 N N N 43.985 23.570 34.936 0.322 1.292 -4.576 H2 ZAF 37 ZAF HP2 HP2 H 0 1 N N N 44.777 26.147 33.489 2.075 -2.212 -3.651 HP2 ZAF 38 ZAF HP3 HP3 H 0 1 N N N 44.125 27.112 31.334 3.101 -2.377 -1.418 HP3 ZAF 39 ZAF HP4 HP4 H 0 1 N N N 44.567 25.899 29.251 4.119 -0.390 -0.382 HP4 ZAF 40 ZAF HP5 HP5 H 0 1 N N N 45.591 23.662 29.335 4.113 1.762 -1.578 HP5 ZAF 41 ZAF HP6 HP6 H 0 1 N N N 46.095 22.630 31.500 3.091 1.926 -3.812 HP6 ZAF 42 ZAF HOB3 3HOB H 0 0 N N N 43.394 22.523 38.578 0.925 -0.015 -1.921 HOB3 ZAF 43 ZAF H4 H4 H 0 1 N N N 44.620 20.363 38.880 -1.040 -1.959 -1.694 H4 ZAF 44 ZAF H4A1 1H4A H 0 0 N N N 47.201 20.597 39.326 -3.572 -1.026 -3.119 H4A1 ZAF 45 ZAF H4A2 2H4A H 0 0 N N N 47.225 21.658 37.846 -2.464 -2.294 -3.695 H4A2 ZAF 46 ZAF H4A3 3H4A H 0 0 N N N 46.307 22.179 39.199 -3.397 -2.539 -2.199 H4A3 ZAF 47 ZAF HN5 HN5 H 0 1 N N N 46.524 19.615 36.588 -3.183 -0.147 -0.838 HN5 ZAF 48 ZAF H7 H7 H 0 1 N N N 47.188 17.706 36.645 -3.027 -0.280 1.848 H7 ZAF 49 ZAF H7A1 1H7A H 0 0 N N N 46.183 15.981 35.083 -1.549 2.211 0.886 H7A1 ZAF 50 ZAF H7A2 2H7A H 0 0 N N N 44.482 16.412 35.691 -3.189 1.723 0.395 H7A2 ZAF 51 ZAF H7A3 3H7A H 0 0 N N N 45.307 17.600 34.838 -2.865 2.183 2.084 H7A3 ZAF 52 ZAF HN8 HN8 H 0 1 N N N 46.178 15.207 37.473 -0.187 0.198 2.409 HN8 ZAF 53 ZAF H111 1H11 H 0 0 N N N 48.712 16.853 40.994 -1.674 0.972 6.495 H111 ZAF 54 ZAF H112 2H11 H 0 0 N N N 49.590 16.399 39.584 -1.685 -0.806 6.440 H112 ZAF 55 ZAF "HP2'" *HP2 H 0 0 N N N 50.034 18.571 37.999 0.255 2.176 7.344 "HP2'" ZAF 56 ZAF "HP3'" *HP3 H 0 0 N N N 51.399 20.598 38.177 2.218 2.117 8.830 "HP3'" ZAF 57 ZAF "HP4'" *HP4 H 0 0 N N N 51.998 21.479 40.384 3.185 -0.042 9.507 "HP4'" ZAF 58 ZAF "HP5'" *HP5 H 0 0 N N N 51.096 20.432 42.401 2.189 -2.144 8.700 "HP5'" ZAF 59 ZAF "HP6'" *HP6 H 0 0 N N N 49.715 18.414 42.234 0.223 -2.086 7.217 "HP6'" ZAF 60 # 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 ZAF C1 O1A DOUB N N 1 ZAF C1 O1B SING N N 2 ZAF C1 C2 SING N N 3 ZAF O1B HOB1 SING N N 4 ZAF C2A C2 SING N N 5 ZAF C2A CP1 SING N N 6 ZAF C2A H2A1 SING N N 7 ZAF C2A H2A2 SING N N 8 ZAF C2 O3 SING N N 9 ZAF C2 H2 SING N N 10 ZAF CP1 CP2 DOUB Y N 11 ZAF CP1 CP6 SING Y N 12 ZAF CP2 CP3 SING Y N 13 ZAF CP2 HP2 SING N N 14 ZAF CP3 CP4 DOUB Y N 15 ZAF CP3 HP3 SING N N 16 ZAF CP4 CP5 SING Y N 17 ZAF CP4 HP4 SING N N 18 ZAF CP5 CP6 DOUB Y N 19 ZAF CP5 HP5 SING N N 20 ZAF CP6 HP6 SING N N 21 ZAF O3 P3 SING N N 22 ZAF P3 O3A DOUB N N 23 ZAF P3 O3B SING N N 24 ZAF P3 C4 SING N N 25 ZAF O3B HOB3 SING N N 26 ZAF C4 C4A SING N N 27 ZAF C4 N5 SING N N 28 ZAF C4 H4 SING N N 29 ZAF C4A H4A1 SING N N 30 ZAF C4A H4A2 SING N N 31 ZAF C4A H4A3 SING N N 32 ZAF N5 C6 SING N N 33 ZAF N5 HN5 SING N N 34 ZAF C6 O6 DOUB N N 35 ZAF C6 C7 SING N N 36 ZAF C7 C7A SING N N 37 ZAF C7 N8 SING N N 38 ZAF C7 H7 SING N N 39 ZAF C7A H7A1 SING N N 40 ZAF C7A H7A2 SING N N 41 ZAF C7A H7A3 SING N N 42 ZAF N8 C9 SING N N 43 ZAF N8 HN8 SING N N 44 ZAF C9 O9 DOUB N N 45 ZAF C9 O10 SING N N 46 ZAF O10 C11 SING N N 47 ZAF C11 C1X SING N N 48 ZAF C11 H111 SING N N 49 ZAF C11 H112 SING N N 50 ZAF C1X C2X DOUB Y N 51 ZAF C1X C6X SING Y N 52 ZAF C2X C3X SING Y N 53 ZAF C2X "HP2'" SING N N 54 ZAF C3X C4X DOUB Y N 55 ZAF C3X "HP3'" SING N N 56 ZAF C4X C5X SING Y N 57 ZAF C4X "HP4'" SING N N 58 ZAF C5X C6X DOUB Y N 59 ZAF C5X "HP5'" SING N N 60 ZAF C6X "HP6'" SING N N 61 # 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 ZAF SMILES ACDLabs 10.04 "O=C(O)C(OP(=O)(O)C(NC(=O)C(NC(=O)OCc1ccccc1)C)C)Cc2ccccc2" ZAF SMILES_CANONICAL CACTVS 3.341 "C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C)[P@](O)(=O)O[C@@H](Cc2ccccc2)C(O)=O" ZAF SMILES CACTVS 3.341 "C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](C)[P](O)(=O)O[CH](Cc2ccccc2)C(O)=O" ZAF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)N[C@@H](C)[P@@](=O)(O)O[C@@H](Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2" ZAF SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)NC(C)P(=O)(O)OC(Cc1ccccc1)C(=O)O)NC(=O)OCc2ccccc2" ZAF InChI InChI 1.03 "InChI=1S/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t15-,16+,19-/m0/s1" ZAF InChIKey InChI 1.03 UPJNMOBJDSFRTI-FCEWJHQRSA-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 ZAF "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-{[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-alanyl}amino)ethyl](hydroxy)phosphoryl]oxy}-3-phenylpropanoic acid" ZAF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[hydroxy-[(1R)-1-[[(2S)-2-phenylmethoxycarbonylaminopropanoyl]amino]ethyl]phosphoryl]oxy-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 ZAF "Create component" 1999-07-08 EBI ZAF "Modify descriptor" 2011-06-04 RCSB #