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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h23-24,26,29H 
ZAF InChIKey         InChI                1.02b UPJNMOBJDSFRTI-RFFCZYNKDM 
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 
# 
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" 
# 
