data_DFJ
# 
_chem_comp.id                                    DFJ 
_chem_comp.name                                  N-({4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}ACETYL)-L-PHENYLALANYL-4-[DIFLUORO(PHOSPHONO)METHYL]-L-PHENYLALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H29 F4 N3 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-21 
_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                        689.486 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DFJ 
_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        2CNE 
_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 
DFJ C1   C1   C 0 1 Y N N 13.359 35.609 10.998 -4.883 -1.461 0.967  C1   DFJ 1  
DFJ C2   C2   C 0 1 Y N N 12.198 35.152 11.776 -5.860 -0.943 0.138  C2   DFJ 2  
DFJ C3   C3   C 0 1 Y N N 12.275 34.718 13.185 -5.846 0.399  -0.193 C3   DFJ 3  
DFJ C4   C4   C 0 1 Y N N 13.573 34.735 13.862 -4.856 1.224  0.309  C4   DFJ 4  
DFJ C5   C5   C 0 1 Y N N 14.696 35.198 13.036 -3.876 0.705  1.134  C5   DFJ 5  
DFJ C6   C6   C 0 1 Y N N 14.673 35.640 11.638 -3.891 -0.637 1.466  C6   DFJ 6  
DFJ C11  C11  C 0 1 N N N 10.900 35.123 11.090 -6.941 -1.841 -0.406 C11  DFJ 7  
DFJ P12  P12  P 0 1 N N N 9.748  36.458 11.308 -8.327 -1.908 0.776  P12  DFJ 8  
DFJ F13  F13  F 0 1 N N N 10.036 33.956 11.379 -7.395 -1.337 -1.629 F13  DFJ 9  
DFJ F14  F14  F 0 1 N N N 10.935 35.064 9.600  -6.426 -3.128 -0.594 F14  DFJ 10 
DFJ O15  O15  O 0 1 N N N 8.525  35.893 10.126 -7.796 -2.451 2.196  O15  DFJ 11 
DFJ O16  O16  O 0 1 N N N 10.605 37.851 10.648 -8.945 -0.433 0.962  O16  DFJ 12 
DFJ O17  O17  O 0 1 N N N 9.335  36.447 13.017 -9.373 -2.819 0.259  O17  DFJ 13 
DFJ C20  C20  C 0 1 N N N 16.057 35.217 13.685 -2.795 1.603  1.677  C20  DFJ 14 
DFJ C21  C21  C 0 1 N N N 16.736 33.866 13.547 -1.626 1.614  0.726  C21  DFJ 15 
DFJ O24  O24  O 0 1 N N N 16.219 32.853 14.010 -1.667 0.957  -0.293 O24  DFJ 16 
DFJ N25  N25  N 0 1 N N N 17.879 33.780 12.863 -0.535 2.354  1.007  N25  DFJ 17 
DFJ C26  C26  C 0 1 N N S 18.499 32.441 12.807 0.601  2.364  0.083  C26  DFJ 18 
DFJ C27  C27  C 0 1 N N N 19.889 32.433 13.440 1.859  2.712  0.836  C27  DFJ 19 
DFJ O30  O30  O 0 1 N N N 20.787 33.167 13.026 1.811  2.930  2.028  O30  DFJ 20 
DFJ N31  N31  N 0 1 N N N 20.108 31.602 14.467 3.037  2.781  0.186  N31  DFJ 21 
DFJ C32  C32  C 0 1 N N S 21.410 31.626 15.168 4.260  3.119  0.918  C32  DFJ 22 
DFJ C33  C33  C 0 1 N N N 22.480 30.814 14.454 4.390  4.617  1.014  C33  DFJ 23 
DFJ O34  O34  O 0 1 N N N 23.596 31.280 14.266 3.545  5.332  0.519  O34  DFJ 24 
DFJ C35  C35  C 0 1 N N N 21.207 31.072 16.586 5.472  2.548  0.179  C35  DFJ 25 
DFJ C37  C37  C 0 1 Y N N 22.460 31.137 17.433 5.404  1.043  0.190  C37  DFJ 26 
DFJ N40  N40  N 0 1 N N N 22.144 29.591 14.070 5.446  5.163  1.650  N40  DFJ 27 
DFJ C43  C43  C 0 1 Y N N 19.304 30.656 11.205 -0.828 2.991  -1.844 C43  DFJ 28 
DFJ C46  C46  C 0 1 Y N N 18.506 29.466 11.521 -2.098 3.406  -1.490 C46  DFJ 29 
DFJ C47  C47  C 0 1 Y N N 19.177 28.161 11.395 -3.187 3.027  -2.252 C47  DFJ 30 
DFJ C48  C48  C 0 1 Y N N 20.583 28.118 10.969 -3.006 2.233  -3.370 C48  DFJ 31 
DFJ C49  C49  C 0 1 Y N N 21.356 29.330 10.659 -1.735 1.819  -3.724 C49  DFJ 32 
DFJ C50  C50  C 0 1 Y N N 20.714 30.647 10.774 -0.646 2.202  -2.964 C50  DFJ 33 
DFJ C56  C56  C 0 1 Y N N 22.931 29.878 18.011 4.757  0.373  -0.831 C56  DFJ 34 
DFJ C57  C57  C 0 1 Y N N 24.137 29.962 18.833 4.694  -1.008 -0.821 C57  DFJ 35 
DFJ C58  C58  C 0 1 Y N N 24.761 31.283 19.005 5.280  -1.719 0.210  C58  DFJ 36 
DFJ C59  C59  C 0 1 Y N N 24.260 32.530 18.406 5.928  -1.049 1.231  C59  DFJ 37 
DFJ C60  C60  C 0 1 Y N N 23.061 32.461 17.587 5.994  0.332  1.218  C60  DFJ 38 
DFJ C65  C65  C 0 1 N N N 25.955 31.320 19.840 5.211  -3.224 0.222  C65  DFJ 39 
DFJ F66  F66  F 0 1 N N N 26.838 32.344 19.373 5.123  -3.677 1.543  F66  DFJ 40 
DFJ F67  F67  F 0 1 N N N 26.629 30.039 19.864 4.084  -3.645 -0.491 F67  DFJ 41 
DFJ P68  P68  P 0 1 N N N 25.748 31.613 21.717 6.712  -3.907 -0.555 P68  DFJ 42 
DFJ O69  O69  O 0 1 N N N 27.303 31.394 22.327 6.666  -5.385 -0.502 O69  DFJ 43 
DFJ O70  O70  O 0 1 N N N 24.636 30.425 22.169 6.787  -3.427 -2.090 O70  DFJ 44 
DFJ O71  O71  O 0 1 N N N 25.203 33.235 21.884 8.012  -3.382 0.235  O71  DFJ 45 
DFJ C7   C7   C 0 1 N N N 18.614 32.001 11.341 0.359  3.405  -1.012 C7   DFJ 46 
DFJ H1   H1   H 0 1 N N N 13.243 35.917 9.969  -4.894 -2.509 1.226  H1   DFJ 47 
DFJ H3   H3   H 0 1 N N N 11.388 34.393 13.708 -6.609 0.804  -0.841 H3   DFJ 48 
DFJ H4   H4   H 0 1 N N N 13.696 34.430 14.891 -4.845 2.273  0.050  H4   DFJ 49 
DFJ H6   H6   H 0 1 N N N 15.562 35.965 11.119 -3.128 -1.042 2.114  H6   DFJ 50 
DFJ H15  H15  H 0 1 N N N 7.686  35.793 10.561 -8.559 -2.471 2.790  H15  DFJ 51 
DFJ H16  H16  H 0 1 N N N 10.759 38.485 11.339 -8.261 0.106  1.382  H16  DFJ 52 
DFJ H201 1H20 H 0 0 N N N 15.937 35.446 14.754 -2.469 1.233  2.649  H201 DFJ 53 
DFJ H202 2H20 H 0 0 N N N 16.677 35.983 13.196 -3.184 2.616  1.786  H202 DFJ 54 
DFJ H25  H25  H 0 1 N N N 18.290 34.574 12.416 -0.502 2.879  1.822  H25  DFJ 55 
DFJ H26  H26  H 0 1 N N N 17.861 31.747 13.374 0.710  1.379  -0.370 H26  DFJ 56 
DFJ H31  H31  H 0 1 N N N 19.393 30.967 14.759 3.076  2.607  -0.768 H31  DFJ 57 
DFJ H32  H32  H 0 1 N N N 21.764 32.667 15.191 4.213  2.694  1.921  H32  DFJ 58 
DFJ H351 1H35 H 0 0 N N N 20.928 30.012 16.490 5.470  2.905  -0.851 H351 DFJ 59 
DFJ H352 2H35 H 0 0 N N N 20.425 31.667 17.080 6.387  2.875  0.675  H352 DFJ 60 
DFJ H401 1H40 H 0 0 N N N 22.749 28.950 13.597 5.529  6.127  1.712  H401 DFJ 61 
DFJ H402 2H40 H 0 0 N N N 21.195 29.405 14.324 6.120  4.591  2.049  H402 DFJ 62 
DFJ H46  H46  H 0 1 N N N 17.475 29.543 11.832 -2.240 4.026  -0.617 H46  DFJ 63 
DFJ H47  H47  H 0 1 N N N 18.643 27.248 11.613 -4.180 3.351  -1.975 H47  DFJ 64 
DFJ H48  H48  H 0 1 N N N 21.068 27.157 10.880 -3.856 1.936  -3.965 H48  DFJ 65 
DFJ H49  H49  H 0 1 N N N 22.388 29.253 10.349 -1.594 1.199  -4.597 H49  DFJ 66 
DFJ H50  H50  H 0 1 N N N 21.247 31.560 10.554 0.346  1.878  -3.241 H50  DFJ 67 
DFJ H56  H56  H 0 1 N N N 22.418 28.943 17.841 4.299  0.928  -1.636 H56  DFJ 68 
DFJ H57  H57  H 0 1 N N N 24.556 29.083 19.299 4.188  -1.532 -1.618 H57  DFJ 69 
DFJ H59  H59  H 0 1 N N N 24.768 33.469 18.570 6.386  -1.604 2.037  H59  DFJ 70 
DFJ H60  H60  H 0 1 N N N 22.638 33.338 17.119 6.501  0.856  2.016  H60  DFJ 71 
DFJ H70  H70  H 0 1 N N N 24.427 29.883 21.417 6.815  -2.461 -2.080 H70  DFJ 72 
DFJ H71  H71  H 0 1 N N N 25.102 33.442 22.806 8.782  -3.765 -0.207 H71  DFJ 73 
DFJ H7C1 1H7C H 0 0 N N N 19.216 32.750 10.806 0.162  4.374  -0.555 H7C1 DFJ 74 
DFJ H7C2 2H7C H 0 0 N N N 17.602 31.922 10.917 1.241  3.475  -1.648 H7C2 DFJ 75 
# 
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 
DFJ C1  C2   DOUB Y N 1  
DFJ C1  C6   SING Y N 2  
DFJ C1  H1   SING N N 3  
DFJ C2  C3   SING Y N 4  
DFJ C2  C11  SING N N 5  
DFJ C3  C4   DOUB Y N 6  
DFJ C3  H3   SING N N 7  
DFJ C4  C5   SING Y N 8  
DFJ C4  H4   SING N N 9  
DFJ C5  C6   DOUB Y N 10 
DFJ C5  C20  SING N N 11 
DFJ C6  H6   SING N N 12 
DFJ C11 P12  SING N N 13 
DFJ C11 F13  SING N N 14 
DFJ C11 F14  SING N N 15 
DFJ P12 O15  SING N N 16 
DFJ P12 O16  SING N N 17 
DFJ P12 O17  DOUB N N 18 
DFJ O15 H15  SING N N 19 
DFJ O16 H16  SING N N 20 
DFJ C20 C21  SING N N 21 
DFJ C20 H201 SING N N 22 
DFJ C20 H202 SING N N 23 
DFJ C21 O24  DOUB N N 24 
DFJ C21 N25  SING N N 25 
DFJ N25 C26  SING N N 26 
DFJ N25 H25  SING N N 27 
DFJ C26 C27  SING N N 28 
DFJ C26 C7   SING N N 29 
DFJ C26 H26  SING N N 30 
DFJ C27 O30  DOUB N N 31 
DFJ C27 N31  SING N N 32 
DFJ N31 C32  SING N N 33 
DFJ N31 H31  SING N N 34 
DFJ C32 C33  SING N N 35 
DFJ C32 C35  SING N N 36 
DFJ C32 H32  SING N N 37 
DFJ C33 O34  DOUB N N 38 
DFJ C33 N40  SING N N 39 
DFJ C35 C37  SING N N 40 
DFJ C35 H351 SING N N 41 
DFJ C35 H352 SING N N 42 
DFJ C37 C56  DOUB Y N 43 
DFJ C37 C60  SING Y N 44 
DFJ N40 H401 SING N N 45 
DFJ N40 H402 SING N N 46 
DFJ C43 C46  DOUB Y N 47 
DFJ C43 C50  SING Y N 48 
DFJ C43 C7   SING N N 49 
DFJ C46 C47  SING Y N 50 
DFJ C46 H46  SING N N 51 
DFJ C47 C48  DOUB Y N 52 
DFJ C47 H47  SING N N 53 
DFJ C48 C49  SING Y N 54 
DFJ C48 H48  SING N N 55 
DFJ C49 C50  DOUB Y N 56 
DFJ C49 H49  SING N N 57 
DFJ C50 H50  SING N N 58 
DFJ C56 C57  SING Y N 59 
DFJ C56 H56  SING N N 60 
DFJ C57 C58  DOUB Y N 61 
DFJ C57 H57  SING N N 62 
DFJ C58 C59  SING Y N 63 
DFJ C58 C65  SING N N 64 
DFJ C59 C60  DOUB Y N 65 
DFJ C59 H59  SING N N 66 
DFJ C60 H60  SING N N 67 
DFJ C65 F66  SING N N 68 
DFJ C65 F67  SING N N 69 
DFJ C65 P68  SING N N 70 
DFJ P68 O69  DOUB N N 71 
DFJ P68 O70  SING N N 72 
DFJ P68 O71  SING N N 73 
DFJ O70 H70  SING N N 74 
DFJ O71 H71  SING N N 75 
DFJ C7  H7C1 SING N N 76 
DFJ C7  H7C2 SING N N 77 
# 
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 
DFJ SMILES           ACDLabs              10.04 FC(F)(c1ccc(cc1)CC(=O)NC(C(=O)NC(C(=O)N)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)Cc3ccccc3)P(=O)(O)O 
DFJ InChI            InChI                1.02b 
;InChI=1/C28H29F4N3O9P2/c29-27(30,45(39,40)41)20-10-6-18(7-11-20)14-22(25(33)37)35-26(38)23(15-17-4-2-1-3-5-17)34-24(36)16-19-8-12-21(13-9-19)28(31,32)46(42,43)44/h1-13,22-23H,14-16H2,(H2,33,37)(H,34,36)(H,35,38)(H2,39,40,41)(H2,42,43,44)/t22-,23-/m0/s1/f/h34-35,39-40,42-43H,33H2
;
DFJ InChIKey         InChI                1.02b LGZYIQKUXWAUAL-XTUDKIEPDU 
DFJ SMILES_CANONICAL CACTVS               3.341 NC(=O)[C@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)Cc3ccc(cc3)C(F)(F)[P](O)(O)=O 
DFJ SMILES           CACTVS               3.341 NC(=O)[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[CH](Cc2ccccc2)NC(=O)Cc3ccc(cc3)C(F)(F)[P](O)(O)=O 
DFJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)N)NC(=O)Cc3ccc(cc3)C(F)(F)P(=O)(O)O 
DFJ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)NC(Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)N)NC(=O)Cc3ccc(cc3)C(F)(F)P(=O)(O)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 
DFJ "SYSTEMATIC NAME" ACDLabs              10.04 N-({4-[difluoro(phosphono)methyl]phenyl}acetyl)-L-phenylalanyl-4-[difluoro(phosphono)methyl]-L-phenylalaninamide                                                                        
DFJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[2-[[(2S)-1-[[(2S)-1-amino-3-[4-(difluoro-phosphono-methyl)phenyl]-1-oxo-propan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]amino]-2-oxo-ethyl]phenyl]-difluoro-methyl]phosphonic acid" 
# 
