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 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 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 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" DFJ InChI InChI 1.03 "InChI=1S/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" DFJ InChIKey InChI 1.03 LGZYIQKUXWAUAL-GOTSBHOMSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DFJ "Create component" 2006-05-21 EBI DFJ "Modify descriptor" 2011-06-04 RCSB #