data_SNA # _chem_comp.id SNA _chem_comp.name "N-{1-[5-(1-CARBAMOYL-2-MERCAPTO-ETHYLCARBAMOYL)-PENTYLCARBAMOYL]-2-[4-(DIFLUORO-PHOSPHONO-METHYL)-PHENYL]-ETHYL}-3-{2-[4-(DIFLUORO-PHOSPHONO-METHYL)-PHENYL]-ACETYLAMINO}-SUCCINAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H41 F4 N5 O13 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-11-20 _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 873.700 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SNA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 SNA P1 P1 P 0 1 N N N 14.764 14.882 14.516 13.980 3.468 5.641 P1 SNA 1 SNA O2 O2 O 0 1 N N N 14.656 13.884 13.344 14.427 2.173 6.253 O2 SNA 2 SNA O3 O3 O 0 1 N N N 16.182 14.932 15.076 14.977 4.715 5.892 O3 SNA 3 SNA O4 O4 O 0 1 N N N 13.774 14.476 15.633 12.560 4.019 6.184 O4 SNA 4 SNA C5 C5 C 0 1 N N N 14.405 16.511 13.858 13.774 3.423 3.883 C5 SNA 5 SNA F6 F6 F 0 1 N N N 14.477 17.486 14.852 15.060 3.206 3.503 F6 SNA 6 SNA F7 F7 F 0 1 N N N 15.360 16.749 12.878 13.512 4.732 3.629 F7 SNA 7 SNA C8 C8 C 0 1 Y N N 13.000 16.697 13.234 12.788 2.465 3.303 C8 SNA 8 SNA C9 C9 C 0 1 Y N N 12.839 16.452 11.675 11.476 2.873 3.065 C9 SNA 9 SNA C10 C10 C 0 1 Y N N 11.557 16.616 11.100 10.554 1.977 2.525 C10 SNA 10 SNA C11 C11 C 0 1 Y N N 10.354 17.021 11.965 10.956 0.684 2.229 C11 SNA 11 SNA C12 C12 C 0 1 Y N N 10.467 17.257 13.400 12.257 0.264 2.460 C12 SNA 12 SNA C13 C13 C 0 1 Y N N 11.764 17.113 14.104 13.179 1.161 3.001 C13 SNA 13 SNA C14 C14 C 0 1 N N N 9.328 17.086 11.142 9.959 -0.285 1.644 C14 SNA 14 SNA C15 C15 C 0 1 N N S 8.363 18.247 10.937 9.202 -1.078 2.717 C15 SNA 15 SNA N16 N16 N 0 1 N N N 7.107 18.754 10.446 9.985 -2.169 3.240 N16 SNA 16 SNA C17 C17 C 0 1 N N N 8.886 19.656 10.587 7.927 -1.676 2.134 C17 SNA 17 SNA N18 N18 N 0 1 N N N 9.510 19.603 9.360 6.816 -0.866 2.354 N18 SNA 18 SNA O19 O19 O 0 1 N N N 9.759 20.009 11.600 7.896 -2.770 1.575 O19 SNA 19 SNA C20 C20 C 0 1 N N N 10.967 19.860 8.903 5.483 -1.218 1.950 C20 SNA 20 SNA C21 C21 C 0 1 N N N 11.079 18.911 7.566 4.751 -1.988 3.043 C21 SNA 21 SNA C22 C22 C 0 1 N N N 11.554 17.747 6.589 3.331 -2.354 2.609 C22 SNA 22 SNA C23 C23 C 0 1 N N N 11.582 16.569 5.536 2.610 -3.161 3.693 C23 SNA 23 SNA C24 C24 C 0 1 N N N 13.063 16.071 5.293 1.177 -3.517 3.299 C24 SNA 24 SNA N25 N25 N 0 1 N N N 3.831 19.180 10.183 10.148 -4.706 5.736 N25 SNA 25 SNA C26 C26 C 0 1 N N N 5.142 19.572 9.709 10.804 -3.781 4.848 C26 SNA 26 SNA C27 C27 C 0 1 N N N 5.483 19.956 8.264 12.084 -3.216 5.456 C27 SNA 27 SNA C28 C28 C 0 1 N N N 4.453 19.959 7.166 13.082 -4.310 5.747 C28 SNA 28 SNA O29 O29 O 0 1 N N N 4.045 21.049 6.686 13.181 -5.338 5.090 O29 SNA 29 SNA O30 O30 O 0 1 N N N 4.050 18.813 6.783 13.849 -4.040 6.832 O30 SNA 30 SNA C31 C31 C 0 1 N N N 6.158 19.562 10.828 9.818 -2.665 4.527 C31 SNA 31 SNA O32 O32 O 0 1 N N N 6.029 20.206 11.825 9.003 -2.237 5.342 O32 SNA 32 SNA C33 C33 C 0 1 N N N 3.082 18.108 10.389 9.360 -5.756 5.279 C33 SNA 33 SNA O34 O34 O 0 1 N N N 3.403 17.021 10.797 9.142 -6.007 4.096 O34 SNA 34 SNA P35 P35 P 0 1 N N N -4.157 17.051 9.136 11.551 -12.633 5.035 P35 SNA 35 SNA O36 O36 O 0 1 N N N -4.318 18.649 9.424 12.875 -11.929 5.028 O36 SNA 36 SNA O37 O37 O 0 1 N N N -5.178 16.567 8.075 11.638 -14.237 5.223 O37 SNA 37 SNA O38 O38 O 0 1 N N N -4.350 16.186 10.582 10.689 -12.471 3.676 O38 SNA 38 SNA C39 C39 C 0 1 N N N -2.954 16.487 7.913 10.439 -12.107 6.309 C39 SNA 39 SNA F40 F40 F 0 1 N N N -2.874 15.081 7.833 11.131 -12.512 7.405 F40 SNA 40 SNA F41 F41 F 0 1 N N N -2.780 17.036 6.633 9.427 -12.998 6.140 F41 SNA 41 SNA C42 C42 C 0 1 Y N N -1.070 18.424 8.654 10.784 -9.736 7.023 C42 SNA 42 SNA C43 C43 C 0 1 Y N N -1.703 16.990 8.824 10.014 -10.678 6.339 C43 SNA 43 SNA C44 C44 C 0 1 Y N N -1.059 16.013 9.939 8.848 -10.282 5.684 C44 SNA 44 SNA C45 C45 C 0 1 Y N N 0.112 16.471 10.783 8.452 -8.945 5.712 C45 SNA 45 SNA C46 C46 C 0 1 N N N 1.739 18.351 11.288 8.798 -6.574 6.425 C46 SNA 46 SNA C47 C47 C 0 1 Y N N 0.101 18.871 9.505 10.388 -8.399 7.051 C47 SNA 47 SNA C48 C48 C 0 1 Y N N 0.683 17.906 10.554 9.226 -8.017 6.395 C48 SNA 48 SNA C49 C49 C 0 1 N N N ? ? ? 0.441 -4.263 4.394 C49 SNA 49 SNA O50 O50 O 0 1 N N N ? ? ? 0.979 -4.524 5.468 O50 SNA 50 SNA N51 N51 N 0 1 N N N ? ? ? -0.859 -4.588 4.044 N51 SNA 51 SNA C52 C52 C 0 1 N N R ? ? ? -1.760 -5.294 4.926 C52 SNA 52 SNA C53 C53 C 0 1 N N N ? ? ? -2.812 -6.101 4.165 C53 SNA 53 SNA S54 S54 S 0 1 N N N ? ? ? -2.056 -7.354 3.084 S54 SNA 54 SNA C55 C55 C 0 1 N N N ? ? ? -2.435 -4.245 5.799 C55 SNA 55 SNA O56 O56 O 0 1 N N N ? ? ? -2.729 -3.118 5.409 O56 SNA 56 SNA N57 N57 N 0 1 N N N ? ? ? -2.636 -4.676 7.093 N57 SNA 57 SNA HO3 HO3 H 0 1 N N N 16.806 14.942 14.360 15.270 4.912 6.807 HO3 SNA 58 SNA HO4 HO4 H 0 1 N N N 14.241 14.393 16.456 12.417 4.090 7.151 HO4 SNA 59 SNA H9 H9 H 0 1 N N N 13.686 16.167 11.068 11.163 3.888 3.298 H9 SNA 60 SNA H10 H10 H 0 1 N N N 11.423 16.455 10.041 9.533 2.304 2.343 H10 SNA 61 SNA H12 H12 H 0 1 N N N 9.589 17.542 13.961 12.570 -0.750 2.228 H12 SNA 62 SNA H13 H13 H 0 1 N N N 11.853 17.287 15.166 14.199 0.834 3.183 H13 SNA 63 SNA H141 1H14 H 0 0 N N N 9.780 16.945 10.149 9.251 0.256 1.001 H141 SNA 64 SNA H142 2H14 H 0 0 N N N 8.652 16.377 11.642 10.496 -0.967 0.971 H142 SNA 65 SNA H15 H15 H 0 1 N N N 8.198 17.423 11.647 8.943 -0.442 3.571 H15 SNA 66 SNA H16 H16 H 0 1 N N N 6.902 18.373 9.544 10.689 -2.595 2.641 H16 SNA 67 SNA H18 H18 H 0 1 N N N 8.897 19.346 8.612 6.956 0.025 2.829 H18 SNA 68 SNA H201 1H20 H 0 0 N N N 11.146 20.921 8.672 4.960 -0.289 1.705 H201 SNA 69 SNA H202 2H20 H 0 0 N N N 11.717 19.627 9.673 5.566 -1.820 1.039 H202 SNA 70 SNA H211 1H21 H 0 0 N N N 10.026 18.594 7.586 4.716 -1.384 3.958 H211 SNA 71 SNA H212 2H21 H 0 0 N N N 11.990 19.464 7.293 5.311 -2.899 3.289 H212 SNA 72 SNA H221 1H22 H 0 0 N N N 12.198 18.406 5.988 3.374 -2.933 1.679 H221 SNA 73 SNA H222 2H22 H 0 0 N N N 11.178 17.025 7.329 2.766 -1.439 2.395 H222 SNA 74 SNA H231 1H23 H 0 0 N N N 10.980 15.732 5.918 3.182 -4.070 3.913 H231 SNA 75 SNA H232 2H23 H 0 0 N N N 11.171 16.935 4.584 2.579 -2.572 4.617 H232 SNA 76 SNA H241 1H24 H 0 0 N N N 13.769 16.548 4.598 0.621 -2.599 3.073 H241 SNA 77 SNA H242 2H24 H 0 0 N N N 13.921 16.074 5.981 1.165 -4.128 2.389 H242 SNA 78 SNA H25 H25 H 0 1 N N N 3.316 19.997 10.443 10.265 -4.586 6.739 H25 SNA 79 SNA H26 H26 H 0 1 N N N 5.234 19.802 8.637 11.020 -4.339 3.929 H26 SNA 80 SNA H271 1H27 H 0 0 N N N 5.856 20.990 8.317 12.576 -2.518 4.767 H271 SNA 81 SNA H272 2H27 H 0 0 N N N 6.153 19.140 7.956 11.894 -2.642 6.371 H272 SNA 82 SNA H30 H30 H 0 1 N N N 3.406 18.918 6.092 14.503 -4.736 7.061 H30 SNA 83 SNA H37 H37 H 0 1 N N N -6.032 16.468 8.479 12.238 -14.751 4.641 H37 SNA 84 SNA H38 H38 H 0 1 N N N -4.386 15.256 10.393 11.119 -12.665 2.816 H38 SNA 85 SNA H42 H42 H 0 1 N N N -1.479 19.100 7.917 11.694 -10.035 7.536 H42 SNA 86 SNA H44 H44 H 0 1 N N N -1.468 15.024 10.084 8.243 -11.009 5.149 H44 SNA 87 SNA H45 H45 H 0 1 N N N 0.543 15.819 11.528 7.542 -8.646 5.198 H45 SNA 88 SNA H461 1H46 H 0 0 N N N 1.807 17.795 12.234 7.703 -6.515 6.398 H461 SNA 89 SNA H462 2H46 H 0 0 N N N 1.622 19.416 11.537 9.112 -6.114 7.371 H462 SNA 90 SNA H47 H47 H 0 1 N N N 0.523 19.857 9.377 10.994 -7.672 7.585 H47 SNA 91 SNA H51 H51 H 0 1 N N N ? ? ? -1.215 -4.304 3.136 H51 SNA 92 SNA H52 H52 H 0 1 N N N ? ? ? -1.146 -5.943 5.562 H52 SNA 93 SNA H531 1H53 H 0 0 N N N ? ? ? -3.490 -6.612 4.859 H531 SNA 94 SNA H532 2H53 H 0 0 N N N ? ? ? -3.423 -5.445 3.537 H532 SNA 95 SNA H54 H54 H 0 1 N N N ? ? ? -2.898 -7.176 2.058 H54 SNA 96 SNA H571 1H57 H 0 0 N N N ? ? ? -2.352 -5.613 7.359 H571 SNA 97 SNA H572 2H57 H 0 0 N N N ? ? ? -3.064 -4.068 7.784 H572 SNA 98 # 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 SNA P1 O2 DOUB N N 1 SNA P1 O3 SING N N 2 SNA P1 O4 SING N N 3 SNA P1 C5 SING N N 4 SNA O3 HO3 SING N N 5 SNA O4 HO4 SING N N 6 SNA C5 F6 SING N N 7 SNA C5 F7 SING N N 8 SNA C5 C8 SING N N 9 SNA C8 C9 DOUB Y N 10 SNA C8 C13 SING Y N 11 SNA C9 C10 SING Y N 12 SNA C9 H9 SING N N 13 SNA C10 C11 DOUB Y N 14 SNA C10 H10 SING N N 15 SNA C11 C12 SING Y N 16 SNA C11 C14 SING N N 17 SNA C12 C13 DOUB Y N 18 SNA C12 H12 SING N N 19 SNA C13 H13 SING N N 20 SNA C14 C15 SING N N 21 SNA C14 H141 SING N N 22 SNA C14 H142 SING N N 23 SNA C15 N16 SING N N 24 SNA C15 C17 SING N N 25 SNA C15 H15 SING N N 26 SNA N16 C31 SING N N 27 SNA N16 H16 SING N N 28 SNA C17 N18 SING N N 29 SNA C17 O19 DOUB N N 30 SNA N18 C20 SING N N 31 SNA N18 H18 SING N N 32 SNA C20 C21 SING N N 33 SNA C20 H201 SING N N 34 SNA C20 H202 SING N N 35 SNA C21 C22 SING N N 36 SNA C21 H211 SING N N 37 SNA C21 H212 SING N N 38 SNA C22 C23 SING N N 39 SNA C22 H221 SING N N 40 SNA C22 H222 SING N N 41 SNA C23 C24 SING N N 42 SNA C23 H231 SING N N 43 SNA C23 H232 SING N N 44 SNA C24 C49 SING N N 45 SNA C24 H241 SING N N 46 SNA C24 H242 SING N N 47 SNA N25 C26 SING N N 48 SNA N25 C33 SING N N 49 SNA N25 H25 SING N N 50 SNA C26 C27 SING N N 51 SNA C26 C31 SING N N 52 SNA C26 H26 SING N N 53 SNA C27 C28 SING N N 54 SNA C27 H271 SING N N 55 SNA C27 H272 SING N N 56 SNA C28 O29 DOUB N N 57 SNA C28 O30 SING N N 58 SNA O30 H30 SING N N 59 SNA C31 O32 DOUB N N 60 SNA C33 O34 DOUB N N 61 SNA C33 C46 SING N N 62 SNA P35 O36 DOUB N N 63 SNA P35 O37 SING N N 64 SNA P35 O38 SING N N 65 SNA P35 C39 SING N N 66 SNA O37 H37 SING N N 67 SNA O38 H38 SING N N 68 SNA C39 F40 SING N N 69 SNA C39 F41 SING N N 70 SNA C39 C43 SING N N 71 SNA C42 C43 DOUB Y N 72 SNA C42 C47 SING Y N 73 SNA C42 H42 SING N N 74 SNA C43 C44 SING Y N 75 SNA C44 C45 DOUB Y N 76 SNA C44 H44 SING N N 77 SNA C45 C48 SING Y N 78 SNA C45 H45 SING N N 79 SNA C46 C48 SING N N 80 SNA C46 H461 SING N N 81 SNA C46 H462 SING N N 82 SNA C47 C48 DOUB Y N 83 SNA C47 H47 SING N N 84 SNA C49 O50 DOUB N N 85 SNA C49 N51 SING N N 86 SNA N51 C52 SING N N 87 SNA N51 H51 SING N N 88 SNA C52 C53 SING N N 89 SNA C52 C55 SING N N 90 SNA C52 H52 SING N N 91 SNA C53 S54 SING N N 92 SNA C53 H531 SING N N 93 SNA C53 H532 SING N N 94 SNA S54 H54 SING N N 95 SNA C55 O56 DOUB N N 96 SNA C55 N57 SING N N 97 SNA N57 H571 SING N N 98 SNA N57 H572 SING N N 99 # 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 SNA SMILES ACDLabs 10.04 "FC(F)(c1ccc(cc1)CC(=O)NC(C(=O)NC(C(=O)NCCCCCC(=O)NC(C(=O)N)CS)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)CC(=O)O)P(=O)(O)O" SNA SMILES_CANONICAL CACTVS 3.341 "NC(=O)C(CS)NC(=O)CCCCCNC(=O)[C@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)Cc2ccc(cc2)C(F)(F)[P](O)(O)=O" SNA SMILES CACTVS 3.341 "NC(=O)C(CS)NC(=O)CCCCCNC(=O)[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[CH](CC(O)=O)NC(=O)Cc2ccc(cc2)C(F)(F)[P](O)(O)=O" SNA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C[C@@H](C(=O)NCCCCCC(=O)N[C@H](CS)C(=O)N)NC(=O)C(CC(=O)O)NC(=O)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(F)(F)P(=O)(O)O" SNA SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(C(=O)NCCCCCC(=O)NC(CS)C(=O)N)NC(=O)C(CC(=O)O)NC(=O)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(F)(F)P(=O)(O)O" SNA InChI InChI 1.03 ;InChI=1S/C32H41F4N5O13P2S/c33-31(34,55(49,50)51)20-9-5-18(6-10-20)14-22(29(47)38-13-3-1-2-4-25(42)40-24(17-57)28(37)46)41-30(48)23(16-27(44)45)39-26(43)15-19-7-11-21(12-8-19)32(35,36)56(52,53)54/h5-12,22-24,57H,1-4,13-17H2,(H2,37,46)(H,38,47)(H,39,43)(H,40,42)(H,41,48)(H,44,45)(H2,49,50,51)(H2,52,53,54)/t22-,23?,24?/m0/s1 ; SNA InChIKey InChI 1.03 JNKZDIBIDJQPGC-BOMBAVFCSA-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 SNA "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[difluoro(phosphono)methyl]phenyl}acetyl)-L-alpha-aspartyl-N-(6-{[2-amino-2-oxo-1-(sulfanylmethyl)ethyl]amino}-6-oxohexyl)-4-[difluoro(phosphono)methyl]-L-phenylalaninamide" SNA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(2S)-1-[[6-[[(2S)-1-amino-1-oxo-3-sulfanyl-propan-2-yl]amino]-6-oxo-hexyl]amino]-3-[4-(difluoro-phosphono-methyl)phenyl]-1-oxo-propan-2-yl]amino]-3-[2-[4-(difluoro-phosphono-methyl)phenyl]ethanoylamino]-4-oxo-butanoic 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 SNA "Create component" 2002-11-20 RCSB SNA "Modify descriptor" 2011-06-04 RCSB #