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                    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                        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 InChI            InChI                1.02b 
;InChI=1/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/f/h38-41,44,49-50,52-53H,37H2
;
SNA InChIKey         InChI                1.02b JNKZDIBIDJQPGC-UMHRLRBWDB 
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 
# 
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" 
# 
