data_359
# 
_chem_comp.id                                    359 
_chem_comp.name                                  "3-[[3-[(2R)-3-[[(2S)-5-amino-1-[(4-carbamimidoylphenyl)methylamino]-1,5-dioxo-pentan-2-yl]amino]-2-(ethylsulfonylamino)-3-oxo-propyl]-1H-indol-5-yl]oxymethyl]benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H39 N7 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-02-27 
_chem_comp.pdbx_modified_date                    2009-03-20 
_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                        705.781 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     359 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2ZZU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
359 C14  C14  C 0 1 N N N 35.607 6.967  10.274 0.601  -2.724 0.228  C14  359 1  
359 O1   O1   O 0 1 N N N 34.673 7.232  11.026 1.343  -3.658 0.447  O1   359 2  
359 N5   N5   N 0 1 N N N 35.666 7.377  8.970  1.112  -1.509 -0.053 N5   359 3  
359 C15  C15  C 0 1 N N S 34.545 8.163  8.464  2.564  -1.316 -0.092 C15  359 4  
359 C18  C18  C 0 1 N N N 34.634 8.500  6.982  3.091  -1.695 -1.478 C18  359 5  
359 C19  C19  C 0 1 N N N 35.958 9.263  6.604  2.875  -3.191 -1.713 C19  359 6  
359 C20  C20  C 0 1 N N N 33.269 7.427  8.764  2.886  0.129  0.190  C20  359 7  
359 O5   O5   O 0 1 N N N 33.188 6.217  8.590  1.992  0.919  0.403  O5   359 8  
359 N6   N6   N 0 1 N N N 32.300 8.248  9.237  4.169  0.542  0.205  N6   359 9  
359 C21  C21  C 0 1 N N N 31.023 7.664  9.517  4.483  1.947  0.479  C21  359 10 
359 C16  C16  C 0 1 Y N N 31.611 6.455  11.661 6.594  2.479  -0.753 C16  359 11 
359 C17  C17  C 0 1 Y N N 31.350 6.197  13.011 7.961  2.662  -0.797 C17  359 12 
359 C22  C22  C 0 1 Y N N 30.287 6.833  13.685 8.720  2.510  0.363  C22  359 13 
359 C23  C23  C 0 1 Y N N 29.451 7.694  12.969 8.091  2.173  1.562  C23  359 14 
359 C24  C24  C 0 1 Y N N 29.696 7.947  11.617 6.723  1.992  1.593  C24  359 15 
359 C25  C25  C 0 1 Y N N 30.779 7.341  10.960 5.976  2.145  0.438  C25  359 16 
359 C26  C26  C 0 1 N N N 30.080 6.626  15.123 10.187 2.705  0.323  C26  359 17 
359 N1   N1   N 0 1 N N N 30.735 5.669  15.756 10.772 3.019  -0.797 N1   359 18 
359 C2   C2   C 0 1 N N N 35.930 9.720  5.165  3.394  -3.565 -3.078 C2   359 19 
359 O2   O2   O 0 1 N N N 35.730 8.930  4.270  3.888  -2.718 -3.792 O2   359 20 
359 N3   N3   N 0 1 N N N 36.060 11.033 4.954  3.309  -4.840 -3.505 N3   359 21 
359 C1   C1   C 0 1 N N N 37.750 6.951  11.639 -1.421 -3.067 -1.166 C1   359 22 
359 N4   N4   N 0 1 N N N 36.324 5.042  11.656 -1.205 -4.137 1.023  N4   359 23 
359 C5   C5   C 0 1 N N R 36.804 6.110  10.799 -0.892 -2.924 0.263  C5   359 24 
359 S1   S1   S 0 1 N N N 36.208 3.464  11.008 -1.579 -4.031 2.632  S1   359 25 
359 O4   O4   O 0 1 N N N 35.729 3.698  9.687  -1.793 -5.378 3.031  O4   359 26 
359 O3   O3   O 0 1 N N N 35.422 2.787  11.980 -0.522 -3.262 3.188  O3   359 27 
359 C9   C9   C 0 1 N N N 37.836 2.816  10.948 -3.135 -3.100 2.675  C9   359 28 
359 C8   C8   C 0 1 N N N 38.257 2.373  12.358 -3.590 -2.934 4.127  C8   359 29 
359 N2   N2   N 0 1 N N N 29.246 7.382  15.828 10.934 2.553  1.471  N2   359 30 
359 C13  C13  C 0 1 Y N N 42.742 5.382  10.327 -6.084 -0.363 -1.066 C13  359 31 
359 C12  C12  C 0 1 Y N N 42.347 4.962  11.655 -6.255 -1.730 -1.071 C12  359 32 
359 C3   C3   C 0 1 Y N N 41.074 5.221  12.174 -5.146 -2.569 -1.096 C3   359 33 
359 C4   C4   C 0 1 Y N N 40.114 5.892  11.349 -3.855 -2.012 -1.116 C4   359 34 
359 C27  C27  C 0 1 Y N N 40.470 6.284  10.063 -3.694 -0.625 -1.111 C27  359 35 
359 C6   C6   C 0 1 Y N N 41.783 6.079  9.519  -4.806 0.191  -1.086 C6   359 36 
359 N7   N7   N 0 1 Y N N 40.484 5.115  13.422 -4.997 -3.940 -1.107 N7   359 37 
359 C29  C29  C 0 1 Y N N 39.226 5.691  13.400 -3.668 -4.263 -1.133 C29  359 38 
359 C28  C28  C 0 1 Y N N 38.954 6.181  12.119 -2.926 -3.144 -1.139 C28  359 39 
359 O6   O6   O 0 1 N N N 41.996 6.708  8.281  -4.655 1.543  -1.081 O6   359 40 
359 C7   C7   C 0 1 N N N 43.218 7.438  8.082  -5.848 2.329  -1.055 C7   359 41 
359 C11  C11  C 0 1 Y N N 44.160 11.098 10.242 -4.819 6.485  -1.069 C11  359 42 
359 C10  C10  C 0 1 Y N N 45.012 9.993  10.314 -5.008 5.812  -2.257 C10  359 43 
359 C31  C31  C 0 1 Y N N 44.674 8.809  9.635  -5.341 4.469  -2.250 C31  359 44 
359 C32  C32  C 0 1 Y N N 43.505 8.707  8.860  -5.485 3.792  -1.053 C32  359 45 
359 C30  C30  C 0 1 Y N N 42.679 9.837  8.775  -5.299 4.453  0.144  C30  359 46 
359 C33  C33  C 0 1 Y N N 42.987 11.020 9.476  -4.963 5.808  0.144  C33  359 47 
359 C34  C34  C 0 1 N N N 42.041 12.124 9.458  -4.761 6.523  1.421  C34  359 48 
359 O8   O8   O 0 1 N N N 42.461 13.292 9.601  -4.438 7.830  1.418  O8   359 49 
359 O7   O7   O 0 1 N N N 40.830 11.847 9.326  -4.888 5.931  2.475  O7   359 50 
359 HN5  HN5  H 0 1 N N N 36.446 7.147  8.387  0.518  -0.762 -0.228 HN5  359 51 
359 H15  H15  H 0 1 N N N 34.572 9.135  8.979  3.035  -1.947 0.661  H15  359 52 
359 H18  H18  H 0 1 N N N 34.601 7.560  6.411  2.556  -1.127 -2.238 H18  359 53 
359 H18A H18A H 0 0 N N N 33.790 9.163  6.742  4.155  -1.468 -1.536 H18A 359 54 
359 H19  H19  H 0 1 N N N 36.061 10.143 7.256  3.410  -3.760 -0.953 H19  359 55 
359 H19A H19A H 0 0 N N N 36.808 8.577  6.737  1.811  -3.418 -1.655 H19A 359 56 
359 HN6  HN6  H 0 1 N N N 32.470 9.222  9.385  4.885  -0.090 0.035  HN6  359 57 
359 H21  H21  H 0 1 N N N 30.251 8.380  9.200  4.011  2.578  -0.274 H21  359 58 
359 H21A H21A H 0 0 N N N 30.992 6.708  8.974  4.107  2.217  1.466  H21A 359 59 
359 H16  H16  H 0 1 N N N 32.443 5.978  11.164 6.005  2.602  -1.650 H16  359 60 
359 H17  H17  H 0 1 N N N 31.974 5.498  13.547 8.443  2.923  -1.728 H17  359 61 
359 H23  H23  H 0 1 N N N 28.613 8.165  13.462 8.673  2.053  2.464  H23  359 62 
359 H24  H24  H 0 1 N N N 29.046 8.615  11.072 6.235  1.731  2.520  H24  359 63 
359 HN1  HN1  H 0 1 N N N 30.470 5.676  16.720 11.733 3.146  -0.823 HN1  359 64 
359 HN3  HN3  H 0 1 N N N 36.185 11.512 5.823  2.914  -5.518 -2.935 HN3  359 65 
359 HN3A HN3A H 0 0 N N N 36.036 11.473 4.057  3.644  -5.081 -4.384 HN3A 359 66 
359 H1   H1   H 0 1 N N N 38.101 7.794  11.025 -1.111 -2.205 -1.756 H1   359 67 
359 H1A  H1A  H 0 1 N N N 37.195 7.285  12.528 -1.018 -3.976 -1.613 H1A  359 68 
359 HN4  HN4  H 0 1 N N N 36.959 4.988  12.426 -1.193 -5.002 0.583  HN4  359 69 
359 H5   H5   H 0 1 N N N 37.323 5.710  9.915  -1.363 -2.065 0.740  H5   359 70 
359 H9   H9   H 0 1 N N N 37.864 1.952  10.267 -2.983 -2.118 2.228  H9   359 71 
359 H9A  H9A  H 0 1 N N N 38.528 3.589  10.582 -3.898 -3.640 2.115  H9A  359 72 
359 H8   H8   H 0 1 N N N 38.358 1.278  12.384 -4.525 -2.374 4.153  H8   359 73 
359 H8A  H8A  H 0 1 N N N 39.221 2.836  12.615 -3.742 -3.916 4.574  H8A  359 74 
359 H8B  H8B  H 0 1 N N N 37.493 2.688  13.084 -2.827 -2.394 4.687  H8B  359 75 
359 HN2  HN2  H 0 1 N N N 28.828 8.058  15.221 10.498 2.319  2.306  HN2  359 76 
359 HN2A HN2A H 0 0 N N N 29.066 7.290  16.807 11.895 2.681  1.445  HN2A 359 77 
359 H13  H13  H 0 1 N N N 43.734 5.176  9.954  -6.948 0.284  -1.051 H13  359 78 
359 H12  H12  H 0 1 N N N 43.060 4.430  12.267 -7.250 -2.149 -1.055 H12  359 79 
359 H27  H27  H 0 1 N N N 39.725 6.764  9.446  -2.704 -0.193 -1.126 H27  359 80 
359 HN7  HN7  H 0 1 N N N 40.905 4.686  14.221 -5.726 -4.580 -1.097 HN7  359 81 
359 H29  H29  H 0 1 N N N 38.556 5.753  14.245 -3.274 -5.268 -1.146 H29  359 82 
359 H7   H7   H 0 1 N N N 44.029 6.740  8.338  -6.450 2.105  -1.935 H7   359 83 
359 H7A  H7A  H 0 1 N N N 43.129 7.796  7.046  -6.418 2.095  -0.156 H7A  359 84 
359 H11  H11  H 0 1 N N N 44.403 12.007 10.773 -4.556 7.533  -1.076 H11  359 85 
359 H10  H10  H 0 1 N N N 45.925 10.048 10.888 -4.897 6.335  -3.196 H10  359 86 
359 H31  H31  H 0 1 N N N 45.330 7.955  9.711  -5.489 3.947  -3.184 H31  359 87 
359 H30  H30  H 0 1 N N N 41.791 9.800  8.161  -5.412 3.924  1.078  H30  359 88 
359 HO8  HO8  H 0 1 N N N 41.728 13.896 9.591  -4.316 8.255  2.278  HO8  359 89 
# 
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 
359 C14 O1   DOUB N N 1  
359 C14 N5   SING N N 2  
359 C14 C5   SING N N 3  
359 N5  C15  SING N N 4  
359 C15 C18  SING N N 5  
359 C15 C20  SING N N 6  
359 C18 C19  SING N N 7  
359 C19 C2   SING N N 8  
359 C20 O5   DOUB N N 9  
359 C20 N6   SING N N 10 
359 N6  C21  SING N N 11 
359 C21 C25  SING N N 12 
359 C16 C17  DOUB N N 13 
359 C16 C25  SING N N 14 
359 C17 C22  SING N N 15 
359 C22 C23  DOUB N N 16 
359 C22 C26  SING N N 17 
359 C23 C24  SING N N 18 
359 C24 C25  DOUB N N 19 
359 C26 N1   DOUB N N 20 
359 C26 N2   SING N N 21 
359 C2  O2   DOUB Y N 22 
359 C2  N3   SING Y N 23 
359 C1  C5   SING N N 24 
359 C1  C28  SING Y N 25 
359 N4  C5   SING N N 26 
359 N4  S1   SING Y N 27 
359 S1  O4   DOUB N N 28 
359 S1  O3   DOUB Y N 29 
359 S1  C9   SING N N 30 
359 C9  C8   SING Y N 31 
359 C13 C12  DOUB N N 32 
359 C13 C6   SING N N 33 
359 C12 C3   SING N N 34 
359 C3  C4   DOUB N N 35 
359 C3  N7   SING N N 36 
359 C4  C27  SING N N 37 
359 C4  C28  SING N N 38 
359 C27 C6   DOUB N N 39 
359 C6  O6   SING N N 40 
359 N7  C29  SING N N 41 
359 C29 C28  DOUB N N 42 
359 O6  C7   SING N N 43 
359 C7  C32  SING N N 44 
359 C11 C10  DOUB N N 45 
359 C11 C33  SING N N 46 
359 C10 C31  SING N N 47 
359 C31 C32  DOUB N N 48 
359 C32 C30  SING N N 49 
359 C30 C33  DOUB N N 50 
359 C33 C34  SING N N 51 
359 C34 O8   SING N N 52 
359 C34 O7   DOUB N N 53 
359 N5  HN5  SING N N 54 
359 C15 H15  SING N N 55 
359 C18 H18  SING N N 56 
359 C18 H18A SING N N 57 
359 C19 H19  SING N N 58 
359 C19 H19A SING Y N 59 
359 N6  HN6  SING Y N 60 
359 C21 H21  SING N N 61 
359 C21 H21A SING Y N 62 
359 C16 H16  SING N N 63 
359 C17 H17  SING Y N 64 
359 C23 H23  SING Y N 65 
359 C24 H24  SING Y N 66 
359 N1  HN1  SING Y N 67 
359 N3  HN3  SING Y N 68 
359 N3  HN3A SING N N 69 
359 C1  H1   SING N N 70 
359 C1  H1A  SING Y N 71 
359 N4  HN4  SING N N 72 
359 C5  H5   SING Y N 73 
359 C9  H9   SING N N 74 
359 C9  H9A  SING N N 75 
359 C8  H8   SING N N 76 
359 C8  H8A  SING N N 77 
359 C8  H8B  SING N N 78 
359 N2  HN2  SING Y N 79 
359 N2  HN2A SING Y N 80 
359 C13 H13  SING N N 81 
359 C12 H12  SING Y N 82 
359 C27 H27  SING N N 83 
359 N7  HN7  SING Y N 84 
359 C29 H29  SING N N 85 
359 C7  H7   SING Y N 86 
359 C7  H7A  SING Y N 87 
359 C11 H11  SING N N 88 
359 C10 H10  SING N N 89 
359 C31 H31  SING N N 90 
359 C30 H30  SING N N 91 
359 O8  HO8  SING N N 92 
# 
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 
359 SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC)Cc4c3cc(OCc2cc(C(=O)O)ccc2)ccc3nc4)CCC(=O)N 
359 InChI            InChI                1.02b 
;InChI=1/C34H39N7O8S/c1-2-50(47,48)41-29(33(44)40-28(12-13-30(35)42)32(43)39-17-20-6-8-22(9-7-20)31(36)37)15-24-18-38-27-11-10-25(16-26(24)27)49-19-21-4-3-5-23(14-21)34(45)46/h3-11,14,16,18,28-29,38,41H,2,12-13,15,17,19H2,1H3,(H2,35,42)(H3,36,37)(H,39,43)(H,40,44)(H,45,46)/t28-,29+/m0/s1/f/h36,39-40,45H,35,37H2/b36-31-
;
359 InChIKey         InChI                1.02b UDNWHSWDIIAZDA-JOCXPRKKDY 
359 SMILES_CANONICAL CACTVS               3.341 CC[S](=O)(=O)N[C@H](Cc1c[nH]c2ccc(OCc3cccc(c3)C(O)=O)cc12)C(=O)N[C@@H](CCC(N)=O)C(=O)NCc4ccc(cc4)C(N)=N 
359 SMILES           CACTVS               3.341 CC[S](=O)(=O)N[CH](Cc1c[nH]c2ccc(OCc3cccc(c3)C(O)=O)cc12)C(=O)N[CH](CCC(N)=O)C(=O)NCc4ccc(cc4)C(N)=N 
359 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](Cc2c[nH]c3c2cc(cc3)OCc4cccc(c4)C(=O)O)NS(=O)(=O)CC)\N 
359 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C(CCC(=O)N)NC(=O)C(Cc2c[nH]c3c2cc(cc3)OCc4cccc(c4)C(=O)O)NS(=O)(=O)CC)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 
359 "SYSTEMATIC NAME" ACDLabs              10.04 5-[(3-carboxybenzyl)oxy]-N-(ethylsulfonyl)-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide                                                                           
359 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[3-[(2R)-3-[[(2S)-5-amino-1-[(4-carbamimidoylphenyl)methylamino]-1,5-dioxo-pentan-2-yl]amino]-2-(ethylsulfonylamino)-3-oxo-propyl]-1H-indol-5-yl]oxymethyl]benzoic acid" 
# 
