data_3IH
# 
_chem_comp.id                                    3IH 
_chem_comp.name                                  "N-[(5-METHYLISOXAZOL-3-YL)CARBONYL]ALANYL-L-VALYL-N~1~-((1R,2Z)-4-(BENZYLOXY)-4-OXO-1-{[(3R)-2-OXOPYRROLIDIN-3-YL]METHYL}BUT-2-ENYL)-L-LEUCINAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H48 N6 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(E)-(4S,6S)-8-METHYL-6-((S)-3-METHYL-2-{(S)-2-[(5-METHYL-ISOXAZOLE-3-CARBONYL)-AMINO]-PROPIONYLAMINO}-BUTYRYLAMINO)-5-OXO-4-((R)-2-OXO-PYRROLIDIN-3-YLMETHYL)-NON-2-ENOIC ACID BENZYL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-22 
_chem_comp.pdbx_modified_date                    2015-12-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        680.791 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3IH 
_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        2AMQ 
_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 
3IH N1   N1   N 0 1 Y N N 76.442 -25.191 38.013 10.116  1.441  -2.037 N1   3IH 1  
3IH C1   C1   C 0 1 Y N N 76.728 -25.304 36.471 10.289  0.959  -0.831 C1   3IH 2  
3IH C2   C2   C 0 1 Y N N 76.637 -26.532 36.253 11.696  0.866  -0.642 C2   3IH 3  
3IH C3   C3   C 0 1 Y N N 76.239 -27.303 37.309 12.212  1.321  -1.806 C3   3IH 4  
3IH O1   O1   O 0 1 Y N N 76.101 -26.549 38.427 11.173  1.645  -2.588 O1   3IH 5  
3IH C4   C4   C 0 1 N N N 76.989 -23.793 36.273 9.232   0.588  0.141  C4   3IH 6  
3IH O2   O2   O 0 1 N N N 77.995 -23.408 35.655 9.537   0.150  1.232  O2   3IH 7  
3IH N2   N2   N 0 1 N N N 76.077 -22.944 36.755 7.933   0.735  -0.187 N2   3IH 8  
3IH C5   C5   C 0 1 N N S 76.264 -21.493 36.613 6.889   0.368  0.773  C5   3IH 9  
3IH C6   C6   C 0 1 N N N 74.916 -20.798 36.555 6.632   1.542  1.720  C6   3IH 10 
3IH C7   C7   C 0 1 N N N 77.104 -20.919 37.762 5.620   0.033  0.032  C7   3IH 11 
3IH O3   O3   O 0 1 N N N 76.918 -21.285 38.921 5.591   0.095  -1.179 O3   3IH 12 
3IH N3   N3   N 0 1 N N N 78.033 -20.026 37.432 4.518   -0.335 0.714  N3   3IH 13 
3IH C8   C8   C 0 1 N N S 78.890 -19.408 38.443 3.285   -0.661 -0.006 C8   3IH 14 
3IH C9   C9   C 0 1 N N N 80.386 -19.617 38.125 3.323   -2.125 -0.446 C9   3IH 15 
3IH C10  C10  C 0 1 N N N 81.238 -18.981 39.219 4.448   -2.323 -1.464 C10  3IH 16 
3IH C11  C11  C 0 1 N N N 80.682 -21.108 37.984 3.575   -3.017 0.771  C11  3IH 17 
3IH C12  C12  C 0 1 N N N 78.634 -17.904 38.573 2.101   -0.439 0.899  C12  3IH 18 
3IH O4   O4   O 0 1 N N N 78.708 -17.152 37.596 2.261   -0.356 2.099  O4   3IH 19 
3IH N4   N4   N 0 1 N N N 78.328 -17.476 39.792 0.863   -0.332 0.376  N4   3IH 20 
3IH C13  C13  C 0 1 N N S 78.079 -16.066 40.058 -0.296  -0.192 1.260  C13  3IH 21 
3IH C14  C14  C 0 1 N N N 77.444 -15.900 41.441 -0.483  1.281  1.627  C14  3IH 22 
3IH C15  C15  C 0 1 N N N 76.017 -15.343 41.488 0.714   1.758  2.451  C15  3IH 23 
3IH C16  C16  C 0 1 N N N 75.233 -15.769 40.247 0.589   3.261  2.711  C16  3IH 24 
3IH C17  C17  C 0 1 N N N 75.327 -15.848 42.764 0.745   1.010  3.785  C17  3IH 25 
3IH C19  C19  C 0 1 N N S 80.738 -13.573 39.109 -3.901  -1.253 0.539  C19  3IH 26 
3IH C20  C20  C 0 1 N N N 80.844 -12.131 39.553 -5.146  -0.591 1.071  C20  3IH 27 
3IH C21  C21  C 0 1 N N N 81.276 -12.389 41.028 -5.966  0.050  0.241  C21  3IH 28 
3IH C22  C22  C 0 1 N N N 82.289 -11.401 41.420 -7.180  0.695  0.761  C22  3IH 29 
3IH O6   O6   O 0 1 N N N 82.758 -10.280 41.296 -7.435  0.644  1.948  O6   3IH 30 
3IH O7   O7   O 0 1 N N N 82.539 -12.032 42.580 -8.010  1.344  -0.080 O7   3IH 31 
3IH C23  C23  C 0 1 N N N 83.269 -11.541 43.727 -9.190  1.958  0.502  C23  3IH 32 
3IH C24  C24  C 0 1 Y N N 83.603 -12.178 45.063 -9.993  2.632  -0.581 C24  3IH 33 
3IH C25  C25  C 0 1 N N N 81.839 -13.409 37.818 -3.951  -2.751 0.841  C25  3IH 34 
3IH C26  C26  C 0 1 N N S 81.994 -14.767 37.051 -5.098  -3.392 0.056  C26  3IH 35 
3IH C27  C27  C 0 1 N N N 83.267 -15.551 37.460 -5.270  -4.874 0.463  C27  3IH 36 
3IH C28  C28  C 0 1 N N N 83.786 -16.233 36.183 -5.648  -5.529 -0.884 C28  3IH 37 
3IH N6   N6   N 0 1 N N N 83.179 -15.420 35.134 -5.076  -4.657 -1.917 N6   3IH 38 
3IH C29  C29  C 0 1 N N N 82.198 -14.603 35.564 -4.763  -3.449 -1.418 C29  3IH 39 
3IH O8   O8   O 0 1 N N N 81.881 -13.590 34.931 -4.283  -2.536 -2.057 O8   3IH 40 
3IH C30  C30  C 0 1 Y N N 83.249 -13.535 45.363 -10.974 1.928  -1.253 C30  3IH 41 
3IH C31  C31  C 0 1 Y N N 83.577 -14.112 46.628 -11.710 2.547  -2.247 C31  3IH 42 
3IH C32  C32  C 0 1 Y N N 84.262 -13.340 47.616 -11.464 3.869  -2.568 C32  3IH 43 
3IH C33  C33  C 0 1 Y N N 84.622 -11.982 47.339 -10.483 4.573  -1.894 C33  3IH 44 
3IH C34  C34  C 0 1 Y N N 84.294 -11.408 46.066 -9.751  3.955  -0.898 C34  3IH 45 
3IH C35  C35  C 0 1 N N N 75.984 -28.780 37.272 13.673  1.442  -2.157 C35  3IH 46 
3IH C18  C18  C 0 1 N N N 79.417 -15.335 39.985 -1.530  -0.695 0.555  C18  3IH 47 
3IH O5   O5   O 0 1 N N N 80.397 -15.734 40.627 -1.448  -1.128 -0.575 O5   3IH 48 
3IH N5   N5   N 0 1 N N N 79.480 -14.280 39.190 -2.723  -0.664 1.180  N5   3IH 49 
3IH H2   H2   H 0 1 N N N 76.860 -26.959 35.286 12.228  0.513  0.229  H2   3IH 50 
3IH HN2  HN2  H 0 1 N N N 75.263 -23.298 37.215 7.689   1.084  -1.059 HN2  3IH 51 
3IH H5   H5   H 0 1 N N N 76.795 -21.294 35.670 7.213   -0.499 1.349  H5   3IH 52 
3IH H61  H61  H 0 1 N N N 75.066 -19.714 36.449 6.307   2.409  1.144  H61  3IH 53 
3IH H62  H62  H 0 1 N N N 74.346 -21.175 35.693 5.855   1.269  2.434  H62  3IH 54 
3IH H63  H63  H 0 1 N N N 74.358 -21.002 37.481 7.549   1.784  2.256  H63  3IH 55 
3IH HN3  HN3  H 0 1 N N N 78.148 -19.772 36.472 4.542   -0.384 1.683  HN3  3IH 56 
3IH H8   H8   H 0 1 N N N 78.684 -19.874 39.418 3.197   -0.020 -0.883 H8   3IH 57 
3IH H9   H9   H 0 1 N N N 80.612 -19.121 37.169 2.369   -2.393 -0.901 H9   3IH 58 
3IH H101 H101 H 0 0 N N N 82.303 -19.132 38.989 5.411   -2.192 -0.972 H101 3IH 59 
3IH H102 H102 H 0 0 N N N 81.023 -17.903 39.271 4.387   -3.328 -1.883 H102 3IH 60 
3IH H103 H103 H 0 0 N N N 81.002 -19.449 40.186 4.346   -1.590 -2.265 H103 3IH 61 
3IH H111 H111 H 0 0 N N N 81.749 -21.251 37.758 2.774   -2.876 1.497  H111 3IH 62 
3IH H112 H112 H 0 0 N N N 80.435 -21.621 38.925 3.602   -4.061 0.458  H112 3IH 63 
3IH H113 H113 H 0 0 N N N 80.075 -21.527 37.168 4.529   -2.750 1.227  H113 3IH 64 
3IH HN4  HN4  H 0 1 N N N 78.267 -18.135 40.542 0.740   -0.348 -0.586 HN4  3IH 65 
3IH H13  H13  H 0 1 N N N 77.400 -15.652 39.298 -0.134  -0.774 2.168  H13  3IH 66 
3IH H141 H141 H 0 0 N N N 77.430 -16.890 41.921 -0.557  1.876  0.716  H141 3IH 67 
3IH H142 H142 H 0 0 N N N 78.085 -15.220 42.021 -1.396  1.398  2.211  H142 3IH 68 
3IH H15  H15  H 0 1 N N N 76.064 -14.245 41.521 1.635   1.560  1.902  H15  3IH 69 
3IH H161 H161 H 0 0 N N N 74.213 -15.360 40.299 -0.332  3.458  3.260  H161 3IH 70 
3IH H162 H162 H 0 0 N N N 75.736 -15.386 39.347 1.442   3.600  3.299  H162 3IH 71 
3IH H163 H163 H 0 0 N N N 75.186 -16.867 40.202 0.567   3.793  1.761  H163 3IH 72 
3IH H171 H171 H 0 0 N N N 74.301 -15.453 42.807 -0.176  1.208  4.334  H171 3IH 73 
3IH H172 H172 H 0 0 N N N 75.297 -16.948 42.754 0.835   -0.060 3.600  H172 3IH 74 
3IH H173 H173 H 0 0 N N N 75.889 -15.505 43.645 1.598   1.350  4.373  H173 3IH 75 
3IH H19  H19  H 0 1 N N N 81.362 -14.094 39.850 -3.842  -1.101 -0.539 H19  3IH 76 
3IH H20  H20  H 0 1 N N N 80.674 -11.210 39.016 -5.373  -0.637 2.126  H20  3IH 77 
3IH H21  H21  H 0 1 N N N 80.890 -13.173 41.663 -5.739  0.096  -0.813 H21  3IH 78 
3IH H231 H231 H 0 0 N N N 84.253 -11.275 43.313 -9.799  1.191  0.982  H231 3IH 79 
3IH H232 H232 H 0 0 N N N 82.728 -10.624 44.005 -8.887  2.697  1.244  H232 3IH 80 
3IH H251 H251 H 0 0 N N N 81.469 -12.641 37.123 -3.008  -3.213 0.549  H251 3IH 81 
3IH H252 H252 H 0 0 N N N 82.819 -13.104 38.215 -4.114  -2.901 1.909  H252 3IH 82 
3IH H26  H26  H 0 1 N N N 81.107 -15.390 37.240 -6.024  -2.842 0.219  H26  3IH 83 
3IH H271 H271 H 0 0 N N N 84.026 -14.862 37.859 -4.336  -5.285 0.847  H271 3IH 84 
3IH H272 H272 H 0 0 N N N 83.021 -16.306 38.221 -6.073  -4.988 1.191  H272 3IH 85 
3IH H281 H281 H 0 0 N N N 84.884 -16.198 36.130 -5.217  -6.527 -0.953 H281 3IH 86 
3IH H282 H282 H 0 0 N N N 83.449 -17.278 36.123 -6.732  -5.577 -0.989 H282 3IH 87 
3IH HN6  HN6  H 0 1 N N N 83.467 -15.466 34.177 -4.942  -4.919 -2.842 HN6  3IH 88 
3IH H30  H30  H 0 1 N N N 82.729 -14.127 44.625 -11.166 0.895  -1.003 H30  3IH 89 
3IH H31  H31  H 0 1 N N N 83.306 -15.136 46.838 -12.476 1.997  -2.773 H31  3IH 90 
3IH H32  H32  H 0 1 N N N 84.508 -13.780 48.571 -12.039 4.352  -3.344 H32  3IH 91 
3IH H33  H33  H 0 1 N N N 85.137 -11.394 48.084 -10.292 5.605  -2.145 H33  3IH 92 
3IH H34  H34  H 0 1 N N N 84.569 -10.385 45.856 -8.987  4.506  -0.369 H34  3IH 93 
3IH H351 H351 H 0 0 N N N 75.679 -29.125 38.271 14.013  0.516  -2.621 H351 3IH 94 
3IH H352 H352 H 0 0 N N N 75.183 -28.996 36.549 13.813  2.270  -2.853 H352 3IH 95 
3IH H353 H353 H 0 0 N N N 76.903 -29.303 36.969 14.250  1.628  -1.251 H353 3IH 96 
3IH HN5  HN5  H 0 1 N N N 78.684 -13.982 38.663 -2.802  -0.252 2.055  HN5  3IH 97 
# 
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 
3IH N1  C1   DOUB Y N 1  
3IH N1  O1   SING Y N 2  
3IH C1  C2   SING Y N 3  
3IH C1  C4   SING N N 4  
3IH C2  C3   DOUB Y N 5  
3IH C2  H2   SING N N 6  
3IH C3  O1   SING Y N 7  
3IH C3  C35  SING N N 8  
3IH C4  O2   DOUB N N 9  
3IH C4  N2   SING N N 10 
3IH N2  C5   SING N N 11 
3IH N2  HN2  SING N N 12 
3IH C5  C6   SING N N 13 
3IH C5  C7   SING N N 14 
3IH C5  H5   SING N N 15 
3IH C6  H61  SING N N 16 
3IH C6  H62  SING N N 17 
3IH C6  H63  SING N N 18 
3IH C7  O3   DOUB N N 19 
3IH C7  N3   SING N N 20 
3IH N3  C8   SING N N 21 
3IH N3  HN3  SING N N 22 
3IH C8  C9   SING N N 23 
3IH C8  C12  SING N N 24 
3IH C8  H8   SING N N 25 
3IH C9  C10  SING N N 26 
3IH C9  C11  SING N N 27 
3IH C9  H9   SING N N 28 
3IH C10 H101 SING N N 29 
3IH C10 H102 SING N N 30 
3IH C10 H103 SING N N 31 
3IH C11 H111 SING N N 32 
3IH C11 H112 SING N N 33 
3IH C11 H113 SING N N 34 
3IH C12 O4   DOUB N N 35 
3IH C12 N4   SING N N 36 
3IH N4  C13  SING N N 37 
3IH N4  HN4  SING N N 38 
3IH C13 C14  SING N N 39 
3IH C13 C18  SING N N 40 
3IH C13 H13  SING N N 41 
3IH C14 C15  SING N N 42 
3IH C14 H141 SING N N 43 
3IH C14 H142 SING N N 44 
3IH C15 C16  SING N N 45 
3IH C15 C17  SING N N 46 
3IH C15 H15  SING N N 47 
3IH C16 H161 SING N N 48 
3IH C16 H162 SING N N 49 
3IH C16 H163 SING N N 50 
3IH C17 H171 SING N N 51 
3IH C17 H172 SING N N 52 
3IH C17 H173 SING N N 53 
3IH C19 C20  SING N N 54 
3IH C19 C25  SING N N 55 
3IH C19 N5   SING N N 56 
3IH C19 H19  SING N N 57 
3IH C20 C21  DOUB N E 58 
3IH C20 H20  SING N N 59 
3IH C21 C22  SING N N 60 
3IH C21 H21  SING N N 61 
3IH C22 O6   DOUB N N 62 
3IH C22 O7   SING N N 63 
3IH O7  C23  SING N N 64 
3IH C23 C24  SING N N 65 
3IH C23 H231 SING N N 66 
3IH C23 H232 SING N N 67 
3IH C24 C30  SING Y N 68 
3IH C24 C34  DOUB Y N 69 
3IH C25 C26  SING N N 70 
3IH C25 H251 SING N N 71 
3IH C25 H252 SING N N 72 
3IH C26 C27  SING N N 73 
3IH C26 C29  SING N N 74 
3IH C26 H26  SING N N 75 
3IH C27 C28  SING N N 76 
3IH C27 H271 SING N N 77 
3IH C27 H272 SING N N 78 
3IH C28 N6   SING N N 79 
3IH C28 H281 SING N N 80 
3IH C28 H282 SING N N 81 
3IH N6  C29  SING N N 82 
3IH N6  HN6  SING N N 83 
3IH C29 O8   DOUB N N 84 
3IH C30 C31  DOUB Y N 85 
3IH C30 H30  SING N N 86 
3IH C31 C32  SING Y N 87 
3IH C31 H31  SING N N 88 
3IH C32 C33  DOUB Y N 89 
3IH C32 H32  SING N N 90 
3IH C33 C34  SING Y N 91 
3IH C33 H33  SING N N 92 
3IH C34 H34  SING N N 93 
3IH C35 H351 SING N N 94 
3IH C35 H352 SING N N 95 
3IH C35 H353 SING N N 96 
3IH C18 O5   DOUB N N 97 
3IH C18 N5   SING N N 98 
3IH N5  HN5  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 
3IH SMILES           ACDLabs              12.01 "n1c(cc(o1)C)C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(\C=C\C(=O)OCc2ccccc2)CC3CCNC3=O" 
3IH InChI            InChI                1.03  
;InChI=1S/C35H48N6O8/c1-20(2)16-27(39-35(47)30(21(3)4)40-31(43)23(6)37-34(46)28-17-22(5)49-41-28)33(45)38-26(18-25-14-15-36-32(25)44)12-13-29(42)48-19-24-10-8-7-9-11-24/h7-13,17,20-21,23,25-27,30H,14-16,18-19H2,1-6H3,(H,36,44)(H,37,46)(H,38,45)(H,39,47)(H,40,43)/b13-12+/t23-,25-,26+,27-,30-/m0/s1
;
3IH InChIKey         InChI                1.03  IDBWWEGDLCFCTD-VNEMRZQUSA-N 
3IH SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)c1cc(C)on1)C(C)C)C(=O)N[C@@H](C[C@@H]2CCNC2=O)\C=C\C(=O)OCc3ccccc3" 
3IH SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)[CH](NC(=O)[CH](C)NC(=O)c1cc(C)on1)C(C)C)C(=O)N[CH](C[CH]2CCNC2=O)C=CC(=O)OCc3ccccc3" 
3IH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(no1)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C[C@@H]2CCNC2=O)C=CC(=O)OCc3ccccc3" 
3IH SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cc(no1)C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CC2CCNC2=O)C=CC(=O)OCc3ccccc3" 
# 
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 
3IH "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(5-methyl-1,2-oxazol-3-yl)carbonyl]-L-alanyl-L-valyl-N-{(2S,3E)-5-(benzyloxy)-5-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]pent-3-en-2-yl}-L-leucinamide" 
3IH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 
"(phenylmethyl) (4S)-4-[[(2S)-4-methyl-2-[[(2S)-3-methyl-2-[[(2S)-2-[(5-methyl-1,2-oxazol-3-yl)carbonylamino]propanoyl]amino]butanoyl]amino]pentanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pent-2-enoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3IH "Create component"   2005-08-22 RCSB 
3IH "Modify descriptor"  2011-06-04 RCSB 
3IH "Obsolete component" 2015-12-07 PDBJ 
# 
