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                    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                        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        ? 
_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 10.514  -0.629 1.899  N1   3IH 1  
3IH C1   C1   C 0 1 Y N N 76.728 -25.304 36.471 10.571  -0.746 0.595  C1   3IH 2  
3IH C2   C2   C 0 1 Y N N 76.637 -26.532 36.253 11.953  -0.792 0.263  C2   3IH 3  
3IH C3   C3   C 0 1 Y N N 76.239 -27.303 37.309 12.579  -0.699 1.459  C3   3IH 4  
3IH O1   O1   O 0 1 Y N N 76.101 -26.549 38.427 11.619  -0.608 2.389  O1   3IH 5  
3IH C4   C4   C 0 1 N N N 76.989 -23.793 36.273 9.425   -0.811 -0.345 C4   3IH 6  
3IH O2   O2   O 0 1 N N N 77.995 -23.408 35.655 9.624   -0.915 -1.539 O2   3IH 7  
3IH N2   N2   N 0 1 N N N 76.077 -22.944 36.755 8.164   -0.755 0.126  N2   3IH 8  
3IH C5   C5   C 0 1 N N S 76.264 -21.493 36.613 7.032   -0.819 -0.803 C5   3IH 9  
3IH C6   C6   C 0 1 N N N 74.916 -20.798 36.555 6.700   -2.282 -1.101 C6   3IH 10 
3IH C7   C7   C 0 1 N N N 77.104 -20.919 37.762 5.834   -0.148 -0.182 C7   3IH 11 
3IH O3   O3   O 0 1 N N N 76.918 -21.285 38.921 5.917   0.335  0.927  O3   3IH 12 
3IH N3   N3   N 0 1 N N N 78.033 -20.026 37.432 4.670   -0.086 -0.859 N3   3IH 13 
3IH C8   C8   C 0 1 N N S 78.890 -19.408 38.443 3.506   0.566  -0.255 C8   3IH 14 
3IH C9   C9   C 0 1 N N N 80.386 -19.617 38.125 3.570   2.071  -0.519 C9   3IH 15 
3IH C10  C10  C 0 1 N N N 81.238 -18.981 39.219 2.280   2.731  -0.028 C10  3IH 16 
3IH C11  C11  C 0 1 N N N 80.682 -21.108 37.984 4.764   2.669  0.228  C11  3IH 17 
3IH C12  C12  C 0 1 N N N 78.634 -17.904 38.573 2.245   0.003  -0.860 C12  3IH 18 
3IH O4   O4   O 0 1 N N N 78.708 -17.152 37.596 2.298   -0.625 -1.896 O4   3IH 19 
3IH N4   N4   N 0 1 N N N 78.328 -17.476 39.792 1.059   0.199  -0.250 N4   3IH 20 
3IH C13  C13  C 0 1 N N S 78.079 -16.066 40.058 -0.164  -0.363 -0.829 C13  3IH 21 
3IH C14  C14  C 0 1 N N N 77.444 -15.900 41.441 -0.317  -1.818 -0.384 C14  3IH 22 
3IH C15  C15  C 0 1 N N N 76.017 -15.343 41.488 -1.558  -2.425 -1.042 C15  3IH 23 
3IH C16  C16  C 0 1 N N N 75.233 -15.769 40.247 -1.351  -2.493 -2.556 C16  3IH 24 
3IH C17  C17  C 0 1 N N N 75.327 -15.848 42.764 -1.788  -3.835 -0.494 C17  3IH 25 
3IH C19  C19  C 0 1 N N S 80.738 -13.573 39.109 -3.664  1.169  -0.601 C19  3IH 26 
3IH C20  C20  C 0 1 N N N 80.844 -12.131 39.553 -4.913  0.539  -1.162 C20  3IH 27 
3IH C21  C21  C 0 1 N N N 81.276 -12.389 41.028 -5.835  0.045  -0.341 C21  3IH 28 
3IH C22  C22  C 0 1 N N N 82.289 -11.401 41.420 -7.053  -0.570 -0.888 C22  3IH 29 
3IH O6   O6   O 0 1 N N N 82.758 -10.280 41.296 -7.218  -0.626 -2.091 O6   3IH 30 
3IH O7   O7   O 0 1 N N N 82.539 -12.032 42.580 -7.988  -1.071 -0.056 O7   3IH 31 
3IH C23  C23  C 0 1 N N N 83.269 -11.541 43.727 -9.191  -1.678 -0.597 C23  3IH 32 
3IH C24  C24  C 0 1 Y N N 83.603 -12.178 45.063 -10.065 -2.155 0.535  C24  3IH 33 
3IH C25  C25  C 0 1 N N N 81.839 -13.409 37.818 -3.581  2.628  -1.054 C25  3IH 34 
3IH C26  C26  C 0 1 N N S 81.994 -14.767 37.051 -4.721  3.426  -0.417 C26  3IH 35 
3IH C27  C27  C 0 1 N N N 83.267 -15.551 37.460 -4.746  4.870  -0.970 C27  3IH 36 
3IH C28  C28  C 0 1 N N N 83.786 -16.233 36.183 -5.158  5.678  0.281  C28  3IH 37 
3IH N6   N6   N 0 1 N N N 83.179 -15.420 35.134 -4.728  4.871  1.428  N6   3IH 38 
3IH C29  C29  C 0 1 N N N 82.198 -14.603 35.564 -4.483  3.597  1.067  C29  3IH 39 
3IH O8   O8   O 0 1 N N N 81.881 -13.590 34.931 -4.121  2.719  1.821  O8   3IH 40 
3IH C30  C30  C 0 1 Y N N 83.249 -13.535 45.363 -9.921  -3.440 1.024  C30  3IH 41 
3IH C31  C31  C 0 1 Y N N 83.577 -14.112 46.628 -10.720 -3.876 2.065  C31  3IH 42 
3IH C32  C32  C 0 1 Y N N 84.262 -13.340 47.616 -11.668 -3.030 2.610  C32  3IH 43 
3IH C33  C33  C 0 1 Y N N 84.622 -11.982 47.339 -11.815 -1.747 2.116  C33  3IH 44 
3IH C34  C34  C 0 1 Y N N 84.294 -11.408 46.066 -11.014 -1.310 1.079  C34  3IH 45 
3IH C35  C35  C 0 1 N N N 75.984 -28.780 37.272 14.067  -0.697 1.698  C35  3IH 46 
3IH C18  C18  C 0 1 N N N 79.417 -15.335 39.985 -1.353  0.434  -0.360 C18  3IH 47 
3IH O5   O5   O 0 1 N N N 80.397 -15.734 40.627 -1.289  1.071  0.671  O5   3IH 48 
3IH N5   N5   N 0 1 N N N 79.480 -14.280 39.190 -2.489  0.440  -1.085 N5   3IH 49 
3IH H2   H2   H 0 1 N N N 76.881 -26.895 35.240 12.400  -0.881 -0.717 H2   3IH 50 
3IH HN2  HN2  H 0 1 N N N 75.276 -23.382 37.209 8.005   -0.672 1.079  HN2  3IH 51 
3IH H5   H5   H 0 1 N N N 76.815 -21.310 35.661 7.294   -0.309 -1.730 H5   3IH 52 
3IH H61  1H6  H 0 1 N N N 75.057 -19.697 36.447 5.858   -2.330 -1.792 H61  3IH 53 
3IH H62  2H6  H 0 1 N N N 74.265 -21.215 35.751 7.566   -2.768 -1.551 H62  3IH 54 
3IH H63  3H6  H 0 1 N N N 74.276 -21.052 37.432 6.438   -2.792 -0.174 H63  3IH 55 
3IH HN3  HN3  H 0 1 N N N 78.086 -19.821 36.434 4.604   -0.473 -1.746 HN3  3IH 56 
3IH H8   H8   H 0 1 N N N 78.634 -19.910 39.405 3.505   0.385  0.820  H8   3IH 57 
3IH H9   H9   H 0 1 N N N 80.638 -19.123 37.157 3.685   2.248  -1.588 H9   3IH 58 
3IH H101 1H10 H 0 0 N N N 82.318 -19.132 38.989 2.148   2.525  1.034  H101 3IH 59 
3IH H102 2H10 H 0 0 N N N 80.987 -17.905 39.374 2.340   3.808  -0.185 H102 3IH 60 
3IH H103 3H10 H 0 0 N N N 80.967 -19.356 40.233 1.432   2.329  -0.584 H103 3IH 61 
3IH H111 1H11 H 0 0 N N N 81.762 -21.259 37.754 5.684   2.199  -0.122 H111 3IH 62 
3IH H112 2H11 H 0 0 N N N 80.359 -21.685 38.881 4.810   3.742  0.040  H112 3IH 63 
3IH H113 3H11 H 0 0 N N N 80.021 -21.597 37.230 4.650   2.492  1.297  H113 3IH 64 
3IH HN4  HN4  H 0 1 N N N 78.285 -18.207 40.501 1.016   0.711  0.572  HN4  3IH 65 
3IH H13  H13  H 0 1 N N N 77.372 -15.641 39.307 -0.104  -0.320 -1.917 H13  3IH 66 
3IH H141 1H14 H 0 0 N N N 77.482 -16.871 41.987 -0.424  -1.857 0.700  H141 3IH 67 
3IH H142 2H14 H 0 0 N N N 78.108 -15.276 42.083 0.565   -2.384 -0.682 H142 3IH 68 
3IH H15  H15  H 0 1 N N N 76.052 -14.228 41.501 -2.426  -1.803 -0.821 H15  3IH 69 
3IH H161 1H16 H 0 0 N N N 74.194 -15.363 40.281 -1.291  -1.482 -2.960 H161 3IH 70 
3IH H162 2H16 H 0 0 N N N 75.758 -15.482 39.306 -0.426  -3.027 -2.773 H162 3IH 71 
3IH H163 3H16 H 0 0 N N N 75.241 -16.875 40.111 -2.190  -3.018 -3.014 H163 3IH 72 
3IH H171 1H17 H 0 0 N N N 74.288 -15.442 42.798 -0.920  -4.456 -0.715 H171 3IH 73 
3IH H172 2H17 H 0 0 N N N 75.352 -16.959 42.849 -1.935  -3.786 0.585  H172 3IH 74 
3IH H173 3H17 H 0 0 N N N 75.907 -15.607 43.684 -2.672  -4.267 -0.963 H173 3IH 75 
3IH H19  H19  H 0 1 N N N 80.980 -14.453 39.749 -3.694  1.128  0.488  H19  3IH 76 
3IH H20  H20  H 0 1 N N N 80.665 -11.200 38.988 -5.059  0.490  -2.231 H20  3IH 77 
3IH H21  H21  H 0 1 N N N 80.909 -13.174 41.710 -5.689  0.094  0.728  H21  3IH 78 
3IH H231 1H23 H 0 0 N N N 84.255 -11.224 43.314 -9.734  -0.942 -1.190 H231 3IH 79 
3IH H232 2H23 H 0 0 N N N 82.759 -10.585 43.993 -8.919  -2.524 -1.228 H232 3IH 80 
3IH H251 1H25 H 0 0 N N N 81.553 -12.576 37.133 -2.625  3.051  -0.745 H251 3IH 81 
3IH H252 2H25 H 0 0 N N N 82.823 -13.012 38.160 -3.666  2.677  -2.140 H252 3IH 82 
3IH H26  H26  H 0 1 N N N 81.042 -15.287 37.308 -5.677  2.932  -0.595 H26  3IH 83 
3IH H271 1H27 H 0 0 N N N 84.032 -14.917 37.965 -3.759  5.170  -1.321 H271 3IH 84 
3IH H272 2H27 H 0 0 N N N 83.097 -16.261 38.302 -5.488  4.971  -1.762 H272 3IH 85 
3IH H281 1H28 H 0 0 N N N 84.894 -16.333 36.119 -4.653  6.644  0.288  H281 3IH 86 
3IH H282 2H28 H 0 0 N N N 83.576 -17.325 36.113 -6.239  5.816  0.301  H282 3IH 87 
3IH HN6  HN6  H 0 1 N N N 83.429 -15.422 34.145 -4.634  5.211  2.332  HN6  3IH 88 
3IH H30  H30  H 0 1 N N N 82.717 -14.142 44.611 -9.181  -4.100 0.599  H30  3IH 89 
3IH H31  H31  H 0 1 N N N 83.300 -15.157 46.842 -10.605 -4.878 2.450  H31  3IH 90 
3IH H32  H32  H 0 1 N N N 84.512 -13.791 48.590 -12.294 -3.372 3.421  H32  3IH 91 
3IH H33  H33  H 0 1 N N N 85.148 -11.382 48.100 -12.556 -1.087 2.542  H33  3IH 92 
3IH H34  H34  H 0 1 N N N 84.576 -10.362 45.856 -11.129 -0.307 0.693  H34  3IH 93 
3IH H351 1H35 H 0 0 N N N 75.659 -29.409 38.133 14.439  0.327  1.670  H351 3IH 94 
3IH H352 2H35 H 0 0 N N N 75.240 -28.951 36.458 14.278  -1.133 2.675  H352 3IH 95 
3IH H353 3H35 H 0 0 N N N 76.911 -29.250 36.870 14.560  -1.285 0.924  H353 3IH 96 
3IH HN5  HN5  H 0 1 N N N 78.630 -14.032 38.682 -2.529  -0.039 -1.928 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              10.04 O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(\C=C\C(=O)OCc1ccccc1)CC2C(=O)NCC2)CC(C)C)C(C)C)C)c3noc(c3)C 
3IH InChI            InChI                1.02b 
;InChI=1/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/f/h36-40H
;
3IH InChIKey         InChI                1.02b IDBWWEGDLCFCTD-IQPFLSBVDS 
3IH SMILES_CANONICAL CACTVS               3.341 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               3.341 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" 1.5.0 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" 1.5.0 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              10.04 N-[(5-methylisoxazol-3-yl)carbonyl]-L-alanyl-L-valyl-N-[(1S,2E)-4-(benzyloxy)-4-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}but-2-en-1-yl]-L-leucinamide                                                  
3IH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "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-oxopyrrolidin-3-yl]pent-2-enoate" 
# 
