data_9IN
# 
_chem_comp.id                                    9IN 
_chem_comp.name                                  N-(3-FUROYL)-D-VALYL-L-VALYL-N~1~-((1R,2Z)-4-ETHOXY-4-OXO-1-{[(3S)-2-OXOPYRROLIDIN-3-YL]METHYL}BUT-2-ENYL)-D-LEUCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H49 N5 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(E)-(4S,6S)-6-((S)-2-{(S)-2-[(FURAN-2-CARBONYL)-AMINO]-3-METHYL-BUTYRYLAMINO}-3-METHYL-BUTYRYLAMINO)-8-METHYL-5-OXO-4-((R)-2-OXO-PYRROLIDIN-3-YLMETHYL)-NON-2-ENOIC ACID ETHYL 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                        631.760 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9IN 
_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        2AMD 
_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 
9IN C4   C4   C 0 1 Y N N 75.483 -24.794 37.166 -9.068  0.140  -2.346 C4   9IN 1  
9IN C2   C2   C 0 1 Y N N 77.187 -26.227 37.131 -10.672 -0.038 -0.766 C2   9IN 2  
9IN C3   C3   C 0 1 Y N N 76.099 -26.872 37.667 -11.242 0.114  -1.971 C3   9IN 3  
9IN O1   O1   O 0 1 Y N N 74.997 -26.074 37.733 -10.281 0.215  -2.902 O1   9IN 4  
9IN C1   C1   C 0 1 Y N N 76.684 -24.869 36.834 -9.221  -0.016 -1.000 C1   9IN 5  
9IN C5   C5   C 0 1 N N N 77.208 -23.509 36.179 -8.153  -0.143 0.009  C5   9IN 6  
9IN O2   O2   O 0 1 N N N 78.423 -23.210 36.008 -8.439  -0.279 1.183  O2   9IN 7  
9IN N2   N2   N 0 1 N N N 76.259 -22.721 36.861 -6.860  -0.109 -0.370 N2   9IN 8  
9IN C6   C6   C 0 1 N N S 76.438 -21.320 36.838 -5.800  -0.235 0.632  C6   9IN 9  
9IN C8   C8   C 0 1 N N N 75.043 -20.631 36.898 -5.529  -1.716 0.904  C8   9IN 10 
9IN C9   C9   C 0 1 N N N 74.807 -19.103 36.910 -6.804  -2.381 1.425  C9   9IN 11 
9IN C10  C10  C 0 1 N N N 74.150 -21.080 35.734 -5.090  -2.401 -0.391 C10  9IN 12 
9IN C7   C7   C 0 1 N N N 77.274 -20.865 37.967 -4.543  0.419  0.119  C7   9IN 13 
9IN O3   O3   O 0 1 N N N 77.132 -21.391 39.097 -4.534  0.940  -0.976 O3   9IN 14 
9IN N3   N3   N 0 1 N N N 78.011 -20.009 37.615 -3.429  0.426  0.877  N3   9IN 15 
9IN C11  C11  C 0 1 N N S 78.873 -19.496 38.633 -2.207  1.063  0.379  C11  9IN 16 
9IN C12  C12  C 0 1 N N N 80.289 -19.711 38.082 -2.250  2.561  0.687  C12  9IN 17 
9IN C13  C13  C 0 1 N N N 81.279 -19.098 39.084 -1.016  3.240  0.089  C13  9IN 18 
9IN C14  C14  C 0 1 N N N 80.486 -21.251 38.122 -3.514  3.171  0.079  C14  9IN 19 
9IN C15  C15  C 0 1 N N N 78.755 -17.939 38.574 -1.008  0.445  1.051  C15  9IN 20 
9IN O4   O4   O 0 1 N N N 79.116 -17.305 37.569 -1.113  -0.026 2.164  O4   9IN 21 
9IN N4   N4   N 0 1 N N N 78.228 -17.385 39.747 0.180   0.416  0.416  N4   9IN 22 
9IN C16  C16  C 0 1 N N S 78.040 -15.879 39.961 1.324   -0.261 1.033  C16  9IN 23 
9IN C17  C17  C 0 1 N N N 77.377 -15.610 41.318 1.274   -1.753 0.697  C17  9IN 24 
9IN C18  C18  C 0 1 N N N 75.936 -16.222 41.441 0.037   -2.380 1.342  C18  9IN 25 
9IN C19  C19  C 0 1 N N N 74.973 -15.684 40.345 -0.081  -3.841 0.905  C19  9IN 26 
9IN C20  C20  C 0 1 N N N 75.326 -15.898 42.805 0.165   -2.312 2.865  C20  9IN 27 
9IN C21  C21  C 0 1 N N N 79.467 -15.257 39.889 2.604   0.331  0.502  C21  9IN 28 
9IN O5   O5   O 0 1 N N N 80.412 -15.863 40.541 2.565   1.230  -0.311 O5   9IN 29 
9IN N5   N5   N 0 1 N N N 79.710 -14.092 39.134 3.792   -0.138 0.931  N5   9IN 30 
9IN C22  C22  C 0 1 N N S 80.959 -13.539 39.044 5.035   0.359  0.335  C22  9IN 31 
9IN C23  C23  C 0 1 N N N 81.086 -12.070 39.473 6.102   -0.699 0.443  C23  9IN 32 
9IN C28  C28  C 0 1 N N N 81.471 -13.631 37.660 5.487   1.618  1.077  C28  9IN 33 
9IN C29  C29  C 0 1 N N S 81.791 -14.954 37.059 6.698   2.224  0.364  C29  9IN 34 
9IN C30  C30  C 0 1 N N N 82.983 -15.720 37.641 7.285   3.391  1.190  C30  9IN 35 
9IN C31  C31  C 0 1 N N N 83.493 -16.555 36.485 7.717   4.376  0.081  C31  9IN 36 
9IN N6   N6   N 0 1 N N N 83.030 -15.812 35.322 6.858   4.072  -1.069 N6   9IN 37 
9IN C32  C32  C 0 1 N N N 82.094 -14.916 35.578 6.278   2.863  -0.941 C32  9IN 38 
9IN O8   O8   O 0 1 N N N 81.601 -14.220 34.728 5.526   2.364  -1.752 O8   9IN 39 
9IN C24  C24  C 0 1 N N N 81.418 -12.236 40.954 6.672   -1.184 -0.657 C24  9IN 40 
9IN C25  C25  C 0 1 N N N 82.318 -11.275 41.690 7.713   -2.216 -0.552 C25  9IN 41 
9IN O6   O6   O 0 1 N N N 82.860 -10.275 41.157 8.054   -2.626 0.540  O6   9IN 42 
9IN O7   O7   O 0 1 N N N 82.483 -11.674 43.024 8.289   -2.708 -1.667 O7   9IN 43 
9IN C26  C26  C 0 1 N N N 83.324 -10.883 43.854 9.318   -3.727 -1.563 C26  9IN 44 
9IN C27  C27  C 0 1 N N N 83.316 -11.579 45.214 9.802   -4.109 -2.963 C27  9IN 45 
9IN H4   H4   H 0 1 N N N 74.974 -23.829 36.998 -8.127  0.194  -2.874 H4   9IN 46 
9IN H2   H2   H 0 1 N N N 78.184 -26.673 36.981 -11.176 -0.146 0.183  H2   9IN 47 
9IN H3   H3   H 0 1 N N N 76.109 -27.920 38.008 -12.305 0.145  -2.161 H3   9IN 48 
9IN HN2  HN2  H 0 1 N N N 75.473 -23.147 37.352 -6.632  -0.001 -1.307 HN2  9IN 49 
9IN H6   H6   H 0 1 N N N 76.963 -21.042 35.894 -6.112  0.252  1.556  H6   9IN 50 
9IN H8   H8   H 0 1 N N N 74.830 -20.965 37.940 -4.739  -1.810 1.650  H8   9IN 51 
9IN H91  1H9  H 0 1 N N N 73.808 -18.609 36.953 -6.611  -3.436 1.619  H91  9IN 52 
9IN H92  2H9  H 0 1 N N N 75.403 -18.693 37.758 -7.117  -1.893 2.349  H92  9IN 53 
9IN H93  3H9  H 0 1 N N N 75.329 -18.690 36.015 -7.594  -2.287 0.680  H93  9IN 54 
9IN H101 1H10 H 0 0 N N N 73.151 -20.586 35.777 -4.181  -1.927 -0.763 H101 9IN 55 
9IN H102 2H10 H 0 0 N N N 74.646 -20.914 34.749 -4.897  -3.456 -0.198 H102 9IN 56 
9IN H103 3H10 H 0 0 N N N 74.056 -22.190 35.694 -5.879  -2.307 -1.137 H103 9IN 57 
9IN HN3  HN3  H 0 1 N N N 77.921 -19.762 36.629 -3.436  0.010  1.753  HN3  9IN 58 
9IN H11  H11  H 0 1 N N N 78.653 -19.943 39.630 -2.135  0.916  -0.699 H11  9IN 59 
9IN H12  H12  H 0 1 N N N 80.436 -19.269 37.069 -2.259  2.709  1.767  H12  9IN 60 
9IN H131 1H13 H 0 0 N N N 82.307 -19.254 38.683 -1.009  3.094  -0.991 H131 9IN 61 
9IN H132 2H13 H 0 0 N N N 81.060 -18.028 39.310 -1.045  4.307  0.312  H132 9IN 62 
9IN H133 3H13 H 0 0 N N N 81.151 -19.496 40.117 -0.116  2.803  0.521  H133 9IN 63 
9IN H141 1H14 H 0 0 N N N 81.514 -21.407 37.721 -4.393  2.687  0.505  H141 9IN 64 
9IN H142 2H14 H 0 0 N N N 80.311 -21.707 39.124 -3.544  4.238  0.299  H142 9IN 65 
9IN H143 3H14 H 0 0 N N N 79.695 -21.826 37.586 -3.505  3.023  -1.001 H143 9IN 66 
9IN HN4  HN4  H 0 1 N N N 77.979 -18.082 40.449 0.278   0.844  -0.449 HN4  9IN 67 
9IN H16  H16  H 0 1 N N N 77.371 -15.429 39.190 1.284   -0.130 2.114  H16  9IN 68 
9IN H171 1H17 H 0 0 N N N 78.028 -15.960 42.152 1.225   -1.880 -0.384 H171 9IN 69 
9IN H172 2H17 H 0 0 N N N 77.362 -14.517 41.541 2.170   -2.241 1.080  H172 9IN 70 
9IN H18  H18  H 0 1 N N N 76.053 -17.323 41.314 -0.853  -1.834 1.028  H18  9IN 71 
9IN H191 1H19 H 0 0 N N N 73.949 -16.118 40.432 0.809   -4.387 1.219  H191 9IN 72 
9IN H192 2H19 H 0 0 N N N 74.939 -14.569 40.349 -0.963  -4.288 1.365  H192 9IN 73 
9IN H193 3H19 H 0 0 N N N 75.393 -15.844 39.324 -0.173  -3.890 -0.180 H193 9IN 74 
9IN H201 1H20 H 0 0 N N N 74.302 -16.332 42.892 0.249   -1.270 3.176  H201 9IN 75 
9IN H202 2H20 H 0 0 N N N 75.986 -16.225 43.641 -0.716  -2.758 3.325  H202 9IN 76 
9IN H203 3H20 H 0 0 N N N 75.328 -14.801 43.008 1.055   -2.858 3.179  H203 9IN 77 
9IN HN5  HN5  H 0 1 N N N 78.951 -13.630 38.632 3.825   -0.806 1.634  HN5  9IN 78 
9IN H22  H22  H 0 1 N N N 81.553 -14.141 39.770 4.864   0.598  -0.715 H22  9IN 79 
9IN H23  H23  H 0 1 N N N 80.970 -11.147 38.879 6.406   -1.063 1.414  H23  9IN 80 
9IN H281 1H28 H 0 0 N N N 80.754 -13.105 36.986 4.674   2.344  1.092  H281 9IN 81 
9IN H282 2H28 H 0 0 N N N 82.374 -12.982 37.577 5.761   1.359  2.100  H282 9IN 82 
9IN H29  H29  H 0 1 N N N 80.834 -15.472 37.303 7.456   1.461  0.188  H29  9IN 83 
9IN H301 1H30 H 0 0 N N N 83.757 -15.069 38.110 6.525   3.836  1.832  H301 9IN 84 
9IN H302 2H30 H 0 0 N N N 82.743 -16.307 38.557 8.144   3.061  1.775  H302 9IN 85 
9IN H311 1H31 H 0 0 N N N 84.589 -16.757 36.503 7.561   5.404  0.407  H311 9IN 86 
9IN H312 2H31 H 0 0 N N N 83.181 -17.625 36.509 8.764   4.217  -0.178 H312 9IN 87 
9IN HN6  HN6  H 0 1 N N N 83.350 -15.915 34.359 6.726   4.664  -1.826 HN6  9IN 88 
9IN H24  H24  H 0 1 N N N 80.990 -13.084 41.514 6.368   -0.820 -1.628 H24  9IN 89 
9IN H261 1H26 H 0 0 N N N 84.345 -10.722 43.436 8.909   -4.608 -1.067 H261 9IN 90 
9IN H262 2H26 H 0 0 N N N 83.031 -9.808  43.897 10.156  -3.340 -0.982 H262 9IN 91 
9IN H271 1H27 H 0 0 N N N 83.975 -10.958 45.864 10.574  -4.874 -2.885 H271 9IN 92 
9IN H272 2H27 H 0 0 N N N 82.294 -11.739 45.631 8.964   -4.496 -3.544 H272 9IN 93 
9IN H273 3H27 H 0 0 N N N 83.608 -12.654 45.171 10.211  -3.228 -3.458 H273 9IN 94 
# 
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 
9IN C4  O1   SING Y N 1  
9IN C4  C1   DOUB Y N 2  
9IN C4  H4   SING N N 3  
9IN C2  C3   DOUB Y N 4  
9IN C2  C1   SING Y N 5  
9IN C2  H2   SING N N 6  
9IN C3  O1   SING Y N 7  
9IN C3  H3   SING N N 8  
9IN C1  C5   SING N N 9  
9IN C5  O2   DOUB N N 10 
9IN C5  N2   SING N N 11 
9IN N2  C6   SING N N 12 
9IN N2  HN2  SING N N 13 
9IN C6  C8   SING N N 14 
9IN C6  C7   SING N N 15 
9IN C6  H6   SING N N 16 
9IN C8  C9   SING N N 17 
9IN C8  C10  SING N N 18 
9IN C8  H8   SING N N 19 
9IN C9  H91  SING N N 20 
9IN C9  H92  SING N N 21 
9IN C9  H93  SING N N 22 
9IN C10 H101 SING N N 23 
9IN C10 H102 SING N N 24 
9IN C10 H103 SING N N 25 
9IN C7  O3   DOUB N N 26 
9IN C7  N3   SING N N 27 
9IN N3  C11  SING N N 28 
9IN N3  HN3  SING N N 29 
9IN C11 C12  SING N N 30 
9IN C11 C15  SING N N 31 
9IN C11 H11  SING N N 32 
9IN C12 C13  SING N N 33 
9IN C12 C14  SING N N 34 
9IN C12 H12  SING N N 35 
9IN C13 H131 SING N N 36 
9IN C13 H132 SING N N 37 
9IN C13 H133 SING N N 38 
9IN C14 H141 SING N N 39 
9IN C14 H142 SING N N 40 
9IN C14 H143 SING N N 41 
9IN C15 O4   DOUB N N 42 
9IN C15 N4   SING N N 43 
9IN N4  C16  SING N N 44 
9IN N4  HN4  SING N N 45 
9IN C16 C17  SING N N 46 
9IN C16 C21  SING N N 47 
9IN C16 H16  SING N N 48 
9IN C17 C18  SING N N 49 
9IN C17 H171 SING N N 50 
9IN C17 H172 SING N N 51 
9IN C18 C19  SING N N 52 
9IN C18 C20  SING N N 53 
9IN C18 H18  SING N N 54 
9IN C19 H191 SING N N 55 
9IN C19 H192 SING N N 56 
9IN C19 H193 SING N N 57 
9IN C20 H201 SING N N 58 
9IN C20 H202 SING N N 59 
9IN C20 H203 SING N N 60 
9IN C21 O5   DOUB N N 61 
9IN C21 N5   SING N N 62 
9IN N5  C22  SING N N 63 
9IN N5  HN5  SING N N 64 
9IN C22 C23  SING N N 65 
9IN C22 C28  SING N N 66 
9IN C22 H22  SING N N 67 
9IN C23 C24  DOUB N E 68 
9IN C23 H23  SING N N 69 
9IN C28 C29  SING N N 70 
9IN C28 H281 SING N N 71 
9IN C28 H282 SING N N 72 
9IN C29 C30  SING N N 73 
9IN C29 C32  SING N N 74 
9IN C29 H29  SING N N 75 
9IN C30 C31  SING N N 76 
9IN C30 H301 SING N N 77 
9IN C30 H302 SING N N 78 
9IN C31 N6   SING N N 79 
9IN C31 H311 SING N N 80 
9IN C31 H312 SING N N 81 
9IN N6  C32  SING N N 82 
9IN N6  HN6  SING N N 83 
9IN C32 O8   DOUB N N 84 
9IN C24 C25  SING N N 85 
9IN C24 H24  SING N N 86 
9IN C25 O6   DOUB N N 87 
9IN C25 O7   SING N N 88 
9IN O7  C26  SING N N 89 
9IN C26 C27  SING N N 90 
9IN C26 H261 SING N N 91 
9IN C26 H262 SING N N 92 
9IN C27 H271 SING N N 93 
9IN C27 H272 SING N N 94 
9IN C27 H273 SING N N 95 
# 
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 
9IN SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(\C=C\C(=O)OCC)CC1C(=O)NCC1)CC(C)C)C(C)C)C(C)C)c2ccoc2 
9IN InChI            InChI                1.02b 
;InChI=1/C32H49N5O8/c1-8-45-25(38)10-9-23(16-21-11-13-33-28(21)39)34-30(41)24(15-18(2)3)35-31(42)26(19(4)5)37-32(43)27(20(6)7)36-29(40)22-12-14-44-17-22/h9-10,12,14,17-21,23-24,26-27H,8,11,13,15-16H2,1-7H3,(H,33,39)(H,34,41)(H,35,42)(H,36,40)(H,37,43)/b10-9+/t21-,23+,24-,26-,27-/m0/s1/f/h33-37H
;
9IN InChIKey         InChI                1.02b JQGYBVLTABWBOF-JKWQUMRUDC 
9IN SMILES_CANONICAL CACTVS               3.341 CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c2cocc2)C(C)C)C(C)C 
9IN SMILES           CACTVS               3.341 CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)[CH](CC(C)C)NC(=O)[CH](NC(=O)[CH](NC(=O)c2cocc2)C(C)C)C(C)C 
9IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)C=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)c2ccoc2 
9IN SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(CC(C)C)NC(=O)C(C(C)C)NC(=O)C(C(C)C)NC(=O)c2ccoc2 
# 
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 
9IN "SYSTEMATIC NAME" ACDLabs              10.04 N-(furan-3-ylcarbonyl)-L-valyl-L-valyl-N-[(1S,2E)-4-ethoxy-4-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}but-2-en-1-yl]-L-leucinamide                                                         
9IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-(furan-3-ylcarbonylamino)-3-methyl-butanoyl]amino]-3-methyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" 
# 
