data_I12
# 
_chem_comp.id                                    I12 
_chem_comp.name                                  N-[(5-METHYLISOXAZOL-3-YL)CARBONYL]-L-ALANYL-L-VALYL-N~1~-((1S)-4-ETHOXY-4-OXO-1-{[(3S)-2-OXOPYRROLIDIN-3-YL]METHYL}BUT-2-ENYL)-L-LEUCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H46 N6 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(E)-(S)-4-[(S)-4-METHYL-2-((S)-3-METHYL-2{(S)-2-[(5-METHYL-ISOXAZOLE-3- CARBONYL)-AMINO]-PROPIONYLAMINO}-BUTYRYLAMINO)-PENTANOYLAMINO]-5-((S)-2- OXO-PYRROLIDIN-3-YL)-PENT-2-ENOIC ACID ETHYL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-30 
_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                        618.722 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I12 
_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        1WOF 
_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 
I12 N1   N1   N 0 1 Y N N 100.619 7.179  -3.575 -9.520  0.454  -1.620 N1   I12 1  
I12 C1   C1   C 0 1 Y N N 99.416  7.045  -3.105 -9.532  -0.019 -0.398 C1   I12 2  
I12 C2   C2   C 0 1 Y N N 98.622  6.377  -4.094 -10.896 -0.035 0.005  C2   I12 3  
I12 C3   C3   C 0 1 Y N N 99.438  6.141  -5.165 -11.560 0.445  -1.072 C3   I12 4  
I12 C4   C4   C 0 1 N N N 99.049  5.466  -6.442 -13.049 0.645  -1.196 C4   I12 5  
I12 O1   O1   O 0 1 Y N N 100.686 6.609  -4.915 -10.636 0.709  -2.006 O1   I12 6  
I12 C5   C5   C 0 1 N N N 98.889  7.485  -1.790 -8.360  -0.446 0.404  C5   I12 7  
I12 O2   O2   O 0 1 N N N 97.721  7.363  -1.459 -8.518  -0.864 1.535  O2   I12 8  
I12 N2   N2   N 0 1 N N N 99.732  8.017  -0.955 -7.121  -0.372 -0.120 N2   I12 9  
I12 C6   C6   C 0 1 N N S 99.608  8.504  0.445  -5.963  -0.794 0.673  C6   I12 10 
I12 C7   C7   C 0 1 N N N 98.608  9.652  0.555  -4.730  -0.084 0.178  C7   I12 11 
I12 O3   O3   O 0 1 N N N 98.591  10.554 -0.289 -4.810  0.698  -0.746 O3   I12 12 
I12 C8   C8   C 0 1 N N N 100.968 8.966  0.983  -5.773  -2.305 0.533  C8   I12 13 
I12 N3   N3   N 0 1 N N N 97.784  9.614  1.603  -3.538  -0.317 0.762  N3   I12 14 
I12 C9   C9   C 0 1 N N S 96.814  10.663 1.876  -2.339  0.373  0.280  C9   I12 15 
I12 C10  C10  C 0 1 N N N 95.385  10.169 1.653  -2.234  1.743  0.953  C10  I12 16 
I12 C11  C11  C 0 1 N N N 94.409  11.186 2.183  -2.094  1.560  2.465  C11  I12 17 
I12 C12  C12  C 0 1 N N N 95.138  9.933  0.163  -1.010  2.485  0.413  C12  I12 18 
I12 C13  C13  C 0 1 N N N 96.950  11.071 3.340  -1.119  -0.446 0.617  C13  I12 19 
I12 O4   O4   O 0 1 N N N 96.844  10.229 4.230  -1.160  -1.251 1.523  O4   I12 20 
I12 N4   N4   N 0 1 N N N 97.187  12.352 3.594  0.018   -0.283 -0.089 N4   I12 21 
I12 C14  C14  C 0 1 N N S 97.305  12.815 4.966  1.225   -1.023 0.286  C14  I12 22 
I12 C15  C15  C 0 1 N N N 97.880  14.233 4.996  1.228   -2.383 -0.414 C15  I12 23 
I12 C16  C16  C 0 1 N N N 99.259  14.383 4.352  2.424   -3.204 0.071  C16  I12 24 
I12 C17  C17  C 0 1 N N N 100.239 13.458 5.060  2.239   -3.551 1.550  C17  I12 25 
I12 C18  C18  C 0 1 N N N 99.728  15.830 4.441  2.523   -4.493 -0.747 C18  I12 26 
I12 C19  C19  C 0 1 N N N 95.907  12.790 5.585  2.444   -0.241 -0.132 C19  I12 27 
I12 O5   O5   O 0 1 N N N 94.936  13.084 4.857  2.377   0.534  -1.063 O5   I12 28 
I12 N5   N5   N 0 1 N N N 95.742  12.332 6.635  3.607   -0.402 0.529  N5   I12 29 
I12 C20  C20  C 0 1 N N S 94.458  12.005 7.332  4.766   0.425  0.184  C20  I12 30 
I12 C21  C21  C 0 1 N N N 94.344  13.022 8.496  6.033   -0.322 0.514  C21  I12 31 
I12 C22  C22  C 0 1 N N N 94.169  14.473 7.994  6.912   -0.600 -0.446 C22  I12 32 
I12 C23  C23  C 0 1 N N N 93.165  15.291 8.796  8.146   -1.329 -0.124 C23  I12 33 
I12 O6   O6   O 0 1 N N N 92.536  14.876 9.742  8.365   -1.678 1.020  O6   I12 34 
I12 O7   O7   O 0 1 N N N 93.028  16.535 8.264  9.036   -1.610 -1.096 O7   I12 35 
I12 C24  C24  C 0 1 N N N 92.026  17.361 8.829  10.257  -2.330 -0.777 C24  I12 36 
I12 C25  C25  C 0 1 N N N 91.879  18.610 7.966  11.085  -2.517 -2.050 C25  I12 37 
I12 C26  C26  C 0 1 N N N 93.984  10.581 7.707  4.720   1.728  0.984  C26  I12 38 
I12 C27  C27  C 0 1 N N S 93.427  9.815  6.537  5.859   2.644  0.533  C27  I12 39 
I12 C28  C28  C 0 1 N N N 92.010  10.156 6.169  5.914   3.914  1.414  C28  I12 40 
I12 C29  C29  C 0 1 N N N 91.629  8.888  5.406  6.315   4.994  0.385  C29  I12 41 
I12 N6   N6   N 0 1 N N N 92.175  7.907  6.334  5.854   4.489  -0.914 N6   I12 42 
I12 C30  C30  C 0 1 N N N 93.214  8.400  7.020  5.597   3.168  -0.862 C30  I12 43 
I12 O8   O8   O 0 1 N N N 93.840  7.783  7.847  5.211   2.498  -1.797 O8   I12 44 
I12 H2   H2   H 0 1 N N N 97.558  6.091  -4.039 -11.307 -0.356 0.951  H2   I12 45 
I12 H41  1H4  H 0 1 N N N 99.714  5.273  -7.315 -13.310 1.649  -0.860 H41  I12 46 
I12 H42  2H4  H 0 1 N N N 98.615  4.479  -6.155 -13.346 0.522  -2.237 H42  I12 47 
I12 H43  3H4  H 0 1 N N N 98.168  6.025  -6.836 -13.567 -0.090 -0.580 H43  I12 48 
I12 HN2  HN2  H 0 1 N N N 100.612 8.058  -1.469 -6.995  -0.039 -1.022 HN2  I12 49 
I12 H6   H6   H 0 1 N N N 99.236  7.648  1.056  -6.130  -0.544 1.721  H6   I12 50 
I12 H81  1H8  H 0 1 N N N 100.875 9.331  2.032  -6.665  -2.819 0.891  H81  I12 51 
I12 H82  2H8  H 0 1 N N N 101.741 8.167  0.890  -5.606  -2.555 -0.515 H82  I12 52 
I12 H83  3H8  H 0 1 N N N 101.435 9.730  0.320  -4.912  -2.619 1.122  H83  I12 53 
I12 HN3  HN3  H 0 1 N N N 97.894  8.788  2.191  -3.474  -0.942 1.501  HN3  I12 54 
I12 H9   H9   H 0 1 N N N 97.010  11.517 1.187  -2.403  0.502  -0.800 H9   I12 55 
I12 H10  H10  H 0 1 N N N 95.242  9.206  2.196  -3.133  2.322  0.739  H10  I12 56 
I12 H111 1H11 H 0 0 N N N 93.366  10.825 2.020  -1.195  0.981  2.679  H111 I12 57 
I12 H112 2H11 H 0 0 N N N 94.604  11.438 3.251  -2.020  2.537  2.944  H112 I12 58 
I12 H113 3H11 H 0 0 N N N 94.577  12.197 1.745  -2.967  1.032  2.850  H113 I12 59 
I12 H121 1H12 H 0 0 N N N 94.095  9.572  0.000  -1.069  2.540  -0.674 H121 I12 60 
I12 H122 2H12 H 0 0 N N N 95.366  10.838 -0.446 -0.983  3.492  0.827  H122 I12 61 
I12 H123 3H12 H 0 0 N N N 95.892  9.242  -0.280 -0.105  1.949  0.700  H123 I12 62 
I12 HN4  HN4  H 0 1 N N N 97.274  12.952 2.773  0.036   0.325  -0.845 HN4  I12 63 
I12 H14  H14  H 0 1 N N N 97.994  12.156 5.544  1.241   -1.170 1.366  H14  I12 64 
I12 H151 1H15 H 0 0 N N N 97.160  14.950 4.537  0.304   -2.913 -0.181 H151 I12 65 
I12 H152 2H15 H 0 0 N N N 97.899  14.619 6.041  1.300   -2.237 -1.492 H152 I12 66 
I12 H16  H16  H 0 1 N N N 99.202  14.104 3.273  3.338   -2.623 -0.054 H16  I12 67 
I12 H171 1H17 H 0 0 N N N 101.244 13.567 4.590  1.358   -4.183 1.667  H171 I12 68 
I12 H172 2H17 H 0 0 N N N 100.263 13.628 6.161  3.118   -4.084 1.911  H172 I12 69 
I12 H173 3H17 H 0 0 N N N 99.889  12.399 5.073  2.108   -2.635 2.124  H173 I12 70 
I12 H181 1H18 H 0 0 N N N 100.733 15.939 3.971  2.655   -4.246 -1.800 H181 I12 71 
I12 H182 2H18 H 0 0 N N N 98.984  16.536 4.002  3.376   -5.078 -0.401 H182 I12 72 
I12 H183 3H18 H 0 0 N N N 99.715  16.208 5.489  1.609   -5.074 -0.622 H183 I12 73 
I12 HN5  HN5  H 0 1 N N N 96.708  12.218 6.940  3.677   -1.065 1.233  HN5  I12 74 
I12 H20  H20  H 0 1 N N N 93.711  12.076 6.507  4.746   0.652  -0.882 H20  I12 75 
I12 H21  H21  H 0 1 N N N 94.383  12.744 9.562  6.227   -0.633 1.530  H21  I12 76 
I12 H22  H22  H 0 1 N N N 94.716  14.891 7.132  6.717   -0.290 -1.462 H22  I12 77 
I12 H241 1H24 H 0 0 N N N 91.059  16.823 8.970  10.005  -3.305 -0.361 H241 I12 78 
I12 H242 2H24 H 0 0 N N N 92.225  17.602 9.899  10.834  -1.761 -0.048 H242 I12 79 
I12 H251 1H25 H 0 0 N N N 91.090  19.260 8.410  12.001  -3.057 -1.811 H251 I12 80 
I12 H252 2H25 H 0 0 N N N 92.845  19.147 7.824  10.508  -3.085 -2.779 H252 I12 81 
I12 H253 3H25 H 0 0 N N N 91.679  18.368 6.895  11.337  -1.541 -2.466 H253 I12 82 
I12 H261 1H26 H 0 0 N N N 94.801  10.008 8.203  3.765   2.225  0.813  H261 I12 83 
I12 H262 2H26 H 0 0 N N N 93.249  10.615 8.545  4.830   1.507  2.045  H262 I12 84 
I12 H27  H27  H 0 1 N N N 94.131  10.013 5.695  6.811   2.114  0.569  H27  I12 85 
I12 H281 1H28 H 0 0 N N N 91.340  10.436 7.015  4.937   4.131  1.846  H281 I12 86 
I12 H282 2H28 H 0 0 N N N 91.865  11.116 5.621  6.670   3.816  2.192  H282 I12 87 
I12 H291 1H29 H 0 0 N N N 90.552  8.773  5.138  5.823   5.939  0.618  H291 I12 88 
I12 H292 2H29 H 0 0 N N N 91.978  8.820  4.349  7.397   5.124  0.376  H292 I12 89 
I12 HN6  HN6  H 0 1 N N N 91.855  6.951  6.490  5.748   5.036  -1.708 HN6  I12 90 
# 
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 
I12 N1  C1   DOUB Y N 1  
I12 N1  O1   SING Y N 2  
I12 C1  C2   SING Y N 3  
I12 C1  C5   SING N N 4  
I12 C2  C3   DOUB Y N 5  
I12 C2  H2   SING N N 6  
I12 C3  C4   SING N N 7  
I12 C3  O1   SING Y N 8  
I12 C4  H41  SING N N 9  
I12 C4  H42  SING N N 10 
I12 C4  H43  SING N N 11 
I12 C5  O2   DOUB N N 12 
I12 C5  N2   SING N N 13 
I12 N2  C6   SING N N 14 
I12 N2  HN2  SING N N 15 
I12 C6  C7   SING N N 16 
I12 C6  C8   SING N N 17 
I12 C6  H6   SING N N 18 
I12 C7  O3   DOUB N N 19 
I12 C7  N3   SING N N 20 
I12 C8  H81  SING N N 21 
I12 C8  H82  SING N N 22 
I12 C8  H83  SING N N 23 
I12 N3  C9   SING N N 24 
I12 N3  HN3  SING N N 25 
I12 C9  C10  SING N N 26 
I12 C9  C13  SING N N 27 
I12 C9  H9   SING N N 28 
I12 C10 C11  SING N N 29 
I12 C10 C12  SING N N 30 
I12 C10 H10  SING N N 31 
I12 C11 H111 SING N N 32 
I12 C11 H112 SING N N 33 
I12 C11 H113 SING N N 34 
I12 C12 H121 SING N N 35 
I12 C12 H122 SING N N 36 
I12 C12 H123 SING N N 37 
I12 C13 O4   DOUB N N 38 
I12 C13 N4   SING N N 39 
I12 N4  C14  SING N N 40 
I12 N4  HN4  SING N N 41 
I12 C14 C15  SING N N 42 
I12 C14 C19  SING N N 43 
I12 C14 H14  SING N N 44 
I12 C15 C16  SING N N 45 
I12 C15 H151 SING N N 46 
I12 C15 H152 SING N N 47 
I12 C16 C17  SING N N 48 
I12 C16 C18  SING N N 49 
I12 C16 H16  SING N N 50 
I12 C17 H171 SING N N 51 
I12 C17 H172 SING N N 52 
I12 C17 H173 SING N N 53 
I12 C18 H181 SING N N 54 
I12 C18 H182 SING N N 55 
I12 C18 H183 SING N N 56 
I12 C19 O5   DOUB N N 57 
I12 C19 N5   SING N N 58 
I12 N5  C20  SING N N 59 
I12 N5  HN5  SING N N 60 
I12 C20 C21  SING N N 61 
I12 C20 C26  SING N N 62 
I12 C20 H20  SING N N 63 
I12 C21 C22  DOUB N E 64 
I12 C21 H21  SING N N 65 
I12 C22 C23  SING N N 66 
I12 C22 H22  SING N N 67 
I12 C23 O6   DOUB N N 68 
I12 C23 O7   SING N N 69 
I12 O7  C24  SING N N 70 
I12 C24 C25  SING N N 71 
I12 C24 H241 SING N N 72 
I12 C24 H242 SING N N 73 
I12 C25 H251 SING N N 74 
I12 C25 H252 SING N N 75 
I12 C25 H253 SING N N 76 
I12 C26 C27  SING N N 77 
I12 C26 H261 SING N N 78 
I12 C26 H262 SING N N 79 
I12 C27 C28  SING N N 80 
I12 C27 C30  SING N N 81 
I12 C27 H27  SING N N 82 
I12 C28 C29  SING N N 83 
I12 C28 H281 SING N N 84 
I12 C28 H282 SING N N 85 
I12 C29 N6   SING N N 86 
I12 C29 H291 SING N N 87 
I12 C29 H292 SING N N 88 
I12 N6  C30  SING N N 89 
I12 N6  HN6  SING N N 90 
I12 C30 O8   DOUB N N 91 
# 
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 
I12 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)c2noc(c2)C 
I12 InChI            InChI                1.02b 
;InChI=1/C30H46N6O8/c1-8-43-24(37)10-9-21(15-20-11-12-31-27(20)39)33-28(40)22(13-16(2)3)34-30(42)25(17(4)5)35-26(38)19(7)32-29(41)23-14-18(6)44-36-23/h9-10,14,16-17,19-22,25H,8,11-13,15H2,1-7H3,(H,31,39)(H,32,41)(H,33,40)(H,34,42)(H,35,38)/b10-9+/t19-,20-,21+,22-,25-/m0/s1/f/h31-35H
;
I12 InChIKey         InChI                1.02b LIVSSCDUYUOZEL-KVKNLWMZDB 
I12 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](C)NC(=O)c2cc(C)on2)C(C)C 
I12 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](C)NC(=O)c2cc(C)on2)C(C)C 
I12 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)NC(=O)c2cc(on2)C 
I12 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)NC(=O)c2cc(on2)C 
# 
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 
I12 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(5-methylisoxazol-3-yl)carbonyl]-L-alanyl-L-valyl-N-[(1S,2E)-4-ethoxy-4-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}but-2-en-1-yl]-L-leucinamide                                                
I12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl (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" 
# 
