data_L75
# 
_chem_comp.id                                    L75 
_chem_comp.name                                  N-[2(R)-HYDROXY-1(S)-INDANYL]-2(R)-PHENYLMETHYL-4(S)-HYDROXY-5-[4-[2-BENZOFURANYLMETHYL]-2(S)-[TERT-BUTYLAMINOCARBONYL]-PIPERAZINYL]-PENTANEAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H48 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         L-756,423 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-01-04 
_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                        652.822 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L75 
_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        1C70 
_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 
L75 N1   N1   N 0 1 N N N 9.213  23.920 2.696  0.913  -0.109 4.880  N1   L75 1  
L75 C1   C1   C 0 1 N N N 9.232  23.899 4.162  2.048  -0.538 4.054  C1   L75 2  
L75 C2   C2   C 0 1 N N S 10.395 24.782 4.644  2.022  0.204  2.718  C2   L75 3  
L75 C3   C3   C 0 1 N N N 10.389 24.856 6.162  3.229  -0.183 1.904  C3   L75 4  
L75 O1   O1   O 0 1 N N N 10.751 23.854 6.823  3.086  -0.705 0.818  O1   L75 5  
L75 N2   N2   N 0 1 N N N 10.048 26.052 6.674  4.467  0.047  2.382  N2   L75 6  
L75 C4   C4   C 0 1 N N N 10.040 26.338 8.133  5.641  -0.330 1.591  C4   L75 7  
L75 C5   C5   C 0 1 N N N 9.535  27.776 8.341  6.913  0.039  2.357  C5   L75 8  
L75 C6   C6   C 0 1 N N N 11.464 26.256 8.696  5.616  0.414  0.254  C6   L75 9  
L75 C7   C7   C 0 1 N N N 9.079  25.351 8.863  5.619  -1.838 1.335  C7   L75 10 
L75 N3   N3   N 0 1 N N N 11.671 24.240 4.130  0.802  -0.148 1.982  N3   L75 11 
L75 C8   C8   C 0 1 N N N 11.661 24.176 2.643  -0.333 0.281  2.807  C8   L75 12 
L75 C9   C9   C 0 1 N N N 10.446 23.339 2.164  -0.306 -0.461 4.143  C9   L75 13 
L75 C10  C10  C 0 1 N N N 12.795 25.088 4.562  0.783  0.685  0.772  C10  L75 14 
L75 C11  C11  C 0 1 N N S 13.998 24.224 4.828  -0.303 0.180  -0.178 C11  L75 15 
L75 O2   O2   O 0 1 N N N 15.119 24.900 4.338  -1.587 0.397  0.408  O2   L75 16 
L75 C12  C12  C 0 1 N N N 14.244 23.966 6.284  -0.213 0.939  -1.504 C12  L75 17 
L75 C13  C13  C 0 1 N N R 15.449 23.130 6.738  -1.179 0.316  -2.514 C13  L75 18 
L75 C14  C14  C 0 1 N N N 15.556 23.174 8.265  -2.619 0.594  -2.081 C14  L75 19 
L75 C15  C15  C 0 1 Y N N 16.584 22.175 8.820  -3.571 -0.050 -3.055 C15  L75 20 
L75 C16  C16  C 0 1 Y N N 17.972 22.316 8.525  -3.905 -1.384 -2.915 C16  L75 21 
L75 C17  C17  C 0 1 Y N N 18.875 21.404 9.063  -4.777 -1.975 -3.810 C17  L75 22 
L75 C18  C18  C 0 1 Y N N 18.403 20.354 9.872  -5.316 -1.233 -4.844 C18  L75 23 
L75 C19  C19  C 0 1 Y N N 17.043 20.191 10.155 -4.982 0.101  -4.983 C19  L75 24 
L75 C20  C20  C 0 1 Y N N 16.126 21.103 9.635  -4.113 0.693  -4.086 C20  L75 25 
L75 C21  C21  C 0 1 N N N 15.317 21.691 6.225  -0.938 0.917  -3.875 C21  L75 26 
L75 O3   O3   O 0 1 N N N 14.292 21.051 6.471  -0.705 2.103  -3.982 O3   L75 27 
L75 N4   N4   N 0 1 N N N 16.395 21.220 5.577  -0.983 0.138  -4.973 N4   L75 28 
L75 C22  C22  C 0 1 N N S 16.542 19.762 5.403  -0.637 0.697  -6.283 C22  L75 29 
L75 C23  C23  C 0 1 N N R 17.985 19.326 5.883  -1.360 -0.079 -7.404 C23  L75 30 
L75 O4   O4   O 0 1 N N N 18.908 20.267 5.354  -1.636 -1.421 -6.996 O4   L75 31 
L75 C24  C24  C 0 1 N N N 18.173 18.005 5.067  -0.323 -0.051 -8.547 C24  L75 32 
L75 C25  C25  C 0 1 Y N N 17.374 18.293 3.819  1.019  0.082  -7.861 C25  L75 33 
L75 C26  C26  C 0 1 Y N N 17.636 17.774 2.553  2.297  -0.153 -8.338 C26  L75 34 
L75 C27  C27  C 0 1 Y N N 16.912 18.295 1.488  3.392  0.039  -7.518 C27  L75 35 
L75 C28  C28  C 0 1 Y N N 15.970 19.333 1.713  3.211  0.469  -6.217 C28  L75 36 
L75 C29  C29  C 0 1 Y N N 15.744 19.834 2.996  1.937  0.705  -5.739 C29  L75 37 
L75 C30  C30  C 0 1 Y N N 16.510 19.311 4.015  0.839  0.514  -6.559 C30  L75 38 
L75 C31  C31  C 0 1 N N N 8.001  23.211 2.171  0.932  -0.943 6.089  C31  L75 39 
L75 C32  C32  C 0 1 Y N N 8.942  17.201 2.182  -3.096 1.202  10.050 C32  L75 40 
L75 C33  C33  C 0 1 Y N N 9.570  18.478 1.938  -1.794 1.312  9.612  C33  L75 41 
L75 C34  C34  C 0 1 Y N N 8.765  19.621 2.137  -1.341 0.507  8.575  C34  L75 42 
L75 C35  C35  C 0 1 Y N N 7.453  19.570 2.592  -2.221 -0.415 7.985  C35  L75 43 
L75 C36  C36  C 0 1 Y N N 6.799  18.331 2.781  -3.535 -0.517 8.438  C36  L75 44 
L75 C37  C37  C 0 1 Y N N 7.554  17.137 2.570  -3.965 0.291  9.467  C37  L75 45 
L75 O5   O5   O 0 1 Y N N 9.156  20.899 1.953  -0.155 0.387  7.945  O5   L75 46 
L75 C38  C38  C 0 1 Y N N 8.076  21.686 2.373  -0.214 -0.552 6.986  C38  L75 47 
L75 C39  C39  C 0 1 Y N N 6.936  20.897 2.834  -1.441 -1.089 6.940  C39  L75 48 
L75 H11  1H1  H 0 1 N N N 8.254  24.196 4.607  1.981  -1.611 3.874  H11  L75 49 
L75 H12  2H1  H 0 1 N N N 9.278  22.864 4.575  2.980  -0.315 4.574  H12  L75 50 
L75 H21  1H2  H 0 1 N N N 10.275 25.818 4.251  2.037  1.279  2.900  H21  L75 51 
L75 H1   H1   H 0 1 N N N 9.797  26.737 5.961  4.582  0.464  3.251  H1   L75 52 
L75 H51  1H5  H 0 1 N N N 9.529  27.990 9.435  7.786  -0.242 1.768  H51  L75 53 
L75 H52  2H5  H 0 1 N N N 10.121 28.525 7.760  6.928  1.113  2.539  H52  L75 54 
L75 H53  3H5  H 0 1 N N N 8.543  27.956 7.862  6.931  -0.491 3.309  H53  L75 55 
L75 H61  1H6  H 0 1 N N N 11.458 26.470 9.790  5.631  1.488  0.437  H61  L75 56 
L75 H62  2H6  H 0 1 N N N 11.947 25.278 8.465  6.489  0.133  -0.334 H62  L75 57 
L75 H63  3H6  H 0 1 N N N 12.168 26.921 8.144  4.710  0.151  -0.290 H63  L75 58 
L75 H71  1H7  H 0 1 N N N 9.073  25.565 9.957  5.637  -2.368 2.287  H71  L75 59 
L75 H72  2H7  H 0 1 N N N 8.052  25.367 8.427  4.713  -2.101 0.789  H72  L75 60 
L75 H73  3H7  H 0 1 N N N 9.329  24.286 8.646  6.493  -2.119 0.746  H73  L75 61 
L75 H81  1H8  H 0 1 N N N 11.681 25.189 2.178  -1.264 0.059  2.287  H81  L75 62 
L75 H82  2H8  H 0 1 N N N 12.623 23.791 2.232  -0.266 1.354  2.987  H82  L75 63 
L75 H91  1H9  H 0 1 N N N 10.549 22.259 2.423  -0.323 -1.536 3.961  H91  L75 64 
L75 H92  2H9  H 0 1 N N N 10.417 23.234 1.054  -1.179 -0.180 4.732  H92  L75 65 
L75 H101 1H10 H 0 0 N N N 13.013 25.903 3.833  0.575  1.719  1.047  H101 L75 66 
L75 H102 2H10 H 0 0 N N N 12.530 25.725 5.438  1.753  0.629  0.278  H102 L75 67 
L75 H111 1H11 H 0 0 N N N 13.813 23.241 4.335  -0.161 -0.884 -0.359 H111 L75 68 
L75 H2   H2   H 0 1 N N N 15.878 24.354 4.505  -1.672 1.350  0.551  H2   L75 69 
L75 H121 1H12 H 0 0 N N N 14.283 24.948 6.810  -0.479 1.984  -1.343 H121 L75 70 
L75 H122 2H12 H 0 0 N N N 13.322 23.513 6.718  0.804  0.878  -1.889 H122 L75 71 
L75 H131 1H13 H 0 0 N N N 16.385 23.556 6.309  -1.014 -0.760 -2.558 H131 L75 72 
L75 H141 1H14 H 0 0 N N N 15.772 24.208 8.620  -2.785 0.183  -1.085 H141 L75 73 
L75 H142 2H14 H 0 0 N N N 14.558 23.024 8.739  -2.792 1.670  -2.062 H142 L75 74 
L75 H161 1H16 H 0 0 N N N 18.346 23.129 7.881  -3.484 -1.964 -2.107 H161 L75 75 
L75 H171 1H17 H 0 0 N N N 19.952 21.512 8.850  -5.038 -3.018 -3.700 H171 L75 76 
L75 H181 1H18 H 0 0 N N N 19.122 19.635 10.298 -5.997 -1.695 -5.543 H181 L75 77 
L75 H191 1H19 H 0 0 N N N 16.697 19.351 10.781 -5.403 0.681  -5.791 H191 L75 78 
L75 H201 1H20 H 0 0 N N N 15.054 20.978 9.864  -3.853 1.736  -4.196 H201 L75 79 
L75 H3   H3   H 0 1 N N N 17.055 21.920 5.240  -1.243 -0.793 -4.897 H3   L75 80 
L75 H221 1H22 H 0 0 N N N 15.689 19.326 5.974  -0.902 1.753  -6.324 H221 L75 81 
L75 H231 1H23 H 0 0 N N N 18.116 19.239 6.986  -2.277 0.430  -7.700 H231 L75 82 
L75 H4   H4   H 0 1 N N N 19.774 20.005 5.642  -2.021 -1.871 -7.760 H4   L75 83 
L75 H241 1H24 H 0 0 N N N 19.232 17.704 4.891  -0.366 -0.978 -9.119 H241 L75 84 
L75 H242 2H24 H 0 0 N N N 17.887 17.071 5.606  -0.502 0.804  -9.198 H242 L75 85 
L75 H261 1H26 H 0 0 N N N 18.387 16.981 2.399  2.439  -0.489 -9.355 H261 L75 86 
L75 H271 1H27 H 0 0 N N N 17.082 17.889 0.476  4.387  -0.146 -7.893 H271 L75 87 
L75 H281 1H28 H 0 0 N N N 15.400 19.760 0.870  4.066  0.619  -5.574 H281 L75 88 
L75 H291 1H29 H 0 0 N N N 14.989 20.613 3.196  1.797  1.041  -4.723 H291 L75 89 
L75 H311 1H31 H 0 0 N N N 7.067  23.629 2.615  0.833  -1.991 5.809  H311 L75 90 
L75 H312 2H31 H 0 0 N N N 7.819  23.465 1.100  1.873  -0.795 6.618  H312 L75 91 
L75 H321 1H32 H 0 0 N N N 9.524  16.271 2.071  -3.444 1.830  10.857 H321 L75 92 
L75 H331 1H33 H 0 0 N N N 10.619 18.576 1.613  -1.127 2.025  10.074 H331 L75 93 
L75 H361 1H36 H 0 0 N N N 5.738  18.297 3.082  -4.213 -1.225 7.984  H361 L75 94 
L75 H371 1H37 H 0 0 N N N 7.062  16.159 2.707  -4.982 0.215  9.822  H371 L75 95 
L75 H391 1H39 H 0 0 N N N 5.963  21.212 3.246  -1.786 -1.862 6.270  H391 L75 96 
# 
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 
L75 N1  C1   SING N N 1   
L75 N1  C9   SING N N 2   
L75 N1  C31  SING N N 3   
L75 C1  C2   SING N N 4   
L75 C1  H11  SING N N 5   
L75 C1  H12  SING N N 6   
L75 C2  C3   SING N N 7   
L75 C2  N3   SING N N 8   
L75 C2  H21  SING N N 9   
L75 C3  O1   DOUB N N 10  
L75 C3  N2   SING N N 11  
L75 N2  C4   SING N N 12  
L75 N2  H1   SING N N 13  
L75 C4  C5   SING N N 14  
L75 C4  C6   SING N N 15  
L75 C4  C7   SING N N 16  
L75 C5  H51  SING N N 17  
L75 C5  H52  SING N N 18  
L75 C5  H53  SING N N 19  
L75 C6  H61  SING N N 20  
L75 C6  H62  SING N N 21  
L75 C6  H63  SING N N 22  
L75 C7  H71  SING N N 23  
L75 C7  H72  SING N N 24  
L75 C7  H73  SING N N 25  
L75 N3  C8   SING N N 26  
L75 N3  C10  SING N N 27  
L75 C8  C9   SING N N 28  
L75 C8  H81  SING N N 29  
L75 C8  H82  SING N N 30  
L75 C9  H91  SING N N 31  
L75 C9  H92  SING N N 32  
L75 C10 C11  SING N N 33  
L75 C10 H101 SING N N 34  
L75 C10 H102 SING N N 35  
L75 C11 O2   SING N N 36  
L75 C11 C12  SING N N 37  
L75 C11 H111 SING N N 38  
L75 O2  H2   SING N N 39  
L75 C12 C13  SING N N 40  
L75 C12 H121 SING N N 41  
L75 C12 H122 SING N N 42  
L75 C13 C14  SING N N 43  
L75 C13 C21  SING N N 44  
L75 C13 H131 SING N N 45  
L75 C14 C15  SING N N 46  
L75 C14 H141 SING N N 47  
L75 C14 H142 SING N N 48  
L75 C15 C16  DOUB Y N 49  
L75 C15 C20  SING Y N 50  
L75 C16 C17  SING Y N 51  
L75 C16 H161 SING N N 52  
L75 C17 C18  DOUB Y N 53  
L75 C17 H171 SING N N 54  
L75 C18 C19  SING Y N 55  
L75 C18 H181 SING N N 56  
L75 C19 C20  DOUB Y N 57  
L75 C19 H191 SING N N 58  
L75 C20 H201 SING N N 59  
L75 C21 O3   DOUB N N 60  
L75 C21 N4   SING N N 61  
L75 N4  C22  SING N N 62  
L75 N4  H3   SING N N 63  
L75 C22 C23  SING N N 64  
L75 C22 C30  SING N N 65  
L75 C22 H221 SING N N 66  
L75 C23 O4   SING N N 67  
L75 C23 C24  SING N N 68  
L75 C23 H231 SING N N 69  
L75 O4  H4   SING N N 70  
L75 C24 C25  SING N N 71  
L75 C24 H241 SING N N 72  
L75 C24 H242 SING N N 73  
L75 C25 C26  DOUB Y N 74  
L75 C25 C30  SING Y N 75  
L75 C26 C27  SING Y N 76  
L75 C26 H261 SING N N 77  
L75 C27 C28  DOUB Y N 78  
L75 C27 H271 SING N N 79  
L75 C28 C29  SING Y N 80  
L75 C28 H281 SING N N 81  
L75 C29 C30  DOUB Y N 82  
L75 C29 H291 SING N N 83  
L75 C31 C38  SING N N 84  
L75 C31 H311 SING N N 85  
L75 C31 H312 SING N N 86  
L75 C32 C33  DOUB Y N 87  
L75 C32 C37  SING Y N 88  
L75 C32 H321 SING N N 89  
L75 C33 C34  SING Y N 90  
L75 C33 H331 SING N N 91  
L75 C34 C35  DOUB Y N 92  
L75 C34 O5   SING Y N 93  
L75 C35 C36  SING Y N 94  
L75 C35 C39  SING Y N 95  
L75 C36 C37  DOUB Y N 96  
L75 C36 H361 SING N N 97  
L75 C37 H371 SING N N 98  
L75 O5  C38  SING Y N 99  
L75 C38 C39  DOUB Y N 100 
L75 C39 H391 SING N N 101 
# 
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 
L75 SMILES           ACDLabs              10.04 O=C(NC2c1ccccc1CC2O)C(Cc3ccccc3)CC(O)CN4C(C(=O)NC(C)(C)C)CN(CC4)Cc6oc5ccccc5c6 
L75 InChI            InChI                1.02b 
;InChI=1/C39H48N4O5/c1-39(2,3)41-38(47)33-25-42(24-31-21-28-14-8-10-16-35(28)48-31)17-18-43(33)23-30(44)20-29(19-26-11-5-4-6-12-26)37(46)40-36-32-15-9-7-13-27(32)22-34(36)45/h4-16,21,29-30,33-34,36,44-45H,17-20,22-25H2,1-3H3,(H,40,46)(H,41,47)/t29-,30+,33+,34-,36+/m1/s1/f/h40-41H
;
L75 InChIKey         InChI                1.02b AOMZDQMIOCTPQP-CIGXFHHDDO 
L75 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)NC(=O)[C@@H]1CN(CCN1C[C@@H](O)C[C@@H](Cc2ccccc2)C(=O)N[C@@H]3[C@H](O)Cc4ccccc34)Cc5oc6ccccc6c5 
L75 SMILES           CACTVS               3.341 CC(C)(C)NC(=O)[CH]1CN(CCN1C[CH](O)C[CH](Cc2ccccc2)C(=O)N[CH]3[CH](O)Cc4ccccc34)Cc5oc6ccccc6c5 
L75 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)NC(=O)[C@@H]1C[N@@](CC[N@]1C[C@H](C[C@@H](Cc2ccccc2)C(=O)N[C@H]3c4ccccc4C[C@H]3O)O)Cc5cc6ccccc6o5 
L75 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)NC(=O)C1CN(CCN1CC(CC(Cc2ccccc2)C(=O)NC3c4ccccc4CC3O)O)Cc5cc6ccccc6o5 
# 
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 
L75 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-4-(1-benzofuran-2-ylmethyl)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino}-5-oxopentyl]-N-tert-butylpiperazine-2-carboxamide (non-preferred name)" 
L75 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,2S,4R)-4-(1-benzofuran-2-ylmethyl)-N-tert-butyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxo-4-(phenylmethyl)pentyl]piperazine-2-carboxamide          
# 
