data_1IN
# 
_chem_comp.id                                    1IN 
_chem_comp.name                                  "1-[2-HYDROXY-4-(2-HYDROXY-5-METHYL-CYCLOPENTYLCARBAMOYL)5-PHENYL-PENTYL]-4-(3-PYRIDIN-3-YL-PROPIONYL)-PIPERAZINE-2-CARBOXYLIC ACID TERT-BUTYLAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H51 N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         L-738,317 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        621.810 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1IN 
_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        2BPV 
_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 
1IN C1   C1   C 0 1 N N N 9.179  24.072 4.194  2.022  -0.885 3.549  C1   1IN 1  
1IN C2   C2   C 0 1 N N S 10.352 24.965 4.625  2.021  -0.021 2.283  C2   1IN 2  
1IN C3   C3   C 0 1 N N N 10.403 24.980 6.145  3.307  -0.236 1.527  C3   1IN 3  
1IN O4   O4   O 0 1 N N N 18.574 19.924 4.905  -1.765 0.086  -7.314 O4   1IN 4  
1IN O5   O5   O 0 1 N N N 7.994  24.619 0.836  1.656  -0.346 6.191  O5   1IN 5  
1IN C7   C7   C 0 1 N N N 8.936  25.395 8.734  6.718  1.240  1.631  C7   1IN 6  
1IN C8   C8   C 0 1 N N N 11.513 24.411 2.552  -0.339 -0.017 2.143  C8   1IN 7  
1IN C9   C9   C 0 1 N N N 10.320 23.604 2.083  -0.494 -0.880 3.399  C9   1IN 8  
1IN C10  C10  C 0 1 N N N 12.782 25.303 4.456  0.959  0.447  0.233  C10  1IN 9  
1IN C11  C11  C 0 1 N N S 13.932 24.312 4.685  -0.151 0.049  -0.739 C11  1IN 10 
1IN C12  C12  C 0 1 N N N 14.016 23.831 6.135  0.065  0.757  -2.078 C12  1IN 11 
1IN C13  C13  C 0 1 N N R 15.181 22.887 6.456  -0.931 0.219  -3.107 C13  1IN 12 
1IN C14  C14  C 0 1 N N N 15.265 22.756 7.978  -2.352 0.608  -2.693 C14  1IN 13 
1IN C15  C15  C 0 1 Y N N 16.379 21.841 8.425  -3.333 0.077  -3.706 C15  1IN 14 
1IN C16  C16  C 0 1 Y N N 17.713 22.145 8.152  -3.802 -1.218 -3.600 C16  1IN 15 
1IN C19  C19  C 0 1 Y N N 17.027 19.833 9.604  -4.665 0.399  -5.669 C19  1IN 16 
1IN C20  C20  C 0 1 Y N N 16.030 20.685 9.132  -3.768 0.887  -4.737 C20  1IN 17 
1IN C21  C21  C 0 1 N N N 14.979 21.507 5.802  -0.623 0.807  -4.460 C21  1IN 18 
1IN C22  C22  C 0 1 N N S 16.191 19.527 5.022  0.501  0.721  -6.619 C22  1IN 19 
1IN C24  C24  C 0 1 N N N 17.609 17.738 4.558  0.190  -1.150 -8.123 C24  1IN 20 
1IN C27  C27  C 0 1 N N N 5.554  25.172 2.149  -0.511 -0.013 7.683  C27  1IN 21 
1IN C30  C30  C 0 1 N N S 15.744 19.014 3.624  1.910  0.251  -7.036 C30  1IN 22 
1IN C31  C31  C 0 1 N N N 8.032  24.546 2.064  0.642  -0.464 5.535  C31  1IN 23 
1IN C32  C32  C 0 1 Y N N 3.094  24.992 2.133  -2.501 -0.961 8.887  C32  1IN 24 
1IN C33  C33  C 0 1 Y N N 1.872  24.944 2.811  -3.738 -0.774 9.484  C33  1IN 25 
1IN C34  C34  C 0 1 Y N N 1.902  24.968 4.213  -4.285 0.494  9.517  C34  1IN 26 
1IN C35  C35  C 0 1 Y N N 4.232  25.069 4.247  -2.463 1.378  8.418  C35  1IN 27 
1IN N1   N1   N 0 1 N N N 9.125  24.111 2.738  0.720  -0.732 4.217  N1   1IN 28 
1IN O1   O1   O 0 1 N N N 10.729 23.960 6.759  3.361  -1.068 0.647  O1   1IN 29 
1IN N2   N2   N 0 1 N N N 10.042 26.167 6.691  4.397  0.496  1.830  N2   1IN 30 
1IN C4   C4   C 0 1 N N N 9.959  26.375 8.129  5.647  0.288  1.095  C4   1IN 31 
1IN C5   C5   C 0 1 N N N 9.466  27.818 8.359  6.112  -1.158 1.280  C5   1IN 32 
1IN C6   C6   C 0 1 N N N 11.340 26.205 8.779  5.417  0.564  -0.391 C6   1IN 33 
1IN N3   N3   N 0 1 N N N 11.629 24.508 4.013  0.886  -0.397 1.432  N3   1IN 34 
1IN O2   O2   O 0 1 N N N 15.143 24.989 4.371  -1.418 0.429  -0.198 O2   1IN 35 
1IN C17  C17  C 0 1 Y N N 18.714 21.292 8.611  -4.702 -1.705 -4.529 C17  1IN 36 
1IN C18  C18  C 0 1 Y N N 18.371 20.137 9.337  -5.134 -0.897 -5.563 C18  1IN 37 
1IN O3   O3   O 0 1 N N N 13.874 20.964 5.788  -1.035 1.911  -4.749 O3   1IN 38 
1IN N4   N4   N 0 1 N N N 16.082 20.973 5.250  0.109  0.107  -5.348 N4   1IN 39 
1IN C23  C23  C 0 1 N N R 17.596 19.015 5.404  -0.417 0.228  -7.766 C23  1IN 40 
1IN C25  C25  C 0 1 N N N 16.853 18.006 3.302  1.713  -0.938 -7.992 C25  1IN 41 
1IN C29  C29  C 0 1 N N N 15.727 20.116 2.603  2.700  -0.192 -5.803 C29  1IN 42 
1IN C26  C26  C 0 1 N N N 6.830  24.945 2.833  -0.703 -0.311 6.195  C26  1IN 43 
1IN C28  C28  C 0 1 Y N N 4.287  25.062 2.854  -1.857 0.139  8.343  C28  1IN 44 
1IN N5   N5   N 0 1 Y N N 3.061  25.013 4.869  -3.644 1.519  8.989  N5   1IN 45 
1IN H11A 1H1  H 0 0 N N N 9.244  23.036 4.602  2.819  -0.556 4.216  H11A 1IN 46 
1IN H12  2H1  H 0 1 N N N 8.213  24.354 4.675  2.176  -1.930 3.279  H12  1IN 47 
1IN H2   H2   H 0 1 N N N 10.200 26.007 4.260  1.934  1.028  2.561  H2   1IN 48 
1IN HO4  HO4  H 0 1 N N N 19.438 19.608 5.140  -2.266 -0.298 -8.046 HO4  1IN 49 
1IN H71  1H7  H 0 1 N N N 8.872  25.554 9.835  7.649  1.084  1.084  H71  1IN 50 
1IN H72  2H7  H 0 1 N N N 7.939  25.469 8.239  6.387  2.270  1.499  H72  1IN 51 
1IN H73  3H7  H 0 1 N N N 9.164  24.334 8.474  6.882  1.043  2.690  H73  1IN 52 
1IN H81  1H8  H 0 1 N N N 12.455 24.011 2.109  -0.282 1.033  2.429  H81  1IN 53 
1IN H82  2H8  H 0 1 N N N 11.505 25.426 2.091  -1.199 -0.168 1.490  H82  1IN 54 
1IN H91  1H9  H 0 1 N N N 10.224 23.591 0.972  -1.362 -0.548 3.968  H91  1IN 55 
1IN H92  2H9  H 0 1 N N N 10.458 22.508 2.238  -0.618 -1.925 3.113  H92  1IN 56 
1IN H101 1H10 H 0 0 N N N 12.564 25.939 5.345  1.928  0.314  -0.246 H101 1IN 57 
1IN H102 2H10 H 0 0 N N N 13.044 26.129 3.754  0.835  1.492  0.518  H102 1IN 58 
1IN H11  H11  H 0 1 N N N 13.757 23.416 4.043  -0.130 -1.030 -0.892 H11  1IN 59 
1IN H121 1H12 H 0 0 N N N 14.034 24.706 6.825  1.081  0.574  -2.426 H121 1IN 60 
1IN H122 2H12 H 0 0 N N N 13.051 23.360 6.436  -0.087 1.829  -1.950 H122 1IN 61 
1IN H13  H13  H 0 1 N N N 16.130 23.302 6.045  -0.851 -0.866 -3.156 H13  1IN 62 
1IN H141 1H14 H 0 0 N N N 15.352 23.757 8.461  -2.574 0.183  -1.714 H141 1IN 63 
1IN H142 2H14 H 0 0 N N N 14.287 22.433 8.405  -2.431 1.694  -2.644 H142 1IN 64 
1IN H16  H16  H 0 1 N N N 17.973 23.050 7.579  -3.465 -1.850 -2.791 H16  1IN 65 
1IN H19  H19  H 0 1 N N N 16.756 18.932 10.180 -5.002 1.030  -6.478 H19  1IN 66 
1IN H20  H20  H 0 1 N N N 14.969 20.445 9.317  -3.402 1.900  -4.820 H20  1IN 67 
1IN H22  H22  H 0 1 N N N 15.433 19.080 5.707  0.468  1.808  -6.544 H22  1IN 68 
1IN H241 1H24 H 0 0 N N N 18.640 17.358 4.367  -0.069 -1.428 -9.145 H241 1IN 69 
1IN H242 2H24 H 0 0 N N N 17.222 16.850 5.111  -0.150 -1.911 -7.421 H242 1IN 70 
1IN H271 1H27 H 0 0 N N N 5.594  26.178 1.670  0.031  -0.834 8.151  H271 1IN 71 
1IN H272 2H27 H 0 0 N N N 5.514  24.496 1.262  0.056  0.910  7.798  H272 1IN 72 
1IN H30  H30  H 0 1 N N N 14.710 18.594 3.614  2.437  1.057  -7.547 H30  1IN 73 
1IN H32  H32  H 0 1 N N N 3.116  24.974 1.030  -2.050 -1.942 8.847  H32  1IN 74 
1IN H33  H33  H 0 1 N N N 0.918  24.889 2.259  -4.268 -1.609 9.918  H33  1IN 75 
1IN H34  H34  H 0 1 N N N 0.981  24.950 4.821  -5.248 0.649  9.979  H34  1IN 76 
1IN H35  H35  H 0 1 N N N 5.138  25.120 4.873  -1.968 2.241  7.996  H35  1IN 77 
1IN HN2  HN2  H 0 1 N N N 9.832  26.904 6.018  4.353  1.162  2.534  HN2  1IN 78 
1IN H51  1H5  H 0 1 N N N 10.206 28.527 7.921  6.276  -1.354 2.339  H51  1IN 79 
1IN H52  2H5  H 0 1 N N N 8.435  27.982 7.966  5.348  -1.836 0.898  H52  1IN 80 
1IN H53  3H5  H 0 1 N N N 9.258  28.030 9.433  7.042  -1.313 0.733  H53  1IN 81 
1IN H61  1H6  H 0 1 N N N 12.080 26.914 8.341  5.086  1.594  -0.522 H61  1IN 82 
1IN H62  2H6  H 0 1 N N N 11.286 26.301 9.888  6.347  0.408  -0.938 H62  1IN 83 
1IN H63  3H6  H 0 1 N N N 11.695 25.150 8.716  4.654  -0.114 -0.773 H63  1IN 84 
1IN HO2  HO2  H 0 1 N N N 15.854 24.375 4.512  -1.394 1.388  -0.079 HO2  1IN 85 
1IN H17  H17  H 0 1 N N N 19.770 21.529 8.401  -5.069 -2.718 -4.446 H17  1IN 86 
1IN H18  H18  H 0 1 N N N 19.164 19.462 9.700  -5.837 -1.278 -6.290 H18  1IN 87 
1IN HN4  HN4  H 0 1 N N N 16.812 21.643 5.011  0.377  -0.802 -5.146 HN4  1IN 88 
1IN H23  H23  H 0 1 N N N 17.800 18.886 6.492  -0.366 0.906  -8.618 H23  1IN 89 
1IN H251 1H25 H 0 0 N N N 17.510 18.340 2.465  2.143  -0.708 -8.967 H251 1IN 90 
1IN H252 2H25 H 0 0 N N N 16.465 17.075 2.824  2.180  -1.831 -7.578 H252 1IN 91 
1IN H291 1H29 H 0 0 N N N 15.406 19.748 1.600  3.689  -0.534 -6.109 H291 1IN 92 
1IN H292 2H29 H 0 0 N N N 15.097 20.972 2.941  2.803  0.646  -5.116 H292 1IN 93 
1IN H293 3H29 H 0 0 N N N 16.713 20.633 2.548  2.172  -1.006 -5.307 H293 1IN 94 
1IN H261 1H26 H 0 0 N N N 7.078  25.858 3.422  -1.246 0.509  5.727  H261 1IN 95 
1IN H262 2H26 H 0 0 N N N 6.665  24.193 3.640  -1.271 -1.235 6.080  H262 1IN 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 
1IN C1  C2   SING N N 1  
1IN C1  N1   SING N N 2  
1IN C1  H11A SING N N 3  
1IN C1  H12  SING N N 4  
1IN C2  C3   SING N N 5  
1IN C2  N3   SING N N 6  
1IN C2  H2   SING N N 7  
1IN C3  O1   DOUB N N 8  
1IN C3  N2   SING N N 9  
1IN O4  C23  SING N N 10 
1IN O4  HO4  SING N N 11 
1IN O5  C31  DOUB N N 12 
1IN C7  C4   SING N N 13 
1IN C7  H71  SING N N 14 
1IN C7  H72  SING N N 15 
1IN C7  H73  SING N N 16 
1IN C8  C9   SING N N 17 
1IN C8  N3   SING N N 18 
1IN C8  H81  SING N N 19 
1IN C8  H82  SING N N 20 
1IN C9  N1   SING N N 21 
1IN C9  H91  SING N N 22 
1IN C9  H92  SING N N 23 
1IN C10 C11  SING N N 24 
1IN C10 N3   SING N N 25 
1IN C10 H101 SING N N 26 
1IN C10 H102 SING N N 27 
1IN C11 C12  SING N N 28 
1IN C11 O2   SING N N 29 
1IN C11 H11  SING N N 30 
1IN C12 C13  SING N N 31 
1IN C12 H121 SING N N 32 
1IN C12 H122 SING N N 33 
1IN C13 C14  SING N N 34 
1IN C13 C21  SING N N 35 
1IN C13 H13  SING N N 36 
1IN C14 C15  SING N N 37 
1IN C14 H141 SING N N 38 
1IN C14 H142 SING N N 39 
1IN C15 C16  DOUB Y N 40 
1IN C15 C20  SING Y N 41 
1IN C16 C17  SING Y N 42 
1IN C16 H16  SING N N 43 
1IN C19 C20  DOUB Y N 44 
1IN C19 C18  SING Y N 45 
1IN C19 H19  SING N N 46 
1IN C20 H20  SING N N 47 
1IN C21 O3   DOUB N N 48 
1IN C21 N4   SING N N 49 
1IN C22 C30  SING N N 50 
1IN C22 N4   SING N N 51 
1IN C22 C23  SING N N 52 
1IN C22 H22  SING N N 53 
1IN C24 C23  SING N N 54 
1IN C24 C25  SING N N 55 
1IN C24 H241 SING N N 56 
1IN C24 H242 SING N N 57 
1IN C27 C26  SING N N 58 
1IN C27 C28  SING N N 59 
1IN C27 H271 SING N N 60 
1IN C27 H272 SING N N 61 
1IN C30 C25  SING N N 62 
1IN C30 C29  SING N N 63 
1IN C30 H30  SING N N 64 
1IN C31 N1   SING N N 65 
1IN C31 C26  SING N N 66 
1IN C32 C33  DOUB Y N 67 
1IN C32 C28  SING Y N 68 
1IN C32 H32  SING N N 69 
1IN C33 C34  SING Y N 70 
1IN C33 H33  SING N N 71 
1IN C34 N5   DOUB Y N 72 
1IN C34 H34  SING N N 73 
1IN C35 C28  DOUB Y N 74 
1IN C35 N5   SING Y N 75 
1IN C35 H35  SING N N 76 
1IN N2  C4   SING N N 77 
1IN N2  HN2  SING N N 78 
1IN C4  C5   SING N N 79 
1IN C4  C6   SING N N 80 
1IN C5  H51  SING N N 81 
1IN C5  H52  SING N N 82 
1IN C5  H53  SING N N 83 
1IN C6  H61  SING N N 84 
1IN C6  H62  SING N N 85 
1IN C6  H63  SING N N 86 
1IN O2  HO2  SING N N 87 
1IN C17 C18  DOUB Y N 88 
1IN C17 H17  SING N N 89 
1IN C18 H18  SING N N 90 
1IN N4  HN4  SING N N 91 
1IN C23 H23  SING N N 92 
1IN C25 H251 SING N N 93 
1IN C25 H252 SING N N 94 
1IN C29 H291 SING N N 95 
1IN C29 H292 SING N N 96 
1IN C29 H293 SING N N 97 
1IN C26 H261 SING N N 98 
1IN C26 H262 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 
1IN SMILES           ACDLabs              10.04 O=C(NC1C(C)CCC1O)C(Cc2ccccc2)CC(O)CN4C(C(=O)NC(C)(C)C)CN(C(=O)CCc3cccnc3)CC4 
1IN InChI            InChI                1.02b 
;InChI=1/C35H51N5O5/c1-24-12-14-30(42)32(24)37-33(44)27(19-25-9-6-5-7-10-25)20-28(41)22-39-17-18-40(23-29(39)34(45)38-35(2,3)4)31(43)15-13-26-11-8-16-36-21-26/h5-11,16,21,24,27-30,32,41-42H,12-15,17-20,22-23H2,1-4H3,(H,37,44)(H,38,45)/t24-,27+,28-,29-,30+,32-/m0/s1/f/h37-38H
;
1IN InChIKey         InChI                1.02b ITUWYDLENJLLBB-QZNXRFNODD 
1IN SMILES_CANONICAL CACTVS               3.341 C[C@H]1CC[C@@H](O)[C@H]1NC(=O)[C@@H](C[C@H](O)CN2CCN(C[C@H]2C(=O)NC(C)(C)C)C(=O)CCc3cccnc3)Cc4ccccc4 
1IN SMILES           CACTVS               3.341 C[CH]1CC[CH](O)[CH]1NC(=O)[CH](C[CH](O)CN2CCN(C[CH]2C(=O)NC(C)(C)C)C(=O)CCc3cccnc3)Cc4ccccc4 
1IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1CC[C@H]([C@H]1NC(=O)[C@H](Cc2ccccc2)C[C@@H](C[N@@]3CCN(C[C@H]3C(=O)NC(C)(C)C)C(=O)CCc4cccnc4)O)O 
1IN SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC(C1NC(=O)C(Cc2ccccc2)CC(CN3CCN(CC3C(=O)NC(C)(C)C)C(=O)CCc4cccnc4)O)O 
# 
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 
1IN "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]amino}-5-oxopentyl]-N-tert-butyl-4-(3-pyridin-3-ylpropanoyl)piperazine-2-carboxamide (non-preferred name)" 
1IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,2S)-N-tert-butyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R,5S)-2-hydroxy-5-methyl-cyclopentyl]amino]-5-oxo-4-(phenylmethyl)pentyl]-4-(3-pyridin-3-ylpropanoyl)piperazine-2-carboxamide            
# 
