data_IM1
# 
_chem_comp.id                                    IM1 
_chem_comp.name                                  
;(2R,4S,5S,1'S)-2-PHENYLMETHYL-4-HYDROXY-5-(TERT-BUTOXYCARBONYL)AMINO-6-PHENYL HEXANOYL-N-(1'-IMIDAZO-2-YL)-2'-METHYLPROPANAMIDE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H42 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        534.690 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IM1 
_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        1TCX 
_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 
IM1 C1  C1  C 0 1 N N N 16.032 19.169 3.670  -2.873 2.039  -3.471 C1  IM1 1  
IM1 C2  C2  C 0 1 N N N 17.264 18.597 3.008  -3.247 3.390  -4.085 C2  IM1 2  
IM1 C3  C3  C 0 1 N N N 15.429 17.975 4.385  -3.627 0.923  -4.197 C3  IM1 3  
IM1 C4  C4  C 0 1 N N N 15.101 19.668 2.583  -3.252 2.030  -1.989 C4  IM1 4  
IM1 O5  O5  O 0 1 N N N 16.437 20.168 4.557  -1.444 1.825  -3.607 O5  IM1 5  
IM1 C6  C6  C 0 1 N N N 15.533 20.973 5.251  -0.884 0.695  -3.136 C6  IM1 6  
IM1 O7  O7  O 0 1 N N N 14.402 20.610 5.632  -1.576 -0.145 -2.596 O7  IM1 7  
IM1 N8  N8  N 0 1 N N N 15.897 22.207 5.514  0.442  0.496  -3.262 N8  IM1 8  
IM1 C9  C9  C 0 1 N N S 14.956 23.062 6.239  1.049  -0.736 -2.756 C9  IM1 9  
IM1 C10 C10 C 0 1 N N N 15.741 23.602 7.438  2.162  -1.184 -3.706 C10 IM1 10 
IM1 C11 C11 C 0 1 Y N N 16.249 22.487 8.346  1.583  -1.433 -5.075 C11 IM1 11 
IM1 C12 C12 C 0 1 Y N N 17.610 22.156 8.359  1.525  -0.406 -5.998 C12 IM1 12 
IM1 C13 C13 C 0 1 Y N N 18.055 21.119 9.181  0.994  -0.635 -7.254 C13 IM1 13 
IM1 C14 C14 C 0 1 Y N N 17.149 20.411 9.993  0.522  -1.891 -7.587 C14 IM1 14 
IM1 C15 C15 C 0 1 Y N N 15.797 20.745 9.978  0.582  -2.919 -6.664 C15 IM1 15 
IM1 C16 C16 C 0 1 Y N N 15.343 21.787 9.151  1.116  -2.691 -5.409 C16 IM1 16 
IM1 C17 C17 C 0 1 N N S 14.239 24.175 5.416  1.637  -0.483 -1.366 C17 IM1 17 
IM1 O18 O18 O 0 1 N N N 15.125 24.973 4.686  2.665  0.505  -1.457 O18 IM1 18 
IM1 C19 C19 C 0 1 N N N 13.326 23.654 4.336  0.534  0.012  -0.429 C19 IM1 19 
IM1 C20 C20 C 0 1 N N R 12.153 24.545 4.037  1.083  0.116  0.994  C20 IM1 20 
IM1 C21 C21 C 0 1 N N N 11.385 23.913 2.860  2.123  1.236  1.059  C21 IM1 21 
IM1 C22 C22 C 0 1 Y N N 9.983  24.458 2.617  2.715  1.293  2.444  C22 IM1 22 
IM1 C23 C23 C 0 1 Y N N 9.789  25.747 2.102  3.764  0.459  2.782  C23 IM1 23 
IM1 C24 C24 C 0 1 Y N N 8.501  26.244 1.880  4.306  0.511  4.053  C24 IM1 24 
IM1 C25 C25 C 0 1 Y N N 7.396  25.452 2.170  3.800  1.398  4.984  C25 IM1 25 
IM1 C26 C26 C 0 1 Y N N 7.590  24.165 2.684  2.752  2.233  4.646  C26 IM1 26 
IM1 C27 C27 C 0 1 Y N N 8.875  23.666 2.909  2.212  2.184  3.374  C27 IM1 27 
IM1 C28 C28 C 0 1 N N N 11.268 24.678 5.289  -0.043 0.422  1.947  C28 IM1 28 
IM1 O29 O29 O 0 1 N N N 11.143 23.787 6.139  -0.645 1.471  1.857  O29 IM1 29 
IM1 N30 N30 N 0 1 N N N 10.616 25.812 5.433  -0.383 -0.470 2.898  N30 IM1 30 
IM1 C31 C31 C 0 1 N N S 9.729  26.056 6.561  -1.548 -0.224 3.751  C31 IM1 31 
IM1 C32 C32 C 0 1 N N N 10.391 26.768 7.750  -2.808 -0.742 3.055  C32 IM1 32 
IM1 C33 C33 C 0 1 N N N 9.447  26.625 8.876  -2.669 -2.244 2.802  C33 IM1 33 
IM1 C34 C34 C 0 1 N N N 11.642 26.121 8.263  -4.025 -0.485 3.946  C34 IM1 34 
IM1 C35 C35 C 0 1 Y N N 8.681  26.995 5.948  -1.369 -0.940 5.065  C35 IM1 35 
IM1 N36 N36 N 0 1 Y N N 8.808  28.053 5.127  -0.304 -1.696 5.411  N36 IM1 36 
IM1 C37 C37 C 0 1 Y N N 7.505  28.260 4.723  -0.533 -2.162 6.677  C37 IM1 37 
IM1 C38 C38 C 0 1 Y N N 6.672  27.311 5.328  -1.728 -1.675 7.062  C38 IM1 38 
IM1 N39 N39 N 0 1 Y N N 7.466  26.512 6.111  -2.214 -0.928 6.059  N39 IM1 39 
IM1 H1  H1  H 0 1 N N N 17.707 19.474 2.482  -4.321 3.551  -3.983 H1  IM1 40 
IM1 H2  H2  H 0 1 N N N 17.961 18.073 3.703  -2.710 4.185  -3.568 H2  IM1 41 
IM1 H3  H3  H 0 1 N N N 17.069 17.715 2.353  -2.978 3.397  -5.141 H3  IM1 42 
IM1 H4  H4  H 0 1 N N N 14.519 18.397 4.873  -3.358 0.930  -5.253 H4  IM1 43 
IM1 H5  H5  H 0 1 N N N 15.234 17.093 3.730  -3.361 -0.038 -3.760 H5  IM1 44 
IM1 H6  H6  H 0 1 N N N 16.126 17.451 5.080  -4.701 1.084  -4.095 H6  IM1 45 
IM1 H7  H7  H 0 1 N N N 14.191 20.090 3.071  -2.714 2.826  -1.472 H7  IM1 46 
IM1 H8  H8  H 0 1 N N N 15.594 20.391 1.892  -4.325 2.191  -1.887 H8  IM1 47 
IM1 H9  H9  H 0 1 N N N 14.859 18.882 1.829  -2.985 1.068  -1.552 H9  IM1 48 
IM1 H10 H10 H 0 1 N N N 16.824 22.476 5.185  0.995  1.170  -3.688 H10 IM1 49 
IM1 H11 H11 H 0 1 N N N 14.074 22.450 6.543  0.290  -1.516 -2.693 H11 IM1 50 
IM1 H12 H12 H 0 1 N N N 16.575 24.264 7.108  2.921  -0.404 -3.769 H12 IM1 51 
IM1 H13 H13 H 0 1 N N N 15.139 24.345 8.011  2.614  -2.101 -3.330 H13 IM1 52 
IM1 H14 H14 H 0 1 N N N 18.325 22.707 7.726  1.893  0.574  -5.739 H14 IM1 53 
IM1 H15 H15 H 0 1 N N N 19.126 20.858 9.188  0.948  0.167  -7.975 H15 IM1 54 
IM1 H16 H16 H 0 1 N N N 17.499 19.591 10.643 0.107  -2.070 -8.567 H16 IM1 55 
IM1 H17 H17 H 0 1 N N N 15.090 20.188 10.616 0.213  -3.900 -6.923 H17 IM1 56 
IM1 H18 H18 H 0 1 N N N 14.273 22.056 9.133  1.163  -3.493 -4.688 H18 IM1 57 
IM1 H19 H19 H 0 1 N N N 13.690 24.725 6.215  2.057  -1.409 -0.975 H19 IM1 58 
IM1 H20 H20 H 0 1 N N N 14.688 25.651 4.184  2.239  1.326  -1.738 H20 IM1 59 
IM1 H21 H21 H 0 1 N N N 13.903 23.443 3.405  -0.299 -0.689 -0.446 H21 IM1 60 
IM1 H22 H22 H 0 1 N N N 12.979 22.623 4.581  0.190  0.993  -0.758 H22 IM1 61 
IM1 H23 H23 H 0 1 N N N 12.481 25.573 3.758  1.549  -0.828 1.274  H23 IM1 62 
IM1 H24 H24 H 0 1 N N N 11.989 23.989 1.926  2.913  1.041  0.334  H24 IM1 63 
IM1 H25 H25 H 0 1 N N N 11.346 22.805 2.981  1.646  2.189  0.828  H25 IM1 64 
IM1 H26 H26 H 0 1 N N N 10.662 26.379 1.868  4.159  -0.233 2.054  H26 IM1 65 
IM1 H27 H27 H 0 1 N N N 8.356  27.260 1.476  5.125  -0.141 4.317  H27 IM1 66 
IM1 H28 H28 H 0 1 N N N 6.378  25.839 1.994  4.224  1.438  5.977  H28 IM1 67 
IM1 H29 H29 H 0 1 N N N 6.715  23.533 2.915  2.356  2.925  5.374  H29 IM1 68 
IM1 H30 H30 H 0 1 N N N 9.014  22.650 3.315  1.393  2.836  3.110  H30 IM1 69 
IM1 H31 H31 H 0 1 N N N 10.793 26.485 4.688  0.144  -1.275 3.018  H31 IM1 70 
IM1 H32 H32 H 0 1 N N N 9.350  25.096 6.984  -1.646 0.846  3.931  H32 IM1 71 
IM1 H33 H33 H 0 1 N N N 10.636 27.799 7.405  -2.937 -0.224 2.105  H33 IM1 72 
IM1 H34 H34 H 0 1 N N N 9.927  27.141 9.739  -3.567 -2.614 2.306  H34 IM1 73 
IM1 H35 H35 H 0 1 N N N 8.420  26.995 8.648  -1.802 -2.428 2.167  H35 IM1 74 
IM1 H36 H36 H 0 1 N N N 9.162  25.568 9.089  -2.540 -2.763 3.752  H36 IM1 75 
IM1 H37 H37 H 0 1 N N N 12.122 26.637 9.126  -3.895 -1.003 4.896  H37 IM1 76 
IM1 H38 H38 H 0 1 N N N 11.446 25.052 8.515  -4.124 0.585  4.126  H38 IM1 77 
IM1 H39 H39 H 0 1 N N N 12.376 25.994 7.433  -4.923 -0.854 3.450  H39 IM1 78 
IM1 H40 H40 H 0 1 N N N 9.658  28.559 4.879  0.476  -1.875 4.864  H40 IM1 79 
IM1 H41 H41 H 0 1 N N N 7.182  29.054 4.029  0.119  -2.798 7.257  H41 IM1 80 
IM1 H42 H42 H 0 1 N N N 5.580  27.210 5.208  -2.210 -1.853 8.012  H42 IM1 81 
# 
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 
IM1 C1  C2  SING N N 1  
IM1 C1  C3  SING N N 2  
IM1 C1  C4  SING N N 3  
IM1 C1  O5  SING N N 4  
IM1 C2  H1  SING N N 5  
IM1 C2  H2  SING N N 6  
IM1 C2  H3  SING N N 7  
IM1 C3  H4  SING N N 8  
IM1 C3  H5  SING N N 9  
IM1 C3  H6  SING N N 10 
IM1 C4  H7  SING N N 11 
IM1 C4  H8  SING N N 12 
IM1 C4  H9  SING N N 13 
IM1 O5  C6  SING N N 14 
IM1 C6  O7  DOUB N N 15 
IM1 C6  N8  SING N N 16 
IM1 N8  C9  SING N N 17 
IM1 N8  H10 SING N N 18 
IM1 C9  C10 SING N N 19 
IM1 C9  C17 SING N N 20 
IM1 C9  H11 SING N N 21 
IM1 C10 C11 SING N N 22 
IM1 C10 H12 SING N N 23 
IM1 C10 H13 SING N N 24 
IM1 C11 C12 DOUB Y N 25 
IM1 C11 C16 SING Y N 26 
IM1 C12 C13 SING Y N 27 
IM1 C12 H14 SING N N 28 
IM1 C13 C14 DOUB Y N 29 
IM1 C13 H15 SING N N 30 
IM1 C14 C15 SING Y N 31 
IM1 C14 H16 SING N N 32 
IM1 C15 C16 DOUB Y N 33 
IM1 C15 H17 SING N N 34 
IM1 C16 H18 SING N N 35 
IM1 C17 O18 SING N N 36 
IM1 C17 C19 SING N N 37 
IM1 C17 H19 SING N N 38 
IM1 O18 H20 SING N N 39 
IM1 C19 C20 SING N N 40 
IM1 C19 H21 SING N N 41 
IM1 C19 H22 SING N N 42 
IM1 C20 C21 SING N N 43 
IM1 C20 C28 SING N N 44 
IM1 C20 H23 SING N N 45 
IM1 C21 C22 SING N N 46 
IM1 C21 H24 SING N N 47 
IM1 C21 H25 SING N N 48 
IM1 C22 C23 DOUB Y N 49 
IM1 C22 C27 SING Y N 50 
IM1 C23 C24 SING Y N 51 
IM1 C23 H26 SING N N 52 
IM1 C24 C25 DOUB Y N 53 
IM1 C24 H27 SING N N 54 
IM1 C25 C26 SING Y N 55 
IM1 C25 H28 SING N N 56 
IM1 C26 C27 DOUB Y N 57 
IM1 C26 H29 SING N N 58 
IM1 C27 H30 SING N N 59 
IM1 C28 O29 DOUB N N 60 
IM1 C28 N30 SING N N 61 
IM1 N30 C31 SING N N 62 
IM1 N30 H31 SING N N 63 
IM1 C31 C32 SING N N 64 
IM1 C31 C35 SING N N 65 
IM1 C31 H32 SING N N 66 
IM1 C32 C33 SING N N 67 
IM1 C32 C34 SING N N 68 
IM1 C32 H33 SING N N 69 
IM1 C33 H34 SING N N 70 
IM1 C33 H35 SING N N 71 
IM1 C33 H36 SING N N 72 
IM1 C34 H37 SING N N 73 
IM1 C34 H38 SING N N 74 
IM1 C34 H39 SING N N 75 
IM1 C35 N36 SING Y N 76 
IM1 C35 N39 DOUB Y N 77 
IM1 N36 C37 SING Y N 78 
IM1 N36 H40 SING N N 79 
IM1 C37 C38 DOUB Y N 80 
IM1 C37 H41 SING N N 81 
IM1 C38 N39 SING Y N 82 
IM1 C38 H42 SING N N 83 
# 
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 
IM1 SMILES           ACDLabs              10.04 O=C(NC(c1nccn1)C(C)C)C(Cc2ccccc2)CC(O)C(NC(=O)OC(C)(C)C)Cc3ccccc3 
IM1 InChI            InChI                1.02b 
InChI=1/C31H42N4O4/c1-21(2)27(28-32-16-17-33-28)35-29(37)24(18-22-12-8-6-9-13-22)20-26(36)25(19-23-14-10-7-11-15-23)34-30(38)39-31(3,4)5/h6-17,21,24-27,36H,18-20H2,1-5H3,(H,32,33)(H,34,38)(H,35,37)/t24-,25+,26+,27+/m1/s1/f/h32,34-35H 
IM1 InChIKey         InChI                1.02b QAHXABIFJPGWDD-SVNCJQHCDC 
IM1 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)[C@@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)Cc2ccccc2)c3[nH]ccn3 
IM1 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)[CH](C[CH](O)[CH](Cc1ccccc1)NC(=O)OC(C)(C)C)Cc2ccccc2)c3[nH]ccn3 
IM1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](c1[nH]ccn1)NC(=O)[C@H](Cc2ccccc2)C[C@@H]([C@H](Cc3ccccc3)NC(=O)OC(C)(C)C)O 
IM1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(c1[nH]ccn1)NC(=O)C(Cc2ccccc2)CC(C(Cc3ccccc3)NC(=O)OC(C)(C)C)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 
IM1 "SYSTEMATIC NAME" ACDLabs              10.04 "tert-butyl [(1S,2S,4R)-1,4-dibenzyl-2-hydroxy-5-{[(1S)-1-(1H-imidazol-2-yl)-2-methylpropyl]amino}-5-oxopentyl]carbamate"                     
IM1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(1S)-1-(1H-imidazol-2-yl)-2-methyl-propyl]amino]-6-oxo-1-phenyl-5-(phenylmethyl)hexan-2-yl]carbamate" 
# 
