data_5AH
# 
_chem_comp.id                                    5AH 
_chem_comp.name                                  "METHYL [(1S)-1-({2-[(3S)-3-BENZYL-3-HYDROXY-4-{[(1S,2R)-2-HYDROXY-2,3-DIHYDRO-1H-INDEN-1-YL]AMINO}-4-OXOBUTYL]-2-(4-PYRIDIN-2-YLBENZYL)HYDRAZINO}CARBONYL)-2,2-DIMETHYLPROPYL]CARBAMATE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C40 H47 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-06-19 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        693.831 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5AH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2WKZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5AH C1   C1   C 0 1 N N N 14.713 17.603 3.900  0.516  -1.199 -3.044 C1   5AH 1  
5AH C2   C2   C 0 1 Y N N 18.752 16.994 11.896 9.412  0.747  0.749  C2   5AH 2  
5AH N3   N3   N 0 1 Y N N 18.321 18.109 11.218 8.174  1.087  0.456  N3   5AH 3  
5AH C4   C4   C 0 1 Y N N 17.030 18.169 10.614 7.308  1.441  1.397  C4   5AH 4  
5AH C5   C5   C 0 1 Y N N 16.186 17.020 10.733 7.689  1.464  2.737  C5   5AH 5  
5AH C6   C6   C 0 1 Y N N 16.656 15.887 11.436 8.985  1.111  3.074  C6   5AH 6  
5AH C7   C7   C 0 1 Y N N 17.953 15.891 12.017 9.857  0.747  2.058  C7   5AH 7  
5AH C8   C8   C 0 1 N N S 11.882 24.004 4.169  -2.669 1.191  -0.314 C8   5AH 8  
5AH C9   C9   C 0 1 N N N 13.083 23.099 4.597  -1.198 0.808  -0.134 C9   5AH 9  
5AH C10  C10  C 0 1 N N N 14.008 23.717 5.682  -0.323 2.050  -0.312 C10  5AH 10 
5AH O11  O11  O 0 1 N N N 12.399 25.312 3.794  -3.026 2.178  0.655  O11  5AH 11 
5AH C12  C12  C 0 1 N N N 11.160 23.393 2.901  -2.881 1.756  -1.720 C12  5AH 12 
5AH C13  C13  C 0 1 Y N N 9.681  23.832 2.661  -4.331 2.122  -1.901 C13  5AH 13 
5AH C14  C14  C 0 1 Y N N 9.386  25.138 2.144  -4.794 3.349  -1.466 C14  5AH 14 
5AH C15  C15  C 0 1 Y N N 8.041  25.545 1.931  -6.125 3.684  -1.632 C15  5AH 15 
5AH C16  C16  C 0 1 Y N N 6.971  24.657 2.230  -6.993 2.792  -2.234 C16  5AH 16 
5AH C17  C17  C 0 1 Y N N 7.251  23.357 2.743  -6.530 1.564  -2.669 C17  5AH 17 
5AH C18  C18  C 0 1 Y N N 8.595  22.943 2.957  -5.198 1.231  -2.507 C18  5AH 18 
5AH C19  C19  C 0 1 N N N 10.818 24.158 5.273  -3.532 -0.031 -0.129 C19  5AH 19 
5AH N20  N20  N 0 1 N N N 10.197 25.362 5.382  -4.816 0.104  0.259  N20  5AH 20 
5AH C21  C21  C 0 1 N N S 9.124  25.585 6.364  -5.655 -1.083 0.440  C21  5AH 21 
5AH C22  C22  C 0 1 N N R 7.967  26.546 5.926  -7.144 -0.719 0.262  C22  5AH 22 
5AH O23  O23  O 0 1 N N N 8.403  27.638 5.065  -7.374 0.653  0.591  O23  5AH 23 
5AH C24  C24  C 0 1 N N N 7.368  27.151 7.218  -7.837 -1.650 1.279  C24  5AH 24 
5AH C25  C25  C 0 1 Y N N 8.554  27.089 8.172  -6.793 -1.924 2.341  C25  5AH 25 
5AH C26  C26  C 0 1 Y N N 8.717  27.789 9.395  -6.929 -2.417 3.627  C26  5AH 26 
5AH C27  C27  C 0 1 Y N N 9.915  27.582 10.136 -5.817 -2.585 4.429  C27  5AH 27 
5AH C28  C28  C 0 1 Y N N 10.925 26.689 9.655  -4.563 -2.259 3.947  C28  5AH 28 
5AH C29  C29  C 0 1 Y N N 10.753 25.991 8.427  -4.425 -1.767 2.664  C29  5AH 29 
5AH C30  C30  C 0 1 Y N N 9.552  26.204 7.689  -5.539 -1.598 1.858  C30  5AH 30 
5AH O31  O31  O 0 1 N N N 10.521 23.211 5.989  -3.071 -1.135 -0.328 O31  5AH 31 
5AH N32  N32  N 0 1 N N N 14.684 22.679 6.501  1.081  1.700  -0.059 N32  5AH 32 
5AH C33  C33  C 0 1 N N N 15.403 23.068 7.744  1.932  2.897  -0.068 C33  5AH 33 
5AH C34  C34  C 0 1 Y N N 15.834 21.800 8.499  3.339  2.516  0.316  C34  5AH 34 
5AH C35  C35  C 0 1 Y N N 14.851 20.984 9.125  4.244  2.148  -0.663 C35  5AH 35 
5AH C36  C36  C 0 1 Y N N 15.236 19.801 9.814  5.534  1.798  -0.318 C36  5AH 36 
5AH C37  C37  C 0 1 Y N N 16.612 19.416 9.890  5.924  1.817  1.020  C37  5AH 37 
5AH C38  C38  C 0 1 Y N N 17.594 20.246 9.265  5.008  2.189  2.002  C38  5AH 38 
5AH C39  C39  C 0 1 Y N N 17.207 21.427 8.570  3.722  2.543  1.645  C39  5AH 39 
5AH N40  N40  N 0 1 N N N 15.622 21.814 5.646  1.526  0.776  -0.962 N40  5AH 40 
5AH C41  C41  C 0 1 N N N 15.284 20.534 5.321  1.889  -0.453 -0.545 C41  5AH 41 
5AH C42  C42  C 0 1 N N S 16.244 19.678 4.486  2.484  -1.434 -1.522 C42  5AH 42 
5AH N51  N51  N 0 1 N N N 16.911 18.860 5.493  3.330  -2.389 -0.801 N51  5AH 43 
5AH C43  C43  C 0 1 N N N 18.220 19.000 5.760  4.334  -3.018 -1.443 C43  5AH 44 
5AH O44  O44  O 0 1 N N N 18.609 18.129 6.722  5.112  -3.895 -0.781 O44  5AH 45 
5AH C45  C45  C 0 1 N N N 20.000 18.178 7.099  6.174  -4.535 -1.536 C45  5AH 46 
5AH O46  O46  O 0 1 N N N 18.958 19.811 5.201  4.538  -2.793 -2.620 O46  5AH 47 
5AH C47  C47  C 0 1 N N N 15.591 18.778 3.349  1.359  -2.188 -2.236 C47  5AH 48 
5AH C48  C48  C 0 1 N N N 14.704 19.645 2.407  0.475  -2.885 -1.200 C48  5AH 49 
5AH C49  C49  C 0 1 N N N 16.743 18.136 2.505  1.963  -3.232 -3.177 C49  5AH 50 
5AH O50  O50  O 0 1 N N N 14.212 20.055 5.712  1.738  -0.769 0.616  O50  5AH 51 
5AH H11C H11C H 0 0 N N N 14.507 16.887 3.090  1.164  -0.630 -3.711 H11C 5AH 52 
5AH H12C H12C H 0 0 N N N 15.252 17.093 4.712  -0.220 -1.746 -3.632 H12C 5AH 53 
5AH H13C H13C H 0 0 N N N 13.764 18.004 4.284  0.005  -0.517 -2.364 H13C 5AH 54 
5AH H2   H2   H 0 1 N N N 19.737 16.989 12.340 10.087 0.460  -0.043 H2   5AH 55 
5AH H7   H7   H 0 1 N N N 18.307 15.023 12.554 10.875 0.466  2.288  H7   5AH 56 
5AH H5   H5   H 0 1 N N N 15.201 17.018 10.291 6.984  1.753  3.502  H5   5AH 57 
5AH H6   H6   H 0 1 N N N 16.027 15.015 11.532 9.309  1.119  4.104  H6   5AH 58 
5AH H91C H91C H 0 0 N N N 12.670 22.163 5.001  -1.049 0.398  0.864  H91C 5AH 59 
5AH H92C H92C H 0 0 N N N 13.704 22.957 3.700  -0.924 0.061  -0.879 H92C 5AH 60 
5AH H11  H11  H 0 1 N N N 12.512 25.844 4.573  -2.916 1.888  1.571  H11  5AH 61 
5AH H121 H121 H 0 0 N N N 11.738 23.702 2.018  -2.263 2.645  -1.851 H121 5AH 62 
5AH H122 H122 H 0 0 N N N 11.120 22.308 3.079  -2.600 1.006  -2.459 H122 5AH 63 
5AH H101 H101 H 0 0 N N N 14.777 24.324 5.182  -0.426 2.425  -1.330 H101 5AH 64 
5AH H102 H102 H 0 0 N N N 13.384 24.325 6.353  -0.638 2.820  0.392  H102 5AH 65 
5AH H14  H14  H 0 1 N N N 10.193 25.818 1.915  -4.117 4.047  -0.996 H14  5AH 66 
5AH H18  H18  H 0 1 N N N 8.798  21.955 3.344  -4.835 0.274  -2.851 H18  5AH 67 
5AH H15  H15  H 0 1 N N N 7.831  26.530 1.541  -6.487 4.643  -1.292 H15  5AH 68 
5AH H16  H16  H 0 1 N N N 5.949  24.967 2.069  -8.033 3.053  -2.363 H16  5AH 69 
5AH H17  H17  H 0 1 N N N 6.439  22.683 2.970  -7.207 0.867  -3.139 H17  5AH 70 
5AH H20  H20  H 0 1 N N N 10.475 26.112 4.782  -5.184 0.987  0.419  H20  5AH 71 
5AH H21  H21  H 0 1 N N N 8.797  24.539 6.457  -5.368 -1.859 -0.270 H21  5AH 72 
5AH H22  H22  H 0 1 N N N 7.242  25.959 5.343  -7.477 -0.933 -0.753 H22  5AH 73 
5AH H23  H23  H 0 1 N N N 8.498  28.430 5.581  -8.295 0.931  0.496  H23  5AH 74 
5AH H241 H241 H 0 0 N N N 7.012  28.181 7.066  -8.702 -1.154 1.718  H241 5AH 75 
5AH H242 H242 H 0 0 N N N 6.478  26.618 7.584  -8.137 -2.580 0.797  H242 5AH 76 
5AH H26  H26  H 0 1 N N N 7.952  28.461 9.755  -7.909 -2.672 4.005  H26  5AH 77 
5AH H27  H27  H 0 1 N N N 10.063 28.104 11.070 -5.927 -2.970 5.432  H27  5AH 78 
5AH H28  H28  H 0 1 N N N 11.827 26.543 10.230 -3.693 -2.389 4.572  H28  5AH 79 
5AH H29  H29  H 0 1 N N N 11.514 25.316 8.063  -3.445 -1.512 2.287  H29  5AH 80 
5AH H331 H331 H 0 0 N N N 16.292 23.662 7.484  1.934  3.335  -1.066 H331 5AH 81 
5AH H332 H332 H 0 0 N N N 14.738 23.669 8.382  1.545  3.624  0.647  H332 5AH 82 
5AH H40  H40  H 0 1 N N N 16.489 22.194 5.324  1.580  1.005  -1.903 H40  5AH 83 
5AH H35  H35  H 0 1 N N N 13.809 21.264 9.077  3.941  2.133  -1.700 H35  5AH 84 
5AH H39  H39  H 0 1 N N N 17.957 22.042 8.095  3.013  2.836  2.404  H39  5AH 85 
5AH H36  H36  H 0 1 N N N 14.482 19.187 10.285 6.239  1.510  -1.083 H36  5AH 86 
5AH H38  H38  H 0 1 N N N 18.638 19.975 9.320  5.304  2.206  3.040  H38  5AH 87 
5AH H42  H42  H 0 1 N N N 16.905 20.327 3.893  3.085  -0.898 -2.256 H42  5AH 88 
5AH H51  H51  H 0 1 N N N 16.381 18.178 5.997  3.167  -2.568 0.138  H51  5AH 89 
5AH H451 H451 H 0 0 N N N 20.625 18.190 6.194  6.723  -5.215 -0.885 H451 5AH 90 
5AH H452 H452 H 0 0 N N N 20.188 19.088 7.687  5.744  -5.094 -2.366 H452 5AH 91 
5AH H453 H453 H 0 0 N N N 20.247 17.293 7.703  6.853  -3.775 -1.923 H453 5AH 92 
5AH H481 H481 H 0 0 N N N 13.740 19.849 2.896  -0.326 -3.421 -1.709 H481 5AH 93 
5AH H482 H482 H 0 0 N N N 15.216 20.595 2.194  1.075  -3.589 -0.624 H482 5AH 94 
5AH H483 H483 H 0 0 N N N 14.530 19.103 1.466  0.045  -2.141 -0.530 H483 5AH 95 
5AH H491 H491 H 0 0 N N N 16.400 17.985 1.471  2.593  -2.735 -3.914 H491 5AH 96 
5AH H492 H492 H 0 0 N N N 17.616 18.805 2.508  2.563  -3.936 -2.601 H492 5AH 97 
5AH H493 H493 H 0 0 N N N 17.022 17.166 2.943  1.162  -3.769 -3.686 H493 5AH 98 
# 
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 
5AH C1  C47  SING N N 1   
5AH C2  N3   DOUB Y N 2   
5AH C2  C7   SING Y N 3   
5AH N3  C4   SING Y N 4   
5AH C4  C5   DOUB Y N 5   
5AH C4  C37  SING Y N 6   
5AH C5  C6   SING Y N 7   
5AH C6  C7   DOUB Y N 8   
5AH C8  C9   SING N N 9   
5AH C8  O11  SING N N 10  
5AH C8  C12  SING N N 11  
5AH C8  C19  SING N N 12  
5AH C9  C10  SING N N 13  
5AH C10 N32  SING N N 14  
5AH C12 C13  SING N N 15  
5AH C13 C14  SING Y N 16  
5AH C13 C18  DOUB Y N 17  
5AH C14 C15  DOUB Y N 18  
5AH C15 C16  SING Y N 19  
5AH C16 C17  DOUB Y N 20  
5AH C17 C18  SING Y N 21  
5AH C19 N20  SING N N 22  
5AH C19 O31  DOUB N N 23  
5AH N20 C21  SING N N 24  
5AH C21 C22  SING N N 25  
5AH C21 C30  SING N N 26  
5AH C22 O23  SING N N 27  
5AH C22 C24  SING N N 28  
5AH C24 C25  SING N N 29  
5AH C25 C26  DOUB Y N 30  
5AH C25 C30  SING Y N 31  
5AH C26 C27  SING Y N 32  
5AH C27 C28  DOUB Y N 33  
5AH C28 C29  SING Y N 34  
5AH C29 C30  DOUB Y N 35  
5AH N32 C33  SING N N 36  
5AH N32 N40  SING N N 37  
5AH C33 C34  SING N N 38  
5AH C34 C35  SING Y N 39  
5AH C34 C39  DOUB Y N 40  
5AH C35 C36  DOUB Y N 41  
5AH C36 C37  SING Y N 42  
5AH C37 C38  DOUB Y N 43  
5AH C38 C39  SING Y N 44  
5AH N40 C41  SING N N 45  
5AH C41 C42  SING N N 46  
5AH C41 O50  DOUB N N 47  
5AH C42 N51  SING N N 48  
5AH C42 C47  SING N N 49  
5AH N51 C43  SING N N 50  
5AH C43 O44  SING N N 51  
5AH C43 O46  DOUB N N 52  
5AH O44 C45  SING N N 53  
5AH C47 C48  SING N N 54  
5AH C47 C49  SING N N 55  
5AH C1  H11C SING N N 56  
5AH C1  H12C SING N N 57  
5AH C1  H13C SING N N 58  
5AH C2  H2   SING N N 59  
5AH C7  H7   SING N N 60  
5AH C5  H5   SING N N 61  
5AH C6  H6   SING N N 62  
5AH C9  H91C SING N N 63  
5AH C9  H92C SING N N 64  
5AH O11 H11  SING N N 65  
5AH C12 H121 SING N N 66  
5AH C12 H122 SING N N 67  
5AH C10 H101 SING N N 68  
5AH C10 H102 SING N N 69  
5AH C14 H14  SING N N 70  
5AH C18 H18  SING N N 71  
5AH C15 H15  SING N N 72  
5AH C16 H16  SING N N 73  
5AH C17 H17  SING N N 74  
5AH N20 H20  SING N N 75  
5AH C21 H21  SING N N 76  
5AH C22 H22  SING N N 77  
5AH O23 H23  SING N N 78  
5AH C24 H241 SING N N 79  
5AH C24 H242 SING N N 80  
5AH C26 H26  SING N N 81  
5AH C27 H27  SING N N 82  
5AH C28 H28  SING N N 83  
5AH C29 H29  SING N N 84  
5AH C33 H331 SING N N 85  
5AH C33 H332 SING N N 86  
5AH N40 H40  SING N N 87  
5AH C35 H35  SING N N 88  
5AH C39 H39  SING N N 89  
5AH C36 H36  SING N N 90  
5AH C38 H38  SING N N 91  
5AH C42 H42  SING N N 92  
5AH N51 H51  SING N N 93  
5AH C45 H451 SING N N 94  
5AH C45 H452 SING N N 95  
5AH C45 H453 SING N N 96  
5AH C48 H481 SING N N 97  
5AH C48 H482 SING N N 98  
5AH C48 H483 SING N N 99  
5AH C49 H491 SING N N 100 
5AH C49 H492 SING N N 101 
5AH C49 H493 SING N N 102 
# 
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 
5AH SMILES           ACDLabs              10.04 "O=C(NC2c1ccccc1CC2O)C(O)(Cc3ccccc3)CCN(NC(=O)C(NC(=O)OC)C(C)(C)C)Cc5ccc(c4ncccc4)cc5" 
5AH SMILES_CANONICAL CACTVS               3.352 "COC(=O)N[C@H](C(=O)NN(CC[C@@](O)(Cc1ccccc1)C(=O)N[C@@H]2[C@H](O)Cc3ccccc23)Cc4ccc(cc4)c5ccccn5)C(C)(C)C" 
5AH SMILES           CACTVS               3.352 "COC(=O)N[CH](C(=O)NN(CC[C](O)(Cc1ccccc1)C(=O)N[CH]2[CH](O)Cc3ccccc23)Cc4ccc(cc4)c5ccccn5)C(C)(C)C" 
5AH SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC(C)(C)[C@@H](C(=O)N[N@](CC[C@@](Cc1ccccc1)(C(=O)N[C@H]2c3ccccc3C[C@H]2O)O)Cc4ccc(cc4)c5ccccn5)NC(=O)OC" 
5AH SMILES           "OpenEye OEToolkits" 1.6.1 "CC(C)(C)C(C(=O)NN(CCC(Cc1ccccc1)(C(=O)NC2c3ccccc3CC2O)O)Cc4ccc(cc4)c5ccccn5)NC(=O)OC" 
5AH InChI            InChI                1.03  
;InChI=1S/C40H47N5O6/c1-39(2,3)35(43-38(49)51-4)36(47)44-45(26-28-17-19-29(20-18-28)32-16-10-11-22-41-32)23-21-40(50,25-27-12-6-5-7-13-27)37(48)42-34-31-15-9-8-14-30(31)24-33(34)46/h5-20,22,33-35,46,50H,21,23-26H2,1-4H3,(H,42,48)(H,43,49)(H,44,47)/t33-,34+,35-,40-/m1/s1
;
5AH InChIKey         InChI                1.03  AWOPQBWUWCOWJO-UKVDXBKXSA-N 
# 
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 
5AH "SYSTEMATIC NAME" ACDLabs              10.04 
"methyl [(1S)-1-({2-[(3S)-3-benzyl-3-hydroxy-4-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino}-4-oxobutyl]-2-(4-pyridin-2-ylbenzyl)hydrazino}carbonyl)-2,2-dimethylpropyl]carbamate (non-preferred name)" 
5AH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 
"methyl N-[(2S)-1-[2-[(3S)-3-hydroxy-4-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-4-oxo-3-(phenylmethyl)butyl]-2-[(4-pyridin-2-ylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxo-butan-2-yl]carbamate"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5AH "Create component"     2009-06-19 EBI  
5AH "Modify aromatic_flag" 2011-06-04 RCSB 
5AH "Modify descriptor"    2011-06-04 RCSB 
# 
