data_REM
# 
_chem_comp.id                                    REM 
_chem_comp.name                                  Nalpha-[(2S)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-L-histidinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H50 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         remikiren 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-27 
_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                        630.838 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     REM 
_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        3D91 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
REM O41  O41  O 0 1 N N N -2.270 -15.267 8.638  4.430  -1.006 2.452  O41  REM 1  
REM S38  S38  S 0 1 N N N -1.470 -14.363 7.890  4.820  -1.038 1.086  S38  REM 2  
REM O40  O40  O 0 1 N N N -0.955 -14.997 6.707  5.881  -0.201 0.648  O40  REM 3  
REM C39  C39  C 0 1 N N N -2.482 -13.099 7.480  5.211  -2.751 0.636  C39  REM 4  
REM C44  C44  C 0 1 N N N -1.891 -12.344 6.288  5.501  -2.831 -0.864 C44  REM 5  
REM C43  C43  C 0 1 N N N -2.633 -12.103 8.633  6.441  -3.216 1.418  C43  REM 6  
REM C42  C42  C 0 1 N N N -3.851 -13.695 7.148  4.022  -3.652 0.974  C42  REM 7  
REM C37  C37  C 0 1 N N N -0.264 -13.762 8.857  3.361  -0.705 0.060  C37  REM 8  
REM C1   C1   C 0 1 N N S 1.026  -14.542 8.834  2.789  0.668  0.417  C1   REM 9  
REM C4   C4   C 0 1 N N N 2.129  -13.626 9.293  3.789  1.756  0.017  C4   REM 10 
REM C5   C5   C 0 1 Y N N 2.635  -12.628 8.268  3.303  3.092  0.517  C5   REM 11 
REM C7   C7   C 0 1 Y N N 3.692  -12.952 7.427  3.539  3.467  1.827  C7   REM 12 
REM C9   C9   C 0 1 Y N N 4.181  -12.019 6.516  3.094  4.693  2.286  C9   REM 13 
REM C10  C10  C 0 1 Y N N 3.606  -10.753 6.410  2.414  5.544  1.435  C10  REM 14 
REM C8   C8   C 0 1 Y N N 2.542  -10.441 7.246  2.179  5.169  0.125  C8   REM 15 
REM C6   C6   C 0 1 Y N N 2.065  -11.359 8.180  2.628  3.945  -0.335 C6   REM 16 
REM C2   C2   C 0 1 N N N 0.932  -15.612 9.859  1.493  0.881  -0.323 C2   REM 17 
REM O3   O3   O 0 1 N N N 0.241  -15.439 10.854 1.380  1.810  -1.093 O3   REM 18 
REM N11  N11  N 0 1 N N N 1.624  -16.723 9.587  0.460  0.037  -0.127 N11  REM 19 
REM C12  C12  C 0 1 N N S 1.680  -17.891 10.424 -0.799 0.244  -0.846 C12  REM 20 
REM C15  C15  C 0 1 N N N 0.662  -18.756 9.722  -0.714 -0.414 -2.225 C15  REM 21 
REM C16  C16  C 0 1 Y N N 0.116  -19.802 10.660 0.336  0.285  -3.051 C16  REM 22 
REM C18  C18  C 0 1 Y N N -1.057 -19.788 11.299 1.659  0.034  -3.047 C18  REM 23 
REM N20  N20  N 0 1 Y N N -1.256 -20.823 12.033 2.242  0.869  -3.919 N20  REM 24 
REM C19  C19  C 0 1 Y N N -0.143 -21.587 11.877 1.331  1.629  -4.463 C19  REM 25 
REM N17  N17  N 0 1 Y N N 0.710  -20.961 11.024 0.126  1.293  -3.953 N17  REM 26 
REM C13  C13  C 0 1 N N N 3.083  -18.432 10.300 -1.931 -0.373 -0.065 C13  REM 27 
REM O14  O14  O 0 1 N N N 3.490  -18.939 9.262  -1.707 -0.931 0.989  O14  REM 28 
REM N24  N24  N 0 1 N N N 3.891  -18.277 11.367 -3.191 -0.306 -0.537 N24  REM 29 
REM C21  C21  C 0 1 N N S 5.285  -18.710 11.336 -4.291 -0.906 0.223  C21  REM 30 
REM C22  C22  C 0 1 N N R 5.454  -19.915 12.256 -4.398 -2.393 -0.122 C22  REM 31 
REM O25  O25  O 0 1 N N N 4.698  -19.653 13.438 -4.649 -2.540 -1.521 O25  REM 32 
REM C23  C23  C 0 1 N N S 4.778  -21.167 11.712 -3.087 -3.095 0.237  C23  REM 33 
REM C34  C34  C 0 1 N N N 5.312  -22.456 12.342 -3.193 -4.582 -0.108 C34  REM 34 
REM C36  C36  C 0 1 N N N 4.232  -23.043 13.240 -1.976 -5.463 0.180  C36  REM 35 
REM C35  C35  C 0 1 N N N 4.496  -23.670 11.884 -3.226 -5.576 1.055  C35  REM 36 
REM O26  O26  O 0 1 N N N 4.827  -21.217 10.284 -2.835 -2.947 1.636  O26  REM 37 
REM C27  C27  C 0 1 N N N 5.950  -17.454 11.863 -5.602 -0.204 -0.137 C27  REM 38 
REM C28  C28  C 0 1 N N N 6.604  -16.540 10.851 -5.542 1.255  0.322  C28  REM 39 
REM C33  C33  C 0 1 N N N 5.993  -16.664 9.472  -6.799 1.989  -0.147 C33  REM 40 
REM C32  C32  C 0 1 N N N 6.388  -15.549 8.509  -6.739 3.448  0.311  C32  REM 41 
REM C31  C31  C 0 1 N N N 6.409  -14.115 9.106  -6.658 3.500  1.838  C31  REM 42 
REM C30  C30  C 0 1 N N N 6.952  -14.032 10.531 -5.400 2.765  2.307  C30  REM 43 
REM C29  C29  C 0 1 N N N 6.329  -15.121 11.392 -5.460 1.307  1.849  C29  REM 44 
REM H44  H44  H 0 1 N N N -1.749 -11.287 6.557  6.348  -2.190 -1.105 H44  REM 45 
REM H44A H44A H 0 0 N N N -0.921 -12.787 6.018  5.736  -3.861 -1.135 H44A REM 46 
REM H44B H44B H 0 0 N N N -2.578 -12.415 5.432  4.625  -2.500 -1.422 H44B REM 47 
REM H43  H43  H 0 1 N N N -2.669 -12.649 9.587  6.235  -3.159 2.487  H43  REM 48 
REM H43A H43A H 0 0 N N N -1.775 -11.414 8.637  6.676  -4.245 1.148  H43A REM 49 
REM H43B H43B H 0 0 N N N -3.563 -11.530 8.503  7.289  -2.574 1.177  H43B REM 50 
REM H42  H42  H 0 1 N N N -4.424 -13.838 8.076  3.145  -3.321 0.417  H42  REM 51 
REM H42A H42A H 0 0 N N N -4.397 -13.011 6.482  4.257  -4.681 0.704  H42A REM 52 
REM H42B H42B H 0 0 N N N -3.717 -14.665 6.647  3.815  -3.595 2.043  H42B REM 53 
REM H37  H37  H 0 1 N N N -0.041 -12.741 8.515  3.646  -0.719 -0.992 H37  REM 54 
REM H37A H37A H 0 0 N N N -0.640 -13.818 9.889  2.607  -1.471 0.242  H37A REM 55 
REM H1   H1   H 0 1 N N N 1.212  -14.945 7.828  2.608  0.719  1.490  H1   REM 56 
REM H4   H4   H 0 1 N N N 1.743  -13.051 10.148 4.761  1.535  0.457  H4   REM 57 
REM H4A  H4A  H 0 1 N N N 2.984  -14.278 9.525  3.879  1.785  -1.069 H4A  REM 58 
REM H7   H7   H 0 1 N N N 4.138  -13.934 7.480  4.070  2.802  2.492  H7   REM 59 
REM H9   H9   H 0 1 N N N 5.017  -12.279 5.883  3.277  4.985  3.309  H9   REM 60 
REM H10  H10  H 0 1 N N N 3.979  -10.034 5.696  2.065  6.501  1.793  H10  REM 61 
REM H8   H8   H 0 1 N N N 2.076  -9.470  7.171  1.647  5.834  -0.540 H8   REM 62 
REM H6   H6   H 0 1 N N N 1.252  -11.087 8.837  2.448  3.654  -1.359 H6   REM 63 
REM HN11 HN11 H 0 0 N N N 2.144  -16.743 8.733  0.551  -0.706 0.489  HN11 REM 64 
REM H12  H12  H 0 1 N N N 1.474  -17.777 11.499 -0.980 1.312  -0.964 H12  REM 65 
REM H15  H15  H 0 1 N N N -0.165 -18.123 9.369  -0.445 -1.464 -2.110 H15  REM 66 
REM H15A H15A H 0 0 N N N 1.149  -19.259 8.874  -1.679 -0.338 -2.725 H15A REM 67 
REM H18  H18  H 0 1 N N N -1.771 -18.983 11.207 2.162  -0.710 -2.447 H18  REM 68 
REM H19  H19  H 0 1 N N N 0.035  -22.539 12.354 1.510  2.396  -5.202 H19  REM 69 
REM HN17 HN17 H 0 0 N N N 1.604  -21.293 10.724 -0.727 1.693  -4.181 HN17 REM 70 
REM HN24 HN24 H 0 0 N N N 3.528  -17.856 12.198 -3.370 0.140  -1.380 HN24 REM 71 
REM H21  H21  H 0 1 N N N 5.688  -19.044 10.369 -4.099 -0.793 1.290  H21  REM 72 
REM H22  H22  H 0 1 N N N 6.536  -20.066 12.388 -5.216 -2.839 0.443  H22  REM 73 
REM HO25 HO25 H 0 0 N N N 5.284  -19.595 14.183 -3.960 -2.165 -2.086 HO25 REM 74 
REM H23  H23  H 0 1 N N N 3.720  -21.097 12.006 -2.268 -2.648 -0.328 H23  REM 75 
REM H34  H34  H 0 1 N N N 6.385  -22.230 12.423 -3.789 -4.818 -0.989 H34  REM 76 
REM H36  H36  H 0 1 N N N 4.297  -23.471 14.251 -1.770 -6.279 -0.513 H36  REM 77 
REM H36A H36A H 0 0 N N N 3.350  -22.653 13.768 -1.099 -4.983 0.614  H36A REM 78 
REM H35  H35  H 0 1 N N N 3.838  -23.810 11.014 -3.171 -5.171 2.065  H35  REM 79 
REM H35A H35A H 0 0 N N N 4.721  -24.679 11.508 -3.842 -6.467 0.938  H35A REM 80 
REM HO26 HO26 H 0 0 N N N 4.838  -20.333 9.936  -3.524 -3.322 2.201  HO26 REM 81 
REM H27  H27  H 0 1 N N N 5.170  -16.866 12.369 -5.749 -0.239 -1.216 H27  REM 82 
REM H27A H27A H 0 0 N N N 6.771  -17.810 12.502 -6.431 -0.706 0.360  H27A REM 83 
REM H28  H28  H 0 1 N N N 7.670  -16.785 10.737 -4.661 1.734  -0.106 H28  REM 84 
REM H33  H33  H 0 1 N N N 6.326  -17.619 9.039  -6.857 1.952  -1.235 H33  REM 85 
REM H33A H33A H 0 0 N N N 4.902  -16.602 9.600  -7.680 1.510  0.280  H33A REM 86 
REM H32  H32  H 0 1 N N N 7.403  -15.770 8.148  -5.858 3.927  -0.116 H32  REM 87 
REM H32A H32A H 0 0 N N N 5.616  -15.539 7.725  -7.635 3.971  -0.023 H32A REM 88 
REM H31  H31  H 0 1 N N N 7.049  -13.492 8.464  -6.615 4.538  2.165  H31  REM 89 
REM H31A H31A H 0 0 N N N 5.364  -13.773 9.145  -7.539 3.020  2.265  H31A REM 90 
REM H30  H30  H 0 1 N N N 8.044  -14.165 10.512 -4.519 3.244  1.880  H30  REM 91 
REM H30A H30A H 0 0 N N N 6.701  -13.049 10.956 -5.342 2.802  3.395  H30A REM 92 
REM H29  H29  H 0 1 N N N 5.241  -14.964 11.417 -6.341 0.828  2.276  H29  REM 93 
REM H29A H29A H 0 0 N N N 6.779  -15.053 12.393 -4.564 0.783  2.183  H29A REM 94 
# 
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 
REM O41 S38  DOUB N N 1  
REM S38 O40  DOUB N N 2  
REM S38 C39  SING N N 3  
REM S38 C37  SING N N 4  
REM C39 C44  SING N N 5  
REM C39 C43  SING N N 6  
REM C39 C42  SING N N 7  
REM C37 C1   SING N N 8  
REM C1  C4   SING N N 9  
REM C1  C2   SING N N 10 
REM C4  C5   SING N N 11 
REM C5  C7   DOUB N N 12 
REM C5  C6   SING N N 13 
REM C7  C9   SING N N 14 
REM C9  C10  DOUB N N 15 
REM C10 C8   SING N N 16 
REM C8  C6   DOUB N N 17 
REM C2  O3   DOUB N N 18 
REM C2  N11  SING N N 19 
REM N11 C12  SING N N 20 
REM C12 C15  SING N N 21 
REM C12 C13  SING N N 22 
REM C15 C16  SING N N 23 
REM C16 C18  DOUB N N 24 
REM C16 N17  SING N N 25 
REM C18 N20  SING Y N 26 
REM N20 C19  DOUB Y N 27 
REM C19 N17  SING Y N 28 
REM C13 O14  DOUB N N 29 
REM C13 N24  SING Y N 30 
REM N24 C21  SING N N 31 
REM C21 C22  SING Y N 32 
REM C21 C27  SING N N 33 
REM C22 O25  SING Y N 34 
REM C22 C23  SING N N 35 
REM C23 C34  SING N N 36 
REM C23 O26  SING N N 37 
REM C34 C36  SING N N 38 
REM C34 C35  SING N N 39 
REM C36 C35  SING N N 40 
REM C27 C28  SING N N 41 
REM C28 C33  SING N N 42 
REM C28 C29  SING N N 43 
REM C33 C32  SING N N 44 
REM C32 C31  SING N N 45 
REM C31 C30  SING N N 46 
REM C30 C29  SING Y N 47 
REM C44 H44  SING Y N 48 
REM C44 H44A SING Y N 49 
REM C44 H44B SING N N 50 
REM C43 H43  SING Y N 51 
REM C43 H43A SING Y N 52 
REM C43 H43B SING N N 53 
REM C42 H42  SING N N 54 
REM C42 H42A SING N N 55 
REM C42 H42B SING N N 56 
REM C37 H37  SING N N 57 
REM C37 H37A SING N N 58 
REM C1  H1   SING N N 59 
REM C4  H4   SING N N 60 
REM C4  H4A  SING N N 61 
REM C7  H7   SING N N 62 
REM C9  H9   SING N N 63 
REM C10 H10  SING N N 64 
REM C8  H8   SING N N 65 
REM C6  H6   SING N N 66 
REM N11 HN11 SING N N 67 
REM C12 H12  SING N N 68 
REM C15 H15  SING N N 69 
REM C15 H15A SING N N 70 
REM C18 H18  SING N N 71 
REM C19 H19  SING N N 72 
REM N17 HN17 SING N N 73 
REM N24 HN24 SING N N 74 
REM C21 H21  SING N N 75 
REM C22 H22  SING N N 76 
REM O25 HO25 SING N N 77 
REM C23 H23  SING N N 78 
REM C34 H34  SING N N 79 
REM C36 H36  SING N N 80 
REM C36 H36A SING N N 81 
REM C35 H35  SING N N 82 
REM C35 H35A SING N N 83 
REM O26 HO26 SING N N 84 
REM C27 H27  SING N N 85 
REM C27 H27A SING N N 86 
REM C28 H28  SING N N 87 
REM C33 H33  SING N N 88 
REM C33 H33A SING N N 89 
REM C32 H32  SING N N 90 
REM C32 H32A SING N N 91 
REM C31 H31  SING N N 92 
REM C31 H31A SING N N 93 
REM C30 H30  SING N N 94 
REM C30 H30A SING N N 95 
REM C29 H29  SING N N 96 
REM C29 H29A SING N N 97 
# 
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 
REM SMILES           ACDLabs              10.04 O=S(=O)(C(C)(C)C)CC(C(=O)NC(C(=O)NC(CC1CCCCC1)C(O)C(O)C2CC2)Cc3cncn3)Cc4ccccc4 
REM InChI            InChI                1.02b 
;InChI=1/C33H50N4O6S/c1-33(2,3)44(42,43)20-25(16-22-10-6-4-7-11-22)31(40)37-28(18-26-19-34-21-35-26)32(41)36-27(17-23-12-8-5-9-13-23)30(39)29(38)24-14-15-24/h4,6-7,10-11,19,21,23-25,27-30,38-39H,5,8-9,12-18,20H2,1-3H3,(H,34,35)(H,36,41)(H,37,40)/t25-,27+,28+,29+,30-/m1/s1/f/h35-37H
;
REM InChIKey         InChI                1.02b UXIGZRQVLGFTOU-SIIRIKEFDR 
REM SMILES_CANONICAL CACTVS               3.341 CC(C)(C)[S](=O)(=O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2[nH]cnc2)C(=O)N[C@@H](CC3CCCCC3)[C@@H](O)[C@@H](O)C4CC4 
REM SMILES           CACTVS               3.341 CC(C)(C)[S](=O)(=O)C[CH](Cc1ccccc1)C(=O)N[CH](Cc2[nH]cnc2)C(=O)N[CH](CC3CCCCC3)[CH](O)[CH](O)C4CC4 
REM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)S(=O)(=O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N[C@@H](CC3CCCCC3)[C@H]([C@H](C4CC4)O)O 
REM SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)S(=O)(=O)CC(Cc1ccccc1)C(=O)NC(Cc2cnc[nH]2)C(=O)NC(CC3CCCCC3)C(C(C4CC4)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 
REM "SYSTEMATIC NAME" ACDLabs              10.04 Nalpha-[(2S)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-L-histidinamide                                     
REM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-(tert-butylsulfonylmethyl)-N-[(2S)-1-[[(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxy-butan-2-yl]amino]-3-(3H-imidazol-4-yl)-1-oxo-propan-2-yl]-3-phenyl-propanamide 
# 
