data_RIT
# 
_chem_comp.id                                    RIT 
_chem_comp.name                                  RITONAVIR 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C37 H48 N6 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         A-84538 
_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                        720.944 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RIT 
_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        1HXW 
_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 
RIT C1   C1   C 0 1 Y N N 16.662 17.790 1.494  -0.075 -2.587 8.312  C1   RIT 1  
RIT C2   C2   C 0 1 Y N N 16.229 17.935 2.784  -0.745 -1.504 7.842  C2   RIT 2  
RIT S3   S3   S 0 1 Y N N 17.345 17.324 4.036  -2.434 -2.004 8.147  S3   RIT 3  
RIT C4   C4   C 0 1 Y N N 18.316 17.113 2.555  -2.084 -3.552 8.854  C4   RIT 4  
RIT N5   N5   N 0 1 Y N N 17.867 17.366 1.377  -0.772 -3.585 8.813  N5   RIT 5  
RIT C6   C6   C 0 1 N N N 15.073 18.417 3.489  -0.214 -0.235 7.227  C6   RIT 6  
RIT O7   O7   O 0 1 N N N 15.186 19.813 3.708  -0.096 -0.405 5.790  O7   RIT 7  
RIT C10  C10  C 0 1 N N N 14.216 20.602 4.339  0.360  0.605  5.027  C10  RIT 8  
RIT N11  N11  N 0 1 N N N 14.650 21.872 4.525  0.469  0.446  3.693  N11  RIT 9  
RIT C12  C12  C 0 1 N N S 13.873 22.912 5.228  0.967  1.546  2.863  C12  RIT 10 
RIT C13  C13  C 0 1 N N S 13.503 24.140 4.392  0.337  1.460  1.471  C13  RIT 11 
RIT C14  C14  C 0 1 N N N 12.672 23.806 3.171  -1.184 1.561  1.593  C14  RIT 12 
RIT C15  C15  C 0 1 N N S 11.140 23.572 3.315  -1.803 1.638  0.196  C15  RIT 13 
RIT C18  C18  C 0 1 N N N 9.960  24.298 5.348  -1.286 0.377  -1.823 C18  RIT 14 
RIT C19  C19  C 0 1 N N S 9.274  25.515 5.996  -1.190 -0.924 -2.577 C19  RIT 15 
RIT N20  N20  N 0 1 N N N 7.906  25.680 5.503  -1.004 -0.649 -4.004 N20  RIT 16 
RIT C21  C21  C 0 1 N N N 7.665  26.518 4.481  -1.474 -1.514 -4.923 C21  RIT 17 
RIT O24  O24  O 0 1 N N N 13.103 20.170 4.660  0.675  1.660  5.542  O24  RIT 18 
RIT C26  C26  C 0 1 N N N 14.261 23.243 6.671  2.488  1.445  2.742  C26  RIT 19 
RIT C28  C28  C 0 1 Y N N 14.816 22.225 7.534  3.109  1.530  4.113  C28  RIT 20 
RIT C31  C31  C 0 1 Y N N 13.799 21.708 8.344  3.322  0.378  4.847  C31  RIT 21 
RIT C32  C32  C 0 1 Y N N 14.098 20.603 9.157  3.891  0.456  6.104  C32  RIT 22 
RIT C33  C33  C 0 1 Y N N 15.374 20.013 9.171  4.247  1.685  6.627  C33  RIT 23 
RIT C34  C34  C 0 1 Y N N 16.392 20.566 8.364  4.034  2.836  5.893  C34  RIT 24 
RIT C35  C35  C 0 1 Y N N 16.115 21.668 7.549  3.469  2.758  4.633  C35  RIT 25 
RIT O41  O41  O 0 1 N N N 14.754 24.664 3.978  0.685  0.213  0.868  O41  RIT 26 
RIT C44  C44  C 0 1 N N N 10.569 23.586 1.929  -3.307 1.894  0.318  C44  RIT 27 
RIT C45  C45  C 0 1 Y N N 9.254  22.978 2.001  -3.916 1.970  -1.057 C45  RIT 28 
RIT C48  C48  C 0 1 Y N N 8.149  23.845 2.018  -4.395 0.825  -1.665 C48  RIT 29 
RIT C49  C49  C 0 1 Y N N 6.836  23.335 2.041  -4.955 0.894  -2.927 C49  RIT 30 
RIT C50  C50  C 0 1 Y N N 6.660  21.949 2.026  -5.036 2.109  -3.581 C50  RIT 31 
RIT C51  C51  C 0 1 Y N N 7.756  21.090 2.003  -4.558 3.255  -2.973 C51  RIT 32 
RIT C52  C52  C 0 1 Y N N 9.059  21.593 1.992  -4.002 3.186  -1.709 C52  RIT 33 
RIT N58  N58  N 0 1 N N N 10.469 24.554 4.137  -1.579 0.373  -0.507 N58  RIT 34 
RIT O61  O61  O 0 1 N N N 9.968  23.159 5.858  -1.101 1.427  -2.400 O61  RIT 35 
RIT C62  C62  C 0 1 N N N 9.255  25.567 7.557  0.000  -1.729 -2.053 C62  RIT 36 
RIT C64  C64  C 0 1 N N N 10.596 25.275 8.282  1.263  -0.867 -2.108 C64  RIT 37 
RIT C68  C68  C 0 1 N N N 8.565  26.841 8.095  -0.265 -2.152 -0.607 C68  RIT 38 
RIT N74  N74  N 0 1 N N N 6.423  26.400 3.958  -1.401 -1.210 -6.234 N74  RIT 39 
RIT C75  C75  C 0 1 N N N 5.969  27.345 2.938  -0.718 0.011  -6.666 C75  RIT 40 
RIT O76  O76  O 0 1 N N N 8.471  27.427 4.192  -1.964 -2.570 -4.570 O76  RIT 41 
RIT C77  C77  C 0 1 Y N N 5.910  26.849 1.559  0.737  -0.287 -6.912 C77  RIT 42 
RIT C80  C80  C 0 1 Y N N 7.024  27.012 0.784  1.168  -0.682 -8.137 C80  RIT 43 
RIT S81  S81  S 0 1 Y N N 6.639  26.257 -0.785 2.916  -0.878 -7.822 S81  RIT 44 
RIT C82  C82  C 0 1 Y N N 5.087  25.736 -0.124 2.894  -0.428 -6.145 C82  RIT 45 
RIT N83  N83  N 0 1 Y N N 4.871  26.263 1.044  1.623  -0.166 -5.946 N83  RIT 46 
RIT C85  C85  C 0 1 N N N 4.497  24.886 -1.046 4.041  -0.352 -5.170 C85  RIT 47 
RIT C86  C86  C 0 1 N N N 4.139  25.131 -2.506 4.693  -1.730 -5.041 C86  RIT 48 
RIT C90  C90  C 0 1 N N N 3.245  24.373 -0.462 5.074  0.655  -5.676 C90  RIT 49 
RIT C95  C95  C 0 1 N N N 5.484  25.508 4.240  -2.005 -2.102 -7.228 C95  RIT 50 
RIT H1   H1   H 0 1 N N N 16.067 18.004 0.590  1.003  -2.625 8.283  H1   RIT 51 
RIT H4   H4   H 0 1 N N N 19.343 16.777 2.335  -2.771 -4.296 9.231  H4   RIT 52 
RIT H61  1H6  H 0 1 N N N 14.124 18.151 2.967  0.766  -0.010 7.648  H61  RIT 53 
RIT H62A 2H6  H 0 0 N N N 14.898 17.857 4.437  -0.897 0.586  7.441  H62A RIT 54 
RIT H11  H11  H 0 1 N N N 15.574 22.047 4.130  0.218  -0.395 3.283  H11  RIT 55 
RIT H12  H12  H 0 1 N N N 12.917 22.354 5.369  0.701  2.498  3.324  H12  RIT 56 
RIT H13  H13  H 0 1 N N N 12.880 24.846 4.989  0.707  2.279  0.854  H13  RIT 57 
RIT H141 1H14 H 0 0 N N N 12.837 24.597 2.403  -1.445 2.458  2.156  H141 RIT 58 
RIT H142 2H14 H 0 0 N N N 13.119 22.915 2.671  -1.566 0.682  2.112  H142 RIT 59 
RIT H15  H15  H 0 1 N N N 10.978 22.599 3.835  -1.340 2.452  -0.361 H15  RIT 60 
RIT H19  H19  H 0 1 N N N 9.930  26.358 5.679  -2.106 -1.496 -2.433 H19  RIT 61 
RIT H20  H20  H 0 1 N N N 7.308  25.942 6.286  -0.543 0.156  -4.286 H20  RIT 62 
RIT H261 1H26 H 0 0 N N N 14.964 24.107 6.653  2.754  0.493  2.281  H261 RIT 63 
RIT H262 2H26 H 0 0 N N N 13.372 23.684 7.179  2.859  2.263  2.124  H262 RIT 64 
RIT H31  H31  H 0 1 N N N 12.792 22.158 8.341  3.045  -0.581 4.438  H31  RIT 65 
RIT H32  H32  H 0 1 N N N 13.307 20.186 9.803  4.058  -0.443 6.678  H32  RIT 66 
RIT H33  H33  H 0 1 N N N 15.572 19.131 9.803  4.690  1.746  7.610  H33  RIT 67 
RIT H34  H34  H 0 1 N N N 17.407 20.135 8.370  4.311  3.797  6.302  H34  RIT 68 
RIT H35  H35  H 0 1 N N N 16.915 22.095 6.922  3.303  3.658  4.060  H35  RIT 69 
RIT HO4  HO4  H 0 1 N N N 14.524 25.426 3.459  0.315  -0.481 1.429  HO4  RIT 70 
RIT H441 1H44 H 0 0 N N N 10.555 24.603 1.472  -3.770 1.081  0.876  H441 RIT 71 
RIT H442 2H44 H 0 0 N N N 11.234 23.100 1.177  -3.473 2.836  0.842  H442 RIT 72 
RIT H48  H48  H 0 1 N N N 8.313  24.935 2.013  -4.332 -0.124 -1.154 H48  RIT 73 
RIT H49  H49  H 0 1 N N N 5.962  24.007 2.070  -5.328 -0.000 -3.402 H49  RIT 74 
RIT H50  H50  H 0 1 N N N 5.641  21.526 2.032  -5.472 2.163  -4.568 H50  RIT 75 
RIT H51  H51  H 0 1 N N N 7.590  19.999 1.993  -4.621 4.204  -3.484 H51  RIT 76 
RIT H52  H52  H 0 1 N N N 9.921  20.906 1.976  -3.629 4.081  -1.234 H52  RIT 77 
RIT H58  H58  H 0 1 N N N 10.342 25.519 3.833  -1.641 -0.466 -0.026 H58  RIT 78 
RIT H62  H62  H 0 1 N N N 8.627  24.685 7.826  0.139  -2.616 -2.672 H62  RIT 79 
RIT H641 1H64 H 0 0 N N N 10.582 25.312 9.396  2.111  -1.440 -1.736 H641 RIT 80 
RIT H642 2H64 H 0 0 N N N 10.995 24.289 7.945  1.452  -0.565 -3.139 H642 RIT 81 
RIT H643 3H64 H 0 0 N N N 11.386 25.959 7.895  1.124  0.019  -1.490 H643 RIT 82 
RIT H681 1H68 H 0 0 N N N 8.551  26.878 9.209  -0.296 -1.268 0.029  H681 RIT 83 
RIT H682 2H68 H 0 0 N N N 9.028  27.760 7.667  -1.220 -2.674 -0.551 H682 RIT 84 
RIT H683 3H68 H 0 0 N N N 7.537  26.948 7.676  0.531  -2.815 -0.270 H683 RIT 85 
RIT H751 1H75 H 0 0 N N N 4.975  27.760 3.228  -1.175 0.377  -7.586 H751 RIT 86 
RIT H752 2H75 H 0 0 N N N 6.595  28.266 2.977  -0.807 0.770  -5.889 H752 RIT 87 
RIT H80  H80  H 0 1 N N N 7.881  27.537 1.238  0.610  -0.835 -9.049 H80  RIT 88 
RIT H85  H85  H 0 1 N N N 5.425  24.285 -1.191 3.669  -0.034 -4.196 H85  RIT 89 
RIT H861 1H86 H 0 0 N N N 3.664  24.447 -3.247 5.522  -1.675 -4.336 H861 RIT 90 
RIT H862 2H86 H 0 0 N N N 3.499  26.044 -2.500 3.957  -2.448 -4.681 H862 RIT 91 
RIT H863 3H86 H 0 0 N N N 5.087  25.468 -2.985 5.065  -2.048 -6.015 H863 RIT 92 
RIT H901 1H90 H 0 0 N N N 2.770  23.689 -1.203 5.446  0.337  -6.650 H901 RIT 93 
RIT H902 2H90 H 0 0 N N N 3.399  23.890 0.531  4.610  1.637  -5.768 H902 RIT 94 
RIT H903 3H90 H 0 0 N N N 2.560  25.187 -0.128 5.904  0.710  -4.971 H903 RIT 95 
RIT H951 1H95 H 0 0 N N N 4.460  25.410 3.808  -2.540 -2.903 -6.719 H951 RIT 96 
RIT H952 2H95 H 0 0 N N N 5.964  24.513 4.091  -2.700 -1.537 -7.848 H952 RIT 97 
RIT H953 3H95 H 0 0 N N N 5.337  25.570 5.343  -1.223 -2.529 -7.855 H953 RIT 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 
RIT C1  C2   DOUB Y N 1   
RIT C1  N5   SING Y N 2   
RIT C1  H1   SING N N 3   
RIT C2  S3   SING Y N 4   
RIT C2  C6   SING N N 5   
RIT S3  C4   SING Y N 6   
RIT C4  N5   DOUB Y N 7   
RIT C4  H4   SING N N 8   
RIT C6  O7   SING N N 9   
RIT C6  H61  SING N N 10  
RIT C6  H62A SING N N 11  
RIT O7  C10  SING N N 12  
RIT C10 N11  SING N N 13  
RIT C10 O24  DOUB N N 14  
RIT N11 C12  SING N N 15  
RIT N11 H11  SING N N 16  
RIT C12 C13  SING N N 17  
RIT C12 C26  SING N N 18  
RIT C12 H12  SING N N 19  
RIT C13 C14  SING N N 20  
RIT C13 O41  SING N N 21  
RIT C13 H13  SING N N 22  
RIT C14 C15  SING N N 23  
RIT C14 H141 SING N N 24  
RIT C14 H142 SING N N 25  
RIT C15 C44  SING N N 26  
RIT C15 N58  SING N N 27  
RIT C15 H15  SING N N 28  
RIT C18 C19  SING N N 29  
RIT C18 N58  SING N N 30  
RIT C18 O61  DOUB N N 31  
RIT C19 N20  SING N N 32  
RIT C19 C62  SING N N 33  
RIT C19 H19  SING N N 34  
RIT N20 C21  SING N N 35  
RIT N20 H20  SING N N 36  
RIT C21 N74  SING N N 37  
RIT C21 O76  DOUB N N 38  
RIT C26 C28  SING N N 39  
RIT C26 H261 SING N N 40  
RIT C26 H262 SING N N 41  
RIT C28 C31  DOUB Y N 42  
RIT C28 C35  SING Y N 43  
RIT C31 C32  SING Y N 44  
RIT C31 H31  SING N N 45  
RIT C32 C33  DOUB Y N 46  
RIT C32 H32  SING N N 47  
RIT C33 C34  SING Y N 48  
RIT C33 H33  SING N N 49  
RIT C34 C35  DOUB Y N 50  
RIT C34 H34  SING N N 51  
RIT C35 H35  SING N N 52  
RIT O41 HO4  SING N N 53  
RIT C44 C45  SING N N 54  
RIT C44 H441 SING N N 55  
RIT C44 H442 SING N N 56  
RIT C45 C48  DOUB Y N 57  
RIT C45 C52  SING Y N 58  
RIT C48 C49  SING Y N 59  
RIT C48 H48  SING N N 60  
RIT C49 C50  DOUB Y N 61  
RIT C49 H49  SING N N 62  
RIT C50 C51  SING Y N 63  
RIT C50 H50  SING N N 64  
RIT C51 C52  DOUB Y N 65  
RIT C51 H51  SING N N 66  
RIT C52 H52  SING N N 67  
RIT N58 H58  SING N N 68  
RIT C62 C64  SING N N 69  
RIT C62 C68  SING N N 70  
RIT C62 H62  SING N N 71  
RIT C64 H641 SING N N 72  
RIT C64 H642 SING N N 73  
RIT C64 H643 SING N N 74  
RIT C68 H681 SING N N 75  
RIT C68 H682 SING N N 76  
RIT C68 H683 SING N N 77  
RIT N74 C75  SING N N 78  
RIT N74 C95  SING N N 79  
RIT C75 C77  SING N N 80  
RIT C75 H751 SING N N 81  
RIT C75 H752 SING N N 82  
RIT C77 C80  DOUB Y N 83  
RIT C77 N83  SING Y N 84  
RIT C80 S81  SING Y N 85  
RIT C80 H80  SING N N 86  
RIT S81 C82  SING Y N 87  
RIT C82 N83  DOUB Y N 88  
RIT C82 C85  SING N N 89  
RIT C85 C86  SING N N 90  
RIT C85 C90  SING N N 91  
RIT C85 H85  SING N N 92  
RIT C86 H861 SING N N 93  
RIT C86 H862 SING N N 94  
RIT C86 H863 SING N N 95  
RIT C90 H901 SING N N 96  
RIT C90 H902 SING N N 97  
RIT C90 H903 SING N N 98  
RIT C95 H951 SING N N 99  
RIT C95 H952 SING N N 100 
RIT C95 H953 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 
RIT SMILES           ACDLabs              10.04 O=C(OCc1scnc1)NC(Cc2ccccc2)C(O)CC(NC(=O)C(NC(=O)N(Cc3nc(sc3)C(C)C)C)C(C)C)Cc4ccccc4 
RIT InChI            InChI                1.02b 
;InChI=1/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1/f/h39,41-42H
;
RIT InChIKey         InChI                1.02b NCDNCNXCDXHOMX-TYYXQKCWDL 
RIT SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)N(C)Cc1csc(n1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](Cc2ccccc2)NC(=O)OCc3scnc3)Cc4ccccc4 
RIT SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)N(C)Cc1csc(n1)C(C)C)C(=O)N[CH](C[CH](O)[CH](Cc2ccccc2)NC(=O)OCc3scnc3)Cc4ccccc4 
RIT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)c1nc(cs1)CN(C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc2ccccc2)C[C@@H]([C@H](Cc3ccccc3)NC(=O)OCc4cncs4)O 
RIT SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)c1nc(cs1)CN(C)C(=O)NC(C(C)C)C(=O)NC(Cc2ccccc2)CC(C(Cc3ccccc3)NC(=O)OCc4cncs4)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 
RIT "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,3S,4S)-1-benzyl-3-hydroxy-5-phenyl-4-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}pentyl]-N~2~-(methyl{[2-(1-methylethyl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-valinamide           
RIT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[[(2S)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenyl-hexan-2-yl]carbamate" 
# 
