data_NOL
# 
_chem_comp.id                                    NOL 
_chem_comp.name                                  N-[(BENZYLOXY)CARBONYL]-O-(TERT-BUTYL)-L-THREONYL-3-CYCLOHEXYL-N-[(1S)-2-HYDROXY-1-{[(3S)-2-OXOPYRROLIDIN-3-YL]METHYL}ETHYL]-L-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H50 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-14 
_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                        602.762 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NOL 
_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        ? 
_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 
NOL C1   C1   C 0 1 Y N N 21.500 5.948  19.394 -7.867  -1.624 0.251  C1   NOL 1  
NOL C2   C2   C 0 1 Y N N 20.195 6.062  18.814 -7.586  -0.308 -0.066 C2   NOL 2  
NOL C3   C3   C 0 1 Y N N 19.413 7.410  18.914 -8.330  0.712  0.497  C3   NOL 3  
NOL C4   C4   C 0 1 Y N N 19.992 8.510  19.572 -9.352  0.416  1.380  C4   NOL 4  
NOL C5   C5   C 0 1 Y N N 21.407 8.387  20.200 -9.629  -0.900 1.701  C5   NOL 5  
NOL C6   C6   C 0 1 Y N N 22.127 7.153  20.112 -8.885  -1.919 1.137  C6   NOL 6  
NOL C13  C13  C 0 1 N N N 19.595 4.846  18.106 -6.473  0.015  -1.029 C13  NOL 7  
NOL O15  O15  O 0 1 N N N 18.602 4.271  18.971 -5.232  0.187  -0.294 O15  NOL 8  
NOL C17  C17  C 0 1 N N N 18.648 3.485  20.160 -4.095  0.483  -0.952 C17  NOL 9  
NOL N19  N19  N 0 1 N N N 17.719 2.944  20.994 -2.944  0.643  -0.270 N19  NOL 10 
NOL C21  C21  C 0 1 N N S 17.974 2.150  22.218 -1.718  1.017  -0.980 C21  NOL 11 
NOL C23  C23  C 0 1 N N N 17.050 1.059  22.018 -0.546  0.285  -0.378 C23  NOL 12 
NOL N25  N25  N 0 1 N N N 17.903 0.051  22.044 0.598   0.153  -1.078 N25  NOL 13 
NOL C27  C27  C 0 1 N N S 17.388 -1.364 21.888 1.701   -0.643 -0.536 C27  NOL 14 
NOL C29  C29  C 0 1 N N N 16.726 -1.961 23.080 3.003   -0.168 -1.129 C29  NOL 15 
NOL N31  N31  N 0 1 N N N 15.700 -2.990 23.008 4.161   -0.758 -0.773 N31  NOL 16 
NOL C33  C33  C 0 1 N N S 14.557 -2.917 23.735 5.426   -0.296 -1.350 C33  NOL 17 
NOL C35  C35  C 0 1 N N N 13.645 -3.960 23.613 5.644   -0.969 -2.707 C35  NOL 18 
NOL O39  O39  O 0 1 N N N 14.088 -4.671 24.812 5.805   -2.376 -2.521 O39  NOL 19 
NOL C41  C41  C 0 1 N N N 13.716 -1.579 24.128 6.577   -0.660 -0.410 C41  NOL 20 
NOL C43  C43  C 0 1 N N S 13.787 -0.136 24.468 6.422   0.104  0.906  C43  NOL 21 
NOL C45  C45  C 0 1 N N N 14.445 0.002  25.838 6.545   1.627  0.666  C45  NOL 22 
NOL C47  C47  C 0 1 N N N 13.720 1.199  26.508 7.290   2.087  1.939  C47  NOL 23 
NOL N49  N49  N 0 1 N N N 12.431 1.250  25.812 8.035   0.911  2.403  N49  NOL 24 
NOL C51  C51  C 0 1 N N N 12.477 0.497  24.669 7.563   -0.220 1.845  C51  NOL 25 
NOL O54  O54  O 0 1 N N N 11.501 0.391  23.899 7.993   -1.334 2.061  O54  NOL 26 
NOL O56  O56  O 0 1 N N N 17.047 -1.535 24.205 3.008   0.746  -1.926 O56  NOL 27 
NOL C58  C58  C 0 1 N N N 18.425 -2.456 21.522 1.488   -2.117 -0.888 C58  NOL 28 
NOL C60  C60  C 0 1 N N N 19.391 -2.321 20.358 0.232   -2.633 -0.184 C60  NOL 29 
NOL C62  C62  C 0 1 N N N 18.613 -2.070 18.994 -0.051  -4.068 -0.633 C62  NOL 30 
NOL C63  C63  C 0 1 N N N 19.627 -1.926 17.799 -1.308  -4.584 0.071  C63  NOL 31 
NOL C64  C64  C 0 1 N N N 20.583 -3.209 17.693 -1.091  -4.557 1.585  C64  NOL 32 
NOL C65  C65  C 0 1 N N N 21.330 -3.533 19.055 -0.807  -3.123 2.035  C65  NOL 33 
NOL C66  C66  C 0 1 N N N 20.301 -3.635 20.269 0.449   -2.606 1.330  C66  NOL 34 
NOL O73  O73  O 0 1 N N N 15.875 0.894  21.877 -0.632  -0.186 0.736  O73  NOL 35 
NOL C75  C75  C 0 1 N N R 17.587 3.099  23.312 -1.496  2.525  -0.854 C75  NOL 36 
NOL C77  C77  C 0 1 N N N 17.813 2.414  24.719 -2.698  3.268  -1.442 C77  NOL 37 
NOL O79  O79  O 0 1 N N N 18.327 4.291  23.694 -1.349  2.872  0.524  O79  NOL 38 
NOL C81  C81  C 0 1 N N N 17.771 5.685  23.835 -0.315  3.856  0.594  C81  NOL 39 
NOL C83  C83  C 0 1 N N N 16.636 5.859  24.920 -0.682  5.046  -0.295 C83  NOL 40 
NOL C85  C85  C 0 1 N N N 17.210 6.180  22.472 -0.158  4.329  2.041  C85  NOL 41 
NOL C87  C87  C 0 1 N N N 18.925 6.598  24.243 1.003   3.246  0.111  C87  NOL 42 
NOL O89  O89  O 0 1 N N N 19.885 3.307  20.419 -4.108  0.606  -2.161 O89  NOL 43 
NOL H1   H1   H 0 1 N N N 22.042 5.016  19.327 -7.286  -2.421 -0.189 H1   NOL 44 
NOL H3   H3   H 0 1 N N N 18.429 7.498  18.478 -8.114  1.740  0.247  H3   NOL 45 
NOL H4   H4   H 0 1 N N N 19.451 9.442  19.641 -9.933  1.213  1.820  H4   NOL 46 
NOL H5   H5   H 0 1 N N N 21.849 9.234  20.704 -10.426 -1.131 2.391  H5   NOL 47 
NOL H6   H6   H 0 1 N N N 23.111 7.069  20.550 -9.102  -2.947 1.388  H6   NOL 48 
NOL H131 1H13 H 0 0 N N N 20.381 4.108  17.885 -6.709  0.935  -1.563 H131 NOL 49 
NOL H132 2H13 H 0 0 N N N 19.132 5.155  17.157 -6.362  -0.801 -1.742 H132 NOL 50 
NOL HN19 HN19 H 0 0 N N N 16.761 3.099  20.755 -2.927  0.510  0.691  HN19 NOL 51 
NOL H21  H21  H 0 1 N N N 18.979 1.762  22.439 -1.812  0.749  -2.032 H21  NOL 52 
NOL HN25 HN25 H 0 0 N N N 18.881 0.221  22.166 0.690   0.586  -1.942 HN25 NOL 53 
NOL H27  H27  H 0 1 N N N 16.691 -1.153 21.064 1.733   -0.530 0.548  H27  NOL 54 
NOL HN31 HN31 H 0 0 N N N 15.842 -3.775 22.404 4.157   -1.489 -0.136 HN31 NOL 55 
NOL H33  H33  H 0 1 N N N 15.275 -2.956 24.568 5.392   0.785  -1.481 H33  NOL 56 
NOL H351 1H35 H 0 0 N N N 13.645 -4.521 22.667 4.781   -0.783 -3.347 H351 NOL 57 
NOL H352 2H35 H 0 0 N N N 12.590 -3.648 23.632 6.538   -0.559 -3.176 H352 NOL 58 
NOL HO39 HO39 H 0 0 N N N 14.184 -5.595 24.615 5.939   -2.761 -3.398 HO39 NOL 59 
NOL H411 1H41 H 0 0 N N N 13.724 -1.856 25.192 6.561   -1.732 -0.213 H411 NOL 60 
NOL H412 2H41 H 0 0 N N N 13.089 -1.507 23.227 7.525   -0.391 -0.876 H412 NOL 61 
NOL H43  H43  H 0 1 N N N 14.318 0.335  23.627 5.465   -0.132 1.373  H43  NOL 62 
NOL H451 1H45 H 0 0 N N N 15.530 0.167  25.760 7.133   1.834  -0.227 H451 NOL 63 
NOL H452 2H45 H 0 0 N N N 14.321 -0.917 26.430 5.561   2.092  0.601  H452 NOL 64 
NOL H471 1H47 H 0 0 N N N 14.285 2.139  26.428 7.977   2.899  1.701  H471 NOL 65 
NOL H472 2H47 H 0 0 N N N 13.589 1.038  27.588 6.577   2.406  2.699  H472 NOL 66 
NOL HN49 HN49 H 0 0 N N N 11.632 1.762  26.127 8.772   0.943  3.033  HN49 NOL 67 
NOL H581 1H58 H 0 0 N N N 17.780 -3.283 21.190 1.368   -2.219 -1.967 H581 NOL 68 
NOL H582 2H58 H 0 0 N N N 19.061 -2.561 22.414 2.352   -2.697 -0.563 H582 NOL 69 
NOL H60  H60  H 0 1 N N N 20.038 -1.448 20.529 -0.616  -1.998 -0.441 H60  NOL 70 
NOL H621 1H62 H 0 0 N N N 18.031 -1.140 19.082 -0.206  -4.087 -1.712 H621 NOL 71 
NOL H622 2H62 H 0 0 N N N 17.944 -2.921 18.799 0.796   -4.703 -0.377 H622 NOL 72 
NOL H631 1H63 H 0 0 N N N 20.252 -1.038 17.976 -2.155  -3.949 -0.186 H631 NOL 73 
NOL H632 2H63 H 0 0 N N N 19.061 -1.825 16.861 -1.509  -5.606 -0.249 H632 NOL 74 
NOL H641 1H64 H 0 0 N N N 21.351 -2.991 16.936 -1.986  -4.925 2.087  H641 NOL 75 
NOL H642 2H64 H 0 0 N N N 19.967 -4.079 17.420 -0.243  -5.193 1.842  H642 NOL 76 
NOL H651 1H65 H 0 0 N N N 22.039 -2.719 19.266 -1.655  -2.487 1.778  H651 NOL 77 
NOL H652 2H65 H 0 0 N N N 21.856 -4.494 18.953 -0.653  -3.104 3.113  H652 NOL 78 
NOL H661 1H66 H 0 0 N N N 19.648 -4.505 20.105 1.297   -3.242 1.587  H661 NOL 79 
NOL H662 2H66 H 0 0 N N N 20.864 -3.745 21.208 0.651   -1.584 1.650  H662 NOL 80 
NOL H75  H75  H 0 1 N N N 16.618 3.361  22.862 -0.594  2.806  -1.398 H75  NOL 81 
NOL H771 1H77 H 0 0 N N N 16.976 2.665  25.387 -2.530  4.343  -1.373 H771 NOL 82 
NOL H772 2H77 H 0 0 N N N 18.754 2.778  25.157 -2.824  2.986  -2.487 H772 NOL 83 
NOL H773 3H77 H 0 0 N N N 17.865 1.323  24.592 -3.596  3.004  -0.883 H773 NOL 84 
NOL H831 1H83 H 0 0 N N N 15.943 5.006  24.865 -1.591  5.515  0.083  H831 NOL 85 
NOL H832 2H83 H 0 0 N N N 16.086 6.792  24.728 0.132   5.771  -0.286 H832 NOL 86 
NOL H833 3H83 H 0 0 N N N 17.089 5.899  25.922 -0.849  4.700  -1.315 H833 NOL 87 
NOL H851 1H85 H 0 0 N N N 17.448 5.445  21.689 0.103   3.481  2.674  H851 NOL 88 
NOL H852 2H85 H 0 0 N N N 17.666 7.148  22.218 0.630   5.080  2.094  H852 NOL 89 
NOL H853 3H85 H 0 0 N N N 16.119 6.297  22.545 -1.097  4.763  2.384  H853 NOL 90 
NOL H871 1H87 H 0 0 N N N 19.535 6.097  25.009 0.937   3.037  -0.956 H871 NOL 91 
NOL H872 2H87 H 0 0 N N N 18.523 7.537  24.651 1.816   3.948  0.294  H872 NOL 92 
NOL H873 3H87 H 0 0 N N N 19.548 6.818  23.364 1.194   2.320  0.652  H873 NOL 93 
# 
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 
NOL C1  C2   SING Y N 1  
NOL C1  C6   DOUB Y N 2  
NOL C1  H1   SING N N 3  
NOL C2  C3   DOUB Y N 4  
NOL C2  C13  SING N N 5  
NOL C3  C4   SING Y N 6  
NOL C3  H3   SING N N 7  
NOL C4  C5   DOUB Y N 8  
NOL C4  H4   SING N N 9  
NOL C5  C6   SING Y N 10 
NOL C5  H5   SING N N 11 
NOL C6  H6   SING N N 12 
NOL C13 O15  SING N N 13 
NOL C13 H131 SING N N 14 
NOL C13 H132 SING N N 15 
NOL O15 C17  SING N N 16 
NOL C17 N19  SING N N 17 
NOL C17 O89  DOUB N N 18 
NOL N19 C21  SING N N 19 
NOL N19 HN19 SING N N 20 
NOL C21 C23  SING N N 21 
NOL C21 C75  SING N N 22 
NOL C21 H21  SING N N 23 
NOL C23 N25  SING N N 24 
NOL C23 O73  DOUB N N 25 
NOL N25 C27  SING N N 26 
NOL N25 HN25 SING N N 27 
NOL C27 C29  SING N N 28 
NOL C27 C58  SING N N 29 
NOL C27 H27  SING N N 30 
NOL C29 N31  SING N N 31 
NOL C29 O56  DOUB N N 32 
NOL N31 C33  SING N N 33 
NOL N31 HN31 SING N N 34 
NOL C33 C35  SING N N 35 
NOL C33 C41  SING N N 36 
NOL C33 H33  SING N N 37 
NOL C35 O39  SING N N 38 
NOL C35 H351 SING N N 39 
NOL C35 H352 SING N N 40 
NOL O39 HO39 SING N N 41 
NOL C41 C43  SING N N 42 
NOL C41 H411 SING N N 43 
NOL C41 H412 SING N N 44 
NOL C43 C45  SING N N 45 
NOL C43 C51  SING N N 46 
NOL C43 H43  SING N N 47 
NOL C45 C47  SING N N 48 
NOL C45 H451 SING N N 49 
NOL C45 H452 SING N N 50 
NOL C47 N49  SING N N 51 
NOL C47 H471 SING N N 52 
NOL C47 H472 SING N N 53 
NOL N49 C51  SING N N 54 
NOL N49 HN49 SING N N 55 
NOL C51 O54  DOUB N N 56 
NOL C58 C60  SING N N 57 
NOL C58 H581 SING N N 58 
NOL C58 H582 SING N N 59 
NOL C60 C62  SING N N 60 
NOL C60 C66  SING N N 61 
NOL C60 H60  SING N N 62 
NOL C62 C63  SING N N 63 
NOL C62 H621 SING N N 64 
NOL C62 H622 SING N N 65 
NOL C63 C64  SING N N 66 
NOL C63 H631 SING N N 67 
NOL C63 H632 SING N N 68 
NOL C64 C65  SING N N 69 
NOL C64 H641 SING N N 70 
NOL C64 H642 SING N N 71 
NOL C65 C66  SING N N 72 
NOL C65 H651 SING N N 73 
NOL C65 H652 SING N N 74 
NOL C66 H661 SING N N 75 
NOL C66 H662 SING N N 76 
NOL C75 C77  SING N N 77 
NOL C75 O79  SING N N 78 
NOL C75 H75  SING N N 79 
NOL C77 H771 SING N N 80 
NOL C77 H772 SING N N 81 
NOL C77 H773 SING N N 82 
NOL O79 C81  SING N N 83 
NOL C81 C83  SING N N 84 
NOL C81 C85  SING N N 85 
NOL C81 C87  SING N N 86 
NOL C83 H831 SING N N 87 
NOL C83 H832 SING N N 88 
NOL C83 H833 SING N N 89 
NOL C85 H851 SING N N 90 
NOL C85 H852 SING N N 91 
NOL C85 H853 SING N N 92 
NOL C87 H871 SING N N 93 
NOL C87 H872 SING N N 94 
NOL C87 H873 SING N N 95 
# 
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 
NOL SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)NC(CC2C(=O)NCC2)CO)CC3CCCCC3)C(OC(C)(C)C)C 
NOL InChI            InChI                1.02b 
;InChI=1/C32H50N4O7/c1-21(43-32(2,3)4)27(36-31(41)42-20-23-13-9-6-10-14-23)30(40)35-26(17-22-11-7-5-8-12-22)29(39)34-25(19-37)18-24-15-16-33-28(24)38/h6,9-10,13-14,21-22,24-27,37H,5,7-8,11-12,15-20H2,1-4H3,(H,33,38)(H,34,39)(H,35,40)(H,36,41)/t21-,24+,25+,26+,27+/m1/s1/f/h33-36H
;
NOL InChIKey         InChI                1.02b YIWYOEOSWRXENJ-TVKCIBRJDF 
NOL SMILES_CANONICAL CACTVS               3.341 C[C@@H](OC(C)(C)C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O 
NOL SMILES           CACTVS               3.341 C[CH](OC(C)(C)C)[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](CC2CCCCC2)C(=O)N[CH](CO)C[CH]3CCNC3=O 
NOL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@@H](C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)CO)NC(=O)OCc3ccccc3)OC(C)(C)C 
NOL SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C(=O)NC(CC1CCCCC1)C(=O)NC(CC2CCNC2=O)CO)NC(=O)OCc3ccccc3)OC(C)(C)C 
# 
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 
NOL "SYSTEMATIC NAME" ACDLabs              10.04 N-[(benzyloxy)carbonyl]-O-tert-butyl-L-threonyl-3-cyclohexyl-N-[(1S)-2-hydroxy-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}ethyl]-L-alaninamide                                                            
NOL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S,3R)-1-[[(2S)-3-cyclohexyl-1-[[(2S)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-1-oxo-propan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxy]-1-oxo-butan-2-yl]carbamate" 
# 
