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 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 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 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" NOL InChI InChI 1.03 ;InChI=1S/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 ; NOL InChIKey InChI 1.03 YIWYOEOSWRXENJ-FFXRMZKPSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NOL "Create component" 2006-06-14 RCSB NOL "Modify descriptor" 2011-06-04 RCSB #