data_LGZ # _chem_comp.id LGZ _chem_comp.name ;CARBAMIC ACID 1-{5-BENZYL-5-[2-HYDROXY-4-PHENYL-3-(TETRAHYDRO-FURAN- 3-YLOXYCARBONYLAMINO)-BUTYL]-4-OXO-4,5-DIHYDRO-1H-PYRROL-3-YL}- INDAN-2-YL ESTER ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H39 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "LGZ479 INHIBITOR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-01-21 _chem_comp.pdbx_modified_date 2020-06-17 _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 625.711 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LGZ _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 1NPW _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 LGZ O01 O01 O 0 1 N N N 16.359 20.230 4.858 4.906 -1.737 0.038 O01 LGZ 1 LGZ C02 C02 C 0 1 N N N 15.289 20.848 5.226 4.055 -0.721 0.274 C02 LGZ 2 LGZ O03 O03 O 0 1 N N N 14.215 20.333 5.151 4.329 0.122 1.105 O03 LGZ 3 LGZ NP4 NP4 N 0 1 N N N 15.580 22.128 5.674 2.898 -0.639 -0.413 NP4 LGZ 4 LGZ C05 C05 C 0 1 N N S 14.683 23.101 6.360 1.971 0.467 -0.157 C05 LGZ 5 LGZ C06 C06 C 0 1 N N S 13.969 24.087 5.414 0.552 0.042 -0.540 C06 LGZ 6 LGZ O07 O07 O 0 1 N N N 14.965 24.822 4.679 0.515 -0.299 -1.927 O07 LGZ 7 LGZ C08 C08 C 0 1 N N N 13.208 23.351 4.234 0.140 -1.172 0.295 C08 LGZ 8 LGZ C09 C09 C 0 1 N N S 11.912 24.124 3.833 -1.320 -1.520 0.003 C09 LGZ 9 LGZ C10 C10 C 0 1 N N N 11.270 23.545 2.554 -1.769 -2.705 0.861 C10 LGZ 10 LGZ C11 C11 C 0 1 Y N N 9.845 24.049 2.393 -3.185 -3.078 0.502 C11 LGZ 11 LGZ C12 C12 C 0 1 Y N N 9.655 25.268 1.757 -3.422 -4.007 -0.494 C12 LGZ 12 LGZ C13 C13 C 0 1 Y N N 8.414 25.791 1.575 -4.720 -4.349 -0.824 C13 LGZ 13 LGZ C14 C14 C 0 1 Y N N 7.339 25.114 2.052 -5.781 -3.763 -0.158 C14 LGZ 14 LGZ C15 C15 C 0 1 Y N N 7.524 23.888 2.686 -5.543 -2.834 0.838 C15 LGZ 15 LGZ C16 C16 C 0 1 Y N N 8.764 23.348 2.870 -4.244 -2.495 1.171 C16 LGZ 16 LGZ C17 C17 C 0 1 N N N 10.904 23.989 4.999 -2.206 -0.314 0.243 C17 LGZ 17 LGZ O18 O18 O 0 1 N N N 10.542 22.929 5.451 -2.371 0.282 1.289 O18 LGZ 18 LGZ C19 C19 C 0 1 N N S 9.525 25.500 6.535 -3.776 1.084 -1.252 C19 LGZ 19 LGZ C20 C20 C 0 1 N N R 8.189 26.120 6.024 -3.151 2.440 -0.861 C20 LGZ 20 LGZ O1 O1 O 0 1 N N N 8.576 27.284 5.255 -2.146 2.267 0.173 O1 LGZ 21 LGZ C22 C22 C 0 1 N N N 7.444 26.654 7.260 -4.365 3.225 -0.320 C22 LGZ 22 LGZ C23 C23 C 0 1 Y N N 8.637 27.161 8.010 -5.329 2.170 0.180 C23 LGZ 23 LGZ C24 C24 C 0 1 Y N N 8.632 28.111 9.031 -6.414 2.278 1.034 C24 LGZ 24 LGZ C25 C25 C 0 1 Y N N 9.822 28.370 9.688 -7.160 1.161 1.353 C25 LGZ 25 LGZ C26 C26 C 0 1 Y N N 11.007 27.710 9.318 -6.824 -0.069 0.820 C26 LGZ 26 LGZ C27 C27 C 0 1 Y N N 11.011 26.775 8.276 -5.742 -0.179 -0.031 C27 LGZ 27 LGZ C28 C28 C 0 1 Y N N 9.817 26.507 7.623 -4.992 0.940 -0.353 C28 LGZ 28 LGZ N29 N29 N 0 1 N N N 12.173 25.564 3.821 -1.502 -1.821 -1.426 N29 LGZ 29 LGZ C30 C30 C 0 1 N N N 11.270 26.157 4.797 -2.378 -0.913 -1.929 C30 LGZ 30 LGZ C35 C35 C 0 1 N N N 10.556 25.287 5.478 -2.803 -0.038 -0.997 C35 LGZ 31 LGZ C36 C36 C 0 1 N N N 15.481 23.750 7.490 2.383 1.681 -0.992 C36 LGZ 32 LGZ C37 C37 C 0 1 Y N N 16.046 22.646 8.405 3.730 2.175 -0.530 C37 LGZ 33 LGZ C38 C38 C 0 1 Y N N 15.137 21.896 9.169 4.883 1.677 -1.107 C38 LGZ 34 LGZ C39 C39 C 0 1 Y N N 15.579 20.792 9.916 6.119 2.130 -0.684 C39 LGZ 35 LGZ C40 C40 C 0 1 Y N N 16.933 20.434 9.964 6.201 3.081 0.316 C40 LGZ 36 LGZ C41 C41 C 0 1 Y N N 17.857 21.214 9.259 5.048 3.579 0.893 C41 LGZ 37 LGZ C42 C42 C 0 1 Y N N 17.412 22.310 8.481 3.812 3.129 0.467 C42 LGZ 38 LGZ C44 C44 C 0 1 N N S 16.397 19.188 3.924 6.153 -1.826 0.778 C44 LGZ 39 LGZ C45 C45 C 0 1 N N N 17.558 18.269 3.874 7.296 -1.141 -0.004 C45 LGZ 40 LGZ O46 O46 O 0 1 N N N 17.844 18.428 2.515 8.455 -1.972 0.237 O46 LGZ 41 LGZ C47 C47 C 0 1 N N N 16.614 18.410 1.753 7.970 -3.332 0.176 C47 LGZ 42 LGZ C48 C48 C 0 1 N N N 15.514 18.835 2.758 6.606 -3.298 0.900 C48 LGZ 43 LGZ C1 C1 C 0 1 N N N 7.818 27.918 4.365 -1.129 3.143 0.276 C1 LGZ 44 LGZ N1 N1 N 0 1 N N N 6.548 27.557 4.316 -0.196 2.982 1.236 N1 LGZ 45 LGZ O2 O2 O 0 1 N N N 8.249 28.863 3.762 -1.053 4.079 -0.495 O2 LGZ 46 LGZ H1 H1 H 0 1 N N N 16.556 22.373 5.652 2.679 -1.311 -1.077 H1 LGZ 47 LGZ H2 H2 H 0 1 N N N 13.942 22.431 6.807 2.000 0.727 0.901 H2 LGZ 48 LGZ H3 H3 H 0 1 N N N 13.228 24.500 6.177 -0.137 0.865 -0.349 H3 LGZ 49 LGZ H4 H4 H 0 1 N N N 14.940 25.740 4.322 1.137 -1.028 -2.052 H4 LGZ 50 LGZ H5 H5 H 0 1 N N N 12.892 22.395 4.619 0.254 -0.940 1.354 H5 LGZ 51 LGZ H6 H6 H 0 1 N N N 13.761 23.024 3.343 0.775 -2.021 0.039 H6 LGZ 52 LGZ H7 H7 H 0 1 N N N 11.268 22.466 2.592 -1.112 -3.555 0.680 H7 LGZ 53 LGZ H8 H8 H 0 1 N N N 11.843 23.852 1.699 -1.723 -2.428 1.915 H8 LGZ 54 LGZ H9 H9 H 0 1 N N N 10.507 25.864 1.455 -2.594 -4.465 -1.014 H9 LGZ 55 LGZ H10 H10 H 0 1 N N N 8.310 26.768 1.111 -4.906 -5.074 -1.602 H10 LGZ 56 LGZ H11 H11 H 0 1 N N N 6.362 25.561 1.944 -6.795 -4.030 -0.417 H11 LGZ 57 LGZ H12 H12 H 0 1 N N N 6.637 23.385 3.050 -6.371 -2.376 1.358 H12 LGZ 58 LGZ H13 H13 H 0 1 N N N 8.891 22.380 3.335 -4.059 -1.770 1.949 H13 LGZ 59 LGZ H14 H14 H 0 1 N N N 9.291 24.553 7.004 -4.078 1.091 -2.299 H14 LGZ 60 LGZ H15 H15 H 0 1 N N N 7.614 25.436 5.406 -2.726 2.937 -1.733 H15 LGZ 61 LGZ H16 H16 H 0 1 N N N 6.983 25.840 7.808 -4.059 3.877 0.499 H16 LGZ 62 LGZ H17 H17 H 0 1 N N N 6.702 27.409 7.075 -4.824 3.809 -1.118 H17 LGZ 63 LGZ H18 H18 H 0 1 N N N 7.701 28.593 9.314 -6.677 3.239 1.451 H18 LGZ 64 LGZ H19 H19 H 0 1 N N N 9.794 29.119 10.467 -8.006 1.249 2.020 H19 LGZ 65 LGZ H20 H20 H 0 1 N N N 11.947 27.982 9.769 -7.407 -0.944 1.069 H20 LGZ 66 LGZ H21 H21 H 0 1 N N N 11.931 26.290 7.971 -5.480 -1.140 -0.448 H21 LGZ 67 LGZ H22 H22 H 0 1 N N N 13.092 25.766 4.185 -1.075 -2.539 -1.919 H22 LGZ 68 LGZ H23 H23 H 0 1 N N N 11.148 27.204 4.931 -2.699 -0.895 -2.960 H23 LGZ 69 LGZ H24 H24 H 0 1 N N N 14.884 24.432 8.064 2.441 1.397 -2.042 H24 LGZ 70 LGZ H25 H25 H 0 1 N N N 16.324 24.301 7.106 1.644 2.473 -0.870 H25 LGZ 71 LGZ H26 H26 H 0 1 N N N 14.085 22.149 9.195 4.819 0.935 -1.889 H26 LGZ 72 LGZ H27 H27 H 0 1 N N N 14.856 20.217 10.485 7.020 1.741 -1.134 H27 LGZ 73 LGZ H28 H28 H 0 1 N N N 17.224 19.570 10.557 7.166 3.434 0.648 H28 LGZ 74 LGZ H29 H29 H 0 1 N N N 18.903 20.926 9.259 5.112 4.321 1.675 H29 LGZ 75 LGZ H30 H30 H 0 1 N N N 18.142 22.837 7.874 2.911 3.518 0.917 H30 LGZ 76 LGZ H31 H31 H 0 1 N N N 16.824 20.016 3.356 6.043 -1.377 1.765 H31 LGZ 77 LGZ H32 H32 H 0 1 N N N 17.308 17.244 4.108 7.063 -1.115 -1.068 H32 LGZ 78 LGZ H33 H33 H 0 1 N N N 18.385 18.563 4.496 7.467 -0.133 0.373 H33 LGZ 79 LGZ H34 H34 H 0 1 N N N 16.453 17.386 1.450 8.657 -4.003 0.691 H34 LGZ 80 LGZ H35 H35 H 0 1 N N N 16.686 19.033 0.881 7.842 -3.642 -0.861 H35 LGZ 81 LGZ H36 H36 H 0 1 N N N 14.866 19.629 2.410 6.723 -3.576 1.947 H36 LGZ 82 LGZ H37 H37 H 0 1 N N N 14.922 17.988 3.075 5.895 -3.959 0.405 H37 LGZ 83 LGZ H38 H38 H 0 1 N N N 6.069 28.108 3.642 0.536 3.614 1.310 H38 LGZ 84 LGZ H39 H39 H 0 1 N N N 6.131 26.849 4.885 -0.260 2.237 1.854 H39 LGZ 85 # # 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 LGZ O01 C02 SING N N 1 LGZ O01 C44 SING N N 2 LGZ C02 O03 DOUB N N 3 LGZ C02 NP4 SING N N 4 LGZ NP4 C05 SING N N 5 LGZ NP4 H1 SING N N 6 LGZ C05 C06 SING N N 7 LGZ C05 C36 SING N N 8 LGZ C05 H2 SING N N 9 LGZ C06 O07 SING N N 10 LGZ C06 C08 SING N N 11 LGZ C06 H3 SING N N 12 LGZ O07 H4 SING N N 13 LGZ C08 C09 SING N N 14 LGZ C08 H5 SING N N 15 LGZ C08 H6 SING N N 16 LGZ C09 C10 SING N N 17 LGZ C09 C17 SING N N 18 LGZ C09 N29 SING N N 19 LGZ C10 C11 SING N N 20 LGZ C10 H7 SING N N 21 LGZ C10 H8 SING N N 22 LGZ C11 C12 DOUB Y N 23 LGZ C11 C16 SING Y N 24 LGZ C12 C13 SING Y N 25 LGZ C12 H9 SING N N 26 LGZ C13 C14 DOUB Y N 27 LGZ C13 H10 SING N N 28 LGZ C14 C15 SING Y N 29 LGZ C14 H11 SING N N 30 LGZ C15 C16 DOUB Y N 31 LGZ C15 H12 SING N N 32 LGZ C16 H13 SING N N 33 LGZ C17 O18 DOUB N N 34 LGZ C17 C35 SING N N 35 LGZ C19 C20 SING N N 36 LGZ C19 C28 SING N N 37 LGZ C19 C35 SING N N 38 LGZ C19 H14 SING N N 39 LGZ C20 O1 SING N N 40 LGZ C20 C22 SING N N 41 LGZ C20 H15 SING N N 42 LGZ O1 C1 SING N N 43 LGZ C22 C23 SING N N 44 LGZ C22 H16 SING N N 45 LGZ C22 H17 SING N N 46 LGZ C23 C24 DOUB Y N 47 LGZ C23 C28 SING Y N 48 LGZ C24 C25 SING Y N 49 LGZ C24 H18 SING N N 50 LGZ C25 C26 DOUB Y N 51 LGZ C25 H19 SING N N 52 LGZ C26 C27 SING Y N 53 LGZ C26 H20 SING N N 54 LGZ C27 C28 DOUB Y N 55 LGZ C27 H21 SING N N 56 LGZ N29 C30 SING N N 57 LGZ N29 H22 SING N N 58 LGZ C30 C35 DOUB N N 59 LGZ C30 H23 SING N N 60 LGZ C36 C37 SING N N 61 LGZ C36 H24 SING N N 62 LGZ C36 H25 SING N N 63 LGZ C37 C38 DOUB Y N 64 LGZ C37 C42 SING Y N 65 LGZ C38 C39 SING Y N 66 LGZ C38 H26 SING N N 67 LGZ C39 C40 DOUB Y N 68 LGZ C39 H27 SING N N 69 LGZ C40 C41 SING Y N 70 LGZ C40 H28 SING N N 71 LGZ C41 C42 DOUB Y N 72 LGZ C41 H29 SING N N 73 LGZ C42 H30 SING N N 74 LGZ C44 C45 SING N N 75 LGZ C44 C48 SING N N 76 LGZ C44 H31 SING N N 77 LGZ C45 O46 SING N N 78 LGZ C45 H32 SING N N 79 LGZ C45 H33 SING N N 80 LGZ O46 C47 SING N N 81 LGZ C47 C48 SING N N 82 LGZ C47 H34 SING N N 83 LGZ C47 H35 SING N N 84 LGZ C48 H36 SING N N 85 LGZ C48 H37 SING N N 86 LGZ C1 N1 SING N N 87 LGZ C1 O2 DOUB N N 88 LGZ N1 H38 SING N N 89 LGZ N1 H39 SING N N 90 # # 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 LGZ SMILES ACDLabs 10.04 "O=C(OC1CCOC1)NC(Cc2ccccc2)C(O)CC3(C(=O)C(=CN3)C5c4ccccc4CC5OC(=O)N)Cc6ccccc6" LGZ SMILES_CANONICAL CACTVS 3.341 "NC(=O)O[C@@H]1Cc2ccccc2[C@@H]1C3=CN[C@](C[C@H](O)[C@H](Cc4ccccc4)NC(=O)O[C@@H]5CCOC5)(Cc6ccccc6)C3=O" LGZ SMILES CACTVS 3.341 "NC(=O)O[CH]1Cc2ccccc2[CH]1C3=CN[C](C[CH](O)[CH](Cc4ccccc4)NC(=O)O[CH]5CCOC5)(Cc6ccccc6)C3=O" LGZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C[C@@H]([C@H](C[C@]2(C(=O)C(=CN2)[C@H]3c4ccccc4C[C@H]3OC(=O)N)Cc5ccccc5)O)NC(=O)OC6CCOC6" LGZ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CC(C(CC2(C(=O)C(=CN2)C3c4ccccc4CC3OC(=O)N)Cc5ccccc5)O)NC(=O)OC6CCOC6" LGZ InChI InChI 1.03 "InChI=1S/C36H39N3O7/c37-34(42)46-31-18-25-13-7-8-14-27(25)32(31)28-21-38-36(33(28)41,19-24-11-5-2-6-12-24)20-30(40)29(17-23-9-3-1-4-10-23)39-35(43)45-26-15-16-44-22-26/h1-14,21,26,29-32,38,40H,15-20,22H2,(H2,37,42)(H,39,43)/t26-,29+,30+,31-,32-,36+/m1/s1" LGZ InChIKey InChI 1.03 LIIUTXFOEDWJEK-HQJNJJHVSA-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 LGZ "SYSTEMATIC NAME" ACDLabs 10.04 "(3R)-tetrahydrofuran-3-yl [(1S,2S)-1-benzyl-3-{(2S)-2-benzyl-4-[(1R,2R)-2-(carbamoyloxy)-2,3-dihydro-1H-inden-1-yl]-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-2-hydroxypropyl]carbamate" LGZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "oxolan-3-yl N-[(2S,3S)-4-[(2S)-4-[(1R,2R)-2-aminocarbonyloxy-2,3-dihydro-1H-inden-1-yl]-3-oxo-2-(phenylmethyl)-1H-pyrrol-2-yl]-3-hydroxy-1-phenyl-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 LGZ "Create component" 2003-01-21 RCSB LGZ "Modify descriptor" 2011-06-04 RCSB LGZ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LGZ _pdbx_chem_comp_synonyms.name "LGZ479 INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##