data_G83 # _chem_comp.id G83 _chem_comp.name "ETHYL (5S,8S,11R)-8-BENZYL-5-(2-TERT-BUTOXY-2-OXOETHYL)-3,6,9-TRIOXO-11-{[(3S)-2-OXOPYRROLIDIN-3-YL]METHYL}-1-PHENYL-2-OXA-4,7,10-TRIAZATETRADECAN-14-OATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H48 N4 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-24 _chem_comp.pdbx_modified_date 2014-09-05 _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 680.788 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G83 _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 3ZVD _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 G83 O19 O19 O 0 1 N N N 2.908 16.762 12.883 3.982 -0.890 1.433 O19 G83 1 G83 C17 C17 C 0 1 N N N 2.495 17.360 13.854 4.298 -0.405 0.364 C17 G83 2 G83 O15 O15 O 0 1 N N N 2.908 18.754 13.991 5.422 -0.814 -0.254 O15 G83 3 G83 C13 C13 C 0 1 N N N 3.889 19.331 13.110 6.207 -1.837 0.414 C13 G83 4 G83 C4 C4 C 0 1 Y N N 5.273 18.927 13.580 7.419 -2.165 -0.421 C4 G83 5 G83 C6 C6 C 0 1 Y N N 6.041 19.814 14.344 8.596 -1.466 -0.234 C6 G83 6 G83 C8 C8 C 0 1 Y N N 7.322 19.465 14.803 9.708 -1.767 -0.999 C8 G83 7 G83 C10 C10 C 0 1 Y N N 7.840 18.196 14.487 9.641 -2.767 -1.951 C10 G83 8 G83 C1 C1 C 0 1 Y N N 7.075 17.298 13.731 8.463 -3.467 -2.137 C1 G83 9 G83 C2 C2 C 0 1 Y N N 5.795 17.667 13.282 7.354 -3.169 -1.369 C2 G83 10 G83 N21 N21 N 0 1 N N N 1.705 16.766 14.746 3.521 0.537 -0.205 N21 G83 11 G83 C23 C23 C 0 1 N N S 1.215 15.394 14.609 2.240 0.899 0.408 C23 G83 12 G83 C25 C25 C 0 1 N N N 1.548 14.624 15.888 1.950 2.378 0.148 C25 G83 13 G83 C14 C14 C 0 1 N N N 3.042 14.608 16.140 2.972 3.224 0.863 C14 G83 14 G83 O1 O1 O 0 1 N N N 3.843 14.278 15.279 3.779 2.704 1.597 O1 G83 15 G83 O2 O2 O 0 1 N N N 3.491 15.043 17.455 2.985 4.554 0.685 O2 G83 16 G83 C29 C29 C 0 1 N N N 4.813 14.943 17.996 3.997 5.306 1.406 C29 G83 17 G83 C12 C12 C 0 1 N N N 5.308 13.492 17.872 5.387 4.821 0.987 C12 G83 18 G83 C43 C43 C 0 1 N N N 4.708 15.328 19.473 3.856 6.794 1.080 C43 G83 19 G83 C45 C45 C 0 1 N N N 5.749 15.908 17.274 3.815 5.094 2.910 C45 G83 20 G83 C31 C31 C 0 1 N N N -0.286 15.432 14.437 1.142 0.058 -0.190 C31 G83 21 G83 O35 O35 O 0 1 N N N -0.890 16.378 14.916 1.403 -0.762 -1.044 O35 G83 22 G83 N33 N33 N 0 1 N N N -0.908 14.461 13.766 -0.131 0.218 0.225 N33 G83 23 G83 C37 C37 C 0 1 N N S -2.354 14.468 13.596 -1.199 -0.599 -0.357 C37 G83 24 G83 C41 C41 C 0 1 N N N -2.671 13.388 12.547 -1.280 -1.935 0.384 C41 G83 25 G83 C51 C51 C 0 1 Y N N -4.180 13.202 12.432 -0.011 -2.715 0.154 C51 G83 26 G83 C53 C53 C 0 1 Y N N -4.745 11.912 12.583 1.058 -2.565 1.017 C53 G83 27 G83 C7 C7 C 0 1 Y N N -6.140 11.747 12.481 2.222 -3.280 0.806 C7 G83 28 G83 C9 C9 C 0 1 Y N N -6.966 12.868 12.229 2.316 -4.146 -0.268 C9 G83 29 G83 C11 C11 C 0 1 Y N N -6.427 14.165 12.074 1.246 -4.296 -1.130 C11 G83 30 G83 C55 C55 C 0 1 Y N N -5.036 14.316 12.166 0.081 -3.584 -0.917 C55 G83 31 G83 C39 C39 C 0 1 N N N -2.991 14.214 14.944 -2.513 0.128 -0.229 C39 G83 32 G83 O47 O47 O 0 1 N N N -2.577 13.281 15.628 -2.553 1.220 0.296 O47 G83 33 G83 N49 N49 N 0 1 N N N -3.971 15.045 15.379 -3.643 -0.437 -0.698 N49 G83 34 G83 C57 C57 C 0 1 N N R -4.602 14.842 16.696 -4.902 0.313 -0.674 C57 G83 35 G83 C59 C59 C 0 1 N N N -4.353 16.097 17.557 -5.028 1.139 -1.955 C59 G83 36 G83 C61 C61 C 0 1 N N S -2.871 16.446 17.782 -6.262 2.039 -1.862 C61 G83 37 G83 C73 C73 C 0 1 N N N -1.966 15.288 18.275 -6.506 2.764 -3.207 C73 G83 38 G83 C71 C71 C 0 1 N N N -1.046 15.860 19.372 -7.012 4.144 -2.733 C71 G83 39 G83 N69 N69 N 0 1 N N N -1.780 17.098 19.678 -6.451 4.327 -1.389 N69 G83 40 G83 C65 C65 C 0 1 N N N -2.674 17.477 18.863 -6.027 3.160 -0.874 C65 G83 41 G83 O66 O66 O 0 1 N N N -3.319 18.638 18.947 -5.529 3.025 0.224 O66 G83 42 G83 C63 C63 C 0 1 N N N -6.083 14.524 16.462 -6.076 -0.663 -0.578 C63 G83 43 G83 C82 C82 C 0 1 N N N -6.302 13.133 15.857 -6.018 -1.400 0.762 C82 G83 44 G83 C84 C84 C 0 1 N N N -5.813 12.009 16.768 -7.174 -2.362 0.856 C84 G83 45 G83 O88 O88 O 0 1 N N N -5.904 12.114 18.001 -7.964 -2.449 -0.054 O88 G83 46 G83 O86 O86 O 0 1 N N N -5.189 10.818 16.179 -7.327 -3.122 1.952 O86 G83 47 G83 C3 C3 C 0 1 N N N -5.932 9.629 15.814 -8.463 -4.026 1.974 C3 G83 48 G83 C5 C5 C 0 1 N N N -5.315 8.881 14.622 -8.472 -4.803 3.292 C5 G83 49 G83 H21 H21 H 0 1 N N N 1.431 17.287 15.555 3.809 0.976 -1.021 H21 G83 50 G83 H131 H131 H 0 0 N N N 3.726 18.965 12.086 6.527 -1.470 1.389 H131 G83 51 G83 H132 H132 H 0 0 N N N 3.800 20.427 13.126 5.601 -2.734 0.543 H132 G83 52 G83 H6 H6 H 0 1 N N N 5.640 20.787 14.586 8.648 -0.684 0.509 H6 G83 53 G83 H2 H2 H 0 1 N N N 5.210 16.969 12.701 6.435 -3.718 -1.511 H2 G83 54 G83 H8 H8 H 0 1 N N N 7.901 20.162 15.391 10.627 -1.220 -0.854 H8 G83 55 G83 H10 H10 H 0 1 N N N 8.826 17.914 14.827 10.509 -3.002 -2.549 H10 G83 56 G83 H1 H1 H 0 1 N N N 7.469 16.321 13.493 8.411 -4.248 -2.881 H1 G83 57 G83 H23 H23 H 0 1 N N N 1.681 14.899 13.744 2.289 0.721 1.483 H23 G83 58 G83 H251 H251 H 0 0 N N N 1.045 15.106 16.739 2.000 2.576 -0.923 H251 G83 59 G83 H252 H252 H 0 0 N N N 1.189 13.589 15.788 0.954 2.623 0.516 H252 G83 60 G83 H121 H121 H 0 0 N N N 6.324 13.414 18.287 5.516 4.972 -0.084 H121 G83 61 G83 H122 H122 H 0 0 N N N 4.632 12.825 18.428 6.147 5.385 1.528 H122 G83 62 G83 H123 H123 H 0 0 N N N 5.322 13.199 16.812 5.487 3.761 1.220 H123 G83 63 G83 H431 H431 H 0 0 N N N 5.702 15.268 19.940 2.866 7.139 1.378 H431 G83 64 G83 H432 H432 H 0 0 N N N 4.325 16.356 19.558 4.616 7.358 1.621 H432 G83 65 G83 H433 H433 H 0 0 N N N 4.021 14.638 19.984 3.986 6.945 0.008 H433 G83 66 G83 H451 H451 H 0 0 N N N 6.761 15.823 17.697 3.915 4.034 3.143 H451 G83 67 G83 H452 H452 H 0 0 N N N 5.777 15.659 16.203 4.575 5.658 3.451 H452 G83 68 G83 H453 H453 H 0 0 N N N 5.383 16.938 17.402 2.825 5.439 3.209 H453 G83 69 G83 H33 H33 H 0 1 N N N -0.371 13.715 13.373 -0.339 0.874 0.908 H33 G83 70 G83 H37 H37 H 0 1 N N N -2.685 15.445 13.215 -0.985 -0.780 -1.410 H37 G83 71 G83 H411 H411 H 0 0 N N N -2.266 13.697 11.572 -1.405 -1.751 1.451 H411 G83 72 G83 H412 H412 H 0 0 N N N -2.209 12.437 12.851 -2.130 -2.506 0.011 H412 G83 73 G83 H53 H53 H 0 1 N N N -4.110 11.060 12.775 0.985 -1.889 1.856 H53 G83 74 G83 H55 H55 H 0 1 N N N -4.601 15.296 12.033 -0.756 -3.704 -1.588 H55 G83 75 G83 H7 H7 H 0 1 N N N -6.579 10.767 12.595 3.058 -3.163 1.480 H7 G83 76 G83 H9 H9 H 0 1 N N N -8.034 12.729 12.153 3.226 -4.704 -0.433 H9 G83 77 G83 H11 H11 H 0 1 N N N -7.068 15.015 11.890 1.320 -4.972 -1.969 H11 G83 78 G83 H49 H49 H 0 1 N N N -4.269 15.804 14.800 -3.624 -1.340 -1.052 H49 G83 79 G83 H57 H57 H 0 1 N N N -4.134 13.980 17.194 -4.911 0.979 0.190 H57 G83 80 G83 H591 H591 H 0 0 N N N -4.834 16.953 17.060 -4.138 1.755 -2.080 H591 G83 81 G83 H592 H592 H 0 0 N N N -4.819 15.935 18.540 -5.130 0.470 -2.810 H592 G83 82 G83 H631 H631 H 0 0 N N N -6.610 14.575 17.426 -7.013 -0.112 -0.649 H631 G83 83 G83 H632 H632 H 0 0 N N N -6.500 15.276 15.776 -6.016 -1.384 -1.393 H632 G83 84 G83 H61 H61 H 0 1 N N N -2.456 16.833 16.840 -7.138 1.456 -1.579 H61 G83 85 G83 H731 H731 H 0 0 N N N -2.584 14.477 18.687 -5.578 2.861 -3.771 H731 G83 86 G83 H732 H732 H 0 0 N N N -1.362 14.901 17.441 -7.267 2.250 -3.794 H732 G83 87 G83 H711 H711 H 0 0 N N N -0.983 15.193 20.245 -6.653 4.927 -3.401 H711 G83 88 G83 H712 H712 H 0 0 N N N -0.034 16.065 18.994 -8.101 4.153 -2.691 H712 G83 89 G83 H69 H69 H 0 1 N N N -1.580 17.625 20.504 -6.393 5.180 -0.931 H69 G83 90 G83 H821 H821 H 0 0 N N N -7.378 12.994 15.674 -5.080 -1.952 0.833 H821 G83 91 G83 H822 H822 H 0 0 N N N -5.757 13.075 14.903 -6.078 -0.679 1.577 H822 G83 92 G83 H31C H31C H 0 0 N N N -5.956 8.951 16.680 -9.386 -3.452 1.884 H31C G83 93 G83 H32C H32C H 0 0 N N N -6.958 9.924 15.550 -8.388 -4.725 1.140 H32C G83 94 G83 H51C H51C H 0 0 N N N -5.921 7.992 14.393 -9.325 -5.481 3.308 H51C G83 95 G83 H52C H52C H 0 0 N N N -5.292 9.544 13.745 -7.549 -5.377 3.381 H52C G83 96 G83 H53C H53C H 0 0 N N N -4.290 8.571 14.874 -8.547 -4.104 4.125 H53C G83 97 # 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 G83 O19 C17 DOUB N N 1 G83 C17 O15 SING N N 2 G83 C17 N21 SING N N 3 G83 O15 C13 SING N N 4 G83 C13 C4 SING N N 5 G83 C4 C6 SING Y N 6 G83 C4 C2 DOUB Y N 7 G83 C6 C8 DOUB Y N 8 G83 C8 C10 SING Y N 9 G83 C10 C1 DOUB Y N 10 G83 C1 C2 SING Y N 11 G83 N21 C23 SING N N 12 G83 C23 C25 SING N N 13 G83 C23 C31 SING N N 14 G83 C25 C14 SING N N 15 G83 C14 O1 DOUB N N 16 G83 C14 O2 SING N N 17 G83 O2 C29 SING N N 18 G83 C29 C12 SING N N 19 G83 C29 C43 SING N N 20 G83 C29 C45 SING N N 21 G83 C31 O35 DOUB N N 22 G83 C31 N33 SING N N 23 G83 N33 C37 SING N N 24 G83 C37 C41 SING N N 25 G83 C37 C39 SING N N 26 G83 C41 C51 SING N N 27 G83 C51 C53 SING Y N 28 G83 C51 C55 DOUB Y N 29 G83 C53 C7 DOUB Y N 30 G83 C7 C9 SING Y N 31 G83 C9 C11 DOUB Y N 32 G83 C11 C55 SING Y N 33 G83 C39 O47 DOUB N N 34 G83 C39 N49 SING N N 35 G83 N49 C57 SING N N 36 G83 C57 C59 SING N N 37 G83 C57 C63 SING N N 38 G83 C59 C61 SING N N 39 G83 C61 C73 SING N N 40 G83 C61 C65 SING N N 41 G83 C73 C71 SING N N 42 G83 C71 N69 SING N N 43 G83 N69 C65 SING N N 44 G83 C65 O66 DOUB N N 45 G83 C63 C82 SING N N 46 G83 C82 C84 SING N N 47 G83 C84 O88 DOUB N N 48 G83 C84 O86 SING N N 49 G83 O86 C3 SING N N 50 G83 C3 C5 SING N N 51 G83 N21 H21 SING N N 52 G83 C13 H131 SING N N 53 G83 C13 H132 SING N N 54 G83 C6 H6 SING N N 55 G83 C2 H2 SING N N 56 G83 C8 H8 SING N N 57 G83 C10 H10 SING N N 58 G83 C1 H1 SING N N 59 G83 C23 H23 SING N N 60 G83 C25 H251 SING N N 61 G83 C25 H252 SING N N 62 G83 C12 H121 SING N N 63 G83 C12 H122 SING N N 64 G83 C12 H123 SING N N 65 G83 C43 H431 SING N N 66 G83 C43 H432 SING N N 67 G83 C43 H433 SING N N 68 G83 C45 H451 SING N N 69 G83 C45 H452 SING N N 70 G83 C45 H453 SING N N 71 G83 N33 H33 SING N N 72 G83 C37 H37 SING N N 73 G83 C41 H411 SING N N 74 G83 C41 H412 SING N N 75 G83 C53 H53 SING N N 76 G83 C55 H55 SING N N 77 G83 C7 H7 SING N N 78 G83 C9 H9 SING N N 79 G83 C11 H11 SING N N 80 G83 N49 H49 SING N N 81 G83 C57 H57 SING N N 82 G83 C59 H591 SING N N 83 G83 C59 H592 SING N N 84 G83 C63 H631 SING N N 85 G83 C63 H632 SING N N 86 G83 C61 H61 SING N N 87 G83 C73 H731 SING N N 88 G83 C73 H732 SING N N 89 G83 C71 H711 SING N N 90 G83 C71 H712 SING N N 91 G83 N69 H69 SING N N 92 G83 C82 H821 SING N N 93 G83 C82 H822 SING N N 94 G83 C3 H31C SING N N 95 G83 C3 H32C SING N N 96 G83 C5 H51C SING N N 97 G83 C5 H52C SING N N 98 G83 C5 H53C SING N N 99 # 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 G83 SMILES ACDLabs 12.01 "O=C(OC(C)(C)C)CC(NC(=O)OCc1ccccc1)C(=O)NC(C(=O)NC(CC2C(=O)NCC2)CCC(=O)OCC)Cc3ccccc3" G83 InChI InChI 1.03 ;InChI=1S/C36H48N4O9/c1-5-47-30(41)17-16-27(21-26-18-19-37-32(26)43)38-33(44)28(20-24-12-8-6-9-13-24)39-34(45)29(22-31(42)49-36(2,3)4)40-35(46)48-23-25-14-10-7-11-15-25/h6-15,26-29H,5,16-23H2,1-4H3,(H,37,43)(H,38,44)(H,39,45)(H,40,46)/t26-,27+,28-,29-/m0/s1 ; G83 InChIKey InChI 1.03 DAQSBCFYXOITIO-CRNKYVSFSA-N G83 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" G83 SMILES CACTVS 3.385 "CCOC(=O)CC[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" G83 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" G83 SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CCC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)C(CC(=O)OC(C)(C)C)NC(=O)OCc3ccccc3" # 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 G83 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (5S,8S,11R)-8-benzyl-5-(2-tert-butoxy-2-oxoethyl)-3,6,9-trioxo-11-{[(3S)-2-oxopyrrolidin-3-yl]methyl}-1-phenyl-2-oxa-4,7,10-triazatetradecan-14-oate (non-preferred name)" G83 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4R)-4-[[(2S)-2-[[(2S)-4-[(2-methylpropan-2-yl)oxy]-4-oxidanylidene-2-(phenylmethoxycarbonylamino)butanoyl]amino]-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G83 "Create component" 2011-07-24 EBI G83 "Modify descriptor" 2014-09-05 RCSB #