data_AKC # _chem_comp.id AKC _chem_comp.name "2-ETHOXYETHYL (1S,2S)-3-{(2S)-4-[(3AS,8S,8AR)-2-OXO-3,3A,8,8A-TETRAHYDRO-2H-INDENO[1,2-D][1,3]OXAZOL-8-YL]-2-BENZYL-3-OXO-2,3-DIHYDRO-1H-PYRROL-2-YL}-1-BENZYL-2-HYDROXYPROPYLCARBAMATE" _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 "2-ETHOXYETHYL (2S,3S)-4-((S)-2-BENZYL-3-OXO-4-((3AR,8R,8AS)-2-OXO-3,3A,8,8A-TETRAHYDRO-2H-INDENO[1,2-D]OXAZOL-8-YL)-2,3-DIHYDRO-1H-PYRROL-2-YL)-3-HYDROXY-1-PHENYLBUTAN-2-YLCARBAMATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-19 _chem_comp.pdbx_modified_date 2021-03-13 _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 AKC _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 2BB9 _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 AKC O01 O01 O 0 1 N N N 13.176 23.255 4.225 -5.101 1.050 0.677 O01 AKC 1 AKC C02 C02 C 0 1 N N N 14.168 22.680 4.898 -4.144 0.102 0.681 C02 AKC 2 AKC O03 O03 O 0 1 N N N 15.242 23.224 5.027 -4.273 -0.888 1.373 O03 AKC 3 AKC NP4 NP4 N 0 1 N N N 13.843 21.457 5.371 -3.044 0.252 -0.083 NP4 AKC 4 AKC C05 C05 C 0 1 N N S 14.815 20.637 6.156 -2.004 -0.779 -0.079 C05 AKC 5 AKC C06 C06 C 0 1 N N S 15.491 19.527 5.298 -0.665 -0.154 -0.476 C06 AKC 6 AKC O07 O07 O 0 1 N N N 14.643 18.642 4.750 -0.771 0.410 -1.785 O07 AKC 7 AKC C08 C08 C 0 1 N N N 16.292 20.172 4.166 -0.298 0.944 0.525 C08 AKC 8 AKC C09 C09 C 0 1 N N S 17.596 19.429 3.907 1.096 1.484 0.202 C09 AKC 9 AKC C10 C10 C 0 1 N N N 18.271 19.840 2.600 1.486 2.585 1.190 C10 AKC 10 AKC C11 C11 C 0 1 Y N N 19.696 19.331 2.419 2.806 3.184 0.780 C11 AKC 11 AKC C12 C12 C 0 1 Y N N 19.882 18.011 1.816 2.837 4.266 -0.080 C12 AKC 12 AKC C13 C13 C 0 1 Y N N 21.192 17.439 1.707 4.048 4.816 -0.456 C13 AKC 13 AKC C14 C14 C 0 1 Y N N 22.303 18.213 2.210 5.229 4.284 0.028 C14 AKC 14 AKC C15 C15 C 0 1 Y N N 22.149 19.547 2.781 5.198 3.203 0.889 C15 AKC 15 AKC C16 C16 C 0 1 Y N N 20.829 20.146 2.882 3.986 2.656 1.269 C16 AKC 16 AKC C17 C17 C 0 1 N N N 18.554 19.651 5.107 2.117 0.364 0.226 C17 AKC 17 AKC O18 O18 O 0 1 N N N 18.957 20.712 5.491 2.417 -0.344 1.167 O18 AKC 18 AKC C19 C19 C 0 1 N N S 20.099 18.068 6.641 3.703 -0.650 -1.541 C19 AKC 19 AKC C20 C20 C 0 1 N N S 21.304 17.399 5.920 3.221 -2.099 -1.349 C20 AKC 20 AKC C22 C22 C 0 1 N N R 21.953 16.536 7.028 4.522 -2.840 -0.927 C22 AKC 21 AKC C23 C23 C 0 1 Y N N 20.886 16.333 8.026 5.421 -1.767 -0.349 C23 AKC 22 AKC C24 C24 C 0 1 Y N N 20.889 15.372 9.104 6.555 -1.885 0.439 C24 AKC 23 AKC C25 C25 C 0 1 Y N N 19.639 15.256 9.846 7.227 -0.756 0.864 C25 AKC 24 AKC C26 C26 C 0 1 Y N N 18.492 16.083 9.545 6.767 0.497 0.502 C26 AKC 25 AKC C27 C27 C 0 1 Y N N 18.518 17.026 8.465 5.639 0.616 -0.284 C27 AKC 26 AKC C28 C28 C 0 1 Y N N 19.748 17.106 7.699 4.944 -0.513 -0.688 C28 AKC 27 AKC N29 N29 N 0 1 N N N 17.440 17.987 3.938 1.146 1.990 -1.179 N29 AKC 28 AKC C30 C30 C 0 1 N N N 18.133 17.386 4.945 2.070 1.256 -1.853 C30 AKC 29 AKC C35 C35 C 0 1 N N N 18.968 18.343 5.641 2.644 0.316 -1.078 C35 AKC 30 AKC C36 C36 C 0 1 N N N 14.096 20.007 7.356 -2.370 -1.877 -1.080 C36 AKC 31 AKC C37 C37 C 0 1 Y N N 13.531 21.075 8.295 -3.625 -2.575 -0.623 C37 AKC 32 AKC C38 C38 C 0 1 Y N N 14.461 21.924 9.042 -3.539 -3.682 0.200 C38 AKC 33 AKC C39 C39 C 0 1 Y N N 13.922 23.033 9.814 -4.690 -4.320 0.624 C39 AKC 34 AKC C40 C40 C 0 1 Y N N 12.484 23.235 9.833 -5.927 -3.856 0.216 C40 AKC 35 AKC C41 C41 C 0 1 Y N N 11.535 22.364 9.150 -6.013 -2.752 -0.611 C41 AKC 36 AKC C42 C42 C 0 1 Y N N 12.074 21.255 8.366 -4.862 -2.111 -1.031 C42 AKC 37 AKC C44 C44 C 0 1 N N N 13.366 24.626 3.731 -6.286 0.889 1.500 C44 AKC 38 AKC C45 C45 C 0 1 N N N 12.036 25.237 3.300 -7.206 2.097 1.313 C45 AKC 39 AKC O46 O46 O 0 1 N N N 11.828 24.725 1.980 -7.682 2.129 -0.034 O46 AKC 40 AKC C47 C47 C 0 1 N N N 13.120 24.706 1.327 -8.531 3.273 -0.145 C47 AKC 41 AKC C48 C48 C 0 1 N N N 14.041 23.866 2.201 -9.077 3.366 -1.571 C48 AKC 42 AKC O49 O49 O 0 1 N N N 20.957 16.280 5.077 2.383 -2.191 -0.159 O49 AKC 43 AKC N50 N50 N 0 1 N N N 22.567 15.501 6.356 4.018 -3.690 0.193 N50 AKC 44 AKC C51 C51 C 0 1 N N N 21.758 15.270 5.310 2.847 -3.185 0.614 C51 AKC 45 AKC O52 O52 O 0 1 N N N 21.695 14.271 4.677 2.264 -3.589 1.600 O52 AKC 46 AKC HP4 HP4 H 0 1 N N N 12.893 21.162 5.142 -2.942 1.043 -0.636 HP4 AKC 47 AKC H05 H05 H 0 1 N N N 15.626 21.317 6.504 -1.923 -1.209 0.919 H05 AKC 48 AKC H06 H06 H 0 1 N N N 16.136 18.960 6.009 0.109 -0.921 -0.473 H06 AKC 49 AKC H07 H07 H 0 1 N N N 15.055 17.964 4.226 -1.465 1.083 -1.743 H07 AKC 50 AKC H081 1H08 H 0 0 N N N 15.683 20.261 3.236 -1.025 1.754 0.458 H081 AKC 51 AKC H082 2H08 H 0 0 N N N 16.472 21.255 4.360 -0.304 0.533 1.534 H082 AKC 52 AKC H101 1H10 H 0 0 N N N 17.641 19.536 1.731 0.719 3.360 1.191 H101 AKC 53 AKC H102 2H10 H 0 0 N N N 18.241 20.948 2.484 1.574 2.160 2.190 H102 AKC 54 AKC H12 H12 H 0 1 N N N 19.019 17.437 1.437 1.914 4.681 -0.458 H12 AKC 55 AKC H13 H13 H 0 1 N N N 21.339 16.443 1.254 4.072 5.660 -1.129 H13 AKC 56 AKC H14 H14 H 0 1 N N N 23.310 17.767 2.155 6.175 4.713 -0.266 H14 AKC 57 AKC H15 H15 H 0 1 N N N 23.032 20.103 3.137 6.120 2.787 1.267 H15 AKC 58 AKC H16 H16 H 0 1 N N N 20.694 21.162 3.287 3.962 1.811 1.941 H16 AKC 59 AKC H19 H19 H 0 1 N N N 20.321 19.068 7.079 3.944 -0.470 -2.589 H19 AKC 60 AKC H20 H20 H 0 1 N N N 21.841 18.214 5.382 2.752 -2.517 -2.240 H20 AKC 61 AKC H22 H22 H 0 1 N N N 22.785 16.930 7.656 4.996 -3.413 -1.723 H22 AKC 62 AKC H24 H24 H 0 1 N N N 21.781 14.770 9.343 6.915 -2.863 0.722 H24 AKC 63 AKC H25 H25 H 0 1 N N N 19.558 14.518 10.662 8.110 -0.851 1.478 H25 AKC 64 AKC H26 H26 H 0 1 N N N 17.576 15.992 10.153 7.290 1.382 0.835 H26 AKC 65 AKC H27 H27 H 0 1 N N N 17.641 17.654 8.236 5.280 1.595 -0.567 H27 AKC 66 AKC H29 H29 H 0 1 N N N 17.686 17.578 3.036 0.615 2.716 -1.542 H29 AKC 67 AKC H30 H30 H 0 1 N N N 18.034 16.308 5.160 2.316 1.410 -2.893 H30 AKC 68 AKC H361 1H36 H 0 0 N N N 13.305 19.292 7.028 -2.539 -1.433 -2.061 H361 AKC 69 AKC H362 2H36 H 0 0 N N N 14.758 19.294 7.900 -1.555 -2.598 -1.142 H362 AKC 70 AKC H38 H38 H 0 1 N N N 15.547 21.731 9.023 -2.573 -4.045 0.519 H38 AKC 71 AKC H39 H39 H 0 1 N N N 14.590 23.707 10.374 -4.623 -5.182 1.270 H39 AKC 72 AKC H40 H40 H 0 1 N N N 12.091 24.097 10.397 -6.826 -4.356 0.545 H40 AKC 73 AKC H41 H41 H 0 1 N N N 10.448 22.537 9.223 -6.979 -2.389 -0.929 H41 AKC 74 AKC H42 H42 H 0 1 N N N 11.393 20.566 7.837 -4.929 -1.249 -1.677 H42 AKC 75 AKC H441 1H44 H 0 0 N N N 13.890 25.265 4.479 -5.993 0.814 2.548 H441 AKC 76 AKC H442 2H44 H 0 0 N N N 14.123 24.668 2.913 -6.813 -0.018 1.204 H442 AKC 77 AKC H451 1H45 H 0 0 N N N 11.193 25.042 4.004 -6.651 3.012 1.524 H451 AKC 78 AKC H452 2H45 H 0 0 N N N 11.999 26.349 3.370 -8.051 2.020 1.996 H452 AKC 79 AKC H471 1H47 H 0 0 N N N 13.073 24.352 0.270 -7.959 4.173 0.084 H471 AKC 80 AKC H472 2H47 H 0 0 N N N 13.521 25.724 1.117 -9.360 3.180 0.557 H472 AKC 81 AKC H481 1H48 H 0 0 N N N 15.036 23.851 1.698 -8.248 3.459 -2.273 H481 AKC 82 AKC H482 2H48 H 0 0 N N N 14.087 24.219 3.257 -9.649 2.467 -1.800 H482 AKC 83 AKC H483 3H48 H 0 0 N N N 13.639 22.847 2.411 -9.725 4.239 -1.656 H483 AKC 84 AKC H50 H50 H 0 1 N N N 23.432 15.011 6.583 4.460 -4.477 0.547 H50 AKC 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 AKC O01 C02 SING N N 1 AKC O01 C44 SING N N 2 AKC C02 O03 DOUB N N 3 AKC C02 NP4 SING N N 4 AKC NP4 C05 SING N N 5 AKC NP4 HP4 SING N N 6 AKC C05 C06 SING N N 7 AKC C05 C36 SING N N 8 AKC C05 H05 SING N N 9 AKC C06 O07 SING N N 10 AKC C06 C08 SING N N 11 AKC C06 H06 SING N N 12 AKC O07 H07 SING N N 13 AKC C08 C09 SING N N 14 AKC C08 H081 SING N N 15 AKC C08 H082 SING N N 16 AKC C09 C10 SING N N 17 AKC C09 C17 SING N N 18 AKC C09 N29 SING N N 19 AKC C10 C11 SING N N 20 AKC C10 H101 SING N N 21 AKC C10 H102 SING N N 22 AKC C11 C12 DOUB Y N 23 AKC C11 C16 SING Y N 24 AKC C12 C13 SING Y N 25 AKC C12 H12 SING N N 26 AKC C13 C14 DOUB Y N 27 AKC C13 H13 SING N N 28 AKC C14 C15 SING Y N 29 AKC C14 H14 SING N N 30 AKC C15 C16 DOUB Y N 31 AKC C15 H15 SING N N 32 AKC C16 H16 SING N N 33 AKC C17 O18 DOUB N N 34 AKC C17 C35 SING N N 35 AKC C19 C20 SING N N 36 AKC C19 C28 SING N N 37 AKC C19 C35 SING N N 38 AKC C19 H19 SING N N 39 AKC C20 C22 SING N N 40 AKC C20 O49 SING N N 41 AKC C20 H20 SING N N 42 AKC C22 C23 SING N N 43 AKC C22 N50 SING N N 44 AKC C22 H22 SING N N 45 AKC C23 C24 DOUB Y N 46 AKC C23 C28 SING Y N 47 AKC C24 C25 SING Y N 48 AKC C24 H24 SING N N 49 AKC C25 C26 DOUB Y N 50 AKC C25 H25 SING N N 51 AKC C26 C27 SING Y N 52 AKC C26 H26 SING N N 53 AKC C27 C28 DOUB Y N 54 AKC C27 H27 SING N N 55 AKC N29 C30 SING N N 56 AKC N29 H29 SING N N 57 AKC C30 C35 DOUB N N 58 AKC C30 H30 SING N N 59 AKC C36 C37 SING N N 60 AKC C36 H361 SING N N 61 AKC C36 H362 SING N N 62 AKC C37 C38 SING Y N 63 AKC C37 C42 DOUB Y N 64 AKC C38 C39 DOUB Y N 65 AKC C38 H38 SING N N 66 AKC C39 C40 SING Y N 67 AKC C39 H39 SING N N 68 AKC C40 C41 DOUB Y N 69 AKC C40 H40 SING N N 70 AKC C41 C42 SING Y N 71 AKC C41 H41 SING N N 72 AKC C42 H42 SING N N 73 AKC C44 C45 SING N N 74 AKC C44 H441 SING N N 75 AKC C44 H442 SING N N 76 AKC C45 O46 SING N N 77 AKC C45 H451 SING N N 78 AKC C45 H452 SING N N 79 AKC O46 C47 SING N N 80 AKC C47 C48 SING N N 81 AKC C47 H471 SING N N 82 AKC C47 H472 SING N N 83 AKC C48 H481 SING N N 84 AKC C48 H482 SING N N 85 AKC C48 H483 SING N N 86 AKC O49 C51 SING N N 87 AKC N50 C51 SING N N 88 AKC N50 H50 SING N N 89 AKC C51 O52 DOUB 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 AKC SMILES ACDLabs 10.04 "O=C(OCCOCC)NC(Cc1ccccc1)C(O)CC2(NC=C(C2=O)C4c3c(cccc3)C5NC(=O)OC45)Cc6ccccc6" AKC SMILES_CANONICAL CACTVS 3.341 "CCOCCOC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@]2(Cc3ccccc3)NC=C([C@@H]4[C@@H]5OC(=O)N[C@@H]5c6ccccc46)C2=O" AKC SMILES CACTVS 3.341 "CCOCCOC(=O)N[CH](Cc1ccccc1)[CH](O)C[C]2(Cc3ccccc3)NC=C([CH]4[CH]5OC(=O)N[CH]5c6ccccc46)C2=O" AKC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOCCOC(=O)N[C@@H](Cc1ccccc1)[C@H](C[C@]2(C(=O)C(=CN2)[C@H]3c4ccccc4[C@@H]5[C@H]3OC(=O)N5)Cc6ccccc6)O" AKC SMILES "OpenEye OEToolkits" 1.5.0 "CCOCCOC(=O)NC(Cc1ccccc1)C(CC2(C(=O)C(=CN2)C3c4ccccc4C5C3OC(=O)N5)Cc6ccccc6)O" AKC InChI InChI 1.03 "InChI=1S/C36H39N3O7/c1-2-44-17-18-45-34(42)38-28(19-23-11-5-3-6-12-23)29(40)21-36(20-24-13-7-4-8-14-24)33(41)27(22-37-36)30-25-15-9-10-16-26(25)31-32(30)46-35(43)39-31/h3-16,22,28-32,37,40H,2,17-21H2,1H3,(H,38,42)(H,39,43)/t28-,29-,30+,31+,32-,36-/m0/s1" AKC InChIKey InChI 1.03 CGBRFCVAMLJVEA-ZGURCIGKSA-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 AKC "SYSTEMATIC NAME" ACDLabs 10.04 "2-ethoxyethyl [(1S,2S)-1-benzyl-3-{(2S)-2-benzyl-3-oxo-4-[(3aR,8R,8aS)-2-oxo-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazol-8-yl]-2,3-dihydro-1H-pyrrol-2-yl}-2-hydroxypropyl]carbamate" AKC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-ethoxyethyl N-[(2S,3S)-4-[(2S)-4-[(3aS,4R,8bR)-2-oxo-1,3a,4,8b-tetrahydroindeno[3,2-d][1,3]oxazol-4-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 AKC "Create component" 2005-10-19 RCSB AKC "Modify descriptor" 2011-06-04 RCSB AKC "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AKC _pdbx_chem_comp_synonyms.name "2-ETHOXYETHYL (2S,3S)-4-((S)-2-BENZYL-3-OXO-4-((3AR,8R,8AS)-2-OXO-3,3A,8,8A-TETRAHYDRO-2H-INDENO[1,2-D]OXAZOL-8-YL)-2,3-DIHYDRO-1H-PYRROL-2-YL)-3-HYDROXY-1-PHENYLBUTAN-2-YLCARBAMATE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##