data_J5L # _chem_comp.id J5L _chem_comp.name "(3R,3aS,4R,6aR)-4-[2-(methylamino)-2-oxoethoxy]hexahydrofuro[2,3-b]furan-3-yl {(2S,3R)-3-hydroxy-4-[{[(2Z)-2-(methylimino)-2,3-dihydro-1,3-benzoxazol-6-yl]sulfonyl}(2-methylpropyl)amino]-1-phenylbutan-2-yl}carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H43 N5 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-05 _chem_comp.pdbx_modified_date 2015-05-01 _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 689.776 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J5L _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 5AHB _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 J5L CAA CAA C 0 1 N N N 4.314 22.265 4.543 -7.535 5.750 0.371 CAA J5L 1 J5L CAB CAB C 0 1 N N N 20.002 15.284 4.084 11.483 -0.305 0.262 CAB J5L 2 J5L CAC CAC C 0 1 N N N 13.903 23.095 7.273 4.842 -3.356 2.475 CAC J5L 3 J5L CAD CAD C 0 1 N N N 15.778 22.010 8.517 3.818 -2.975 0.229 CAD J5L 4 J5L OAE OAE O 0 1 N N N 4.216 24.144 2.599 -8.095 3.188 -0.252 OAE J5L 5 J5L OAF OAF O 0 1 N N N 10.566 23.683 6.783 -2.693 -1.985 -1.210 OAF J5L 6 J5L OAG OAG O 0 1 N N N 12.609 20.643 3.505 4.117 1.199 2.750 OAG J5L 7 J5L OAH OAH O 0 1 N N N 13.286 19.427 5.606 2.783 2.095 0.835 OAH J5L 8 J5L OAI OAI O 0 1 N N N 14.108 25.172 3.955 0.369 1.021 1.192 OAI J5L 9 J5L CAL CAL C 0 1 Y N N 7.799 22.990 2.598 -3.123 -0.764 -4.560 CAL J5L 10 J5L CAM CAM C 0 1 Y N N 8.401 24.163 2.150 -3.546 0.077 -3.548 CAM J5L 11 J5L CAN CAN C 0 1 Y N N 8.578 21.969 3.131 -1.827 -1.247 -4.560 CAN J5L 12 J5L CAO CAO C 0 1 Y N N 9.773 24.357 2.303 -2.674 0.436 -2.537 CAO J5L 13 J5L CAP CAP C 0 1 Y N N 9.949 22.160 3.272 -0.955 -0.888 -3.549 CAP J5L 14 J5L CAQ CAQ C 0 1 Y N N 15.241 19.711 2.225 5.027 1.541 -0.923 CAQ J5L 15 J5L CAR CAR C 0 1 Y N N 16.291 19.056 1.597 6.154 1.530 -1.723 CAR J5L 16 J5L CAS CAS C 0 1 Y N N 15.863 18.568 4.224 6.306 0.681 0.915 CAS J5L 17 J5L CAT CAT C 0 1 N N N 5.441 25.814 3.844 -6.445 2.149 1.079 CAT J5L 18 J5L CAU CAU C 0 1 N N N 7.979 26.878 4.579 -7.096 -0.783 2.252 CAU J5L 19 J5L CAV CAV C 0 1 N N N 9.237 26.729 8.353 -5.252 -3.406 0.333 CAV J5L 20 J5L CAW CAW C 0 1 N N N 11.923 23.519 3.007 -0.428 0.347 -1.436 CAW J5L 21 J5L CAX CAX C 0 1 N N N 15.444 21.531 6.091 3.274 -1.443 2.126 CAX J5L 22 J5L CAY CAY C 0 1 N N N 14.569 22.796 4.195 1.919 -0.533 0.182 CAY J5L 23 J5L NAZ NAZ N 0 1 N N N 18.189 17.568 1.900 8.643 0.967 -1.748 NAZ J5L 24 J5L NBA NBA N 0 1 N N N 4.819 23.636 4.725 -6.821 4.588 0.905 NBA J5L 25 J5L NBB NBB N 0 1 N N N 19.722 16.134 2.918 10.729 0.220 -0.879 NBB J5L 26 J5L NBC NBC N 0 1 N N N 11.468 24.768 5.021 -1.866 -0.589 0.306 NBC J5L 27 J5L OBD OBD O 0 1 N N N 5.820 26.001 5.220 -7.007 0.953 0.535 OBD J5L 28 J5L OBE OBE O 0 1 N N N 8.228 28.015 5.428 -7.057 -2.219 2.113 OBE J5L 29 J5L OBF OBF O 0 1 N N N 8.901 27.981 7.695 -6.662 -3.711 0.350 OBF J5L 30 J5L OBG OBG O 0 1 N N N 9.839 25.772 6.268 -4.111 -1.224 0.318 OBG J5L 31 J5L OBH OBH O 0 1 N N N 17.871 17.155 4.014 8.726 0.299 0.360 OBH J5L 32 J5L CBI CBI C 0 1 N N N 4.768 24.445 3.658 -7.180 3.345 0.529 CBI J5L 33 J5L CBJ CBJ C 0 1 N N N 10.621 24.683 6.053 -2.884 -1.291 -0.231 CBJ J5L 34 J5L CBK CBK C 0 1 Y N N 10.544 23.355 2.875 -1.379 -0.046 -2.538 CBK J5L 35 J5L CBL CBL C 0 1 Y N N 15.035 19.471 3.573 5.104 1.117 0.392 CBL J5L 36 J5L CBM CBM C 0 1 N N N 18.575 16.806 2.921 9.456 0.475 -0.758 CBM J5L 37 J5L CBN CBN C 0 1 Y N N 17.104 18.250 2.282 7.363 1.093 -1.205 CBN J5L 38 J5L CBO CBO C 0 1 Y N N 16.892 18.017 3.584 7.442 0.666 0.120 CBO J5L 39 J5L CBP CBP C 0 1 N N N 15.354 22.611 7.172 4.371 -2.292 1.481 CBP J5L 40 J5L CBQ CBQ C 0 1 N N R 13.749 23.986 4.673 0.521 -0.336 0.771 CBQ J5L 41 J5L CBR CBR C 0 1 N N S 12.268 23.662 4.491 -0.530 -0.662 -0.291 CBR J5L 42 J5L CBS CBS C 0 1 N N R 7.243 25.837 5.414 -6.379 -0.245 0.994 CBS J5L 43 J5L CBT CBT C 0 1 N N R 8.896 25.668 7.327 -5.159 -2.006 -0.313 CBT J5L 44 J5L NBU NBU N 0 1 N N N 14.338 21.696 5.136 2.923 -0.337 1.231 NBU J5L 45 J5L CBV CBV C 0 1 N N R 7.797 27.716 6.783 -7.320 -2.481 0.719 CBV J5L 46 J5L CBW CBW C 0 1 N N S 7.564 26.218 6.844 -6.541 -1.373 -0.046 CBW J5L 47 J5L SBX SBX S 0 1 N N N 13.753 20.300 4.448 3.662 1.135 1.405 SBX J5L 48 J5L HAA HAA H 0 1 N N N 4.412 21.709 5.487 -7.442 5.766 -0.715 HAA J5L 49 J5L HAAA HAAA H 0 0 N N N 3.255 22.301 4.247 -8.589 5.686 0.644 HAAA J5L 50 J5L HAAB HAAB H 0 0 N N N 4.897 21.761 3.759 -7.107 6.662 0.786 HAAB J5L 51 J5L HAB HAB H 0 1 N N N 20.976 14.789 3.952 12.523 -0.454 -0.028 HAB J5L 52 J5L HABA HABA H 0 0 N N N 20.026 15.904 4.992 11.434 0.406 1.087 HABA J5L 53 J5L HABB HABB H 0 0 N N N 19.214 14.522 4.180 11.053 -1.256 0.575 HABB J5L 54 J5L HAC HAC H 0 1 N N N 13.592 23.528 6.311 5.624 -3.961 2.016 HAC J5L 55 J5L HACA HACA H 0 0 N N N 13.250 22.245 7.521 5.236 -2.869 3.368 HACA J5L 56 J5L HACB HACB H 0 0 N N N 13.825 23.859 8.060 4.003 -3.994 2.750 HACB J5L 57 J5L HAD HAD H 0 1 N N N 16.819 21.661 8.451 2.896 -3.501 0.478 HAD J5L 58 J5L HADA HADA H 0 0 N N N 15.697 22.776 9.302 3.612 -2.224 -0.534 HADA J5L 59 J5L HADB HADB H 0 0 N N N 15.122 21.162 8.763 4.551 -3.687 -0.151 HADB J5L 60 J5L HOAI HOAI H 0 0 N N N 13.586 25.902 4.267 0.472 1.668 0.480 HOAI J5L 61 J5L HAL HAL H 0 1 N N N 6.727 22.873 2.531 -3.805 -1.048 -5.347 HAL J5L 62 J5L HAM HAM H 0 1 N N N 7.801 24.928 1.681 -4.558 0.455 -3.548 HAM J5L 63 J5L HAN HAN H 0 1 N N N 8.123 21.037 3.433 -1.496 -1.905 -5.350 HAN J5L 64 J5L HAO HAO H 0 1 N N N 10.232 25.279 1.979 -3.005 1.094 -1.747 HAO J5L 65 J5L HAP HAP H 0 1 N N N 10.558 21.374 3.693 0.057 -1.265 -3.550 HAP J5L 66 J5L HAQ HAQ H 0 1 N N N 14.603 20.389 1.678 4.085 1.885 -1.324 HAQ J5L 67 J5L HAR HAR H 0 1 N N N 16.452 19.201 0.539 6.092 1.860 -2.749 HAR J5L 68 J5L HAS HAS H 0 1 N N N 15.672 18.311 5.255 6.361 0.352 1.942 HAS J5L 69 J5L HAT HAT H 0 1 N N N 4.738 26.607 3.550 -6.539 2.133 2.165 HAT J5L 70 J5L HATA HATA H 0 0 N N N 6.338 25.866 3.210 -5.392 2.213 0.806 HATA J5L 71 J5L HAU HAU H 0 1 N N N 7.359 27.178 3.721 -8.128 -0.433 2.279 HAU J5L 72 J5L HAUA HAUA H 0 0 N N N 8.931 26.464 4.216 -6.565 -0.475 3.152 HAUA J5L 73 J5L HAV HAV H 0 1 N N N 10.307 26.697 8.607 -4.856 -3.382 1.348 HAV J5L 74 J5L HAVA HAVA H 0 0 N N N 8.639 26.595 9.266 -4.713 -4.138 -0.268 HAVA J5L 75 J5L HAW HAW H 0 1 N N N 12.440 22.642 2.591 0.591 0.356 -1.823 HAW J5L 76 J5L HAWA HAWA H 0 0 N N N 12.240 24.423 2.466 -0.687 1.340 -1.070 HAWA J5L 77 J5L HAX HAX H 0 1 N N N 16.403 21.623 5.560 2.393 -2.060 2.303 HAX J5L 78 J5L HAXA HAXA H 0 0 N N N 15.378 20.538 6.559 3.633 -1.043 3.074 HAXA J5L 79 J5L HAY HAY H 0 1 N N N 14.248 22.500 3.185 2.005 -1.543 -0.219 HAY J5L 80 J5L HAYA HAYA H 0 0 N N N 15.637 23.058 4.178 2.082 0.190 -0.617 HAYA J5L 81 J5L HNAZ HNAZ H 0 0 N N N 18.632 17.621 1.005 8.908 1.185 -2.655 HNAZ J5L 82 J5L HNBA HNBA H 0 0 N N N 5.183 23.948 5.603 -6.089 4.714 1.530 HNBA J5L 83 J5L HNBC HNBC H 0 0 N N N 11.562 25.658 4.576 -2.019 -0.035 1.088 HNBC J5L 84 J5L HBP HBP H 0 1 N N N 16.012 23.454 6.915 5.210 -1.654 1.207 HBP J5L 85 J5L HBQ HBQ H 0 1 N N N 13.942 24.132 5.746 0.391 -0.998 1.627 HBQ J5L 86 J5L HBR HBR H 0 1 N N N 12.027 22.726 5.017 -0.359 -1.667 -0.675 HBR J5L 87 J5L HBS HBS H 0 1 N N N 7.587 24.819 5.180 -5.324 -0.066 1.204 HBS J5L 88 J5L HBT HBT H 0 1 N N N 8.809 24.662 7.764 -4.977 -2.092 -1.385 HBT J5L 89 J5L HBV HBV H 0 1 N N N 6.889 28.271 7.061 -8.386 -2.493 0.490 HBV J5L 90 J5L HBW HBW H 0 1 N N N 6.744 25.960 7.530 -7.038 -1.040 -0.958 HBW J5L 91 # 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 J5L CAA NBA SING N N 1 J5L CAB NBB SING N N 2 J5L CAC CBP SING N N 3 J5L CAD CBP SING N N 4 J5L OAE CBI DOUB N N 5 J5L OAF CBJ DOUB N N 6 J5L OAG SBX DOUB N N 7 J5L OAH SBX DOUB N N 8 J5L OAI CBQ SING N N 9 J5L CAL CAM DOUB Y N 10 J5L CAL CAN SING Y N 11 J5L CAM CAO SING Y N 12 J5L CAN CAP DOUB Y N 13 J5L CAO CBK DOUB Y N 14 J5L CAP CBK SING Y N 15 J5L CAQ CAR DOUB Y N 16 J5L CAQ CBL SING Y N 17 J5L CAR CBN SING Y N 18 J5L CAS CBL DOUB Y N 19 J5L CAS CBO SING Y N 20 J5L CAT OBD SING N N 21 J5L CAT CBI SING N N 22 J5L CAU OBE SING N N 23 J5L CAU CBS SING N N 24 J5L CAV OBF SING N N 25 J5L CAV CBT SING N N 26 J5L CAW CBK SING N N 27 J5L CAW CBR SING N N 28 J5L CAX CBP SING N N 29 J5L CAX NBU SING N N 30 J5L CAY CBQ SING N N 31 J5L CAY NBU SING N N 32 J5L NAZ CBM SING N N 33 J5L NAZ CBN SING N N 34 J5L NBA CBI SING N N 35 J5L NBB CBM DOUB N N 36 J5L NBC CBJ SING N N 37 J5L NBC CBR SING N N 38 J5L OBD CBS SING N N 39 J5L OBE CBV SING N N 40 J5L OBF CBV SING N N 41 J5L OBG CBJ SING N N 42 J5L OBG CBT SING N N 43 J5L OBH CBM SING N N 44 J5L OBH CBO SING N N 45 J5L CBL SBX SING N N 46 J5L CBN CBO DOUB Y N 47 J5L CBQ CBR SING N N 48 J5L CBS CBW SING N N 49 J5L CBT CBW SING N N 50 J5L NBU SBX SING N N 51 J5L CBV CBW SING N N 52 J5L CAA HAA SING N N 53 J5L CAA HAAA SING N N 54 J5L CAA HAAB SING N N 55 J5L CAB HAB SING N N 56 J5L CAB HABA SING N N 57 J5L CAB HABB SING N N 58 J5L CAC HAC SING N N 59 J5L CAC HACA SING N N 60 J5L CAC HACB SING N N 61 J5L CAD HAD SING N N 62 J5L CAD HADA SING N N 63 J5L CAD HADB SING N N 64 J5L OAI HOAI SING N N 65 J5L CAL HAL SING N N 66 J5L CAM HAM SING N N 67 J5L CAN HAN SING N N 68 J5L CAO HAO SING N N 69 J5L CAP HAP SING N N 70 J5L CAQ HAQ SING N N 71 J5L CAR HAR SING N N 72 J5L CAS HAS SING N N 73 J5L CAT HAT SING N N 74 J5L CAT HATA SING N N 75 J5L CAU HAU SING N N 76 J5L CAU HAUA SING N N 77 J5L CAV HAV SING N N 78 J5L CAV HAVA SING N N 79 J5L CAW HAW SING N N 80 J5L CAW HAWA SING N N 81 J5L CAX HAX SING N N 82 J5L CAX HAXA SING N N 83 J5L CAY HAY SING N N 84 J5L CAY HAYA SING N N 85 J5L NAZ HNAZ SING N N 86 J5L NBA HNBA SING N N 87 J5L NBC HNBC SING N N 88 J5L CBP HBP SING N N 89 J5L CBQ HBQ SING N N 90 J5L CBR HBR SING N N 91 J5L CBS HBS SING N N 92 J5L CBT HBT SING N N 93 J5L CBV HBV SING N N 94 J5L CBW HBW 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 J5L SMILES ACDLabs 12.01 "O=S(=O)(c2cc1O\C(=N/C)Nc1cc2)N(CC(C)C)CC(O)C(NC(=O)OC3C4C(OCC(=O)NC)COC4OC3)Cc5ccccc5" J5L InChI InChI 1.03 ;InChI=1S/C32H43N5O10S/c1-19(2)14-37(48(41,42)21-10-11-22-25(13-21)46-31(34-4)35-22)15-24(38)23(12-20-8-6-5-7-9-20)36-32(40)47-27-17-45-30-29(27)26(16-44-30)43-18-28(39)33-3/h5-11,13,19,23-24,26-27,29-30,38H,12,14-18H2,1-4H3,(H,33,39)(H,34,35)(H,36,40)/t23-,24+,26-,27-,29-,30+/m0/s1 ; J5L InChIKey InChI 1.03 QSRBYIILHLAKAT-VYOLJQCBSA-N J5L SMILES_CANONICAL CACTVS 3.385 "CNC(=O)CO[C@H]1CO[C@@H]2OC[C@H](OC(=O)N[C@@H](Cc3ccccc3)[C@H](O)CN(CC(C)C)[S](=O)(=O)c4ccc5NC(Oc5c4)=NC)[C@H]12" J5L SMILES CACTVS 3.385 "CNC(=O)CO[CH]1CO[CH]2OC[CH](OC(=O)N[CH](Cc3ccccc3)[CH](O)CN(CC(C)C)[S](=O)(=O)c4ccc5NC(Oc5c4)=NC)[CH]12" J5L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2[C@H](CO3)OCC(=O)NC)O)S(=O)(=O)c4ccc5c(c4)O/C(=N\C)/N5" J5L SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2C(CO3)OCC(=O)NC)O)S(=O)(=O)c4ccc5c(c4)OC(=NC)N5" # 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 J5L "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,4R,6aR)-4-[2-(methylamino)-2-oxoethoxy]hexahydrofuro[2,3-b]furan-3-yl {(2S,3R)-3-hydroxy-4-[{[(2Z)-2-(methylimino)-2,3-dihydro-1,3-benzoxazol-6-yl]sulfonyl}(2-methylpropyl)amino]-1-phenylbutan-2-yl}carbamate" J5L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R,3aS,4R,6aR)-3-[2-(methylamino)-2-oxidanylidene-ethoxy]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[[(2Z)-2-methylimino-3H-1,3-benzoxazol-6-yl]sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-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 J5L "Create component" 2015-02-05 EBI J5L "Initial release" 2015-05-06 RCSB #