data_ZLP # _chem_comp.id ZLP _chem_comp.name "(3R,3aS,4R,6aR)-4-(2-methoxyethoxy)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 H44 N4 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 676.778 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZLP _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 ? _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 ZLP CAA CAA C 0 1 N N N 19.849 15.221 4.167 11.397 -0.408 0.318 CAA ZLP 1 ZLP CAB CAB C 0 1 N N N 4.105 24.496 4.213 -9.322 4.751 0.320 CAB ZLP 2 ZLP CAC CAC C 0 1 N N N 14.106 22.631 7.900 4.686 -3.264 2.578 CAC ZLP 3 ZLP CAD CAD C 0 1 N N N 16.509 22.122 8.317 3.680 -2.925 0.316 CAD ZLP 4 ZLP OAE OAE O 0 1 N N N 10.419 23.675 6.635 -2.803 -1.846 -1.185 OAE ZLP 5 ZLP OAF OAF O 0 1 N N N 12.635 20.723 3.583 4.051 1.309 2.723 OAF ZLP 6 ZLP OAG OAG O 0 1 N N N 13.231 19.420 5.655 2.744 2.179 0.777 OAG ZLP 7 ZLP OAH OAH O 0 1 N N N 14.133 25.163 3.947 0.307 1.164 1.150 OAH ZLP 8 ZLP CAK CAK C 0 1 Y N N 7.707 23.050 2.520 -3.191 -0.710 -4.569 CAK ZLP 9 ZLP CAL CAL C 0 1 Y N N 8.319 24.188 2.004 -3.603 0.167 -3.583 CAL ZLP 10 ZLP CAM CAM C 0 1 Y N N 8.486 22.058 3.105 -1.906 -1.219 -4.549 CAM ZLP 11 ZLP CAN CAN C 0 1 Y N N 9.673 24.424 2.230 -2.729 0.536 -2.578 CAN ZLP 12 ZLP CAO CAO C 0 1 Y N N 9.866 22.237 3.209 -1.032 -0.849 -3.544 CAO ZLP 13 ZLP CAP CAP C 0 1 Y N N 15.188 19.709 2.283 4.985 1.532 -0.952 CAP ZLP 14 ZLP CAQ CAQ C 0 1 Y N N 16.246 19.071 1.646 6.115 1.476 -1.745 CAQ ZLP 15 ZLP CAR CAR C 0 1 Y N N 15.815 18.562 4.280 6.238 0.698 0.915 CAR ZLP 16 ZLP CAS CAS C 0 1 N N N 4.275 26.826 3.842 -7.201 3.635 0.373 CAS ZLP 17 ZLP CAT CAT C 0 1 N N N 5.434 26.916 4.839 -6.483 2.423 0.969 CAT ZLP 18 ZLP CAU CAU C 0 1 N N N 8.050 26.890 4.487 -7.198 -0.463 2.218 CAU ZLP 19 ZLP CAV CAV C 0 1 N N N 9.208 26.953 8.244 -5.397 -3.173 0.382 CAV ZLP 20 ZLP CAW CAW C 0 1 N N N 11.855 23.613 2.947 -0.490 0.433 -1.463 CAW ZLP 21 ZLP CAX CAX C 0 1 N N N 15.461 21.457 6.138 3.157 -1.331 2.168 CAX ZLP 22 ZLP CAY CAY C 0 1 N N N 14.556 22.759 4.252 1.831 -0.449 0.192 CAY ZLP 23 ZLP NAZ NAZ N 0 1 N N N 18.163 17.599 1.971 8.593 0.864 -1.741 NAZ ZLP 24 ZLP NBA NBA N 0 1 N N N 19.646 16.122 3.023 10.659 0.100 -0.841 NBA ZLP 25 ZLP NBB NBB N 0 1 N N N 11.477 24.845 5.020 -1.956 -0.426 0.297 NBB ZLP 26 ZLP OBC OBC O 0 1 N N N 3.405 25.747 4.209 -8.558 3.652 0.822 OBC ZLP 27 ZLP OBD OBD O 0 1 N N N 6.049 25.631 4.948 -7.065 1.224 0.455 OBD ZLP 28 ZLP OBE OBE O 0 1 N N N 7.938 28.085 5.288 -7.186 -1.902 2.119 OBE ZLP 29 ZLP OBF OBF O 0 1 N N N 8.734 28.126 7.517 -6.813 -3.450 0.400 OBF ZLP 30 ZLP OBG OBG O 0 1 N N N 9.920 25.863 6.305 -4.213 -1.016 0.314 OBG ZLP 31 ZLP OBH OBH O 0 1 N N N 17.778 17.126 4.045 8.651 0.252 0.384 OBH ZLP 32 ZLP CBI CBI C 0 1 N N N 10.590 24.730 6.006 -2.984 -1.122 -0.226 CBI ZLP 33 ZLP CBJ CBJ C 0 1 Y N N 10.460 23.437 2.821 -1.443 0.029 -2.558 CBJ ZLP 34 ZLP CBK CBK C 0 1 Y N N 14.973 19.449 3.630 5.047 1.143 0.374 CBK ZLP 35 ZLP CBL CBL C 0 1 N N N 18.515 16.824 2.993 9.391 0.383 -0.734 CBL ZLP 36 ZLP CBM CBM C 0 1 Y N N 17.061 18.268 2.337 7.313 1.030 -1.209 CBM ZLP 37 ZLP CBN CBN C 0 1 Y N N 16.829 17.999 3.630 7.377 0.638 0.127 CBN ZLP 38 ZLP CBO CBO C 0 1 N N N 15.491 22.522 7.245 4.240 -2.220 1.553 CBO ZLP 39 ZLP CBP CBP C 0 1 N N R 13.717 23.977 4.646 0.434 -0.207 0.768 CBP ZLP 40 ZLP CBQ CBQ C 0 1 N N S 12.217 23.726 4.438 -0.618 -0.542 -0.290 CBQ ZLP 41 ZLP CBR CBR C 0 1 N N R 7.434 25.746 5.277 -6.464 0.026 0.951 CBR ZLP 42 ZLP CBS CBS C 0 1 N N R 8.933 25.791 7.320 -5.273 -1.794 -0.301 CBS ZLP 43 ZLP NBT NBT N 0 1 N N N 14.327 21.678 5.223 2.834 -0.244 1.241 NBT ZLP 44 ZLP CBU CBU C 0 1 N N R 7.635 27.716 6.665 -7.448 -2.197 0.731 CBU ZLP 45 ZLP CBV CBV C 0 1 N N S 7.578 26.188 6.730 -6.643 -1.127 -0.060 CBV ZLP 46 ZLP SBW SBW S 0 1 N N N 13.737 20.306 4.532 3.601 1.217 1.378 SBW ZLP 47 ZLP HAA HAA H 0 1 N N N 20.817 14.708 4.063 11.358 0.325 1.123 HAA ZLP 48 ZLP HAAA HAAA H 0 0 N N N 19.841 15.805 5.099 10.946 -1.342 0.655 HAAA ZLP 49 ZLP HAAB HAAB H 0 0 N N N 19.040 14.476 4.195 12.435 -0.586 0.038 HAAB ZLP 50 ZLP HAB HAB H 0 1 N N N 3.414 23.689 4.498 -10.340 4.691 0.706 HAB ZLP 51 ZLP HABA HABA H 0 0 N N N 4.506 24.297 3.208 -8.866 5.687 0.641 HABA ZLP 52 ZLP HABB HABB H 0 0 N N N 4.933 24.541 4.936 -9.344 4.711 -0.769 HABB ZLP 53 ZLP HAC HAC H 0 1 N N N 13.363 22.918 7.142 5.457 -3.898 2.140 HAC ZLP 54 ZLP HACA HACA H 0 0 N N N 13.829 21.660 8.335 5.085 -2.762 3.459 HACA ZLP 55 ZLP HACB HACB H 0 0 N N N 14.134 23.393 8.692 3.832 -3.878 2.866 HACB ZLP 56 ZLP HAD HAD H 0 1 N N N 17.507 22.040 7.863 3.493 -2.191 -0.468 HAD ZLP 57 ZLP HADA HADA H 0 0 N N N 16.528 22.886 9.108 4.401 -3.662 -0.040 HADA ZLP 58 ZLP HADB HADB H 0 0 N N N 16.223 21.153 8.751 2.747 -3.426 0.575 HADB ZLP 59 ZLP HOAH HOAH H 0 0 N N N 13.592 25.896 4.216 0.427 1.788 0.421 HOAH ZLP 60 ZLP HAK HAK H 0 1 N N N 6.634 22.938 2.466 -3.875 -1.003 -5.352 HAK ZLP 61 ZLP HAL HAL H 0 1 N N N 7.741 24.893 1.425 -4.607 0.564 -3.599 HAL ZLP 62 ZLP HAM HAM H 0 1 N N N 8.026 21.154 3.477 -1.584 -1.904 -5.319 HAM ZLP 63 ZLP HAN HAN H 0 1 N N N 10.112 25.370 1.948 -3.050 1.222 -1.808 HAN ZLP 64 ZLP HAO HAO H 0 1 N N N 10.481 21.437 3.594 -0.027 -1.246 -3.528 HAO ZLP 65 ZLP HAP HAP H 0 1 N N N 14.548 20.391 1.743 4.052 1.883 -1.368 HAP ZLP 66 ZLP HAQ HAQ H 0 1 N N N 16.410 19.225 0.590 6.065 1.779 -2.781 HAQ ZLP 67 ZLP HAR HAR H 0 1 N N N 15.647 18.326 5.321 6.281 0.396 1.951 HAR ZLP 68 ZLP HAS HAS H 0 1 N N N 3.711 27.770 3.851 -6.701 4.549 0.696 HAS ZLP 69 ZLP HASA HASA H 0 0 N N N 4.674 26.647 2.833 -7.179 3.573 -0.715 HASA ZLP 70 ZLP HAT HAT H 0 1 N N N 6.172 27.650 4.483 -5.427 2.458 0.700 HAT ZLP 71 ZLP HATA HATA H 0 0 N N N 5.052 27.228 5.822 -6.582 2.439 2.054 HATA ZLP 72 ZLP HAU HAU H 0 1 N N N 7.511 27.023 3.538 -8.222 -0.091 2.231 HAU ZLP 73 ZLP HAUA HAUA H 0 0 N N N 9.109 26.675 4.280 -6.665 -0.140 3.113 HAUA ZLP 74 ZLP HAV HAV H 0 1 N N N 10.285 27.036 8.453 -5.006 -3.129 1.399 HAV ZLP 75 ZLP HAVA HAVA H 0 0 N N N 8.659 26.835 9.190 -4.869 -3.932 -0.196 HAVA ZLP 76 ZLP HAW HAW H 0 1 N N N 12.376 22.750 2.506 0.531 0.411 -1.843 HAW ZLP 77 ZLP HAWA HAWA H 0 0 N N N 12.159 24.532 2.424 -0.731 1.441 -1.125 HAWA ZLP 78 ZLP HAX HAX H 0 1 N N N 16.399 21.506 5.566 2.263 -1.926 2.356 HAX ZLP 79 ZLP HAXA HAXA H 0 0 N N N 15.363 20.463 6.598 3.520 -0.913 3.106 HAXA ZLP 80 ZLP HAY HAY H 0 1 N N N 14.262 22.420 3.248 1.899 -1.471 -0.180 HAY ZLP 81 ZLP HAYA HAYA H 0 0 N N N 15.622 23.032 4.250 2.013 0.249 -0.625 HAYA ZLP 82 ZLP HNAZ HNAZ H 0 0 N N N 18.634 17.669 1.092 8.866 1.052 -2.653 HNAZ ZLP 83 ZLP HNBB HNBB H 0 0 N N N 11.649 25.759 4.652 -2.101 0.152 1.062 HNBB ZLP 84 ZLP HBO HBO H 0 1 N N N 15.772 23.494 6.813 5.094 -1.606 1.265 HBO ZLP 85 ZLP HBP HBP H 0 1 N N N 13.870 24.141 5.723 0.287 -0.843 1.641 HBP ZLP 86 ZLP HBQ HBQ H 0 1 N N N 11.939 22.790 4.944 -0.465 -1.561 -0.646 HBQ ZLP 87 ZLP HBR HBR H 0 1 N N N 7.982 24.809 5.099 -5.407 0.190 1.161 HBR ZLP 88 ZLP HBS HBS H 0 1 N N N 8.895 24.827 7.848 -5.087 -1.913 -1.369 HBS ZLP 89 ZLP HBU HBU H 0 1 N N N 6.681 28.150 6.998 -8.512 -2.194 0.497 HBU ZLP 90 ZLP HBV HBV H 0 1 N N N 6.742 25.835 7.351 -7.128 -0.809 -0.983 HBV ZLP 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 ZLP CAA NBA SING N N 1 ZLP CAB OBC SING N N 2 ZLP CAC CBO SING N N 3 ZLP CAD CBO SING N N 4 ZLP OAE CBI DOUB N N 5 ZLP OAF SBW DOUB N N 6 ZLP OAG SBW DOUB N N 7 ZLP OAH CBP SING N N 8 ZLP CAK CAL DOUB Y N 9 ZLP CAK CAM SING Y N 10 ZLP CAL CAN SING Y N 11 ZLP CAM CAO DOUB Y N 12 ZLP CAN CBJ DOUB Y N 13 ZLP CAO CBJ SING Y N 14 ZLP CAP CAQ DOUB Y N 15 ZLP CAP CBK SING Y N 16 ZLP CAQ CBM SING Y N 17 ZLP CAR CBK DOUB Y N 18 ZLP CAR CBN SING Y N 19 ZLP CAS CAT SING N N 20 ZLP CAS OBC SING N N 21 ZLP CAT OBD SING N N 22 ZLP CAU OBE SING N N 23 ZLP CAU CBR SING N N 24 ZLP CAV OBF SING N N 25 ZLP CAV CBS SING N N 26 ZLP CAW CBJ SING N N 27 ZLP CAW CBQ SING N N 28 ZLP CAX CBO SING N N 29 ZLP CAX NBT SING N N 30 ZLP CAY CBP SING N N 31 ZLP CAY NBT SING N N 32 ZLP NAZ CBL SING N N 33 ZLP NAZ CBM SING N N 34 ZLP NBA CBL DOUB N N 35 ZLP NBB CBI SING N N 36 ZLP NBB CBQ SING N N 37 ZLP OBD CBR SING N N 38 ZLP OBE CBU SING N N 39 ZLP OBF CBU SING N N 40 ZLP OBG CBI SING N N 41 ZLP OBG CBS SING N N 42 ZLP OBH CBL SING N N 43 ZLP OBH CBN SING N N 44 ZLP CBK SBW SING N N 45 ZLP CBM CBN DOUB Y N 46 ZLP CBP CBQ SING N N 47 ZLP CBR CBV SING N N 48 ZLP CBS CBV SING N N 49 ZLP NBT SBW SING N N 50 ZLP CBU CBV SING N N 51 ZLP CAA HAA SING N N 52 ZLP CAA HAAA SING N N 53 ZLP CAA HAAB SING N N 54 ZLP CAB HAB SING N N 55 ZLP CAB HABA SING N N 56 ZLP CAB HABB SING N N 57 ZLP CAC HAC SING N N 58 ZLP CAC HACA SING N N 59 ZLP CAC HACB SING N N 60 ZLP CAD HAD SING N N 61 ZLP CAD HADA SING N N 62 ZLP CAD HADB SING N N 63 ZLP OAH HOAH SING N N 64 ZLP CAK HAK SING N N 65 ZLP CAL HAL SING N N 66 ZLP CAM HAM SING N N 67 ZLP CAN HAN SING N N 68 ZLP CAO HAO SING N N 69 ZLP CAP HAP SING N N 70 ZLP CAQ HAQ SING N N 71 ZLP CAR HAR SING N N 72 ZLP CAS HAS SING N N 73 ZLP CAS HASA SING N N 74 ZLP CAT HAT SING N N 75 ZLP CAT HATA SING N N 76 ZLP CAU HAU SING N N 77 ZLP CAU HAUA SING N N 78 ZLP CAV HAV SING N N 79 ZLP CAV HAVA SING N N 80 ZLP CAW HAW SING N N 81 ZLP CAW HAWA SING N N 82 ZLP CAX HAX SING N N 83 ZLP CAX HAXA SING N N 84 ZLP CAY HAY SING N N 85 ZLP CAY HAYA SING N N 86 ZLP NAZ HNAZ SING N N 87 ZLP NBB HNBB SING N N 88 ZLP CBO HBO SING N N 89 ZLP CBP HBP SING N N 90 ZLP CBQ HBQ SING N N 91 ZLP CBR HBR SING N N 92 ZLP CBS HBS SING N N 93 ZLP CBU HBU SING N N 94 ZLP CBV HBV 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 ZLP SMILES ACDLabs 12.01 "O=S(=O)(c2cc1O\C(=N/C)Nc1cc2)N(CC(C)C)CC(O)C(NC(=O)OC3C4C(OCCOC)COC4OC3)Cc5ccccc5" ZLP InChI InChI 1.03 ;InChI=1S/C32H44N4O10S/c1-20(2)16-36(47(39,40)22-10-11-23-26(15-22)45-31(33-3)34-23)17-25(37)24(14-21-8-6-5-7-9-21)35-32(38)46-28-19-44-30-29(28)27(18-43-30)42-13-12-41-4/h5-11,15,20,24-25,27-30,37H,12-14,16-19H2,1-4H3,(H,33,34)(H,35,38)/t24-,25+,27-,28-,29-,30+/m0/s1 ; ZLP InChIKey InChI 1.03 RAYAFQVLXHNDSC-CFUDKJTHSA-N ZLP SMILES_CANONICAL CACTVS 3.385 "COCCO[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" ZLP SMILES CACTVS 3.385 "COCCO[CH]1CO[CH]2OC[CH](OC(=O)N[CH](Cc3ccccc3)[CH](O)CN(CC(C)C)[S](=O)(=O)c4ccc5NC(Oc5c4)=NC)[CH]12" ZLP 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)OCCOC)O)S(=O)(=O)c4ccc5c(c4)O/C(=N\C)/N5" ZLP SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2C(CO3)OCCOC)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 ZLP "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,4R,6aR)-4-(2-methoxyethoxy)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" ZLP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R,3aS,4R,6aR)-3-(2-methoxyethoxy)-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 ZLP "Create component" 2015-02-05 EBI ZLP "Initial release" 2015-05-06 RCSB #