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 
# 
