data_8TB
# 
_chem_comp.id                                    8TB 
_chem_comp.name                                  
;(3~{S},7~{R},10~{R},11~{R},13~{S})-4-[(3~{S},6~{R},8~{a}~{S})-1'-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-5-oxidanylidene-spiro[1,2,3,8~{a}-tetrahydroindolizine-6,2'-pyrrolidine]-3-yl]carbonyl-11-methyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylic acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H42 Cl N5 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-03-06 
_chem_comp.pdbx_modified_date                    2018-03-16 
_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                        692.201 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8TB 
_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        5NCG 
_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 
8TB C11 C1  C  0 1 N N N 9.803  20.869 19.459 3.668  -1.215 -0.204 C11 8TB 1  
8TB C12 C2  C  0 1 N N S 8.964  19.640 19.064 4.995  -0.652 0.237  C12 8TB 2  
8TB C13 C3  C  0 1 N N N 9.034  19.492 17.505 4.771  0.682  0.953  C13 8TB 3  
8TB C15 C4  C  0 1 Y N N 8.591  17.103 17.038 6.822  2.114  0.852  C15 8TB 4  
8TB C17 C5  C  0 1 Y N N 6.080  17.691 16.059 7.722  1.113  3.267  C17 8TB 5  
8TB C19 C6  C  0 1 Y N N 7.757  16.075 16.586 8.017  2.564  1.385  C19 8TB 6  
8TB C20 C7  C  0 1 N N N 14.130 24.197 17.073 -2.045 -0.048 -0.960 C20 8TB 7  
8TB C21 C8  C  0 1 N N S 15.625 24.390 15.071 -4.029 1.466  -0.756 C21 8TB 8  
8TB C22 C9  C  0 1 N N N 13.478 25.360 14.910 -2.918 1.379  -2.847 C22 8TB 9  
8TB C23 C10 C  0 1 N N N 13.939 25.095 13.536 -4.137 2.329  -2.970 C23 8TB 10 
8TB C24 C11 C  0 1 N N N 12.196 25.895 19.552 -0.899 -2.817 -3.074 C24 8TB 11 
8TB C25 C12 C  0 1 N N N 16.802 24.890 15.675 -4.583 0.753  0.391  C25 8TB 12 
8TB C1  C13 C  0 1 N N N 19.634 26.438 15.340 -5.961 -1.431 1.544  C1  8TB 13 
8TB C10 C14 C  0 1 N N S 12.923 24.564 17.740 -1.046 -0.724 -1.864 C10 8TB 14 
8TB C14 C15 C  0 1 Y N N 8.188  18.426 17.017 6.075  1.167  1.530  C14 8TB 15 
8TB C16 C16 C  0 1 Y N N 6.927  18.694 16.509 6.526  0.668  2.737  C16 8TB 16 
8TB C18 C17 C  0 1 Y N N 6.503  16.384 16.089 8.466  2.063  2.593  C18 8TB 17 
8TB C2  C18 C  0 1 N N S 19.288 25.095 15.722 -6.365 -0.030 1.924  C2  8TB 18 
8TB C26 C19 C  0 1 N N N 11.557 22.657 21.100 1.718  -3.541 -0.637 C26 8TB 19 
8TB C27 C20 C  0 1 N N S 12.715 24.565 20.108 -0.471 -3.029 -1.603 C27 8TB 20 
8TB C28 C21 C  0 1 N N N 11.905 24.005 21.115 0.810  -3.807 -1.532 C28 8TB 21 
8TB C29 C22 C  0 1 N N N 13.224 19.839 19.895 1.818  -2.272 2.788  C29 8TB 22 
8TB C3  C23 C  0 1 N N N 20.218 23.990 15.213 -7.887 0.142  1.776  C3  8TB 23 
8TB C30 C24 C  0 1 N N N 11.765 19.372 20.027 3.195  -2.086 2.104  C30 8TB 24 
8TB C31 C25 C  0 1 N N N 12.273 22.470 18.858 0.625  -1.383 -0.090 C31 8TB 25 
8TB C32 C26 C  0 1 N N N 6.900  18.881 20.144 5.462  0.410  -1.906 C32 8TB 26 
8TB C33 C27 C  0 1 N N N 5.454  19.235 20.423 6.341  0.627  -3.110 C33 8TB 27 
8TB C34 C28 C  0 1 N N N 13.268 21.059 20.646 1.034  -3.056 1.703  C34 8TB 28 
8TB C35 C29 C  0 1 N N R 12.016 21.786 20.090 1.571  -2.454 0.387  C35 8TB 29 
8TB C4  C30 C  0 1 N N R 19.720 23.837 13.779 -8.075 1.559  1.208  C4  8TB 30 
8TB C49 C31 C  0 1 N N N 20.344 22.615 13.043 -8.819 2.439  2.215  C49 8TB 31 
8TB C5  C32 C  0 1 N N R 18.228 23.640 14.029 -6.647 2.105  0.973  C5  8TB 32 
8TB C6  C33 C  0 1 N N N 17.455 23.917 12.858 -6.659 2.909  -0.271 C6  8TB 33 
8TB C7  C34 C  0 1 N N N 16.226 24.606 12.733 -6.049 2.812  -1.372 C7  8TB 34 
8TB C8  C35 C  0 1 N N R 15.437 25.171 13.767 -5.047 1.843  -1.824 C8  8TB 35 
8TB C9  C36 C  0 1 N N N 13.141 25.994 18.388 -1.786 -1.547 -2.944 C9  8TB 36 
8TB N1  N1  N  0 1 N N N 17.982 24.602 15.177 -5.755 0.950  0.990  N1  8TB 37 
8TB N2  N2  N  0 1 N N N 14.374 24.642 15.822 -2.916 0.846  -1.467 N2  8TB 38 
8TB N3  N3  N  0 1 N N N 12.623 23.741 18.912 -0.230 -1.665 -1.091 N3  8TB 39 
8TB N4  N4  N  0 1 N N N 7.585  19.839 19.500 5.849  -0.440 -0.934 N4  8TB 40 
8TB N5  N5  N  0 1 N N N 11.064 20.630 19.835 2.882  -1.860 0.681  N5  8TB 41 
8TB O1  O1  O  0 1 N N N 20.561 26.971 15.985 -5.857 -2.379 2.489  O1  8TB 42 
8TB O2  O2  O  0 1 N N N 18.973 27.061 14.480 -5.731 -1.702 0.389  O2  8TB 43 
8TB O3  O3  O  0 1 N N N 12.190 21.933 17.723 0.632  -0.283 0.422  O3  8TB 44 
8TB O4  O4  O  0 1 N N N 9.355  22.003 19.339 3.306  -1.082 -1.354 O4  8TB 45 
8TB O5  O5  O  0 1 N N N 7.382  17.806 20.487 4.406  0.999  -1.810 O5  8TB 46 
8TB O6  O6  O  0 1 N N N 15.014 23.572 17.677 -2.065 -0.309 0.224  O6  8TB 47 
8TB O7  O7  O  0 1 N N N 16.771 25.724 16.599 -3.890 -0.128 0.855  O7  8TB 48 
8TB CL  CL1 CL 0 0 N N N 10.162 16.651 17.644 6.257  2.743  -0.665 CL  8TB 49 
8TB H12 H1  H  0 1 N N N 9.391  18.740 19.530 5.478  -1.353 0.918  H12 8TB 50 
8TB H13 H2  H  0 1 N N N 10.074 19.279 17.216 4.392  1.416  0.242  H13 8TB 51 
8TB H2A H3  H  0 1 N N N 8.712  20.438 17.045 4.046  0.546  1.756  H2A 8TB 52 
8TB H17 H4  H  0 1 N N N 5.096  17.936 15.688 8.074  0.723  4.211  H17 8TB 53 
8TB H19 H5  H  0 1 N N N 8.089  15.048 16.625 8.599  3.305  0.858  H19 8TB 54 
8TB H21 H6  H  0 1 N N N 15.721 23.318 14.845 -3.652 2.415  -0.374 H21 8TB 55 
8TB H96 H7  H  0 1 N N N 13.517 26.440 15.118 -3.012 0.560  -3.561 H96 8TB 56 
8TB H97 H8  H  0 1 N N N 12.446 25.000 15.036 -1.995 1.929  -3.034 H97 8TB 57 
8TB H23 H9  H  0 1 N N N 13.592 25.863 12.829 -3.838 3.366  -2.816 H23 8TB 58 
8TB H95 H10 H  0 1 N N N 13.627 24.102 13.181 -4.629 2.205  -3.935 H95 8TB 59 
8TB H24 H11 H  0 1 N N N 12.319 26.724 20.264 -0.034 -2.629 -3.711 H24 8TB 60 
8TB H4A H12 H  0 1 N N N 11.144 25.836 19.235 -1.477 -3.665 -3.441 H4A 8TB 61 
8TB H10 H13 H  0 1 N N N 12.068 24.600 17.048 -0.409 0.023  -2.337 H10 8TB 62 
8TB H16 H14 H  0 1 N N N 6.592  19.719 16.462 5.945  -0.075 3.265  H16 8TB 63 
8TB H18 H15 H  0 1 N N N 5.857  15.599 15.725 9.401  2.411  3.007  H18 8TB 64 
8TB H22 H16 H  0 1 N N N 19.252 25.030 16.819 -6.059 0.185  2.947  H22 8TB 65 
8TB H26 H17 H  0 1 N N N 10.920 22.269 21.881 2.622  -4.132 -0.631 H26 8TB 66 
8TB H27 H18 H  0 1 N N N 13.759 24.675 20.435 -1.259 -3.529 -1.039 H27 8TB 67 
8TB H28 H19 H  0 1 N N N 11.546 24.635 21.916 0.983  -4.606 -2.238 H28 8TB 68 
8TB H29 H20 H  0 1 N N N 13.913 19.094 20.319 1.912  -2.858 3.702  H29 8TB 69 
8TB H37 H21 H  0 1 N N N 13.483 20.019 18.841 1.349  -1.309 2.990  H37 8TB 70 
8TB H31 H22 H  0 1 N N N 20.093 23.060 15.786 -8.286 -0.600 1.084  H31 8TB 71 
8TB H32 H23 H  0 1 N N N 21.272 24.302 15.244 -8.374 0.054  2.747  H32 8TB 72 
8TB H30 H24 H  0 1 N N N 11.564 18.943 21.020 3.712  -1.221 2.520  H30 8TB 73 
8TB H36 H25 H  0 1 N N N 11.502 18.638 19.251 3.802  -2.983 2.223  H36 8TB 74 
8TB H34 H26 H  0 1 N N N 4.967  18.402 20.951 5.866  1.342  -3.782 H34 8TB 75 
8TB H35 H27 H  0 1 N N N 5.412  20.139 21.048 7.307  1.017  -2.790 H35 8TB 76 
8TB H33 H28 H  0 1 N N N 4.932  19.422 19.473 6.485  -0.319 -3.631 H33 8TB 77 
8TB H39 H29 H  0 1 N N N 13.182 20.873 21.727 1.257  -4.121 1.759  H39 8TB 78 
8TB H38 H30 H  0 1 N N N 14.189 21.626 20.444 -0.038 -2.882 1.800  H38 8TB 79 
8TB H41 H31 H  0 1 N N N 19.899 24.758 13.206 -8.623 1.518  0.266  H41 8TB 80 
8TB H94 H32 H  0 1 N N N 21.417 22.793 12.881 -8.885 3.456  1.829  H94 8TB 81 
8TB H49 H33 H  0 1 N N N 20.211 21.711 13.656 -9.822 2.043  2.371  H49 8TB 82 
8TB H93 H34 H  0 1 N N N 19.844 22.477 12.073 -8.278 2.443  3.162  H93 8TB 83 
8TB H5  H35 H  0 1 N N N 18.052 22.610 14.373 -6.385 2.761  1.802  H5  8TB 84 
8TB H6  H36 H  0 1 N N N 17.871 23.545 11.933 -7.330 3.755  -0.227 H6  8TB 85 
8TB H7  H37 H  0 1 N N N 15.842 24.715 11.729 -6.309 3.566  -2.100 H7  8TB 86 
8TB H8  H38 H  0 1 N N N 15.721 26.220 13.937 -5.563 0.939  -2.148 H8  8TB 87 
8TB H91 H39 H  0 1 N N N 14.181 26.140 18.717 -1.821 -1.003 -3.887 H91 8TB 88 
8TB H92 H40 H  0 1 N N N 12.857 26.803 17.699 -2.789 -1.809 -2.610 H92 8TB 89 
8TB H42 H41 H  0 1 N N N 7.138  20.714 19.314 6.693  -0.912 -1.010 H42 8TB 90 
8TB H1  H42 H  0 1 N N N 20.657 27.876 15.713 -5.595 -3.263 2.197  H1  8TB 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 
8TB C7  C6  DOUB N N 1  
8TB C7  C8  SING N N 2  
8TB C6  C5  SING N N 3  
8TB C49 C4  SING N N 4  
8TB C23 C8  SING N N 5  
8TB C23 C22 SING N N 6  
8TB C8  C21 SING N N 7  
8TB C4  C5  SING N N 8  
8TB C4  C3  SING N N 9  
8TB C5  N1  SING N N 10 
8TB O2  C1  DOUB N N 11 
8TB C22 N2  SING N N 12 
8TB C21 C25 SING N N 13 
8TB C21 N2  SING N N 14 
8TB N1  C25 SING N N 15 
8TB N1  C2  SING N N 16 
8TB C3  C2  SING N N 17 
8TB C1  C2  SING N N 18 
8TB C1  O1  SING N N 19 
8TB C25 O7  DOUB N N 20 
8TB N2  C20 SING N N 21 
8TB C17 C18 DOUB Y N 22 
8TB C17 C16 SING Y N 23 
8TB C18 C19 SING Y N 24 
8TB C16 C14 DOUB Y N 25 
8TB C19 C15 DOUB Y N 26 
8TB C14 C15 SING Y N 27 
8TB C14 C13 SING N N 28 
8TB C15 CL  SING N N 29 
8TB C20 O6  DOUB N N 30 
8TB C20 C10 SING N N 31 
8TB C13 C12 SING N N 32 
8TB O3  C31 DOUB N N 33 
8TB C10 C9  SING N N 34 
8TB C10 N3  SING N N 35 
8TB C9  C24 SING N N 36 
8TB C31 N3  SING N N 37 
8TB C31 C35 SING N N 38 
8TB N3  C27 SING N N 39 
8TB C12 C11 SING N N 40 
8TB C12 N4  SING N N 41 
8TB O4  C11 DOUB N N 42 
8TB C11 N5  SING N N 43 
8TB N4  C32 SING N N 44 
8TB C24 C27 SING N N 45 
8TB N5  C30 SING N N 46 
8TB N5  C35 SING N N 47 
8TB C29 C30 SING N N 48 
8TB C29 C34 SING N N 49 
8TB C35 C34 SING N N 50 
8TB C35 C26 SING N N 51 
8TB C27 C28 SING N N 52 
8TB C32 C33 SING N N 53 
8TB C32 O5  DOUB N N 54 
8TB C26 C28 DOUB N N 55 
8TB C12 H12 SING N N 56 
8TB C13 H13 SING N N 57 
8TB C13 H2A SING N N 58 
8TB C17 H17 SING N N 59 
8TB C19 H19 SING N N 60 
8TB C21 H21 SING N N 61 
8TB C22 H96 SING N N 62 
8TB C22 H97 SING N N 63 
8TB C23 H23 SING N N 64 
8TB C23 H95 SING N N 65 
8TB C24 H24 SING N N 66 
8TB C24 H4A SING N N 67 
8TB C10 H10 SING N N 68 
8TB C16 H16 SING N N 69 
8TB C18 H18 SING N N 70 
8TB C2  H22 SING N N 71 
8TB C26 H26 SING N N 72 
8TB C27 H27 SING N N 73 
8TB C28 H28 SING N N 74 
8TB C29 H29 SING N N 75 
8TB C29 H37 SING N N 76 
8TB C3  H31 SING N N 77 
8TB C3  H32 SING N N 78 
8TB C30 H30 SING N N 79 
8TB C30 H36 SING N N 80 
8TB C33 H34 SING N N 81 
8TB C33 H35 SING N N 82 
8TB C33 H33 SING N N 83 
8TB C34 H39 SING N N 84 
8TB C34 H38 SING N N 85 
8TB C4  H41 SING N N 86 
8TB C49 H94 SING N N 87 
8TB C49 H49 SING N N 88 
8TB C49 H93 SING N N 89 
8TB C5  H5  SING N N 90 
8TB C6  H6  SING N N 91 
8TB C7  H7  SING N N 92 
8TB C8  H8  SING N N 93 
8TB C9  H91 SING N N 94 
8TB C9  H92 SING N N 95 
8TB N4  H42 SING N N 96 
8TB O1  H1  SING N N 97 
# 
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 
8TB InChI            InChI                1.03  
;InChI=1S/C36H42ClN5O7/c1-20-18-29(34(47)48)42-27(20)10-8-22-13-17-39(30(22)33(42)46)32(45)28-11-9-24-12-15-36(35(49)41(24)28)14-5-16-40(36)31(44)26(38-21(2)43)19-23-6-3-4-7-25(23)37/h3-4,6-8,10,12,15,20,22,24,26-30H,5,9,11,13-14,16-19H2,1-2H3,(H,38,43)(H,47,48)/t20-,22+,24+,26+,27+,28+,29+,30+,36-/m1/s1
;
8TB InChIKey         InChI                1.03  FZILKQWAXMUHKU-PKMCVEQOSA-N 
8TB SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1C[C@H](N2[C@H]1C=C[C@H]3CCN([C@@H]3C2=O)C(=O)[C@@H]4CC[C@H]5C=C[C@]6(CCCN6C(=O)[C@H](Cc7ccccc7Cl)NC(C)=O)C(=O)N45)C(O)=O" 
8TB SMILES           CACTVS               3.385 "C[CH]1C[CH](N2[CH]1C=C[CH]3CCN([CH]3C2=O)C(=O)[CH]4CC[CH]5C=C[C]6(CCCN6C(=O)[CH](Cc7ccccc7Cl)NC(C)=O)C(=O)N45)C(O)=O" 
8TB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1C[C@H](N2[C@H]1C=C[C@H]3CCN([C@@H]3C2=O)C(=O)[C@@H]4CC[C@@H]5N4C(=O)[C@@]6(CCCN6C(=O)[C@H](Cc7ccccc7Cl)NC(=O)C)C=C5)C(=O)O" 
8TB SMILES           "OpenEye OEToolkits" 2.0.6 "CC1CC(N2C1C=CC3CCN(C3C2=O)C(=O)C4CCC5N4C(=O)C6(CCCN6C(=O)C(Cc7ccccc7Cl)NC(=O)C)C=C5)C(=O)O" 
# 
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 
8TB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
;(3~{S},7~{R},10~{R},11~{R},13~{S})-4-[(3~{S},6~{R},8~{a}~{S})-1'-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-5-oxidanylidene-spiro[1,2,3,8~{a}-tetrahydroindolizine-6,2'-pyrrolidine]-3-yl]carbonyl-11-methyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylic acid
;
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8TB "Create component" 2017-03-06 EBI  
8TB "Initial release"  2018-03-21 RCSB 
# 
