data_8VK
# 
_chem_comp.id                                    8VK 
_chem_comp.name                                  
;ethyl (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-ethyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylate
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H48 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                     2017-03-13 
_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                        734.281 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8VK 
_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        5NEG 
_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 
8VK C1  C1  C  0 1 N N N 8.176  -22.401 35.790 -5.752  -1.425 0.807  C1  8VK 1   
8VK C2  C2  C  0 1 N N S 8.138  -21.910 34.475 -5.856  -0.221 1.707  C2  8VK 2   
8VK C3  C3  C  0 1 N N N 6.915  -22.338 33.604 -7.332  0.084  1.997  C3  8VK 3   
8VK C4  C4  C  0 1 N N R 7.385  -23.723 33.304 -7.581  1.479  1.391  C4  8VK 4   
8VK C5  C5  C  0 1 N N R 8.789  -23.434 32.731 -6.160  2.091  1.280  C5  8VK 5   
8VK C6  C6  C  0 1 N N N 9.527  -24.641 32.719 -6.194  3.146  0.242  C6  8VK 6   
8VK C10 C7  C  0 1 N N S 14.288 -20.106 33.012 -0.561  0.024  -2.141 C10 8VK 7   
8VK C11 C8  C  0 1 N N N 16.874 -18.115 29.164 4.201   -0.750 -0.708 C11 8VK 8   
8VK C12 C9  C  0 1 N N S 17.599 -18.297 27.819 5.523   -0.259 -0.176 C12 8VK 9   
8VK C13 C10 C  0 1 N N N 17.656 -19.818 27.530 5.287   0.927  0.760  C13 8VK 10  
8VK C14 C11 C  0 1 Y N N 18.288 -20.103 26.309 6.594   1.340  1.387  C14 8VK 11  
8VK C15 C12 C  0 1 Y N N 17.648 -19.979 25.068 7.101   0.631  2.461  C15 8VK 12  
8VK C20 C13 C  0 1 N N N 12.999 -20.657 32.804 -1.561  0.473  -1.107 C20 8VK 13  
8VK C21 C14 C  0 1 N N S 11.527 -22.667 32.984 -3.566  1.874  -0.569 C21 8VK 14  
8VK C22 C15 C  0 1 N N N 13.782 -22.991 33.576 -2.474  2.257  -2.638 C22 8VK 15  
8VK C23 C16 C  0 1 N N N 13.199 -24.259 33.009 -3.708  3.190  -2.546 C23 8VK 16  
8VK C24 C17 C  0 1 N N N 15.344 -18.442 34.356 -0.392  -1.758 -3.775 C24 8VK 17  
8VK C25 C18 C  0 1 N N N 10.524 -22.108 33.776 -4.097  0.920  0.399  C25 8VK 18  
8VK C30 C19 C  0 1 N N N 14.839 -17.165 27.996 3.742   -2.014 1.413  C30 8VK 19  
8VK C32 C20 C  0 1 N N N 19.328 -16.788 27.033 5.965   1.149  -2.115 C32 8VK 20  
8VK C35 C21 C  0 1 N N R 14.809 -17.455 30.382 2.118   -2.096 -0.341 C35 8VK 21  
8VK C52 C22 C  0 1 N N N 9.705  -25.112 37.623 -6.685  -4.987 0.934  C52 8VK 22  
8VK C16 C23 C  0 1 Y N N 19.600 -20.569 26.339 7.289   2.424  0.885  C16 8VK 23  
8VK C17 C24 C  0 1 Y N N 20.258 -20.884 25.163 8.488   2.803  1.459  C17 8VK 24  
8VK C18 C25 C  0 1 Y N N 19.635 -20.742 23.938 8.993   2.098  2.536  C18 8VK 25  
8VK C19 C26 C  0 1 Y N N 18.309 -20.311 23.888 8.304   1.007  3.032  C19 8VK 26  
8VK C26 C27 C  0 1 N N N 15.438 -16.532 31.265 2.262   -2.955 -1.578 C26 8VK 27  
8VK C27 C28 C  0 1 N N S 14.612 -17.741 33.228 0.055   -2.273 -2.387 C27 8VK 28  
8VK C28 C29 C  0 1 N N N 15.343 -16.686 32.651 1.342   -3.037 -2.496 C28 8VK 29  
8VK C29 C30 C  0 1 N N N 13.894 -16.175 28.698 2.925   -3.319 1.586  C29 8VK 30  
8VK C31 C31 C  0 1 N N N 14.613 -18.720 30.986 1.145   -0.969 -0.567 C31 8VK 31  
8VK C33 C32 C  0 1 N N N 20.707 -16.186 27.318 6.839   1.582  -3.264 C33 8VK 32  
8VK C34 C33 C  0 1 N N N 13.451 -17.025 29.801 1.617   -2.971 0.827  C34 8VK 33  
8VK C49 C34 C  0 1 N N N 6.494  -24.465 32.308 -8.461  2.319  2.319  C49 8VK 34  
8VK C50 C35 C  0 1 N N N 6.239  -23.623 31.077 -9.859  1.703  2.391  C50 8VK 35  
8VK C51 C36 C  0 1 N N N 8.853  -23.879 37.386 -6.095  -3.727 0.296  C51 8VK 36  
8VK C7  C37 C  0 1 N N N 10.839 -24.918 33.102 -5.605  3.293  -0.864 C7  8VK 37  
8VK C8  C38 C  0 1 N N R 11.822 -24.030 33.565 -4.600  2.454  -1.526 C8  8VK 38  
8VK C9  C39 C  0 1 N N N 14.367 -19.582 34.453 -1.299  -0.562 -3.367 C9  8VK 39  
8VK N1  N1  N  0 1 N N N 9.277  -22.452 33.691 -5.269  0.960  1.033  N1  8VK 40  
8VK N2  N2  N  0 1 N N N 12.814 -21.953 33.099 -2.450  1.440  -1.405 N2  8VK 41  
8VK N3  N3  N  0 1 N N N 14.473 -18.849 32.282 0.281   -1.046 -1.597 N3  8VK 42  
8VK N4  N4  N  0 1 N N N 18.912 -17.672 27.945 6.373   0.162  -1.293 N4  8VK 43  
8VK N5  N5  N  0 1 N N N 15.643 -17.598 29.141 3.424   -1.548 0.051  N5  8VK 44  
8VK O1  O1  O  0 1 N N N 8.869  -23.545 35.994 -6.224  -2.612 1.217  O1  8VK 45  
8VK O2  O2  O  0 1 N N N 7.687  -21.743 36.705 -5.247  -1.321 -0.286 O2  8VK 46  
8VK O3  O3  O  0 1 N N N 14.489 -19.757 30.326 1.144   -0.001 0.165  O3  8VK 47  
8VK O4  O4  O  0 1 N N N 17.447 -18.439 30.202 3.837   -0.428 -1.819 O4  8VK 48  
8VK O5  O5  O  0 1 N N N 18.681 -16.488 26.023 4.895   1.689  -1.930 O5  8VK 49  
8VK O6  O6  O  0 1 N N N 12.086 -19.950 32.392 -1.564  -0.036 -0.006 O6  8VK 50  
8VK O7  O7  O  0 1 N N N 10.774 -21.320 34.696 -3.384  -0.026 0.659  O7  8VK 51  
8VK CL  CL1 CL 0 0 N N N 16.016 -19.454 24.943 6.228   -0.731 3.092  CL  8VK 52  
8VK H25 H1  H  0 1 N N N 8.191  -20.811 34.476 -5.329  -0.412 2.641  H25 8VK 53  
8VK H32 H2  H  0 1 N N N 6.808  -21.724 32.698 -7.973  -0.656 1.518  H32 8VK 54  
8VK H31 H3  H  0 1 N N N 5.971  -22.326 34.169 -7.511  0.099  3.072  H31 8VK 55  
8VK H41 H4  H  0 1 N N N 7.476  -24.306 34.232 -8.038  1.393  0.405  H41 8VK 56  
8VK H5  H5  H  0 1 N N N 8.701  -22.997 31.725 -5.896  2.552  2.232  H5  8VK 57  
8VK H6  H6  H  0 1 N N N 8.980  -25.496 32.349 -6.864  3.959  0.481  H6  8VK 58  
8VK H10 H7  H  0 1 N N N 15.097 -20.824 32.809 0.060   0.865  -2.448 H10 8VK 59  
8VK H12 H8  H  0 1 N N N 17.018 -17.803 27.026 6.016   -1.063 0.372  H12 8VK 60  
8VK H2A H9  H  0 1 N N N 16.629 -20.211 27.497 4.877   1.762  0.192  H2A 8VK 61  
8VK H13 H10 H  0 1 N N N 18.212 -20.312 28.340 4.584   0.639  1.542  H13 8VK 62  
8VK H21 H11 H  0 1 N N N 11.222 -22.757 31.931 -3.195  2.715  0.016  H21 8VK 63  
8VK H93 H12 H  0 1 N N N 13.819 -23.026 34.675 -2.562  1.609  -3.510 H93 8VK 64  
8VK H22 H13 H  0 1 N N N 14.792 -22.805 33.181 -1.563  2.852  -2.709 H22 8VK 65  
8VK H23 H14 H  0 1 N N N 13.677 -25.166 33.407 -3.424  4.174  -2.174 H23 8VK 66  
8VK H94 H15 H  0 1 N N N 13.219 -24.286 31.910 -4.207  3.269  -3.512 H94 8VK 67  
8VK H4A H16 H  0 1 N N N 16.357 -18.767 34.075 0.461   -1.421 -4.363 H4A 8VK 68  
8VK H24 H17 H  0 1 N N N 15.394 -17.840 35.275 -0.961  -2.517 -4.311 H24 8VK 69  
8VK H30 H18 H  0 1 N N N 14.290 -18.003 27.542 3.433   -1.273 2.150  H30 8VK 70  
8VK H36 H19 H  0 1 N N N 15.453 -16.670 27.229 4.809   -2.219 1.504  H36 8VK 71  
8VK H99 H20 H  0 1 N N N 9.692  -25.367 38.693 -7.739  -4.821 1.158  H99 8VK 72  
8VK H52 H21 H  0 1 N N N 9.302  -25.953 37.040 -6.589  -5.824 0.242  H52 8VK 73  
8VK H53 H22 H  0 1 N N N 10.739 -24.909 37.307 -6.149  -5.213 1.855  H53 8VK 74  
8VK H16 H23 H  0 1 N N N 20.107 -20.685 27.286 6.896   2.976  0.044  H16 8VK 75  
8VK H17 H24 H  0 1 N N N 21.275 -21.247 25.203 9.031   3.650  1.067  H17 8VK 76  
8VK H18 H25 H  0 1 N N N 20.170 -20.963 23.026 9.930   2.394  2.984  H18 8VK 77  
8VK H19 H26 H  0 1 N N N 17.798 -20.235 22.940 8.698   0.456  3.873  H19 8VK 78  
8VK H26 H27 H  0 1 N N N 15.996 -15.702 30.858 3.174   -3.520 -1.707 H26 8VK 79  
8VK H27 H28 H  0 1 N N N 13.625 -17.403 33.576 -0.722  -2.888 -1.933 H27 8VK 80  
8VK H28 H29 H  0 1 N N N 15.843 -15.978 33.295 1.509   -3.670 -3.356 H28 8VK 81  
8VK H37 H30 H  0 1 N N N 14.425 -15.280 29.054 3.434   -4.163 1.121  H37 8VK 82  
8VK H29 H31 H  0 1 N N N 13.059 -15.872 28.050 2.725   -3.518 2.639  H29 8VK 83  
8VK H35 H32 H  0 1 N N N 20.979 -15.492 26.509 7.007   0.737  -3.931 H35 8VK 84  
8VK H33 H33 H  0 1 N N N 20.679 -15.642 28.274 6.347   2.385  -3.812 H33 8VK 85  
8VK H34 H34 H  0 1 N N N 21.454 -16.992 27.376 7.795   1.937  -2.879 H34 8VK 86  
8VK H39 H35 H  0 1 N N N 12.855 -16.462 30.534 0.938   -2.408 1.467  H39 8VK 87  
8VK H38 H36 H  0 1 N N N 12.871 -17.888 29.442 1.137   -3.875 0.453  H38 8VK 88  
8VK H95 H37 H  0 1 N N N 5.533  -24.698 32.790 -8.021  2.340  3.316  H95 8VK 89  
8VK H49 H38 H  0 1 N N N 6.990  -25.400 32.008 -8.531  3.336  1.931  H49 8VK 90  
8VK H97 H39 H  0 1 N N N 5.597  -24.179 30.378 -10.299 1.682  1.393  H97 8VK 91  
8VK H50 H40 H  0 1 N N N 5.739  -22.688 31.370 -9.789  0.687  2.778  H50 8VK 92  
8VK H96 H41 H  0 1 N N N 7.196  -23.389 30.588 -10.486 2.302  3.052  H96 8VK 93  
8VK H51 H42 H  0 1 N N N 9.256  -23.038 37.969 -5.042  -3.893 0.072  H51 8VK 94  
8VK H98 H43 H  0 1 N N N 7.819  -24.082 37.702 -6.632  -3.501 -0.626 H98 8VK 95  
8VK H7  H44 H  0 1 N N N 11.138 -25.953 33.033 -5.886  4.180  -1.412 H7  8VK 96  
8VK H8  H45 H  0 1 N N N 11.852 -23.982 34.664 -5.103  1.636  -2.042 H8  8VK 97  
8VK H92 H46 H  0 1 N N N 13.384 -19.230 34.798 -2.294  -0.909 -3.090 H92 8VK 98  
8VK H91 H47 H  0 1 N N N 14.738 -20.361 35.135 -1.355  0.172  -4.171 H91 8VK 99  
8VK H42 H48 H  0 1 N N N 19.503 -17.906 28.717 7.229   -0.270 -1.441 H42 8VK 100 
# 
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 
8VK C19 C18 DOUB Y N 1   
8VK C19 C15 SING Y N 2   
8VK C18 C17 SING Y N 3   
8VK CL  C15 SING N N 4   
8VK C15 C14 DOUB Y N 5   
8VK C17 C16 DOUB Y N 6   
8VK O5  C32 DOUB N N 7   
8VK C14 C16 SING Y N 8   
8VK C14 C13 SING N N 9   
8VK C32 C33 SING N N 10  
8VK C32 N4  SING N N 11  
8VK C13 C12 SING N N 12  
8VK C12 N4  SING N N 13  
8VK C12 C11 SING N N 14  
8VK C30 C29 SING N N 15  
8VK C30 N5  SING N N 16  
8VK C29 C34 SING N N 17  
8VK N5  C11 SING N N 18  
8VK N5  C35 SING N N 19  
8VK C11 O4  DOUB N N 20  
8VK C34 C35 SING N N 21  
8VK O3  C31 DOUB N N 22  
8VK C35 C31 SING N N 23  
8VK C35 C26 SING N N 24  
8VK C31 N3  SING N N 25  
8VK C50 C49 SING N N 26  
8VK C26 C28 DOUB N N 27  
8VK N3  C10 SING N N 28  
8VK N3  C27 SING N N 29  
8VK C49 C4  SING N N 30  
8VK O6  C20 DOUB N N 31  
8VK C28 C27 SING N N 32  
8VK C6  C5  SING N N 33  
8VK C6  C7  DOUB N N 34  
8VK C5  C4  SING N N 35  
8VK C5  N1  SING N N 36  
8VK C20 C10 SING N N 37  
8VK C20 N2  SING N N 38  
8VK C21 N2  SING N N 39  
8VK C21 C8  SING N N 40  
8VK C21 C25 SING N N 41  
8VK C23 C8  SING N N 42  
8VK C23 C22 SING N N 43  
8VK C10 C9  SING N N 44  
8VK N2  C22 SING N N 45  
8VK C7  C8  SING N N 46  
8VK C27 C24 SING N N 47  
8VK C4  C3  SING N N 48  
8VK C3  C2  SING N N 49  
8VK N1  C25 SING N N 50  
8VK N1  C2  SING N N 51  
8VK C25 O7  DOUB N N 52  
8VK C24 C9  SING N N 53  
8VK C2  C1  SING N N 54  
8VK C1  O1  SING N N 55  
8VK C1  O2  DOUB N N 56  
8VK O1  C51 SING N N 57  
8VK C51 C52 SING N N 58  
8VK C2  H25 SING N N 59  
8VK C3  H32 SING N N 60  
8VK C3  H31 SING N N 61  
8VK C4  H41 SING N N 62  
8VK C5  H5  SING N N 63  
8VK C6  H6  SING N N 64  
8VK C10 H10 SING N N 65  
8VK C12 H12 SING N N 66  
8VK C13 H2A SING N N 67  
8VK C13 H13 SING N N 68  
8VK C21 H21 SING N N 69  
8VK C22 H93 SING N N 70  
8VK C22 H22 SING N N 71  
8VK C23 H23 SING N N 72  
8VK C23 H94 SING N N 73  
8VK C24 H4A SING N N 74  
8VK C24 H24 SING N N 75  
8VK C30 H30 SING N N 76  
8VK C30 H36 SING N N 77  
8VK C52 H99 SING N N 78  
8VK C52 H52 SING N N 79  
8VK C52 H53 SING N N 80  
8VK C16 H16 SING N N 81  
8VK C17 H17 SING N N 82  
8VK C18 H18 SING N N 83  
8VK C19 H19 SING N N 84  
8VK C26 H26 SING N N 85  
8VK C27 H27 SING N N 86  
8VK C28 H28 SING N N 87  
8VK C29 H37 SING N N 88  
8VK C29 H29 SING N N 89  
8VK C33 H35 SING N N 90  
8VK C33 H33 SING N N 91  
8VK C33 H34 SING N N 92  
8VK C34 H39 SING N N 93  
8VK C34 H38 SING N N 94  
8VK C49 H95 SING N N 95  
8VK C49 H49 SING N N 96  
8VK C50 H97 SING N N 97  
8VK C50 H50 SING N N 98  
8VK C50 H96 SING N N 99  
8VK C51 H51 SING N N 100 
8VK C51 H98 SING N N 101 
8VK C7  H7  SING N N 102 
8VK C8  H8  SING N N 103 
8VK C9  H92 SING N N 104 
8VK C9  H91 SING N N 105 
8VK N4  H42 SING N N 106 
# 
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 
8VK InChI            InChI                1.03  
;InChI=1S/C39H48ClN5O7/c1-4-24-22-32(37(50)52-5-2)45-30(24)13-11-25-16-20-42(33(25)36(45)49)35(48)31-14-12-27-15-18-39(38(51)44(27)31)17-8-19-43(39)34(47)29(41-23(3)46)21-26-9-6-7-10-28(26)40/h6-7,9-11,13,15,18,24-25,27,29-33H,4-5,8,12,14,16-17,19-22H2,1-3H3,(H,41,46)/t24-,25+,27+,29+,30+,31+,32+,33+,39-/m1/s1
;
8VK InChIKey         InChI                1.03  UDCSMDQSVHUJOU-FHKBVFMSSA-N 
8VK SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)[C@@H]1C[C@@H](CC)[C@@H]2C=C[C@H]3CCN([C@@H]3C(=O)N12)C(=O)[C@@H]4CC[C@H]5C=C[C@]6(CCCN6C(=O)[C@H](Cc7ccccc7Cl)NC(C)=O)C(=O)N45" 
8VK SMILES           CACTVS               3.385 "CCOC(=O)[CH]1C[CH](CC)[CH]2C=C[CH]3CCN([CH]3C(=O)N12)C(=O)[CH]4CC[CH]5C=C[C]6(CCCN6C(=O)[CH](Cc7ccccc7Cl)NC(C)=O)C(=O)N45" 
8VK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[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)OCC" 
8VK SMILES           "OpenEye OEToolkits" 2.0.6 "CCC1CC(N2C1C=CC3CCN(C3C2=O)C(=O)C4CCC5N4C(=O)C6(CCCN6C(=O)C(Cc7ccccc7Cl)NC(=O)C)C=C5)C(=O)OCC" 
# 
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 
8VK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
;ethyl (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-ethyl-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-ene-13-carboxylate
;
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8VK "Create component"   2017-03-13 EBI  
8VK "Other modification" 2018-03-12 EBI  
8VK "Initial release"    2018-03-21 RCSB 
# 
