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 #