data_8SB # _chem_comp.id 8SB _chem_comp.name ;(3~{S},7~{R},10~{R},13~{S})-4-[[(3~{R},7~{S},10~{S},13~{R})-4-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-en-13-yl]carbonyl]-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 "C35 H40 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 2017-03-02 _chem_comp.pdbx_modified_date 2017-05-19 _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 678.174 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8SB _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 5NAJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 8SB C1 C1 C 0 1 N N N 15.498 100.955 11.400 -0.003 -2.187 1.606 C1 8SB 1 8SB C2 C2 C 0 1 N N S 14.347 100.299 11.846 -1.048 -3.145 2.120 C2 8SB 2 8SB C3 C3 C 0 1 N N N 14.626 99.169 12.857 -0.481 -4.571 2.136 C3 8SB 3 8SB C4 C4 C 0 1 N N N 15.163 98.116 11.917 -1.357 -5.361 1.143 C4 8SB 4 8SB C5 C5 C 0 1 N N R 13.983 98.073 10.951 -2.652 -4.514 1.039 C5 8SB 5 8SB C6 C6 C 0 1 N N N 14.392 97.359 9.798 -3.300 -4.826 -0.255 C6 8SB 6 8SB C21 C7 C 0 1 N N S 12.360 99.186 8.811 -3.680 -1.820 -0.333 C21 8SB 7 8SB C22 C8 C 0 1 N N N 11.679 99.496 6.568 -4.280 -0.595 -2.271 C22 8SB 8 8SB C24 C9 C 0 1 N N N 8.579 102.717 9.763 -4.754 3.923 0.308 C24 8SB 9 8SB C25 C10 C 0 1 N N N 12.982 100.014 9.759 -2.772 -2.001 0.769 C25 8SB 10 8SB C29 C11 C 0 1 N N N 4.710 98.514 8.937 0.806 4.290 1.845 C29 8SB 11 8SB C30 C12 C 0 1 N N N 5.449 97.160 8.862 1.687 3.158 1.258 C30 8SB 12 8SB C32 C13 C 0 1 N N N 6.179 93.873 8.585 3.022 -1.650 -0.345 C32 8SB 13 8SB C33 C14 C 0 1 N N N 6.830 93.328 7.320 3.150 -2.939 -1.117 C33 8SB 14 8SB C34 C15 C 0 1 N N S 5.900 99.428 8.903 -0.606 3.880 1.381 C34 8SB 15 8SB C10 C16 C 0 1 N N R 9.936 100.825 9.661 -3.841 2.000 -0.887 C10 8SB 16 8SB C11 C17 C 0 1 N N N 6.925 96.532 10.841 1.324 1.500 -0.606 C11 8SB 17 8SB C12 C18 C 0 1 N N S 6.499 95.064 10.699 2.576 0.743 -0.246 C12 8SB 18 8SB C13 C19 C 0 1 N N N 7.085 94.174 11.828 3.802 1.573 -0.633 C13 8SB 19 8SB C14 C20 C 0 1 Y N N 6.667 92.836 11.633 5.050 0.884 -0.143 C14 8SB 20 8SB C15 C21 C 0 1 Y N N 5.481 92.346 12.161 5.677 -0.058 -0.937 C15 8SB 21 8SB C16 C22 C 0 1 Y N N 7.446 91.981 10.863 5.570 1.199 1.099 C16 8SB 22 8SB C17 C23 C 0 1 Y N N 7.056 90.669 10.631 6.715 0.567 1.549 C17 8SB 23 8SB C18 C24 C 0 1 Y N N 5.867 90.196 11.167 7.340 -0.379 0.757 C18 8SB 24 8SB C19 C25 C 0 1 Y N N 5.077 91.037 11.940 6.823 -0.690 -0.486 C19 8SB 25 8SB C20 C26 C 0 1 N N N 10.252 100.630 8.274 -3.612 0.675 -0.206 C20 8SB 26 8SB C23 C27 C 0 1 N N N 12.473 98.206 6.764 -4.320 -2.108 -2.606 C23 8SB 27 8SB C27 C28 C 0 1 N N S 7.753 101.583 10.349 -3.352 4.236 -0.276 C27 8SB 28 8SB C31 C29 C 0 1 N N N 8.101 99.178 9.764 -1.457 2.595 -0.602 C31 8SB 29 8SB C35 C30 C 0 1 N N R 6.752 98.829 10.004 -0.323 3.285 0.007 C35 8SB 30 8SB C47 C31 C 0 1 N N N 5.605 100.760 9.215 -1.571 4.950 1.356 C47 8SB 31 8SB C48 C32 C 0 1 N N N 6.429 101.693 9.853 -2.633 5.097 0.689 C48 8SB 32 8SB C7 C33 C 0 1 N N N 14.146 97.603 8.445 -3.577 -4.136 -1.274 C7 8SB 33 8SB C8 C34 C 0 1 N N R 13.408 98.661 7.843 -3.384 -2.705 -1.537 C8 8SB 34 8SB C9 C35 C 0 1 N N N 9.912 102.249 10.208 -5.160 2.614 -0.397 C9 8SB 35 8SB N1 N1 N 0 1 N N N 13.700 99.527 10.753 -2.225 -3.129 1.223 N1 8SB 36 8SB N2 N2 N 0 1 N N N 11.337 99.868 7.985 -3.825 -0.474 -0.878 N2 8SB 37 8SB N3 N3 N 0 1 N N N 8.537 100.409 9.905 -2.746 2.933 -0.545 N3 8SB 38 8SB N4 N4 N 0 1 N N N 6.997 94.537 9.415 2.601 -0.531 -0.968 N4 8SB 39 8SB N5 N5 N 0 1 N N N 6.426 97.385 9.941 0.930 2.547 0.144 N5 8SB 40 8SB O1 O1 O 0 1 N N N 15.956 100.670 10.274 0.072 -1.952 0.424 O1 8SB 41 8SB O2 O2 O 0 1 N N N 15.923 101.865 12.138 0.841 -1.592 2.464 O2 8SB 42 8SB O3 O3 O 0 1 N N N 8.945 98.364 9.365 -1.195 1.595 -1.235 O3 8SB 43 8SB O4 O4 O 0 1 N N N 7.674 96.898 11.742 0.670 1.166 -1.572 O4 8SB 44 8SB O5 O5 O 0 1 N N N 4.979 93.696 8.834 3.296 -1.620 0.836 O5 8SB 45 8SB O6 O6 O 0 1 N N N 9.515 101.044 7.385 -3.236 0.643 0.947 O6 8SB 46 8SB O7 O7 O 0 1 N N N 12.894 101.243 9.688 -2.457 -0.995 1.369 O7 8SB 47 8SB CL CL1 CL 0 0 N N N 4.520 93.347 13.095 5.028 -0.448 -2.499 CL 8SB 48 8SB H22 H1 H 0 1 N N N 13.627 101.007 12.283 -1.348 -2.856 3.127 H22 8SB 49 8SB H31 H2 H 0 1 N N N 15.372 99.466 13.608 0.558 -4.569 1.806 H31 8SB 50 8SB H32 H3 H 0 1 N N N 13.708 98.836 13.364 -0.560 -4.998 3.135 H32 8SB 51 8SB H42 H4 H 0 1 N N N 15.325 97.151 12.420 -0.866 -5.432 0.173 H42 8SB 52 8SB H41 H5 H 0 1 N N N 16.094 98.433 11.424 -1.577 -6.354 1.534 H41 8SB 53 8SB H5 H6 H 0 1 N N N 13.125 97.585 11.437 -3.324 -4.791 1.851 H5 8SB 54 8SB H6 H7 H 0 1 N N N 14.992 96.483 9.998 -3.598 -5.860 -0.345 H6 8SB 55 8SB H21 H8 H 0 1 N N N 11.893 98.326 9.314 -4.667 -2.105 0.032 H21 8SB 56 8SB H95 H9 H 0 1 N N N 12.291 100.273 6.087 -3.569 -0.089 -2.924 H95 8SB 57 8SB H94 H10 H 0 1 N N N 10.772 99.321 5.970 -5.273 -0.161 -2.393 H94 8SB 58 8SB H24 H11 H 0 1 N N N 8.314 103.693 10.196 -4.696 3.776 1.386 H24 8SB 59 8SB H5A H12 H 0 1 N N N 8.499 102.768 8.667 -5.457 4.721 0.067 H5A 8SB 60 8SB H29 H13 H 0 1 N N N 4.045 98.670 8.075 0.868 4.305 2.933 H29 8SB 61 8SB H37 H14 H 0 1 N N N 4.134 98.620 9.868 1.089 5.257 1.429 H37 8SB 62 8SB H30 H15 H 0 1 N N N 4.783 96.312 9.077 2.624 3.573 0.885 H30 8SB 63 8SB H36 H16 H 0 1 N N N 5.936 97.007 7.887 1.889 2.410 2.024 H36 8SB 64 8SB H34 H17 H 0 1 N N N 6.079 92.790 6.723 3.583 -3.705 -0.474 H34 8SB 65 8SB H33 H18 H 0 1 N N N 7.239 94.161 6.730 2.165 -3.261 -1.453 H33 8SB 66 8SB H35 H19 H 0 1 N N N 7.643 92.639 7.594 3.796 -2.782 -1.981 H35 8SB 67 8SB H38 H20 H 0 1 N N N 6.418 99.341 7.937 -0.974 3.083 2.028 H38 8SB 68 8SB H10 H21 H 0 1 N N N 10.609 100.219 10.286 -3.880 1.857 -1.967 H10 8SB 69 8SB H12 H22 H 0 1 N N N 5.401 95.002 10.730 2.590 0.553 0.827 H12 8SB 70 8SB H2A H23 H 0 1 N N N 8.184 94.223 11.802 3.845 1.674 -1.717 H2A 8SB 71 8SB H13 H24 H 0 1 N N N 6.725 94.533 12.803 3.730 2.561 -0.179 H13 8SB 72 8SB H16 H25 H 0 1 N N N 8.370 92.343 10.438 5.082 1.938 1.717 H16 8SB 73 8SB H17 H26 H 0 1 N N N 7.677 90.018 10.034 7.121 0.813 2.519 H17 8SB 74 8SB H18 H27 H 0 1 N N N 5.557 89.178 10.984 8.234 -0.871 1.109 H18 8SB 75 8SB H19 H28 H 0 1 N N N 4.154 90.674 12.367 7.311 -1.429 -1.104 H19 8SB 76 8SB H93 H29 H 0 1 N N N 11.833 97.376 7.097 -5.328 -2.505 -2.482 H93 8SB 77 8SB H23 H30 H 0 1 N N N 13.011 97.911 5.851 -3.950 -2.292 -3.615 H23 8SB 78 8SB H27 H31 H 0 1 N N N 7.767 101.650 11.447 -3.471 4.775 -1.216 H27 8SB 79 8SB H49 H32 H 0 1 N N N 6.420 99.235 10.971 -0.096 4.128 -0.646 H49 8SB 80 8SB H47 H33 H 0 1 N N N 4.624 101.109 8.929 -1.348 5.777 2.013 H47 8SB 81 8SB H48 H34 H 0 1 N N N 5.979 102.665 9.992 -3.116 6.048 0.858 H48 8SB 82 8SB H7 H35 H 0 1 N N N 14.576 96.888 7.759 -4.030 -4.687 -2.085 H7 8SB 83 8SB H8 H36 H 0 1 N N N 14.057 99.475 7.489 -2.349 -2.535 -1.837 H8 8SB 84 8SB H91 H37 H 0 1 N N N 9.995 102.259 11.305 -5.652 1.942 0.306 H91 8SB 85 8SB H92 H38 H 0 1 N N N 10.717 102.859 9.773 -5.816 2.825 -1.241 H92 8SB 86 8SB H43 H39 H 0 1 N N N 7.954 94.676 9.161 2.316 -0.570 -1.894 H43 8SB 87 8SB H1 H40 H 0 1 N N N 16.648 102.307 11.711 1.440 -0.926 2.099 H1 8SB 88 # 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 8SB C22 C23 SING N N 1 8SB C22 N2 SING N N 2 8SB C23 C8 SING N N 3 8SB C33 C32 SING N N 4 8SB O6 C20 DOUB N N 5 8SB C8 C7 SING N N 6 8SB C8 C21 SING N N 7 8SB N2 C20 SING N N 8 8SB N2 C21 SING N N 9 8SB C20 C10 SING N N 10 8SB C7 C6 DOUB N N 11 8SB C32 O5 DOUB N N 12 8SB C32 N4 SING N N 13 8SB C21 C25 SING N N 14 8SB C30 C29 SING N N 15 8SB C30 N5 SING N N 16 8SB C34 C29 SING N N 17 8SB C34 C47 SING N N 18 8SB C34 C35 SING N N 19 8SB C47 C48 DOUB N N 20 8SB O3 C31 DOUB N N 21 8SB N4 C12 SING N N 22 8SB C10 N3 SING N N 23 8SB C10 C9 SING N N 24 8SB O7 C25 DOUB N N 25 8SB C25 N1 SING N N 26 8SB C24 C9 SING N N 27 8SB C24 C27 SING N N 28 8SB C31 N3 SING N N 29 8SB C31 C35 SING N N 30 8SB C6 C5 SING N N 31 8SB C48 C27 SING N N 32 8SB N3 C27 SING N N 33 8SB N5 C35 SING N N 34 8SB N5 C11 SING N N 35 8SB O1 C1 DOUB N N 36 8SB C17 C16 DOUB Y N 37 8SB C17 C18 SING Y N 38 8SB C12 C11 SING N N 39 8SB C12 C13 SING N N 40 8SB N1 C5 SING N N 41 8SB N1 C2 SING N N 42 8SB C11 O4 DOUB N N 43 8SB C16 C14 SING Y N 44 8SB C5 C4 SING N N 45 8SB C18 C19 DOUB Y N 46 8SB C1 C2 SING N N 47 8SB C1 O2 SING N N 48 8SB C14 C13 SING N N 49 8SB C14 C15 DOUB Y N 50 8SB C2 C3 SING N N 51 8SB C4 C3 SING N N 52 8SB C19 C15 SING Y N 53 8SB C15 CL SING N N 54 8SB C2 H22 SING N N 55 8SB C3 H31 SING N N 56 8SB C3 H32 SING N N 57 8SB C4 H42 SING N N 58 8SB C4 H41 SING N N 59 8SB C5 H5 SING N N 60 8SB C6 H6 SING N N 61 8SB C21 H21 SING N N 62 8SB C22 H95 SING N N 63 8SB C22 H94 SING N N 64 8SB C24 H24 SING N N 65 8SB C24 H5A SING N N 66 8SB C29 H29 SING N N 67 8SB C29 H37 SING N N 68 8SB C30 H30 SING N N 69 8SB C30 H36 SING N N 70 8SB C33 H34 SING N N 71 8SB C33 H33 SING N N 72 8SB C33 H35 SING N N 73 8SB C34 H38 SING N N 74 8SB C10 H10 SING N N 75 8SB C12 H12 SING N N 76 8SB C13 H2A SING N N 77 8SB C13 H13 SING N N 78 8SB C16 H16 SING N N 79 8SB C17 H17 SING N N 80 8SB C18 H18 SING N N 81 8SB C19 H19 SING N N 82 8SB C23 H93 SING N N 83 8SB C23 H23 SING N N 84 8SB C27 H27 SING N N 85 8SB C35 H49 SING N N 86 8SB C47 H47 SING N N 87 8SB C48 H48 SING N N 88 8SB C7 H7 SING N N 89 8SB C8 H8 SING N N 90 8SB C9 H91 SING N N 91 8SB C9 H92 SING N N 92 8SB N4 H43 SING N N 93 8SB O2 H1 SING N N 94 # 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 8SB InChI InChI 1.03 ;InChI=1S/C35H40ClN5O7/c1-19(42)37-26(18-22-4-2-3-5-25(22)36)31(43)38-16-14-20-6-8-23-10-12-27(40(23)33(45)29(20)38)32(44)39-17-15-21-7-9-24-11-13-28(35(47)48)41(24)34(46)30(21)39/h2-9,20-21,23-24,26-30H,10-18H2,1H3,(H,37,42)(H,47,48)/t20-,21+,23-,24+,26+,27-,28+,29-,30+/m1/s1 ; 8SB InChIKey InChI 1.03 VTQUUKLGUPHTFW-IDZQPSAXSA-N 8SB SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H](Cc1ccccc1Cl)C(=O)N2CC[C@H]3C=C[C@@H]4CC[C@@H](N4C(=O)[C@H]23)C(=O)N5CC[C@@H]6C=C[C@H]7CC[C@H](N7C(=O)[C@@H]56)C(O)=O" 8SB SMILES CACTVS 3.385 "CC(=O)N[CH](Cc1ccccc1Cl)C(=O)N2CC[CH]3C=C[CH]4CC[CH](N4C(=O)[CH]23)C(=O)N5CC[CH]6C=C[CH]7CC[CH](N7C(=O)[CH]56)C(O)=O" 8SB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@@H](Cc1ccccc1Cl)C(=O)N2CC[C@@H]3[C@@H]2C(=O)N4[C@@H](CC[C@@H]4C(=O)N5CC[C@H]6[C@H]5C(=O)N7[C@H](CC[C@H]7C(=O)O)C=C6)C=C3" 8SB SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC(Cc1ccccc1Cl)C(=O)N2CCC3C2C(=O)N4C(CCC4C(=O)N5CCC6C5C(=O)N7C(CCC7C(=O)O)C=C6)C=C3" # 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 8SB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(3~{S},7~{R},10~{R},13~{S})-4-[[(3~{R},7~{S},10~{S},13~{R})-4-[(2~{S})-2-acetamido-3-(2-chlorophenyl)propanoyl]-2-oxidanylidene-1,4-diazatricyclo[8.3.0.0^{3,7}]tridec-8-en-13-yl]carbonyl]-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 8SB "Create component" 2017-03-02 RCSB 8SB "Initial release" 2017-05-24 RCSB #