data_8SE # _chem_comp.id 8SE _chem_comp.name ;(3~{S},7~{R},10~{R},13~{S})-4-[[(3~{S},7~{R},10~{R},13~{S})-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 8SE _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 8SE C2 C1 C 0 1 N N S 13.129 82.566 0.384 3.210 2.918 -1.867 C2 8SE 1 8SE N3 N1 N 0 1 N N N 13.839 89.813 -0.852 0.970 -3.362 0.353 N3 8SE 2 8SE C4 C2 C 0 1 N N N 13.235 82.068 2.684 4.958 4.365 -0.964 C4 8SE 3 8SE C5 C3 C 0 1 N N R 12.888 83.554 2.607 4.166 3.662 0.170 C5 8SE 4 8SE N2 N2 N 0 1 N N N 11.858 87.385 0.813 3.284 -0.686 1.458 N2 8SE 5 8SE C3 C4 C 0 1 N N N 14.078 81.941 1.433 4.093 4.123 -2.217 C3 8SE 6 8SE C1 C5 C 0 1 N N N 12.055 81.708 0.012 3.524 1.770 -2.791 C1 8SE 7 8SE O1 O1 O 0 1 N N N 11.151 81.448 0.836 3.336 1.902 -4.113 O1 8SE 8 8SE N1 N3 N 0 1 N N N 12.724 83.803 1.133 3.499 2.529 -0.470 N1 8SE 9 8SE C7 C6 C 0 1 N N N 10.740 84.824 3.127 5.497 2.257 1.783 C7 8SE 10 8SE C8 C7 C 0 1 N N R 10.655 85.750 2.064 5.079 0.875 1.520 C8 8SE 11 8SE C9 C8 C 0 1 N N N 11.977 88.977 -1.921 3.404 -3.510 0.392 C9 8SE 12 8SE C10 C9 C 0 1 N N S 12.558 89.198 -0.517 2.177 -2.859 1.044 C10 8SE 13 8SE N5 N4 N 0 1 N N N 16.456 91.999 0.575 -2.481 -2.001 -0.229 N5 8SE 14 8SE C11 C10 C 0 1 N N N 15.945 93.217 0.757 -2.744 -1.237 0.850 C11 8SE 15 8SE C6 C11 C 0 1 N N N 11.722 83.858 3.360 5.115 3.340 1.261 C6 8SE 16 8SE O2 O2 O 0 1 N N N 12.123 81.203 -1.137 3.946 0.731 -2.342 O2 8SE 17 8SE N4 N5 N 0 1 N N N 16.172 95.483 1.415 -4.267 0.105 2.180 N4 8SE 18 8SE C13 C12 C 0 1 N N N 16.058 93.772 3.164 -3.416 1.021 0.078 C13 8SE 19 8SE C14 C13 C 0 1 Y N N 16.640 94.504 4.215 -4.580 1.967 -0.069 C14 8SE 20 8SE C12 C14 C 0 1 N N S 16.609 94.133 1.775 -3.874 -0.241 0.812 C12 8SE 21 8SE O3 O3 O 0 1 N N N 14.074 90.741 1.076 -0.373 -2.075 1.455 O3 8SE 22 8SE C16 C15 C 0 1 Y N N 16.025 95.680 4.639 -4.715 3.036 0.796 C16 8SE 23 8SE C18 C16 C 0 1 Y N N 17.684 95.992 6.358 -6.716 3.703 -0.338 C18 8SE 24 8SE C19 C17 C 0 1 Y N N 18.303 94.821 5.959 -6.579 2.637 -1.208 C19 8SE 25 8SE C17 C18 C 0 1 Y N N 16.547 96.423 5.700 -5.783 3.904 0.661 C17 8SE 26 8SE C15 C19 C 0 1 Y N N 17.788 94.084 4.890 -5.510 1.768 -1.074 C15 8SE 27 8SE O4 O4 O 0 1 N N N 14.902 93.535 0.194 -2.071 -1.352 1.853 O4 8SE 28 8SE C21 C20 C 0 1 N N S 12.042 86.083 1.523 3.580 0.732 1.282 C21 8SE 29 8SE C22 C21 C 0 1 N N N 10.443 87.815 1.081 4.315 -1.249 2.358 C22 8SE 30 8SE C20 C22 C 0 1 N N N 12.848 87.982 0.152 2.258 -1.361 0.902 C20 8SE 31 8SE O5 O5 O 0 1 N N N 17.862 95.880 -0.036 -2.238 0.877 2.639 O5 8SE 32 8SE C24 C23 C 0 1 N N N 13.184 88.399 -2.637 2.840 -4.364 -0.761 C24 8SE 33 8SE C27 C24 C 0 1 N N R 14.222 89.478 -2.268 1.354 -4.574 -0.369 C27 8SE 34 8SE C25 C25 C 0 1 N N N 12.384 85.002 0.678 3.095 1.375 0.063 C25 8SE 35 8SE C23 C26 C 0 1 N N N 10.190 87.138 2.440 5.307 -0.105 2.688 C23 8SE 36 8SE O6 O6 O 0 1 N N N 13.991 87.527 0.134 1.401 -0.762 0.288 O6 8SE 37 8SE C29 C27 C 0 1 N N N 18.078 90.542 -0.192 -2.518 -2.995 -2.455 C29 8SE 38 8SE C30 C28 C 0 1 N N N 17.703 91.349 1.032 -3.224 -1.992 -1.508 C30 8SE 39 8SE C31 C29 C 0 1 N N N 14.555 90.582 -0.058 -0.236 -2.811 0.501 C31 8SE 40 8SE C32 C30 C 0 1 N N N 16.822 96.225 0.518 -3.370 0.662 3.018 C32 8SE 41 8SE C33 C31 C 0 1 N N N 16.196 97.581 0.262 -3.774 1.018 4.425 C33 8SE 42 8SE O7 O7 O 0 1 N N N 12.275 85.110 -0.554 2.218 0.788 -0.536 O7 8SE 43 8SE C35 C32 C 0 1 N N S 15.811 91.092 -0.400 -1.412 -2.988 -0.348 C35 8SE 44 8SE C34 C33 C 0 1 N N R 16.748 89.895 -0.374 -1.108 -3.091 -1.838 C34 8SE 45 8SE C47 C34 C 0 1 N N N 16.645 89.169 -1.591 -0.356 -4.299 -2.198 C47 8SE 46 8SE C48 C35 C 0 1 N N N 15.536 89.000 -2.424 0.591 -4.880 -1.600 C48 8SE 47 8SE CL CL1 CL 0 0 N N N 18.613 92.665 4.467 -5.337 0.430 -2.166 CL 8SE 48 8SE H22 H1 H 0 1 N N N 13.717 82.851 -0.500 2.159 3.191 -1.963 H22 8SE 49 8SE H41 H2 H 0 1 N N N 12.337 81.434 2.639 5.050 5.432 -0.762 H41 8SE 50 8SE H42 H3 H 0 1 N N N 13.809 81.827 3.591 5.942 3.911 -1.082 H42 8SE 51 8SE H5 H4 H 0 1 N N N 13.744 84.137 2.978 3.404 4.344 0.548 H5 8SE 52 8SE H31 H5 H 0 1 N N N 14.303 80.890 1.201 4.726 3.893 -3.075 H31 8SE 53 8SE H32 H6 H 0 1 N N N 15.017 82.507 1.518 3.476 4.997 -2.425 H32 8SE 54 8SE H1 H7 H 0 1 N N N 10.545 80.823 0.455 3.551 1.139 -4.666 H1 8SE 55 8SE H7 H8 H 0 1 N N N 9.943 84.868 3.854 6.254 2.364 2.546 H7 8SE 56 8SE H8 H9 H 0 1 N N N 10.029 85.359 1.249 5.602 0.506 0.638 H8 8SE 57 8SE H91 H10 H 0 1 N N N 11.649 89.923 -2.378 4.076 -2.745 0.002 H91 8SE 58 8SE H92 H11 H 0 1 N N N 11.137 88.267 -1.905 3.926 -4.140 1.112 H92 8SE 59 8SE H10 H12 H 0 1 N N N 11.917 89.869 0.074 2.135 -3.127 2.100 H10 8SE 60 8SE H6 H13 H 0 1 N N N 11.573 83.253 4.242 5.574 4.214 1.701 H6 8SE 61 8SE H43 H14 H 0 1 N N N 15.359 95.861 1.857 -5.172 -0.067 2.482 H43 8SE 62 8SE H13 H15 H 0 1 N N N 14.975 93.963 3.167 -3.040 0.751 -0.910 H13 8SE 63 8SE H2A H16 H 0 1 N N N 16.243 92.702 3.343 -2.624 1.505 0.648 H2A 8SE 64 8SE H12 H17 H 0 1 N N N 17.704 94.031 1.747 -4.725 -0.677 0.288 H12 8SE 65 8SE H16 H18 H 0 1 N N N 15.131 96.022 4.139 -3.987 3.193 1.578 H16 8SE 66 8SE H18 H19 H 0 1 N N N 18.087 96.566 7.179 -7.550 4.381 -0.443 H18 8SE 67 8SE H19 H20 H 0 1 N N N 19.187 94.476 6.475 -7.305 2.482 -1.992 H19 8SE 68 8SE H17 H21 H 0 1 N N N 16.061 97.337 6.007 -5.888 4.739 1.338 H17 8SE 69 8SE H21 H22 H 0 1 N N N 12.755 86.193 2.353 3.092 1.250 2.108 H21 8SE 70 8SE H94 H23 H 0 1 N N N 10.359 88.909 1.152 3.849 -1.612 3.274 H94 8SE 71 8SE H95 H24 H 0 1 N N N 9.754 87.443 0.309 4.839 -2.063 1.857 H95 8SE 72 8SE H24 H25 H 0 1 N N N 13.026 88.333 -3.724 2.914 -3.827 -1.707 H24 8SE 73 8SE H5A H26 H 0 1 N N N 13.461 87.409 -2.245 3.359 -5.320 -0.819 H5A 8SE 74 8SE H27 H27 H 0 1 N N N 14.054 90.359 -2.905 1.281 -5.428 0.304 H27 8SE 75 8SE H93 H28 H 0 1 N N N 10.796 87.578 3.245 6.334 -0.472 2.691 H93 8SE 76 8SE H23 H29 H 0 1 N N N 9.128 87.160 2.727 5.058 0.362 3.641 H23 8SE 77 8SE H29 H30 H 0 1 N N N 18.879 89.815 0.009 -3.017 -3.964 -2.435 H29 8SE 78 8SE H37 H31 H 0 1 N N N 18.362 91.174 -1.046 -2.474 -2.604 -3.471 H37 8SE 79 8SE H36 H32 H 0 1 N N N 17.524 90.701 1.903 -4.255 -2.303 -1.340 H36 8SE 80 8SE H30 H33 H 0 1 N N N 18.477 92.090 1.279 -3.202 -0.992 -1.942 H30 8SE 81 8SE H33 H34 H 0 1 N N N 16.812 98.140 -0.458 -2.923 1.454 4.948 H33 8SE 82 8SE H35 H35 H 0 1 N N N 15.184 97.446 -0.148 -4.592 1.739 4.397 H35 8SE 83 8SE H34 H36 H 0 1 N N N 16.137 98.142 1.207 -4.101 0.119 4.948 H34 8SE 84 8SE H49 H37 H 0 1 N N N 15.808 91.544 -1.403 -1.860 -3.940 -0.064 H49 8SE 85 8SE H38 H38 H 0 1 N N N 16.514 89.258 0.491 -0.527 -2.220 -2.143 H38 8SE 86 8SE H47 H39 H 0 1 N N N 17.550 88.679 -1.918 -0.664 -4.766 -3.122 H47 8SE 87 8SE H48 H40 H 0 1 N N N 15.713 88.418 -3.317 0.914 -5.787 -2.089 H48 8SE 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 8SE C24 C27 SING N N 1 8SE C24 C9 SING N N 2 8SE C48 C27 SING N N 3 8SE C48 C47 DOUB N N 4 8SE C27 N3 SING N N 5 8SE C9 C10 SING N N 6 8SE C47 C34 SING N N 7 8SE O2 C1 DOUB N N 8 8SE N3 C10 SING N N 9 8SE N3 C31 SING N N 10 8SE O7 C25 DOUB N N 11 8SE C10 C20 SING N N 12 8SE C35 C34 SING N N 13 8SE C35 C31 SING N N 14 8SE C35 N5 SING N N 15 8SE C34 C29 SING N N 16 8SE C29 C30 SING N N 17 8SE C31 O3 DOUB N N 18 8SE O5 C32 DOUB N N 19 8SE C1 C2 SING N N 20 8SE C1 O1 SING N N 21 8SE O6 C20 DOUB N N 22 8SE C20 N2 SING N N 23 8SE O4 C11 DOUB N N 24 8SE C33 C32 SING N N 25 8SE C2 N1 SING N N 26 8SE C2 C3 SING N N 27 8SE C32 N4 SING N N 28 8SE N5 C11 SING N N 29 8SE N5 C30 SING N N 30 8SE C25 N1 SING N N 31 8SE C25 C21 SING N N 32 8SE C11 C12 SING N N 33 8SE N2 C22 SING N N 34 8SE N2 C21 SING N N 35 8SE C22 C23 SING N N 36 8SE N1 C5 SING N N 37 8SE N4 C12 SING N N 38 8SE C3 C4 SING N N 39 8SE C21 C8 SING N N 40 8SE C12 C13 SING N N 41 8SE C8 C23 SING N N 42 8SE C8 C7 SING N N 43 8SE C5 C4 SING N N 44 8SE C5 C6 SING N N 45 8SE C7 C6 DOUB N N 46 8SE C13 C14 SING N N 47 8SE C14 C16 DOUB Y N 48 8SE C14 C15 SING Y N 49 8SE CL C15 SING N N 50 8SE C16 C17 SING Y N 51 8SE C15 C19 DOUB Y N 52 8SE C17 C18 DOUB Y N 53 8SE C19 C18 SING Y N 54 8SE C2 H22 SING N N 55 8SE C4 H41 SING N N 56 8SE C4 H42 SING N N 57 8SE C5 H5 SING N N 58 8SE C3 H31 SING N N 59 8SE C3 H32 SING N N 60 8SE O1 H1 SING N N 61 8SE C7 H7 SING N N 62 8SE C8 H8 SING N N 63 8SE C9 H91 SING N N 64 8SE C9 H92 SING N N 65 8SE C10 H10 SING N N 66 8SE C6 H6 SING N N 67 8SE N4 H43 SING N N 68 8SE C13 H13 SING N N 69 8SE C13 H2A SING N N 70 8SE C12 H12 SING N N 71 8SE C16 H16 SING N N 72 8SE C18 H18 SING N N 73 8SE C19 H19 SING N N 74 8SE C17 H17 SING N N 75 8SE C21 H21 SING N N 76 8SE C22 H94 SING N N 77 8SE C22 H95 SING N N 78 8SE C24 H24 SING N N 79 8SE C24 H5A SING N N 80 8SE C27 H27 SING N N 81 8SE C23 H93 SING N N 82 8SE C23 H23 SING N N 83 8SE C29 H29 SING N N 84 8SE C29 H37 SING N N 85 8SE C30 H36 SING N N 86 8SE C30 H30 SING N N 87 8SE C33 H33 SING N N 88 8SE C33 H35 SING N N 89 8SE C33 H34 SING N N 90 8SE C35 H49 SING N N 91 8SE C34 H38 SING N N 92 8SE C47 H47 SING N N 93 8SE C48 H48 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 8SE 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-/m0/s1 ; 8SE InChIKey InChI 1.03 VTQUUKLGUPHTFW-DSSIVCCYSA-N 8SE 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" 8SE 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" 8SE 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" 8SE 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 8SE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(3~{S},7~{R},10~{R},13~{S})-4-[[(3~{S},7~{R},10~{R},13~{S})-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 8SE "Create component" 2017-03-02 RCSB 8SE "Initial release" 2017-05-24 RCSB #