data_8W4 # _chem_comp.id 8W4 _chem_comp.name "N-{(1S,2S)-1-[(2S)-4-benzyl-3-oxopiperazin-2-yl]-1-hydroxy-3-phenylpropan-2-yl}-7-ethyl-1,3,3-trimethyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda~6~-[1,2,5]thiadiazepino[3,4,5-hi]indole-9-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H43 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-08 _chem_comp.pdbx_modified_date 2017-04-28 _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 657.822 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8W4 _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 5V0N _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 8W4 C21 C1 C 0 1 Y N N 12.558 -17.490 63.479 0.016 -2.536 2.256 C21 8W4 1 8W4 C23 C2 C 0 1 Y N N 13.813 -19.546 63.446 0.636 -4.798 1.773 C23 8W4 2 8W4 C31 C3 C 0 1 N N N 11.578 -12.553 70.855 -6.194 -0.362 -2.508 C31 8W4 3 8W4 C30 C4 C 0 1 N N N 10.255 -12.895 70.303 -5.403 -1.573 -2.012 C30 8W4 4 8W4 C28 C5 C 0 1 N N S 11.171 -14.444 68.726 -4.190 -0.312 -0.352 C28 8W4 5 8W4 C10 C6 C 0 1 N N N 10.382 -21.696 63.590 2.961 4.068 2.053 C10 8W4 6 8W4 C11 C7 C 0 1 N N N 9.638 -20.569 62.803 2.746 3.730 3.529 C11 8W4 7 8W4 C16 C8 C 0 1 N N N 11.408 -17.917 67.638 0.650 -0.802 0.034 C16 8W4 8 8W4 C15 C9 C 0 1 Y N N 10.685 -19.150 67.495 1.974 -0.171 0.210 C15 8W4 9 8W4 C13 C10 C 0 1 Y N N 10.064 -21.058 66.075 3.309 1.730 0.844 C13 8W4 10 8W4 C12 C11 C 0 1 Y N N 9.443 -21.694 67.212 4.466 1.041 0.449 C12 8W4 11 8W4 C20 C12 C 0 1 Y N N 13.145 -17.028 64.669 -1.154 -2.704 1.539 C20 8W4 12 8W4 C19 C13 C 0 1 N N N 12.772 -15.704 65.302 -2.127 -1.561 1.405 C19 8W4 13 8W4 C18 C14 C 0 1 N N S 12.234 -15.768 66.749 -1.782 -0.741 0.160 C18 8W4 14 8W4 C24 C15 C 0 1 Y N N 14.436 -19.150 64.660 -0.540 -4.970 1.067 C24 8W4 15 8W4 C26 C16 C 0 1 N N S 11.563 -14.494 67.247 -2.842 0.343 -0.046 C26 8W4 16 8W4 O01 O1 O 0 1 N N N 6.668 -21.522 68.033 5.721 -0.878 -2.595 O01 8W4 17 8W4 S02 S1 S 0 1 N N N 7.245 -22.289 69.117 6.527 -0.585 -1.462 S02 8W4 18 8W4 C03 C17 C 0 1 N N N 7.384 -23.891 68.521 6.863 1.190 -1.386 C03 8W4 19 8W4 C04 C18 C 0 1 N N N 6.049 -24.396 68.001 5.761 1.942 -2.135 C04 8W4 20 8W4 C05 C19 C 0 1 N N N 7.675 -24.956 69.647 8.209 1.474 -2.057 C05 8W4 21 8W4 C06 C20 C 0 1 N N N 8.280 -24.044 67.458 6.910 1.685 0.068 C06 8W4 22 8W4 N07 N1 N 0 1 Y N N 8.921 -22.956 66.756 5.536 1.860 0.583 N07 8W4 23 8W4 C08 C21 C 0 1 Y N N 9.231 -23.008 65.400 5.129 3.007 1.236 C08 8W4 24 8W4 C09 C22 C 0 1 Y N N 9.890 -21.965 64.965 3.796 2.992 1.407 C09 8W4 25 8W4 C14 C23 C 0 1 Y N N 10.675 -19.827 66.294 2.061 1.132 0.693 C14 8W4 26 8W4 N17 N2 N 0 1 N N N 11.445 -16.896 66.809 -0.470 -0.115 0.335 N17 8W4 27 8W4 C22 C24 C 0 1 Y N N 12.893 -18.689 62.894 0.911 -3.583 2.373 C22 8W4 28 8W4 C25 C25 C 0 1 Y N N 14.100 -17.923 65.233 -1.432 -3.921 0.944 C25 8W4 29 8W4 O27 O2 O 0 1 N N N 12.493 -13.511 67.025 -2.954 1.131 1.141 O27 8W4 30 8W4 N29 N3 N 0 1 N N N 10.311 -13.283 68.903 -4.073 -1.121 -1.573 N29 8W4 31 8W4 N32 N4 N 0 1 N N N 12.631 -13.511 70.566 -6.143 0.708 -1.516 N32 8W4 32 8W4 C33 C26 C 0 1 N N N 13.867 -13.408 71.398 -7.137 1.781 -1.590 C33 8W4 33 8W4 C34 C27 C 0 1 Y N N 14.500 -12.126 71.131 -8.344 1.405 -0.769 C34 8W4 34 8W4 C35 C28 C 0 1 Y N N 15.213 -11.969 69.917 -9.385 0.706 -1.350 C35 8W4 35 8W4 C36 C29 C 0 1 Y N N 15.770 -10.745 69.635 -10.492 0.362 -0.597 C36 8W4 36 8W4 C37 C30 C 0 1 Y N N 15.670 -9.624 70.464 -10.557 0.716 0.737 C37 8W4 37 8W4 C38 C31 C 0 1 Y N N 14.950 -9.771 71.648 -9.516 1.414 1.319 C38 8W4 38 8W4 C39 C32 C 0 1 Y N N 14.377 -11.000 71.933 -8.407 1.754 0.567 C39 8W4 39 8W4 C40 C33 C 0 1 N N N 12.530 -14.486 69.560 -5.228 0.752 -0.541 C40 8W4 40 8W4 O41 O3 O 0 1 N N N 13.415 -15.235 69.344 -5.240 1.694 0.222 O41 8W4 41 8W4 O42 O4 O 0 1 N N N 12.252 -17.874 68.575 0.571 -1.942 -0.382 O42 8W4 42 8W4 C43 C34 C 0 1 Y N N 10.087 -19.810 68.589 3.138 -0.890 -0.104 C43 8W4 43 8W4 C44 C35 C 0 1 Y N N 9.499 -21.045 68.506 4.369 -0.300 0.027 C44 8W4 44 8W4 N45 N5 N 0 1 N N N 8.779 -21.635 69.446 5.571 -0.984 -0.196 N45 8W4 45 8W4 C46 C36 C 0 1 N N N 9.143 -21.624 70.882 5.973 -2.064 0.709 C46 8W4 46 8W4 O47 O5 O 0 1 N N N 6.483 -22.352 70.293 7.723 -1.314 -1.220 O47 8W4 47 8W4 H211 H1 H 0 0 N N N 11.809 -16.875 63.002 0.233 -1.586 2.720 H211 8W4 48 8W4 H231 H2 H 0 0 N N N 14.054 -20.487 62.974 1.333 -5.617 1.869 H231 8W4 49 8W4 H311 H3 H 0 0 N N N 11.879 -11.580 70.440 -5.764 -0.007 -3.445 H311 8W4 50 8W4 H312 H4 H 0 0 N N N 11.481 -12.472 71.948 -7.232 -0.651 -2.674 H312 8W4 51 8W4 H302 H5 H 0 0 N N N 9.597 -12.019 70.399 -5.927 -2.034 -1.174 H302 8W4 52 8W4 H301 H6 H 0 0 N N N 9.838 -13.731 70.883 -5.297 -2.297 -2.820 H301 8W4 53 8W4 H281 H7 H 0 0 N N N 10.605 -15.356 68.966 -4.476 -0.953 0.481 H281 8W4 54 8W4 H102 H8 H 0 0 N N N 10.290 -22.627 63.012 1.997 4.131 1.549 H102 8W4 55 8W4 H101 H9 H 0 0 N N N 11.442 -21.412 63.662 3.477 5.026 1.971 H101 8W4 56 8W4 H113 H10 H 0 0 N N N 10.087 -20.461 61.805 3.710 3.667 4.032 H113 8W4 57 8W4 H112 H11 H 0 0 N N N 8.575 -20.834 62.700 2.142 4.508 3.996 H112 8W4 58 8W4 H111 H12 H 0 0 N N N 9.728 -19.619 63.350 2.230 2.772 3.610 H111 8W4 59 8W4 H192 H13 H 0 0 N N N 13.670 -15.069 65.305 -3.139 -1.954 1.313 H192 8W4 60 8W4 H191 H14 H 0 0 N N N 11.996 -15.239 64.676 -2.063 -0.924 2.288 H191 8W4 61 8W4 H181 H15 H 0 0 N N N 13.111 -15.929 67.394 -1.759 -1.396 -0.711 H181 8W4 62 8W4 H241 H16 H 0 0 N N N 15.163 -19.793 65.135 -0.761 -5.923 0.610 H241 8W4 63 8W4 H261 H17 H 0 0 N N N 10.661 -14.317 66.643 -2.550 0.982 -0.880 H261 8W4 64 8W4 H043 H18 H 0 0 N N N 5.289 -24.305 68.791 4.798 1.731 -1.671 H043 8W4 65 8W4 H041 H19 H 0 0 N N N 5.745 -23.798 67.129 5.959 3.013 -2.093 H041 8W4 66 8W4 H042 H20 H 0 0 N N N 6.146 -25.451 67.706 5.742 1.616 -3.175 H042 8W4 67 8W4 H051 H21 H 0 0 N N N 6.962 -24.821 70.474 8.172 1.153 -3.097 H051 8W4 68 8W4 H053 H22 H 0 0 N N N 7.566 -25.968 69.231 8.417 2.543 -2.014 H053 8W4 69 8W4 H052 H23 H 0 0 N N N 8.700 -24.822 70.022 8.997 0.930 -1.536 H052 8W4 70 8W4 H062 H24 H 0 0 N N N 7.731 -24.607 66.689 7.434 0.953 0.683 H062 8W4 71 8W4 H061 H25 H 0 0 N N N 9.099 -24.664 67.851 7.438 2.638 0.110 H061 8W4 72 8W4 H081 H26 H 0 0 N N N 8.952 -23.835 64.764 5.786 3.800 1.563 H081 8W4 73 8W4 H141 H27 H 0 0 N N N 11.181 -19.366 65.458 1.164 1.677 0.948 H141 8W4 74 8W4 H171 H28 H 0 0 N N N 10.766 -16.949 66.077 -0.406 0.794 0.667 H171 8W4 75 8W4 H221 H29 H 0 0 N N N 12.415 -18.967 61.966 1.825 -3.452 2.933 H221 8W4 76 8W4 H251 H30 H 0 0 N N N 14.589 -17.636 66.152 -2.346 -4.052 0.384 H251 8W4 77 8W4 H271 H31 H 0 0 N N N 12.146 -12.675 67.313 -3.210 0.626 1.925 H271 8W4 78 8W4 H291 H32 H 0 0 N N N 10.673 -12.521 68.365 -3.606 -0.606 -2.305 H291 8W4 79 8W4 H332 H34 H 0 0 N N N 13.603 -13.476 72.464 -6.707 2.703 -1.202 H332 8W4 80 8W4 H331 H35 H 0 0 N N N 14.558 -14.224 71.138 -7.436 1.928 -2.628 H331 8W4 81 8W4 H351 H36 H 0 0 N N N 15.317 -12.794 69.228 -9.334 0.429 -2.393 H351 8W4 82 8W4 H361 H37 H 0 0 N N N 16.321 -10.642 68.712 -11.306 -0.184 -1.052 H361 8W4 83 8W4 H371 H38 H 0 0 N N N 16.131 -8.684 70.198 -11.423 0.448 1.326 H371 8W4 84 8W4 H381 H39 H 0 0 N N N 14.841 -8.942 72.331 -9.567 1.691 2.362 H381 8W4 85 8W4 H391 H40 H 0 0 N N N 13.796 -11.087 72.839 -7.591 2.296 1.022 H391 8W4 86 8W4 H431 H41 H 0 0 N N N 10.093 -19.313 69.548 3.065 -1.911 -0.450 H431 8W4 87 8W4 H463 H42 H 0 0 N N N 8.321 -22.056 71.472 6.570 -1.652 1.523 H463 8W4 88 8W4 H462 H43 H 0 0 N N N 10.055 -22.219 71.033 5.085 -2.546 1.117 H462 8W4 89 8W4 H461 H44 H 0 0 N N N 9.323 -20.588 71.207 6.564 -2.797 0.160 H461 8W4 90 # 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 8W4 C11 C10 SING N N 1 8W4 C22 C23 DOUB Y N 2 8W4 C22 C21 SING Y N 3 8W4 C23 C24 SING Y N 4 8W4 C21 C20 DOUB Y N 5 8W4 C10 C09 SING N N 6 8W4 C24 C25 DOUB Y N 7 8W4 C20 C25 SING Y N 8 8W4 C20 C19 SING N N 9 8W4 C09 C08 DOUB Y N 10 8W4 C09 C13 SING Y N 11 8W4 C19 C18 SING N N 12 8W4 C08 N07 SING Y N 13 8W4 C13 C14 DOUB Y N 14 8W4 C13 C12 SING Y N 15 8W4 C14 C15 SING Y N 16 8W4 C18 N17 SING N N 17 8W4 C18 C26 SING N N 18 8W4 N07 C12 SING Y N 19 8W4 N07 C06 SING N N 20 8W4 N17 C16 SING N N 21 8W4 O27 C26 SING N N 22 8W4 C12 C44 DOUB Y N 23 8W4 C26 C28 SING N N 24 8W4 C06 C03 SING N N 25 8W4 C15 C16 SING N N 26 8W4 C15 C43 DOUB Y N 27 8W4 C16 O42 DOUB N N 28 8W4 C04 C03 SING N N 29 8W4 O01 S02 DOUB N N 30 8W4 C44 C43 SING Y N 31 8W4 C44 N45 SING N N 32 8W4 C03 S02 SING N N 33 8W4 C03 C05 SING N N 34 8W4 C28 N29 SING N N 35 8W4 C28 C40 SING N N 36 8W4 N29 C30 SING N N 37 8W4 S02 N45 SING N N 38 8W4 S02 O47 DOUB N N 39 8W4 O41 C40 DOUB N N 40 8W4 N45 C46 SING N N 41 8W4 C40 N32 SING N N 42 8W4 C36 C35 DOUB Y N 43 8W4 C36 C37 SING Y N 44 8W4 C35 C34 SING Y N 45 8W4 C30 C31 SING N N 46 8W4 C37 C38 DOUB Y N 47 8W4 N32 C31 SING N N 48 8W4 N32 C33 SING N N 49 8W4 C34 C33 SING N N 50 8W4 C34 C39 DOUB Y N 51 8W4 C38 C39 SING Y N 52 8W4 C21 H211 SING N N 53 8W4 C23 H231 SING N N 54 8W4 C31 H311 SING N N 55 8W4 C31 H312 SING N N 56 8W4 C30 H302 SING N N 57 8W4 C30 H301 SING N N 58 8W4 C28 H281 SING N N 59 8W4 C10 H102 SING N N 60 8W4 C10 H101 SING N N 61 8W4 C11 H113 SING N N 62 8W4 C11 H112 SING N N 63 8W4 C11 H111 SING N N 64 8W4 C19 H192 SING N N 65 8W4 C19 H191 SING N N 66 8W4 C18 H181 SING N N 67 8W4 C24 H241 SING N N 68 8W4 C26 H261 SING N N 69 8W4 C04 H043 SING N N 70 8W4 C04 H041 SING N N 71 8W4 C04 H042 SING N N 72 8W4 C05 H051 SING N N 73 8W4 C05 H053 SING N N 74 8W4 C05 H052 SING N N 75 8W4 C06 H062 SING N N 76 8W4 C06 H061 SING N N 77 8W4 C08 H081 SING N N 78 8W4 C14 H141 SING N N 79 8W4 N17 H171 SING N N 80 8W4 C22 H221 SING N N 81 8W4 C25 H251 SING N N 82 8W4 O27 H271 SING N N 83 8W4 N29 H291 SING N N 84 8W4 C33 H332 SING N N 85 8W4 C33 H331 SING N N 86 8W4 C35 H351 SING N N 87 8W4 C36 H361 SING N N 88 8W4 C37 H371 SING N N 89 8W4 C38 H381 SING N N 90 8W4 C39 H391 SING N N 91 8W4 C43 H431 SING N N 92 8W4 C46 H463 SING N N 93 8W4 C46 H462 SING N N 94 8W4 C46 H461 SING N N 95 # 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 8W4 SMILES ACDLabs 12.01 "c1c(cccc1)CC(NC(=O)c2cc4c3c(c2)c(CC)cn3CC(S(=O)(N4C)=O)(C)C)C(C6NCCN(Cc5ccccc5)C6=O)O" 8W4 InChI InChI 1.03 "InChI=1S/C36H43N5O5S/c1-5-26-22-41-23-36(2,3)47(45,46)39(4)30-20-27(19-28(26)32(30)41)34(43)38-29(18-24-12-8-6-9-13-24)33(42)31-35(44)40(17-16-37-31)21-25-14-10-7-11-15-25/h6-15,19-20,22,29,31,33,37,42H,5,16-18,21,23H2,1-4H3,(H,38,43)/t29-,31-,33-/m0/s1" 8W4 InChIKey InChI 1.03 WBWSVNAKBNLSOJ-WXWREJFYSA-N 8W4 SMILES_CANONICAL CACTVS 3.385 "CCc1cn2CC(C)(C)[S](=O)(=O)N(C)c3cc(cc1c23)C(=O)N[C@@H](Cc4ccccc4)[C@H](O)[C@@H]5NCCN(Cc6ccccc6)C5=O" 8W4 SMILES CACTVS 3.385 "CCc1cn2CC(C)(C)[S](=O)(=O)N(C)c3cc(cc1c23)C(=O)N[CH](Cc4ccccc4)[CH](O)[CH]5NCCN(Cc6ccccc6)C5=O" 8W4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1cn2c3c1cc(cc3N(S(=O)(=O)C(C2)(C)C)C)C(=O)N[C@@H](Cc4ccccc4)[C@@H]([C@H]5C(=O)N(CCN5)Cc6ccccc6)O" 8W4 SMILES "OpenEye OEToolkits" 2.0.6 "CCc1cn2c3c1cc(cc3N(S(=O)(=O)C(C2)(C)C)C)C(=O)NC(Cc4ccccc4)C(C5C(=O)N(CCN5)Cc6ccccc6)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 8W4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(1S,2S)-1-[(2S)-4-benzyl-3-oxopiperazin-2-yl]-1-hydroxy-3-phenylpropan-2-yl}-7-ethyl-1,3,3-trimethyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda~6~-[1,2,5]thiadiazepino[3,4,5-hi]indole-9-carboxamide" 8W4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-ethyl-9,11,11-trimethyl-10,10-bis(oxidanylidene)-~{N}-[(1~{S},2~{S})-1-oxidanyl-1-[(2~{S})-3-oxidanylidene-4-(phenylmethyl)piperazin-2-yl]-3-phenyl-propan-2-yl]-10$l^{6}-thia-1,9-diazatricyclo[6.4.1.0^{4,13}]trideca-2,4,6,8(13)-tetraene-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8W4 "Create component" 2017-03-08 RCSB 8W4 "Initial release" 2017-05-03 RCSB #