data_EEH # _chem_comp.id EEH _chem_comp.name "N-[4-[2-[(2S)-4-[2-(methylamino)-2-oxidanylidene-ethyl]-3-oxidanylidene-2-(phenylmethyl)piperazin-1-yl]-2-oxidanylidene-ethyl]cyclohexyl]-2-(3-methyl-1-benzothiophen-2-yl)ethanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H40 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-22 _chem_comp.pdbx_modified_date 2016-11-25 _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 588.760 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EEH _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 5G0S _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 EEH O3 O3 O 0 1 N N N 1.938 22.559 -5.157 3.038 4.208 0.089 O3 EEH 1 EEH C31 C31 C 0 1 N N N 2.819 22.030 -4.481 4.058 4.696 -0.349 C31 EEH 2 EEH N3 N3 N 0 1 N N N 3.838 22.711 -3.968 4.217 6.035 -0.353 N3 EEH 3 EEH C32 C32 C 0 1 N N N 3.852 24.160 -3.886 3.157 6.900 0.171 C32 EEH 4 EEH C30 C30 C 0 1 N N N 2.739 20.549 -4.150 5.151 3.806 -0.882 C30 EEH 5 EEH N2 N2 N 0 1 N N N 3.939 19.978 -3.566 4.741 2.405 -0.761 N2 EEH 6 EEH C20 C20 C 0 1 N N N 4.708 19.122 -4.483 4.022 1.811 -1.880 C20 EEH 7 EEH C19 C19 C 0 1 N N N 5.858 18.431 -3.753 4.142 0.286 -1.854 C19 EEH 8 EEH C21 C21 C 0 1 N N N 4.220 20.189 -2.237 5.057 1.761 0.363 C21 EEH 9 EEH O2 O2 O 0 1 N N N 3.818 21.164 -1.622 5.593 2.384 1.255 O2 EEH 10 EEH C22 C22 C 0 1 N N S 5.013 19.116 -1.513 4.780 0.298 0.576 C22 EEH 11 EEH C23 C23 C 0 1 N N N 6.174 19.700 -0.673 6.091 -0.488 0.511 C23 EEH 12 EEH C24 C24 C 0 1 Y N N 7.274 20.404 -1.431 5.828 -1.933 0.846 C24 EEH 13 EEH C29 C29 C 0 1 Y N N 8.474 19.755 -1.709 5.512 -2.829 -0.159 C29 EEH 14 EEH C28 C28 C 0 1 Y N N 9.488 20.401 -2.399 5.270 -4.155 0.148 C28 EEH 15 EEH C27 C27 C 0 1 Y N N 9.330 21.716 -2.797 5.346 -4.585 1.459 C27 EEH 16 EEH C26 C26 C 0 1 Y N N 8.151 22.380 -2.510 5.664 -3.690 2.464 C26 EEH 17 EEH C25 C25 C 0 1 Y N N 7.136 21.733 -1.821 5.909 -2.365 2.157 C25 EEH 18 EEH N1 N1 N 0 1 N N N 5.461 18.027 -2.394 3.871 -0.173 -0.481 N1 EEH 19 EEH C18 C18 C 0 1 N N N 5.456 16.746 -1.932 2.837 -0.993 -0.207 C18 EEH 20 EEH O1 O1 O 0 1 N N N 4.739 16.424 -0.992 2.637 -1.356 0.933 O1 EEH 21 EEH C17 C17 C 0 1 N N N 6.371 15.737 -2.589 1.930 -1.459 -1.316 C17 EEH 22 EEH C14 C14 C 0 1 N N N 6.283 14.331 -1.988 0.846 -2.372 -0.740 C14 EEH 23 EEH C13 C13 C 0 1 N N N 7.029 14.251 -0.657 0.002 -2.944 -1.880 C13 EEH 24 EEH C12 C12 C 0 1 N N N 6.991 12.845 -0.047 -1.082 -3.857 -1.304 C12 EEH 25 EEH C15 C15 C 0 1 N N N 6.830 13.276 -2.949 -0.049 -1.567 0.204 C15 EEH 26 EEH C16 C16 C 0 1 N N N 6.806 11.864 -2.351 -1.133 -2.480 0.781 C16 EEH 27 EEH C11 C11 C 0 1 N N N 7.533 11.795 -1.010 -1.978 -3.052 -0.359 C11 EEH 28 EEH N N N 0 1 N N N 8.982 11.942 -1.183 -2.606 -1.955 -1.099 N EEH 29 EEH C10 C10 C 0 1 N N N 9.875 11.560 -0.261 -3.773 -1.434 -0.669 C10 EEH 30 EEH O O O 0 1 N N N 9.559 11.030 0.805 -4.302 -1.873 0.330 O EEH 31 EEH C9 C9 C 0 1 N N N 11.325 11.843 -0.591 -4.419 -0.305 -1.431 C9 EEH 32 EEH C8 C8 C 0 1 Y N N 11.950 12.888 0.283 -5.702 0.091 -0.747 C8 EEH 33 EEH C1 C1 C 0 1 Y N N 12.983 12.813 1.162 -5.789 1.008 0.196 C1 EEH 34 EEH C C C 0 1 N N N 13.649 11.520 1.537 -4.590 1.770 0.699 C EEH 35 EEH S S S 0 1 Y N N 11.392 14.516 0.043 -7.271 -0.603 -1.110 S EEH 36 EEH C7 C7 C 0 1 Y N N 12.504 15.121 1.232 -8.070 0.405 0.089 C7 EEH 37 EEH C2 C2 C 0 1 Y N N 13.318 14.093 1.747 -7.129 1.229 0.714 C2 EEH 38 EEH C6 C6 C 0 1 Y N N 12.633 16.437 1.673 -9.416 0.482 0.461 C6 EEH 39 EEH C5 C5 C 0 1 Y N N 13.602 16.746 2.613 -9.813 1.361 1.441 C5 EEH 40 EEH C4 C4 C 0 1 Y N N 14.400 15.750 3.149 -8.880 2.177 2.067 C4 EEH 41 EEH C3 C3 C 0 1 Y N N 14.258 14.434 2.729 -7.566 2.125 1.713 C3 EEH 42 EEH H3 H3 H 0 1 N N N 4.628 22.204 -3.624 5.033 6.425 -0.703 H3 EEH 43 EEH H301 H301 H 0 0 N N N 1.913 20.404 -3.439 5.333 4.042 -1.930 H301 EEH 44 EEH H302 H302 H 0 0 N N N 2.522 20.004 -5.080 6.064 3.968 -0.309 H302 EEH 45 EEH H321 H321 H 0 0 N N N 4.795 24.493 -3.427 3.464 7.943 0.084 H321 EEH 46 EEH H322 H322 H 0 0 N N N 3.767 24.585 -4.897 2.243 6.742 -0.401 H322 EEH 47 EEH H323 H323 H 0 0 N N N 3.005 24.501 -3.272 2.977 6.660 1.218 H323 EEH 48 EEH H201 H201 H 0 0 N N N 4.040 18.358 -4.907 2.970 2.089 -1.819 H201 EEH 49 EEH H202 H202 H 0 0 N N N 5.118 19.741 -5.295 4.438 2.187 -2.815 H202 EEH 50 EEH H191 H191 H 0 0 N N N 6.157 17.537 -4.320 3.416 -0.152 -2.538 H191 EEH 51 EEH H192 H192 H 0 0 N N N 6.709 19.125 -3.687 5.150 -0.009 -2.148 H192 EEH 52 EEH H22 H22 H 0 1 N N N 4.320 18.665 -0.788 4.315 0.152 1.551 H22 EEH 53 EEH H231 H231 H 0 0 N N N 5.742 20.423 0.035 6.508 -0.417 -0.493 H231 EEH 54 EEH H232 H232 H 0 0 N N N 6.632 18.870 -0.116 6.799 -0.072 1.228 H232 EEH 55 EEH H29 H29 H 0 1 N N N 8.617 18.735 -1.383 5.452 -2.492 -1.183 H29 EEH 56 EEH H25 H25 H 0 1 N N N 6.228 22.267 -1.584 6.161 -1.667 2.941 H25 EEH 57 EEH H28 H28 H 0 1 N N N 10.404 19.876 -2.626 5.022 -4.854 -0.637 H28 EEH 58 EEH H27 H27 H 0 1 N N N 10.123 22.222 -3.329 5.157 -5.621 1.699 H27 EEH 59 EEH H26 H26 H 0 1 N N N 8.020 23.405 -2.823 5.722 -4.027 3.488 H26 EEH 60 EEH H171 H171 H 0 0 N N N 6.108 15.674 -3.655 1.463 -0.595 -1.791 H171 EEH 61 EEH H172 H172 H 0 0 N N N 7.407 16.092 -2.487 2.513 -2.008 -2.056 H172 EEH 62 EEH H14 H14 H 0 1 N N N 5.223 14.106 -1.800 1.314 -3.188 -0.190 H14 EEH 63 EEH H131 H131 H 0 0 N N N 8.079 14.535 -0.823 -0.466 -2.127 -2.431 H131 EEH 64 EEH H132 H132 H 0 0 N N N 6.566 14.955 0.050 0.640 -3.517 -2.553 H132 EEH 65 EEH H151 H151 H 0 0 N N N 6.219 13.282 -3.863 0.553 -1.160 1.017 H151 EEH 66 EEH H152 H152 H 0 0 N N N 7.869 13.534 -3.201 -0.517 -0.751 -0.346 H152 EEH 67 EEH H121 H121 H 0 0 N N N 7.601 12.837 0.868 -1.684 -4.264 -2.116 H121 EEH 68 EEH H122 H122 H 0 0 N N N 5.950 12.594 0.204 -0.614 -4.673 -0.753 H122 EEH 69 EEH H11 H11 H 0 1 N N N 7.334 10.806 -0.573 -2.750 -3.703 0.051 H11 EEH 70 EEH H161 H161 H 0 0 N N N 5.759 11.559 -2.203 -0.665 -3.297 1.331 H161 EEH 71 EEH H162 H162 H 0 0 N N N 7.293 11.173 -3.054 -1.771 -1.907 1.454 H162 EEH 72 EEH H H H 0 1 N N N 9.320 12.348 -2.032 -2.183 -1.604 -1.898 H EEH 73 EEH H91C H91C H 0 0 N N N 11.895 10.909 -0.478 -3.743 0.549 -1.458 H91C EEH 74 EEH H92C H92C H 0 0 N N N 11.383 12.184 -1.635 -4.635 -0.630 -2.448 H92C EEH 75 EEH HC1 HC1 H 0 1 N N N 14.504 11.340 0.868 -4.459 2.675 0.104 HC1 EEH 76 EEH HC2 HC2 H 0 1 N N N 14.003 11.578 2.577 -4.743 2.041 1.743 HC2 EEH 77 EEH HC3 HC3 H 0 1 N N N 12.928 10.695 1.441 -3.700 1.146 0.612 HC3 EEH 78 EEH H6 H6 H 0 1 N N N 11.984 17.208 1.285 -10.145 -0.150 -0.023 H6 EEH 79 EEH HA HA H 0 1 N N N 14.879 13.665 3.164 -6.853 2.769 2.205 HA EEH 80 EEH H5 H5 H 0 1 N N N 13.736 17.770 2.930 -10.853 1.417 1.725 H5 EEH 81 EEH H4 H4 H 0 1 N N N 15.137 15.998 3.898 -9.201 2.865 2.836 H4 EEH 82 # 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 EEH O3 C31 DOUB N N 1 EEH C31 N3 SING N N 2 EEH C31 C30 SING N N 3 EEH N3 C32 SING N N 4 EEH C30 N2 SING N N 5 EEH N2 C20 SING N N 6 EEH N2 C21 SING N N 7 EEH C20 C19 SING N N 8 EEH C19 N1 SING N N 9 EEH C21 O2 DOUB N N 10 EEH C21 C22 SING N N 11 EEH C22 C23 SING N N 12 EEH C22 N1 SING N N 13 EEH C23 C24 SING N N 14 EEH C24 C29 SING Y N 15 EEH C24 C25 DOUB Y N 16 EEH C29 C28 DOUB Y N 17 EEH C28 C27 SING Y N 18 EEH C27 C26 DOUB Y N 19 EEH C26 C25 SING Y N 20 EEH N1 C18 SING N N 21 EEH C18 O1 DOUB N N 22 EEH C18 C17 SING N N 23 EEH C17 C14 SING N N 24 EEH C14 C13 SING N N 25 EEH C14 C15 SING N N 26 EEH C13 C12 SING N N 27 EEH C12 C11 SING N N 28 EEH C15 C16 SING N N 29 EEH C16 C11 SING N N 30 EEH C11 N SING N N 31 EEH N C10 SING N N 32 EEH C10 O DOUB N N 33 EEH C10 C9 SING N N 34 EEH C9 C8 SING N N 35 EEH C8 C1 DOUB Y N 36 EEH C8 S SING Y N 37 EEH C1 C SING N N 38 EEH C1 C2 SING Y N 39 EEH S C7 SING Y N 40 EEH C7 C2 SING Y N 41 EEH C7 C6 DOUB Y N 42 EEH C2 C3 DOUB Y N 43 EEH C6 C5 SING Y N 44 EEH C5 C4 DOUB Y N 45 EEH C4 C3 SING Y N 46 EEH N3 H3 SING N N 47 EEH C30 H301 SING N N 48 EEH C30 H302 SING N N 49 EEH C32 H321 SING N N 50 EEH C32 H322 SING N N 51 EEH C32 H323 SING N N 52 EEH C20 H201 SING N N 53 EEH C20 H202 SING N N 54 EEH C19 H191 SING N N 55 EEH C19 H192 SING N N 56 EEH C22 H22 SING N N 57 EEH C23 H231 SING N N 58 EEH C23 H232 SING N N 59 EEH C29 H29 SING N N 60 EEH C25 H25 SING N N 61 EEH C28 H28 SING N N 62 EEH C27 H27 SING N N 63 EEH C26 H26 SING N N 64 EEH C17 H171 SING N N 65 EEH C17 H172 SING N N 66 EEH C14 H14 SING N N 67 EEH C13 H131 SING N N 68 EEH C13 H132 SING N N 69 EEH C15 H151 SING N N 70 EEH C15 H152 SING N N 71 EEH C12 H121 SING N N 72 EEH C12 H122 SING N N 73 EEH C11 H11 SING N N 74 EEH C16 H161 SING N N 75 EEH C16 H162 SING N N 76 EEH N H SING N N 77 EEH C9 H91C SING N N 78 EEH C9 H92C SING N N 79 EEH C HC1 SING N N 80 EEH C HC2 SING N N 81 EEH C HC3 SING N N 82 EEH C6 H6 SING N N 83 EEH C3 HA SING N N 84 EEH C5 H5 SING N N 85 EEH C4 H4 SING N N 86 # 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 EEH InChI InChI 1.03 "InChI=1S/C33H40N4O4S/c1-22-26-10-6-7-11-28(26)42-29(22)20-30(38)35-25-14-12-24(13-15-25)19-32(40)37-17-16-36(21-31(39)34-2)33(41)27(37)18-23-8-4-3-5-9-23/h3-11,24-25,27H,12-21H2,1-2H3,(H,34,39)(H,35,38)/t24-,25+,27-/m0/s1" EEH InChIKey InChI 1.03 OQRVFGJGKMZWJF-WEWMWRJBSA-N EEH SMILES_CANONICAL CACTVS 3.385 "CNC(=O)CN1CCN([C@@H](Cc2ccccc2)C1=O)C(=O)C[C@@H]3CC[C@@H](CC3)NC(=O)Cc4sc5ccccc5c4C" EEH SMILES CACTVS 3.385 "CNC(=O)CN1CCN([CH](Cc2ccccc2)C1=O)C(=O)C[CH]3CC[CH](CC3)NC(=O)Cc4sc5ccccc5c4C" EEH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c2ccccc2sc1CC(=O)NC3CCC(CC3)CC(=O)N4CCN(C(=O)[C@@H]4Cc5ccccc5)CC(=O)NC" EEH SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c2ccccc2sc1CC(=O)NC3CCC(CC3)CC(=O)N4CCN(C(=O)C4Cc5ccccc5)CC(=O)NC" # 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 EEH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[2-[(2S)-4-[2-(methylamino)-2-oxidanylidene-ethyl]-3-oxidanylidene-2-(phenylmethyl)piperazin-1-yl]-2-oxidanylidene-ethyl]cyclohexyl]-2-(3-methyl-1-benzothiophen-2-yl)ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EEH "Create component" 2016-03-22 EBI EEH "Initial release" 2016-11-30 RCSB #