data_E4A # _chem_comp.id E4A _chem_comp.name "(4S)-19-acetyl-4-[(1R)-1-hydroxy-2-({1-[3-(propan-2-yl)phenyl]cyclopropyl}amino)ethyl]-11-oxa-3,16-diazatricyclo[15.3.1.1~6,10~]docosa-1(21),6(22),7,9,17,19-hexaen-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H43 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-04 _chem_comp.pdbx_modified_date 2020-05-29 _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 569.734 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E4A _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 5QCO _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 E4A C3 C1 C 0 1 N N S 31.721 6.399 14.883 -0.045 1.196 1.761 C3 E4A 1 E4A C5 C2 C 0 1 N N N 32.824 7.235 15.529 0.303 2.470 2.534 C5 E4A 2 E4A C8 C3 C 0 1 Y N N 32.318 8.492 16.182 0.594 3.583 1.558 C8 E4A 3 E4A C11 C4 C 0 1 Y N N 31.615 9.677 18.158 1.942 4.495 -0.201 C11 E4A 4 E4A C12 C5 C 0 1 Y N N 31.377 10.816 17.410 1.125 5.615 -0.244 C12 E4A 5 E4A C14 C6 C 0 1 Y N N 31.611 10.785 16.046 0.051 5.717 0.620 C14 E4A 6 E4A C16 C7 C 0 1 Y N N 32.074 9.633 15.438 -0.214 4.702 1.519 C16 E4A 7 E4A C19 C8 C 0 1 N N N 30.091 9.771 20.022 3.096 3.190 -1.812 C19 E4A 8 E4A C22 C9 C 0 1 N N N 30.041 8.950 21.258 4.412 2.483 -1.489 C22 E4A 9 E4A C25 C10 C 0 1 N N N 29.396 7.632 20.949 4.234 0.975 -1.685 C25 E4A 10 E4A C28 C11 C 0 1 N N N 27.978 7.821 20.549 5.447 0.242 -1.109 C28 E4A 11 E4A C33 C12 C 0 1 Y N N 27.274 6.666 18.472 4.280 -1.802 -0.443 C33 E4A 12 E4A C34 C13 C 0 1 Y N N 28.357 6.698 17.596 3.319 -1.022 0.174 C34 E4A 13 E4A C36 C14 C 0 1 Y N N 28.157 6.649 16.220 2.359 -1.617 1.000 C36 E4A 14 E4A C37 C15 C 0 1 Y N N 26.860 6.577 15.719 2.407 -2.989 1.235 C37 E4A 15 E4A C39 C16 C 0 1 Y N N 25.774 6.547 16.592 3.383 -3.770 0.615 C39 E4A 16 E4A C40 C17 C 0 1 Y N N 25.990 6.590 17.967 4.317 -3.172 -0.236 C40 E4A 17 E4A C42 C18 C 0 1 N N N 24.380 6.449 16.072 3.430 -5.221 0.858 C42 E4A 18 E4A C44 C19 C 0 1 N N N 23.434 5.469 16.691 2.423 -5.865 1.776 C44 E4A 19 E4A C48 C20 C 0 1 N N N 29.309 6.695 15.260 1.268 -0.815 1.588 C48 E4A 20 E4A C50 C21 C 0 1 N N R 32.236 4.978 14.646 -0.872 1.560 0.526 C50 E4A 21 E4A C54 C22 C 0 1 N N N 31.158 4.081 14.046 -1.296 0.280 -0.199 C54 E4A 22 E4A C59 C23 C 0 1 N N N 30.983 2.345 12.290 -2.596 -0.575 -2.053 C59 E4A 23 E4A C60 C24 C 0 1 N N N 31.164 0.851 11.974 -2.293 -0.751 -3.543 C60 E4A 24 E4A C63 C25 C 0 1 N N N 29.980 1.267 12.802 -1.580 -1.625 -2.509 C63 E4A 25 E4A C66 C26 C 0 1 Y N N 31.052 3.108 10.966 -3.928 -1.068 -1.550 C66 E4A 26 E4A C67 C27 C 0 1 Y N N 32.281 3.232 10.325 -4.548 -0.429 -0.493 C67 E4A 27 E4A C69 C28 C 0 1 Y N N 32.384 3.922 9.119 -5.770 -0.882 -0.031 C69 E4A 28 E4A C70 C29 C 0 1 Y N N 31.248 4.494 8.577 -6.372 -1.973 -0.627 C70 E4A 29 E4A C72 C30 C 0 1 Y N N 30.025 4.380 9.211 -5.753 -2.612 -1.685 C72 E4A 30 E4A C74 C31 C 0 1 Y N N 29.926 3.693 10.404 -4.534 -2.157 -2.150 C74 E4A 31 E4A C76 C32 C 0 1 N N N 33.707 4.061 8.370 -6.444 -0.185 1.122 C76 E4A 32 E4A C78 C33 C 0 1 N N N 34.140 5.500 8.289 -7.834 0.288 0.690 C78 E4A 33 E4A C82 C34 C 0 1 N N N 34.826 3.193 8.934 -6.578 -1.156 2.297 C82 E4A 34 E4A C9 C35 C 0 1 Y N N 32.089 8.521 17.554 1.675 3.477 0.703 C9 E4A 35 E4A N1 N1 N 0 1 N N N 30.533 6.394 15.734 1.202 0.522 1.337 N1 E4A 36 E4A N31 N2 N 0 1 N N N 27.473 6.682 19.839 5.259 -1.214 -1.281 N31 E4A 37 E4A N57 N3 N 0 1 N N N 31.794 2.942 13.363 -2.076 0.630 -1.393 N57 E4A 38 E4A O18 O1 O 0 1 N N N 31.421 9.671 19.530 3.002 4.395 -1.048 O18 E4A 39 E4A O43 O2 O 0 1 N N N 24.020 7.148 15.136 4.279 -5.899 0.318 O43 E4A 40 E4A O49 O3 O 0 1 N N N 29.131 6.995 14.082 0.431 -1.345 2.293 O49 E4A 41 E4A O52 O4 O 0 1 N N N 33.375 5.004 13.784 -2.035 2.286 0.929 O52 E4A 42 E4A H1 H1 H 0 1 N N N 31.470 6.845 13.909 -0.620 0.528 2.401 H1 E4A 43 E4A H2 H2 H 0 1 N N N 33.323 6.622 16.294 -0.538 2.752 3.168 H2 E4A 44 E4A H3 H3 H 0 1 N N N 33.550 7.514 14.751 1.182 2.291 3.154 H3 E4A 45 E4A H4 H4 H 0 1 N N N 31.014 11.716 17.883 1.329 6.406 -0.950 H4 E4A 46 E4A H5 H5 H 0 1 N N N 31.430 11.668 15.452 -0.583 6.591 0.591 H5 E4A 47 E4A H6 H6 H 0 1 N N N 32.247 9.623 14.372 -1.055 4.783 2.192 H6 E4A 48 E4A H7 H7 H 0 1 N N N 29.847 10.819 20.251 3.064 3.430 -2.875 H7 E4A 49 E4A H8 H8 H 0 1 N N N 29.380 9.383 19.278 2.261 2.535 -1.563 H8 E4A 50 E4A H9 H9 H 0 1 N N N 31.063 8.782 21.629 5.194 2.848 -2.155 H9 E4A 51 E4A H10 H10 H 0 1 N N N 29.454 9.476 22.025 4.690 2.687 -0.454 H10 E4A 52 E4A H11 H11 H 0 1 N N N 29.437 6.992 21.843 3.332 0.645 -1.170 H11 E4A 53 E4A H12 H12 H 0 1 N N N 29.942 7.147 20.126 4.148 0.754 -2.749 H12 E4A 54 E4A H13 H13 H 0 1 N N N 27.905 8.707 19.901 6.347 0.558 -1.636 H13 E4A 55 E4A H14 H14 H 0 1 N N N 27.370 7.977 21.452 5.544 0.475 -0.049 H14 E4A 56 E4A H15 H15 H 0 1 N N N 29.361 6.761 17.989 3.309 0.047 0.018 H15 E4A 57 E4A H16 H16 H 0 1 N N N 26.695 6.544 14.652 1.689 -3.449 1.898 H16 E4A 58 E4A H17 H17 H 0 1 N N N 25.148 6.564 18.643 5.064 -3.776 -0.730 H17 E4A 59 E4A H18 H18 H 0 1 N N N 22.464 5.518 16.174 1.551 -6.174 1.200 H18 E4A 60 E4A H19 H19 H 0 1 N N N 23.847 4.453 16.600 2.871 -6.737 2.252 H19 E4A 61 E4A H20 H20 H 0 1 N N N 23.295 5.715 17.754 2.119 -5.150 2.540 H20 E4A 62 E4A H21 H21 H 0 1 N N N 32.527 4.556 15.619 -0.274 2.176 -0.144 H21 E4A 63 E4A H22 H22 H 0 1 N N N 30.562 4.657 13.322 -0.409 -0.280 -0.495 H22 E4A 64 E4A H23 H23 H 0 1 N N N 30.502 3.709 14.847 -1.905 -0.330 0.468 H23 E4A 65 E4A H24 H24 H 0 1 N N N 31.011 0.488 10.947 -3.058 -1.223 -4.159 H24 E4A 66 E4A H25 H25 H 0 1 N N N 31.987 0.290 12.442 -1.709 0.027 -4.033 H25 E4A 67 E4A H26 H26 H 0 1 N N N 28.967 1.214 12.377 -0.526 -1.421 -2.319 H26 E4A 68 E4A H27 H27 H 0 1 N N N 29.943 1.016 13.872 -1.876 -2.672 -2.445 H27 E4A 69 E4A H28 H28 H 0 1 N N N 33.162 2.790 10.766 -4.077 0.424 -0.027 H28 E4A 70 E4A H29 H29 H 0 1 N N N 31.317 5.037 7.646 -7.326 -2.327 -0.266 H29 E4A 71 E4A H30 H30 H 0 1 N N N 29.146 4.829 8.772 -6.224 -3.466 -2.151 H30 E4A 72 E4A H31 H31 H 0 1 N N N 28.971 3.611 10.901 -4.050 -2.656 -2.977 H31 E4A 73 E4A H32 H32 H 0 1 N N N 33.527 3.719 7.340 -5.847 0.674 1.427 H32 E4A 74 E4A H33 H33 H 0 1 N N N 33.319 6.108 7.880 -8.284 0.873 1.492 H33 E4A 75 E4A H34 H34 H 0 1 N N N 34.399 5.862 9.295 -7.746 0.904 -0.205 H34 E4A 76 E4A H35 H35 H 0 1 N N N 35.019 5.582 7.633 -8.461 -0.577 0.475 H35 E4A 77 E4A H36 H36 H 0 1 N N N 34.489 2.147 8.985 -7.124 -2.043 1.974 H36 E4A 78 E4A H37 H37 H 0 1 N N N 35.709 3.263 8.281 -5.586 -1.446 2.644 H37 E4A 79 E4A H38 H38 H 0 1 N N N 35.088 3.543 9.943 -7.120 -0.671 3.109 H38 E4A 80 E4A H39 H39 H 0 1 N N N 32.281 7.641 18.151 2.309 2.603 0.739 H39 E4A 81 E4A H40 H40 H 0 1 N N N 30.632 6.159 16.701 1.928 1.001 0.908 H40 E4A 82 E4A H41 H41 H 0 1 N N N 26.584 6.477 20.248 5.770 -1.732 -1.924 H41 E4A 83 E4A H42 H42 H 0 1 N N N 31.981 2.234 14.044 -1.528 1.185 -2.033 H42 E4A 84 E4A H44 H44 H 0 1 N N N 34.045 5.563 14.160 -2.616 1.797 1.528 H44 E4A 85 # # 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 E4A C78 C76 SING N N 1 E4A C76 C82 SING N N 2 E4A C76 C69 SING N N 3 E4A C70 C69 DOUB Y N 4 E4A C70 C72 SING Y N 5 E4A C69 C67 SING Y N 6 E4A C72 C74 DOUB Y N 7 E4A C67 C66 DOUB Y N 8 E4A C74 C66 SING Y N 9 E4A C66 C59 SING N N 10 E4A C60 C59 SING N N 11 E4A C60 C63 SING N N 12 E4A C59 C63 SING N N 13 E4A C59 N57 SING N N 14 E4A N57 C54 SING N N 15 E4A O52 C50 SING N N 16 E4A C54 C50 SING N N 17 E4A O49 C48 DOUB N N 18 E4A C50 C3 SING N N 19 E4A C3 C5 SING N N 20 E4A C3 N1 SING N N 21 E4A O43 C42 DOUB N N 22 E4A C48 N1 SING N N 23 E4A C48 C36 SING N N 24 E4A C16 C14 DOUB Y N 25 E4A C16 C8 SING Y N 26 E4A C5 C8 SING N N 27 E4A C37 C36 DOUB Y N 28 E4A C37 C39 SING Y N 29 E4A C14 C12 SING Y N 30 E4A C42 C39 SING N N 31 E4A C42 C44 SING N N 32 E4A C8 C9 DOUB Y N 33 E4A C36 C34 SING Y N 34 E4A C39 C40 DOUB Y N 35 E4A C12 C11 DOUB Y N 36 E4A C9 C11 SING Y N 37 E4A C34 C33 DOUB Y N 38 E4A C40 C33 SING Y N 39 E4A C11 O18 SING N N 40 E4A C33 N31 SING N N 41 E4A O18 C19 SING N N 42 E4A N31 C28 SING N N 43 E4A C19 C22 SING N N 44 E4A C28 C25 SING N N 45 E4A C25 C22 SING N N 46 E4A C3 H1 SING N N 47 E4A C5 H2 SING N N 48 E4A C5 H3 SING N N 49 E4A C12 H4 SING N N 50 E4A C14 H5 SING N N 51 E4A C16 H6 SING N N 52 E4A C19 H7 SING N N 53 E4A C19 H8 SING N N 54 E4A C22 H9 SING N N 55 E4A C22 H10 SING N N 56 E4A C25 H11 SING N N 57 E4A C25 H12 SING N N 58 E4A C28 H13 SING N N 59 E4A C28 H14 SING N N 60 E4A C34 H15 SING N N 61 E4A C37 H16 SING N N 62 E4A C40 H17 SING N N 63 E4A C44 H18 SING N N 64 E4A C44 H19 SING N N 65 E4A C44 H20 SING N N 66 E4A C50 H21 SING N N 67 E4A C54 H22 SING N N 68 E4A C54 H23 SING N N 69 E4A C60 H24 SING N N 70 E4A C60 H25 SING N N 71 E4A C63 H26 SING N N 72 E4A C63 H27 SING N N 73 E4A C67 H28 SING N N 74 E4A C70 H29 SING N N 75 E4A C72 H30 SING N N 76 E4A C74 H31 SING N N 77 E4A C76 H32 SING N N 78 E4A C78 H33 SING N N 79 E4A C78 H34 SING N N 80 E4A C78 H35 SING N N 81 E4A C82 H36 SING N N 82 E4A C82 H37 SING N N 83 E4A C82 H38 SING N N 84 E4A C9 H39 SING N N 85 E4A N1 H40 SING N N 86 E4A N31 H41 SING N N 87 E4A N57 H42 SING N N 88 E4A O52 H44 SING N N 89 # # 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 E4A SMILES ACDLabs 12.01 "C2(Cc3cc(OCCCCNc1cc(cc(c1)C(C)=O)C(N2)=O)ccc3)C(CNC4(CC4)c5cc(ccc5)C(C)C)O" E4A InChI InChI 1.03 "InChI=1S/C35H43N3O4/c1-23(2)26-9-7-10-29(19-26)35(12-13-35)37-22-33(40)32-17-25-8-6-11-31(16-25)42-15-5-4-14-36-30-20-27(24(3)39)18-28(21-30)34(41)38-32/h6-11,16,18-21,23,32-33,36-37,40H,4-5,12-15,17,22H2,1-3H3,(H,38,41)/t32-,33+/m0/s1" E4A InChIKey InChI 1.03 LUJWXMKDHHFLOK-JHOUSYSJSA-N E4A SMILES_CANONICAL CACTVS 3.385 "CC(C)c1cccc(c1)C2(CC2)NC[C@@H](O)[C@@H]3Cc4cccc(OCCCCNc5cc(cc(c5)C(=O)N3)C(C)=O)c4" E4A SMILES CACTVS 3.385 "CC(C)c1cccc(c1)C2(CC2)NC[CH](O)[CH]3Cc4cccc(OCCCCNc5cc(cc(c5)C(=O)N3)C(C)=O)c4" E4A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)c1cccc(c1)C2(CC2)NC[C@H]([C@@H]3Cc4cccc(c4)OCCCCNc5cc(cc(c5)C(=O)C)C(=O)N3)O" E4A SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)c1cccc(c1)C2(CC2)NCC(C3Cc4cccc(c4)OCCCCNc5cc(cc(c5)C(=O)C)C(=O)N3)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 E4A "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-19-acetyl-4-[(1R)-1-hydroxy-2-({1-[3-(propan-2-yl)phenyl]cyclopropyl}amino)ethyl]-11-oxa-3,16-diazatricyclo[15.3.1.1~6,10~]docosa-1(21),6(22),7,9,17,19-hexaen-2-one" E4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(4~{S})-19-ethanoyl-4-[(1~{R})-1-oxidanyl-2-[[1-(3-propan-2-ylphenyl)cyclopropyl]amino]ethyl]-11-oxa-3,16-diazatricyclo[15.3.1.1^{6,10}]docosa-1(20),6(22),7,9,17(21),18-hexaen-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E4A "Create component" 2017-12-04 RCSB E4A "Initial release" 2020-06-03 RCSB ##