data_A4E # _chem_comp.id A4E _chem_comp.name "1-[6-[(4-fluorophenyl)methyl]-5-(hydroxymethyl)-3,3-dimethyl-2~{H}-pyrrolo[3,2-b]pyridin-1-yl]-2-[(2~{R},5~{R})-5-methyl-2-[[(3~{R})-3-methylmorpholin-4-yl]methyl]piperazin-4-ium-1-yl]ethanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H43 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-08-14 _chem_comp.pdbx_modified_date 2018-06-22 _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 540.693 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4E _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 5OQW _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 A4E C1 C1 C 0 1 N N N 25.645 -3.275 -26.345 3.918 -4.117 -2.771 C1 A4E 1 A4E C2 C2 C 0 1 N N R 24.979 -1.970 -25.932 3.746 -3.526 -1.370 C2 A4E 2 A4E C3 C3 C 0 1 N N N 24.937 -1.798 -24.416 2.684 -2.424 -1.408 C3 A4E 3 A4E N4 N1 N 0 1 N N N 24.109 -0.661 -23.991 2.535 -1.845 -0.066 N4 A4E 4 A4E C5 C4 C 0 1 N N N 24.232 -0.432 -22.544 1.482 -0.821 -0.048 C5 A4E 5 A4E C6 C5 C 0 1 N N N 23.512 -1.438 -21.660 1.797 0.240 -1.071 C6 A4E 6 A4E C10 C6 C 0 1 N N N 24.187 -0.282 -18.211 -0.312 2.944 -2.457 C10 A4E 7 A4E C11 C7 C 0 1 N N N 25.609 -0.729 -17.870 -0.063 4.416 -2.123 C11 A4E 8 A4E C12 C8 C 0 1 N N N 23.800 0.918 -17.330 -1.009 2.816 -3.813 C12 A4E 9 A4E C13 C9 C 0 1 Y N N 23.168 -1.393 -18.049 -1.141 2.290 -1.373 C13 A4E 10 A4E C15 C10 C 0 1 Y N N 21.810 -2.848 -16.943 -2.924 1.865 0.027 C15 A4E 11 A4E C16 C11 C 0 1 N N N 21.354 -3.308 -15.583 -4.320 2.214 0.477 C16 A4E 12 A4E O17 O1 O 0 1 N N N 22.145 -4.390 -15.108 -5.267 1.465 -0.286 O17 A4E 13 A4E C19 C12 C 0 1 N N N 20.306 -4.528 -18.247 -2.901 0.040 1.746 C19 A4E 14 A4E C21 C13 C 0 1 Y N N 20.372 -6.812 -17.196 -5.061 -0.965 0.977 C21 A4E 15 A4E C22 C14 C 0 1 Y N N 20.853 -8.104 -17.131 -5.791 -2.006 0.436 C22 A4E 16 A4E C23 C15 C 0 1 Y N N 21.782 -8.505 -18.041 -5.156 -3.183 0.078 C23 A4E 17 A4E C25 C16 C 0 1 Y N N 22.257 -7.683 -19.013 -3.790 -3.316 0.262 C25 A4E 18 A4E C26 C17 C 0 1 Y N N 21.782 -6.388 -19.087 -3.062 -2.273 0.804 C26 A4E 19 A4E C27 C18 C 0 1 Y N N 21.838 -2.886 -19.379 -0.969 0.511 0.217 C27 A4E 20 A4E C28 C19 C 0 1 Y N N 22.766 -1.868 -19.290 -0.398 1.263 -0.814 C28 A4E 21 A4E C35 C20 C 0 1 N N N 20.084 1.611 -20.928 1.444 2.124 2.932 C35 A4E 22 A4E C36 C21 C 0 1 N N R 20.789 1.808 -22.272 2.272 0.843 3.060 C36 A4E 23 A4E C37 C22 C 0 1 N N N 21.860 2.889 -22.141 1.367 -0.308 3.504 C37 A4E 24 A4E C38 C23 C 0 1 N N N 22.837 -0.708 -26.074 4.864 -2.407 0.434 C38 A4E 25 A4E O7 O2 O 0 1 N N N 23.016 -2.454 -22.134 2.893 0.276 -1.589 O7 A4E 26 A4E N8 N2 N 0 1 N N N 23.446 -1.153 -20.306 0.861 1.149 -1.409 N8 A4E 27 A4E C9 C24 C 0 1 N N N 24.045 0.066 -19.709 1.013 2.163 -2.456 C9 A4E 28 A4E N14 N3 N 0 1 Y N N 22.714 -1.858 -16.922 -2.361 2.556 -0.943 N14 A4E 29 A4E C18 C25 C 0 1 Y N N 21.328 -3.412 -18.189 -2.249 0.825 0.637 C18 A4E 30 A4E C20 C26 C 0 1 Y N N 20.833 -5.938 -18.177 -3.696 -1.096 1.156 C20 A4E 31 A4E F24 F1 F 0 1 N N N 22.254 -9.779 -17.974 -5.869 -4.202 -0.451 F24 A4E 32 A4E C29 C27 C 0 1 N N R 22.737 -0.605 -24.555 3.812 -1.296 0.411 C29 A4E 33 A4E C30 C28 C 0 1 N N N 21.892 0.614 -24.148 3.631 -0.735 1.823 C30 A4E 34 A4E N31 N4 N 0 1 N N N 21.272 0.510 -22.814 2.872 0.521 1.757 N31 A4E 35 A4E C32 C29 C 0 1 N N N 20.236 -0.532 -22.790 3.722 1.625 1.288 C32 A4E 36 A4E C33 C30 C 0 1 N N N 19.592 -0.625 -21.420 2.879 2.899 1.178 C33 A4E 37 A4E O34 O3 O 0 1 N N N 19.044 0.635 -21.024 2.278 3.179 2.446 O34 A4E 38 A4E N39 N5 N 1 1 N N N 23.575 -1.937 -26.465 5.023 -2.959 -0.918 N39 A4E 39 A4E H42 H1 H 0 1 N N N 26.674 -3.302 -25.956 4.232 -3.333 -3.460 H42 A4E 40 A4E H41 H2 H 0 1 N N N 25.076 -4.123 -25.935 4.674 -4.901 -2.744 H41 A4E 41 A4E H40 H3 H 0 1 N N N 25.667 -3.344 -27.443 2.970 -4.537 -3.107 H40 A4E 42 A4E H43 H4 H 0 1 N N N 25.545 -1.133 -26.365 3.431 -4.310 -0.681 H43 A4E 43 A4E H45 H5 H 0 1 N N N 24.527 -2.716 -23.970 2.992 -1.647 -2.107 H45 A4E 44 A4E H44 H6 H 0 1 N N N 25.963 -1.640 -24.052 1.732 -2.847 -1.730 H44 A4E 45 A4E H46 H8 H 0 1 N N N 25.301 -0.458 -22.286 0.523 -1.281 -0.285 H46 A4E 46 A4E H47 H9 H 0 1 N N N 23.826 0.566 -22.323 1.432 -0.368 0.942 H47 A4E 47 A4E H50 H10 H 0 1 N N N 25.672 -0.968 -16.798 0.448 4.490 -1.163 H50 A4E 48 A4E H51 H11 H 0 1 N N N 25.864 -1.622 -18.460 0.557 4.865 -2.899 H51 A4E 49 A4E H52 H12 H 0 1 N N N 26.315 0.081 -18.107 -1.016 4.943 -2.069 H52 A4E 50 A4E H53 H13 H 0 1 N N N 23.909 0.646 -16.270 -1.971 3.326 -3.776 H53 A4E 51 A4E H54 H14 H 0 1 N N N 24.458 1.769 -17.560 -0.387 3.268 -4.585 H54 A4E 52 A4E H55 H15 H 0 1 N N N 22.755 1.198 -17.531 -1.165 1.762 -4.043 H55 A4E 53 A4E H56 H16 H 0 1 N N N 21.434 -2.469 -14.876 -4.432 1.972 1.534 H56 A4E 54 A4E H57 H17 H 0 1 N N N 20.305 -3.633 -15.648 -4.494 3.280 0.328 H57 A4E 55 A4E H58 H18 H 0 1 N N N 21.835 -4.657 -14.251 -6.189 1.639 -0.050 H58 A4E 56 A4E H59 H19 H 0 1 N N N 19.614 -4.389 -17.403 -2.134 -0.359 2.409 H59 A4E 57 A4E H60 H20 H 0 1 N N N 19.755 -4.426 -19.194 -3.566 0.693 2.311 H60 A4E 58 A4E H61 H21 H 0 1 N N N 19.634 -6.477 -16.482 -5.556 -0.046 1.256 H61 A4E 59 A4E H62 H22 H 0 1 N N N 20.498 -8.785 -16.371 -6.856 -1.901 0.293 H62 A4E 60 A4E H63 H23 H 0 1 N N N 22.995 -8.037 -19.717 -3.294 -4.234 -0.016 H63 A4E 61 A4E H64 H24 H 0 1 N N N 22.149 -5.723 -19.855 -1.997 -2.377 0.948 H64 A4E 62 A4E H65 H25 H 0 1 N N N 21.516 -3.264 -20.338 -0.421 -0.298 0.678 H65 A4E 63 A4E H74 H26 H 0 1 N N N 20.821 1.277 -20.183 0.623 1.958 2.235 H74 A4E 64 A4E H73 H27 H 0 1 N N N 19.648 2.569 -20.609 1.043 2.397 3.908 H73 A4E 65 A4E H75 H28 H 0 1 N N N 20.033 2.193 -22.973 3.061 0.991 3.798 H75 A4E 66 A4E H77 H29 H 0 1 N N N 21.408 3.806 -21.734 0.580 -0.458 2.765 H77 A4E 67 A4E H78 H30 H 0 1 N N N 22.653 2.539 -21.464 1.958 -1.220 3.595 H78 A4E 68 A4E H76 H31 H 0 1 N N N 22.290 3.100 -23.131 0.920 -0.068 4.468 H76 A4E 69 A4E H80 H32 H 0 1 N N N 23.369 0.173 -26.462 5.816 -1.999 0.774 H80 A4E 70 A4E H79 H33 H 0 1 N N N 21.824 -0.742 -26.502 4.544 -3.197 1.114 H79 A4E 71 A4E H49 H34 H 0 1 N N N 25.028 0.278 -20.156 1.171 1.687 -3.424 H49 A4E 72 A4E H48 H35 H 0 1 N N N 23.384 0.934 -19.848 1.844 2.828 -2.221 H48 A4E 73 A4E H66 H36 H 0 1 N N N 22.198 -1.498 -24.206 4.138 -0.500 -0.257 H66 A4E 74 A4E H67 H37 H 0 1 N N N 22.542 1.501 -24.156 3.088 -1.456 2.434 H67 A4E 75 A4E H68 H38 H 0 1 N N N 21.090 0.740 -24.891 4.609 -0.547 2.267 H68 A4E 76 A4E H70 H40 H 0 1 N N N 19.464 -0.289 -23.535 4.534 1.787 1.997 H70 A4E 77 A4E H69 H41 H 0 1 N N N 20.694 -1.501 -23.039 4.135 1.377 0.311 H69 A4E 78 A4E H71 H42 H 0 1 N N N 18.787 -1.374 -21.451 3.516 3.733 0.885 H71 A4E 79 A4E H72 H43 H 0 1 N N N 20.351 -0.934 -20.686 2.099 2.755 0.429 H72 A4E 80 A4E H82 H44 H 0 1 N N N 23.081 -2.732 -26.112 5.726 -3.683 -0.905 H82 A4E 81 A4E H81 H81 H 0 1 N N N 23.611 -1.983 -27.463 5.308 -2.226 -1.549 H81 A4E 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 A4E N39 C38 SING N N 1 A4E N39 C2 SING N N 2 A4E C1 C2 SING N N 3 A4E C38 C29 SING N N 4 A4E C2 C3 SING N N 5 A4E C29 C30 SING N N 6 A4E C29 N4 SING N N 7 A4E C3 N4 SING N N 8 A4E C30 N31 SING N N 9 A4E N4 C5 SING N N 10 A4E N31 C32 SING N N 11 A4E N31 C36 SING N N 12 A4E C32 C33 SING N N 13 A4E C5 C6 SING N N 14 A4E C36 C37 SING N N 15 A4E C36 C35 SING N N 16 A4E O7 C6 DOUB N N 17 A4E C6 N8 SING N N 18 A4E C33 O34 SING N N 19 A4E O34 C35 SING N N 20 A4E N8 C9 SING N N 21 A4E N8 C28 SING N N 22 A4E C9 C10 SING N N 23 A4E C27 C28 DOUB Y N 24 A4E C27 C18 SING Y N 25 A4E C28 C13 SING Y N 26 A4E C26 C25 DOUB Y N 27 A4E C26 C20 SING Y N 28 A4E C25 C23 SING Y N 29 A4E C19 C18 SING N N 30 A4E C19 C20 SING N N 31 A4E C10 C13 SING N N 32 A4E C10 C11 SING N N 33 A4E C10 C12 SING N N 34 A4E C18 C15 DOUB Y N 35 A4E C20 C21 DOUB Y N 36 A4E C13 N14 DOUB Y N 37 A4E C23 F24 SING N N 38 A4E C23 C22 DOUB Y N 39 A4E C21 C22 SING Y N 40 A4E C15 N14 SING Y N 41 A4E C15 C16 SING N N 42 A4E C16 O17 SING N N 43 A4E C1 H42 SING N N 44 A4E C1 H41 SING N N 45 A4E C1 H40 SING N N 46 A4E C2 H43 SING N N 47 A4E C3 H45 SING N N 48 A4E C3 H44 SING N N 49 A4E C5 H46 SING N N 50 A4E C5 H47 SING N N 51 A4E C11 H50 SING N N 52 A4E C11 H51 SING N N 53 A4E C11 H52 SING N N 54 A4E C12 H53 SING N N 55 A4E C12 H54 SING N N 56 A4E C12 H55 SING N N 57 A4E C16 H56 SING N N 58 A4E C16 H57 SING N N 59 A4E O17 H58 SING N N 60 A4E C19 H59 SING N N 61 A4E C19 H60 SING N N 62 A4E C21 H61 SING N N 63 A4E C22 H62 SING N N 64 A4E C25 H63 SING N N 65 A4E C26 H64 SING N N 66 A4E C27 H65 SING N N 67 A4E C35 H74 SING N N 68 A4E C35 H73 SING N N 69 A4E C36 H75 SING N N 70 A4E C37 H77 SING N N 71 A4E C37 H78 SING N N 72 A4E C37 H76 SING N N 73 A4E C38 H80 SING N N 74 A4E C38 H79 SING N N 75 A4E C9 H49 SING N N 76 A4E C9 H48 SING N N 77 A4E C29 H66 SING N N 78 A4E C30 H67 SING N N 79 A4E C30 H68 SING N N 80 A4E C32 H70 SING N N 81 A4E C32 H69 SING N N 82 A4E C33 H71 SING N N 83 A4E C33 H72 SING N N 84 A4E N39 H82 SING N N 85 A4E N39 H81 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 A4E InChI InChI 1.03 "InChI=1S/C30H42FN5O3/c1-20-14-35(25(13-32-20)15-34-9-10-39-18-21(34)2)16-28(38)36-19-30(3,4)29-27(36)12-23(26(17-37)33-29)11-22-5-7-24(31)8-6-22/h5-8,12,20-21,25,32,37H,9-11,13-19H2,1-4H3/p+1/t20-,21-,25-/m1/s1" A4E InChIKey InChI 1.03 YCXOHEXZVKOGEV-DNRQZRRGSA-O A4E SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN(CC(=O)N2CC(C)(C)c3nc(CO)c(Cc4ccc(F)cc4)cc23)[C@H](C[NH2+]1)CN5CCOC[C@H]5C" A4E SMILES CACTVS 3.385 "C[CH]1CN(CC(=O)N2CC(C)(C)c3nc(CO)c(Cc4ccc(F)cc4)cc23)[CH](C[NH2+]1)CN5CCOC[CH]5C" A4E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CN([C@H](C[NH2+]1)CN2CCOC[C@H]2C)CC(=O)N3CC(c4c3cc(c(n4)CO)Cc5ccc(cc5)F)(C)C" A4E SMILES "OpenEye OEToolkits" 2.0.6 "CC1CN(C(C[NH2+]1)CN2CCOCC2C)CC(=O)N3CC(c4c3cc(c(n4)CO)Cc5ccc(cc5)F)(C)C" # 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 A4E "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[6-[(4-fluorophenyl)methyl]-5-(hydroxymethyl)-3,3-dimethyl-2~{H}-pyrrolo[3,2-b]pyridin-1-yl]-2-[(2~{R},5~{R})-5-methyl-2-[[(3~{R})-3-methylmorpholin-4-yl]methyl]piperazin-4-ium-1-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A4E "Create component" 2017-08-14 EBI A4E "Initial release" 2018-06-27 RCSB #