data_6X5 # _chem_comp.id 6X5 _chem_comp.name "~{N}-[3-(ethoxymethyl)-2-[[4-[[(3~{R})-pyrrolidin-3-yl]methoxy]phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]pyrrole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H33 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-12 _chem_comp.pdbx_modified_date 2017-02-17 _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 519.655 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6X5 _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 5LHI _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 6X5 C01 C1 C 0 1 N N N 8.331 -45.558 -36.871 0.527 8.430 -0.156 C01 6X5 1 6X5 C02 C2 C 0 1 N N N 8.153 -46.007 -38.332 0.074 7.009 0.188 C02 6X5 2 6X5 O03 O1 O 0 1 N N N 9.159 -46.917 -38.670 1.164 6.104 0.002 O03 6X5 3 6X5 C04 C3 C 0 1 N N N 8.862 -47.680 -39.859 0.846 4.742 0.297 C04 6X5 4 6X5 C05 C4 C 0 1 Y N N 9.432 -49.102 -39.701 2.061 3.881 0.068 C05 6X5 5 6X5 C06 C5 C 0 1 Y N N 10.539 -49.501 -40.437 3.244 4.456 -0.359 C06 6X5 6 6X5 C07 C6 C 0 1 Y N N 11.067 -50.834 -40.283 4.362 3.669 -0.571 C07 6X5 7 6X5 C08 C7 C 0 1 Y N N 10.473 -51.721 -39.395 4.299 2.306 -0.356 C08 6X5 8 6X5 C09 C8 C 0 1 Y N N 9.328 -51.314 -38.649 3.113 1.726 0.073 C09 6X5 9 6X5 C10 C9 C 0 1 Y N N 8.820 -50.007 -38.785 1.993 2.520 0.290 C10 6X5 10 6X5 C11 C10 C 0 1 N N N 7.564 -49.549 -37.964 0.706 1.895 0.761 C11 6X5 11 6X5 O12 O2 O 0 1 N N N 7.750 -49.814 -36.550 -0.078 1.508 -0.370 O12 6X5 12 6X5 C13 C11 C 0 1 Y N N 6.651 -50.451 -35.915 -1.280 0.925 -0.117 C13 6X5 13 6X5 C14 C12 C 0 1 Y N N 5.888 -51.366 -36.599 -1.697 0.735 1.192 C14 6X5 14 6X5 C15 C13 C 0 1 Y N N 4.799 -52.007 -35.959 -2.918 0.142 1.448 C15 6X5 15 6X5 C16 C14 C 0 1 Y N N 4.495 -51.707 -34.620 -3.727 -0.263 0.396 C16 6X5 16 6X5 C17 C15 C 0 1 Y N N 5.256 -50.797 -33.935 -3.310 -0.073 -0.913 C17 6X5 17 6X5 C18 C16 C 0 1 Y N N 6.347 -50.157 -34.578 -2.091 0.524 -1.169 C18 6X5 18 6X5 O19 O3 O 0 1 N N N 3.423 -52.342 -33.993 -4.929 -0.847 0.649 O19 6X5 19 6X5 C20 C17 C 0 1 N N N 2.974 -51.693 -32.829 -5.709 -1.240 -0.482 C20 6X5 20 6X5 C21 C18 C 0 1 N N R 2.699 -52.781 -31.720 -7.017 -1.873 -0.003 C21 6X5 21 6X5 C22 C19 C 0 1 N N N 2.958 -54.213 -32.301 -7.854 -2.355 -1.211 C22 6X5 22 6X5 C23 C20 C 0 1 N N N 1.560 -54.960 -32.199 -9.302 -1.994 -0.795 C23 6X5 23 6X5 N24 N1 N 0 1 N N N 0.872 -54.293 -31.256 -9.140 -0.698 -0.088 N24 6X5 24 6X5 C25 C21 C 0 1 N N N 1.385 -52.740 -31.356 -7.895 -0.822 0.700 C25 6X5 25 6X5 N26 N2 N 0 1 N N N 8.669 -52.225 -37.658 3.046 0.347 0.291 N26 6X5 26 6X5 C27 C22 C 0 1 N N N 8.625 -53.691 -37.647 3.865 -0.483 -0.385 C27 6X5 27 6X5 O28 O4 O 0 1 N N N 9.140 -54.380 -38.497 4.698 -0.028 -1.147 O28 6X5 28 6X5 C29 C23 C 0 1 Y N N 7.881 -54.293 -36.444 3.753 -1.931 -0.203 C29 6X5 29 6X5 C30 C24 C 0 1 Y N N 8.135 -53.881 -35.113 4.435 -2.887 -0.919 C30 6X5 30 6X5 C31 C25 C 0 1 Y N N 7.293 -54.609 -34.283 4.039 -4.145 -0.430 C31 6X5 31 6X5 C32 C26 C 0 1 Y N N 6.560 -55.426 -35.133 3.118 -3.942 0.580 C32 6X5 32 6X5 N33 N3 N 0 1 Y N N 6.944 -55.200 -36.415 2.950 -2.569 0.719 N33 6X5 33 6X5 C34 C27 C 0 1 N N N 6.386 -55.885 -37.583 2.066 -1.909 1.683 C34 6X5 34 6X5 C35 C28 C 0 1 Y N N 5.626 -56.263 -34.489 2.653 -5.135 1.143 C35 6X5 35 6X5 C36 C29 C 0 1 Y N N 5.568 -56.158 -33.105 3.159 -6.249 0.629 C36 6X5 36 6X5 S37 S1 S 0 1 Y N N 6.746 -54.949 -32.659 4.301 -5.872 -0.650 S37 6X5 37 6X5 H1 H1 H 0 1 N N N 7.538 -44.842 -36.608 0.855 8.465 -1.195 H1 6X5 38 6X5 H2 H2 H 0 1 N N N 8.269 -46.434 -36.208 -0.304 9.120 -0.014 H2 6X5 39 6X5 H3 H3 H 0 1 N N N 9.313 -45.077 -36.752 1.352 8.716 0.496 H3 6X5 40 6X5 H4 H4 H 0 1 N N N 8.215 -45.131 -38.994 -0.254 6.974 1.227 H4 6X5 41 6X5 H5 H5 H 0 1 N N N 7.170 -46.487 -38.450 -0.751 6.723 -0.464 H5 6X5 42 6X5 H6 H6 H 0 1 N N N 9.321 -47.194 -40.733 0.534 4.660 1.338 H6 6X5 43 6X5 H7 H7 H 0 1 N N N 7.772 -47.734 -40.000 0.037 4.409 -0.352 H7 6X5 44 6X5 H8 H8 H 0 1 N N N 11.005 -48.812 -41.126 3.296 5.521 -0.528 H8 6X5 45 6X5 H9 H9 H 0 1 N N N 11.926 -51.143 -40.860 5.284 4.121 -0.905 H9 6X5 46 6X5 H10 H10 H 0 1 N N N 10.877 -52.715 -39.270 5.172 1.692 -0.522 H10 6X5 47 6X5 H11 H11 H 0 1 N N N 7.410 -48.470 -38.112 0.928 1.017 1.367 H11 6X5 48 6X5 H12 H12 H 0 1 N N N 6.680 -50.098 -38.321 0.149 2.618 1.359 H12 6X5 49 6X5 H13 H13 H 0 1 N N N 6.119 -51.597 -37.628 -1.067 1.050 2.010 H13 6X5 50 6X5 H14 H14 H 0 1 N N N 4.202 -52.726 -36.500 -3.243 -0.007 2.467 H14 6X5 51 6X5 H15 H15 H 0 1 N N N 5.026 -50.567 -32.905 -3.939 -0.389 -1.731 H15 6X5 52 6X5 H16 H16 H 0 1 N N N 6.946 -49.440 -34.035 -1.768 0.676 -2.188 H16 6X5 53 6X5 H17 H17 H 0 1 N N N 3.743 -50.991 -32.476 -5.932 -0.364 -1.091 H17 6X5 54 6X5 H18 H18 H 0 1 N N N 2.047 -51.142 -33.046 -5.151 -1.963 -1.076 H18 6X5 55 6X5 H19 H19 H 0 1 N N N 3.373 -52.607 -30.869 -6.810 -2.705 0.670 H19 6X5 56 6X5 H20 H20 H 0 1 N N N 3.721 -54.738 -31.708 -7.568 -1.819 -2.116 H20 6X5 57 6X5 H21 H21 H 0 1 N N N 3.287 -54.151 -33.349 -7.748 -3.431 -1.349 H21 6X5 58 6X5 H22 H22 H 0 1 N N N 1.031 -54.921 -33.163 -9.937 -1.877 -1.673 H22 6X5 59 6X5 H23 H23 H 0 1 N N N 1.704 -56.009 -31.902 -9.709 -2.750 -0.123 H23 6X5 60 6X5 H24 H24 H 0 1 N N N -0.110 -54.349 -31.435 -9.079 0.066 -0.744 H24 6X5 61 6X5 H26 H26 H 0 1 N N N 1.278 -52.242 -30.381 -8.128 -1.150 1.713 H26 6X5 62 6X5 H27 H27 H 0 1 N N N 0.800 -52.196 -32.112 -7.376 0.137 0.727 H27 6X5 63 6X5 H28 H28 H 0 1 N N N 8.195 -51.772 -36.902 2.411 -0.013 0.929 H28 6X5 64 6X5 H29 H29 H 0 1 N N N 8.852 -53.137 -34.801 5.145 -2.705 -1.712 H29 6X5 65 6X5 H30 H30 H 0 1 N N N 5.613 -56.596 -37.257 1.164 -1.568 1.174 H30 6X5 66 6X5 H31 H31 H 0 1 N N N 5.939 -55.145 -38.263 1.794 -2.614 2.469 H31 6X5 67 6X5 H32 H32 H 0 1 N N N 7.187 -56.428 -38.106 2.580 -1.055 2.123 H32 6X5 68 6X5 H33 H33 H 0 1 N N N 4.994 -56.945 -35.038 1.929 -5.148 1.945 H33 6X5 69 6X5 H34 H34 H 0 1 N N N 4.924 -56.713 -32.439 2.904 -7.248 0.952 H34 6X5 70 # 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 6X5 C06 C07 DOUB Y N 1 6X5 C06 C05 SING Y N 2 6X5 C07 C08 SING Y N 3 6X5 C04 C05 SING N N 4 6X5 C04 O03 SING N N 5 6X5 C05 C10 DOUB Y N 6 6X5 C08 C09 DOUB Y N 7 6X5 C10 C09 SING Y N 8 6X5 C10 C11 SING N N 9 6X5 O03 C02 SING N N 10 6X5 C09 N26 SING N N 11 6X5 O28 C27 DOUB N N 12 6X5 C02 C01 SING N N 13 6X5 C11 O12 SING N N 14 6X5 N26 C27 SING N N 15 6X5 C27 C29 SING N N 16 6X5 C34 N33 SING N N 17 6X5 C14 C15 DOUB Y N 18 6X5 C14 C13 SING Y N 19 6X5 O12 C13 SING N N 20 6X5 C29 N33 SING Y N 21 6X5 C29 C30 DOUB Y N 22 6X5 N33 C32 SING Y N 23 6X5 C15 C16 SING Y N 24 6X5 C13 C18 DOUB Y N 25 6X5 C32 C35 SING Y N 26 6X5 C32 C31 DOUB Y N 27 6X5 C30 C31 SING Y N 28 6X5 C16 O19 SING N N 29 6X5 C16 C17 DOUB Y N 30 6X5 C18 C17 SING Y N 31 6X5 C35 C36 DOUB Y N 32 6X5 C31 S37 SING Y N 33 6X5 O19 C20 SING N N 34 6X5 C36 S37 SING Y N 35 6X5 C20 C21 SING N N 36 6X5 C22 C23 SING N N 37 6X5 C22 C21 SING N N 38 6X5 C23 N24 SING N N 39 6X5 C21 C25 SING N N 40 6X5 C25 N24 SING N N 41 6X5 C01 H1 SING N N 42 6X5 C01 H2 SING N N 43 6X5 C01 H3 SING N N 44 6X5 C02 H4 SING N N 45 6X5 C02 H5 SING N N 46 6X5 C04 H6 SING N N 47 6X5 C04 H7 SING N N 48 6X5 C06 H8 SING N N 49 6X5 C07 H9 SING N N 50 6X5 C08 H10 SING N N 51 6X5 C11 H11 SING N N 52 6X5 C11 H12 SING N N 53 6X5 C14 H13 SING N N 54 6X5 C15 H14 SING N N 55 6X5 C17 H15 SING N N 56 6X5 C18 H16 SING N N 57 6X5 C20 H17 SING N N 58 6X5 C20 H18 SING N N 59 6X5 C21 H19 SING N N 60 6X5 C22 H20 SING N N 61 6X5 C22 H21 SING N N 62 6X5 C23 H22 SING N N 63 6X5 C23 H23 SING N N 64 6X5 N24 H24 SING N N 65 6X5 C25 H26 SING N N 66 6X5 C25 H27 SING N N 67 6X5 N26 H28 SING N N 68 6X5 C30 H29 SING N N 69 6X5 C34 H30 SING N N 70 6X5 C34 H31 SING N N 71 6X5 C34 H32 SING N N 72 6X5 C35 H33 SING N N 73 6X5 C36 H34 SING N N 74 # 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 6X5 InChI InChI 1.03 "InChI=1S/C29H33N3O4S/c1-3-34-18-21-5-4-6-25(31-29(33)27-15-28-26(32(27)2)12-14-37-28)24(21)19-36-23-9-7-22(8-10-23)35-17-20-11-13-30-16-20/h4-10,12,14-15,20,30H,3,11,13,16-19H2,1-2H3,(H,31,33)/t20-/m1/s1" 6X5 InChIKey InChI 1.03 SQSNNQXVJVEDMY-HXUWFJFHSA-N 6X5 SMILES_CANONICAL CACTVS 3.385 "CCOCc1cccc(NC(=O)c2cc3sccc3n2C)c1COc4ccc(OC[C@@H]5CCNC5)cc4" 6X5 SMILES CACTVS 3.385 "CCOCc1cccc(NC(=O)c2cc3sccc3n2C)c1COc4ccc(OC[CH]5CCNC5)cc4" 6X5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCOCc1cccc(c1COc2ccc(cc2)OC[C@@H]3CCNC3)NC(=O)c4cc5c(n4C)ccs5" 6X5 SMILES "OpenEye OEToolkits" 2.0.5 "CCOCc1cccc(c1COc2ccc(cc2)OCC3CCNC3)NC(=O)c4cc5c(n4C)ccs5" # 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 6X5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[3-(ethoxymethyl)-2-[[4-[[(3~{R})-pyrrolidin-3-yl]methoxy]phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]pyrrole-5-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 6X5 "Create component" 2016-07-12 EBI 6X5 "Initial release" 2017-02-22 RCSB #