data_9WX # _chem_comp.id 9WX _chem_comp.name "ethyl [4-({3-[2-(3,5-dimethoxyphenyl)ethyl]-5H-pyrrolo[2,3-b]pyrazin-5-yl}sulfonyl)-1H-imidazol-1-yl]acetate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-22 _chem_comp.pdbx_modified_date 2019-08-16 _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 499.540 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WX _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 6AGX _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 9WX CBG C1 C 0 1 N N N -5.813 -4.226 32.657 -1.242 5.885 -2.242 CBG 9WX 1 9WX CBF C2 C 0 1 N N N -5.855 -5.588 33.371 -0.246 4.729 -2.132 CBF 9WX 2 9WX OBE O1 O 0 1 N N N -4.943 -6.522 32.764 0.333 4.714 -0.801 OBE 9WX 3 9WX C C3 C 0 1 N N N -3.635 -6.185 32.976 1.233 3.753 -0.539 C 9WX 4 9WX O O2 O 0 1 N N N -3.005 -5.399 32.269 1.528 2.952 -1.394 O 9WX 5 9WX CA C4 C 0 1 N N N -2.965 -6.830 34.193 1.877 3.674 0.822 CA 9WX 6 9WX N N1 N 0 1 Y N N -3.168 -8.314 34.229 2.815 2.549 0.854 N 9WX 7 9WX CBA C5 C 0 1 Y N N -3.569 -9.191 33.302 2.524 1.260 1.211 CBA 9WX 8 9WX CAY C6 C 0 1 Y N N -2.929 -8.986 35.357 4.125 2.589 0.531 CAY 9WX 9 9WX NAX N2 N 0 1 Y N N -3.171 -10.276 35.150 4.630 1.395 0.682 NAX 9WX 10 9WX CAW C7 C 0 1 Y N N -3.550 -10.389 33.882 3.668 0.558 1.099 CAW 9WX 11 9WX SAV S1 S 0 1 N N N -4.019 -11.954 33.147 3.866 -1.160 1.437 SAV 9WX 12 9WX OBH O3 O 0 1 N N N -5.526 -11.872 32.871 5.242 -1.355 1.730 OBH 9WX 13 9WX OBI O4 O 0 1 N N N -3.758 -13.025 34.220 2.822 -1.515 2.334 OBI 9WX 14 9WX NAU N3 N 0 1 Y N N -3.171 -12.423 31.632 3.567 -1.975 0.027 NAU 9WX 15 9WX CAQ C8 C 0 1 Y N N -2.767 -11.790 30.507 2.355 -2.015 -0.619 CAQ 9WX 16 9WX NAR N4 N 0 1 Y N N -2.842 -10.499 30.095 1.168 -1.482 -0.364 NAR 9WX 17 9WX CAT C9 C 0 1 Y N N -2.839 -13.713 31.505 4.492 -2.702 -0.670 CAT 9WX 18 9WX CAS C10 C 0 1 Y N N -2.233 -13.882 30.337 3.925 -3.234 -1.766 CAS 9WX 19 9WX CAP C11 C 0 1 Y N N -2.181 -12.709 29.720 2.525 -2.809 -1.773 CAP 9WX 20 9WX NAO N5 N 0 1 Y N N -1.660 -12.378 28.525 1.499 -3.022 -2.591 NAO 9WX 21 9WX CAN C12 C 0 1 Y N N -1.729 -11.049 28.090 0.324 -2.486 -2.317 CAN 9WX 22 9WX CAM C13 C 0 1 Y N N -2.344 -10.100 28.906 0.159 -1.699 -1.186 CAM 9WX 23 9WX CAL C14 C 0 1 N N N -2.393 -8.774 28.434 -1.190 -1.095 -0.889 CAL 9WX 24 9WX CAK C15 C 0 1 N N N -3.206 -7.802 29.314 -2.047 -2.111 -0.132 CAK 9WX 25 9WX CAD C16 C 0 1 Y N N -3.050 -6.465 28.877 -3.396 -1.507 0.166 CAD 9WX 26 9WX CAE C17 C 0 1 Y N N -1.855 -5.784 29.122 -4.431 -1.652 -0.738 CAE 9WX 27 9WX CAC C18 C 0 1 Y N N -4.076 -5.790 28.213 -3.596 -0.814 1.344 CAC 9WX 28 9WX CAB C19 C 0 1 Y N N -3.922 -4.462 27.797 -4.839 -0.262 1.623 CAB 9WX 29 9WX OAI O5 O 0 1 N N N -4.985 -3.878 27.145 -5.036 0.415 2.784 OAI 9WX 30 9WX CAJ C20 C 0 1 N N N -5.066 -2.451 26.944 -6.342 0.952 3.008 CAJ 9WX 31 9WX CAA C21 C 0 1 Y N N -2.711 -3.803 28.043 -5.879 -0.406 0.718 CAA 9WX 32 9WX CAF C22 C 0 1 Y N N -1.678 -4.462 28.711 -5.674 -1.097 -0.466 CAF 9WX 33 9WX OAG O6 O 0 1 N N N -0.484 -3.852 28.969 -6.692 -1.240 -1.355 OAG 9WX 34 9WX CAH C23 C 0 1 N N N -0.546 -2.479 29.372 -7.946 -0.653 -1.005 CAH 9WX 35 9WX H1 H1 H 0 1 N N N -6.518 -3.535 33.142 -1.677 5.897 -3.241 H1 9WX 36 9WX H2 H2 H 0 1 N N N -4.796 -3.812 32.716 -2.033 5.755 -1.503 H2 9WX 37 9WX H3 H3 H 0 1 N N N -6.095 -4.357 31.602 -0.726 6.828 -2.059 H3 9WX 38 9WX H4 H4 H 0 1 N N N -5.577 -5.449 34.426 -0.762 3.786 -2.315 H4 9WX 39 9WX H5 H5 H 0 1 N N N -6.876 -5.993 33.311 0.545 4.859 -2.871 H5 9WX 40 9WX H6 H6 H 0 1 N N N -1.886 -6.621 34.156 2.414 4.601 1.023 H6 9WX 41 9WX H7 H7 H 0 1 N N N -3.392 -6.391 35.107 1.107 3.528 1.580 H7 9WX 42 9WX H8 H8 H 0 1 N N N -3.852 -8.971 32.283 1.563 0.879 1.522 H8 9WX 43 9WX H9 H9 H 0 1 N N N -2.593 -8.552 36.287 4.667 3.464 0.203 H9 9WX 44 9WX H10 H10 H 0 1 N N N -3.032 -14.488 32.232 5.524 -2.830 -0.382 H10 9WX 45 9WX H11 H11 H 0 1 N N N -1.848 -14.815 29.954 4.412 -3.855 -2.504 H11 9WX 46 9WX H12 H12 H 0 1 N N N -1.312 -10.763 27.136 -0.511 -2.657 -2.980 H12 9WX 47 9WX H13 H13 H 0 1 N N N -1.362 -8.396 28.369 -1.061 -0.202 -0.278 H13 9WX 48 9WX H14 H14 H 0 1 N N N -2.843 -8.785 27.430 -1.683 -0.829 -1.824 H14 9WX 49 9WX H15 H15 H 0 1 N N N -4.270 -8.075 29.262 -2.176 -3.005 -0.743 H15 9WX 50 9WX H16 H16 H 0 1 N N N -2.858 -7.883 30.354 -1.555 -2.378 0.803 H16 9WX 51 9WX H17 H17 H 0 1 N N N -1.053 -6.290 29.639 -4.273 -2.198 -1.656 H17 9WX 52 9WX H18 H18 H 0 1 N N N -5.006 -6.302 28.016 -2.786 -0.702 2.049 H18 9WX 53 9WX H19 H19 H 0 1 N N N -5.993 -2.208 26.404 -6.586 1.657 2.213 H19 9WX 54 9WX H20 H20 H 0 1 N N N -5.066 -1.943 27.920 -7.072 0.143 3.013 H20 9WX 55 9WX H21 H21 H 0 1 N N N -4.200 -2.114 26.355 -6.363 1.467 3.968 H21 9WX 56 9WX H22 H22 H 0 1 N N N -2.576 -2.783 27.715 -6.846 0.023 0.933 H22 9WX 57 9WX H23 H23 H 0 1 N N N 0.472 -2.102 29.550 -8.670 -0.841 -1.798 H23 9WX 58 9WX H24 H24 H 0 1 N N N -1.023 -1.885 28.579 -8.306 -1.093 -0.074 H24 9WX 59 9WX H25 H25 H 0 1 N N N -1.135 -2.395 30.297 -7.821 0.421 -0.874 H25 9WX 60 # # 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 9WX CAJ OAI SING N N 1 9WX OAI CAB SING N N 2 9WX CAB CAA DOUB Y N 3 9WX CAB CAC SING Y N 4 9WX CAA CAF SING Y N 5 9WX CAN NAO DOUB Y N 6 9WX CAN CAM SING Y N 7 9WX CAC CAD DOUB Y N 8 9WX CAL CAM SING N N 9 9WX CAL CAK SING N N 10 9WX NAO CAP SING Y N 11 9WX CAF OAG SING N N 12 9WX CAF CAE DOUB Y N 13 9WX CAD CAE SING Y N 14 9WX CAD CAK SING N N 15 9WX CAM NAR DOUB Y N 16 9WX OAG CAH SING N N 17 9WX CAP CAS SING Y N 18 9WX CAP CAQ DOUB Y N 19 9WX NAR CAQ SING Y N 20 9WX CAS CAT DOUB Y N 21 9WX CAQ NAU SING Y N 22 9WX CAT NAU SING Y N 23 9WX NAU SAV SING N N 24 9WX O C DOUB N N 25 9WX CBG CBF SING N N 26 9WX OBE C SING N N 27 9WX OBE CBF SING N N 28 9WX OBH SAV DOUB N N 29 9WX C CA SING N N 30 9WX SAV CAW SING N N 31 9WX SAV OBI DOUB N N 32 9WX CBA CAW DOUB Y N 33 9WX CBA N SING Y N 34 9WX CAW NAX SING Y N 35 9WX CA N SING N N 36 9WX N CAY SING Y N 37 9WX NAX CAY DOUB Y N 38 9WX CBG H1 SING N N 39 9WX CBG H2 SING N N 40 9WX CBG H3 SING N N 41 9WX CBF H4 SING N N 42 9WX CBF H5 SING N N 43 9WX CA H6 SING N N 44 9WX CA H7 SING N N 45 9WX CBA H8 SING N N 46 9WX CAY H9 SING N N 47 9WX CAT H10 SING N N 48 9WX CAS H11 SING N N 49 9WX CAN H12 SING N N 50 9WX CAL H13 SING N N 51 9WX CAL H14 SING N N 52 9WX CAK H15 SING N N 53 9WX CAK H16 SING N N 54 9WX CAE H17 SING N N 55 9WX CAC H18 SING N N 56 9WX CAJ H19 SING N N 57 9WX CAJ H20 SING N N 58 9WX CAJ H21 SING N N 59 9WX CAA H22 SING N N 60 9WX CAH H23 SING N N 61 9WX CAH H24 SING N N 62 9WX CAH H25 SING N N 63 # # 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 9WX SMILES ACDLabs 12.01 "CCOC(Cn1cnc(c1)S(=O)(=O)n3c2nc(cnc2cc3)CCc4cc(cc(c4)OC)OC)=O" 9WX InChI InChI 1.03 "InChI=1S/C23H25N5O6S/c1-4-34-22(29)14-27-13-21(25-15-27)35(30,31)28-8-7-20-23(28)26-17(12-24-20)6-5-16-9-18(32-2)11-19(10-16)33-3/h7-13,15H,4-6,14H2,1-3H3" 9WX InChIKey InChI 1.03 GMHRLLCUAFMSGQ-UHFFFAOYSA-N 9WX SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)Cn1cnc(c1)[S](=O)(=O)n2ccc3ncc(CCc4cc(OC)cc(OC)c4)nc23" 9WX SMILES CACTVS 3.385 "CCOC(=O)Cn1cnc(c1)[S](=O)(=O)n2ccc3ncc(CCc4cc(OC)cc(OC)c4)nc23" 9WX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCOC(=O)Cn1cc(nc1)S(=O)(=O)n2ccc3c2nc(cn3)CCc4cc(cc(c4)OC)OC" 9WX SMILES "OpenEye OEToolkits" 2.0.6 "CCOC(=O)Cn1cc(nc1)S(=O)(=O)n2ccc3c2nc(cn3)CCc4cc(cc(c4)OC)OC" # # 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 9WX "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl [4-({3-[2-(3,5-dimethoxyphenyl)ethyl]-5H-pyrrolo[2,3-b]pyrazin-5-yl}sulfonyl)-1H-imidazol-1-yl]acetate" 9WX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "ethyl 2-[4-[3-[2-(3,5-dimethoxyphenyl)ethyl]pyrrolo[2,3-b]pyrazin-5-yl]sulfonylimidazol-1-yl]ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9WX "Create component" 2018-08-22 RCSB 9WX "Initial release" 2019-08-21 RCSB ##