data_C8W # _chem_comp.id C8W _chem_comp.name "4-[5-[2-aminocarbonyl-3,6-bis(azanyl)-5-cyano-thieno[2,3-b]pyridin-4-yl]-2-methoxy-phenoxy]butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-23 _chem_comp.pdbx_modified_date 2018-05-25 _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 441.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C8W _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 6F1N _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 C8W C1 C1 C 0 1 N N N 67.991 38.503 27.067 -3.420 0.070 0.368 C1 C8W 1 C8W N6 N1 N 0 1 N N N 64.960 37.530 19.379 5.603 -1.209 3.034 N6 C8W 2 C8W C8 C2 C 0 1 Y N N 63.312 33.825 25.040 2.199 2.898 -1.423 C8 C8W 3 C8W C9 C3 C 0 1 Y N N 64.639 33.900 25.552 1.226 1.900 -1.629 C9 C8W 4 C8W C11 C4 C 0 1 N N N 65.004 33.264 26.800 0.128 2.126 -2.522 C11 C8W 5 C8W C13 C5 C 0 1 Y N N 63.882 35.079 23.160 3.370 1.556 0.080 C13 C8W 6 C8W C14 C6 C 0 1 Y N N 65.210 35.270 23.590 2.459 0.504 -0.070 C14 C8W 7 C8W C15 C7 C 0 1 Y N N 65.968 36.087 22.634 2.803 -0.645 0.746 C15 C8W 8 C8W C19 C8 C 0 1 Y N N 69.185 33.946 25.887 -0.206 -2.567 -2.008 C19 C8W 9 C8W C20 C9 C 0 1 Y N N 67.918 33.744 25.351 0.718 -1.560 -1.828 C20 C8W 10 C8W C21 C10 C 0 1 Y N N 66.982 34.792 25.363 0.361 -0.399 -1.140 C21 C8W 11 C8W C22 C11 C 0 1 Y N N 67.337 36.016 25.946 -0.934 -0.261 -0.634 C22 C8W 12 C8W C27 C12 C 0 1 N N N 68.390 39.567 28.099 -4.874 0.036 0.842 C27 C8W 13 C8W O2 O1 O 0 1 N N N 68.947 37.424 27.030 -3.117 -1.142 -0.327 O2 C8W 14 C8W S3 S1 S 0 1 Y N N 63.606 35.896 21.634 4.642 1.095 1.207 S3 C8W 15 C8W C4 C13 C 0 1 Y N N 65.254 36.488 21.535 3.927 -0.480 1.489 C4 C8W 16 C8W C5 C14 C 0 1 N N N 65.753 37.261 20.434 4.465 -1.460 2.357 C5 C8W 17 C8W N7 N2 N 0 1 N N N 62.312 33.160 25.710 2.091 4.106 -2.088 N7 C8W 18 C8W N10 N3 N 0 1 Y N N 62.999 34.372 23.886 3.207 2.697 -0.600 N10 C8W 19 C8W N12 N4 N 0 1 N N N 65.331 32.768 27.773 -0.742 2.305 -3.229 N12 C8W 20 C8W N16 N5 N 0 1 N N N 67.310 36.437 22.797 2.049 -1.809 0.765 N16 C8W 21 C8W C17 C15 C 0 1 Y N N 68.613 36.222 26.471 -1.855 -1.273 -0.818 C17 C8W 22 C8W C18 C16 C 0 1 Y N N 69.557 35.180 26.435 -1.492 -2.430 -1.506 C18 C8W 23 C8W C23 C17 C 0 1 Y N N 65.604 34.641 24.826 1.351 0.681 -0.946 C23 C8W 24 C8W O24 O2 O 0 1 N N N 70.812 35.399 26.959 -2.402 -3.423 -1.691 O24 C8W 25 C8W C25 C18 C 0 1 N N N 71.847 34.406 26.916 -1.964 -4.577 -2.410 C25 C8W 26 C8W O26 O3 O 0 1 N N N 66.914 37.648 20.394 3.898 -2.530 2.492 O26 C8W 27 C8W C28 C19 C 0 1 N N N 69.557 40.434 27.600 -5.198 1.333 1.586 C28 C8W 28 C8W C29 C20 C 0 1 N N N 69.145 41.376 26.487 -6.631 1.299 2.053 C29 C8W 29 C8W O30 O4 O 0 1 N N N 68.561 42.408 26.746 -7.139 2.339 2.733 O30 C8W 30 C8W O31 O5 O 0 1 N N N 69.433 41.075 25.205 -7.321 0.336 1.816 O31 C8W 31 C8W H1 H1 H 0 1 N N N 67.939 38.970 26.072 -3.276 0.918 -0.302 H1 C8W 32 C8W H2 H2 H 0 1 N N N 67.004 38.098 27.334 -2.759 0.170 1.228 H2 C8W 33 C8W H3 H3 H 0 1 N N N 65.325 38.032 18.595 6.054 -0.357 2.926 H3 C8W 34 C8W H4 H4 H 0 1 N N N 64.007 37.228 19.380 5.971 -1.881 3.629 H4 C8W 35 C8W H5 H5 H 0 1 N N N 69.897 33.134 25.881 0.070 -3.462 -2.545 H5 C8W 36 C8W H6 H6 H 0 1 N N N 67.655 32.786 24.927 1.719 -1.669 -2.220 H6 C8W 37 C8W H7 H7 H 0 1 N N N 66.610 36.814 25.990 -1.214 0.636 -0.101 H7 C8W 38 C8W H8 H8 H 0 1 N N N 67.523 40.215 28.296 -5.535 -0.065 -0.019 H8 C8W 39 C8W H9 H9 H 0 1 N N N 68.692 39.065 29.030 -5.018 -0.813 1.512 H9 C8W 40 C8W H10 H10 H 0 1 N N N 61.466 33.206 25.178 1.349 4.261 -2.693 H10 C8W 41 C8W H11 H11 H 0 1 N N N 62.575 32.203 25.837 2.758 4.797 -1.950 H11 C8W 42 C8W H12 H12 H 0 1 N N N 67.653 36.053 23.654 1.139 -1.804 0.430 H12 C8W 43 C8W H13 H13 H 0 1 N N N 67.844 36.075 22.033 2.432 -2.629 1.115 H13 C8W 44 C8W H14 H14 H 0 1 N N N 72.756 34.802 27.392 -2.785 -5.291 -2.486 H14 C8W 45 C8W H15 H15 H 0 1 N N N 71.514 33.506 27.454 -1.645 -4.283 -3.410 H15 C8W 46 C8W H16 H16 H 0 1 N N N 72.064 34.148 25.869 -1.129 -5.039 -1.883 H16 C8W 47 C8W H17 H17 H 0 1 N N N 70.353 39.773 27.226 -4.537 1.433 2.447 H17 C8W 48 C8W H18 H18 H 0 1 N N N 69.940 41.029 28.442 -5.055 2.181 0.916 H18 C8W 49 C8W H19 H19 H 0 1 N N N 68.383 42.882 25.942 -8.063 2.271 3.012 H19 C8W 50 # 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 C8W N6 C5 SING N N 1 C8W O26 C5 DOUB N N 2 C8W C5 C4 SING N N 3 C8W C4 S3 SING Y N 4 C8W C4 C15 DOUB Y N 5 C8W S3 C13 SING Y N 6 C8W C15 N16 SING N N 7 C8W C15 C14 SING Y N 8 C8W C13 C14 DOUB Y N 9 C8W C13 N10 SING Y N 10 C8W C14 C23 SING Y N 11 C8W N10 C8 DOUB Y N 12 C8W C23 C21 SING N N 13 C8W C23 C9 DOUB Y N 14 C8W C8 C9 SING Y N 15 C8W C8 N7 SING N N 16 C8W O31 C29 DOUB N N 17 C8W C20 C21 DOUB Y N 18 C8W C20 C19 SING Y N 19 C8W C21 C22 SING Y N 20 C8W C9 C11 SING N N 21 C8W C19 C18 DOUB Y N 22 C8W C22 C17 DOUB Y N 23 C8W C18 C17 SING Y N 24 C8W C18 O24 SING N N 25 C8W C17 O2 SING N N 26 C8W C29 O30 SING N N 27 C8W C29 C28 SING N N 28 C8W C11 N12 TRIP N N 29 C8W C25 O24 SING N N 30 C8W O2 C1 SING N N 31 C8W C1 C27 SING N N 32 C8W C28 C27 SING N N 33 C8W C1 H1 SING N N 34 C8W C1 H2 SING N N 35 C8W N6 H3 SING N N 36 C8W N6 H4 SING N N 37 C8W C19 H5 SING N N 38 C8W C20 H6 SING N N 39 C8W C22 H7 SING N N 40 C8W C27 H8 SING N N 41 C8W C27 H9 SING N N 42 C8W N7 H10 SING N N 43 C8W N7 H11 SING N N 44 C8W N16 H12 SING N N 45 C8W N16 H13 SING N N 46 C8W C25 H14 SING N N 47 C8W C25 H15 SING N N 48 C8W C25 H16 SING N N 49 C8W C28 H17 SING N N 50 C8W C28 H18 SING N N 51 C8W O30 H19 SING N N 52 # 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 C8W InChI InChI 1.03 "InChI=1S/C20H19N5O5S/c1-29-11-5-4-9(7-12(11)30-6-2-3-13(26)27)14-10(8-21)18(23)25-20-15(14)16(22)17(31-20)19(24)28/h4-5,7H,2-3,6,22H2,1H3,(H2,23,25)(H2,24,28)(H,26,27)" C8W InChIKey InChI 1.03 AOCGBLZWUILERQ-UHFFFAOYSA-N C8W SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1OCCCC(O)=O)c2c(C#N)c(N)nc3sc(C(N)=O)c(N)c23" C8W SMILES CACTVS 3.385 "COc1ccc(cc1OCCCC(O)=O)c2c(C#N)c(N)nc3sc(C(N)=O)c(N)c23" C8W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1OCCCC(=O)O)c2c(c(nc3c2c(c(s3)C(=O)N)N)N)C#N" C8W SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1OCCCC(=O)O)c2c(c(nc3c2c(c(s3)C(=O)N)N)N)C#N" # 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 C8W "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[5-[2-aminocarbonyl-3,6-bis(azanyl)-5-cyano-thieno[2,3-b]pyridin-4-yl]-2-methoxy-phenoxy]butanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C8W "Create component" 2017-11-23 EBI C8W "Initial release" 2018-05-30 RCSB #