data_ZZ5 # _chem_comp.id ZZ5 _chem_comp.name "3,6-DIAMINO-5-CYANO-4-(4-ETHOXYPHENYL)THIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H15 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 353.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZZ5 _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 2WI5 _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 ZZ5 N19 N19 N 0 1 N N N 31.909 11.866 21.646 -1.363 4.230 0.040 N19 ZZ5 1 ZZ5 C14 C14 C 0 1 N N N 31.646 11.375 22.661 -0.511 3.479 0.050 C14 ZZ5 2 ZZ5 C6 C6 C 0 1 Y N N 31.354 10.830 23.788 0.563 2.531 0.064 C6 ZZ5 3 ZZ5 C13 C13 C 0 1 Y N N 29.994 10.996 24.377 1.900 2.964 0.163 C13 ZZ5 4 ZZ5 N18 N18 N 0 1 N N N 29.069 11.729 23.711 2.175 4.316 0.249 N18 ZZ5 5 ZZ5 N8 N8 N 0 1 Y N N 29.663 10.430 25.565 2.890 2.097 0.176 N8 ZZ5 6 ZZ5 C3 C3 C 0 1 Y N N 30.544 9.685 26.281 2.696 0.775 0.097 C3 ZZ5 7 ZZ5 S7 S7 S 0 1 Y N N 30.158 8.968 27.765 3.875 -0.533 0.098 S7 ZZ5 8 ZZ5 C9 C9 C 0 1 Y N N 31.716 8.241 28.013 2.631 -1.759 -0.037 C9 ZZ5 9 ZZ5 C15 C15 C 0 1 N N N 32.005 7.428 29.228 2.879 -3.150 -0.093 C15 ZZ5 10 ZZ5 N20 N20 N 0 1 N N N 30.991 7.051 30.005 4.145 -3.611 -0.043 N20 ZZ5 11 ZZ5 O21 O21 O 0 1 N N N 33.159 7.126 29.485 1.950 -3.932 -0.186 O21 ZZ5 12 ZZ5 C4 C4 C 0 1 Y N N 32.589 8.586 26.857 1.396 -1.196 -0.079 C4 ZZ5 13 ZZ5 N10 N10 N 0 1 N N N 33.872 8.163 26.760 0.230 -1.941 -0.184 N10 ZZ5 14 ZZ5 C1 C1 C 0 1 Y N N 31.939 9.437 25.811 1.402 0.253 -0.004 C1 ZZ5 15 ZZ5 C2 C2 C 0 1 Y N N 32.365 10.028 24.519 0.301 1.155 -0.016 C2 ZZ5 16 ZZ5 C5 C5 C 0 1 Y N N 33.737 9.825 23.983 -1.086 0.654 -0.115 C5 ZZ5 17 ZZ5 C12 C12 C 0 1 Y N N 34.625 10.893 23.925 -1.857 0.948 -1.242 C12 ZZ5 18 ZZ5 C17 C17 C 0 1 Y N N 35.908 10.704 23.425 -3.150 0.478 -1.331 C17 ZZ5 19 ZZ5 C11 C11 C 0 1 Y N N 34.132 8.568 23.541 -1.626 -0.121 0.914 C11 ZZ5 20 ZZ5 C16 C16 C 0 1 Y N N 35.415 8.379 23.040 -2.919 -0.586 0.817 C16 ZZ5 21 ZZ5 C22 C22 C 0 1 Y N N 36.303 9.447 22.982 -3.685 -0.287 -0.302 C22 ZZ5 22 ZZ5 O23 O23 O 0 1 N N N 37.567 9.261 22.489 -4.959 -0.747 -0.393 O23 ZZ5 23 ZZ5 C24 C24 C 0 1 N N N 38.240 10.331 21.829 -5.447 -1.528 0.700 C24 ZZ5 24 ZZ5 C25 C25 C 0 1 N N N 39.678 10.387 22.298 -6.889 -1.954 0.419 C25 ZZ5 25 ZZ5 H181 H181 H 0 0 N N N 28.290 11.910 24.312 1.450 4.960 0.241 H181 ZZ5 26 ZZ5 H182 H182 H 0 0 N N N 29.475 12.596 23.423 3.094 4.621 0.318 H182 ZZ5 27 ZZ5 H201 H201 H 0 0 N N N 31.359 6.519 30.767 4.885 -2.989 0.031 H201 ZZ5 28 ZZ5 H202 H202 H 0 0 N N N 30.026 7.264 29.852 4.316 -4.565 -0.082 H202 ZZ5 29 ZZ5 H101 H101 H 0 0 N N N 34.117 8.059 25.796 0.275 -2.909 -0.231 H101 ZZ5 30 ZZ5 H102 H102 H 0 0 N N N 34.477 8.835 27.187 -0.631 -1.494 -0.211 H102 ZZ5 31 ZZ5 H12 H12 H 0 1 N N N 34.318 11.870 24.269 -1.442 1.543 -2.041 H12 ZZ5 32 ZZ5 H11 H11 H 0 1 N N N 33.442 7.738 23.587 -1.031 -0.354 1.784 H11 ZZ5 33 ZZ5 H17 H17 H 0 1 N N N 36.598 11.534 23.381 -3.747 0.706 -2.201 H17 ZZ5 34 ZZ5 H16 H16 H 0 1 N N N 35.722 7.402 22.696 -3.337 -1.186 1.613 H16 ZZ5 35 ZZ5 H241 H241 H 0 0 N N N 38.215 10.165 20.742 -4.823 -2.413 0.821 H241 ZZ5 36 ZZ5 H242 H242 H 0 0 N N N 37.739 11.281 22.066 -5.415 -0.934 1.613 H242 ZZ5 37 ZZ5 H251 H251 H 0 0 N N N 40.348 10.401 21.426 -7.513 -1.068 0.298 H251 ZZ5 38 ZZ5 H252 H252 H 0 0 N N N 39.834 11.298 22.894 -6.921 -2.548 -0.495 H252 ZZ5 39 ZZ5 H253 H253 H 0 0 N N N 39.897 9.503 22.915 -7.261 -2.549 1.253 H253 ZZ5 40 # 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 ZZ5 N19 C14 TRIP N N 1 ZZ5 C14 C6 SING N N 2 ZZ5 C6 C13 SING Y N 3 ZZ5 C6 C2 DOUB Y N 4 ZZ5 C13 N18 SING N N 5 ZZ5 C13 N8 DOUB Y N 6 ZZ5 N8 C3 SING Y N 7 ZZ5 C3 S7 SING Y N 8 ZZ5 C3 C1 DOUB Y N 9 ZZ5 S7 C9 SING Y N 10 ZZ5 C9 C15 SING N N 11 ZZ5 C9 C4 DOUB Y N 12 ZZ5 C15 N20 SING N N 13 ZZ5 C15 O21 DOUB N N 14 ZZ5 C4 N10 SING N N 15 ZZ5 C4 C1 SING Y N 16 ZZ5 C1 C2 SING Y N 17 ZZ5 C2 C5 SING Y N 18 ZZ5 C5 C12 SING Y N 19 ZZ5 C5 C11 DOUB Y N 20 ZZ5 C12 C17 DOUB Y N 21 ZZ5 C17 C22 SING Y N 22 ZZ5 C11 C16 SING Y N 23 ZZ5 C16 C22 DOUB Y N 24 ZZ5 C22 O23 SING N N 25 ZZ5 O23 C24 SING N N 26 ZZ5 C24 C25 SING N N 27 ZZ5 N18 H181 SING N N 28 ZZ5 N18 H182 SING N N 29 ZZ5 N20 H201 SING N N 30 ZZ5 N20 H202 SING N N 31 ZZ5 N10 H101 SING N N 32 ZZ5 N10 H102 SING N N 33 ZZ5 C12 H12 SING N N 34 ZZ5 C11 H11 SING N N 35 ZZ5 C17 H17 SING N N 36 ZZ5 C16 H16 SING N N 37 ZZ5 C24 H241 SING N N 38 ZZ5 C24 H242 SING N N 39 ZZ5 C25 H251 SING N N 40 ZZ5 C25 H252 SING N N 41 ZZ5 C25 H253 SING N N 42 # 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 ZZ5 SMILES ACDLabs 10.04 "N#Cc1c(c2c(nc1N)sc(c2N)C(=O)N)c3ccc(OCC)cc3" ZZ5 SMILES_CANONICAL CACTVS 3.352 "CCOc1ccc(cc1)c2c(C#N)c(N)nc3sc(C(N)=O)c(N)c23" ZZ5 SMILES CACTVS 3.352 "CCOc1ccc(cc1)c2c(C#N)c(N)nc3sc(C(N)=O)c(N)c23" ZZ5 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCOc1ccc(cc1)c2c(c(nc3c2c(c(s3)C(=O)N)N)N)C#N" ZZ5 SMILES "OpenEye OEToolkits" 1.6.1 "CCOc1ccc(cc1)c2c(c(nc3c2c(c(s3)C(=O)N)N)N)C#N" ZZ5 InChI InChI 1.03 "InChI=1S/C17H15N5O2S/c1-2-24-9-5-3-8(4-6-9)11-10(7-18)15(20)22-17-12(11)13(19)14(25-17)16(21)23/h3-6H,2,19H2,1H3,(H2,20,22)(H2,21,23)" ZZ5 InChIKey InChI 1.03 UOPQHPBCVYHSFF-UHFFFAOYSA-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 ZZ5 "SYSTEMATIC NAME" ACDLabs 10.04 "3,6-diamino-5-cyano-4-(4-ethoxyphenyl)thieno[2,3-b]pyridine-2-carboxamide" ZZ5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3,6-diamino-5-cyano-4-(4-ethoxyphenyl)thieno[4,5-e]pyridine-2-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 ZZ5 "Create component" 2009-05-08 EBI ZZ5 "Modify aromatic_flag" 2011-06-04 RCSB ZZ5 "Modify descriptor" 2011-06-04 RCSB #