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 
# 
