data_6DA
# 
_chem_comp.id                                    6DA 
_chem_comp.name                                  "N-[2-(morpholin-4-yl)ethyl]-6-(8-phenyl-1H-imidazo[4,5-c][1,7]naphthyridin-1-yl)-1,3-benzothiazol-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 N7 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-03-17 
_chem_comp.pdbx_modified_date                    2016-08-18 
_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                        507.609 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6DA 
_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        5IU2 
_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 
6DA C1  C1  C 0 1 N N N -21.473 10.831 -6.637  6.187  1.161  0.572  C1  6DA 1  
6DA C2  C2  C 0 1 N N N -21.977 10.525 -8.984  8.483  0.591  0.054  C2  6DA 2  
6DA C3  C3  C 0 1 N N N -21.388 10.370 -10.370 9.365  -0.284 -0.841 C3  6DA 3  
6DA C11 C4  C 0 1 Y N N -15.103 9.792  -2.804  -1.322 2.538  0.463  C11 6DA 4  
6DA C12 C5  C 0 1 Y N N -16.300 9.884  -3.507  0.044  2.270  0.465  C12 6DA 5  
6DA C13 C6  C 0 1 Y N N -13.033 7.929  -0.748  -4.115 3.389  -0.587 C13 6DA 6  
6DA C14 C7  C 0 1 Y N N -11.096 8.278  -1.582  -5.739 1.966  -0.354 C14 6DA 7  
6DA C15 C8  C 0 1 Y N N -9.762  8.408  -1.965  -6.956 1.273  -0.230 C15 6DA 8  
6DA C16 C9  C 0 1 Y N N -10.211 9.146  -4.090  -5.874 -0.761 0.025  C16 6DA 9  
6DA C17 C10 C 0 1 Y N N -9.869  9.623  -5.419  -5.929 -2.151 0.210  C17 6DA 10 
6DA C18 C11 C 0 1 Y N N -12.020 9.838  -6.129  -3.617 -2.315 0.142  C18 6DA 11 
6DA C19 C12 C 0 1 Y N N -12.498 9.390  -4.930  -3.457 -0.948 -0.022 C19 6DA 12 
6DA C20 C13 C 0 1 Y N N -11.613 9.064  -3.871  -4.602 -0.146 -0.106 C20 6DA 13 
6DA C21 C14 C 0 1 Y N N -12.018 8.593  -2.582  -4.536 1.249  -0.293 C21 6DA 14 
6DA C22 C15 C 0 1 Y N N -12.961 10.257 -7.199  -2.417 -3.182 0.233  C22 6DA 15 
6DA C23 C16 C 0 1 Y N N -14.206 10.806 -6.881  -2.559 -4.559 0.398  C23 6DA 16 
6DA C24 C17 C 0 1 Y N N -15.093 11.178 -7.877  -1.439 -5.361 0.481  C24 6DA 17 
6DA C25 C18 C 0 1 Y N N -14.752 11.024 -9.207  -0.177 -4.801 0.402  C25 6DA 18 
6DA C26 C19 C 0 1 Y N N -13.522 10.493 -9.541  -0.029 -3.435 0.239  C26 6DA 19 
6DA C27 C20 C 0 1 Y N N -12.637 10.101 -8.548  -1.142 -2.624 0.147  C27 6DA 20 
6DA N6  N1  N 0 1 Y N N -10.703 9.964  -6.377  -4.827 -2.859 0.261  N6  6DA 21 
6DA N5  N2  N 0 1 Y N N -9.293  8.841  -3.118  -6.989 -0.023 -0.051 N5  6DA 22 
6DA N4  N3  N 0 1 Y N N -11.762 7.834  -0.441  -5.411 3.268  -0.541 N4  6DA 23 
6DA N3  N4  N 0 1 Y N N -13.276 8.406  -2.019  -3.530 2.169  -0.439 N3  6DA 24 
6DA C10 C21 C 0 1 Y N N -14.541 8.525  -2.627  -2.153 1.901  -0.441 C10 6DA 25 
6DA C9  C22 C 0 1 Y N N -15.158 7.392  -3.166  -1.620 0.994  -1.352 C9  6DA 26 
6DA C8  C23 C 0 1 Y N N -16.369 7.493  -3.828  -0.275 0.727  -1.363 C8  6DA 27 
6DA C7  C24 C 0 1 Y N N -16.955 8.748  -4.003  0.589  1.358  -0.443 C7  6DA 28 
6DA N2  N5  N 0 1 Y N N -18.167 8.992  -4.646  1.924  1.218  -0.308 N2  6DA 29 
6DA S   S1  S 0 1 Y N N -17.246 11.305 -3.843  1.346  2.902  1.470  S   6DA 30 
6DA C6  C25 C 0 1 Y N N -18.428 10.268 -4.616  2.511  1.903  0.613  C6  6DA 31 
6DA N1  N6  N 0 1 N N N -19.502 10.843 -5.168  3.866  1.870  0.875  N1  6DA 32 
6DA C   C26 C 0 1 N N N -20.705 10.111 -5.548  4.746  1.012  0.079  C   6DA 33 
6DA N   N7  N 0 1 N N N -20.906 10.639 -7.979  7.069  0.301  -0.227 N   6DA 34 
6DA C5  C27 C 0 1 N N N -20.013 11.754 -8.342  6.773  -1.120 0.007  C5  6DA 35 
6DA C4  C28 C 0 1 N N N -19.464 11.551 -9.734  7.672  -1.978 -0.887 C4  6DA 36 
6DA O   O1  O 0 1 N N N -20.512 11.453 -10.698 9.041  -1.660 -0.622 O   6DA 37 
6DA H1  H1  H 0 1 N N N -21.473 11.907 -6.410  6.500  2.200  0.467  H1  6DA 38 
6DA H2  H2  H 0 1 N N N -22.507 10.457 -6.639  6.245  0.868  1.620  H2  6DA 39 
6DA H3  H3  H 0 1 N N N -22.599 11.431 -8.954  8.698  0.375  1.100  H3  6DA 40 
6DA H4  H4  H 0 1 N N N -22.598 9.646  -8.754  8.686  1.642  -0.150 H4  6DA 41 
6DA H5  H5  H 0 1 N N N -22.207 10.339 -11.104 9.189  -0.031 -1.886 H5  6DA 42 
6DA H6  H6  H 0 1 N N N -20.822 9.428  -10.413 10.414 -0.114 -0.597 H6  6DA 43 
6DA H7  H7  H 0 1 N N N -14.622 10.674 -2.407  -1.735 3.242  1.171  H7  6DA 44 
6DA H8  H8  H 0 1 N N N -13.823 7.657  -0.064  -3.584 4.319  -0.728 H8  6DA 45 
6DA H9  H9  H 0 1 N N N -9.025  8.120  -1.230  -7.884 1.822  -0.284 H9  6DA 46 
6DA H10 H10 H 0 1 N N N -8.816  9.707  -5.645  -6.886 -2.641 0.312  H10 6DA 47 
6DA H11 H11 H 0 1 N N N -13.563 9.283  -4.787  -2.472 -0.511 -0.084 H11 6DA 48 
6DA H12 H12 H 0 1 N N N -14.480 10.942 -5.845  -3.545 -4.997 0.460  H12 6DA 49 
6DA H13 H13 H 0 1 N N N -16.056 11.590 -7.613  -1.549 -6.427 0.609  H13 6DA 50 
6DA H14 H14 H 0 1 N N N -15.444 11.318 -9.982  0.697  -5.432 0.469  H14 6DA 51 
6DA H15 H15 H 0 1 N N N -13.248 10.383 -10.580 0.959  -3.003 0.178  H15 6DA 52 
6DA H16 H16 H 0 1 N N N -11.685 9.670  -8.822  -1.026 -1.558 0.020  H16 6DA 53 
6DA H17 H17 H 0 1 N N N -14.684 6.427  -3.065  -2.270 0.498  -2.057 H17 6DA 54 
6DA H18 H18 H 0 1 N N N -16.857 6.607  -4.207  0.125  0.021  -2.076 H18 6DA 55 
6DA H19 H19 H 0 1 N N N -19.176 11.284 -6.004  4.235  2.416  1.587  H19 6DA 56 
6DA H20 H20 H 0 1 N N N -21.352 10.004 -4.665  4.688  1.305  -0.969 H20 6DA 57 
6DA H21 H21 H 0 1 N N N -20.416 9.114  -5.913  4.432  -0.027 0.184  H21 6DA 58 
6DA H23 H23 H 0 1 N N N -19.179 11.800 -7.626  6.960  -1.363 1.053  H23 6DA 59 
6DA H24 H24 H 0 1 N N N -20.578 12.697 -8.308  5.727  -1.318 -0.230 H24 6DA 60 
6DA H25 H25 H 0 1 N N N -18.872 10.624 -9.754  7.496  -3.033 -0.675 H25 6DA 61 
6DA H26 H26 H 0 1 N N N -18.819 12.404 -9.992  7.446  -1.774 -1.933 H26 6DA 62 
# 
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 
6DA O   C3  SING N N 1  
6DA O   C4  SING N N 2  
6DA C3  C2  SING N N 3  
6DA C4  C5  SING N N 4  
6DA C26 C25 DOUB Y N 5  
6DA C26 C27 SING Y N 6  
6DA C25 C24 SING Y N 7  
6DA C2  N   SING N N 8  
6DA C27 C22 DOUB Y N 9  
6DA C5  N   SING N N 10 
6DA N   C1  SING N N 11 
6DA C24 C23 DOUB Y N 12 
6DA C22 C23 SING Y N 13 
6DA C22 C18 SING N N 14 
6DA C1  C   SING N N 15 
6DA N6  C18 DOUB Y N 16 
6DA N6  C17 SING Y N 17 
6DA C18 C19 SING Y N 18 
6DA C   N1  SING N N 19 
6DA C17 C16 DOUB Y N 20 
6DA N1  C6  SING N N 21 
6DA C19 C20 DOUB Y N 22 
6DA N2  C6  DOUB Y N 23 
6DA N2  C7  SING Y N 24 
6DA C6  S   SING Y N 25 
6DA C16 C20 SING Y N 26 
6DA C16 N5  SING Y N 27 
6DA C7  C8  DOUB Y N 28 
6DA C7  C12 SING Y N 29 
6DA C20 C21 SING Y N 30 
6DA S   C12 SING Y N 31 
6DA C8  C9  SING Y N 32 
6DA C12 C11 DOUB Y N 33 
6DA C9  C10 DOUB Y N 34 
6DA N5  C15 DOUB Y N 35 
6DA C11 C10 SING Y N 36 
6DA C10 N3  SING N N 37 
6DA C21 N3  SING Y N 38 
6DA C21 C14 DOUB Y N 39 
6DA N3  C13 SING Y N 40 
6DA C15 C14 SING Y N 41 
6DA C14 N4  SING Y N 42 
6DA C13 N4  DOUB Y N 43 
6DA C1  H1  SING N N 44 
6DA C1  H2  SING N N 45 
6DA C2  H3  SING N N 46 
6DA C2  H4  SING N N 47 
6DA C3  H5  SING N N 48 
6DA C3  H6  SING N N 49 
6DA C11 H7  SING N N 50 
6DA C13 H8  SING N N 51 
6DA C15 H9  SING N N 52 
6DA C17 H10 SING N N 53 
6DA C19 H11 SING N N 54 
6DA C23 H12 SING N N 55 
6DA C24 H13 SING N N 56 
6DA C25 H14 SING N N 57 
6DA C26 H15 SING N N 58 
6DA C27 H16 SING N N 59 
6DA C9  H17 SING N N 60 
6DA C8  H18 SING N N 61 
6DA N1  H19 SING N N 62 
6DA C   H20 SING N N 63 
6DA C   H21 SING N N 64 
6DA C5  H23 SING N N 65 
6DA C5  H24 SING N N 66 
6DA C4  H25 SING N N 67 
6DA C4  H26 SING N N 68 
# 
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 
6DA SMILES           ACDLabs              12.01 "C(CNc6nc5c(cc(n4cnc3cnc2c(cc(c1ccccc1)nc2)c34)cc5)s6)N7CCOCC7"                                                                                                               
6DA InChI            InChI                1.03  "InChI=1S/C28H25N7OS/c1-2-4-19(5-3-1)23-15-21-24(16-30-23)31-17-25-27(21)35(18-32-25)20-6-7-22-26(14-20)37-28(33-22)29-8-9-34-10-12-36-13-11-34/h1-7,14-18H,8-13H2,(H,29,33)" 
6DA InChIKey         InChI                1.03  WJOPLUBIUOVUKG-UHFFFAOYSA-N                                                                                                                                                   
6DA SMILES_CANONICAL CACTVS               3.385 "C(CN1CCOCC1)Nc2sc3cc(ccc3n2)n4cnc5cnc6cnc(cc6c45)c7ccccc7"                                                                                                                   
6DA SMILES           CACTVS               3.385 "C(CN1CCOCC1)Nc2sc3cc(ccc3n2)n4cnc5cnc6cnc(cc6c45)c7ccccc7"                                                                                                                   
6DA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)c2cc3c(cn2)ncc4c3n(cn4)c5ccc6c(c5)sc(n6)NCCN7CCOCC7"                                                                                                               
6DA SMILES           "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)c2cc3c(cn2)ncc4c3n(cn4)c5ccc6c(c5)sc(n6)NCCN7CCOCC7"                                                                                                               
# 
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 
6DA "SYSTEMATIC NAME" ACDLabs              12.01 "N-[2-(morpholin-4-yl)ethyl]-6-(8-phenyl-1H-imidazo[4,5-c][1,7]naphthyridin-1-yl)-1,3-benzothiazol-2-amine" 
6DA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-(2-morpholin-4-ylethyl)-6-(8-phenylimidazo[4,5-c][1,7]naphthyridin-1-yl)-1,3-benzothiazol-2-amine"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6DA "Create component" 2016-03-17 EBI  
6DA "Initial release"  2016-08-23 RCSB 
# 
