data_6EJ
# 
_chem_comp.id                                    6EJ 
_chem_comp.name                                  "(1R)-1-[(4-{[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-yl)methyl]amino}piperidin-1-yl)methyl]-9-fluoro-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-03-23 
_chem_comp.pdbx_modified_date                    2016-05-20 
_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                        451.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6EJ 
_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        5IWI 
_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 
6EJ C4  C1  C 0 1 Y N N 6.643 52.718 38.860 7.811   0.796  0.239  C4  6EJ 1  
6EJ C5  C2  C 0 1 Y N N 6.536 52.238 40.150 7.149   -0.424 0.068  C5  6EJ 2  
6EJ C6  C3  C 0 1 N N N 6.449 53.022 41.359 7.822   -1.722 0.100  C6  6EJ 3  
6EJ C7  C4  C 0 1 N N N 6.340 52.421 42.549 7.059   -2.833 -0.081 C7  6EJ 4  
6EJ C8  C5  C 0 1 N N N 6.304 50.956 42.734 5.666   -2.745 -0.292 C8  6EJ 5  
6EJ C17 C6  C 0 1 N N N 6.747 44.160 39.288 -0.562  0.943  -1.114 C17 6EJ 6  
6EJ C20 C7  C 0 1 N N N 4.239 45.619 39.433 0.461   0.753  1.589  C20 6EJ 7  
6EJ C22 C8  C 0 1 N N N 5.949 41.062 38.499 -3.861  1.350  0.557  C22 6EJ 8  
6EJ C24 C9  C 0 1 Y N N 6.153 39.009 39.923 -5.822  -0.180 0.874  C24 6EJ 9  
6EJ C28 C10 C 0 1 N N N 4.984 35.120 40.552 -9.395  -1.594 -0.597 C28 6EJ 10 
6EJ C3  C11 C 0 1 Y N N 6.711 51.825 37.814 7.086   1.957  0.198  C3  6EJ 11 
6EJ C33 C12 C 0 1 Y N N 6.569 49.948 39.316 5.042   0.756  -0.192 C33 6EJ 12 
6EJ C34 C13 C 0 1 Y N N 6.501 50.870 40.328 5.767   -0.414 -0.146 C34 6EJ 13 
6EJ C25 C14 C 0 1 Y N N 5.815 37.687 40.140 -7.087  -0.595 0.475  C25 6EJ 14 
6EJ C2  C15 C 0 1 Y N N 6.678 50.468 38.050 5.708   1.951  -0.009 C2  6EJ 15 
6EJ C23 C16 C 0 1 Y N N 5.629 39.630 38.808 -5.231  0.857  0.168  C23 6EJ 16 
6EJ C30 C17 C 0 1 Y N N 4.974 37.074 39.235 -7.682  0.050  -0.609 C30 6EJ 17 
6EJ C19 C18 C 0 1 N N N 4.301 44.140 39.773 -0.970  0.315  1.266  C19 6EJ 18 
6EJ C16 C19 C 0 1 N N N 6.609 45.622 38.908 0.857   1.362  -0.723 C16 6EJ 19 
6EJ C11 C20 C 0 1 N N N 6.403 48.820 41.371 3.628   -1.172 -0.521 C11 6EJ 20 
6EJ C27 C21 C 0 1 N N N 6.333 35.605 41.043 -9.129  -1.721 0.909  C27 6EJ 21 
6EJ C12 C22 C 0 1 N N R 6.524 48.569 39.884 3.604   0.369  -0.438 C12 6EJ 22 
6EJ C18 C23 C 0 1 N N N 5.434 43.424 39.059 -1.496  1.135  0.084  C18 6EJ 23 
6EJ C14 C24 C 0 1 N N N 5.448 47.683 39.293 2.721   0.827  0.725  C14 6EJ 24 
6EJ N32 N1  N 0 1 Y N N 4.822 38.985 37.952 -5.869  1.413  -0.843 N32 6EJ 25 
6EJ N31 N2  N 0 1 Y N N 4.485 37.698 38.159 -7.033  1.026  -1.222 N31 6EJ 26 
6EJ N10 N3  N 0 1 N N N 6.391 50.242 41.569 5.035   -1.552 -0.324 N10 6EJ 27 
6EJ N15 N4  N 0 1 N N N 5.533 46.267 39.661 1.314   0.549  0.411  N15 6EJ 28 
6EJ N21 N5  N 0 1 N N N 5.527 42.034 39.515 -2.847  0.678  -0.268 N21 6EJ 29 
6EJ O9  O1  O 0 1 N N N 6.208 50.465 43.851 5.020   -3.766 -0.450 O9  6EJ 30 
6EJ O26 O2  O 0 1 N N N 6.316 37.015 41.243 -7.718  -1.602 1.127  O26 6EJ 31 
6EJ O29 O3  O 0 1 N N N 4.567 35.760 39.344 -8.919  -0.317 -1.035 O29 6EJ 32 
6EJ F1  F1  F 0 1 N N N 6.754 49.620 37.014 5.025   3.116  -0.043 F1  6EJ 33 
6EJ H1  H1  H 0 1 N N N 6.673 53.781 38.673 8.877   0.822  0.406  H1  6EJ 34 
6EJ H2  H2  H 0 1 N N N 6.472 54.100 41.302 8.888   -1.796 0.261  H2  6EJ 35 
6EJ H3  H3  H 0 1 N N N 6.274 53.045 43.428 7.529   -3.805 -0.062 H3  6EJ 36 
6EJ H4  H4  H 0 1 N N N 7.533 43.698 38.672 -0.907  1.557  -1.946 H4  6EJ 37 
6EJ H5  H5  H 0 1 N N N 7.023 44.086 40.350 -0.563  -0.106 -1.412 H5  6EJ 38 
6EJ H6  H6  H 0 1 N N N 3.479 46.102 40.065 0.465   1.808  1.861  H6  6EJ 39 
6EJ H7  H7  H 0 1 N N N 3.962 45.733 38.375 0.843   0.162  2.421  H7  6EJ 40 
6EJ H8  H8  H 0 1 N N N 7.039 41.148 38.379 -3.803  2.427  0.398  H8  6EJ 41 
6EJ H9  H9  H 0 1 N N N 6.805 39.538 40.603 -5.318  -0.646 1.708  H9  6EJ 42 
6EJ H10 H10 H 0 1 N N N 4.234 35.320 41.332 -8.868  -2.385 -1.130 H10 6EJ 43 
6EJ H11 H11 H 0 1 N N N 5.045 34.037 40.372 -10.465 -1.672 -0.788 H11 6EJ 44 
6EJ H12 H12 H 0 1 N N N 6.791 52.191 36.801 7.595   2.900  0.330  H12 6EJ 45 
6EJ H13 H13 H 0 1 N N N 3.349 43.671 39.482 -0.977  -0.744 1.007  H13 6EJ 46 
6EJ H14 H14 H 0 1 N N N 4.445 44.034 40.858 -1.606  0.481  2.136  H14 6EJ 47 
6EJ H15 H15 H 0 1 N N N 7.556 46.139 39.122 1.526   1.212  -1.571 H15 6EJ 48 
6EJ H16 H16 H 0 1 N N N 6.387 45.694 37.833 0.859   2.414  -0.440 H16 6EJ 49 
6EJ H17 H17 H 0 1 N N N 5.469 48.380 41.751 3.007   -1.603 0.264  H17 6EJ 50 
6EJ H18 H18 H 0 1 N N N 7.260 48.375 41.898 3.282   -1.504 -1.500 H18 6EJ 51 
6EJ H19 H19 H 0 1 N N N 6.572 35.108 41.995 -9.651  -0.927 1.443  H19 6EJ 52 
6EJ H20 H20 H 0 1 N N N 7.101 35.355 40.296 -9.475  -2.691 1.263  H20 6EJ 53 
6EJ H21 H21 H 0 1 N N N 7.497 48.090 39.699 3.250   0.795  -1.377 H21 6EJ 54 
6EJ H22 H22 H 0 1 N N N 5.220 43.432 37.980 -1.527  2.190  0.356  H22 6EJ 55 
6EJ H23 H23 H 0 1 N N N 5.513 47.754 38.197 3.005   0.290  1.630  H23 6EJ 56 
6EJ H24 H24 H 0 1 N N N 4.472 48.064 39.628 2.853   1.898  0.881  H24 6EJ 57 
6EJ H26 H26 H 0 1 N N N 5.454 41.324 37.552 -3.679  1.127  1.609  H26 6EJ 58 
6EJ H25 H25 H 0 1 N N N 4.626 41.759 39.849 -2.922  -0.325 -0.188 H25 6EJ 59 
# 
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 
6EJ F1  C2  SING N N 1  
6EJ C3  C2  DOUB Y N 2  
6EJ C3  C4  SING Y N 3  
6EJ N32 N31 DOUB Y N 4  
6EJ N32 C23 SING Y N 5  
6EJ C2  C33 SING Y N 6  
6EJ N31 C30 SING Y N 7  
6EJ C22 C23 SING N N 8  
6EJ C22 N21 SING N N 9  
6EJ C23 C24 DOUB Y N 10 
6EJ C4  C5  DOUB Y N 11 
6EJ C16 C17 SING N N 12 
6EJ C16 N15 SING N N 13 
6EJ C18 C17 SING N N 14 
6EJ C18 N21 SING N N 15 
6EJ C18 C19 SING N N 16 
6EJ C30 O29 SING N N 17 
6EJ C30 C25 DOUB Y N 18 
6EJ C14 N15 SING N N 19 
6EJ C14 C12 SING N N 20 
6EJ C33 C12 SING N N 21 
6EJ C33 C34 DOUB Y N 22 
6EJ O29 C28 SING N N 23 
6EJ C20 N15 SING N N 24 
6EJ C20 C19 SING N N 25 
6EJ C12 C11 SING N N 26 
6EJ C24 C25 SING Y N 27 
6EJ C25 O26 SING N N 28 
6EJ C5  C34 SING Y N 29 
6EJ C5  C6  SING N N 30 
6EJ C34 N10 SING N N 31 
6EJ C28 C27 SING N N 32 
6EJ C27 O26 SING N N 33 
6EJ C6  C7  DOUB N N 34 
6EJ C11 N10 SING N N 35 
6EJ N10 C8  SING N N 36 
6EJ C7  C8  SING N N 37 
6EJ C8  O9  DOUB N N 38 
6EJ C4  H1  SING N N 39 
6EJ C6  H2  SING N N 40 
6EJ C7  H3  SING N N 41 
6EJ C17 H4  SING N N 42 
6EJ C17 H5  SING N N 43 
6EJ C20 H6  SING N N 44 
6EJ C20 H7  SING N N 45 
6EJ C22 H8  SING N N 46 
6EJ C24 H9  SING N N 47 
6EJ C28 H10 SING N N 48 
6EJ C28 H11 SING N N 49 
6EJ C3  H12 SING N N 50 
6EJ C19 H13 SING N N 51 
6EJ C19 H14 SING N N 52 
6EJ C16 H15 SING N N 53 
6EJ C16 H16 SING N N 54 
6EJ C11 H17 SING N N 55 
6EJ C11 H18 SING N N 56 
6EJ C27 H19 SING N N 57 
6EJ C27 H20 SING N N 58 
6EJ C12 H21 SING N N 59 
6EJ C18 H22 SING N N 60 
6EJ C14 H23 SING N N 61 
6EJ C14 H24 SING N N 62 
6EJ C22 H26 SING N N 63 
6EJ N21 H25 SING N N 64 
# 
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 
6EJ SMILES           ACDLabs              12.01 "c6c1c2c(C(CN2C(C=C1)=O)CN3CCC(CC3)NCc5cc4OCCOc4nn5)c(c6)F"                                                                                                                   
6EJ InChI            InChI                1.03  "InChI=1S/C24H26FN5O3/c25-19-3-1-15-2-4-21(31)30-14-16(22(19)23(15)30)13-29-7-5-17(6-8-29)26-12-18-11-20-24(28-27-18)33-10-9-32-20/h1-4,11,16-17,26H,5-10,12-14H2/t16-/m1/s1" 
6EJ InChIKey         InChI                1.03  SRICOHRDRMZREQ-MRXNPFEDSA-N                                                                                                                                                   
6EJ SMILES_CANONICAL CACTVS               3.385 "Fc1ccc2C=CC(=O)N3C[C@@H](CN4CCC(CC4)NCc5cc6OCCOc6nn5)c1c23"                                                                                                                  
6EJ SMILES           CACTVS               3.385 "Fc1ccc2C=CC(=O)N3C[CH](CN4CCC(CC4)NCc5cc6OCCOc6nn5)c1c23"                                                                                                                    
6EJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(c2c3c1C=CC(=O)N3C[C@H]2CN4CCC(CC4)NCc5cc6c(nn5)OCCO6)F"                                                                                                                 
6EJ SMILES           "OpenEye OEToolkits" 2.0.4 "c1cc(c2c3c1C=CC(=O)N3CC2CN4CCC(CC4)NCc5cc6c(nn5)OCCO6)F"                                                                                                                     
# 
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 
6EJ "SYSTEMATIC NAME" ACDLabs 12.01 "(1R)-1-[(4-{[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-yl)methyl]amino}piperidin-1-yl)methyl]-9-fluoro-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6EJ "Create component" 2016-03-23 EBI  
6EJ "Initial release"  2016-05-25 RCSB 
# 
