data_I6U
# 
_chem_comp.id                                    I6U 
_chem_comp.name                                  "(11~{b}~{R})-4-oxidanylidene-~{N}-(4-sulfamoylphenyl)-3,6,7,11~{b}-tetrahydro-1~{H}-pyrazino[2,1-a]isoquinoline-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-02-15 
_chem_comp.pdbx_modified_date                    2023-02-17 
_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                        400.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I6U 
_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        7YWT 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
I6U N   N1  N 0 1 N N N -4.814 9.673  10.691 -4.009 1.186  0.291  N   I6U 1  
I6U C   C1  C 0 1 N N N -4.003 9.196  11.617 -3.280 2.302  0.429  C   I6U 2  
I6U O   O1  O 0 1 N N N -3.047 9.834  12.029 -3.528 3.066  1.338  O   I6U 3  
I6U O3  O2  O 0 1 N N N -7.204 5.490  12.424 -0.129 -0.048 -1.745 O3  I6U 4  
I6U C11 C2  C 0 1 N N N -5.947 6.063  12.597 -0.456 0.956  -1.141 C11 I6U 5  
I6U N2  N2  N 0 1 N N N -4.884 5.611  13.485 0.467  1.663  -0.460 N2  I6U 6  
I6U C12 C3  C 0 1 Y N N -4.963 4.514  14.418 1.752  1.141  -0.275 C12 I6U 7  
I6U C17 C4  C 0 1 Y N N -3.973 3.525  14.638 2.534  1.575  0.788  C17 I6U 8  
I6U C16 C5  C 0 1 Y N N -4.270 2.389  15.402 3.802  1.058  0.968  C16 I6U 9  
I6U C15 C6  C 0 1 Y N N -5.548 2.264  15.916 4.294  0.109  0.090  C15 I6U 10 
I6U S   S1  S 0 1 N N N -6.050 0.836  16.791 5.912  -0.548 0.322  S   I6U 11 
I6U O2  O3  O 0 1 N N N -7.487 0.862  16.720 6.634  0.419  1.073  O2  I6U 12 
I6U N3  N3  N 0 1 N N N -5.471 -0.462 16.074 5.766  -1.880 1.295  N3  I6U 13 
I6U O1  O4  O 0 1 N N N -5.425 0.960  18.109 6.338  -1.023 -0.947 O1  I6U 14 
I6U C14 C7  C 0 1 Y N N -6.459 3.303  15.778 3.518  -0.326 -0.969 C14 I6U 15 
I6U C13 C8  C 0 1 Y N N -6.144 4.436  15.073 2.247  0.183  -1.151 C13 I6U 16 
I6U N1  N4  N 0 1 N N N -5.536 7.117  11.796 -1.741 1.361  -1.154 N1  I6U 17 
I6U C18 C9  C 0 1 N N N -4.224 7.758  12.041 -2.156 2.627  -0.522 C18 I6U 18 
I6U C10 C10 C 0 1 N N N -6.521 8.026  11.198 -2.791 0.563  -1.798 C10 I6U 19 
I6U C9  C11 C 0 1 N N R -5.865 8.838  10.100 -3.916 0.266  -0.828 C9  I6U 20 
I6U C8  C12 C 0 1 Y N N -6.878 9.619  9.290  -3.856 -1.157 -0.342 C8  I6U 21 
I6U C3  C13 C 0 1 Y N N -6.753 10.994 9.081  -4.127 -1.489 0.969  C3  I6U 22 
I6U C2  C14 C 0 1 N N N -5.795 11.798 9.913  -4.480 -0.461 2.011  C2  I6U 23 
I6U C1  C15 C 0 1 N N N -4.524 11.012 10.149 -4.965 0.835  1.364  C1  I6U 24 
I6U C7  C16 C 0 1 Y N N -7.884 8.906  8.639  -3.522 -2.149 -1.251 C7  I6U 25 
I6U C6  C17 C 0 1 Y N N -8.730 9.548  7.748  -3.463 -3.470 -0.856 C6  I6U 26 
I6U C5  C18 C 0 1 Y N N -8.581 10.892 7.507  -3.742 -3.806 0.456  C5  I6U 27 
I6U C4  C19 C 0 1 Y N N -7.598 11.614 8.163  -4.072 -2.819 1.362  C4  I6U 28 
I6U H1  H1  H 0 1 N N N -4.018 6.109  13.444 0.241  2.533  -0.097 H1  I6U 29 
I6U H2  H2  H 0 1 N N N -2.987 3.647  14.216 2.150  2.316  1.473  H2  I6U 30 
I6U H3  H3  H 0 1 N N N -3.522 1.632  15.585 4.410  1.395  1.794  H3  I6U 31 
I6U H4  H4  H 0 1 N N N -5.759 -1.277 16.576 4.892  -2.151 1.617  H4  I6U 32 
I6U H5  H5  H 0 1 N N N -5.818 -0.508 15.137 6.554  -2.388 1.543  H5  I6U 33 
I6U H6  H6  H 0 1 N N N -7.434 3.217  16.235 3.905  -1.067 -1.652 H6  I6U 34 
I6U H7  H7  H 0 1 N N N -6.837 5.264  15.041 1.640  -0.160 -1.975 H7  I6U 35 
I6U H8  H8  H 0 1 N N N -3.470 7.151  11.519 -2.504 3.325  -1.283 H8  I6U 36 
I6U H9  H9  H 0 1 N N N -4.044 7.713  13.125 -1.319 3.060  0.026  H9  I6U 37 
I6U H10 H10 H 0 1 N N N -6.910 8.704  11.972 -3.188 1.115  -2.650 H10 I6U 38 
I6U H11 H11 H 0 1 N N N -7.350 7.440  10.774 -2.363 -0.377 -2.148 H11 I6U 39 
I6U H12 H12 H 0 1 N N N -5.381 8.126  9.415  -4.846 0.356  -1.388 H12 I6U 40 
I6U H13 H13 H 0 1 N N N -5.552 12.733 9.387  -5.268 -0.858 2.651  H13 I6U 41 
I6U H14 H14 H 0 1 N N N -6.262 12.033 10.881 -3.600 -0.250 2.618  H14 I6U 42 
I6U H15 H15 H 0 1 N N N -3.988 10.904 9.195  -4.995 1.631  2.108  H15 I6U 43 
I6U H16 H16 H 0 1 N N N -3.892 11.559 10.865 -5.958 0.687  0.939  H16 I6U 44 
I6U H17 H17 H 0 1 N N N -8.005 7.850  8.830  -3.305 -1.886 -2.276 H17 I6U 45 
I6U H18 H18 H 0 1 N N N -9.506 8.992  7.243  -3.201 -4.238 -1.568 H18 I6U 46 
I6U H19 H19 H 0 1 N N N -9.233 11.388 6.803  -3.701 -4.838 0.771  H19 I6U 47 
I6U H20 H20 H 0 1 N N N -7.485 12.669 7.961  -4.289 -3.084 2.386  H20 I6U 48 
# 
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 
I6U C5  C6  DOUB Y N 1  
I6U C5  C4  SING Y N 2  
I6U C6  C7  SING Y N 3  
I6U C4  C3  DOUB Y N 4  
I6U C7  C8  DOUB Y N 5  
I6U C3  C8  SING Y N 6  
I6U C3  C2  SING N N 7  
I6U C8  C9  SING N N 8  
I6U C2  C1  SING N N 9  
I6U C9  N   SING N N 10 
I6U C9  C10 SING N N 11 
I6U C1  N   SING N N 12 
I6U N   C   SING N N 13 
I6U C10 N1  SING N N 14 
I6U C   O   DOUB N N 15 
I6U C   C18 SING N N 16 
I6U N1  C18 SING N N 17 
I6U N1  C11 SING N N 18 
I6U O3  C11 DOUB N N 19 
I6U C11 N2  SING N N 20 
I6U N2  C12 SING N N 21 
I6U C12 C17 DOUB Y N 22 
I6U C12 C13 SING Y N 23 
I6U C17 C16 SING Y N 24 
I6U C13 C14 DOUB Y N 25 
I6U C16 C15 DOUB Y N 26 
I6U C14 C15 SING Y N 27 
I6U C15 S   SING N N 28 
I6U N3  S   SING N N 29 
I6U O2  S   DOUB N N 30 
I6U S   O1  DOUB N N 31 
I6U N2  H1  SING N N 32 
I6U C17 H2  SING N N 33 
I6U C16 H3  SING N N 34 
I6U N3  H4  SING N N 35 
I6U N3  H5  SING N N 36 
I6U C14 H6  SING N N 37 
I6U C13 H7  SING N N 38 
I6U C18 H8  SING N N 39 
I6U C18 H9  SING N N 40 
I6U C10 H10 SING N N 41 
I6U C10 H11 SING N N 42 
I6U C9  H12 SING N N 43 
I6U C2  H13 SING N N 44 
I6U C2  H14 SING N N 45 
I6U C1  H15 SING N N 46 
I6U C1  H16 SING N N 47 
I6U C7  H17 SING N N 48 
I6U C6  H18 SING N N 49 
I6U C5  H19 SING N N 50 
I6U C4  H20 SING N N 51 
# 
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 
I6U InChI            InChI                1.06  "InChI=1S/C19H20N4O4S/c20-28(26,27)15-7-5-14(6-8-15)21-19(25)22-11-17-16-4-2-1-3-13(16)9-10-23(17)18(24)12-22/h1-8,17H,9-12H2,(H,21,25)(H2,20,26,27)/t17-/m0/s1" 
I6U InChIKey         InChI                1.06  FKLQDIPEZBBTGO-KRWDZBQOSA-N                                                                                                                                      
I6U SMILES_CANONICAL CACTVS               3.385 "N[S](=O)(=O)c1ccc(NC(=O)N2C[C@@H]3N(CCc4ccccc34)C(=O)C2)cc1"                                                                                                    
I6U SMILES           CACTVS               3.385 "N[S](=O)(=O)c1ccc(NC(=O)N2C[CH]3N(CCc4ccccc34)C(=O)C2)cc1"                                                                                                      
I6U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)CCN3[C@H]2CN(CC3=O)C(=O)Nc4ccc(cc4)S(=O)(=O)N"                                                                                                       
I6U SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)CCN3C2CN(CC3=O)C(=O)Nc4ccc(cc4)S(=O)(=O)N"                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           I6U 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(11~{b}~{R})-4-oxidanylidene-~{N}-(4-sulfamoylphenyl)-3,6,7,11~{b}-tetrahydro-1~{H}-pyrazino[2,1-a]isoquinoline-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 
I6U "Create component"  2022-02-15 PDBE 
I6U "Modify descriptor" 2022-08-22 RCSB 
I6U "Initial release"   2023-02-22 RCSB 
# 
