data_X6U
# 
_chem_comp.id                                    X6U 
_chem_comp.name                                  "3-[3-cyano-4-(methylsulfonylmethyl)phenyl]-7-propan-2-yl-1~{H}-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-05 
_chem_comp.pdbx_modified_date                    2024-06-21 
_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                        396.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X6U 
_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        8P8Z 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
X6U C12  C1  C 0 1 N N N N N N -22.538 -9.351  9.816  1.031  -2.579 0.322  C12  X6U 1  
X6U C15  C2  C 0 1 Y N N N N N -21.871 -11.828 9.908  1.310  -0.078 0.028  C15  X6U 2  
X6U C16  C3  C 0 1 Y N N N N N -21.300 -12.003 8.542  -0.119 0.299  -0.040 C16  X6U 3  
X6U C17  C4  C 0 1 Y N N N N N -20.405 -11.051 8.044  -0.680 1.100  0.957  C17  X6U 4  
X6U C20  C5  C 0 1 N N N N N N -19.534 -12.383 4.631  -4.256 1.408  -0.210 C20  X6U 5  
X6U C22  C6  C 0 1 N N N N N N -20.688 -9.839  3.620  -6.930 0.825  0.463  C22  X6U 6  
X6U C01  C7  C 0 1 N N N N N N -24.926 -12.118 14.533 6.963  -0.067 -1.120 C01  X6U 7  
X6U C02  C8  C 0 1 N N N N N N -23.404 -12.048 14.472 6.110  -0.224 0.141  C02  X6U 8  
X6U C03  C9  C 0 1 N N N N N N -22.745 -12.448 15.776 6.915  0.230  1.361  C03  X6U 9  
X6U C04  C10 C 0 1 Y N N N N N -22.810 -12.816 13.275 4.868  0.619  0.016  C04  X6U 10 
X6U C05  C11 C 0 1 Y N N N N N -22.570 -14.190 13.293 4.973  1.982  -0.146 C05  X6U 11 
X6U C06  C12 C 0 1 Y N N N N N -22.032 -14.858 12.182 3.836  2.772  -0.262 C06  X6U 12 
X6U C07  C13 C 0 1 Y N N N N N -21.734 -14.185 10.994 2.593  2.207  -0.220 C07  X6U 13 
X6U C08  C14 C 0 1 Y N N N N N -21.989 -12.802 10.928 2.463  0.826  -0.057 C08  X6U 14 
X6U C09  C15 C 0 1 Y N N N N N -22.520 -12.149 12.058 3.610  0.021  0.062  C09  X6U 15 
X6U C11  C16 C 0 1 Y N N N N N -22.307 -10.648 10.475 1.823  -1.353 0.191  C11  X6U 16 
X6U C18  C17 C 0 1 Y N N N N N -19.867 -11.169 6.797  -2.014 1.453  0.896  C18  X6U 17 
X6U C19  C18 C 0 1 Y N N N N N -20.150 -12.260 6.016  -2.802 1.018  -0.152 C19  X6U 18 
X6U C25  C19 C 0 1 Y N N N N N -20.992 -13.225 6.548  -2.253 0.218  -1.157 C25  X6U 19 
X6U C26  C20 C 0 1 N N N N N N -21.285 -14.432 5.725  -3.072 -0.232 -2.243 C26  X6U 20 
X6U C28  C21 C 0 1 Y N N N N N -21.580 -13.122 7.798  -0.907 -0.138 -1.103 C28  X6U 21 
X6U N10  N1  N 0 1 Y N N N N N -22.671 -10.833 11.732 3.201  -1.283 0.210  N10  X6U 22 
X6U N27  N2  N 0 1 N N N N N N -21.544 -15.361 5.132  -3.721 -0.588 -3.104 N27  X6U 23 
X6U O13  O1  O 0 1 N N N N N N -23.033 -9.364  8.645  -0.184 -2.524 0.287  O13  X6U 24 
X6U O14  O2  O 0 1 N N N N N N -22.453 -8.278  10.463 1.649  -3.768 0.477  O14  X6U 25 
X6U O23  O3  O 0 1 N N N N N N -21.900 -12.267 3.418  -5.162 -1.063 -0.054 O23  X6U 26 
X6U O24  O4  O 0 1 N N N N N N -20.041 -11.719 2.011  -4.910 0.193  2.036  O24  X6U 27 
X6U S21  S1  S 0 1 N N N N N N -20.592 -11.600 3.329  -5.251 0.164  0.657  S21  X6U 28 
X6U H171 H1  H 0 0 N N N N N N -20.135 -10.206 8.659  -0.070 1.443  1.780  H171 X6U 29 
X6U H202 H2  H 0 0 N N N N N N -19.408 -13.449 4.392  -4.392 2.379  0.267  H202 X6U 30 
X6U H201 H3  H 0 0 N N N N N N -18.551 -11.889 4.634  -4.575 1.467  -1.251 H201 X6U 31 
X6U H221 H4  H 0 0 N N N N N N -21.105 -9.654  4.621  -6.986 1.812  0.920  H221 X6U 32 
X6U H222 H5  H 0 0 N N N N N N -19.681 -9.402  3.556  -7.169 0.900  -0.597 H222 X6U 33 
X6U H223 H6  H 0 0 N N N N N N -21.337 -9.377  2.862  -7.641 0.157  0.950  H223 X6U 34 
X6U H012 H7  H 0 0 N N N N N N -25.285 -11.553 15.406 7.862  -0.677 -1.029 H012 X6U 35 
X6U H011 H8  H 0 0 N N N N N N -25.350 -11.684 13.615 6.390  -0.391 -1.988 H011 X6U 36 
X6U H013 H9  H 0 0 N N N N N N -25.241 -13.168 14.622 7.245  0.979  -1.239 H013 X6U 37 
X6U H021 H10 H 0 0 N N N N N N -23.151 -10.990 14.310 5.829  -1.271 0.261  H021 X6U 38 
X6U H032 H11 H 0 0 N N N N N N -23.195 -11.880 16.604 6.307  0.118  2.259  H032 X6U 39 
X6U H033 H12 H 0 0 N N N N N N -22.894 -13.524 15.947 7.813  -0.380 1.451  H033 X6U 40 
X6U H031 H13 H 0 0 N N N N N N -21.668 -12.230 15.724 7.196  1.276  1.241  H031 X6U 41 
X6U H051 H14 H 0 0 N N N N N N -22.804 -14.754 14.184 5.949  2.443  -0.181 H051 X6U 42 
X6U H061 H15 H 0 0 N N N N N N -21.843 -15.919 12.247 3.936  3.840  -0.388 H061 X6U 43 
X6U H071 H16 H 0 0 N N N N N N -21.319 -14.712 10.148 1.713  2.828  -0.311 H071 X6U 44 
X6U H181 H17 H 0 0 N N N N N N -19.212 -10.397 6.421  -2.442 2.071  1.671  H181 X6U 45 
X6U H281 H18 H 0 0 N N N N N N -22.235 -13.894 8.174  -0.478 -0.757 -1.877 H281 X6U 46 
X6U H101 H19 H 0 0 N N N N N N -23.005 -10.120 12.348 3.794  -2.044 0.313  H101 X6U 47 
X6U H1   H20 H 0 1 N N N N N N -22.801 -7.565  9.941  1.044  -4.518 0.555  H1   X6U 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 
X6U O24 S21  DOUB N N 1  
X6U S21 O23  DOUB N N 2  
X6U S21 C22  SING N N 3  
X6U S21 C20  SING N N 4  
X6U C20 C19  SING N N 5  
X6U N27 C26  TRIP N N 6  
X6U C26 C25  SING N N 7  
X6U C19 C25  DOUB Y N 8  
X6U C19 C18  SING Y N 9  
X6U C25 C28  SING Y N 10 
X6U C18 C17  DOUB Y N 11 
X6U C28 C16  DOUB Y N 12 
X6U C17 C16  SING Y N 13 
X6U C16 C15  SING N N 14 
X6U O13 C12  DOUB N N 15 
X6U C12 O14  SING N N 16 
X6U C12 C11  SING N N 17 
X6U C15 C11  DOUB Y N 18 
X6U C15 C08  SING Y N 19 
X6U C11 N10  SING Y N 20 
X6U C08 C07  DOUB Y N 21 
X6U C08 C09  SING Y N 22 
X6U C07 C06  SING Y N 23 
X6U N10 C09  SING Y N 24 
X6U C09 C04  DOUB Y N 25 
X6U C06 C05  DOUB Y N 26 
X6U C04 C05  SING Y N 27 
X6U C04 C02  SING N N 28 
X6U C02 C01  SING N N 29 
X6U C02 C03  SING N N 30 
X6U C17 H171 SING N N 31 
X6U C20 H202 SING N N 32 
X6U C20 H201 SING N N 33 
X6U C22 H221 SING N N 34 
X6U C22 H222 SING N N 35 
X6U C22 H223 SING N N 36 
X6U C01 H012 SING N N 37 
X6U C01 H011 SING N N 38 
X6U C01 H013 SING N N 39 
X6U C02 H021 SING N N 40 
X6U C03 H032 SING N N 41 
X6U C03 H033 SING N N 42 
X6U C03 H031 SING N N 43 
X6U C05 H051 SING N N 44 
X6U C06 H061 SING N N 45 
X6U C07 H071 SING N N 46 
X6U C18 H181 SING N N 47 
X6U C28 H281 SING N N 48 
X6U N10 H101 SING N N 49 
X6U O14 H1   SING N N 50 
# 
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 
X6U InChI            InChI                1.06  "InChI=1S/C21H20N2O4S/c1-12(2)16-5-4-6-17-18(20(21(24)25)23-19(16)17)13-7-8-14(11-28(3,26)27)15(9-13)10-22/h4-9,12,23H,11H2,1-3H3,(H,24,25)" 
X6U InChIKey         InChI                1.06  HXAVAVWRQUMWIV-UHFFFAOYSA-N                                                                                                                  
X6U SMILES_CANONICAL CACTVS               3.385 "CC(C)c1cccc2c1[nH]c(C(O)=O)c2c3ccc(C[S](C)(=O)=O)c(c3)C#N"                                                                                  
X6U SMILES           CACTVS               3.385 "CC(C)c1cccc2c1[nH]c(C(O)=O)c2c3ccc(C[S](C)(=O)=O)c(c3)C#N"                                                                                  
X6U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1cccc2c1[nH]c(c2c3ccc(c(c3)C#N)CS(=O)(=O)C)C(=O)O"                                                                                    
X6U SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1cccc2c1[nH]c(c2c3ccc(c(c3)C#N)CS(=O)(=O)C)C(=O)O"                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           X6U 
_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        "3-[3-cyano-4-(methylsulfonylmethyl)phenyl]-7-propan-2-yl-1~{H}-indole-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
X6U "Create component" 2023-06-05 PDBE 
X6U "Initial release"  2024-06-26 RCSB 
# 
