data_XN6
# 
_chem_comp.id                                    XN6 
_chem_comp.name                                  "3-[4-(carbamimidamidomethyl)-3-fluoranyl-phenyl]-7-propan-2-yl-1~{H}-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-08 
_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                        368.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XN6 
_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        8PA4 
_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 
XN6 N10  N1  N 0 1 Y N N N N N -22.690 -10.857 11.811 3.217  1.131  -0.016 N10  XN6 1  
XN6 C12  C1  C 0 1 N N N N N N -22.546 -9.351  9.879  1.470  2.959  0.042  C12  XN6 2  
XN6 C16  C2  C 0 1 Y N N N N N -21.339 -12.062 8.613  -0.409 0.469  -0.046 C16  XN6 3  
XN6 C18  C3  C 0 1 Y N N N N N -21.041 -13.372 6.621  -2.484 1.029  -1.121 C18  XN6 4  
XN6 C22  C4  C 0 1 N N N N N N -17.313 -13.588 5.379  -6.538 -1.080 -0.402 C22  XN6 5  
XN6 C25  C5  C 0 1 Y N N N N N -19.915 -11.304 6.839  -2.497 -0.066 1.016  C25  XN6 6  
XN6 C01  C6  C 0 1 N N N N N N -24.856 -12.226 14.645 6.451  -1.220 1.175  C01  XN6 7  
XN6 C02  C7  C 0 1 N N N N N N -23.344 -12.078 14.582 5.742  -0.662 -0.061 C02  XN6 8  
XN6 C03  C8  C 0 1 N N N N N N -22.627 -12.460 15.872 6.469  -1.134 -1.322 C03  XN6 9  
XN6 C04  C9  C 0 1 Y N N N N N -22.787 -12.836 13.365 4.318  -1.153 -0.087 C04  XN6 10 
XN6 C05  C10 C 0 1 Y N N N N N -22.509 -14.204 13.410 4.055  -2.504 -0.136 C05  XN6 11 
XN6 C06  C11 C 0 1 Y N N N N N -21.985 -14.877 12.287 2.747  -2.971 -0.160 C06  XN6 12 
XN6 C07  C12 C 0 1 Y N N N N N -21.732 -14.203 11.099 1.698  -2.096 -0.138 C07  XN6 13 
XN6 C08  C13 C 0 1 Y N N N N N -22.012 -12.813 11.016 1.941  -0.721 -0.089 C08  XN6 14 
XN6 C09  C14 C 0 1 Y N N N N N -22.511 -12.158 12.158 3.264  -0.242 -0.063 C09  XN6 15 
XN6 C11  C15 C 0 1 Y N N N N N -22.333 -10.669 10.538 1.906  1.561  -0.004 C11  XN6 16 
XN6 C15  C16 C 0 1 Y N N N N N -21.900 -11.857 9.979  1.071  0.459  -0.044 C15  XN6 17 
XN6 C17  C17 C 0 1 Y N N N N N -21.618 -13.192 7.866  -1.104 1.022  -1.123 C17  XN6 18 
XN6 C19  C18 C 0 1 Y N N N N N -20.193 -12.425 6.072  -3.180 0.490  -0.054 C19  XN6 19 
XN6 C20  C19 C 0 1 N N N N N N -19.546 -12.643 4.664  -4.686 0.502  -0.058 C20  XN6 20 
XN6 C27  C20 C 0 1 Y N N N N N -20.468 -11.114 8.089  -1.115 -0.079 1.025  C27  XN6 21 
XN6 F26  F1  F 0 1 N N N N N N -19.108 -10.332 6.328  -3.183 -0.596 2.052  F26  XN6 22 
XN6 N21  N2  N 0 1 N N N N N N -18.108 -12.531 4.825  -5.185 -0.845 -0.346 N21  XN6 23 
XN6 N23  N3  N 0 1 N N N N N N -16.086 -13.407 5.633  -6.982 -2.278 -0.658 N23  XN6 24 
XN6 N24  N4  N 0 1 N N N N N N -17.964 -14.833 5.611  -7.424 -0.051 -0.188 N24  XN6 25 
XN6 O13  O1  O 0 1 N N N N N N -23.008 -9.360  8.689  0.283  3.226  0.049  O13  XN6 26 
XN6 O14  O2  O 0 1 N N N N N N -22.407 -8.290  10.533 2.384  3.951  0.078  O14  XN6 27 
XN6 H101 H1  H 0 0 N N N N N N -23.038 -10.144 12.420 3.993  1.713  0.009  H101 XN6 28 
XN6 H181 H2  H 0 0 N N N N N N -21.257 -14.272 6.065  -3.021 1.456  -1.954 H181 XN6 29 
XN6 H012 H3  H 0 0 N N N N N N -25.242 -11.680 15.518 7.481  -0.864 1.195  H012 XN6 30 
XN6 H013 H4  H 0 0 N N N N N N -25.303 -11.814 13.728 5.933  -0.883 2.074  H013 XN6 31 
XN6 H011 H5  H 0 0 N N N N N N -25.117 -13.291 14.734 6.443  -2.309 1.138  H011 XN6 32 
XN6 H021 H6  H 0 0 N N N N N N -23.137 -11.012 14.409 5.750  0.427  -0.023 H021 XN6 33 
XN6 H032 H7  H 0 0 N N N N N N -23.057 -11.895 16.712 5.964  -0.737 -2.202 H032 XN6 34 
XN6 H031 H8  H 0 0 N N N N N N -22.749 -13.538 16.054 7.499  -0.779 -1.302 H031 XN6 35 
XN6 H033 H9  H 0 0 N N N N N N -21.557 -12.223 15.781 6.461  -2.224 -1.359 H033 XN6 36 
XN6 H051 H10 H 0 0 N N N N N N -22.698 -14.755 14.319 4.874  -3.208 -0.155 H051 XN6 37 
XN6 H061 H11 H 0 0 N N N N N N -21.777 -15.935 12.352 2.558  -4.033 -0.198 H061 XN6 38 
XN6 H071 H12 H 0 0 N N N N N N -21.327 -14.730 10.248 0.684  -2.466 -0.158 H071 XN6 39 
XN6 H171 H13 H 0 0 N N N N N N -22.292 -13.940 8.257  -0.562 1.443  -1.957 H171 XN6 40 
XN6 H201 H14 H 0 0 N N N N N N -19.907 -11.877 3.962  -5.050 0.823  0.918  H201 XN6 41 
XN6 H202 H15 H 0 0 N N N N N N -19.805 -13.641 4.282  -5.042 1.192  -0.823 H202 XN6 42 
XN6 H271 H16 H 0 0 N N N N N N -20.224 -10.230 8.659  -0.583 -0.512 1.859  H271 XN6 43 
XN6 H211 H17 H 0 0 N N N N N N -17.655 -11.686 4.539  -4.560 -1.571 -0.498 H211 XN6 44 
XN6 H231 H19 H 0 0 N N N N N N -15.655 -14.229 6.005  -7.937 -2.444 -0.698 H231 XN6 45 
XN6 H241 H20 H 0 0 N N N N N N -17.450 -15.604 5.988  -8.379 -0.216 -0.227 H241 XN6 46 
XN6 H2   H21 H 0 1 N N N N N N -22.692 -7.553  10.006 2.001  4.838  0.107  H2   XN6 47 
XN6 H242 H22 H 0 0 N N N N N N -18.935 -14.937 5.397  -7.094 0.841  0.003  H242 XN6 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 
XN6 C20 N21  SING N N 1  
XN6 C20 C19  SING N N 2  
XN6 N21 C22  SING N N 3  
XN6 C22 N24  SING N N 4  
XN6 C22 N23  DOUB N N 5  
XN6 C19 C18  DOUB Y N 6  
XN6 C19 C25  SING Y N 7  
XN6 F26 C25  SING N N 8  
XN6 C18 C17  SING Y N 9  
XN6 C25 C27  DOUB Y N 10 
XN6 C17 C16  DOUB Y N 11 
XN6 C27 C16  SING Y N 12 
XN6 C16 C15  SING N N 13 
XN6 O13 C12  DOUB N N 14 
XN6 C12 O14  SING N N 15 
XN6 C12 C11  SING N N 16 
XN6 C15 C11  DOUB Y N 17 
XN6 C15 C08  SING Y N 18 
XN6 C11 N10  SING Y N 19 
XN6 C08 C07  DOUB Y N 20 
XN6 C08 C09  SING Y N 21 
XN6 C07 C06  SING Y N 22 
XN6 N10 C09  SING Y N 23 
XN6 C09 C04  DOUB Y N 24 
XN6 C06 C05  DOUB Y N 25 
XN6 C04 C05  SING Y N 26 
XN6 C04 C02  SING N N 27 
XN6 C02 C01  SING N N 28 
XN6 C02 C03  SING N N 29 
XN6 N10 H101 SING N N 30 
XN6 C18 H181 SING N N 31 
XN6 C01 H012 SING N N 32 
XN6 C01 H013 SING N N 33 
XN6 C01 H011 SING N N 34 
XN6 C02 H021 SING N N 35 
XN6 C03 H032 SING N N 36 
XN6 C03 H031 SING N N 37 
XN6 C03 H033 SING N N 38 
XN6 C05 H051 SING N N 39 
XN6 C06 H061 SING N N 40 
XN6 C07 H071 SING N N 41 
XN6 C17 H171 SING N N 42 
XN6 C20 H201 SING N N 43 
XN6 C20 H202 SING N N 44 
XN6 C27 H271 SING N N 45 
XN6 N21 H211 SING N N 46 
XN6 N23 H231 SING N N 47 
XN6 N24 H241 SING N N 48 
XN6 O14 H2   SING N N 49 
XN6 N24 H242 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 
XN6 InChI            InChI                1.06  "InChI=1S/C20H21FN4O2/c1-10(2)13-4-3-5-14-16(18(19(26)27)25-17(13)14)11-6-7-12(15(21)8-11)9-24-20(22)23/h3-8,10,25H,9H2,1-2H3,(H,26,27)(H4,22,23,24)" 
XN6 InChIKey         InChI                1.06  SRELBQAISIRQJL-UHFFFAOYSA-N                                                                                                                           
XN6 SMILES_CANONICAL CACTVS               3.385 "CC(C)c1cccc2c1[nH]c(C(O)=O)c2c3ccc(CNC(N)=N)c(F)c3"                                                                                                  
XN6 SMILES           CACTVS               3.385 "CC(C)c1cccc2c1[nH]c(C(O)=O)c2c3ccc(CNC(N)=N)c(F)c3"                                                                                                  
XN6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(\N)/NCc1ccc(cc1F)c2c3cccc(c3[nH]c2C(=O)O)C(C)C"                                                                                              
XN6 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1cccc2c1[nH]c(c2c3ccc(c(c3)F)CNC(=N)N)C(=O)O"                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           XN6 
_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-[4-(carbamimidamidomethyl)-3-fluoranyl-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 
XN6 "Create component" 2023-06-08 PDBE 
XN6 "Initial release"  2024-06-26 RCSB 
# 
