data_A1ARO
# 
_chem_comp.id                                    A1ARO 
_chem_comp.name                                  "2-{3-[4-(methanesulfonyl)-2-methoxyanilino]prop-1-yn-1-yl}-N-(1-methylpiperidin-4-yl)-1-(2,2,2-trifluoroethyl)-1H-indol-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 F3 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-13 
_chem_comp.pdbx_modified_date                    2025-03-21 
_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                        548.620 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARO 
_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        9BR3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1ARO C10 C1  C 0 1 N N N N N N 125.875 -63.709 47.467 -2.203  1.415  0.112  C10 A1ARO 1  
A1ARO C11 C2  C 0 1 N N N N N N 125.656 -64.771 46.462 -0.843  0.859  0.020  C11 A1ARO 2  
A1ARO C15 C3  C 0 1 Y N N N N N 125.139 -68.688 43.704 3.819   -0.360 -0.142 C15 A1ARO 3  
A1ARO C16 C4  C 0 1 Y N N N N N 124.939 -70.042 43.396 5.216   -0.237 -0.081 C16 A1ARO 4  
A1ARO C18 C5  C 0 1 N N N N N N 124.914 -72.392 44.278 7.259   1.118  0.274  C18 A1ARO 5  
A1ARO C19 C6  C 0 1 N N N N N N 124.231 -73.101 45.464 7.635   2.298  1.175  C19 A1ARO 6  
A1ARO C20 C7  C 0 1 N N N N N N 124.387 -74.635 45.316 9.157   2.459  1.188  C20 A1ARO 7  
A1ARO C22 C8  C 0 1 N N N N N N 125.979 -76.523 45.133 11.077  2.987  -0.189 C22 A1ARO 8  
A1ARO C23 C9  C 0 1 N N N N N N 126.470 -74.353 44.056 9.330   1.550  -1.052 C23 A1ARO 9  
A1ARO C01 C10 C 0 1 N N N N N N 121.280 -61.403 49.642 -6.077  -2.604 -0.878 C01 A1ARO 10 
A1ARO C03 C11 C 0 1 Y N N N N N 122.671 -63.404 49.508 -5.483  -0.359 -0.368 C03 A1ARO 11 
A1ARO C04 C12 C 0 1 Y N N N N N 121.957 -64.072 50.460 -6.837  -0.066 -0.335 C04 A1ARO 12 
A1ARO C05 C13 C 0 1 Y N N N N N 122.401 -65.278 50.940 -7.260  1.220  -0.056 C05 A1ARO 13 
A1ARO C06 C14 C 0 1 Y N N N N N 123.564 -65.843 50.486 -6.335  2.218  0.192  C06 A1ARO 14 
A1ARO C07 C15 C 0 1 Y N N N N N 124.298 -65.162 49.520 -4.983  1.934  0.162  C07 A1ARO 15 
A1ARO C08 C16 C 0 1 Y N N N N N 123.870 -63.929 49.015 -4.551  0.646  -0.119 C08 A1ARO 16 
A1ARO C12 C17 C 0 1 N N N N N N 125.520 -65.637 45.654 0.242   0.416  -0.054 C12 A1ARO 17 
A1ARO C13 C18 C 0 1 Y N N N N N 125.384 -66.689 44.705 1.565   -0.124 -0.144 C13 A1ARO 18 
A1ARO C14 C19 C 0 1 Y N N N N N 125.194 -67.998 44.958 2.713   0.577  0.042  C14 A1ARO 19 
A1ARO C24 C20 C 0 1 N N N N N N 126.387 -72.819 44.208 7.813   1.362  -1.132 C24 A1ARO 20 
A1ARO C25 C21 C 0 1 Y N N N N N 124.959 -70.384 42.052 6.009   -1.346 -0.312 C25 A1ARO 21 
A1ARO C26 C22 C 0 1 Y N N N N N 125.145 -69.409 41.052 5.429   -2.573 -0.603 C26 A1ARO 22 
A1ARO C27 C23 C 0 1 Y N N N N N 125.330 -68.079 41.340 4.059   -2.707 -0.666 C27 A1ARO 23 
A1ARO C28 C24 C 0 1 Y N N N N N 125.329 -67.734 42.696 3.238   -1.608 -0.431 C28 A1ARO 24 
A1ARO C30 C25 C 0 1 N N N N N N 125.712 -65.242 42.640 0.889   -2.494 -0.691 C30 A1ARO 25 
A1ARO C31 C26 C 0 1 N N N N N N 127.152 -65.031 42.247 0.515   -3.186 0.621  C31 A1ARO 26 
A1ARO C36 C27 C 0 1 N N N N N N 119.786 -66.294 51.346 -9.468  1.297  1.708  C36 A1ARO 27 
A1ARO F32 F1  F 0 1 N N N N N N 127.982 -65.086 43.302 -0.036  -2.248 1.501  F32 A1ARO 28 
A1ARO F33 F2  F 0 1 N N N N N N 127.537 -66.003 41.393 -0.422  -4.193 0.366  F33 A1ARO 29 
A1ARO F34 F3  F 0 1 N N N N N N 127.341 -63.857 41.632 1.660   -3.748 1.195  F34 A1ARO 30 
A1ARO N09 N1  N 0 1 N N N N N N 124.604 -63.303 48.052 -3.182  0.357  -0.151 N09 A1ARO 31 
A1ARO N17 N2  N 0 1 N N N N N N 124.766 -70.949 44.414 5.801   0.996  0.211  N17 A1ARO 32 
A1ARO N21 N3  N 0 1 N N N N N N 125.784 -75.072 45.145 9.638   2.691  -0.180 N21 A1ARO 33 
A1ARO N29 N4  N 0 1 Y N N N N N 125.492 -66.509 43.309 1.870   -1.439 -0.425 N29 A1ARO 34 
A1ARO O02 O1  O 0 1 N N N N N N 122.285 -62.188 48.983 -5.065  -1.624 -0.638 O02 A1ARO 35 
A1ARO O37 O2  O 0 1 N N N N N N 121.204 -65.101 53.390 -9.052  2.974  -0.325 O37 A1ARO 36 
A1ARO O38 O3  O 0 1 N N N N N N 121.990 -67.551 52.412 -9.569  0.617  -0.870 O38 A1ARO 37 
A1ARO S35 S1  S 0 1 N N N N N N 121.402 -66.107 52.177 -8.983  1.589  -0.015 S35 A1ARO 38 
A1ARO H1  H1  H 0 1 N N N N N N 126.535 -64.089 48.260 -2.364  1.818  1.112  H1  A1ARO 39 
A1ARO H2  H2  H 0 1 N N N N N N 126.346 -62.841 46.982 -2.321  2.210  -0.624 H2  A1ARO 40 
A1ARO H3  H3  H 0 1 N N N N N N 124.418 -72.720 43.353 7.685   0.200  0.680  H3  A1ARO 41 
A1ARO H4  H4  H 0 1 N N N N N N 124.700 -72.775 46.404 7.176   3.209  0.791  H4  A1ARO 42 
A1ARO H5  H5  H 0 1 N N N N N N 123.162 -72.842 45.478 7.280   2.111  2.188  H5  A1ARO 43 
A1ARO H6  H6  H 0 1 N N N N N N 123.811 -74.960 44.437 9.427   3.307  1.817  H6  A1ARO 44 
A1ARO H7  H7  H 0 1 N N N N N N 123.981 -75.115 46.219 9.614   1.552  1.585  H7  A1ARO 45 
A1ARO H8  H8  H 0 1 N N N N N N 125.434 -76.974 45.976 11.392  3.228  -1.204 H8  A1ARO 46 
A1ARO H9  H9  H 0 1 N N N N N N 125.598 -76.936 44.187 11.277  3.836  0.465  H9  A1ARO 47 
A1ARO H10 H10 H 0 1 N N N N N N 127.051 -76.750 45.226 11.629  2.117  0.166  H10 A1ARO 48 
A1ARO H11 H11 H 0 1 N N N N N N 126.006 -74.637 43.100 9.787   0.648  -0.644 H11 A1ARO 49 
A1ARO H12 H12 H 0 1 N N N N N N 127.529 -74.649 44.052 9.726   1.738  -2.050 H12 A1ARO 50 
A1ARO H13 H13 H 0 1 N N N N N N 121.110 -60.475 49.077 -6.717  -2.688 0.000  H13 A1ARO 51 
A1ARO H14 H14 H 0 1 N N N N N N 120.343 -61.977 49.695 -6.677  -2.304 -1.737 H14 A1ARO 52 
A1ARO H15 H15 H 0 1 N N N N N N 121.617 -61.156 50.660 -5.609  -3.568 -1.080 H15 A1ARO 53 
A1ARO H16 H16 H 0 1 N N N N N N 121.038 -63.649 50.837 -7.561  -0.843 -0.528 H16 A1ARO 54 
A1ARO H17 H17 H 0 1 N N N N N N 123.903 -66.794 50.869 -6.671  3.221  0.410  H17 A1ARO 55 
A1ARO H18 H18 H 0 1 N N N N N N 125.217 -65.594 49.152 -4.263  2.716  0.355  H18 A1ARO 56 
A1ARO H19 H19 H 0 1 N N N N N N 125.100 -68.448 45.935 2.794   1.627  0.282  H19 A1ARO 57 
A1ARO H20 H20 H 0 1 N N N N N N 126.902 -72.513 45.131 7.586   0.506  -1.767 H20 A1ARO 58 
A1ARO H21 H21 H 0 1 N N N N N N 126.868 -72.338 43.343 7.358   2.259  -1.552 H21 A1ARO 59 
A1ARO H22 H22 H 0 1 N N N N N N 124.830 -71.418 41.766 7.084   -1.258 -0.266 H22 A1ARO 60 
A1ARO H23 H23 H 0 1 N N N N N N 125.142 -69.720 40.018 6.058   -3.431 -0.787 H23 A1ARO 61 
A1ARO H24 H24 H 0 1 N N N N N N 125.468 -67.341 40.564 3.622   -3.668 -0.894 H24 A1ARO 62 
A1ARO H25 H25 H 0 1 N N N N N N 125.410 -64.430 43.318 1.319   -3.224 -1.377 H25 A1ARO 63 
A1ARO H26 H26 H 0 1 N N N N N N 125.092 -65.212 41.732 -0.003  -2.056 -1.139 H26 A1ARO 64 
A1ARO H27 H27 H 0 1 N N N N N N 119.081 -66.799 52.023 -8.896  1.954  2.363  H27 A1ARO 65 
A1ARO H28 H28 H 0 1 N N N N N N 119.393 -65.301 51.082 -10.532 1.503  1.826  H28 A1ARO 66 
A1ARO H29 H29 H 0 1 N N N N N N 119.911 -66.894 50.433 -9.268  0.258  1.971  H29 A1ARO 67 
A1ARO H30 H30 H 0 1 N N N N N N 124.780 -62.392 48.425 -2.881  -0.544 -0.347 H30 A1ARO 68 
A1ARO H31 H31 H 0 1 N N N N N N 125.415 -70.680 45.125 5.241   1.772  0.373  H31 A1ARO 69 
# 
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 
A1ARO C26 C27 DOUB Y N 1  
A1ARO C26 C25 SING Y N 2  
A1ARO C27 C28 SING Y N 3  
A1ARO F33 C31 SING N N 4  
A1ARO F34 C31 SING N N 5  
A1ARO C25 C16 DOUB Y N 6  
A1ARO C31 C30 SING N N 7  
A1ARO C31 F32 SING N N 8  
A1ARO C30 N29 SING N N 9  
A1ARO C28 N29 SING Y N 10 
A1ARO C28 C15 DOUB Y N 11 
A1ARO N29 C13 SING Y N 12 
A1ARO C16 C15 SING Y N 13 
A1ARO C16 N17 SING N N 14 
A1ARO C15 C14 SING Y N 15 
A1ARO C23 C24 SING N N 16 
A1ARO C23 N21 SING N N 17 
A1ARO C24 C18 SING N N 18 
A1ARO C18 N17 SING N N 19 
A1ARO C18 C19 SING N N 20 
A1ARO C13 C14 DOUB Y N 21 
A1ARO C13 C12 SING N N 22 
A1ARO C22 N21 SING N N 23 
A1ARO N21 C20 SING N N 24 
A1ARO C20 C19 SING N N 25 
A1ARO C12 C11 TRIP N N 26 
A1ARO C11 C10 SING N N 27 
A1ARO C10 N09 SING N N 28 
A1ARO N09 C08 SING N N 29 
A1ARO O02 C03 SING N N 30 
A1ARO O02 C01 SING N N 31 
A1ARO C08 C03 DOUB Y N 32 
A1ARO C08 C07 SING Y N 33 
A1ARO C03 C04 SING Y N 34 
A1ARO C07 C06 DOUB Y N 35 
A1ARO C04 C05 DOUB Y N 36 
A1ARO C06 C05 SING Y N 37 
A1ARO C05 S35 SING N N 38 
A1ARO C36 S35 SING N N 39 
A1ARO S35 O38 DOUB N N 40 
A1ARO S35 O37 DOUB N N 41 
A1ARO C10 H1  SING N N 42 
A1ARO C10 H2  SING N N 43 
A1ARO C18 H3  SING N N 44 
A1ARO C19 H4  SING N N 45 
A1ARO C19 H5  SING N N 46 
A1ARO C20 H6  SING N N 47 
A1ARO C20 H7  SING N N 48 
A1ARO C22 H8  SING N N 49 
A1ARO C22 H9  SING N N 50 
A1ARO C22 H10 SING N N 51 
A1ARO C23 H11 SING N N 52 
A1ARO C23 H12 SING N N 53 
A1ARO C01 H13 SING N N 54 
A1ARO C01 H14 SING N N 55 
A1ARO C01 H15 SING N N 56 
A1ARO C04 H16 SING N N 57 
A1ARO C06 H17 SING N N 58 
A1ARO C07 H18 SING N N 59 
A1ARO C14 H19 SING N N 60 
A1ARO C24 H20 SING N N 61 
A1ARO C24 H21 SING N N 62 
A1ARO C25 H22 SING N N 63 
A1ARO C26 H23 SING N N 64 
A1ARO C27 H24 SING N N 65 
A1ARO C30 H25 SING N N 66 
A1ARO C30 H26 SING N N 67 
A1ARO C36 H27 SING N N 68 
A1ARO C36 H28 SING N N 69 
A1ARO C36 H29 SING N N 70 
A1ARO N09 H30 SING N N 71 
A1ARO N17 H31 SING N N 72 
# 
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 
A1ARO SMILES           ACDLabs              12.01 "CN1CCC(Nc2cccc3n(CC(F)(F)F)c(C#CCNc4ccc(cc4OC)S(C)(=O)=O)cc23)CC1"                                                                                                                     
A1ARO InChI            InChI                1.06  "InChI=1S/C27H31F3N4O3S/c1-33-14-11-19(12-15-33)32-23-7-4-8-25-22(23)16-20(34(25)18-27(28,29)30)6-5-13-31-24-10-9-21(38(3,35)36)17-26(24)37-2/h4,7-10,16-17,19,31-32H,11-15,18H2,1-3H3" 
A1ARO InChIKey         InChI                1.06  DOABMJPEKOGHQB-UHFFFAOYSA-N                                                                                                                                                             
A1ARO SMILES_CANONICAL CACTVS               3.385 "COc1cc(ccc1NCC#Cc2cc3c(NC4CCN(C)CC4)cccc3n2CC(F)(F)F)[S](C)(=O)=O"                                                                                                                     
A1ARO SMILES           CACTVS               3.385 "COc1cc(ccc1NCC#Cc2cc3c(NC4CCN(C)CC4)cccc3n2CC(F)(F)F)[S](C)(=O)=O"                                                                                                                     
A1ARO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)Nc2cccc3c2cc(n3CC(F)(F)F)C#CCNc4ccc(cc4OC)S(=O)(=O)C"                                                                                                                       
A1ARO SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)Nc2cccc3c2cc(n3CC(F)(F)F)C#CCNc4ccc(cc4OC)S(=O)(=O)C"                                                                                                                       
# 
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 
A1ARO "SYSTEMATIC NAME" ACDLabs              12.01 "2-{3-[4-(methanesulfonyl)-2-methoxyanilino]prop-1-yn-1-yl}-N-(1-methylpiperidin-4-yl)-1-(2,2,2-trifluoroethyl)-1H-indol-4-amine"       
A1ARO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[3-[(2-methoxy-4-methylsulfonyl-phenyl)amino]prop-1-ynyl]-~{N}-(1-methylpiperidin-4-yl)-1-[2,2,2-tris(fluoranyl)ethyl]indol-4-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 
A1ARO "Create component" 2024-05-13 RCSB 
A1ARO "Initial release"  2025-03-26 RCSB 
# 
