data_A1A8O
# 
_chem_comp.id                                    A1A8O 
_chem_comp.name                                  "(2S)-2-amino-2-{1-[(5M)-5-(3,5-dichloropyridin-2-yl)isoquinolin-1-yl]piperidin-4-yl}-1-(pyrrolidin-1-yl)ethan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 Cl2 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-20 
_chem_comp.pdbx_modified_date                    2025-05-23 
_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                        484.421 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A8O 
_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        9DOP 
_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 
A1A8O C4  C1  C  0 1 Y N N N N N 272.415 30.493 51.301 2.172  -0.079 0.053  C4  A1A8O 1  
A1A8O C6  C2  C  0 1 Y N N N N N 270.057 30.056 51.147 1.092  -2.041 -0.762 C6  A1A8O 2  
A1A8O C13 C3  C  0 1 N N N N N N 271.745 30.717 45.603 -3.425 1.209  -1.440 C13 A1A8O 3  
A1A8O C20 C4  C  0 1 N N N N N N 274.229 32.556 41.450 -8.263 -2.253 -1.196 C20 A1A8O 4  
A1A8O C21 C5  C  0 1 N N N N N N 274.619 31.130 41.258 -8.336 -2.658 0.301  C21 A1A8O 5  
A1A8O C8  C6  C  0 1 Y N N N N N 271.118 30.860 49.264 -0.237 -0.208 -0.251 C8  A1A8O 6  
A1A8O C16 C7  C  0 1 N N N N N N 271.316 30.846 42.788 -6.595 0.561  0.611  C16 A1A8O 7  
A1A8O O17 O1  O  0 1 N N N N N N 270.830 29.752 42.565 -6.688 0.933  1.761  O17 A1A8O 8  
A1A8O C19 C8  C  0 1 N N N N N N 273.152 32.506 42.510 -7.302 -1.045 -1.180 C19 A1A8O 9  
A1A8O C26 C9  C  0 1 Y N N N N N 273.760 30.001 53.393 4.662  0.019  0.366  C26 A1A8O 10 
A1A8O C1  C10 C  0 1 Y N N N N N 274.762 31.413 50.087 1.924  2.542  0.953  C1  A1A8O 11 
A1A8O C10 C11 C  0 1 N N N N N N 269.778 31.758 47.451 -2.362 -0.371 0.742  C10 A1A8O 12 
A1A8O C11 C12 C  0 1 N N N N N N 269.942 32.373 46.065 -3.693 0.369  0.895  C11 A1A8O 13 
A1A8O C12 C13 C  0 1 N N N N N N 270.429 31.300 45.095 -4.367 0.484  -0.475 C12 A1A8O 14 
A1A8O C14 C14 C  0 1 N N N N N N 271.517 30.140 46.993 -2.102 0.444  -1.525 C14 A1A8O 15 
A1A8O C15 C15 C  0 1 N N S N N N 270.576 31.852 43.671 -5.669 1.276  -0.339 C15 A1A8O 16 
A1A8O C2  C16 C  0 1 Y N N N N N 273.605 31.393 49.366 0.800  1.859  0.591  C2  A1A8O 17 
A1A8O C22 C17 C  0 1 N N N N N N 273.326 30.352 41.412 -8.260 -1.278 1.000  C22 A1A8O 18 
A1A8O C24 C18 C  0 1 Y N N N N N 273.648 30.508 52.023 3.322  0.645  0.438  C24 A1A8O 19 
A1A8O C25 C19 C  0 1 Y N N N N N 274.783 30.973 51.399 3.179  1.949  0.884  C25 A1A8O 20 
A1A8O C27 C20 C  0 1 Y N N N N N 273.548 28.661 53.696 5.700  0.680  -0.293 C27 A1A8O 21 
A1A8O C28 C21 C  0 1 Y N N N N N 273.692 28.241 55.001 6.949  0.084  -0.347 C28 A1A8O 22 
A1A8O C29 C22 C  0 1 Y N N N N N 274.046 29.164 55.957 7.119  -1.153 0.260  C29 A1A8O 23 
A1A8O C3  C23 C  0 1 Y N N N N N 272.396 30.931 49.943 0.900  0.538  0.135  C3  A1A8O 24 
A1A8O C30 C24 C  0 1 Y N N N N N 274.238 30.477 55.600 6.045  -1.752 0.896  C30 A1A8O 25 
A1A8O C5  C25 C  0 1 Y N N N N N 271.199 30.055 51.884 2.243  -1.405 -0.408 C5  A1A8O 26 
A1A8O N18 N1  N  0 1 N N N N N N 272.507 31.208 42.279 -7.320 -0.491 0.182  N18 A1A8O 27 
A1A8O N23 N2  N  0 1 N N N N N N 269.312 32.108 42.988 -5.374 2.617  0.181  N23 A1A8O 28 
A1A8O N31 N3  N  0 1 Y N N N N N 274.098 30.897 54.338 4.867  -1.163 0.933  N31 A1A8O 29 
A1A8O N7  N4  N  0 1 Y N N N N N 269.987 30.441 49.865 -0.090 -1.446 -0.684 N7  A1A8O 30 
A1A8O N9  N5  N  0 1 N N N N N N 271.037 31.172 47.916 -1.496 0.363  -0.190 N9  A1A8O 31 
A1A8O CL1 CL1 CL 0 0 N N N N N N 274.269 28.646 57.602 8.665  -1.943 0.220  CL1 A1A8O 32 
A1A8O CL2 CL2 CL 0 0 N N N N N N 273.117 27.492 52.492 5.429  2.226  -1.035 CL2 A1A8O 33 
A1A8O H1  H1  H  0 1 N N N N N N 269.147 29.725 51.625 1.145  -3.059 -1.117 H1  A1A8O 34 
A1A8O H2  H2  H  0 1 N N N N N N 272.085 29.922 44.923 -3.882 1.255  -2.429 H2  A1A8O 35 
A1A8O H3  H3  H  0 1 N N N N N N 272.507 31.509 45.651 -3.239 2.219  -1.077 H3  A1A8O 36 
A1A8O H4  H4  H  0 1 N N N N N N 275.087 33.152 41.793 -7.852 -3.065 -1.795 H4  A1A8O 37 
A1A8O H5  H5  H  0 1 N N N N N N 273.837 32.983 40.515 -9.245 -1.960 -1.567 H5  A1A8O 38 
A1A8O H6  H6  H  0 1 N N N N N N 275.350 30.822 42.020 -9.279 -3.158 0.524  H6  A1A8O 39 
A1A8O H7  H7  H  0 1 N N N N N N 275.047 30.977 40.256 -7.488 -3.284 0.578  H7  A1A8O 40 
A1A8O H8  H8  H  0 1 N N N N N N 273.589 32.554 43.518 -6.294 -1.371 -1.435 H8  A1A8O 41 
A1A8O H9  H9  H  0 1 N N N N N N 272.435 33.330 42.382 -7.641 -0.293 -1.893 H9  A1A8O 42 
A1A8O H10 H10 H  0 1 N N N N N N 275.671 31.776 49.630 1.837  3.559  1.303  H10 A1A8O 43 
A1A8O H11 H11 H  0 1 N N N N N N 269.463 32.540 48.157 -1.872 -0.442 1.714  H11 A1A8O 44 
A1A8O H12 H12 H  0 1 N N N N N N 269.010 30.972 47.407 -2.546 -1.373 0.355  H12 A1A8O 45 
A1A8O H13 H13 H  0 1 N N N N N N 270.677 33.190 46.110 -4.341 -0.184 1.574  H13 A1A8O 46 
A1A8O H14 H14 H  0 1 N N N N N N 268.975 32.768 45.721 -3.510 1.366  1.296  H14 A1A8O 47 
A1A8O H15 H15 H  0 1 N N N N N N 269.682 30.493 45.073 -4.585 -0.513 -0.859 H15 A1A8O 48 
A1A8O H16 H16 H  0 1 N N N N N N 270.769 29.336 46.931 -2.287 -0.562 -1.902 H16 A1A8O 49 
A1A8O H17 H17 H  0 1 N N N N N N 272.465 29.730 47.373 -1.424 0.966  -2.200 H17 A1A8O 50 
A1A8O H18 H18 H  0 1 N N N N N N 271.165 32.780 43.715 -6.146 1.362  -1.316 H18 A1A8O 51 
A1A8O H19 H19 H  0 1 N N N N N N 273.610 31.734 48.341 -0.167 2.336  0.657  H19 A1A8O 52 
A1A8O H20 H20 H  0 1 N N N N N N 272.840 30.202 40.437 -9.241 -0.804 1.012  H20 A1A8O 53 
A1A8O H21 H21 H  0 1 N N N N N N 273.509 29.376 41.885 -7.879 -1.388 2.016  H21 A1A8O 54 
A1A8O H22 H22 H  0 1 N N N N N N 275.713 30.995 51.947 4.053  2.511  1.181  H22 A1A8O 55 
A1A8O H23 H23 H  0 1 N N N N N N 273.530 27.207 55.268 7.771  0.571  -0.850 H23 A1A8O 56 
A1A8O H24 H24 H  0 1 N N N N N N 274.510 31.192 56.362 6.175  -2.714 1.368  H24 A1A8O 57 
A1A8O H25 H25 H  0 1 N N N N N N 271.180 29.721 52.911 3.195  -1.911 -0.481 H25 A1A8O 58 
A1A8O H26 H26 H  0 1 N N N N N N 268.774 32.764 43.517 -6.209 3.182  0.219  H26 A1A8O 59 
A1A8O H27 H27 H  0 1 N N N N N N 269.494 32.483 42.079 -4.931 2.565  1.086  H27 A1A8O 60 
# 
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 
A1A8O C21 C22 SING N N 1  
A1A8O C21 C20 SING N N 2  
A1A8O C22 N18 SING N N 3  
A1A8O C20 C19 SING N N 4  
A1A8O N18 C19 SING N N 5  
A1A8O N18 C16 SING N N 6  
A1A8O O17 C16 DOUB N N 7  
A1A8O C16 C15 SING N N 8  
A1A8O N23 C15 SING N N 9  
A1A8O C15 C12 SING N N 10 
A1A8O C12 C13 SING N N 11 
A1A8O C12 C11 SING N N 12 
A1A8O C13 C14 SING N N 13 
A1A8O C11 C10 SING N N 14 
A1A8O C14 N9  SING N N 15 
A1A8O C10 N9  SING N N 16 
A1A8O N9  C8  SING N N 17 
A1A8O C8  N7  DOUB Y N 18 
A1A8O C8  C3  SING Y N 19 
A1A8O C2  C3  SING Y N 20 
A1A8O C2  C1  DOUB Y N 21 
A1A8O N7  C6  SING Y N 22 
A1A8O C3  C4  DOUB Y N 23 
A1A8O C1  C25 SING Y N 24 
A1A8O C6  C5  DOUB Y N 25 
A1A8O C4  C5  SING Y N 26 
A1A8O C4  C24 SING Y N 27 
A1A8O C25 C24 DOUB Y N 28 
A1A8O C24 C26 SING N N 29 
A1A8O CL2 C27 SING N N 30 
A1A8O C26 C27 DOUB Y N 31 
A1A8O C26 N31 SING Y N 32 
A1A8O C27 C28 SING Y N 33 
A1A8O N31 C30 DOUB Y N 34 
A1A8O C28 C29 DOUB Y N 35 
A1A8O C30 C29 SING Y N 36 
A1A8O C29 CL1 SING N N 37 
A1A8O C6  H1  SING N N 38 
A1A8O C13 H2  SING N N 39 
A1A8O C13 H3  SING N N 40 
A1A8O C20 H4  SING N N 41 
A1A8O C20 H5  SING N N 42 
A1A8O C21 H6  SING N N 43 
A1A8O C21 H7  SING N N 44 
A1A8O C19 H8  SING N N 45 
A1A8O C19 H9  SING N N 46 
A1A8O C1  H10 SING N N 47 
A1A8O C10 H11 SING N N 48 
A1A8O C10 H12 SING N N 49 
A1A8O C11 H13 SING N N 50 
A1A8O C11 H14 SING N N 51 
A1A8O C12 H15 SING N N 52 
A1A8O C14 H16 SING N N 53 
A1A8O C14 H17 SING N N 54 
A1A8O C15 H18 SING N N 55 
A1A8O C2  H19 SING N N 56 
A1A8O C22 H20 SING N N 57 
A1A8O C22 H21 SING N N 58 
A1A8O C25 H22 SING N N 59 
A1A8O C28 H23 SING N N 60 
A1A8O C30 H24 SING N N 61 
A1A8O C5  H25 SING N N 62 
A1A8O N23 H26 SING N N 63 
A1A8O N23 H27 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 
A1A8O SMILES           ACDLabs              14.52 "NC(C(=O)N1CCCC1)C1CCN(CC1)c1nccc2c1cccc2c1ncc(Cl)cc1Cl"                                                                                                                         
A1A8O InChI            InChI                1.06  "InChI=1S/C25H27Cl2N5O/c26-17-14-21(27)23(30-15-17)19-4-3-5-20-18(19)6-9-29-24(20)31-12-7-16(8-13-31)22(28)25(33)32-10-1-2-11-32/h3-6,9,14-16,22H,1-2,7-8,10-13,28H2/t22-/m0/s1" 
A1A8O InChIKey         InChI                1.06  XHMSDQXEIBTTBE-QFIPXVFZSA-N                                                                                                                                                      
A1A8O SMILES_CANONICAL CACTVS               3.385 "N[C@@H](C1CCN(CC1)c2nccc3c2cccc3c4ncc(Cl)cc4Cl)C(=O)N5CCCC5"                                                                                                                    
A1A8O SMILES           CACTVS               3.385 "N[CH](C1CCN(CC1)c2nccc3c2cccc3c4ncc(Cl)cc4Cl)C(=O)N5CCCC5"                                                                                                                      
A1A8O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(ccnc2N3CCC(CC3)[C@@H](C(=O)N4CCCC4)N)c(c1)c5c(cc(cn5)Cl)Cl"                                                                                                              
A1A8O SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(ccnc2N3CCC(CC3)C(C(=O)N4CCCC4)N)c(c1)c5c(cc(cn5)Cl)Cl"                                                                                                                   
# 
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 
A1A8O "SYSTEMATIC NAME" ACDLabs              14.52 "(2S)-2-amino-2-{1-[(5M)-5-(3,5-dichloropyridin-2-yl)isoquinolin-1-yl]piperidin-4-yl}-1-(pyrrolidin-1-yl)ethan-1-one"  
A1A8O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-2-[1-[5-[3,5-bis(chloranyl)pyridin-2-yl]isoquinolin-1-yl]piperidin-4-yl]-1-pyrrolidin-1-yl-ethanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A8O "Create component" 2024-09-20 RCSB 
A1A8O "Initial release"  2025-05-28 RCSB 
# 
