data_A1H4H
# 
_chem_comp.id                                    A1H4H 
_chem_comp.name                                  "(1R,5S)-8-[7-(4-chloranyl-2-methyl-indazol-5-yl)-5H-pyrrolo[2,3-b]pyrazin-3-yl]-8-azabicyclo[3.2.1]octan-3-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 Cl N7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-14 
_chem_comp.pdbx_modified_date                    2024-03-15 
_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                        407.899 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4H 
_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        8S0S 
_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_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 
A1H4H C4  C1  C  0 1 Y N N N N N 4.393  50.697 1.977  -4.386 -0.323 0.032  C4  A1H4H 1  
A1H4H C5  C2  C  0 1 Y N N N N N 3.059  50.999 1.701  -3.113 0.112  0.459  C5  A1H4H 2  
A1H4H C7  C3  C  0 1 Y N N N N N 2.684  51.467 0.418  -2.411 1.010  -0.317 C7  A1H4H 3  
A1H4H C8  C4  C  0 1 Y N N N N N 3.659  51.626 -0.571 -2.940 1.501  -1.525 C8  A1H4H 4  
A1H4H C10 C5  C  0 1 Y N N N N N 5.354  50.867 0.959  -4.931 0.204  -1.229 C10 A1H4H 5  
A1H4H C13 C6  C  0 1 Y N N N N N 0.464  52.659 0.688  -0.726 2.727  0.487  C13 A1H4H 6  
A1H4H C15 C7  C  0 1 Y N N N N N -0.609 51.927 -1.120 1.150  1.508  0.718  C15 A1H4H 7  
A1H4H C20 C8  C  0 1 Y N N N N N 0.627  51.365 -1.118 0.136  0.640  0.273  C20 A1H4H 8  
A1H4H C22 C9  C  0 1 N N S N N N -3.488 51.069 -3.966 4.927  0.304  0.761  C22 A1H4H 9  
A1H4H C24 C10 C  0 1 N N N N N N -3.213 49.542 -5.814 5.826  -1.849 0.020  C24 A1H4H 10 
A1H4H C26 C11 C  0 1 N N N N N N -2.730 48.326 -3.624 3.871  -1.218 -1.424 C26 A1H4H 11 
A1H4H C1  C12 C  0 1 N N N N N N 7.487  49.706 3.527  -7.590 -2.003 -0.140 C1  A1H4H 12 
A1H4H N2  N1  N  0 1 Y N N N N N 6.360  50.145 2.716  -6.372 -1.208 -0.314 N2  A1H4H 13 
A1H4H C3  C13 C  0 1 Y N N N N N 5.077  50.234 3.085  -5.339 -1.187 0.540  C3  A1H4H 14 
A1H4H CL6 CL1 CL 0 0 N N N N N N 1.881  50.794 2.937  -2.438 -0.479 1.945  CL6 A1H4H 15 
A1H4H C9  C14 C  0 1 Y N N N N N 4.975  51.334 -0.315 -4.156 1.116  -1.978 C9  A1H4H 16 
A1H4H N11 N2  N  0 1 Y N N N N N 6.574  50.523 1.424  -6.119 -0.351 -1.390 N11 A1H4H 17 
A1H4H C12 C15 C  0 1 Y N N N N N 1.305  51.818 0.012  -1.073 1.467  0.130  C12 A1H4H 18 
A1H4H N14 N3  N  0 1 Y N N N N N -0.698 52.717 -0.008 0.596  2.761  0.835  N14 A1H4H 19 
A1H4H N16 N4  N  0 1 Y N N N N N -1.564 51.732 -2.053 2.370  1.031  0.937  N16 A1H4H 20 
A1H4H C17 C16 C  0 1 Y N N N N N -1.160 50.887 -3.031 2.621  -0.254 0.734  C17 A1H4H 21 
A1H4H C18 C17 C  0 1 Y N N N N N 0.115  50.299 -3.044 1.612  -1.111 0.293  C18 A1H4H 22 
A1H4H N19 N5  N  0 1 Y N N N N N 1.042  50.514 -2.099 0.398  -0.648 0.073  N19 A1H4H 23 
A1H4H N21 N6  N  0 1 N N N N N N -2.095 50.627 -4.050 3.899  -0.752 0.963  N21 A1H4H 24 
A1H4H C23 C18 C  0 1 N N N N N N -4.014 50.775 -5.374 6.252  -0.468 0.560  C23 A1H4H 25 
A1H4H C25 C19 C  0 1 N N R N N N -2.214 49.305 -4.672 4.259  -1.782 -0.047 C25 A1H4H 26 
A1H4H C27 C20 C  0 1 N N R N N N -4.088 48.744 -3.041 4.731  0.018  -1.711 C27 A1H4H 27 
A1H4H N28 N7  N  0 1 N N N N N N -5.203 48.224 -3.894 6.137  -0.386 -1.845 N28 A1H4H 28 
A1H4H C29 C21 C  0 1 N N N N N N -4.210 50.271 -2.877 4.594  1.017  -0.559 C29 A1H4H 29 
A1H4H H41 H1  H  0 1 N N N N N N 3.373  51.983 -1.549 -2.358 2.200  -2.108 H41 A1H4H 30 
A1H4H H43 H2  H  0 1 N N N N N N 0.685  53.181 1.607  -1.392 3.578  0.491  H43 A1H4H 31 
A1H4H H31 H3  H  0 1 N N N N N N -3.552 52.146 -3.754 4.977  0.997  1.601  H31 A1H4H 32 
A1H4H H47 H4  H  0 1 N N N N N N -3.875 48.672 -5.938 6.248  -2.016 -0.971 H47 A1H4H 33 
A1H4H H48 H5  H  0 1 N N N N N N -2.684 49.738 -6.758 6.140  -2.637 0.705  H48 A1H4H 34 
A1H4H H49 H6  H  0 1 N N N N N N -2.837 47.335 -4.090 4.052  -1.974 -2.187 H49 A1H4H 35 
A1H4H H50 H7  H  0 1 N N N N N N -1.998 48.269 -2.805 2.818  -0.938 -1.429 H50 A1H4H 36 
A1H4H H37 H8  H  0 1 N N N N N N 8.409  49.749 2.929  -8.328 -1.420 0.411  H37 A1H4H 37 
A1H4H H38 H9  H  0 1 N N N N N N 7.587  50.364 4.403  -7.993 -2.269 -1.117 H38 A1H4H 38 
A1H4H H39 H10 H  0 1 N N N N N N 7.316  48.673 3.863  -7.355 -2.911 0.416  H39 A1H4H 39 
A1H4H H1  H11 H  0 1 N N N N N N 4.661  49.993 4.052  -5.264 -1.745 1.462  H1  A1H4H 40 
A1H4H H42 H13 H  0 1 N N N N N N 5.718  51.462 -1.088 -4.536 1.511  -2.909 H42 A1H4H 41 
A1H4H H30 H15 H  0 1 N N N N N N -1.499 53.256 0.253  1.074  3.554  1.125  H30 A1H4H 42 
A1H4H H44 H16 H  0 1 N N N N N N 0.363  49.637 -3.860 1.827  -2.157 0.130  H44 A1H4H 43 
A1H4H H45 H17 H  0 1 N N N N N N -3.827 51.624 -6.047 6.879  0.047  -0.168 H45 A1H4H 44 
A1H4H H46 H18 H  0 1 N N N N N N -5.092 50.555 -5.352 6.780  -0.577 1.507  H46 A1H4H 45 
A1H4H H32 H19 H  0 1 N N N N N N -1.249 48.964 -5.074 3.796  -2.748 0.155  H32 A1H4H 46 
A1H4H H33 H20 H  0 1 N N N N N N -4.178 48.292 -2.042 4.398  0.483  -2.639 H33 A1H4H 47 
A1H4H H35 H21 H  0 1 N N N N N N -6.080 48.503 -3.503 6.249  -1.066 -2.582 H35 A1H4H 48 
A1H4H H36 H22 H  0 1 N N N N N N -5.117 48.596 -4.818 6.731  0.415  -1.999 H36 A1H4H 49 
A1H4H H51 H24 H  0 1 N N N N N N -3.784 50.550 -1.902 3.571  1.394  -0.523 H51 A1H4H 50 
A1H4H H52 H25 H  0 1 N N N N N N -5.277 50.538 -2.901 5.285  1.847  -0.711 H52 A1H4H 51 
# 
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 
A1H4H C24 C23 SING N N 1  
A1H4H C24 C25 SING N N 2  
A1H4H C23 C22 SING N N 3  
A1H4H C25 N21 SING N N 4  
A1H4H C25 C26 SING N N 5  
A1H4H N21 C22 SING N N 6  
A1H4H N21 C17 SING N N 7  
A1H4H C22 C29 SING N N 8  
A1H4H N28 C27 SING N N 9  
A1H4H C26 C27 SING N N 10 
A1H4H C18 C17 DOUB Y N 11 
A1H4H C18 N19 SING Y N 12 
A1H4H C27 C29 SING N N 13 
A1H4H C17 N16 SING Y N 14 
A1H4H N19 C20 DOUB Y N 15 
A1H4H N16 C15 DOUB Y N 16 
A1H4H C15 C20 SING Y N 17 
A1H4H C15 N14 SING Y N 18 
A1H4H C20 C12 SING Y N 19 
A1H4H C8  C9  DOUB Y N 20 
A1H4H C8  C7  SING Y N 21 
A1H4H C9  C10 SING Y N 22 
A1H4H N14 C13 SING Y N 23 
A1H4H C12 C7  SING N N 24 
A1H4H C12 C13 DOUB Y N 25 
A1H4H C7  C5  DOUB Y N 26 
A1H4H C10 N11 DOUB Y N 27 
A1H4H C10 C4  SING Y N 28 
A1H4H N11 N2  SING Y N 29 
A1H4H C5  C4  SING Y N 30 
A1H4H C5  CL6 SING N N 31 
A1H4H C4  C3  DOUB Y N 32 
A1H4H N2  C3  SING Y N 33 
A1H4H N2  C1  SING N N 34 
A1H4H C8  H41 SING N N 35 
A1H4H C13 H43 SING N N 36 
A1H4H C22 H31 SING N N 37 
A1H4H C24 H47 SING N N 38 
A1H4H C24 H48 SING N N 39 
A1H4H C26 H49 SING N N 40 
A1H4H C26 H50 SING N N 41 
A1H4H C1  H37 SING N N 42 
A1H4H C1  H38 SING N N 43 
A1H4H C1  H39 SING N N 44 
A1H4H C3  H1  SING N N 45 
A1H4H C9  H42 SING N N 46 
A1H4H N14 H30 SING N N 47 
A1H4H C18 H44 SING N N 48 
A1H4H C23 H45 SING N N 49 
A1H4H C23 H46 SING N N 50 
A1H4H C25 H32 SING N N 51 
A1H4H C27 H33 SING N N 52 
A1H4H N28 H35 SING N N 53 
A1H4H N28 H36 SING N N 54 
A1H4H C29 H51 SING N N 55 
A1H4H C29 H52 SING N N 56 
# 
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 
A1H4H InChI            InChI                1.06  "InChI=1S/C21H22ClN7/c1-28-10-16-17(27-28)5-4-14(19(16)22)15-8-25-21-20(15)24-9-18(26-21)29-12-2-3-13(29)7-11(23)6-12/h4-5,8-13H,2-3,6-7,23H2,1H3,(H,25,26)/t11-,12+,13-" 
A1H4H InChIKey         InChI                1.06  XRNTZAQBJAFMBB-CLLJXQQHSA-N                                                                                                                                               
A1H4H SMILES_CANONICAL CACTVS               3.385 "Cn1cc2c(Cl)c(ccc2n1)c3c[nH]c4nc(cnc34)N5[C@@H]6CC[C@H]5C[C@@H](N)C6"                                                                                                     
A1H4H SMILES           CACTVS               3.385 "Cn1cc2c(Cl)c(ccc2n1)c3c[nH]c4nc(cnc34)N5[CH]6CC[CH]5C[CH](N)C6"                                                                                                          
A1H4H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1cc2c(n1)ccc(c2Cl)c3c[nH]c4c3ncc(n4)N5[C@@H]6CC[C@H]5CC(C6)N"                                                                                                          
A1H4H SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1cc2c(n1)ccc(c2Cl)c3c[nH]c4c3ncc(n4)N5C6CCC5CC(C6)N"                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1H4H 
_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        "(1~{R},5~{S})-8-[7-(4-chloranyl-2-methyl-indazol-5-yl)-5~{H}-pyrrolo[2,3-b]pyrazin-3-yl]-8-azabicyclo[3.2.1]octan-3-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 
A1H4H "Create component" 2024-02-14 PDBE 
A1H4H "Initial release"  2024-03-20 RCSB 
# 
