data_A1AHP
# 
_chem_comp.id                                    A1AHP 
_chem_comp.name                                  "N-{1-[(4R)-imidazo[1,5-a]pyrazin-8-yl]azetidin-3-yl}-N'-(2-{6-methyl-4-[(3R)-3-methyl-3-phenylpyrrolidin-1-yl]-2-oxopyridin-1(2H)-yl}ethyl)urea" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H34 N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-11 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        526.633 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AHP 
_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        9AWX 
_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 
A1AHP C1  C1  C 0 1 N N N N N N 26.235 -4.758  -18.257 -1.867  3.511  -0.257 C1  A1AHP 1  
A1AHP C2  C2  C 0 1 N N N N N N 25.870 -4.676  -19.593 -2.566  2.216  0.065  C2  A1AHP 2  
A1AHP C3  C3  C 0 1 N N N N N N 25.587 -3.442  -20.171 -3.801  1.985  -0.428 C3  A1AHP 3  
A1AHP C25 C4  C 0 1 N N N N N N 29.183 -6.429  -16.160 5.286   0.861  -0.146 C25 A1AHP 4  
A1AHP C26 C5  C 0 1 N N N N N N 30.109 -5.819  -15.136 6.061   -0.326 0.455  C26 A1AHP 5  
A1AHP C6  C6  C 0 1 N N N N N N 24.905 -0.858  -21.534 -6.511  1.425  -1.485 C6  A1AHP 6  
A1AHP C7  C7  C 0 1 N N N N N N 25.096 0.062   -22.749 -7.986  1.015  -1.253 C7  A1AHP 7  
A1AHP C8  C8  C 0 1 N N R N N N 23.913 -0.413  -23.591 -7.863  -0.526 -1.115 C8  A1AHP 8  
A1AHP C11 C9  C 0 1 Y N N N N N 20.967 0.648   -21.433 -10.800 -2.625 -0.008 C11 A1AHP 9  
A1AHP C10 C10 C 0 1 Y N N N N N 22.268 0.566   -21.883 -9.765  -2.117 -0.771 C10 A1AHP 10 
A1AHP C9  C11 C 0 1 Y N N N N N 22.623 -0.244  -22.969 -8.992  -1.079 -0.284 C9  A1AHP 11 
A1AHP C12 C12 C 0 1 Y N N N N N 19.917 -0.047  -22.007 -11.067 -2.090 1.238  C12 A1AHP 12 
A1AHP C15 C13 C 0 1 N N N N N N 24.675 -1.836  -23.518 -6.513  -0.701 -0.387 C15 A1AHP 13 
A1AHP C16 C14 C 0 1 N N N N N N 24.145 0.175   -24.985 -7.828  -1.195 -2.490 C16 A1AHP 14 
A1AHP C20 C15 C 0 1 N N N N N N 25.998 -7.193  -19.817 -0.599  1.574  1.358  C20 A1AHP 15 
A1AHP C18 C16 C 0 1 N N N N N N 25.408 -5.772  -21.651 -2.537  0.125  1.151  C18 A1AHP 16 
A1AHP C17 C17 C 0 1 N N N N N N 25.124 -4.596  -22.230 -3.818  -0.159 0.670  C17 A1AHP 17 
A1AHP C21 C18 C 0 1 N N N N N N 27.392 -7.858  -20.080 0.445   1.069  0.361  C21 A1AHP 18 
A1AHP C13 C19 C 0 1 Y N N N N N 20.240 -0.822  -23.125 -10.294 -1.052 1.725  C13 A1AHP 19 
A1AHP C14 C20 C 0 1 Y N N N N N 21.561 -0.916  -23.582 -9.255  -0.549 0.965  C14 A1AHP 20 
A1AHP C23 C21 C 0 1 N N N N N N 28.677 -7.066  -18.175 2.872   0.992  0.159  C23 A1AHP 21 
A1AHP C28 C22 C 0 1 N N N N N N 29.600 -7.591  -15.175 6.537   1.704  0.160  C28 A1AHP 22 
A1AHP C29 C23 C 0 1 Y N N N N N 32.269 -7.650  -15.202 8.598   0.085  -0.137 C29 A1AHP 23 
A1AHP C31 C24 C 0 1 Y N N N N N 34.652 -7.246  -14.884 10.769  0.706  -0.663 C31 A1AHP 24 
A1AHP C32 C25 C 0 1 Y N N N N N 34.898 -8.560  -14.517 11.205  -0.565 -0.632 C32 A1AHP 25 
A1AHP C34 C26 C 0 1 Y N N N N N 33.723 -10.657 -14.165 10.439  -2.919 -0.237 C34 A1AHP 26 
A1AHP C36 C27 C 0 1 Y N N N N N 31.704 -9.987  -14.602 8.362   -2.461 0.163  C36 A1AHP 27 
A1AHP C37 C28 C 0 1 Y N N N N N 32.497 -8.916  -14.753 9.002   -1.270 -0.091 C37 A1AHP 28 
A1AHP C4  C29 C 0 1 N N N N N N 25.182 -3.410  -21.508 -4.459  0.773  -0.130 C4  A1AHP 29 
A1AHP N19 N1  N 0 1 N N N N N N 25.755 -5.816  -20.354 -1.942  1.293  0.844  N19 A1AHP 30 
A1AHP N22 N2  N 0 1 N N N N N N 28.663 -7.391  -19.460 1.788   1.350  0.874  N22 A1AHP 31 
A1AHP N24 N3  N 0 1 N N N N N N 29.776 -6.613  -17.459 4.107   1.250  0.632  N24 A1AHP 32 
A1AHP N27 N4  N 0 1 N N N N N N 31.011 -7.130  -15.366 7.282   0.431  0.117  N27 A1AHP 33 
A1AHP N30 N5  N 0 1 Y N N N N N 33.335 -6.839  -15.164 9.488   1.017  -0.419 N30 A1AHP 34 
A1AHP N33 N6  N 0 1 Y N N N N N 33.750 -9.359  -14.480 10.325  -1.585 -0.343 N33 A1AHP 35 
A1AHP N35 N7  N 0 1 Y N N N N N 32.453 -11.040 -14.248 9.270   -3.432 0.064  N35 A1AHP 36 
A1AHP N5  N8  N 0 1 N N N N N N 24.970 -2.220  -22.156 -5.725  0.520  -0.627 N5  A1AHP 37 
A1AHP O38 O1  O 0 1 N N N N N N 27.653 -7.365  -17.545 2.736   0.435  -0.913 O38 A1AHP 38 
A1AHP O39 O2  O 0 1 N N N N N N 25.273 -6.812  -22.333 -1.955  -0.688 1.853  O39 A1AHP 39 
A1AHP H12 H1  H 0 1 N N N N N N 26.272 -3.748  -17.824 -2.509  4.123  -0.891 H12 A1AHP 40 
A1AHP H13 H2  H 0 1 N N N N N N 25.496 -5.364  -17.712 -1.653  4.048  0.668  H13 A1AHP 41 
A1AHP H11 H3  H 0 1 N N N N N N 27.226 -5.228  -18.176 -0.934  3.301  -0.780 H11 A1AHP 42 
A1AHP H3  H4  H 0 1 N N N N N N 25.678 -2.530  -19.599 -4.283  2.725  -1.049 H3  A1AHP 43 
A1AHP H25 H5  H 0 1 N N N N N N 28.126 -6.127  -16.112 5.078   0.754  -1.211 H25 A1AHP 44 
A1AHP H8B H6  H 0 1 N N N N N N 30.578 -4.871  -15.437 5.906   -0.454 1.526  H8B A1AHP 45 
A1AHP H26 H7  H 0 1 N N N N N N 29.685 -5.715  -14.126 5.948   -1.254 -0.105 H26 A1AHP 46 
A1AHP H62 H8  H 0 1 N N N N N N 25.709 -0.717  -20.797 -6.239  1.286  -2.532 H62 A1AHP 47 
A1AHP H61 H9  H 0 1 N N N N N N 23.931 -0.686  -21.052 -6.354  2.462  -1.188 H61 A1AHP 48 
A1AHP H72 H10 H 0 1 N N N N N N 26.058 -0.113  -23.253 -8.376  1.459  -0.337 H72 A1AHP 49 
A1AHP H71 H11 H 0 1 N N N N N N 25.011 1.125   -22.480 -8.606  1.282  -2.109 H71 A1AHP 50 
A1AHP H73 H12 H 0 1 N N N N N N 20.757 1.288   -20.589 -11.403 -3.436 -0.389 H73 A1AHP 51 
A1AHP H10 H13 H 0 1 N N N N N N 23.034 1.142   -21.385 -9.559  -2.531 -1.747 H10 A1AHP 52 
A1AHP H74 H14 H 0 1 N N N N N N 18.912 0.006   -21.616 -11.879 -2.483 1.832  H74 A1AHP 53 
A1AHP H76 H15 H 0 1 N N N N N N 24.035 -2.606  -23.974 -6.682  -0.829 0.682  H76 A1AHP 54 
A1AHP H15 H16 H 0 1 N N N N N N 25.618 -1.764  -24.079 -5.986  -1.567 -0.788 H15 A1AHP 55 
A1AHP H78 H17 H 0 1 N N N N N N 23.636 1.147   -25.063 -7.627  -2.260 -2.371 H78 A1AHP 56 
A1AHP H16 H18 H 0 1 N N N N N N 25.224 0.312   -25.150 -8.789  -1.060 -2.985 H16 A1AHP 57 
A1AHP H77 H19 H 0 1 N N N N N N 23.742 -0.512  -25.744 -7.041  -0.743 -3.094 H77 A1AHP 58 
A1AHP H20 H20 H 0 1 N N N N N N 25.860 -7.146  -18.727 -0.463  1.068  2.314  H20 A1AHP 59 
A1AHP H79 H21 H 0 1 N N N N N N 25.235 -7.853  -20.255 -0.481  2.649  1.496  H79 A1AHP 60 
A1AHP H17 H22 H 0 1 N N N N N N 24.846 -4.570  -23.273 -4.299  -1.095 0.914  H17 A1AHP 61 
A1AHP H21 H23 H 0 1 N N N N N N 27.282 -8.911  -19.781 0.326   -0.006 0.223  H21 A1AHP 62 
A1AHP H8A H24 H 0 1 N N N N N N 27.551 -7.800  -21.167 0.308   1.574  -0.595 H8A A1AHP 63 
A1AHP H75 H25 H 0 1 N N N N N N 19.459 -1.357  -23.645 -10.503 -0.635 2.699  H75 A1AHP 64 
A1AHP H14 H26 H 0 1 N N N N N N 21.768 -1.533  -24.444 -8.651  0.262  1.346  H14 A1AHP 65 
A1AHP H28 H27 H 0 1 N N N N N N 29.215 -7.488  -14.150 6.805   2.397  -0.638 H28 A1AHP 66 
A1AHP H8C H28 H 0 1 N N N N N N 29.392 -8.606  -15.544 6.521   2.173  1.143  H8C A1AHP 67 
A1AHP H31 H29 H 0 1 N N N N N N 35.466 -6.540  -14.954 11.468  1.497  -0.890 H31 A1AHP 68 
A1AHP H32 H30 H 0 1 N N N N N N 35.884 -8.932  -14.282 12.243  -0.787 -0.833 H32 A1AHP 69 
A1AHP H34 H31 H 0 1 N N N N N N 34.567 -11.274 -13.896 11.350  -3.481 -0.378 H34 A1AHP 70 
A1AHP H36 H32 H 0 1 N N N N N N 30.633 -9.999  -14.743 7.315   -2.587 0.400  H36 A1AHP 71 
A1AHP H22 H33 H 0 1 N N N N N N 29.497 -7.323  -20.007 1.896   1.794  1.730  H22 A1AHP 72 
A1AHP H24 H34 H 0 1 N N N N N N 30.717 -6.458  -17.761 4.216   1.695  1.487  H24 A1AHP 73 
# 
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 
A1AHP C16 C8  SING N N 1  
A1AHP C8  C15 SING N N 2  
A1AHP C8  C9  SING N N 3  
A1AHP C8  C7  SING N N 4  
A1AHP C14 C13 DOUB Y N 5  
A1AHP C14 C9  SING Y N 6  
A1AHP C15 N5  SING N N 7  
A1AHP C13 C12 SING Y N 8  
A1AHP C9  C10 DOUB Y N 9  
A1AHP C7  C6  SING N N 10 
A1AHP O39 C18 DOUB N N 11 
A1AHP C17 C18 SING N N 12 
A1AHP C17 C4  DOUB N N 13 
A1AHP N5  C6  SING N N 14 
A1AHP N5  C4  SING N N 15 
A1AHP C12 C11 DOUB Y N 16 
A1AHP C10 C11 SING Y N 17 
A1AHP C18 N19 SING N N 18 
A1AHP C4  C3  SING N N 19 
A1AHP N19 C20 SING N N 20 
A1AHP N19 C2  SING N N 21 
A1AHP C3  C2  DOUB N N 22 
A1AHP C21 C20 SING N N 23 
A1AHP C21 N22 SING N N 24 
A1AHP C2  C1  SING N N 25 
A1AHP N22 C23 SING N N 26 
A1AHP C23 O38 DOUB N N 27 
A1AHP C23 N24 SING N N 28 
A1AHP N24 C25 SING N N 29 
A1AHP C25 C28 SING N N 30 
A1AHP C25 C26 SING N N 31 
A1AHP N27 C29 SING N N 32 
A1AHP N27 C28 SING N N 33 
A1AHP N27 C26 SING N N 34 
A1AHP C29 N30 DOUB Y N 35 
A1AHP C29 C37 SING Y N 36 
A1AHP N30 C31 SING Y N 37 
A1AHP C31 C32 DOUB Y N 38 
A1AHP C37 C36 DOUB Y N 39 
A1AHP C37 N33 SING Y N 40 
A1AHP C36 N35 SING Y N 41 
A1AHP C32 N33 SING Y N 42 
A1AHP N33 C34 SING Y N 43 
A1AHP N35 C34 DOUB Y N 44 
A1AHP C1  H12 SING N N 45 
A1AHP C1  H13 SING N N 46 
A1AHP C1  H11 SING N N 47 
A1AHP C3  H3  SING N N 48 
A1AHP C25 H25 SING N N 49 
A1AHP C26 H8B SING N N 50 
A1AHP C26 H26 SING N N 51 
A1AHP C6  H62 SING N N 52 
A1AHP C6  H61 SING N N 53 
A1AHP C7  H72 SING N N 54 
A1AHP C7  H71 SING N N 55 
A1AHP C11 H73 SING N N 56 
A1AHP C10 H10 SING N N 57 
A1AHP C12 H74 SING N N 58 
A1AHP C15 H76 SING N N 59 
A1AHP C15 H15 SING N N 60 
A1AHP C16 H78 SING N N 61 
A1AHP C16 H16 SING N N 62 
A1AHP C16 H77 SING N N 63 
A1AHP C20 H20 SING N N 64 
A1AHP C20 H79 SING N N 65 
A1AHP C17 H17 SING N N 66 
A1AHP C21 H21 SING N N 67 
A1AHP C21 H8A SING N N 68 
A1AHP C13 H75 SING N N 69 
A1AHP C14 H14 SING N N 70 
A1AHP C28 H28 SING N N 71 
A1AHP C28 H8C SING N N 72 
A1AHP C31 H31 SING N N 73 
A1AHP C32 H32 SING N N 74 
A1AHP C34 H34 SING N N 75 
A1AHP C36 H36 SING N N 76 
A1AHP N22 H22 SING N N 77 
A1AHP N24 H24 SING N N 78 
# 
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 
A1AHP SMILES           ACDLabs              12.01 "CC1(CCN(C1)C=1C=C(C)N(CCNC(=O)NC2CN(C2)c2nccn3cncc32)C(=O)C=1)c1ccccc1"                                                                                                                                                      
A1AHP InChI            InChI                1.06  "InChI=1S/C29H34N8O2/c1-21-14-24(34-11-8-29(2,19-34)22-6-4-3-5-7-22)15-26(38)37(21)13-10-32-28(39)33-23-17-36(18-23)27-25-16-30-20-35(25)12-9-31-27/h3-7,9,12,14-16,20,23H,8,10-11,13,17-19H2,1-2H3,(H2,32,33,39)/t29-/m0/s1" 
A1AHP InChIKey         InChI                1.06  QTUPWQPJYZPSTC-LJAQVGFWSA-N                                                                                                                                                                                                   
A1AHP SMILES_CANONICAL CACTVS               3.385 "CC1=CC(=CC(=O)N1CCNC(=O)NC2CN(C2)c3nccn4cncc34)N5CC[C@@](C)(C5)c6ccccc6"                                                                                                                                                     
A1AHP SMILES           CACTVS               3.385 "CC1=CC(=CC(=O)N1CCNC(=O)NC2CN(C2)c3nccn4cncc34)N5CC[C](C)(C5)c6ccccc6"                                                                                                                                                       
A1AHP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=CC(=CC(=O)N1CCNC(=O)NC2CN(C2)c3c4cncn4ccn3)N5CC[C@](C5)(C)c6ccccc6"                                                                                                                                                      
A1AHP SMILES           "OpenEye OEToolkits" 2.0.7 "CC1=CC(=CC(=O)N1CCNC(=O)NC2CN(C2)c3c4cncn4ccn3)N5CCC(C5)(C)c6ccccc6"                                                                                                                                                         
# 
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 
A1AHP "SYSTEMATIC NAME" ACDLabs              12.01 "N-{1-[(4R)-imidazo[1,5-a]pyrazin-8-yl]azetidin-3-yl}-N'-(2-{6-methyl-4-[(3R)-3-methyl-3-phenylpyrrolidin-1-yl]-2-oxopyridin-1(2H)-yl}ethyl)urea"    
A1AHP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-(1-imidazo[1,5-a]pyrazin-8-ylazetidin-3-yl)-3-[2-[2-methyl-4-[(3~{R})-3-methyl-3-phenyl-pyrrolidin-1-yl]-6-oxidanylidene-pyridin-1-yl]ethyl]urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AHP "Create component" 2024-03-11 RCSB 
A1AHP "Initial release"  2024-12-18 RCSB 
# 
