data_A1H8C
# 
_chem_comp.id                                    A1H8C 
_chem_comp.name                                  "5-[[4-[2-azanylethyl(ethyl)amino]-3-(1,2,4-triazol-4-yl)phenyl]amino]-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H25 N11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-12 
_chem_comp.pdbx_modified_date                    2024-07-26 
_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                        443.508 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H8C 
_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        9EZG 
_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 
A1H8C C2  C1  C 0 1 N N N N N N 43.962 -4.497 37.216 1.288  -3.425 0.649  C2  A1H8C 1  
A1H8C C3  C2  C 0 1 Y N N N N N 43.452 -5.180 36.090 2.486  -2.668 0.446  C3  A1H8C 2  
A1H8C C4  C3  C 0 1 Y N N N N N 42.286 -5.950 36.001 3.790  -3.183 0.303  C4  A1H8C 3  
A1H8C C6  C4  C 0 1 Y N N N N N 43.966 -5.137 34.796 2.587  -1.267 0.346  C6  A1H8C 4  
A1H8C C8  C5  C 0 1 Y N N N N N 43.260 -6.056 32.677 4.312  0.324  0.027  C8  A1H8C 5  
A1H8C C10 C6  C 0 1 N N N N N N 42.082 -7.161 30.588 6.061  2.026  -0.302 C10 A1H8C 6  
A1H8C C11 C7  C 0 1 N N N N N N 43.214 -7.155 29.626 7.506  2.370  0.067  C11 A1H8C 7  
A1H8C C16 C8  C 0 1 Y N N N N N 47.219 -3.140 32.766 -0.287 1.630  0.435  C16 A1H8C 8  
A1H8C C18 C9  C 0 1 Y N N N N N 49.025 -1.658 32.179 -2.496 2.098  1.251  C18 A1H8C 9  
A1H8C C19 C10 C 0 1 Y N N N N N 49.086 -1.186 33.491 -2.974 0.966  0.607  C19 A1H8C 10 
A1H8C C21 C11 C 0 1 N N N N N N 49.591 1.237  33.616 -5.171 1.706  0.138  C21 A1H8C 11 
A1H8C C22 C12 C 0 1 N N N N N N 48.211 1.605  34.132 -5.093 1.681  -1.390 C22 A1H8C 12 
A1H8C N1  N1  N 0 1 N N N N N N 44.438 -3.925 38.090 0.337  -4.025 0.809  N1  A1H8C 13 
A1H8C N5  N2  N 0 1 Y N N N N N 42.043 -6.379 34.771 4.618  -2.187 0.136  N5  A1H8C 14 
A1H8C N7  N3  N 0 1 Y N N N N N 43.089 -5.869 34.029 3.910  -0.980 0.157  N7  A1H8C 15 
A1H8C N9  N4  N 0 1 N N N N N N 42.288 -6.747 31.990 5.642  0.629  -0.164 N9  A1H8C 16 
A1H8C C12 C13 C 0 1 N N N N N N 42.679 -8.443 30.134 7.073  2.356  -1.401 C12 A1H8C 17 
A1H8C C13 C14 C 0 1 Y N N N N N 44.379 -5.470 32.147 3.376  1.317  0.091  C13 A1H8C 18 
A1H8C C14 C15 C 0 1 Y N N N N N 45.243 -4.724 32.977 2.029  0.978  0.279  C14 A1H8C 19 
A1H8C N15 N5  N 0 1 N N N N N N 46.239 -4.059 32.357 1.068  1.971  0.345  N15 A1H8C 20 
A1H8C C17 C16 C 0 1 Y N N N N N 48.101 -2.621 31.819 -1.157 2.429  1.165  C17 A1H8C 21 
A1H8C N20 N6  N 0 1 N N N N N N 50.026 -0.151 33.844 -4.332 0.634  0.690  N20 A1H8C 22 
A1H8C N23 N7  N 0 1 N N N N N N 47.967 3.077  34.007 -5.836 2.823  -1.937 N23 A1H8C 23 
A1H8C C24 C17 C 0 1 N N N N N N 51.424 -0.438 33.509 -4.715 0.325  2.074  C24 A1H8C 24 
A1H8C C25 C18 C 0 1 N N N N N N 51.941 -1.787 33.924 -6.058 -0.409 2.080  C25 A1H8C 25 
A1H8C C26 C19 C 0 1 Y N N N N N 48.189 -1.715 34.457 -2.102 0.159  -0.123 C26 A1H8C 26 
A1H8C N27 N8  N 0 1 Y N N N N N 48.180 -1.412 35.862 -2.584 -0.987 -0.775 N27 A1H8C 27 
A1H8C C28 C20 C 0 1 Y N N N N N 49.098 -0.721 36.585 -2.374 -1.342 -2.074 C28 A1H8C 28 
A1H8C N29 N9  N 0 1 Y N N N N N 48.771 -0.689 37.843 -2.997 -2.473 -2.270 N29 A1H8C 29 
A1H8C N30 N10 N 0 1 Y N N N N N 47.582 -1.389 37.973 -3.578 -2.846 -1.186 N30 A1H8C 30 
A1H8C C31 C21 C 0 1 Y N N N N N 47.257 -1.806 36.783 -3.352 -1.976 -0.239 C31 A1H8C 31 
A1H8C C32 C22 C 0 1 Y N N N N N 47.266 -2.681 34.072 -0.761 0.496  -0.211 C32 A1H8C 32 
A1H8C N33 N11 N 0 1 Y N N N N N 45.059 -4.557 34.284 1.677  -0.294 0.404  N33 A1H8C 33 
A1H8C H1  H1  H 0 1 N N N N N N 41.651 -6.171 36.846 4.059  -4.228 0.328  H1  A1H8C 34 
A1H8C H2  H2  H 0 1 N N N N N N 41.097 -6.920 30.161 5.295  2.770  -0.083 H2  A1H8C 35 
A1H8C H3  H3  H 0 1 N N N N N N 44.207 -6.807 29.947 7.691  3.340  0.528  H3  A1H8C 36 
A1H8C H4  H4  H 0 1 N N N N N N 43.044 -6.864 28.579 8.145  1.556  0.411  H4  A1H8C 37 
A1H8C H5  H5  H 0 1 N N N N N N 49.706 -1.267 31.438 -3.171 2.723  1.816  H5  A1H8C 38 
A1H8C H6  H6  H 0 1 N N N N N N 50.319 1.901  34.105 -4.816 2.670  0.504  H6  A1H8C 39 
A1H8C H7  H7  H 0 1 N N N N N N 49.602 1.417  32.531 -6.204 1.557  0.452  H7  A1H8C 40 
A1H8C H8  H8  H 0 1 N N N N N N 47.452 1.064  33.548 -4.050 1.742  -1.701 H8  A1H8C 41 
A1H8C H9  H9  H 0 1 N N N N N N 48.134 1.316  35.191 -5.529 0.753  -1.760 H9  A1H8C 42 
A1H8C H10 H10 H 0 1 N N N N N N 41.463 -6.216 32.184 6.301  -0.082 -0.209 H10 A1H8C 43 
A1H8C H11 H11 H 0 1 N N N N N N 42.113 -9.106 29.463 7.427  1.533  -2.023 H11 A1H8C 44 
A1H8C H12 H12 H 0 1 N N N N N N 43.275 -9.049 30.832 6.972  3.317  -1.906 H12 A1H8C 45 
A1H8C H13 H13 H 0 1 N N N N N N 44.600 -5.579 31.095 3.670  2.352  -0.008 H13 A1H8C 46 
A1H8C H14 H14 H 0 1 N N N N N N 46.292 -4.269 31.381 1.333  2.904  0.330  H14 A1H8C 47 
A1H8C H15 H15 H 0 1 N N N N N N 48.062 -2.973 30.799 -0.787 3.311  1.667  H15 A1H8C 48 
A1H8C H16 H16 H 0 1 N N N N N N 47.054 3.295  34.352 -5.492 3.693  -1.558 H16 A1H8C 49 
A1H8C H17 H17 H 0 1 N N N N N N 48.652 3.575  34.539 -5.799 2.829  -2.945 H17 A1H8C 50 
A1H8C H19 H19 H 0 1 N N N N N N 51.531 -0.359 32.417 -3.953 -0.308 2.529  H19 A1H8C 51 
A1H8C H20 H20 H 0 1 N N N N N N 52.049 0.325  33.995 -4.805 1.251  2.641  H20 A1H8C 52 
A1H8C H21 H21 H 0 1 N N N N N N 52.994 -1.886 33.621 -5.946 -1.374 1.586  H21 A1H8C 53 
A1H8C H22 H22 H 0 1 N N N N N N 51.863 -1.889 35.016 -6.383 -0.563 3.109  H22 A1H8C 54 
A1H8C H23 H23 H 0 1 N N N N N N 51.344 -2.573 33.439 -6.800 0.187  1.549  H23 A1H8C 55 
A1H8C H24 H24 H 0 1 N N N N N N 49.982 -0.259 36.171 -1.801 -0.791 -2.804 H24 A1H8C 56 
A1H8C H25 H25 H 0 1 N N N N N N 46.375 -2.386 36.557 -3.710 -2.029 0.779  H25 A1H8C 57 
A1H8C H26 H26 H 0 1 N N N N N N 46.576 -3.079 34.801 -0.084 -0.123 -0.783 H26 A1H8C 58 
# 
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 
A1H8C C11 C12 SING N N 1  
A1H8C C11 C10 SING N N 2  
A1H8C C12 C10 SING N N 3  
A1H8C C10 N9  SING N N 4  
A1H8C C17 C18 DOUB Y N 5  
A1H8C C17 C16 SING Y N 6  
A1H8C N9  C8  SING N N 7  
A1H8C C13 C8  DOUB Y N 8  
A1H8C C13 C14 SING Y N 9  
A1H8C C18 C19 SING Y N 10 
A1H8C N15 C16 SING N N 11 
A1H8C N15 C14 SING N N 12 
A1H8C C8  N7  SING Y N 13 
A1H8C C16 C32 DOUB Y N 14 
A1H8C C14 N33 DOUB Y N 15 
A1H8C C19 N20 SING N N 16 
A1H8C C19 C26 DOUB Y N 17 
A1H8C C24 N20 SING N N 18 
A1H8C C24 C25 SING N N 19 
A1H8C C21 N20 SING N N 20 
A1H8C C21 C22 SING N N 21 
A1H8C N23 C22 SING N N 22 
A1H8C N7  N5  SING Y N 23 
A1H8C N7  C6  SING Y N 24 
A1H8C C32 C26 SING Y N 25 
A1H8C N33 C6  SING Y N 26 
A1H8C C26 N27 SING N N 27 
A1H8C N5  C4  DOUB Y N 28 
A1H8C C6  C3  DOUB Y N 29 
A1H8C N27 C28 SING Y N 30 
A1H8C N27 C31 SING Y N 31 
A1H8C C4  C3  SING Y N 32 
A1H8C C3  C2  SING N N 33 
A1H8C C28 N29 DOUB Y N 34 
A1H8C C31 N30 DOUB Y N 35 
A1H8C C2  N1  TRIP N N 36 
A1H8C N29 N30 SING Y N 37 
A1H8C C4  H1  SING N N 38 
A1H8C C10 H2  SING N N 39 
A1H8C C11 H3  SING N N 40 
A1H8C C11 H4  SING N N 41 
A1H8C C18 H5  SING N N 42 
A1H8C C21 H6  SING N N 43 
A1H8C C21 H7  SING N N 44 
A1H8C C22 H8  SING N N 45 
A1H8C C22 H9  SING N N 46 
A1H8C N9  H10 SING N N 47 
A1H8C C12 H11 SING N N 48 
A1H8C C12 H12 SING N N 49 
A1H8C C13 H13 SING N N 50 
A1H8C N15 H14 SING N N 51 
A1H8C C17 H15 SING N N 52 
A1H8C N23 H16 SING N N 53 
A1H8C N23 H17 SING N N 54 
A1H8C C24 H19 SING N N 55 
A1H8C C24 H20 SING N N 56 
A1H8C C25 H21 SING N N 57 
A1H8C C25 H22 SING N N 58 
A1H8C C25 H23 SING N N 59 
A1H8C C28 H24 SING N N 60 
A1H8C C31 H25 SING N N 61 
A1H8C C32 H26 SING N N 62 
# 
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 
A1H8C InChI            InChI                1.06  "InChI=1S/C22H25N11/c1-2-31(8-7-23)18-6-5-17(9-19(18)32-13-25-26-14-32)28-20-10-21(29-16-3-4-16)33-22(30-20)15(11-24)12-27-33/h5-6,9-10,12-14,16,29H,2-4,7-8,23H2,1H3,(H,28,30)" 
A1H8C InChIKey         InChI                1.06  VVIQQTQLDDARAW-UHFFFAOYSA-N                                                                                                                                                      
A1H8C SMILES_CANONICAL CACTVS               3.385 "CCN(CCN)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1n5cnnc5"                                                                                                                           
A1H8C SMILES           CACTVS               3.385 "CCN(CCN)c1ccc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)cc1n5cnnc5"                                                                                                                           
A1H8C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(CCN)c1ccc(cc1n2cnnc2)Nc3cc(n4c(n3)c(cn4)C#N)NC5CC5"                                                                                                                         
A1H8C SMILES           "OpenEye OEToolkits" 2.0.7 "CCN(CCN)c1ccc(cc1n2cnnc2)Nc3cc(n4c(n3)c(cn4)C#N)NC5CC5"                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1H8C 
_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        "5-[[4-[2-azanylethyl(ethyl)amino]-3-(1,2,4-triazol-4-yl)phenyl]amino]-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H8C "Create component" 2024-04-12 PDBE 
A1H8C "Initial release"  2024-07-31 RCSB 
# 
