data_ZHO
# 
_chem_comp.id                                    ZHO 
_chem_comp.name                                  "~{N},3-dimethyl-6-[6-(4-methylpiperazin-1-yl)-1-(phenylmethyl)benzimidazol-2-yl]-[1,2,4]triazolo[4,3-a]pyrazin-8-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 N9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-23 
_chem_comp.pdbx_modified_date                    2023-07-21 
_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                        467.569 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZHO 
_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        8PIQ 
_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.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 
ZHO N3  N1  N 0 1 Y N N 7.831  9.104  -1.993 -2.957 -0.437 -0.706 N3  ZHO 1  
ZHO C4  C1  C 0 1 Y N N 8.970  8.609  -1.621 -4.248 -0.693 -0.766 C4  ZHO 2  
ZHO C7  C2  C 0 1 Y N N 9.686  7.661  -2.415 -5.193 0.308  -0.276 C7  ZHO 3  
ZHO C10 C3  C 0 1 Y N N 9.935  6.335  -4.112 -5.772 2.212  0.605  C10 ZHO 4  
ZHO C17 C4  C 0 1 N N N -0.282 13.968 -3.547 6.541  -0.940 -0.171 C17 ZHO 5  
ZHO C20 C5  C 0 1 Y N N 4.096  10.342 -3.716 1.141  0.687  -0.374 C20 ZHO 6  
ZHO C21 C6  C 0 1 Y N N 4.400  9.758  -4.945 0.872  1.941  0.203  C21 ZHO 7  
ZHO C22 C7  C 0 1 Y N N 3.515  9.907  -6.012 1.934  2.788  0.539  C22 ZHO 8  
ZHO C24 C8  C 0 1 Y N N 2.094  11.257 -4.576 3.490  1.151  -0.263 C24 ZHO 9  
ZHO C28 C9  C 0 1 Y N N 4.783  9.073  -0.662 -0.347 -2.269 -0.100 C28 ZHO 10 
ZHO C1  C10 C 0 1 Y N N 7.949  7.850  -4.084 -3.346 1.684  0.264  C1  ZHO 11 
ZHO C2  C11 C 0 1 Y N N 7.325  8.724  -3.227 -2.502 0.726  -0.202 C2  ZHO 12 
ZHO N5  N2  N 0 1 N N N 9.470  8.895  -0.398 -4.703 -1.893 -1.287 N5  ZHO 13 
ZHO N6  N3  N 0 1 Y N N 9.104  7.289  -3.636 -4.697 1.487  0.233  N6  ZHO 14 
ZHO N8  N4  N 0 1 Y N N 10.797 6.957  -2.204 -6.505 0.375  -0.190 N8  ZHO 15 
ZHO N9  N5  N 0 1 Y N N 10.964 6.134  -3.280 -6.841 1.504  0.332  N9  ZHO 16 
ZHO C11 C12 C 0 1 N N N 9.720  5.656  -5.410 -5.748 3.586  1.223  C11 ZHO 17 
ZHO C12 C13 C 0 1 N N N 8.769  9.766  0.520  -3.747 -2.889 -1.776 C12 ZHO 18 
ZHO N13 N6  N 0 1 Y N N 5.603  9.106  -4.906 -0.475 2.052  0.309  N13 ZHO 19 
ZHO C14 C14 C 0 1 N N N -0.304 11.476 -4.911 5.751  1.810  -0.062 C14 ZHO 20 
ZHO N15 N7  N 0 1 N N N 0.964  12.098 -4.522 4.814  0.764  -0.494 N15 ZHO 21 
ZHO C16 C15 C 0 1 N N N 0.752  12.898 -3.299 5.112  -0.513 0.170  C16 ZHO 22 
ZHO N18 N8  N 0 1 N N N -1.538 13.391 -4.034 7.479  0.106  0.261  N18 ZHO 23 
ZHO C19 C16 C 0 1 N N N -1.305 12.552 -5.215 7.181  1.383  -0.403 C19 ZHO 24 
ZHO C23 C17 C 0 1 Y N N 2.412  10.698 -5.828 3.220  2.394  0.308  C23 ZHO 25 
ZHO C25 C18 C 0 1 Y N N 2.942  11.093 -3.514 2.453  0.298  -0.604 C25 ZHO 26 
ZHO N26 N9  N 0 1 Y N N 5.178  10.045 -2.906 -0.086 0.093  -0.595 N26 ZHO 27 
ZHO C27 C19 C 0 1 N N N 5.202  10.299 -1.442 -0.319 -1.227 -1.189 C27 ZHO 28 
ZHO C29 C20 C 0 1 Y N N 4.467  7.856  -1.197 0.823  -2.898 0.284  C29 ZHO 29 
ZHO C30 C21 C 0 1 Y N N 4.094  6.749  -0.406 0.798  -3.850 1.286  C30 ZHO 30 
ZHO C31 C22 C 0 1 Y N N 4.049  6.843  0.951  -0.396 -4.172 1.904  C31 ZHO 31 
ZHO C32 C23 C 0 1 Y N N 4.356  8.026  1.502  -1.565 -3.543 1.520  C32 ZHO 32 
ZHO C33 C24 C 0 1 Y N N 4.690  9.156  0.729  -1.540 -2.592 0.517  C33 ZHO 33 
ZHO C34 C25 C 0 1 Y N N 6.055  9.301  -3.636 -1.045 0.967  -0.155 C34 ZHO 34 
ZHO C35 C26 C 0 1 N N N -2.517 14.464 -4.327 8.870  -0.301 0.019  C35 ZHO 35 
ZHO H49 H1  H 0 1 N N N 0.104  14.672 -4.299 6.775  -1.872 0.344  H49 ZHO 36 
ZHO H48 H2  H 0 1 N N N -0.475 14.505 -2.606 6.630  -1.087 -1.247 H48 ZHO 37 
ZHO H52 H3  H 0 1 N N N 3.694  9.413  -6.956 1.736  3.753  0.982  H52 ZHO 38 
ZHO H36 H4  H 0 1 N N N 7.545  7.621  -5.059 -2.947 2.605  0.662  H36 ZHO 39 
ZHO H37 H5  H 0 1 N N N 9.582  8.020  0.073  -5.655 -2.075 -1.328 H37 ZHO 40 
ZHO H40 H6  H 0 1 N N N 10.543 4.950  -5.596 -5.783 4.339  0.435  H40 ZHO 41 
ZHO H38 H7  H 0 1 N N N 8.766  5.109  -5.384 -6.612 3.705  1.877  H38 ZHO 42 
ZHO H39 H8  H 0 1 N N N 9.691  6.405  -6.215 -4.833 3.708  1.802  H39 ZHO 43 
ZHO H41 H9  H 0 1 N N N 9.348  9.862  1.450  -4.287 -3.761 -2.145 H41 ZHO 44 
ZHO H43 H10 H 0 1 N N N 8.645  10.758 0.061  -3.155 -2.459 -2.584 H43 ZHO 45 
ZHO H42 H11 H 0 1 N N N 7.780  9.340  0.746  -3.086 -3.189 -0.962 H42 ZHO 46 
ZHO H45 H12 H 0 1 N N N -0.675 10.850 -4.087 5.518  2.742  -0.577 H45 ZHO 47 
ZHO H44 H13 H 0 1 N N N -0.150 10.853 -5.804 5.662  1.957  1.014  H44 ZHO 48 
ZHO H46 H14 H 0 1 N N N 0.405  12.239 -2.490 4.412  -1.274 -0.175 H46 ZHO 49 
ZHO H47 H15 H 0 1 N N N 1.701  13.371 -3.006 5.016  -0.393 1.249  H47 ZHO 50 
ZHO H50 H17 H 0 1 N N N -0.924 13.179 -6.034 7.277  1.263  -1.482 H50 ZHO 51 
ZHO H51 H18 H 0 1 N N N -2.254 12.087 -5.521 7.880  2.144  -0.058 H51 ZHO 52 
ZHO H53 H19 H 0 1 N N N 1.766  10.899 -6.670 4.036  3.051  0.569  H53 ZHO 53 
ZHO H54 H20 H 0 1 N N N 2.723  11.532 -2.552 2.665  -0.662 -1.050 H54 ZHO 54 
ZHO H55 H21 H 0 1 N N N 6.223  10.581 -1.144 0.483  -1.456 -1.891 H55 ZHO 55 
ZHO H56 H22 H 0 1 N N N 4.512  11.124 -1.211 -1.273 -1.225 -1.715 H56 ZHO 56 
ZHO H57 H23 H 0 1 N N N 4.504  7.737  -2.270 1.755  -2.646 -0.199 H57 ZHO 57 
ZHO H58 H24 H 0 1 N N N 3.841  5.814  -0.884 1.712  -4.342 1.586  H58 ZHO 58 
ZHO H59 H25 H 0 1 N N N 3.776  5.995  1.562  -0.415 -4.917 2.687  H59 ZHO 59 
ZHO H60 H26 H 0 1 N N N 4.347  8.116  2.578  -2.497 -3.794 2.003  H60 ZHO 60 
ZHO H61 H27 H 0 1 N N N 4.877  10.100 1.219  -2.453 -2.097 0.220  H61 ZHO 61 
ZHO H63 H28 H 0 1 N N N -2.672 15.076 -3.426 9.015  -0.483 -1.046 H63 ZHO 62 
ZHO H64 H29 H 0 1 N N N -2.133 15.099 -5.139 9.542  0.491  0.347  H64 ZHO 63 
ZHO H62 H30 H 0 1 N N N -3.473 14.014 -4.633 9.083  -1.213 0.576  H62 ZHO 64 
# 
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 
ZHO C22 C23 DOUB Y N 1  
ZHO C22 C21 SING Y N 2  
ZHO C23 C24 SING Y N 3  
ZHO C11 C10 SING N N 4  
ZHO C19 C14 SING N N 5  
ZHO C19 N18 SING N N 6  
ZHO C21 N13 SING Y N 7  
ZHO C21 C20 DOUB Y N 8  
ZHO C14 N15 SING N N 9  
ZHO N13 C34 DOUB Y N 10 
ZHO C24 N15 SING N N 11 
ZHO C24 C25 DOUB Y N 12 
ZHO N15 C16 SING N N 13 
ZHO C35 N18 SING N N 14 
ZHO C10 N6  SING Y N 15 
ZHO C10 N9  DOUB Y N 16 
ZHO C1  N6  SING Y N 17 
ZHO C1  C2  DOUB Y N 18 
ZHO N18 C17 SING N N 19 
ZHO C20 C25 SING Y N 20 
ZHO C20 N26 SING Y N 21 
ZHO N6  C7  SING Y N 22 
ZHO C34 C2  SING N N 23 
ZHO C34 N26 SING Y N 24 
ZHO C17 C16 SING N N 25 
ZHO N9  N8  SING Y N 26 
ZHO C2  N3  SING Y N 27 
ZHO N26 C27 SING N N 28 
ZHO C7  N8  DOUB Y N 29 
ZHO C7  C4  SING Y N 30 
ZHO N3  C4  DOUB Y N 31 
ZHO C4  N5  SING N N 32 
ZHO C27 C28 SING N N 33 
ZHO C29 C28 DOUB Y N 34 
ZHO C29 C30 SING Y N 35 
ZHO C28 C33 SING Y N 36 
ZHO C30 C31 DOUB Y N 37 
ZHO N5  C12 SING N N 38 
ZHO C33 C32 DOUB Y N 39 
ZHO C31 C32 SING Y N 40 
ZHO C17 H49 SING N N 41 
ZHO C17 H48 SING N N 42 
ZHO C22 H52 SING N N 43 
ZHO C1  H36 SING N N 44 
ZHO N5  H37 SING N N 45 
ZHO C11 H40 SING N N 46 
ZHO C11 H38 SING N N 47 
ZHO C11 H39 SING N N 48 
ZHO C12 H41 SING N N 49 
ZHO C12 H43 SING N N 50 
ZHO C12 H42 SING N N 51 
ZHO C14 H45 SING N N 52 
ZHO C14 H44 SING N N 53 
ZHO C16 H46 SING N N 54 
ZHO C16 H47 SING N N 55 
ZHO C19 H50 SING N N 56 
ZHO C19 H51 SING N N 57 
ZHO C23 H53 SING N N 58 
ZHO C25 H54 SING N N 59 
ZHO C27 H55 SING N N 60 
ZHO C27 H56 SING N N 61 
ZHO C29 H57 SING N N 62 
ZHO C30 H58 SING N N 63 
ZHO C31 H59 SING N N 64 
ZHO C32 H60 SING N N 65 
ZHO C33 H61 SING N N 66 
ZHO C35 H63 SING N N 67 
ZHO C35 H64 SING N N 68 
ZHO C35 H62 SING N N 69 
# 
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 
ZHO InChI            InChI                1.06  "InChI=1S/C26H29N9/c1-18-30-31-26-24(27-2)28-22(17-34(18)26)25-29-21-10-9-20(33-13-11-32(3)12-14-33)15-23(21)35(25)16-19-7-5-4-6-8-19/h4-10,15,17H,11-14,16H2,1-3H3,(H,27,28)" 
ZHO InChIKey         InChI                1.06  JLUUVUUYIXBDCG-UHFFFAOYSA-N                                                                                                                                                    
ZHO SMILES_CANONICAL CACTVS               3.385 "CNc1nc(cn2c(C)nnc12)c3nc4ccc(cc4n3Cc5ccccc5)N6CCN(C)CC6"                                                                                                                      
ZHO SMILES           CACTVS               3.385 "CNc1nc(cn2c(C)nnc12)c3nc4ccc(cc4n3Cc5ccccc5)N6CCN(C)CC6"                                                                                                                      
ZHO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1nnc2n1cc(nc2NC)c3nc4ccc(cc4n3Cc5ccccc5)N6CCN(CC6)C"                                                                                                                        
ZHO SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1nnc2n1cc(nc2NC)c3nc4ccc(cc4n3Cc5ccccc5)N6CCN(CC6)C"                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           ZHO 
_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        "~{N},3-dimethyl-6-[6-(4-methylpiperazin-1-yl)-1-(phenylmethyl)benzimidazol-2-yl]-[1,2,4]triazolo[4,3-a]pyrazin-8-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 
ZHO "Create component" 2023-06-23 PDBE 
ZHO "Initial release"  2023-07-26 RCSB 
# 
