data_A1A2S
# 
_chem_comp.id                                    A1A2S 
_chem_comp.name                                  "N~2~-{[(1R,3R,4S)-4-amino-3-(3-chlorophenyl)cyclohexyl]methyl}-N~4~-(5-cyclopropyl-1,3-thiazol-2-yl)pyrimidine-2,4-diamine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H27 Cl N6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-19 
_chem_comp.pdbx_modified_date                    2025-03-28 
_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                        455.019 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A2S 
_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        9D4X 
_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 
A1A2S N1  N1  N  0 1 Y N N N N N 3.846  -13.270 47.717 -2.628 -1.174 0.267  N1  A1A2S 1  
A1A2S N3  N2  N  0 1 N N N N N N 4.982  -14.963 48.883 -4.832 -1.975 0.015  N3  A1A2S 2  
A1A2S C4  C1  C  0 1 Y N N N N N 1.692  -13.475 49.365 -1.574 -3.650 0.033  C4  A1A2S 3  
A1A2S C5  C2  C  0 1 Y N N N N N 6.101  -15.148 48.109 -5.331 -0.680 0.030  C5  A1A2S 4  
A1A2S C6  C3  C  0 1 Y N N N N N 7.910  -15.119 46.499 -6.574 1.445  -0.014 C6  A1A2S 5  
A1A2S C7  C4  C  0 1 Y N N N N N 8.066  -16.025 47.498 -5.259 1.543  0.187  C7  A1A2S 6  
A1A2S C8  C5  C  0 1 N N N N N N 8.780  -14.851 45.349 -7.547 2.594  -0.083 C8  A1A2S 7  
A1A2S C10 C6  C  0 1 N N N N N N 9.048  -13.443 44.928 -8.681 2.621  0.944  C10 A1A2S 8  
A1A2S C13 C7  C  0 1 N N N N N N 4.652  -9.421  46.811 1.445  1.734  -0.412 C13 A1A2S 9  
A1A2S C15 C8  C  0 1 N N S N N N 5.690  -8.299  44.851 3.528  0.823  -1.447 C15 A1A2S 10 
A1A2S C17 C9  C  0 1 N N N N N N 6.204  -10.710 45.322 3.165  0.618  1.016  C17 A1A2S 11 
A1A2S C20 C10 C  0 1 Y N N N N N 8.166  -9.232  41.117 7.421  0.583  0.375  C20 A1A2S 12 
A1A2S C21 C11 C  0 1 Y N N N N N 9.451  -9.403  41.591 7.936  -0.701 0.344  C21 A1A2S 13 
A1A2S C22 C12 C  0 1 Y N N N N N 9.631  -9.658  42.937 7.096  -1.778 0.130  C22 A1A2S 14 
A1A2S C1  C13 C  0 1 Y N N N N N 2.747  -12.499 47.586 -1.321 -1.378 0.332  C1  A1A2S 15 
A1A2S C11 C14 C  0 1 N N N N N N 3.806  -11.456 45.624 0.970  -0.502 0.599  C11 A1A2S 16 
A1A2S C12 C15 C  0 1 N N R N N N 5.014  -10.797 46.277 1.665  0.844  0.814  C12 A1A2S 17 
A1A2S C14 C16 C  0 1 N N N N N N 4.423  -8.419  45.692 2.029  1.050  -1.649 C14 A1A2S 18 
A1A2S C16 C17 C  0 1 N N R N N N 6.047  -9.654  44.223 3.749  -0.066 -0.222 C16 A1A2S 19 
A1A2S C18 C18 C  0 1 Y N N N N N 7.249  -9.573  43.307 5.226  -0.289 -0.022 C18 A1A2S 20 
A1A2S C19 C19 C  0 1 Y N N N N N 7.075  -9.313  41.956 6.065  0.788  0.192  C19 A1A2S 21 
A1A2S C2  C20 C  0 1 Y N N N N N 3.858  -14.158 48.710 -3.463 -2.192 0.083  C2  A1A2S 22 
A1A2S C23 C21 C  0 1 Y N N N N N 8.540  -9.737  43.790 5.741  -1.572 -0.053 C23 A1A2S 23 
A1A2S C3  C22 C  0 1 Y N N N N N 2.779  -14.280 49.587 -2.943 -3.482 -0.041 C3  A1A2S 24 
A1A2S C9  C23 C  0 1 N N N N N N 8.171  -14.294 44.102 -8.980 2.281  -0.518 C9  A1A2S 25 
A1A2S N2  N3  N  0 1 Y N N N N N 1.655  -12.568 48.385 -0.800 -2.591 0.217  N2  A1A2S 26 
A1A2S N4  N4  N  0 1 Y N N N N N 7.041  -16.055 48.419 -4.617 0.389  0.201  N4  A1A2S 27 
A1A2S N5  N5  N  0 1 N N N N N N 2.724  -11.608 46.583 -0.478 -0.297 0.524  N5  A1A2S 28 
A1A2S N6  N6  N  0 1 N N N N N N 5.522  -7.260  43.802 4.089  0.167  -2.636 N6  A1A2S 29 
A1A2S S1  S1  S  0 1 Y N N N N N 6.476  -14.293 46.713 -6.975 -0.262 -0.180 S1  A1A2S 30 
A1A2S CL1 CL1 CL 0 0 N N N N N N 7.882  -8.902  39.428 8.474  1.935  0.651  CL1 A1A2S 31 
A1A2S H1  H1  H  0 1 N N N N N N 4.972  -15.504 49.724 -5.440 -2.729 -0.043 H1  A1A2S 32 
A1A2S H2  H2  H  0 1 N N N N N N 0.831  -13.578 50.008 -1.140 -4.634 -0.059 H2  A1A2S 33 
A1A2S H3  H3  H  0 1 N N N N N N 8.927  -16.673 47.566 -4.758 2.491  0.319  H3  A1A2S 34 
A1A2S H4  H4  H  0 1 N N N N N N 9.609  -15.557 45.196 -7.124 3.550  -0.392 H4  A1A2S 35 
A1A2S H5  H5  H  0 1 N N N N N N 10.045 -13.161 44.559 -8.723 1.808  1.669  H5  A1A2S 36 
A1A2S H6  H6  H  0 1 N N N N N N 8.620  -12.608 45.502 -9.004 3.595  1.311  H6  A1A2S 37 
A1A2S H7  H7  H  0 1 N N N N N N 5.473  -9.060  47.449 0.376  1.895  -0.556 H7  A1A2S 38 
A1A2S H8  H8  H  0 1 N N N N N N 3.732  -9.503  47.409 1.940  2.692  -0.258 H8  A1A2S 39 
A1A2S H9  H9  H  0 1 N N N N N N 6.516  -8.001  45.514 4.023  1.782  -1.294 H9  A1A2S 40 
A1A2S H10 H10 H  0 1 N N N N N N 6.335  -11.691 44.842 3.660  1.577  1.169  H10 A1A2S 41 
A1A2S H11 H11 H  0 1 N N N N N N 7.102  -10.467 45.909 3.322  -0.016 1.889  H11 A1A2S 42 
A1A2S H12 H12 H  0 1 N N N N N N 10.298 -9.339  40.924 8.994  -0.862 0.487  H12 A1A2S 43 
A1A2S H13 H13 H  0 1 N N N N N N 10.628 -9.797  43.328 7.498  -2.780 0.105  H13 A1A2S 44 
A1A2S H14 H14 H  0 1 N N N N N N 3.462  -10.831 44.787 1.322  -0.948 -0.331 H14 A1A2S 45 
A1A2S H15 H15 H  0 1 N N N N N N 4.096  -12.448 45.246 1.201  -1.167 1.431  H15 A1A2S 46 
A1A2S H16 H16 H  0 1 N N N N N N 5.316  -11.421 47.131 1.249  1.331  1.696  H16 A1A2S 47 
A1A2S H17 H17 H  0 1 N N N N N N 4.175  -7.438  46.123 1.534  0.091  -1.803 H17 A1A2S 48 
A1A2S H18 H18 H  0 1 N N N N N N 3.592  -8.761  45.057 1.872  1.683  -2.522 H18 A1A2S 49 
A1A2S H19 H19 H  0 1 N N N N N N 5.188  -9.958  43.606 3.254  -1.025 -0.375 H19 A1A2S 50 
A1A2S H20 H20 H  0 1 N N N N N N 6.080  -9.173  41.559 5.662  1.790  0.216  H20 A1A2S 51 
A1A2S H21 H21 H  0 1 N N N N N N 8.697  -9.928  44.841 5.085  -2.413 -0.221 H21 A1A2S 52 
A1A2S H22 H22 H  0 1 N N N N N N 2.800  -14.981 50.408 -3.597 -4.328 -0.191 H22 A1A2S 53 
A1A2S H23 H23 H  0 1 N N N N N N 7.090  -14.092 44.061 -9.500 3.031  -1.113 H23 A1A2S 54 
A1A2S H24 H24 H  0 1 N N N N N N 8.516  -14.646 43.118 -9.219 1.244  -0.754 H24 A1A2S 55 
A1A2S H25 H25 H  0 1 N N N N N N 2.613  -10.713 47.014 -0.847 0.596  0.610  H25 A1A2S 56 
A1A2S H26 H26 H  0 1 N N N N N N 5.290  -6.387  44.231 3.956  0.735  -3.459 H26 A1A2S 57 
A1A2S H27 H27 H  0 1 N N N N N N 6.375  -7.163  43.289 5.065  -0.052 -2.501 H27 A1A2S 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 
A1A2S CL1 C20 SING N N 1  
A1A2S C20 C21 DOUB Y N 2  
A1A2S C20 C19 SING Y N 3  
A1A2S C21 C22 SING Y N 4  
A1A2S C19 C18 DOUB Y N 5  
A1A2S C22 C23 DOUB Y N 6  
A1A2S C18 C23 SING Y N 7  
A1A2S C18 C16 SING N N 8  
A1A2S N6  C15 SING N N 9  
A1A2S C9  C10 SING N N 10 
A1A2S C9  C8  SING N N 11 
A1A2S C16 C15 SING N N 12 
A1A2S C16 C17 SING N N 13 
A1A2S C15 C14 SING N N 14 
A1A2S C10 C8  SING N N 15 
A1A2S C17 C12 SING N N 16 
A1A2S C8  C6  SING N N 17 
A1A2S C11 C12 SING N N 18 
A1A2S C11 N5  SING N N 19 
A1A2S C14 C13 SING N N 20 
A1A2S C12 C13 SING N N 21 
A1A2S C6  S1  SING Y N 22 
A1A2S C6  C7  DOUB Y N 23 
A1A2S N5  C1  SING N N 24 
A1A2S S1  C5  SING Y N 25 
A1A2S C7  N4  SING Y N 26 
A1A2S C1  N1  DOUB Y N 27 
A1A2S C1  N2  SING Y N 28 
A1A2S N1  C2  SING Y N 29 
A1A2S C5  N4  DOUB Y N 30 
A1A2S C5  N3  SING N N 31 
A1A2S N2  C4  DOUB Y N 32 
A1A2S C2  N3  SING N N 33 
A1A2S C2  C3  DOUB Y N 34 
A1A2S C4  C3  SING Y N 35 
A1A2S N3  H1  SING N N 36 
A1A2S C4  H2  SING N N 37 
A1A2S C7  H3  SING N N 38 
A1A2S C8  H4  SING N N 39 
A1A2S C10 H5  SING N N 40 
A1A2S C10 H6  SING N N 41 
A1A2S C13 H7  SING N N 42 
A1A2S C13 H8  SING N N 43 
A1A2S C15 H9  SING N N 44 
A1A2S C17 H10 SING N N 45 
A1A2S C17 H11 SING N N 46 
A1A2S C21 H12 SING N N 47 
A1A2S C22 H13 SING N N 48 
A1A2S C11 H14 SING N N 49 
A1A2S C11 H15 SING N N 50 
A1A2S C12 H16 SING N N 51 
A1A2S C14 H17 SING N N 52 
A1A2S C14 H18 SING N N 53 
A1A2S C16 H19 SING N N 54 
A1A2S C19 H20 SING N N 55 
A1A2S C23 H21 SING N N 56 
A1A2S C3  H22 SING N N 57 
A1A2S C9  H23 SING N N 58 
A1A2S C9  H24 SING N N 59 
A1A2S N5  H25 SING N N 60 
A1A2S N6  H26 SING N N 61 
A1A2S N6  H27 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 
A1A2S SMILES           ACDLabs              12.01 "Clc1cccc(c1)C1CC(CCC1N)CNc1nc(Nc2ncc(s2)C2CC2)ccn1"                                                                                                                                                      
A1A2S InChI            InChI                1.06  "InChI=1S/C23H27ClN6S/c24-17-3-1-2-16(11-17)18-10-14(4-7-19(18)25)12-27-22-26-9-8-21(29-22)30-23-28-13-20(31-23)15-5-6-15/h1-3,8-9,11,13-15,18-19H,4-7,10,12,25H2,(H2,26,27,28,29,30)/t14-,18-,19+/m1/s1" 
A1A2S InChIKey         InChI                1.06  RPZYQSABIKMHOM-ZMYBRWDISA-N                                                                                                                                                                               
A1A2S SMILES_CANONICAL CACTVS               3.385 "N[C@H]1CC[C@@H](CNc2nccc(Nc3sc(cn3)C4CC4)n2)C[C@@H]1c5cccc(Cl)c5"                                                                                                                                        
A1A2S SMILES           CACTVS               3.385 "N[CH]1CC[CH](CNc2nccc(Nc3sc(cn3)C4CC4)n2)C[CH]1c5cccc(Cl)c5"                                                                                                                                             
A1A2S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)[C@H]2C[C@@H](CC[C@@H]2N)CNc3nccc(n3)Nc4ncc(s4)C5CC5"                                                                                                                                      
A1A2S SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)C2CC(CCC2N)CNc3nccc(n3)Nc4ncc(s4)C5CC5"                                                                                                                                                    
# 
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 
A1A2S "SYSTEMATIC NAME" ACDLabs              12.01 "N~2~-{[(1R,3R,4S)-4-amino-3-(3-chlorophenyl)cyclohexyl]methyl}-N~4~-(5-cyclopropyl-1,3-thiazol-2-yl)pyrimidine-2,4-diamine"             
A1A2S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}2-[[(1~{R},3~{R},4~{S})-4-azanyl-3-(3-chlorophenyl)cyclohexyl]methyl]-~{N}4-(5-cyclopropyl-1,3-thiazol-2-yl)pyrimidine-2,4-diamine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A2S "Create component" 2024-08-19 RCSB 
A1A2S "Initial release"  2025-04-02 RCSB 
# 
