data_A1H46
# 
_chem_comp.id                                    A1H46 
_chem_comp.name                                  "~{N}-[(1~{S},3~{R})-3-[[5-chloranyl-4-(1~{H}-indol-3-yl)pyrimidin-2-yl]amino]-1-methyl-cyclohexyl]-5-[4-(dimethylamino)butanoylamino]pyridine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H37 Cl N8 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-22 
_chem_comp.pdbx_modified_date                    2024-12-20 
_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                        589.131 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H46 
_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        8S0R 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1H46 C10  C1  C  0 1 N N N N N N 168.891 143.881 118.781 10.946  0.888  0.093  C10  A1H46 1  
A1H46 N12  N1  N  0 1 N N N N N N 167.249 144.390 116.777 13.338  0.990  0.608  N12  A1H46 2  
A1H46 C13  C2  C  0 1 N N N N N N 167.988 145.630 116.233 13.140  0.727  2.040  C13  A1H46 3  
A1H46 C17  C3  C  0 1 Y N N N N N 164.299 141.425 123.246 5.040   -1.516 -0.784 C17  A1H46 4  
A1H46 C20  C4  C  0 1 N N N N N N 160.921 138.982 125.469 -0.104  -2.399 -1.322 C20  A1H46 5  
A1H46 C21  C5  C  0 1 N N N N N N 159.884 141.253 125.792 0.280   -2.599 1.139  C21  A1H46 6  
A1H46 C22  C6  C  0 1 N N N N N N 158.609 140.788 126.540 -1.036  -3.365 1.282  C22  A1H46 7  
A1H46 C24  C7  C  0 1 N N R N N N 158.028 139.354 124.547 -2.279  -1.400 0.367  C24  A1H46 8  
A1H46 C26  C8  C  0 1 Y N N N N N 155.933 138.131 124.084 -4.669  -0.791 0.275  C26  A1H46 9  
A1H46 C28  C9  C  0 1 Y N N N N N 153.797 137.323 123.883 -6.136  -2.340 -0.601 C28  A1H46 10 
A1H46 C02  C10 C  0 1 N N N N N N 162.131 140.188 122.958 2.585   -1.557 -0.404 C02  A1H46 11 
A1H46 C03  C11 C  0 1 Y N N N N N 163.316 140.894 122.403 3.858   -0.817 -0.543 C03  A1H46 12 
A1H46 C05  C12 C  0 1 Y N N N N N 164.585 141.355 120.512 4.969   1.205  -0.550 C05  A1H46 13 
A1H46 C06  C13 C  0 1 Y N N N N N 165.633 141.851 121.283 6.189   0.574  -0.787 C06  A1H46 14 
A1H46 C08  C14 C  0 1 N N N N N N 167.879 142.866 121.004 8.526   0.830  -0.446 C08  A1H46 15 
A1H46 C09  C15 C  0 1 N N N N N N 169.042 142.914 119.997 9.771   1.678  -0.487 C09  A1H46 16 
A1H46 C11  C16 C  0 1 N N N N N N 167.427 144.066 118.274 12.210  1.749  0.052  C11  A1H46 17 
A1H46 C14  C17 C  0 1 N N N N N N 165.747 144.476 116.452 14.609  1.687  0.371  C14  A1H46 18 
A1H46 C16  C18 C  0 1 Y N N N N N 165.473 141.914 122.676 6.225   -0.814 -0.905 C16  A1H46 19 
A1H46 C19  C19 C  0 1 N N S N N N 160.394 140.243 124.749 0.177   -1.622 -0.034 C19  A1H46 20 
A1H46 C23  C20 C  0 1 N N N N N N 157.507 140.390 125.553 -2.176  -2.377 1.540  C23  A1H46 21 
A1H46 C29  C21 C  0 1 Y N N N N N 153.846 136.818 125.178 -7.185  -1.466 -0.379 C29  A1H46 22 
A1H46 C31  C22 C  0 1 Y N N N N N 155.012 137.068 125.903 -6.902  -0.218 0.191  C31  A1H46 23 
A1H46 C32  C23 C  0 1 Y N N N N N 155.296 136.832 127.340 -7.988  0.752  0.449  C32  A1H46 24 
A1H46 C33  C24 C  0 1 Y N N N N N 154.383 136.800 128.361 -9.159  0.507  1.091  C33  A1H46 25 
A1H46 C35  C25 C  0 1 Y N N N N N 156.371 136.536 129.353 -9.235  2.681  0.523  C35  A1H46 26 
A1H46 C36  C26 C  0 1 Y N N N N N 156.588 136.668 127.962 -8.006  2.174  0.068  C36  A1H46 27 
A1H46 C37  C27 C  0 1 Y N N N N N 157.913 136.595 127.489 -7.110  3.010  -0.596 C37  A1H46 28 
A1H46 C38  C28 C  0 1 Y N N N N N 158.956 136.451 128.393 -7.435  4.332  -0.803 C38  A1H46 29 
A1H46 C39  C29 C  0 1 Y N N N N N 158.706 136.363 129.753 -8.648  4.834  -0.353 C39  A1H46 30 
A1H46 C40  C30 C  0 1 Y N N N N N 157.412 136.364 130.258 -9.544  4.020  0.306  C40  A1H46 31 
A1H46 C42  C31 C  0 1 N N N N N N 159.186 139.989 123.806 -0.962  -0.634 0.224  C42  A1H46 32 
A1H46 N04  N2  N  0 1 Y N N N N N 163.443 140.885 121.047 3.863   0.507  -0.435 N04  A1H46 33 
A1H46 N07  N3  N  0 1 N N N N N N 166.813 142.159 120.606 7.360   1.322  -0.908 N07  A1H46 34 
A1H46 N18  N4  N  0 1 N N N N N N 161.530 140.766 124.007 1.438   -0.888 -0.171 N18  A1H46 35 
A1H46 N25  N5  N  0 1 N N N N N N 156.985 138.917 123.620 -3.370  -0.454 0.614  N25  A1H46 36 
A1H46 N27  N6  N  0 1 Y N N N N N 154.833 137.987 123.320 -4.907  -1.976 -0.267 N27  A1H46 37 
A1H46 N34  N7  N  0 1 Y N N N N N 155.024 136.643 129.553 -9.906  1.645  1.137  N34  A1H46 38 
A1H46 N41  N8  N  0 1 Y N N N N N 156.051 137.657 125.321 -5.641  0.077  0.506  N41  A1H46 39 
A1H46 O01  O1  O  0 1 N N N N N N 161.778 139.118 122.477 2.573   -2.769 -0.501 O01  A1H46 40 
A1H46 O15  O2  O  0 1 N N N N N N 167.956 143.466 122.068 8.574   -0.296 0.002  O15  A1H46 41 
A1H46 CL30 CL1 CL 0 0 N N N N N N 152.501 136.000 125.851 -8.811  -1.905 -0.796 CL30 A1H46 42 
A1H46 H1   H1  H  0 1 N N N N N N 169.494 143.484 117.951 10.726  0.614  1.125  H1   A1H46 43 
A1H46 HC10 H2  H  0 0 N N N N N N 169.278 144.867 119.077 11.102  -0.015 -0.497 HC10 A1H46 44 
A1H46 H132 H4  H  0 0 N N N N N N 169.059 145.554 116.473 12.227  0.149  2.180  H132 A1H46 45 
A1H46 H131 H5  H  0 0 N N N N N N 167.860 145.684 115.142 13.990  0.164  2.426  H131 A1H46 46 
A1H46 H133 H6  H  0 0 N N N N N N 167.572 146.537 116.696 13.058  1.673  2.575  H133 A1H46 47 
A1H46 HC17 H7  H  0 0 N N N N N N 164.151 141.455 124.315 5.030   -2.593 -0.870 HC17 A1H46 48 
A1H46 H201 H8  H  0 0 N N N N N N 161.771 139.254 126.112 -1.042  -2.944 -1.220 H201 A1H46 49 
A1H46 H203 H9  H  0 0 N N N N N N 160.119 138.550 126.086 -0.177  -1.703 -2.157 H203 A1H46 50 
A1H46 H202 H10 H  0 0 N N N N N N 161.248 138.243 124.722 0.708   -3.103 -1.506 H202 A1H46 51 
A1H46 H211 H11 H  0 0 N N N N N N 160.680 141.419 126.533 0.480   -2.046 2.056  H211 A1H46 52 
A1H46 H212 H12 H  0 0 N N N N N N 159.659 142.199 125.278 1.092   -3.303 0.955  H212 A1H46 53 
A1H46 H222 H13 H  0 0 N N N N N N 158.244 141.610 127.174 -1.236  -3.918 0.364  H222 A1H46 54 
A1H46 H221 H14 H  0 0 N N N N N N 158.858 139.921 127.170 -0.963  -4.061 2.117  H221 A1H46 55 
A1H46 HC24 H15 H  0 0 N N N N N N 158.404 138.485 125.108 -2.479  -1.953 -0.550 HC24 A1H46 56 
A1H46 HC28 H16 H  0 0 N N N N N N 152.897 137.180 123.304 -6.319  -3.310 -1.039 HC28 A1H46 57 
A1H46 HC05 H17 H  0 0 N N N N N N 164.693 141.347 119.437 4.934   2.280  -0.457 HC05 A1H46 58 
A1H46 H092 H18 H  0 0 N N N N N N 169.176 141.898 119.598 9.615   2.581  0.103  H092 A1H46 59 
A1H46 H091 H19 H  0 0 N N N N N N 169.945 143.214 120.548 9.991   1.952  -1.519 H091 A1H46 60 
A1H46 H112 H20 H  0 0 N N N N N N 166.976 144.888 118.849 12.429  2.023  -0.980 H112 A1H46 61 
A1H46 H111 H21 H  0 0 N N N N N N 166.882 143.133 118.480 12.053  2.652  0.641  H111 A1H46 62 
A1H46 H143 H22 H  0 0 N N N N N N 165.235 143.586 116.846 14.580  2.668  0.846  H143 A1H46 63 
A1H46 H142 H23 H  0 0 N N N N N N 165.323 145.379 116.916 15.427  1.104  0.793  H142 A1H46 64 
A1H46 H141 H24 H  0 0 N N N N N N 165.610 144.525 115.362 14.763  1.807  -0.701 H141 A1H46 65 
A1H46 HC16 H25 H  0 0 N N N N N N 166.249 142.336 123.298 7.157   -1.330 -1.087 HC16 A1H46 66 
A1H46 H232 H26 H  0 0 N N N N N N 157.170 141.284 125.008 -3.114  -2.922 1.642  H232 A1H46 67 
A1H46 H231 H27 H  0 0 N N N N N N 156.662 139.959 126.110 -1.976  -1.823 2.458  H231 A1H46 68 
A1H46 HC33 H28 H  0 0 N N N N N N 153.313 136.886 128.239 -9.455  -0.447 1.502  HC33 A1H46 69 
A1H46 HC37 H29 H  0 0 N N N N N N 158.116 136.651 126.430 -6.165  2.622  -0.947 HC37 A1H46 70 
A1H46 HC38 H30 H  0 0 N N N N N N 159.973 136.407 128.033 -6.742  4.982  -1.317 HC38 A1H46 71 
A1H46 HC39 H31 H  0 0 N N N N N N 159.538 136.292 130.438 -8.892  5.872  -0.520 HC39 A1H46 72 
A1H46 HC40 H32 H  0 0 N N N N N N 157.222 136.236 131.313 -10.484 4.421  0.655  HC40 A1H46 73 
A1H46 H422 H33 H  0 0 N N N N N N 159.502 139.318 122.994 -1.036  0.062  -0.611 H422 A1H46 74 
A1H46 H421 H34 H  0 0 N N N N N N 158.856 140.949 123.382 -0.762  -0.080 1.142  H421 A1H46 75 
A1H46 HN07 H35 H  0 0 N N N N N N 166.873 141.794 119.677 7.334   2.198  -1.325 HN07 A1H46 76 
A1H46 HN18 H36 H  0 0 N N N N N N 161.900 141.645 124.310 1.448   0.078  -0.094 HN18 A1H46 77 
A1H46 HN25 H37 H  0 0 N N N N N N 157.439 138.396 122.897 -3.182  0.409  1.016  HN25 A1H46 78 
A1H46 HN34 H38 H  0 0 N N N N N N 154.574 136.611 130.445 -10.783 1.717  1.546  HN34 A1H46 79 
# 
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 
A1H46 C13 N12  SING N N 1  
A1H46 C14 N12  SING N N 2  
A1H46 N12 C11  SING N N 3  
A1H46 C11 C10  SING N N 4  
A1H46 C10 C09  SING N N 5  
A1H46 C09 C08  SING N N 6  
A1H46 C05 N04  DOUB Y N 7  
A1H46 C05 C06  SING Y N 8  
A1H46 N07 C08  SING N N 9  
A1H46 N07 C06  SING N N 10 
A1H46 C08 O15  DOUB N N 11 
A1H46 N04 C03  SING Y N 12 
A1H46 C06 C16  DOUB Y N 13 
A1H46 C03 C02  SING N N 14 
A1H46 C03 C17  DOUB Y N 15 
A1H46 O01 C02  DOUB N N 16 
A1H46 C16 C17  SING Y N 17 
A1H46 C02 N18  SING N N 18 
A1H46 N27 C28  DOUB Y N 19 
A1H46 N27 C26  SING Y N 20 
A1H46 N25 C26  SING N N 21 
A1H46 N25 C24  SING N N 22 
A1H46 C42 C24  SING N N 23 
A1H46 C42 C19  SING N N 24 
A1H46 C28 C29  SING Y N 25 
A1H46 N18 C19  SING N N 26 
A1H46 C26 N41  DOUB Y N 27 
A1H46 C24 C23  SING N N 28 
A1H46 C19 C20  SING N N 29 
A1H46 C19 C21  SING N N 30 
A1H46 C29 CL30 SING N N 31 
A1H46 C29 C31  DOUB Y N 32 
A1H46 N41 C31  SING Y N 33 
A1H46 C23 C22  SING N N 34 
A1H46 C21 C22  SING N N 35 
A1H46 C31 C32  SING N N 36 
A1H46 C32 C36  SING Y N 37 
A1H46 C32 C33  DOUB Y N 38 
A1H46 C37 C36  DOUB Y N 39 
A1H46 C37 C38  SING Y N 40 
A1H46 C36 C35  SING Y N 41 
A1H46 C33 N34  SING Y N 42 
A1H46 C38 C39  DOUB Y N 43 
A1H46 C35 N34  SING Y N 44 
A1H46 C35 C40  DOUB Y N 45 
A1H46 C39 C40  SING Y N 46 
A1H46 C10 H1   SING N N 47 
A1H46 C10 HC10 SING N N 48 
A1H46 C13 H132 SING N N 49 
A1H46 C13 H131 SING N N 50 
A1H46 C13 H133 SING N N 51 
A1H46 C17 HC17 SING N N 52 
A1H46 C20 H201 SING N N 53 
A1H46 C20 H203 SING N N 54 
A1H46 C20 H202 SING N N 55 
A1H46 C21 H211 SING N N 56 
A1H46 C21 H212 SING N N 57 
A1H46 C22 H222 SING N N 58 
A1H46 C22 H221 SING N N 59 
A1H46 C24 HC24 SING N N 60 
A1H46 C28 HC28 SING N N 61 
A1H46 C05 HC05 SING N N 62 
A1H46 C09 H092 SING N N 63 
A1H46 C09 H091 SING N N 64 
A1H46 C11 H112 SING N N 65 
A1H46 C11 H111 SING N N 66 
A1H46 C14 H143 SING N N 67 
A1H46 C14 H142 SING N N 68 
A1H46 C14 H141 SING N N 69 
A1H46 C16 HC16 SING N N 70 
A1H46 C23 H232 SING N N 71 
A1H46 C23 H231 SING N N 72 
A1H46 C33 HC33 SING N N 73 
A1H46 C37 HC37 SING N N 74 
A1H46 C38 HC38 SING N N 75 
A1H46 C39 HC39 SING N N 76 
A1H46 C40 HC40 SING N N 77 
A1H46 C42 H422 SING N N 78 
A1H46 C42 H421 SING N N 79 
A1H46 N07 HN07 SING N N 80 
A1H46 N18 HN18 SING N N 81 
A1H46 N25 HN25 SING N N 82 
A1H46 N34 HN34 SING N N 83 
# 
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 
A1H46 InChI            InChI                1.06  "InChI=1S/C31H37ClN8O2/c1-31(39-29(42)26-13-12-21(17-33-26)36-27(41)11-7-15-40(2)3)14-6-8-20(16-31)37-30-35-19-24(32)28(38-30)23-18-34-25-10-5-4-9-22(23)25/h4-5,9-10,12-13,17-20,34H,6-8,11,14-16H2,1-3H3,(H,36,41)(H,39,42)(H,35,37,38)/t20-,31+/m1/s1" 
A1H46 InChIKey         InChI                1.06  RKBUTLKOTGZCGA-QJWGWKRISA-N                                                                                                                                                                                                                               
A1H46 SMILES_CANONICAL CACTVS               3.385 "CN(C)CCCC(=O)Nc1ccc(nc1)C(=O)N[C@@]2(C)CCC[C@H](C2)Nc3ncc(Cl)c(n3)c4c[nH]c5ccccc45"                                                                                                                                                                      
A1H46 SMILES           CACTVS               3.385 "CN(C)CCCC(=O)Nc1ccc(nc1)C(=O)N[C]2(C)CCC[CH](C2)Nc3ncc(Cl)c(n3)c4c[nH]c5ccccc45"                                                                                                                                                                         
A1H46 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1(CCC[C@H](C1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)NC(=O)c5ccc(cn5)NC(=O)CCCN(C)C"                                                                                                                                                                      
A1H46 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCCC(C1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)NC(=O)c5ccc(cn5)NC(=O)CCCN(C)C"                                                                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1H46 
_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}-[(1~{S},3~{R})-3-[[5-chloranyl-4-(1~{H}-indol-3-yl)pyrimidin-2-yl]amino]-1-methyl-cyclohexyl]-5-[4-(dimethylamino)butanoylamino]pyridine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H46 "Create component" 2024-02-22 PDBE 
A1H46 "Modify PCM"       2024-09-27 PDBE 
A1H46 "Initial release"  2024-12-25 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1H46 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C10 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
