data_A1EG3
# 
_chem_comp.id                                    A1EG3 
_chem_comp.name                                  "3-[[(7~{R})-2-[(4-bromophenyl)methylamino]-7-methyl-4-oxidanylidene-3,5,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]methyl]benzenecarbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 Br N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-05 
_chem_comp.pdbx_modified_date                    2025-07-11 
_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                        464.358 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EG3 
_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        9KUF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1EG3 N1    N1  N  0 1 N N N N N N 111.962 115.177 128.531 1.811  0.165  0.277  N1    A1EG3 1  
A1EG3 N3    N2  N  0 1 N N N N N N 112.005 116.879 126.809 -0.113 -1.105 0.026  N3    A1EG3 2  
A1EG3 C4    C1  C  0 1 Y N N N N N 111.288 111.728 128.607 4.855  -0.773 0.917  C4    A1EG3 3  
A1EG3 C5    C2  C  0 1 Y N N N N N 111.781 112.758 127.973 4.078  -0.555 -0.205 C5    A1EG3 4  
A1EG3 C6    C3  C  0 1 N N N N N N 112.493 113.843 128.789 2.625  -0.955 -0.204 C6    A1EG3 5  
A1EG3 C8    C4  C  0 1 N N R N N N 113.068 119.395 124.115 -3.429 -2.765 0.222  C8    A1EG3 6  
A1EG3 C10   C5  C  0 1 N N N N N N 113.884 117.013 125.357 -2.228 -0.273 0.548  C10   A1EG3 7  
A1EG3 C15   C6  C  0 1 N N N N N N 113.982 120.255 125.058 -3.382 -2.930 1.742  C15   A1EG3 8  
A1EG3 C21   C7  C  0 1 Y N N N N N 116.487 116.485 120.111 -7.511 0.403  -2.382 C21   A1EG3 9  
A1EG3 C22   C8  C  0 1 Y N N N N N 116.155 117.423 120.969 -6.808 -0.656 -1.835 C22   A1EG3 10 
A1EG3 CAA   C9  C  0 1 Y N N N N N 110.457 110.723 126.523 6.744  0.177  -0.208 CAA   A1EG3 11 
A1EG3 CAB   C10 C  0 1 Y N N N N N 111.646 112.847 126.451 4.633  0.029  -1.329 CAB   A1EG3 12 
A1EG3 "C5'" C11 C  0 1 Y N N N N N 115.412 115.626 119.481 -7.806 1.510  -1.613 "C5'" A1EG3 13 
A1EG3 "C4'" C12 C  0 1 Y N N N N N 114.171 115.845 119.829 -7.392 1.561  -0.281 "C4'" A1EG3 14 
A1EG3 "C3'" C13 C  0 1 Y N N N N N 113.793 116.934 120.829 -6.682 0.490  0.265  "C3'" A1EG3 15 
A1EG3 "C2'" C14 C  0 1 Y N N N N N 114.715 117.667 121.388 -6.400 -0.614 -0.513 "C2'" A1EG3 16 
A1EG3 "C1'" C15 C  0 1 N N N N N N 114.403 118.782 122.387 -5.634 -1.771 0.074  "C1'" A1EG3 17 
A1EG3 C1    C16 C  0 1 Y N N N N N 111.030 111.915 125.774 5.965  0.395  -1.331 C1    A1EG3 18 
A1EG3 C2    C17 C  0 1 N N N N N N 112.589 115.876 127.436 0.452  0.033  0.370  C2    A1EG3 19 
A1EG3 N2    N3  N  0 1 N N N N N N 113.859 115.323 127.116 -0.293 1.080  0.818  N2    A1EG3 20 
A1EG3 C3    C18 C  0 1 Y N N N N N 110.583 110.638 127.823 6.187  -0.402 0.918  C3    A1EG3 21 
A1EG3 N5    N4  N  0 1 N N N N N N 112.316 114.332 118.733 -7.933 3.617  1.159  N5    A1EG3 22 
A1EG3 C9    C19 C  0 1 N N N N N N 112.640 117.456 125.788 -1.436 -1.283 0.102  C9    A1EG3 23 
A1EG3 N9    N5  N  0 1 N N N N N N 113.760 118.453 123.437 -4.194 -1.556 -0.122 N9    A1EG3 24 
A1EG3 C11   C20 C  0 1 N N N N N N 114.595 115.880 126.043 -1.632 0.951  0.915  C11   A1EG3 25 
A1EG3 C12   C21 C  0 1 N N N N N N 112.028 118.636 125.024 -2.008 -2.611 -0.322 C12   A1EG3 26 
A1EG3 C14   C22 C  0 1 N N N N N N 114.517 117.760 124.212 -3.721 -0.416 0.670  C14   A1EG3 27 
A1EG3 C23   C23 C  0 1 N N N N N N 113.104 114.974 119.206 -7.694 2.708  0.522  C23   A1EG3 28 
A1EG3 OP3   O1  O  0 1 N N N N N N 115.847 115.441 125.660 -2.317 1.879  1.313  OP3   A1EG3 29 
A1EG3 BR1   BR1 BR 0 0 N N N N N N 109.530 109.325 125.555 8.566  0.685  -0.208 BR1   A1EG3 30 
A1EG3 H1    H1  H  0 1 N N N N N N 111.221 115.576 129.071 2.236  0.999  0.532  H1    A1EG3 31 
A1EG3 H2    H2  H  0 1 N N N N N N 111.382 111.653 129.680 4.421  -1.229 1.794  H2    A1EG3 32 
A1EG3 H3    H3  H  0 1 N N N N N N 112.372 113.616 129.859 2.484  -1.813 0.453  H3    A1EG3 33 
A1EG3 H4    H4  H  0 1 N N N N N N 113.562 113.833 128.531 2.319  -1.218 -1.216 H4    A1EG3 34 
A1EG3 H5    H5  H  0 1 N N N N N N 112.521 120.070 123.440 -3.899 -3.640 -0.227 H5    A1EG3 35 
A1EG3 H6    H6  H  0 1 N N N N N N 113.368 121.002 125.582 -2.918 -2.051 2.189  H6    A1EG3 36 
A1EG3 H7    H7  H  0 1 N N N N N N 114.469 119.599 125.794 -4.396 -3.039 2.127  H7    A1EG3 37 
A1EG3 H8    H8  H  0 1 N N N N N N 114.749 120.766 124.458 -2.800 -3.816 1.994  H8    A1EG3 38 
A1EG3 H9    H9  H  0 1 N N N N N N 117.525 116.327 119.856 -7.827 0.363  -3.414 H9    A1EG3 39 
A1EG3 H10   H10 H  0 1 N N N N N N 116.933 118.042 121.391 -6.577 -1.518 -2.442 H10   A1EG3 40 
A1EG3 H11   H11 H  0 1 N N N N N N 112.067 113.694 125.929 4.025  0.199  -2.205 H11   A1EG3 41 
A1EG3 H12   H12 H  0 1 N N N N N N 115.662 114.856 118.766 -8.355 2.336  -2.042 H12   A1EG3 42 
A1EG3 H13   H13 H  0 1 N N N N N N 112.754 117.099 121.075 -6.359 0.523  1.295  H13   A1EG3 43 
A1EG3 H14   H14 H  0 1 N N N N N N 115.361 119.219 122.707 -5.849 -1.845 1.140  H14   A1EG3 44 
A1EG3 H15   H15 H  0 1 N N N N N N 113.810 119.544 121.860 -5.934 -2.694 -0.422 H15   A1EG3 45 
A1EG3 H16   H16 H  0 1 N N N N N N 110.930 111.990 124.701 6.399  0.851  -2.208 H16   A1EG3 46 
A1EG3 H17   H17 H  0 1 N N N N N N 114.226 114.554 127.640 0.136  1.913  1.067  H17   A1EG3 47 
A1EG3 H18   H18 H  0 1 N N N N N N 110.180 109.782 128.343 6.794  -0.572 1.794  H18   A1EG3 48 
A1EG3 H20   H20 H  0 1 N N N N N N 111.616 119.349 125.754 -1.383 -3.415 0.067  H20   A1EG3 49 
A1EG3 H21   H21 H  0 1 N N N N N N 111.217 118.256 124.385 -2.029 -2.665 -1.410 H21   A1EG3 50 
A1EG3 H22   H22 H  0 1 N N N N N N 115.031 117.017 123.584 -3.983 -0.571 1.717  H22   A1EG3 51 
A1EG3 H23   H23 H  0 1 N N N N N N 115.257 118.450 124.644 -4.200 0.495  0.311  H23   A1EG3 52 
# 
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 
A1EG3 N5    C23   TRIP N N 1  
A1EG3 C23   "C4'" SING N N 2  
A1EG3 "C5'" "C4'" DOUB Y N 3  
A1EG3 "C5'" C21   SING Y N 4  
A1EG3 "C4'" "C3'" SING Y N 5  
A1EG3 C21   C22   DOUB Y N 6  
A1EG3 "C3'" "C2'" DOUB Y N 7  
A1EG3 C22   "C2'" SING Y N 8  
A1EG3 "C2'" "C1'" SING N N 9  
A1EG3 "C1'" N9    SING N N 10 
A1EG3 N9    C8    SING N N 11 
A1EG3 N9    C14   SING N N 12 
A1EG3 C8    C12   SING N N 13 
A1EG3 C8    C15   SING N N 14 
A1EG3 C14   C10   SING N N 15 
A1EG3 C12   C9    SING N N 16 
A1EG3 C10   C9    DOUB N N 17 
A1EG3 C10   C11   SING N N 18 
A1EG3 BR1   CAA   SING N N 19 
A1EG3 OP3   C11   DOUB N N 20 
A1EG3 C1    CAB   DOUB Y N 21 
A1EG3 C1    CAA   SING Y N 22 
A1EG3 C9    N3    SING N N 23 
A1EG3 C11   N2    SING N N 24 
A1EG3 CAB   C5    SING Y N 25 
A1EG3 CAA   C3    DOUB Y N 26 
A1EG3 N3    C2    DOUB N N 27 
A1EG3 N2    C2    SING N N 28 
A1EG3 C2    N1    SING N N 29 
A1EG3 C3    C4    SING Y N 30 
A1EG3 C5    C4    DOUB Y N 31 
A1EG3 C5    C6    SING N N 32 
A1EG3 N1    C6    SING N N 33 
A1EG3 N1    H1    SING N N 34 
A1EG3 C4    H2    SING N N 35 
A1EG3 C6    H3    SING N N 36 
A1EG3 C6    H4    SING N N 37 
A1EG3 C8    H5    SING N N 38 
A1EG3 C15   H6    SING N N 39 
A1EG3 C15   H7    SING N N 40 
A1EG3 C15   H8    SING N N 41 
A1EG3 C21   H9    SING N N 42 
A1EG3 C22   H10   SING N N 43 
A1EG3 CAB   H11   SING N N 44 
A1EG3 "C5'" H12   SING N N 45 
A1EG3 "C3'" H13   SING N N 46 
A1EG3 "C1'" H14   SING N N 47 
A1EG3 "C1'" H15   SING N N 48 
A1EG3 C1    H16   SING N N 49 
A1EG3 N2    H17   SING N N 50 
A1EG3 C3    H18   SING N N 51 
A1EG3 C12   H20   SING N N 52 
A1EG3 C12   H21   SING N N 53 
A1EG3 C14   H22   SING N N 54 
A1EG3 C14   H23   SING N N 55 
# 
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 
A1EG3 InChI            InChI                1.06  "InChI=1S/C23H22BrN5O/c1-15-9-21-20(14-29(15)13-18-4-2-3-17(10-18)11-25)22(30)28-23(27-21)26-12-16-5-7-19(24)8-6-16/h2-8,10,15H,9,12-14H2,1H3,(H2,26,27,28,30)/t15-/m1/s1" 
A1EG3 InChIKey         InChI                1.06  ZBPOHFMDQNQRRG-OAHLLOKOSA-N                                                                                                                                                
A1EG3 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1CC2=C(CN1Cc3cccc(c3)C#N)C(=O)NC(=N2)NCc4ccc(Br)cc4"                                                                                                               
A1EG3 SMILES           CACTVS               3.385 "C[CH]1CC2=C(CN1Cc3cccc(c3)C#N)C(=O)NC(=N2)NCc4ccc(Br)cc4"                                                                                                                 
A1EG3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1CC2=C(CN1Cc3cccc(c3)C#N)C(=O)NC(=N2)NCc4ccc(cc4)Br"                                                                                                               
A1EG3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CC2=C(CN1Cc3cccc(c3)C#N)C(=O)NC(=N2)NCc4ccc(cc4)Br"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1EG3 
_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        "3-[[(7~{R})-2-[(4-bromophenyl)methylamino]-7-methyl-4-oxidanylidene-3,5,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]methyl]benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EG3 "Create component" 2024-12-05 PDBC 
A1EG3 "Initial release"  2025-07-16 RCSB 
# 
