data_A1H2U
# 
_chem_comp.id                                    A1H2U 
_chem_comp.name                                  "(3~{Z},8~{R},9~{S},10~{R},13~{S},14~{S},17~{R})-3-hydroxyimino-10,13-dimethyl-17-(pyridin-2-ylmethyl)-2,6,7,8,9,11,12,14,15,16-decahydro-1~{H}-cyclopenta[a]phenanthren-17-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H34 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "17beta-Hydroxy-17alpha-picolyl-androst-4-en-(3Z)-one oxime" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-22 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        394.550 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H2U 
_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        8RRJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1H2U N1  N1  N 0 1 Y N N N N N 11.533 18.686 13.239 5.518  0.284  -0.591 N1  A1H2U 1  
A1H2U C4  C1  C 0 1 N N N N N N 16.071 19.328 19.908 -3.004 2.066  0.285  C4  A1H2U 2  
A1H2U C5  C2  C 0 1 N N N N N N 14.731 21.461 19.892 -3.728 0.692  -1.592 C5  A1H2U 3  
A1H2U C6  C3  C 0 1 N N N N N N 13.764 20.420 22.368 -4.820 -0.883 0.568  C6  A1H2U 4  
A1H2U C7  C4  C 0 1 N N N N N N 11.870 16.043 18.009 1.400  -0.031 2.108  C7  A1H2U 5  
A1H2U C8  C5  C 0 1 N N S N N N 13.645 19.412 18.961 -1.576 0.190  -0.380 C8  A1H2U 6  
A1H2U C10 C6  C 0 1 N N R N N N 13.346 17.914 19.101 -0.917 0.276  1.007  C10 A1H2U 7  
A1H2U C13 C7  C 0 1 N N N N N N 12.761 17.592 20.460 -1.616 -0.678 1.975  C13 A1H2U 8  
A1H2U C15 C8  C 0 1 N N N N N N 13.676 18.112 21.551 -3.079 -0.259 2.161  C15 A1H2U 9  
A1H2U C17 C9  C 0 1 N N N N N N 14.041 19.554 21.390 -3.705 -0.200 0.791  C17 A1H2U 10 
A1H2U C20 C10 C 0 1 Y N N N N N 10.681 18.832 14.357 4.621  -0.680 -0.659 C20 A1H2U 11 
A1H2U C21 C11 C 0 1 Y N N N N N 11.685 19.737 12.323 6.791  0.032  -0.358 C21 A1H2U 12 
A1H2U C22 C12 C 0 1 Y N N N N N 10.985 20.858 12.530 7.233  -1.265 -0.176 C22 A1H2U 13 
A1H2U C24 C13 C 0 1 Y N N N N N 10.014 19.937 14.554 4.989  -2.001 -0.486 C24 A1H2U 14 
A1H2U O1  O1  O 0 1 N N N N N N 12.761 22.238 24.180 -7.532 -1.346 0.189  O1  A1H2U 15 
A1H2U N   N2  N 0 1 N N N N N N 13.584 22.733 23.134 -6.702 -1.081 -0.928 N   A1H2U 16 
A1H2U C11 C14 C 0 1 N N N N N N 14.090 21.868 22.295 -5.436 -0.864 -0.756 C11 A1H2U 17 
A1H2U C16 C15 C 0 1 N N N N N N 14.975 22.253 21.169 -4.489 -0.595 -1.911 C16 A1H2U 18 
A1H2U C9  C16 C 0 1 N N S N N N 12.391 17.461 17.982 0.538  -0.121 0.843  C9  A1H2U 19 
A1H2U C3  C17 C 0 1 N N N N N N 11.442 15.700 16.579 2.839  0.099  1.539  C3  A1H2U 20 
A1H2U C18 C18 C 0 1 N N R N N N 14.673 19.923 20.050 -3.034 0.634  -0.254 C18 A1H2U 21 
A1H2U C14 C19 C 0 1 N N N N N N 13.992 19.816 17.472 -0.859 1.072  -1.398 C14 A1H2U 22 
A1H2U C12 C20 C 0 1 N N N N N N 13.136 19.190 16.367 0.643  0.756  -1.464 C12 A1H2U 23 
A1H2U C   C21 C 0 1 N N S N N N 12.909 17.675 16.521 1.203  0.946  -0.068 C   A1H2U 24 
A1H2U C1  C22 C 0 1 N N N N N N 14.289 17.002 16.266 0.861  2.348  0.441  C1  A1H2U 25 
A1H2U C2  C23 C 0 1 N N R N N N 11.805 16.907 15.682 2.694  0.679  0.110  C2  A1H2U 26 
A1H2U O   O2  O 0 1 N N N N N N 12.261 16.434 14.395 3.433  1.897  -0.007 O   A1H2U 27 
A1H2U C19 C24 C 0 1 N N N N N N 10.506 17.729 15.362 3.178  -0.337 -0.927 C19 A1H2U 28 
A1H2U C23 C25 C 0 1 Y N N N N N 10.162 20.932 13.665 6.319  -2.306 -0.240 C23 A1H2U 29 
A1H2U H1  H1  H 0 1 N N N N N N 16.723 19.730 20.697 -4.024 2.435  0.392  H1  A1H2U 30 
A1H2U H2  H2  H 0 1 N N N N N N 16.015 18.233 20.002 -2.509 2.078  1.256  H2  A1H2U 31 
A1H2U H3  H3  H 0 1 N N N N N N 16.483 19.591 18.923 -2.457 2.704  -0.409 H3  A1H2U 32 
A1H2U H4  H4  H 0 1 N N N N N N 15.543 21.697 19.189 -2.983 0.863  -2.369 H4  A1H2U 33 
A1H2U H5  H5  H 0 1 N N N N N N 13.772 21.792 19.468 -4.430 1.526  -1.589 H5  A1H2U 34 
A1H2U H6  H6  H 0 1 N N N N N N 13.278 20.049 23.258 -5.286 -1.445 1.363  H6  A1H2U 35 
A1H2U H7  H7  H 0 1 N N N N N N 11.009 15.969 18.690 1.136  0.851  2.692  H7  A1H2U 36 
A1H2U H8  H8  H 0 1 N N N N N N 12.661 15.355 18.342 1.300  -0.935 2.708  H8  A1H2U 37 
A1H2U H9  H9  H 0 1 N N N N N N 12.701 19.928 19.189 -1.544 -0.841 -0.730 H9  A1H2U 38 
A1H2U H10 H10 H 0 1 N N N N N N 14.291 17.363 18.989 -0.988 1.297  1.383  H10 A1H2U 39 
A1H2U H11 H11 H 0 1 N N N N N N 11.774 18.068 20.554 -1.578 -1.691 1.575  H11 A1H2U 40 
A1H2U H12 H12 H 0 1 N N N N N N 12.654 16.502 20.562 -1.107 -0.652 2.939  H12 A1H2U 41 
A1H2U H13 H13 H 0 1 N N N N N N 13.169 17.988 22.519 -3.598 -0.992 2.778  H13 A1H2U 42 
A1H2U H14 H14 H 0 1 N N N N N N 14.601 17.516 21.543 -3.125 0.722  2.635  H14 A1H2U 43 
A1H2U H15 H15 H 0 1 N N N N N N 12.348 19.644 11.475 7.497  0.848  -0.310 H15 A1H2U 44 
A1H2U H16 H16 H 0 1 N N N N N N 11.051 21.686 11.840 8.277  -1.465 0.014  H16 A1H2U 45 
A1H2U H17 H17 H 0 1 N N N N N N 9.362  20.047 15.408 4.249  -2.786 -0.543 H17 A1H2U 46 
A1H2U H18 H18 H 0 1 N N N N N N 12.459 22.962 24.716 -8.460 -1.495 -0.038 H18 A1H2U 47 
A1H2U H19 H19 H 0 1 N N N N N N 16.018 22.096 21.480 -5.056 -0.470 -2.833 H19 A1H2U 48 
A1H2U H20 H20 H 0 1 N N N N N N 14.814 23.319 20.951 -3.788 -1.423 -2.015 H20 A1H2U 49 
A1H2U H21 H21 H 0 1 N N N N N N 11.505 18.107 18.072 0.613  -1.116 0.404  H21 A1H2U 50 
A1H2U H22 H22 H 0 1 N N N N N N 10.357 15.520 16.545 3.427  0.775  2.159  H22 A1H2U 51 
A1H2U H23 H23 H 0 1 N N N N N N 11.974 14.802 16.233 3.316  -0.881 1.499  H23 A1H2U 52 
A1H2U H24 H24 H 0 1 N N N N N N 15.037 19.530 17.285 -1.300 0.910  -2.382 H24 A1H2U 53 
A1H2U H25 H25 H 0 1 N N N N N N 13.891 20.908 17.392 -0.990 2.117  -1.118 H25 A1H2U 54 
A1H2U H26 H26 H 0 1 N N N N N N 13.635 19.367 15.403 0.792  -0.275 -1.786 H26 A1H2U 55 
A1H2U H27 H27 H 0 1 N N N N N N 12.155 19.687 16.369 1.136  1.437  -2.158 H27 A1H2U 56 
A1H2U H28 H28 H 0 1 N N N N N N 15.065 17.526 16.843 -0.218 2.495  0.402  H28 A1H2U 57 
A1H2U H29 H29 H 0 1 N N N N N N 14.247 15.949 16.580 1.205  2.455  1.470  H29 A1H2U 58 
A1H2U H30 H30 H 0 1 N N N N N N 14.530 17.055 15.194 1.352  3.092  -0.186 H30 A1H2U 59 
A1H2U H31 H31 H 0 1 N N N N N N 13.053 15.922 14.508 4.388  1.789  0.097  H31 A1H2U 60 
A1H2U H32 H32 H 0 1 N N N N N N 10.146 18.177 16.300 3.085  0.090  -1.925 H32 A1H2U 61 
A1H2U H33 H33 H 0 1 N N N N N N 9.748  17.032 14.974 2.572  -1.240 -0.860 H33 A1H2U 62 
A1H2U H34 H34 H 0 1 N N N N N N 9.613  21.847 13.834 6.635  -3.329 -0.101 H34 A1H2U 63 
# 
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 
A1H2U C21 C22 DOUB Y N 1  
A1H2U C21 N1  SING Y N 2  
A1H2U C22 C23 SING Y N 3  
A1H2U N1  C20 DOUB Y N 4  
A1H2U C23 C24 DOUB Y N 5  
A1H2U C20 C24 SING Y N 6  
A1H2U C20 C19 SING N N 7  
A1H2U O   C2  SING N N 8  
A1H2U C19 C2  SING N N 9  
A1H2U C2  C   SING N N 10 
A1H2U C2  C3  SING N N 11 
A1H2U C1  C   SING N N 12 
A1H2U C12 C   SING N N 13 
A1H2U C12 C14 SING N N 14 
A1H2U C   C9  SING N N 15 
A1H2U C3  C7  SING N N 16 
A1H2U C14 C8  SING N N 17 
A1H2U C9  C7  SING N N 18 
A1H2U C9  C10 SING N N 19 
A1H2U C8  C10 SING N N 20 
A1H2U C8  C18 SING N N 21 
A1H2U C10 C13 SING N N 22 
A1H2U C5  C18 SING N N 23 
A1H2U C5  C16 SING N N 24 
A1H2U C4  C18 SING N N 25 
A1H2U C18 C17 SING N N 26 
A1H2U C13 C15 SING N N 27 
A1H2U C16 C11 SING N N 28 
A1H2U C17 C15 SING N N 29 
A1H2U C17 C6  DOUB N N 30 
A1H2U C11 C6  SING N N 31 
A1H2U C11 N   DOUB N Z 32 
A1H2U N   O1  SING N N 33 
A1H2U C4  H1  SING N N 34 
A1H2U C4  H2  SING N N 35 
A1H2U C4  H3  SING N N 36 
A1H2U C5  H4  SING N N 37 
A1H2U C5  H5  SING N N 38 
A1H2U C6  H6  SING N N 39 
A1H2U C7  H7  SING N N 40 
A1H2U C7  H8  SING N N 41 
A1H2U C8  H9  SING N N 42 
A1H2U C10 H10 SING N N 43 
A1H2U C13 H11 SING N N 44 
A1H2U C13 H12 SING N N 45 
A1H2U C15 H13 SING N N 46 
A1H2U C15 H14 SING N N 47 
A1H2U C21 H15 SING N N 48 
A1H2U C22 H16 SING N N 49 
A1H2U C24 H17 SING N N 50 
A1H2U O1  H18 SING N N 51 
A1H2U C16 H19 SING N N 52 
A1H2U C16 H20 SING N N 53 
A1H2U C9  H21 SING N N 54 
A1H2U C3  H22 SING N N 55 
A1H2U C3  H23 SING N N 56 
A1H2U C14 H24 SING N N 57 
A1H2U C14 H25 SING N N 58 
A1H2U C12 H26 SING N N 59 
A1H2U C12 H27 SING N N 60 
A1H2U C1  H28 SING N N 61 
A1H2U C1  H29 SING N N 62 
A1H2U C1  H30 SING N N 63 
A1H2U O   H31 SING N N 64 
A1H2U C19 H32 SING N N 65 
A1H2U C19 H33 SING N N 66 
A1H2U C23 H34 SING N N 67 
# 
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 
A1H2U InChI            InChI                1.06  "InChI=1S/C25H34N2O2/c1-23-11-8-18(27-29)15-17(23)6-7-20-21(23)9-12-24(2)22(20)10-13-25(24,28)16-19-5-3-4-14-26-19/h3-5,14-15,20-22,28-29H,6-13,16H2,1-2H3/b27-18-/t20-,21+,22+,23+,24+,25-/m1/s1" 
A1H2U InChIKey         InChI                1.06  OXDFJJOYBOXYDL-DUXFNIGSSA-N                                                                                                                                                                        
A1H2U SMILES_CANONICAL CACTVS               3.385 "C[C@]12CCC(/C=C1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC[C@@]4(O)Cc5ccccn5)=N/O"                                                                                                                       
A1H2U SMILES           CACTVS               3.385 "C[C]12CCC(C=C1CC[CH]3[CH]2CC[C]4(C)[CH]3CC[C]4(O)Cc5ccccn5)=NO"                                                                                                                                   
A1H2U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@]12CC/C(=N/O)/C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(Cc5ccccn5)O)C"                                                                                                                        
A1H2U SMILES           "OpenEye OEToolkits" 2.0.7 "CC12CCC(=NO)C=C1CCC3C2CCC4(C3CCC4(Cc5ccccn5)O)C"                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1H2U 
_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~{Z},8~{R},9~{S},10~{R},13~{S},14~{S},17~{R})-3-hydroxyimino-10,13-dimethyl-17-(pyridin-2-ylmethyl)-2,6,7,8,9,11,12,14,15,16-decahydro-1~{H}-cyclopenta[a]phenanthren-17-ol" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H2U 
_pdbx_chem_comp_synonyms.name         "17beta-Hydroxy-17alpha-picolyl-androst-4-en-(3Z)-one oxime" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H2U "Create component" 2024-01-22 PDBE 
A1H2U "Initial release"  2025-05-14 RCSB 
# 
