data_QA1
#

_chem_comp.id                                   QA1
_chem_comp.name                                 Danazol
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H27 N O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(1R,3aS,3bR,10aR,10bS,12aS)-1-ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8
]phenanthro[3,2-d][1,2]oxazol-1-ol
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-08
_chem_comp.pdbx_modified_date                   2020-10-16
_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                       337.455
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QA1
_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       6ULB
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
QA1  CAD  C1   C  0  1  N  N  S  10.862  32.071  -5.599   2.027  -0.750  -0.544  CAD  QA1   1  
QA1  CAE  C2   C  0  1  N  N  S  11.515  33.338  -6.162   2.671   0.330   0.366  CAE  QA1   2  
QA1  CAF  C3   C  0  1  N  N  R  11.733  30.831  -5.850   0.676  -1.092   0.056  CAF  QA1   3  
QA1  CAG  C4   C  0  1  N  N  S  13.051  31.072  -5.072  -0.195   0.172  -0.023  CAG  QA1   4  
QA1  CAH  C5   C  0  1  N  N  R  13.962  29.827  -5.108  -1.556  -0.117   0.619  CAH  QA1   5  
QA1  CAI  C6   C  0  1  N  N  N  12.875  33.595  -5.460   1.871   1.605   0.184  CAI  QA1   6  
QA1  CAJ  C7   C  0  1  N  N  R  10.404  34.357  -5.830   4.122   0.365  -0.104  CAJ  QA1   7  
QA1  CAK  C8   C  0  1  N  N  N  13.788  32.349  -5.598   0.448   1.345   0.712  CAK  QA1   8  
QA1  CAL  C9   C  0  1  N  N  N   9.435  32.097  -6.205   3.087  -1.856  -0.512  CAL  QA1   9  
QA1  CAM  C10  C  0  1  N  N  N  10.992  29.664  -5.296   0.016  -2.214  -0.749  CAM  QA1  10  
QA1  CAN  C11  C  0  1  N  N  N   9.116  33.616  -6.286   4.419  -1.064  -0.622  CAN  QA1  11  
QA1  CAO  C12  C  0  1  N  N  N  13.193  28.696  -4.752  -2.169  -1.321  -0.015  CAO  QA1  12  
QA1  CAP  C13  C  0  1  N  N  N  11.736  33.245  -7.676   2.610  -0.120   1.827  CAP  QA1  13  
QA1  CAQ  C14  C  0  1  N  N  N  11.891  28.451  -5.227  -1.325  -2.583  -0.110  CAQ  QA1  14  
QA1  CAR  C15  C  0  1  N  N  N  15.089  30.092  -4.108  -2.386   1.141   0.691  CAR  QA1  15  
QA1  CAS  C16  C  0  1  N  N  N  14.634  29.582  -6.456  -1.262  -0.501   2.071  CAS  QA1  16  
QA1  CAT  C17  C  0  1  N  N  N  10.304  34.612  -4.352   4.283   1.345  -1.190  CAT  QA1  17  
QA1  CAU  C18  C  0  1  N  N  N  13.747  27.691  -3.974  -3.404  -1.377  -0.511  CAU  QA1  18  
QA1  CAV  C19  C  0  1  Y  N  N  15.704  28.910  -3.690  -3.751   0.990   0.116  CAV  QA1  19  
QA1  CAW  C20  C  0  1  Y  N  N  15.011  27.771  -3.590  -4.233  -0.170  -0.440  CAW  QA1  20  
QA1  CAX  C21  C  0  1  Y  N  N  16.955  28.711  -3.270  -4.812   1.891  -0.007  CAX  QA1  21  
QA1  CAY  C22  C  0  1  N  N  N  10.226  34.840  -3.224   4.411   2.127  -2.056  CAY  QA1  22  
QA1  NAC  N1   N  0  1  Y  N  N  17.096  27.433  -2.917  -5.784   1.236  -0.589  NAC  QA1  23  
QA1  OAA  O1   O  0  1  N  N  N  10.538  35.630  -6.492   4.988   0.687   0.986  OAA  QA1  24  
QA1  OAB  O2   O  0  1  Y  N  N  15.823  26.788  -3.128  -5.478   0.086  -0.835  OAB  QA1  25  
QA1  HAD  H1   H  0  1  N  N  N  10.764  32.198  -4.511   1.906  -0.370  -1.559  HAD  QA1  26  
QA1  HAF  H2   H  0  1  N  N  N  11.935  30.707  -6.924   0.802  -1.407   1.091  HAF  QA1  27  
QA1  HAG  H3   H  0  1  N  N  N  12.785  31.258  -4.021  -0.342   0.442  -1.069  HAG  QA1  28  
QA1  HAI  H4   H  0  1  N  N  N  13.368  34.461  -5.926   2.331   2.416   0.750  HAI  QA1  29  
QA1  HAJ  H5   H  0  1  N  N  N  12.701  33.803  -4.394   1.829   1.869  -0.873  HAJ  QA1  30  
QA1  HAL  H6   H  0  1  N  N  N  14.049  32.206  -6.657  -0.158   2.238   0.559  HAL  QA1  31  
QA1  HAK  H7   H  0  1  N  N  N  14.706  32.505  -5.012   0.498   1.130   1.780  HAK  QA1  32  
QA1  HAN  H8   H  0  1  N  N  N   8.719  31.577  -5.552   3.042  -2.406   0.428  HAN  QA1  33  
QA1  HAM  H9   H  0  1  N  N  N   9.421  31.637  -7.204   2.966  -2.532  -1.359  HAM  QA1  34  
QA1  HAO  H10  H  0  1  N  N  N  10.636  29.908  -4.284  -0.150  -1.877  -1.773  HAO  QA1  35  
QA1  HAP  H11  H  0  1  N  N  N  10.132  29.441  -5.944   0.668  -3.087  -0.756  HAP  QA1  36  
QA1  HAR  H12  H  0  1  N  N  N   8.860  33.897  -7.318   4.746  -1.025  -1.662  HAR  QA1  37  
QA1  HAQ  H13  H  0  1  N  N  N   8.277  33.865  -5.620   5.186  -1.534  -0.006  HAQ  QA1  38  
QA1  HAS  H14  H  0  1  N  N  N  12.531  32.514  -7.887   3.151   0.593   2.450  HAS  QA1  39  
QA1  HAT  H15  H  0  1  N  N  N  10.804  32.924  -8.163   1.570  -0.168   2.150  HAT  QA1  40  
QA1  HAU  H16  H  0  1  N  N  N  12.032  34.231  -8.064   3.066  -1.105   1.923  HAU  QA1  41  
QA1  HAV  H17  H  0  1  N  N  N  11.418  27.715  -4.560  -1.836  -3.322  -0.728  HAV  QA1  42  
QA1  HAW  H18  H  0  1  N  N  N  11.972  28.029  -6.240  -1.158  -2.990   0.888  HAW  QA1  43  
QA1  HAX  H19  H  0  1  N  N  N  15.843  30.736  -4.585  -2.478   1.438   1.735  HAX  QA1  44  
QA1  HAY  H20  H  0  1  N  N  N  14.671  30.605  -3.229  -1.866   1.932   0.151  HAY  QA1  45  
QA1  HA1  H21  H  0  1  N  N  N  15.262  28.681  -6.395  -0.758   0.326   2.570  HA1  QA1  46  
QA1  HAZ  H22  H  0  1  N  N  N  13.864  29.441  -7.229  -2.197  -0.721   2.585  HAZ  QA1  47  
QA1  HA0  H23  H  0  1  N  N  N  15.261  30.448  -6.716  -0.621  -1.382   2.091  HA0  QA1  48  
QA1  HA2  H24  H  0  1  N  N  N  13.147  26.842  -3.681  -3.784  -2.287  -0.952  HA2  QA1  49  
QA1  HA3  H25  H  0  1  N  N  N  17.728  29.464  -3.224  -4.826   2.922   0.314  HA3  QA1  50  
QA1  HA4  H26  H  0  1  N  N  N  10.154  35.050  -2.187   4.526   2.827  -2.830  HA4  QA1  51  
QA1  HAA  H27  H  0  1  N  N  N  11.332  36.060  -6.195   5.924   0.724   0.747  HAA  QA1  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
QA1  CAP  CAE  SING  N  N   1  
QA1  OAA  CAJ  SING  N  N   2  
QA1  CAS  CAH  SING  N  N   3  
QA1  CAN  CAL  SING  N  N   4  
QA1  CAN  CAJ  SING  N  N   5  
QA1  CAL  CAD  SING  N  N   6  
QA1  CAE  CAJ  SING  N  N   7  
QA1  CAE  CAD  SING  N  N   8  
QA1  CAE  CAI  SING  N  N   9  
QA1  CAF  CAD  SING  N  N  10  
QA1  CAF  CAM  SING  N  N  11  
QA1  CAF  CAG  SING  N  N  12  
QA1  CAJ  CAT  SING  N  N  13  
QA1  CAK  CAI  SING  N  N  14  
QA1  CAK  CAG  SING  N  N  15  
QA1  CAM  CAQ  SING  N  N  16  
QA1  CAQ  CAO  SING  N  N  17  
QA1  CAH  CAG  SING  N  N  18  
QA1  CAH  CAO  SING  N  N  19  
QA1  CAH  CAR  SING  N  N  20  
QA1  CAO  CAU  DOUB  N  N  21  
QA1  CAT  CAY  TRIP  N  N  22  
QA1  CAR  CAV  SING  N  N  23  
QA1  CAU  CAW  SING  N  N  24  
QA1  CAV  CAW  DOUB  Y  N  25  
QA1  CAV  CAX  SING  Y  N  26  
QA1  CAW  OAB  SING  Y  N  27  
QA1  CAX  NAC  DOUB  Y  N  28  
QA1  OAB  NAC  SING  Y  N  29  
QA1  CAD  HAD  SING  N  N  30  
QA1  CAF  HAF  SING  N  N  31  
QA1  CAG  HAG  SING  N  N  32  
QA1  CAI  HAI  SING  N  N  33  
QA1  CAI  HAJ  SING  N  N  34  
QA1  CAK  HAL  SING  N  N  35  
QA1  CAK  HAK  SING  N  N  36  
QA1  CAL  HAN  SING  N  N  37  
QA1  CAL  HAM  SING  N  N  38  
QA1  CAM  HAO  SING  N  N  39  
QA1  CAM  HAP  SING  N  N  40  
QA1  CAN  HAR  SING  N  N  41  
QA1  CAN  HAQ  SING  N  N  42  
QA1  CAP  HAS  SING  N  N  43  
QA1  CAP  HAT  SING  N  N  44  
QA1  CAP  HAU  SING  N  N  45  
QA1  CAQ  HAV  SING  N  N  46  
QA1  CAQ  HAW  SING  N  N  47  
QA1  CAR  HAX  SING  N  N  48  
QA1  CAR  HAY  SING  N  N  49  
QA1  CAS  HA1  SING  N  N  50  
QA1  CAS  HAZ  SING  N  N  51  
QA1  CAS  HA0  SING  N  N  52  
QA1  CAU  HA2  SING  N  N  53  
QA1  CAX  HA3  SING  N  N  54  
QA1  CAY  HA4  SING  N  N  55  
QA1  OAA  HAA  SING  N  N  56  
#   #
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
QA1  SMILES            ACDLabs               12.01  "C21C(C(C#C)(CC1)O)(CCC3C2CCC=4C3(Cc5c(C=4)onc5)C)C"  
QA1  InChI             InChI                 1.03   "InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1"  
QA1  InChIKey          InChI                 1.03   POZRVZJJTULAOH-LHZXLZLDSA-N  
QA1  SMILES_CANONICAL  CACTVS                3.385  "C[C@]12Cc3cnoc3C=C1CC[C@@H]4[C@@H]2CC[C@@]5(C)[C@H]4CC[C@@]5(O)C#C"  
QA1  SMILES            CACTVS                3.385  "C[C]12Cc3cnoc3C=C1CC[CH]4[CH]2CC[C]5(C)[CH]4CC[C]5(O)C#C"  
QA1  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=Cc5c(cno5)C[C@]34C"  
QA1  SMILES            "OpenEye OEToolkits"  2.0.7  "CC12CCC3C(C1CCC2(C#C)O)CCC4=Cc5c(cno5)CC34C"  
#
_pdbx_chem_comp_identifier.comp_id          QA1
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          ACDLabs
_pdbx_chem_comp_identifier.program_version  12.01
_pdbx_chem_comp_identifier.identifier       "(1R,3aS,3bR,10aR,10bS,12aS)-1-ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,2-d][1,2]oxazol-1-ol"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     QA1
_pdbx_chem_comp_synonyms.name        "(1R,3aS,3bR,10aR,10bS,12aS)-1-ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,2-d][1,2]oxazol-1-ol"
_pdbx_chem_comp_synonyms.provenance  ?
_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
QA1  "Create component"  2019-10-08  RCSB  
QA1  "Modify synonyms"   2020-06-05  PDBE  
QA1  "Initial release"   2020-10-21  RCSB  
##
