data_ZK5
# 
_chem_comp.id                                    ZK5 
_chem_comp.name                                  9ALPHA-FLUOROCORTISOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H29 F O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-12-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        380.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZK5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GS4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ZK5 C2   C2   C 0 1 N N N 1.372  26.706 5.274 -1.735 -0.003 -4.558 C2   ZK5 1  
ZK5 C3   C3   C 0 1 N N N 2.778  26.729 4.745 -0.401 0.263  -5.228 C3   ZK5 2  
ZK5 C4   C4   C 0 1 N N N 3.519  28.007 4.813 0.785  -0.276 -4.557 C4   ZK5 3  
ZK5 C5   C5   C 0 1 N N N 2.980  29.162 5.193 0.740  -0.567 -3.257 C5   ZK5 4  
ZK5 C6   C6   C 0 1 N N N 3.823  30.399 5.265 1.994  -1.138 -2.618 C6   ZK5 5  
ZK5 C7   C7   C 0 1 N N N 3.203  31.534 4.413 2.293  -0.353 -1.339 C7   ZK5 6  
ZK5 C1   C1   C 0 1 N N N 0.690  28.053 5.141 -1.596 0.390  -3.088 C1   ZK5 7  
ZK5 C8   C8   C 0 1 N N S 1.767  31.817 4.852 1.063  -0.393 -0.428 C8   ZK5 8  
ZK5 C9   C9   C 0 1 N N R 0.908  30.529 4.844 -0.091 0.354  -1.108 C9   ZK5 9  
ZK5 C10  C10  C 0 1 N N S 1.509  29.308 5.575 -0.461 -0.377 -2.405 C10  ZK5 10 
ZK5 C11  C11  C 0 1 N N S -0.605 30.721 5.074 -1.322 0.435  -0.211 C11  ZK5 11 
ZK5 C12  C12  C 0 1 N N N -1.212 31.949 4.354 -0.988 1.045  1.159  C12  ZK5 12 
ZK5 C13  C13  C 0 1 N N S -0.346 33.220 4.454 0.098  0.187  1.776  C13  ZK5 13 
ZK5 C14  C14  C 0 1 N N S 1.076  32.852 3.986 1.360  0.334  0.884  C14  ZK5 14 
ZK5 C15  C15  C 0 1 N N N 1.811  34.200 3.838 2.449  -0.298 1.759  C15  ZK5 15 
ZK5 C16  C16  C 0 1 N N N 0.673  35.168 3.454 2.113  0.241  3.176  C16  ZK5 16 
ZK5 C17  C17  C 0 1 N N R -0.650 34.351 3.446 0.593  0.599  3.158  C17  ZK5 17 
ZK5 C18  C18  C 0 1 N N N -0.365 33.730 5.916 -0.349 -1.275 1.802  C18  ZK5 18 
ZK5 C19  C19  C 0 1 N N N 1.410  29.472 7.113 -0.985 -1.765 -2.033 C19  ZK5 19 
ZK5 C20  C20  C 0 1 N N N -1.879 35.199 3.818 -0.135 -0.162 4.234  C20  ZK5 20 
ZK5 C21  C21  C 0 1 N N N -3.165 34.913 3.098 -1.428 0.373  4.792  C21  ZK5 21 
ZK5 F9   F9   F 0 1 N N N 0.929  30.197 3.433 0.329  1.651  -1.422 F9   ZK5 22 
ZK5 O1   O1   O 0 1 N N N 3.299  25.724 4.268 -0.320 0.890  -6.264 O1   ZK5 23 
ZK5 O2   O2   O 0 1 N N N -0.842 30.765 6.457 -1.846 -0.880 -0.021 O2   ZK5 24 
ZK5 O3   O3   O 0 1 N N N -0.923 33.755 2.186 0.413  2.005  3.336  O3   ZK5 25 
ZK5 O4   O4   O 0 1 N N N -1.812 36.059 4.647 0.316  -1.202 4.650  O4   ZK5 26 
ZK5 O5   O5   O 0 1 N N N -4.102 35.981 3.248 -1.922 -0.520 5.792  O5   ZK5 27 
ZK5 H2C1 1H2C H 0 0 N N N 0.772  25.900 4.791 -2.513 0.596  -5.030 H2C1 ZK5 28 
ZK5 H2C2 2H2C H 0 0 N N N 1.343  26.341 6.327 -1.983 -1.062 -4.636 H2C2 ZK5 29 
ZK5 H4   H4   H 0 1 N N N 4.585  28.002 4.531 1.695  -0.438 -5.115 H4   ZK5 30 
ZK5 H6C1 1H6C H 0 0 N N N 4.881  30.196 4.976 2.831  -1.045 -3.309 H6C1 ZK5 31 
ZK5 H6C2 2H6C H 0 0 N N N 3.996  30.720 6.319 1.833  -2.188 -2.373 H6C2 ZK5 32 
ZK5 H7C1 1H7C H 0 0 N N N 3.830  32.456 4.433 2.524  0.681  -1.592 H7C1 ZK5 33 
ZK5 H7C2 2H7C H 0 0 N N N 3.265  31.313 3.322 3.142  -0.803 -0.825 H7C2 ZK5 34 
ZK5 H1C1 1H1C H 0 0 N N N 0.332  28.187 4.094 -1.389 1.458  -3.025 H1C1 ZK5 35 
ZK5 H1C2 2H1C H 0 0 N N N -0.280 28.034 5.690 -2.533 0.179  -2.574 H1C2 ZK5 36 
ZK5 H8   H8   H 0 1 N N N 1.796  32.206 5.897 0.775  -1.428 -0.239 H8   ZK5 37 
ZK5 H11  H11  H 0 1 N N N -1.119 29.815 4.677 -2.078 1.051  -0.699 H11  ZK5 38 
ZK5 H121 1H12 H 0 0 N N N -2.246 32.148 4.721 -1.874 1.036  1.795  H121 ZK5 39 
ZK5 H122 2H12 H 0 0 N N N -1.435 31.709 3.288 -0.629 2.066  1.034  H122 ZK5 40 
ZK5 H14  H14  H 0 1 N N N 0.983  32.415 2.964 1.585  1.383  0.694  H14  ZK5 41 
ZK5 H151 1H15 H 0 0 N N N 2.672  34.187 3.130 2.380  -1.385 1.735  H151 ZK5 42 
ZK5 H152 2H15 H 0 0 N N N 2.405  34.508 4.730 3.438  0.034  1.445  H152 ZK5 43 
ZK5 H161 1H16 H 0 0 N N N 0.626  36.067 4.112 2.307  -0.527 3.925  H161 ZK5 44 
ZK5 H162 2H16 H 0 0 N N N 0.861  35.701 2.493 2.708  1.129  3.389  H162 ZK5 45 
ZK5 H181 1H18 H 0 0 N N N 0.262  34.650 5.988 -0.368 -1.668 0.785  H181 ZK5 46 
ZK5 H182 2H18 H 0 0 N N N -0.052 32.945 6.643 0.348  -1.858 2.403  H182 ZK5 47 
ZK5 H183 3H18 H 0 0 N N N -1.401 33.891 6.296 -1.346 -1.342 2.236  H183 ZK5 48 
ZK5 H191 1H19 H 0 0 N N N 1.995  30.369 7.423 -0.947 -2.414 -2.908 H191 ZK5 49 
ZK5 H192 2H19 H 0 0 N N N 1.724  28.552 7.658 -0.366 -2.187 -1.240 H192 ZK5 50 
ZK5 H193 3H19 H 0 0 N N N 0.354  29.512 7.468 -2.015 -1.684 -1.685 H193 ZK5 51 
ZK5 H211 1H21 H 0 0 N N N -3.603 33.939 3.419 -1.254 1.353  5.235  H211 ZK5 52 
ZK5 H212 2H21 H 0 0 N N N -2.986 34.677 2.023 -2.161 0.461  3.990  H212 ZK5 53 
ZK5 H2   H2   H 0 1 N N N -1.774 30.883 6.599 -2.642 -0.789 0.520  H2   ZK5 54 
ZK5 H3   H3   H 0 1 N N N -1.110 34.450 1.566 0.781  2.226  4.203  H3   ZK5 55 
ZK5 H5   H5   H 0 1 N N N -4.916 35.800 2.792 -2.748 -0.141 6.122  H5   ZK5 56 
# 
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 
ZK5 C2  C3   SING N N 1  
ZK5 C2  C1   SING N N 2  
ZK5 C2  H2C1 SING N N 3  
ZK5 C2  H2C2 SING N N 4  
ZK5 C3  C4   SING N N 5  
ZK5 C3  O1   DOUB N N 6  
ZK5 C4  C5   DOUB N N 7  
ZK5 C4  H4   SING N N 8  
ZK5 C5  C6   SING N N 9  
ZK5 C5  C10  SING N N 10 
ZK5 C6  C7   SING N N 11 
ZK5 C6  H6C1 SING N N 12 
ZK5 C6  H6C2 SING N N 13 
ZK5 C7  C8   SING N N 14 
ZK5 C7  H7C1 SING N N 15 
ZK5 C7  H7C2 SING N N 16 
ZK5 C1  C10  SING N N 17 
ZK5 C1  H1C1 SING N N 18 
ZK5 C1  H1C2 SING N N 19 
ZK5 C8  C9   SING N N 20 
ZK5 C8  C14  SING N N 21 
ZK5 C8  H8   SING N N 22 
ZK5 C9  C10  SING N N 23 
ZK5 C9  C11  SING N N 24 
ZK5 C9  F9   SING N N 25 
ZK5 C10 C19  SING N N 26 
ZK5 C11 C12  SING N N 27 
ZK5 C11 O2   SING N N 28 
ZK5 C11 H11  SING N N 29 
ZK5 C12 C13  SING N N 30 
ZK5 C12 H121 SING N N 31 
ZK5 C12 H122 SING N N 32 
ZK5 C13 C14  SING N N 33 
ZK5 C13 C17  SING N N 34 
ZK5 C13 C18  SING N N 35 
ZK5 C14 C15  SING N N 36 
ZK5 C14 H14  SING N N 37 
ZK5 C15 C16  SING N N 38 
ZK5 C15 H151 SING N N 39 
ZK5 C15 H152 SING N N 40 
ZK5 C16 C17  SING N N 41 
ZK5 C16 H161 SING N N 42 
ZK5 C16 H162 SING N N 43 
ZK5 C17 C20  SING N N 44 
ZK5 C17 O3   SING N N 45 
ZK5 C18 H181 SING N N 46 
ZK5 C18 H182 SING N N 47 
ZK5 C18 H183 SING N N 48 
ZK5 C19 H191 SING N N 49 
ZK5 C19 H192 SING N N 50 
ZK5 C19 H193 SING N N 51 
ZK5 C20 C21  SING N N 52 
ZK5 C20 O4   DOUB N N 53 
ZK5 C21 O5   SING N N 54 
ZK5 C21 H211 SING N N 55 
ZK5 C21 H212 SING N N 56 
ZK5 O2  H2   SING N N 57 
ZK5 O3  H3   SING N N 58 
ZK5 O5  H5   SING N N 59 
# 
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 
ZK5 SMILES           ACDLabs              10.04 O=C(CO)C3(O)C2(CC(O)C4(F)C1(C(=CC(=O)CC1)CCC4C2CC3)C)C                                                                                                                         
ZK5 InChI            InChI                1.02b InChI=1/C21H29FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1 
ZK5 InChIKey         InChI                1.02b AAXVEMMRQDVLJB-BULBTXNYBK                                                                                                                                                      
ZK5 SMILES_CANONICAL CACTVS               3.341 C[C@]12C[C@H](O)[C@@]3(F)[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@]2(O)C(=O)CO                                                                                                  
ZK5 SMILES           CACTVS               3.341 C[C]12C[CH](O)[C]3(F)[CH](CCC4=CC(=O)CC[C]34C)[CH]1CC[C]2(O)C(=O)CO                                                                                                            
ZK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O)F                                                                                                  
ZK5 SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC(=O)C=C1CCC3C2(C(CC4(C3CCC4(C(=O)CO)O)C)O)F                                                                                                                             
# 
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 
ZK5 "SYSTEMATIC NAME" ACDLabs              10.04 (11alpha)-9-fluoro-11,17,21-trihydroxypregn-4-ene-3,20-dione                                                                                                
ZK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13-dimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one 
# 
