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 2011-06-04 _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 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" ZK5 InChI InChI 1.03 "InChI=1S/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 1.03 AAXVEMMRQDVLJB-BULBTXNYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZK5 "Create component" 2001-12-27 EBI ZK5 "Modify descriptor" 2011-06-04 RCSB #