data_5SD # _chem_comp.id 5SD _chem_comp.name 5ALPHA-ANDROSTAN-3,17-DIONE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H28 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-05-30 _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 288.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SD _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 1OHS _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 5SD C1 C1 C 0 1 N N N 3.861 -14.187 -1.628 1.508 0.479 2.354 C1 5SD 1 5SD C2 C2 C 0 1 N N N 3.154 -15.560 -1.262 1.543 -0.139 3.754 C2 5SD 2 5SD C3 C3 C 0 1 N N N 3.153 -16.558 -2.378 0.205 0.107 4.417 C3 5SD 3 5SD O3 O3 O 0 1 N N N 2.171 -17.270 -2.586 0.139 0.603 5.516 O3 5SD 4 5SD C4 C4 C 0 1 N N N 4.278 -16.643 -3.232 -1.045 -0.283 3.664 C4 5SD 5 5SD C5 C5 C 0 1 N N S 4.981 -15.274 -3.620 -0.990 0.328 2.258 C5 5SD 6 5SD C6 C6 C 0 1 N N N 6.289 -15.536 -4.356 -2.183 -0.192 1.453 C6 5SD 7 5SD C7 C7 C 0 1 N N N 6.956 -14.183 -4.726 -2.137 0.371 0.032 C7 5SD 8 5SD C8 C8 C 0 1 N N R 7.235 -13.267 -3.493 -0.840 -0.074 -0.644 C8 5SD 9 5SD C9 C9 C 0 1 N N S 5.879 -13.016 -2.728 0.350 0.479 0.151 C9 5SD 10 5SD C10 C10 C 0 1 N N S 5.220 -14.412 -2.305 0.315 -0.080 1.574 C10 5SD 11 5SD C11 C11 C 0 1 N N N 6.131 -12.077 -1.513 1.680 0.115 -0.499 C11 5SD 12 5SD C12 C12 C 0 1 N N N 6.806 -10.715 -1.966 1.727 0.563 -1.969 C12 5SD 13 5SD C13 C13 C 0 1 N N S 8.157 -11.023 -2.649 0.556 -0.088 -2.677 C13 5SD 14 5SD C14 C14 C 0 1 N N S 7.875 -11.909 -3.891 -0.762 0.488 -2.052 C14 5SD 15 5SD C15 C15 C 0 1 N N N 9.194 -11.907 -4.631 -1.811 -0.025 -3.046 C15 5SD 16 5SD C16 C16 C 0 1 N N N 9.533 -10.328 -4.594 -1.106 0.179 -4.415 C16 5SD 17 5SD C17 C17 C 0 1 N N N 8.819 -9.817 -3.348 0.393 0.208 -4.138 C17 5SD 18 5SD O17 O17 O 0 1 N N N 8.832 -8.679 -2.983 1.276 0.415 -4.936 O17 5SD 19 5SD C18 C18 C 0 1 N N N 9.179 -11.534 -1.642 0.605 -1.603 -2.463 C18 5SD 20 5SD C19 C19 C 0 1 N N N 6.169 -15.138 -1.263 0.408 -1.606 1.525 C19 5SD 21 5SD H1C1 1H1C H 0 0 N N N 3.211 -13.622 -2.312 2.431 0.237 1.827 H1C1 5SD 22 5SD H1C2 2H1C H 0 0 N N N 4.030 -13.629 -0.695 1.412 1.561 2.437 H1C2 5SD 23 5SD H2C1 1H2C H 0 0 N N N 3.680 -16.002 -0.403 1.722 -1.211 3.678 H2C1 5SD 24 5SD H2C2 2H2C H 0 0 N N N 2.102 -15.328 -1.040 2.335 0.325 4.342 H2C2 5SD 25 5SD H4C1 1H4C H 0 0 N N N 5.029 -17.274 -2.733 -1.101 -1.369 3.587 H4C1 5SD 26 5SD H4C2 2H4C H 0 0 N N N 3.893 -17.050 -4.179 -1.922 0.092 4.192 H4C2 5SD 27 5SD H5 H5 H 0 1 N N N 4.328 -14.706 -4.299 -1.045 1.414 2.331 H5 5SD 28 5SD H6C1 1H6C H 0 0 N N N 6.965 -16.113 -3.708 -2.144 -1.281 1.411 H6C1 5SD 29 5SD H6C2 2H6C H 0 0 N N N 6.085 -16.107 -5.274 -3.109 0.116 1.936 H6C2 5SD 30 5SD H7C1 1H7C H 0 0 N N N 7.912 -14.392 -5.227 -2.991 -0.000 -0.534 H7C1 5SD 31 5SD H7C2 2H7C H 0 0 N N N 6.252 -13.643 -5.377 -2.172 1.460 0.072 H7C2 5SD 32 5SD H8 H8 H 0 1 N N N 7.959 -13.783 -2.845 -0.793 -1.162 -0.676 H8 5SD 33 5SD H9 H9 H 0 1 N N N 5.159 -12.511 -3.389 0.267 1.565 0.198 H9 5SD 34 5SD H111 1H11 H 0 0 N N N 5.170 -11.856 -1.026 2.489 0.599 0.047 H111 5SD 35 5SD H112 2H11 H 0 0 N N N 6.813 -12.587 -0.816 1.816 -0.965 -0.451 H112 5SD 36 5SD H121 1H12 H 0 0 N N N 6.145 -10.194 -2.675 1.639 1.648 -2.029 H121 5SD 37 5SD H122 2H12 H 0 0 N N N 6.972 -10.074 -1.088 2.663 0.240 -2.426 H122 5SD 38 5SD H14 H14 H 0 1 N N N 7.098 -11.543 -4.578 -0.740 1.577 -2.046 H14 5SD 39 5SD H151 1H15 H 0 0 N N N 9.957 -12.501 -4.107 -2.023 -1.080 -2.874 H151 5SD 40 5SD H152 2H15 H 0 0 N N N 9.162 -12.351 -5.637 -2.723 0.568 -2.987 H152 5SD 41 5SD H161 1H16 H 0 0 N N N 9.151 -9.826 -5.495 -1.349 -0.643 -5.087 H161 5SD 42 5SD H162 2H16 H 0 0 N N N 10.615 -10.132 -4.568 -1.418 1.126 -4.857 H162 5SD 43 5SD H181 1H18 H 0 0 N N N 9.178 -12.634 -1.643 0.643 -1.817 -1.395 H181 5SD 44 5SD H182 2H18 H 0 0 N N N 10.179 -11.168 -1.917 -0.284 -2.060 -2.894 H182 5SD 45 5SD H183 3H18 H 0 0 N N N 8.918 -11.169 -0.638 1.493 -2.009 -2.947 H183 5SD 46 5SD H191 1H19 H 0 0 N N N 6.069 -16.228 -1.373 0.398 -2.004 2.540 H191 5SD 47 5SD H192 2H19 H 0 0 N N N 7.212 -14.845 -1.451 -0.440 -2.004 0.970 H192 5SD 48 5SD H193 3H19 H 0 0 N N N 5.884 -14.845 -0.242 1.334 -1.897 1.029 H193 5SD 49 # 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 5SD C1 C2 SING N N 1 5SD C1 C10 SING N N 2 5SD C1 H1C1 SING N N 3 5SD C1 H1C2 SING N N 4 5SD C2 C3 SING N N 5 5SD C2 H2C1 SING N N 6 5SD C2 H2C2 SING N N 7 5SD C3 O3 DOUB N N 8 5SD C3 C4 SING N N 9 5SD C4 C5 SING N N 10 5SD C4 H4C1 SING N N 11 5SD C4 H4C2 SING N N 12 5SD C5 C6 SING N N 13 5SD C5 C10 SING N N 14 5SD C5 H5 SING N N 15 5SD C6 C7 SING N N 16 5SD C6 H6C1 SING N N 17 5SD C6 H6C2 SING N N 18 5SD C7 C8 SING N N 19 5SD C7 H7C1 SING N N 20 5SD C7 H7C2 SING N N 21 5SD C8 C9 SING N N 22 5SD C8 C14 SING N N 23 5SD C8 H8 SING N N 24 5SD C9 C10 SING N N 25 5SD C9 C11 SING N N 26 5SD C9 H9 SING N N 27 5SD C10 C19 SING N N 28 5SD C11 C12 SING N N 29 5SD C11 H111 SING N N 30 5SD C11 H112 SING N N 31 5SD C12 C13 SING N N 32 5SD C12 H121 SING N N 33 5SD C12 H122 SING N N 34 5SD C13 C14 SING N N 35 5SD C13 C17 SING N N 36 5SD C13 C18 SING N N 37 5SD C14 C15 SING N N 38 5SD C14 H14 SING N N 39 5SD C15 C16 SING N N 40 5SD C15 H151 SING N N 41 5SD C15 H152 SING N N 42 5SD C16 C17 SING N N 43 5SD C16 H161 SING N N 44 5SD C16 H162 SING N N 45 5SD C17 O17 DOUB N N 46 5SD C18 H181 SING N N 47 5SD C18 H182 SING N N 48 5SD C18 H183 SING N N 49 5SD C19 H191 SING N N 50 5SD C19 H192 SING N N 51 5SD C19 H193 SING N N 52 # 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 5SD SMILES ACDLabs 10.04 "O=C3CC4CCC2C1C(C(=O)CC1)(CCC2C4(C)CC3)C" 5SD SMILES_CANONICAL CACTVS 3.341 "C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CCC4=O" 5SD SMILES CACTVS 3.341 "C[C]12CCC(=O)C[CH]1CC[CH]3[CH]2CC[C]4(C)[CH]3CCC4=O" 5SD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C" 5SD SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4=O)C" 5SD InChI InChI 1.03 "InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1" 5SD InChIKey InChI 1.03 RAJWOBJTTGJROA-WZNAKSSCSA-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 5SD "SYSTEMATIC NAME" ACDLabs 10.04 "(5beta,8alpha,10alpha,13alpha,14beta)-androstane-3,17-dione" 5SD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S,8R,9S,10S,13S,14S)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5SD "Create component" 2003-05-30 EBI 5SD "Modify descriptor" 2011-06-04 RCSB #