data_MKM # _chem_comp.id MKM _chem_comp.name "3beta-(2-Diethylaminoethoxy)androst-5-en-17-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H41 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-04-08 _chem_comp.pdbx_modified_date 2019-06-14 _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 387.599 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MKM _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 6OHT _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 MKM N N1 N 0 1 N N N -20.681 8.947 24.386 6.349 0.048 0.169 N MKM 1 MKM C1 C1 C 0 1 N N N -15.487 10.107 27.047 1.663 1.155 -0.043 C1 MKM 2 MKM C10 C2 C 0 1 N N S -11.963 10.750 25.279 -2.091 0.424 0.371 C10 MKM 3 MKM C11 C3 C 0 1 N N S -9.714 10.463 24.088 -4.301 -0.647 0.569 C11 MKM 4 MKM C12 C4 C 0 1 N N S -8.969 10.819 25.408 -4.947 0.608 -0.077 C12 MKM 5 MKM C13 C5 C 0 1 N N N -9.730 11.684 26.258 -4.210 1.818 0.462 C13 MKM 6 MKM C14 C6 C 0 1 N N N -11.210 11.045 26.559 -2.761 1.728 -0.054 C14 MKM 7 MKM C15 C7 C 0 1 N N N -8.603 9.639 23.202 -5.316 -1.733 0.189 C15 MKM 8 MKM C16 C8 C 0 1 N N N -7.299 10.494 23.302 -6.675 -1.011 0.399 C16 MKM 9 MKM C17 C9 C 0 1 N N N -7.397 11.212 24.901 -6.397 0.484 0.287 C17 MKM 10 MKM C18 C10 C 0 1 N N N -12.990 8.527 26.094 -0.758 0.872 -1.660 C18 MKM 11 MKM C19 C11 C 0 1 N N N -8.798 9.499 26.209 -4.790 0.544 -1.598 C19 MKM 12 MKM C2 C12 C 0 1 N N S -16.286 10.049 25.835 2.184 -0.275 0.100 C2 MKM 13 MKM C20 C13 C 0 1 N N N -18.274 8.985 24.971 4.329 -1.333 0.264 C20 MKM 14 MKM C21 C14 C 0 1 N N N -19.550 9.851 24.739 5.769 -1.236 -0.246 C21 MKM 15 MKM C22 C15 C 0 1 N N N -21.782 9.742 23.795 6.623 0.061 1.612 C22 MKM 16 MKM C23 C16 C 0 1 N N N -22.984 8.847 23.413 6.989 1.480 2.050 C23 MKM 17 MKM C24 C17 C 0 1 N N N -21.126 8.249 25.616 7.564 0.349 -0.600 C24 MKM 18 MKM C25 C18 C 0 1 N N N -20.943 6.723 25.473 7.176 0.809 -2.007 C25 MKM 19 MKM C3 C19 C 0 1 N N N -15.592 9.209 24.741 1.299 -1.225 -0.713 C3 MKM 20 MKM C4 C20 C 0 1 N N N -14.207 9.831 24.356 -0.140 -1.046 -0.259 C4 MKM 21 MKM C5 C21 C 0 1 N N R -13.371 9.958 25.620 -0.695 0.347 -0.224 C5 MKM 22 MKM C6 C22 C 0 1 N N N -14.099 10.663 26.782 0.259 1.255 0.559 C6 MKM 23 MKM C7 C23 C 0 1 N N N -13.420 9.463 22.916 -0.818 -2.105 0.072 C7 MKM 24 MKM C8 C24 C 0 1 N N N -11.917 9.779 22.813 -2.242 -2.050 0.542 C8 MKM 25 MKM C9 C25 C 0 1 N N R -11.134 9.921 24.288 -2.917 -0.803 -0.038 C9 MKM 26 MKM O1 O1 O 0 1 N N N -17.582 9.455 26.137 3.527 -0.343 -0.384 O1 MKM 27 MKM O2 O2 O 0 1 N N N -6.558 11.822 25.483 -7.183 1.385 0.457 O2 MKM 28 MKM H2 H2 H 0 1 N N N -15.996 10.753 27.778 2.331 1.839 0.480 H2 MKM 29 MKM H3 H3 H 0 1 N N N -15.391 9.092 27.459 1.624 1.423 -1.099 H3 MKM 30 MKM H4 H4 H 0 1 N N N -12.233 11.702 24.799 -2.002 0.422 1.458 H4 MKM 31 MKM H5 H5 H 0 1 N N N -9.835 11.419 23.557 -4.232 -0.530 1.650 H5 MKM 32 MKM H6 H6 H 0 1 N N N -9.194 11.818 27.209 -4.678 2.732 0.095 H6 MKM 33 MKM H7 H7 H 0 1 N N N -9.851 12.660 25.765 -4.223 1.805 1.552 H7 MKM 34 MKM H8 H8 H 0 1 N N N -11.792 11.761 27.158 -2.190 2.567 0.344 H8 MKM 35 MKM H9 H9 H 0 1 N N N -11.086 10.109 27.124 -2.765 1.787 -1.142 H9 MKM 36 MKM H10 H10 H 0 1 N N N -8.930 9.552 22.155 -5.193 -2.031 -0.852 H10 MKM 37 MKM H11 H11 H 0 1 N N N -8.441 8.635 23.621 -5.228 -2.594 0.852 H11 MKM 38 MKM H12 H12 H 0 1 N N N -6.405 9.859 23.211 -7.384 -1.318 -0.370 H12 MKM 39 MKM H13 H13 H 0 1 N N N -7.278 11.271 22.523 -7.073 -1.244 1.387 H13 MKM 40 MKM H14 H14 H 0 1 N N N -12.383 8.593 27.009 -1.107 1.905 -1.654 H14 MKM 41 MKM H15 H15 H 0 1 N N N -13.906 7.954 26.301 0.235 0.826 -2.107 H15 MKM 42 MKM H16 H16 H 0 1 N N N -12.412 8.022 25.306 -1.447 0.259 -2.240 H16 MKM 43 MKM H17 H17 H 0 1 N N N -8.274 9.708 27.153 -5.282 -0.352 -1.977 H17 MKM 44 MKM H18 H18 H 0 1 N N N -9.788 9.071 26.426 -5.244 1.426 -2.048 H18 MKM 45 MKM H19 H19 H 0 1 N N N -8.212 8.783 25.615 -3.730 0.511 -1.853 H19 MKM 46 MKM H20 H20 H 0 1 N N N -16.434 11.067 25.445 2.162 -0.567 1.150 H20 MKM 47 MKM H21 H21 H 0 1 N N N -18.565 7.934 25.116 3.932 -2.324 0.044 H21 MKM 48 MKM H22 H22 H 0 1 N N N -17.613 9.064 24.095 4.313 -1.165 1.341 H22 MKM 49 MKM H23 H23 H 0 1 N N N -19.372 10.560 23.917 5.774 -1.303 -1.334 H23 MKM 50 MKM H24 H24 H 0 1 N N N -19.792 10.407 25.657 6.358 -2.053 0.172 H24 MKM 51 MKM H25 H25 H 0 1 N N N -21.412 10.249 22.892 5.737 -0.270 2.153 H25 MKM 52 MKM H26 H26 H 0 1 N N N -22.114 10.493 24.527 7.453 -0.612 1.830 H26 MKM 53 MKM H27 H27 H 0 1 N N N -23.781 9.468 22.978 7.192 1.490 3.121 H27 MKM 54 MKM H28 H28 H 0 1 N N N -22.662 8.096 22.677 7.875 1.811 1.509 H28 MKM 55 MKM H29 H29 H 0 1 N N N -23.364 8.340 24.312 6.159 2.153 1.832 H29 MKM 56 MKM H30 H30 H 0 1 N N N -20.531 8.606 26.469 8.123 1.140 -0.101 H30 MKM 57 MKM H31 H31 H 0 1 N N N -22.189 8.470 25.792 8.182 -0.546 -0.668 H31 MKM 58 MKM H32 H32 H 0 1 N N N -21.278 6.225 26.395 6.553 0.049 -2.479 H32 MKM 59 MKM H33 H33 H 0 1 N N N -21.539 6.360 24.623 6.621 1.745 -1.943 H33 MKM 60 MKM H34 H34 H 0 1 N N N -19.881 6.496 25.299 8.077 0.961 -2.601 H34 MKM 61 MKM H35 H35 H 0 1 N N N -16.234 9.178 23.848 1.382 -0.987 -1.773 H35 MKM 62 MKM H36 H36 H 0 1 N N N -15.436 8.187 25.116 1.613 -2.255 -0.542 H36 MKM 63 MKM H38 H38 H 0 1 N N N -13.496 10.546 27.694 0.288 0.939 1.602 H38 MKM 64 MKM H39 H39 H 0 1 N N N -14.192 11.732 26.539 -0.089 2.286 0.500 H39 MKM 65 MKM H40 H40 H 0 1 N N N -13.953 9.018 22.089 -0.334 -3.068 0.006 H40 MKM 66 MKM H42 H42 H 0 1 N N N -11.434 8.971 22.244 -2.772 -2.941 0.204 H42 MKM 67 MKM H43 H43 H 0 1 N N N -11.802 10.729 22.270 -2.265 -2.004 1.631 H43 MKM 68 MKM H44 H44 H 0 1 N N N -11.051 8.901 24.691 -2.988 -0.882 -1.123 H44 MKM 69 # # 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 MKM C8 C7 SING N N 1 MKM C8 C9 SING N N 2 MKM C7 C4 DOUB N N 3 MKM C15 C16 SING N N 4 MKM C15 C11 SING N N 5 MKM C16 C17 SING N N 6 MKM C23 C22 SING N N 7 MKM C22 N SING N N 8 MKM C11 C9 SING N N 9 MKM C11 C12 SING N N 10 MKM C9 C10 SING N N 11 MKM C4 C3 SING N N 12 MKM C4 C5 SING N N 13 MKM N C21 SING N N 14 MKM N C24 SING N N 15 MKM C21 C20 SING N N 16 MKM C3 C2 SING N N 17 MKM C17 C12 SING N N 18 MKM C17 O2 DOUB N N 19 MKM C20 O1 SING N N 20 MKM C10 C5 SING N N 21 MKM C10 C14 SING N N 22 MKM C12 C19 SING N N 23 MKM C12 C13 SING N N 24 MKM C25 C24 SING N N 25 MKM C5 C18 SING N N 26 MKM C5 C6 SING N N 27 MKM C2 O1 SING N N 28 MKM C2 C1 SING N N 29 MKM C13 C14 SING N N 30 MKM C6 C1 SING N N 31 MKM C1 H2 SING N N 32 MKM C1 H3 SING N N 33 MKM C10 H4 SING N N 34 MKM C11 H5 SING N N 35 MKM C13 H6 SING N N 36 MKM C13 H7 SING N N 37 MKM C14 H8 SING N N 38 MKM C14 H9 SING N N 39 MKM C15 H10 SING N N 40 MKM C15 H11 SING N N 41 MKM C16 H12 SING N N 42 MKM C16 H13 SING N N 43 MKM C18 H14 SING N N 44 MKM C18 H15 SING N N 45 MKM C18 H16 SING N N 46 MKM C19 H17 SING N N 47 MKM C19 H18 SING N N 48 MKM C19 H19 SING N N 49 MKM C2 H20 SING N N 50 MKM C20 H21 SING N N 51 MKM C20 H22 SING N N 52 MKM C21 H23 SING N N 53 MKM C21 H24 SING N N 54 MKM C22 H25 SING N N 55 MKM C22 H26 SING N N 56 MKM C23 H27 SING N N 57 MKM C23 H28 SING N N 58 MKM C23 H29 SING N N 59 MKM C24 H30 SING N N 60 MKM C24 H31 SING N N 61 MKM C25 H32 SING N N 62 MKM C25 H33 SING N N 63 MKM C25 H34 SING N N 64 MKM C3 H35 SING N N 65 MKM C3 H36 SING N N 66 MKM C6 H38 SING N N 67 MKM C6 H39 SING N N 68 MKM C7 H40 SING N N 69 MKM C8 H42 SING N N 70 MKM C8 H43 SING N N 71 MKM C9 H44 SING N N 72 # # 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 MKM SMILES ACDLabs 12.01 "N(CCOC2CCC3(C1CCC4(C(C1CC=C3C2)CCC4=O)C)C)(CC)CC" MKM InChI InChI 1.03 "InChI=1S/C25H41NO2/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24/h7,19-22H,5-6,8-17H2,1-4H3/t19-,20-,21-,22-,24-,25-/m0/s1" MKM InChIKey InChI 1.03 DMZCCFMMPHJWQY-BKWLFHPQSA-N MKM SMILES_CANONICAL CACTVS 3.385 "CCN(CC)CCO[C@H]1CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CCC4=O)[C@@H]3CC=C2C1" MKM SMILES CACTVS 3.385 "CCN(CC)CCO[CH]1CC[C]2(C)[CH]3CC[C]4(C)[CH](CCC4=O)[CH]3CC=C2C1" MKM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(CC)CCO[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CCC4=O)C)C" MKM SMILES "OpenEye OEToolkits" 2.0.7 "CCN(CC)CCOC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4=O)C)C" # # 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 MKM "SYSTEMATIC NAME" ACDLabs 12.01 "(3alpha,8alpha,14beta)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one" MKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S},8~{R},9~{S},10~{R},13~{S},14~{S})-3-[2-(diethylamino)ethoxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-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 MKM "Create component" 2019-04-08 RCSB MKM "Modify name" 2019-04-19 RCSB MKM "Modify formula" 2019-04-19 RCSB MKM "Initial release" 2019-06-19 RCSB ##