data_A2K # _chem_comp.id A2K _chem_comp.name "(8S,11R,13S,14S,16S,17S)-17-cyclopropylcarbonyl-16-ethenyl-13-methyl-11-(4-pyridin-3-ylphenyl)-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H37 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-27 _chem_comp.pdbx_modified_date 2014-09-05 _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 503.674 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A2K _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 4A2K _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 A2K O33 O33 O 0 1 N N N 9.402 8.121 37.649 -5.651 4.478 -1.026 O33 A2K 1 A2K C1 C1 C 0 1 N N N 8.929 7.507 38.592 -4.861 3.578 -0.823 C1 A2K 2 A2K C4 C4 C 0 1 N N N 9.788 6.782 39.431 -4.662 3.116 0.489 C4 A2K 3 A2K C20 C20 C 0 1 N N N 9.322 6.049 40.462 -3.689 2.220 0.761 C20 A2K 4 A2K C6 C6 C 0 1 N N N 10.309 5.283 41.300 -3.504 1.645 2.144 C6 A2K 5 A2K C19 C19 C 0 1 N N N 7.881 5.940 40.757 -2.746 1.813 -0.280 C19 A2K 6 A2K C5 C5 C 0 1 N N N 6.911 6.402 39.674 -2.684 2.624 -1.553 C5 A2K 7 A2K C3 C3 C 0 1 N N N 7.441 7.558 38.825 -4.116 2.972 -1.983 C3 A2K 8 A2K C8 C8 C 0 1 N N N 7.449 5.385 41.912 -1.961 0.748 -0.117 C8 A2K 9 A2K C11 C11 C 0 1 N N R 5.954 5.129 42.196 -0.989 0.421 -1.234 C11 A2K 10 A2K C10 C10 C 0 1 N N N 5.637 5.643 43.624 -0.963 -1.089 -1.515 C10 A2K 11 A2K C12 C12 C 0 1 N N S 6.574 5.081 44.691 -0.739 -1.789 -0.185 C12 A2K 12 A2K C16 C16 C 0 1 N N N 6.487 3.553 44.860 0.476 -1.186 0.522 C16 A2K 13 A2K C13 C13 C 0 1 N N S 8.001 5.553 44.314 -2.014 -1.567 0.670 C13 A2K 14 A2K C14 C14 C 0 1 N N N 8.807 5.104 45.539 -1.818 -2.589 1.798 C14 A2K 15 A2K C9 C9 C 0 1 N N S 8.438 4.961 42.980 -2.012 -0.112 1.120 C9 A2K 16 A2K C7 C7 C 0 1 N N N 9.873 5.419 42.749 -3.228 0.150 1.992 C7 A2K 17 A2K C15 C15 C 0 1 N N S 6.455 5.726 46.069 -0.601 -3.308 -0.254 C15 A2K 18 A2K C22 C22 C 0 1 N N N 5.344 5.085 46.874 0.854 -3.697 -0.306 C22 A2K 19 A2K O24 O24 O 0 1 N N N 5.557 4.260 47.723 1.445 -3.963 0.713 O24 A2K 20 A2K C23 C23 C 0 1 N N N 3.931 5.481 46.586 1.572 -3.756 -1.630 C23 A2K 21 A2K C31 C31 C 0 1 N N N 2.926 5.426 47.734 2.718 -4.759 -1.769 C31 A2K 22 A2K C30 C30 C 0 1 N N N 2.886 4.369 46.628 3.020 -3.262 -1.671 C30 A2K 23 A2K C2 C2 C 0 1 N N S 7.855 5.510 46.695 -1.267 -3.833 1.051 C2 A2K 24 A2K C39 C39 C 0 1 N N N 8.319 6.800 47.311 -2.393 -4.780 0.724 C39 A2K 25 A2K C40 C40 C 0 1 N N N 8.625 6.844 48.581 -2.366 -6.011 1.172 C40 A2K 26 A2K C21 C21 C 0 1 Y N N 5.592 3.650 42.051 0.392 0.875 -0.837 C21 A2K 27 A2K C29 C29 C 0 1 Y N N 6.379 2.802 41.274 0.551 1.752 0.221 C29 A2K 28 A2K C28 C28 C 0 1 Y N N 6.071 1.460 41.136 1.814 2.171 0.590 C28 A2K 29 A2K C27 C27 C 0 1 Y N N 4.950 0.911 41.772 2.929 1.708 -0.106 C27 A2K 30 A2K C26 C26 C 0 1 Y N N 4.160 1.762 42.557 2.762 0.825 -1.171 C26 A2K 31 A2K C25 C25 C 0 1 Y N N 4.472 3.107 42.683 1.496 0.409 -1.527 C25 A2K 32 A2K C32 C32 C 0 1 Y N N 4.643 -0.539 41.658 4.289 2.155 0.285 C32 A2K 33 A2K C38 C38 C 0 1 Y N N 5.671 -1.448 41.390 4.465 3.038 1.348 C38 A2K 34 A2K N37 N37 N 0 1 Y N N 5.450 -2.738 41.296 5.672 3.435 1.696 N37 A2K 35 A2K C36 C36 C 0 1 Y N N 4.258 -3.256 41.465 6.752 3.020 1.062 C36 A2K 36 A2K C35 C35 C 0 1 Y N N 3.177 -2.444 41.736 6.660 2.142 -0.002 C35 A2K 37 A2K C34 C34 C 0 1 Y N N 3.359 -1.068 41.849 5.413 1.692 -0.403 C34 A2K 38 A2K H4 H4 H 0 1 N N N 10.852 6.812 39.246 -5.293 3.480 1.287 H4 A2K 39 A2K H31C H31C H 0 0 N N N 7.202 8.502 39.336 -4.629 2.068 -2.310 H31C A2K 40 A2K H32C H32C H 0 0 N N N 6.936 7.532 37.848 -4.083 3.687 -2.805 H32C A2K 41 A2K H61C H61C H 0 0 N N N 10.311 4.223 41.005 -2.660 2.128 2.636 H61C A2K 42 A2K H62C H62C H 0 0 N N N 11.318 5.701 41.170 -4.411 1.795 2.731 H62C A2K 43 A2K H71C H71C H 0 0 N N N 10.541 4.810 43.376 -3.058 -0.282 2.978 H71C A2K 44 A2K H72C H72C H 0 0 N N N 9.956 6.476 43.043 -4.098 -0.329 1.541 H72C A2K 45 A2K H51C H51C H 0 0 N N N 6.702 5.551 39.009 -2.119 3.540 -1.376 H51C A2K 46 A2K H52C H52C H 0 0 N N N 5.978 6.727 40.159 -2.200 2.040 -2.336 H52C A2K 47 A2K H11 H11 H 0 1 N N N 5.357 5.710 41.477 -1.292 0.949 -2.138 H11 A2K 48 A2K H9 H9 H 0 1 N N N 8.426 3.864 43.060 -1.117 0.072 1.714 H9 A2K 49 A2K H101 H101 H 0 0 N N N 5.722 6.740 43.627 -1.915 -1.403 -1.944 H101 A2K 50 A2K H102 H102 H 0 0 N N N 4.606 5.355 43.878 -0.150 -1.325 -2.201 H102 A2K 51 A2K H161 H161 H 0 0 N N N 7.189 3.230 45.643 0.233 -0.182 0.869 H161 A2K 52 A2K H162 H162 H 0 0 N N N 5.463 3.274 45.148 0.746 -1.809 1.375 H162 A2K 53 A2K H163 H163 H 0 0 N N N 6.747 3.064 43.910 1.314 -1.137 -0.172 H163 A2K 54 A2K H13 H13 H 0 1 N N N 8.014 6.651 44.251 -2.909 -1.801 0.093 H13 A2K 55 A2K H15 H15 H 0 1 N N N 6.265 6.804 45.960 -1.126 -3.695 -1.128 H15 A2K 56 A2K H141 H141 H 0 0 N N N 8.986 4.019 45.527 -1.093 -2.225 2.526 H141 A2K 57 A2K H142 H142 H 0 0 N N N 9.769 5.634 45.604 -2.768 -2.818 2.280 H142 A2K 58 A2K H2 H2 H 0 1 N N N 7.813 4.710 47.449 -0.521 -4.338 1.665 H2 A2K 59 A2K H23 H23 H 0 1 N N N 3.776 6.271 45.837 0.953 -3.574 -2.509 H23 A2K 60 A2K H311 H311 H 0 0 N N N 3.260 5.152 48.745 2.954 -5.377 -0.902 H311 A2K 61 A2K H312 H312 H 0 0 N N N 2.128 6.180 47.804 2.854 -5.237 -2.739 H312 A2K 62 A2K H301 H301 H 0 0 N N N 2.059 4.363 45.902 3.353 -2.756 -2.577 H301 A2K 63 A2K H302 H302 H 0 0 N N N 3.192 3.335 46.844 3.453 -2.896 -0.740 H302 A2K 64 A2K H39 H39 H 0 1 N N N 8.400 7.690 46.705 -3.223 -4.444 0.119 H39 A2K 65 A2K H401 H401 H 0 0 N N N 8.958 7.771 49.024 -3.173 -6.689 0.937 H401 A2K 66 A2K H402 H402 H 0 0 N N N 8.544 5.954 49.187 -1.536 -6.347 1.777 H402 A2K 67 A2K H29 H29 H 0 1 N N N 7.247 3.200 40.769 -0.314 2.110 0.759 H29 A2K 68 A2K H25 H25 H 0 1 N N N 3.838 3.745 43.280 1.366 -0.279 -2.350 H25 A2K 69 A2K H28 H28 H 0 1 N N N 6.703 0.828 40.530 1.937 2.856 1.415 H28 A2K 70 A2K H26 H26 H 0 1 N N N 3.297 1.365 43.070 3.623 0.463 -1.714 H26 A2K 71 A2K H38 H38 H 0 1 N N N 6.677 -1.077 41.256 3.605 3.401 1.891 H38 A2K 72 A2K H34 H34 H 0 1 N N N 2.526 -0.420 42.080 5.313 1.003 -1.229 H34 A2K 73 A2K H36 H36 H 0 1 N N N 4.122 -4.325 41.392 7.723 3.370 1.380 H36 A2K 74 A2K H35 H35 H 0 1 N N N 2.194 -2.873 41.860 7.551 1.809 -0.514 H35 A2K 75 # 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 A2K O33 C1 DOUB N N 1 A2K C1 C4 SING N N 2 A2K C1 C3 SING N N 3 A2K C4 C20 DOUB N N 4 A2K C20 C6 SING N N 5 A2K C20 C19 SING N N 6 A2K C6 C7 SING N N 7 A2K C19 C5 SING N N 8 A2K C19 C8 DOUB N N 9 A2K C5 C3 SING N N 10 A2K C8 C11 SING N N 11 A2K C8 C9 SING N N 12 A2K C11 C10 SING N N 13 A2K C11 C21 SING N N 14 A2K C10 C12 SING N N 15 A2K C12 C16 SING N N 16 A2K C12 C13 SING N N 17 A2K C12 C15 SING N N 18 A2K C13 C14 SING N N 19 A2K C13 C9 SING N N 20 A2K C14 C2 SING N N 21 A2K C9 C7 SING N N 22 A2K C15 C22 SING N N 23 A2K C15 C2 SING N N 24 A2K C22 O24 DOUB N N 25 A2K C22 C23 SING N N 26 A2K C23 C31 SING N N 27 A2K C23 C30 SING N N 28 A2K C31 C30 SING N N 29 A2K C2 C39 SING N N 30 A2K C39 C40 DOUB N N 31 A2K C21 C29 SING Y N 32 A2K C21 C25 DOUB Y N 33 A2K C29 C28 DOUB Y N 34 A2K C28 C27 SING Y N 35 A2K C27 C26 DOUB Y N 36 A2K C27 C32 SING N N 37 A2K C26 C25 SING Y N 38 A2K C32 C38 SING Y N 39 A2K C32 C34 DOUB Y N 40 A2K C38 N37 DOUB Y N 41 A2K N37 C36 SING Y N 42 A2K C36 C35 DOUB Y N 43 A2K C35 C34 SING Y N 44 A2K C4 H4 SING N N 45 A2K C3 H31C SING N N 46 A2K C3 H32C SING N N 47 A2K C6 H61C SING N N 48 A2K C6 H62C SING N N 49 A2K C7 H71C SING N N 50 A2K C7 H72C SING N N 51 A2K C5 H51C SING N N 52 A2K C5 H52C SING N N 53 A2K C11 H11 SING N N 54 A2K C9 H9 SING N N 55 A2K C10 H101 SING N N 56 A2K C10 H102 SING N N 57 A2K C16 H161 SING N N 58 A2K C16 H162 SING N N 59 A2K C16 H163 SING N N 60 A2K C13 H13 SING N N 61 A2K C15 H15 SING N N 62 A2K C14 H141 SING N N 63 A2K C14 H142 SING N N 64 A2K C2 H2 SING N N 65 A2K C23 H23 SING N N 66 A2K C31 H311 SING N N 67 A2K C31 H312 SING N N 68 A2K C30 H301 SING N N 69 A2K C30 H302 SING N N 70 A2K C39 H39 SING N N 71 A2K C40 H401 SING N N 72 A2K C40 H402 SING N N 73 A2K C29 H29 SING N N 74 A2K C25 H25 SING N N 75 A2K C28 H28 SING N N 76 A2K C26 H26 SING N N 77 A2K C38 H38 SING N N 78 A2K C34 H34 SING N N 79 A2K C36 H36 SING N N 80 A2K C35 H35 SING N N 81 # 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 A2K SMILES ACDLabs 12.01 "O=C(C1CC1)C6C(\C=C)CC7C3C(=C2C(=CC(=O)CC2)CC3)C(c5ccc(c4cccnc4)cc5)CC67C" A2K InChI InChI 1.03 "InChI=1S/C35H37NO2/c1-3-21-18-31-29-14-12-25-17-27(37)13-15-28(25)32(29)30(19-35(31,2)33(21)34(38)24-10-11-24)23-8-6-22(7-9-23)26-5-4-16-36-20-26/h3-9,16-17,20-21,24,29-31,33H,1,10-15,18-19H2,2H3/t21-,29+,30-,31+,33-,35+/m1/s1" A2K InChIKey InChI 1.03 AUWGCRAJBXNPNU-WWVPXYRRSA-N A2K SMILES_CANONICAL CACTVS 3.385 "C[C@]12C[C@H](c3ccc(cc3)c4cccnc4)C5=C6CCC(=O)C=C6CC[C@H]5[C@@H]1C[C@@H](C=C)[C@@H]2C(=O)C7CC7" A2K SMILES CACTVS 3.385 "C[C]12C[CH](c3ccc(cc3)c4cccnc4)C5=C6CCC(=O)C=C6CC[CH]5[CH]1C[CH](C=C)[CH]2C(=O)C7CC7" A2K SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]12C[C@@H](C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1C[C@H]([C@@H]2C(=O)C5CC5)C=C)c6ccc(cc6)c7cccnc7" A2K SMILES "OpenEye OEToolkits" 1.9.2 "CC12CC(C3=C4CCC(=O)C=C4CCC3C1CC(C2C(=O)C5CC5)C=C)c6ccc(cc6)c7cccnc7" # 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 A2K "SYSTEMATIC NAME" ACDLabs 12.01 "(11alpha,14beta,16alpha,17alpha)-17-(cyclopropylcarbonyl)-16-ethenyl-11-[4-(pyridin-3-yl)phenyl]estra-4,9-dien-3-one" A2K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(8S,11R,13S,14S,16S,17S)-17-cyclopropylcarbonyl-16-ethenyl-13-methyl-11-(4-pyridin-3-ylphenyl)-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[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 A2K "Create component" 2011-09-27 EBI A2K "Modify descriptor" 2014-09-05 RCSB #