data_3NX # _chem_comp.id 3NX _chem_comp.name "3-hydroxy-17-(3-pyridyl)-androst-5,16-dien-6-amide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H32 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-26 _chem_comp.pdbx_modified_date 2018-06-01 _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 392.534 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3NX _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 4RFK _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 3NX C1 C1 C 0 1 N N N 30.705 153.795 34.266 -3.036 -0.009 -0.095 C1 3NX 1 3NX C2 C2 C 0 1 N N N 31.396 152.828 33.678 -2.759 1.261 0.142 C2 3NX 2 3NX C3 C3 C 0 1 N N N 32.356 153.159 32.611 -3.843 2.251 0.039 C3 3NX 3 3NX O4 O4 O 0 1 N N N 33.323 153.863 32.840 -4.392 2.657 1.045 O4 3NX 4 3NX N5 N5 N 0 1 N N N 32.166 152.662 31.372 -4.226 2.707 -1.170 N5 3NX 5 3NX C8 C8 C 0 1 N N N 31.255 151.375 34.038 -1.384 1.735 0.512 C8 3NX 6 3NX C9 C9 C 0 1 N N R 29.942 151.101 34.785 -0.344 0.764 -0.060 C9 3NX 7 3NX C11 C11 C 0 1 N N S 29.772 152.135 35.905 -0.659 -0.643 0.467 C11 3NX 8 3NX C12 C12 C 0 1 N N R 29.710 153.547 35.359 -2.018 -1.108 -0.031 C12 3NX 9 3NX C13 C13 C 0 1 N N N 28.312 153.771 34.783 -1.840 -1.676 -1.441 C13 3NX 10 3NX C14 C14 C 0 1 N N N 29.911 154.518 36.527 -2.544 -2.238 0.858 C14 3NX 11 3NX C15 C15 C 0 1 N N N 30.034 155.952 36.021 -3.918 -2.684 0.353 C15 3NX 12 3NX C16 C16 C 0 1 N N S 31.248 156.026 35.101 -4.909 -1.524 0.466 C16 3NX 13 3NX O18 O18 O 0 1 N N N 31.520 157.392 34.785 -6.210 -1.970 0.076 O18 3NX 14 3NX C20 C20 C 0 1 N N N 30.927 155.233 33.831 -4.466 -0.382 -0.447 C20 3NX 15 3NX C21 C21 C 0 1 N N N 28.525 151.862 36.731 0.407 -1.661 0.073 C21 3NX 16 3NX C22 C22 C 0 1 N N N 28.608 150.472 37.380 1.822 -1.196 0.458 C22 3NX 17 3NX C23 C23 C 0 1 N N S 28.766 149.479 36.253 2.034 0.147 -0.203 C23 3NX 18 3NX C24 C24 C 0 1 N N N 27.612 149.635 35.260 1.703 0.035 -1.693 C24 3NX 19 3NX C25 C25 C 0 1 N N S 30.108 149.769 35.519 1.033 1.140 0.455 C25 3NX 20 3NX C27 C27 C 0 1 N N N 30.145 148.498 34.656 1.635 2.445 -0.086 C27 3NX 21 3NX C28 C28 C 0 1 N N N 29.643 147.446 35.648 3.133 2.159 0.009 C28 3NX 22 3NX C29 C29 C 0 1 N N N 28.907 148.041 36.598 3.348 0.836 -0.041 C29 3NX 23 3NX C30 C30 C 0 1 Y N N 28.180 147.374 37.694 4.665 0.172 0.049 C30 3NX 24 3NX C31 C31 C 0 1 Y N N 28.814 146.454 38.526 5.178 -0.537 -1.037 C31 3NX 25 3NX N32 N32 N 0 1 Y N N 28.142 145.874 39.498 6.352 -1.128 -0.957 N32 3NX 26 3NX C33 C33 C 0 1 Y N N 26.870 146.126 39.728 7.084 -1.077 0.139 C33 3NX 27 3NX C34 C34 C 0 1 Y N N 26.177 147.030 38.946 6.646 -0.395 1.259 C34 3NX 28 3NX C35 C35 C 0 1 Y N N 26.832 147.669 37.911 5.421 0.249 1.224 C35 3NX 29 3NX H1 H1 H 0 1 N N N 32.818 152.872 30.644 -4.941 3.360 -1.238 H1 3NX 30 3NX H2 H2 H 0 1 N N N 31.373 152.084 31.181 -3.788 2.383 -1.972 H2 3NX 31 3NX H3 H3 H 0 1 N N N 31.272 150.776 33.116 -1.218 2.730 0.099 H3 3NX 32 3NX H4 H4 H 0 1 N N N 32.099 151.083 34.681 -1.291 1.771 1.597 H4 3NX 33 3NX H5 H5 H 0 1 N N N 29.078 151.090 34.104 -0.361 0.790 -1.149 H5 3NX 34 3NX H6 H6 H 0 1 N N N 30.645 152.062 36.570 -0.703 -0.599 1.556 H6 3NX 35 3NX H7 H7 H 0 1 N N N 27.560 153.595 35.566 -1.370 -0.926 -2.078 H7 3NX 36 3NX H8 H8 H 0 1 N N N 28.227 154.805 34.419 -1.208 -2.563 -1.398 H8 3NX 37 3NX H9 H9 H 0 1 N N N 28.143 153.074 33.949 -2.814 -1.942 -1.851 H9 3NX 38 3NX H10 H10 H 0 1 N N N 29.049 154.448 37.207 -1.853 -3.080 0.823 H10 3NX 39 3NX H11 H11 H 0 1 N N N 30.829 154.246 37.069 -2.632 -1.882 1.885 H11 3NX 40 3NX H12 H12 H 0 1 N N N 30.168 156.637 36.871 -3.838 -2.992 -0.689 H12 3NX 41 3NX H13 H13 H 0 1 N N N 29.127 156.230 35.465 -4.270 -3.522 0.954 H13 3NX 42 3NX H14 H14 H 0 1 N N N 32.112 155.567 35.604 -4.940 -1.172 1.497 H14 3NX 43 3NX H15 H15 H 0 1 N N N 31.717 157.869 35.583 -6.555 -2.695 0.616 H15 3NX 44 3NX H16 H16 H 0 1 N N N 31.768 155.291 33.124 -5.117 0.480 -0.302 H16 3NX 45 3NX H17 H17 H 0 1 N N N 30.019 155.630 33.354 -4.515 -0.710 -1.485 H17 3NX 46 3NX H18 H18 H 0 1 N N N 28.437 152.625 37.518 0.197 -2.606 0.574 H18 3NX 47 3NX H19 H19 H 0 1 N N N 27.641 151.905 36.078 0.367 -1.816 -1.005 H19 3NX 48 3NX H20 H20 H 0 1 N N N 27.688 150.261 37.945 1.899 -1.094 1.541 H20 3NX 49 3NX H21 H21 H 0 1 N N N 29.474 150.420 38.056 2.560 -1.911 0.097 H21 3NX 50 3NX H22 H22 H 0 1 N N N 26.659 149.432 35.770 2.427 -0.621 -2.177 H22 3NX 51 3NX H23 H23 H 0 1 N N N 27.605 150.662 34.865 0.702 -0.378 -1.812 H23 3NX 52 3NX H24 H24 H 0 1 N N N 27.743 148.924 34.431 1.746 1.023 -2.150 H24 3NX 53 3NX H25 H25 H 0 1 N N N 30.949 149.800 36.227 1.075 1.091 1.543 H25 3NX 54 3NX H26 H26 H 0 1 N N N 29.477 148.582 33.786 1.335 2.614 -1.121 H26 3NX 55 3NX H27 H27 H 0 1 N N N 31.166 148.274 34.314 1.358 3.292 0.541 H27 3NX 56 3NX H28 H28 H 0 1 N N N 29.850 146.387 35.592 3.904 2.910 0.102 H28 3NX 57 3NX H31 H31 H 0 1 N N N 29.857 146.217 38.374 4.608 -0.601 -1.952 H31 3NX 58 3NX H32 H32 H 0 1 N N N 26.363 145.621 40.537 8.041 -1.577 0.162 H32 3NX 59 3NX H33 H33 H 0 1 N N N 25.135 147.235 39.142 7.255 -0.361 2.151 H33 3NX 60 3NX H34 H34 H 0 1 N N N 26.314 148.380 37.284 5.056 0.793 2.083 H34 3NX 61 # 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 3NX N5 C3 SING N N 1 3NX C3 O4 DOUB N N 2 3NX C3 C2 SING N N 3 3NX C2 C8 SING N N 4 3NX C2 C1 DOUB N N 5 3NX C20 C1 SING N N 6 3NX C20 C16 SING N N 7 3NX C8 C9 SING N N 8 3NX C1 C12 SING N N 9 3NX C27 C25 SING N N 10 3NX C27 C28 SING N N 11 3NX C13 C12 SING N N 12 3NX C9 C25 SING N N 13 3NX C9 C11 SING N N 14 3NX O18 C16 SING N N 15 3NX C16 C15 SING N N 16 3NX C24 C23 SING N N 17 3NX C12 C11 SING N N 18 3NX C12 C14 SING N N 19 3NX C25 C23 SING N N 20 3NX C28 C29 DOUB N N 21 3NX C11 C21 SING N N 22 3NX C15 C14 SING N N 23 3NX C23 C29 SING N N 24 3NX C23 C22 SING N N 25 3NX C29 C30 SING N N 26 3NX C21 C22 SING N N 27 3NX C30 C35 DOUB Y N 28 3NX C30 C31 SING Y N 29 3NX C35 C34 SING Y N 30 3NX C31 N32 DOUB Y N 31 3NX C34 C33 DOUB Y N 32 3NX N32 C33 SING Y N 33 3NX N5 H1 SING N N 34 3NX N5 H2 SING N N 35 3NX C8 H3 SING N N 36 3NX C8 H4 SING N N 37 3NX C9 H5 SING N N 38 3NX C11 H6 SING N N 39 3NX C13 H7 SING N N 40 3NX C13 H8 SING N N 41 3NX C13 H9 SING N N 42 3NX C14 H10 SING N N 43 3NX C14 H11 SING N N 44 3NX C15 H12 SING N N 45 3NX C15 H13 SING N N 46 3NX C16 H14 SING N N 47 3NX O18 H15 SING N N 48 3NX C20 H16 SING N N 49 3NX C20 H17 SING N N 50 3NX C21 H18 SING N N 51 3NX C21 H19 SING N N 52 3NX C22 H20 SING N N 53 3NX C22 H21 SING N N 54 3NX C24 H22 SING N N 55 3NX C24 H23 SING N N 56 3NX C24 H24 SING N N 57 3NX C25 H25 SING N N 58 3NX C27 H26 SING N N 59 3NX C27 H27 SING N N 60 3NX C28 H28 SING N N 61 3NX C31 H31 SING N N 62 3NX C33 H32 SING N N 63 3NX C34 H33 SING N N 64 3NX C35 H34 SING N N 65 # 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 3NX SMILES ACDLabs 12.01 "O=C(N)C4=C1CC(O)CCC1(C)C5CCC3(C(c2cccnc2)=CCC3C5C4)C" 3NX InChI InChI 1.03 "InChI=1S/C25H32N2O2/c1-24-10-8-21-17(20(24)6-5-19(24)15-4-3-11-27-14-15)13-18(23(26)29)22-12-16(28)7-9-25(21,22)2/h3-5,11,14,16-17,20-21,28H,6-10,12-13H2,1-2H3,(H2,26,29)/t16-,17-,20-,21-,24+,25+/m0/s1" 3NX InChIKey InChI 1.03 CPGOQTKJUPLDPD-ACAUBTHISA-N 3NX SMILES_CANONICAL CACTVS 3.385 "C[C@]12CC[C@H](O)CC1=C(C[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC=C4c5cccnc5)C(N)=O" 3NX SMILES CACTVS 3.385 "C[C]12CC[CH](O)CC1=C(C[CH]3[CH]2CC[C]4(C)[CH]3CC=C4c5cccnc5)C(N)=O" 3NX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]12CC[C@@H](CC1=C(C[C@@H]3[C@@H]2CC[C@]4([C@H]3CC=C4c5cccnc5)C)C(=O)N)O" 3NX SMILES "OpenEye OEToolkits" 1.7.6 "CC12CCC(CC1=C(CC3C2CCC4(C3CC=C4c5cccnc5)C)C(=O)N)O" # 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 3NX "SYSTEMATIC NAME" ACDLabs 12.01 "(3alpha,8alpha)-3-hydroxy-17-(pyridin-3-yl)androsta-5,16-diene-6-carboxamide" 3NX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-3-oxidanyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthrene-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3NX "Create component" 2014-09-26 RCSB 3NX "Initial release" 2018-06-06 RCSB #