data_3NQ # _chem_comp.id 3NQ _chem_comp.name "6-oxime-17-(3-pyridyl)-androst-16-en-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 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 380.523 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3NQ _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 4RFI _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 3NQ C1 C1 C 0 1 N N S -26.170 31.233 -60.546 3.311 0.085 -0.657 C1 3NQ 1 3NQ C3 C3 C 0 1 N N N -26.115 29.789 -61.033 4.692 -0.178 -0.058 C3 3NQ 2 3NQ C4 C4 C 0 1 N N S -26.413 28.901 -59.828 5.078 -1.638 -0.317 C4 3NQ 3 3NQ O6 O6 O 0 1 N N N -26.501 27.539 -60.251 6.366 -1.895 0.247 O6 3NQ 4 3NQ C8 C8 C 0 1 N N N -25.291 29.069 -58.803 4.049 -2.569 0.322 C8 3NQ 5 3NQ C9 C9 C 0 1 N N N -25.245 30.514 -58.328 2.660 -2.288 -0.259 C9 3NQ 6 3NQ C10 C10 C 0 1 N N R -25.070 31.475 -59.508 2.289 -0.832 0.021 C10 3NQ 7 3NQ C11 C11 C 0 1 N N N -23.699 31.255 -60.150 2.312 -0.587 1.531 C11 3NQ 8 3NQ C12 C12 C 0 1 N N S -25.169 32.919 -59.014 0.893 -0.526 -0.520 C12 3NQ 9 3NQ C13 C13 C 0 1 N N R -25.006 33.947 -60.163 0.504 0.908 -0.122 C13 3NQ 10 3NQ C15 C15 C 0 1 N N N -25.945 33.669 -61.340 1.470 1.901 -0.777 C15 3NQ 11 3NQ C16 C16 C 0 1 N N N -25.934 32.197 -61.681 2.889 1.517 -0.421 C16 3NQ 12 3NQ N17 N17 N 0 1 N N N -25.585 31.797 -62.843 3.705 2.375 0.065 N17 3NQ 13 3NQ O18 O18 O 0 1 N N N -25.202 32.757 -63.810 3.284 3.710 0.277 O18 3NQ 14 3NQ C20 C20 C 0 1 N N S -25.389 35.268 -59.527 -0.904 1.148 -0.635 C20 3NQ 15 3NQ C22 C22 C 0 1 N N S -24.267 35.606 -58.501 -1.826 0.169 0.149 C22 3NQ 16 3NQ C23 C23 C 0 1 N N N -22.908 35.491 -59.193 -1.461 0.216 1.634 C23 3NQ 17 3NQ C24 C24 C 0 1 N N N -24.314 34.607 -57.365 -1.546 -1.220 -0.375 C24 3NQ 18 3NQ C25 C25 C 0 1 N N N -24.108 33.204 -57.960 -0.095 -1.558 0.012 C25 3NQ 19 3NQ C26 C26 C 0 1 N N N -24.553 37.040 -58.205 -3.183 0.759 -0.042 C26 3NQ 20 3NQ C27 C27 C 0 1 Y N N -24.308 37.707 -56.908 -4.458 0.012 -0.025 C27 3NQ 21 3NQ C28 C28 C 0 1 Y N N -25.272 38.527 -56.325 -4.736 -0.941 -1.005 C28 3NQ 22 3NQ N29 N29 N 0 1 Y N N -25.035 39.111 -55.168 -5.872 -1.606 -0.990 N29 3NQ 23 3NQ C30 C30 C 0 1 Y N N -23.902 38.953 -54.514 -6.785 -1.405 -0.060 C30 3NQ 24 3NQ C31 C31 C 0 1 Y N N -22.899 38.150 -55.025 -6.585 -0.478 0.947 C31 3NQ 25 3NQ C32 C32 C 0 1 Y N N -23.095 37.514 -56.238 -5.405 0.244 0.980 C32 3NQ 26 3NQ C33 C33 C 0 1 N N N -25.066 37.604 -59.312 -3.053 2.080 -0.231 C33 3NQ 27 3NQ C34 C34 C 0 1 N N N -25.263 36.534 -60.388 -1.573 2.463 -0.210 C34 3NQ 28 3NQ H1 H1 H 0 1 N N N -27.152 31.429 -60.090 3.332 -0.118 -1.727 H1 3NQ 29 3NQ H2 H2 H 0 1 N N N -26.868 29.626 -61.818 5.424 0.481 -0.525 H2 3NQ 30 3NQ H3 H3 H 0 1 N N N -25.115 29.562 -61.431 4.666 0.007 1.016 H3 3NQ 31 3NQ H4 H4 H 0 1 N N N -27.362 29.222 -59.374 5.112 -1.818 -1.391 H4 3NQ 32 3NQ H5 H5 H 0 1 N N N -26.686 26.986 -59.501 6.676 -2.802 0.120 H5 3NQ 33 3NQ H6 H6 H 0 1 N N N -25.478 28.407 -57.944 4.322 -3.605 0.120 H6 3NQ 34 3NQ H7 H7 H 0 1 N N N -24.329 28.805 -59.267 4.030 -2.404 1.400 H7 3NQ 35 3NQ H8 H8 H 0 1 N N N -24.400 30.638 -57.635 2.674 -2.460 -1.336 H8 3NQ 36 3NQ H9 H9 H 0 1 N N N -26.184 30.751 -57.807 1.929 -2.948 0.206 H9 3NQ 37 3NQ H10 H10 H 0 1 N N N -22.911 31.429 -59.402 2.059 0.453 1.735 H10 3NQ 38 3NQ H11 H11 H 0 1 N N N -23.630 30.222 -60.521 1.585 -1.239 2.016 H11 3NQ 39 3NQ H12 H12 H 0 1 N N N -23.570 31.955 -60.988 3.308 -0.802 1.919 H12 3NQ 40 3NQ H13 H13 H 0 1 N N N -26.161 33.065 -58.561 0.916 -0.586 -1.608 H13 3NQ 41 3NQ H14 H14 H 0 1 N N N -23.961 33.970 -60.504 0.528 1.013 0.963 H14 3NQ 42 3NQ H15 H15 H 0 1 N N N -25.612 34.247 -62.215 1.345 1.870 -1.860 H15 3NQ 43 3NQ H16 H16 H 0 1 N N N -26.967 33.971 -61.068 1.260 2.907 -0.415 H16 3NQ 44 3NQ H17 H17 H 0 1 N N N -24.970 32.317 -64.619 3.968 4.285 0.647 H17 3NQ 45 3NQ H18 H18 H 0 1 N N N -26.372 35.213 -59.035 -0.965 0.985 -1.711 H18 3NQ 46 3NQ H19 H19 H 0 1 N N N -22.109 35.728 -58.475 -1.563 1.238 2.001 H19 3NQ 47 3NQ H20 H20 H 0 1 N N N -22.772 34.465 -59.566 -2.128 -0.439 2.194 H20 3NQ 48 3NQ H21 H21 H 0 1 N N N -22.865 36.197 -60.036 -0.431 -0.116 1.765 H21 3NQ 49 3NQ H22 H22 H 0 1 N N N -23.516 34.827 -56.641 -2.229 -1.936 0.082 H22 3NQ 50 3NQ H23 H23 H 0 1 N N N -25.290 34.660 -56.861 -1.657 -1.239 -1.459 H23 3NQ 51 3NQ H24 H24 H 0 1 N N N -24.182 32.455 -57.158 0.161 -2.537 -0.394 H24 3NQ 52 3NQ H25 H25 H 0 1 N N N -23.112 33.148 -58.423 -0.018 -1.596 1.099 H25 3NQ 53 3NQ H27 H27 H 0 1 N N N -26.217 38.684 -56.823 -4.013 -1.134 -1.784 H27 3NQ 54 3NQ H28 H28 H 0 1 N N N -23.755 39.456 -53.569 -7.704 -1.972 -0.085 H28 3NQ 55 3NQ H29 H29 H 0 1 N N N -21.973 38.021 -54.484 -7.341 -0.322 1.703 H29 3NQ 56 3NQ H30 H30 H 0 1 N N N -22.327 36.882 -56.659 -5.221 0.970 1.757 H30 3NQ 57 3NQ H31 H31 H 0 1 N N N -25.303 38.652 -59.425 -3.871 2.770 -0.377 H31 3NQ 58 3NQ H33 H33 H 0 1 N N N -24.397 36.478 -61.064 -1.260 2.754 0.793 H33 3NQ 59 3NQ H34 H34 H 0 1 N N N -26.175 36.715 -60.975 -1.365 3.256 -0.928 H34 3NQ 60 # 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 3NQ O18 N17 SING N N 1 3NQ N17 C16 DOUB N E 2 3NQ C16 C15 SING N N 3 3NQ C16 C1 SING N N 4 3NQ C15 C13 SING N N 5 3NQ C3 C1 SING N N 6 3NQ C3 C4 SING N N 7 3NQ C1 C10 SING N N 8 3NQ C34 C20 SING N N 9 3NQ C34 C33 SING N N 10 3NQ O6 C4 SING N N 11 3NQ C13 C20 SING N N 12 3NQ C13 C12 SING N N 13 3NQ C11 C10 SING N N 14 3NQ C4 C8 SING N N 15 3NQ C20 C22 SING N N 16 3NQ C10 C12 SING N N 17 3NQ C10 C9 SING N N 18 3NQ C33 C26 DOUB N N 19 3NQ C23 C22 SING N N 20 3NQ C12 C25 SING N N 21 3NQ C8 C9 SING N N 22 3NQ C22 C26 SING N N 23 3NQ C22 C24 SING N N 24 3NQ C26 C27 SING N N 25 3NQ C25 C24 SING N N 26 3NQ C27 C28 DOUB Y N 27 3NQ C27 C32 SING Y N 28 3NQ C28 N29 SING Y N 29 3NQ C32 C31 DOUB Y N 30 3NQ N29 C30 DOUB Y N 31 3NQ C31 C30 SING Y N 32 3NQ C1 H1 SING N N 33 3NQ C3 H2 SING N N 34 3NQ C3 H3 SING N N 35 3NQ C4 H4 SING N N 36 3NQ O6 H5 SING N N 37 3NQ C8 H6 SING N N 38 3NQ C8 H7 SING N N 39 3NQ C9 H8 SING N N 40 3NQ C9 H9 SING N N 41 3NQ C11 H10 SING N N 42 3NQ C11 H11 SING N N 43 3NQ C11 H12 SING N N 44 3NQ C12 H13 SING N N 45 3NQ C13 H14 SING N N 46 3NQ C15 H15 SING N N 47 3NQ C15 H16 SING N N 48 3NQ O18 H17 SING N N 49 3NQ C20 H18 SING N N 50 3NQ C23 H19 SING N N 51 3NQ C23 H20 SING N N 52 3NQ C23 H21 SING N N 53 3NQ C24 H22 SING N N 54 3NQ C24 H23 SING N N 55 3NQ C25 H24 SING N N 56 3NQ C25 H25 SING N N 57 3NQ C28 H27 SING N N 58 3NQ C30 H28 SING N N 59 3NQ C31 H29 SING N N 60 3NQ C32 H30 SING N N 61 3NQ C33 H31 SING N N 62 3NQ C34 H33 SING N N 63 3NQ C34 H34 SING N N 64 # 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 3NQ SMILES ACDLabs 12.01 "O\N=C3/CC5C2C(C(c1cccnc1)=CC2)(C)CCC5C4(C)CCC(O)CC34" 3NQ InChI InChI 1.03 "InChI=1S/C24H32N2O2/c1-23-10-8-20-17(19(23)6-5-18(23)15-4-3-11-25-14-15)13-22(26-28)21-12-16(27)7-9-24(20,21)2/h3-5,11,14,16-17,19-21,27-28H,6-10,12-13H2,1-2H3/b26-22+/t16-,17-,19-,20-,21+,23+,24+/m0/s1" 3NQ InChIKey InChI 1.03 ZKFOPNLIHMQTMV-ZVWUODORSA-N 3NQ SMILES_CANONICAL CACTVS 3.385 "C[C@]12CC[C@H](O)C[C@@H]1/C(C[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC=C4c5cccnc5)=N/O" 3NQ SMILES CACTVS 3.385 "C[C]12CC[CH](O)C[CH]1C(C[CH]3[CH]2CC[C]4(C)[CH]3CC=C4c5cccnc5)=NO" 3NQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]12CC[C@@H](C[C@@H]1/C(=N/O)/C[C@@H]3[C@@H]2CC[C@]4([C@H]3CC=C4c5cccnc5)C)O" 3NQ SMILES "OpenEye OEToolkits" 1.7.6 "CC12CCC(CC1C(=NO)CC3C2CCC4(C3CC=C4c5cccnc5)C)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 3NQ "SYSTEMATIC NAME" ACDLabs 12.01 "(3alpha,5alpha,6E,8alpha)-6-(hydroxyimino)-17-(pyridin-3-yl)androst-16-en-3-ol" 3NQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,5S,6E,8R,9S,10R,13S,14S)-6-hydroxyimino-10,13-dimethyl-17-pyridin-3-yl-1,2,3,4,5,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3NQ "Create component" 2014-09-26 RCSB 3NQ "Initial release" 2018-06-06 RCSB #