data_2KB # _chem_comp.id 2KB _chem_comp.name "4-{[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}butanenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H49 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-08 _chem_comp.pdbx_modified_date 2015-04-03 _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 499.725 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2KB _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 4PA2 _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 2KB C4 C1 C 0 1 N N N -12.045 0.720 -33.627 -3.226 3.410 -0.650 C4 2KB 1 2KB C5 C2 C 0 1 N N R -11.629 1.243 -32.232 -2.903 2.115 0.057 C5 2KB 2 2KB C6 C3 C 0 1 N N S -12.886 1.666 -31.444 -1.888 2.438 1.190 C6 2KB 3 2KB C7 C4 C 0 1 N N N -12.467 1.834 -29.970 -1.836 1.102 1.935 C7 2KB 4 2KB C8 C5 C 0 1 N N N -11.331 0.779 -29.886 -3.330 0.675 1.978 C8 2KB 5 2KB C10 C6 C 0 1 N N N -13.822 3.948 -31.710 0.534 2.249 0.673 C10 2KB 6 2KB C13 C7 C 0 1 N N N -15.177 7.242 -33.109 4.167 2.537 -0.568 C13 2KB 7 2KB C15 C8 C 0 1 N N S -14.872 9.055 -31.404 5.170 0.306 -0.029 C15 2KB 8 2KB C17 C9 C 0 1 N N N -13.597 6.991 -31.194 3.036 0.926 1.052 C17 2KB 9 2KB C20 C10 C 0 1 N N N -10.643 2.409 -32.366 -2.258 1.144 -0.934 C20 2KB 10 2KB C21 C11 C 0 1 N N R -9.618 -0.346 -31.481 -4.690 0.371 -0.132 C21 2KB 11 2KB C22 C12 C 0 1 N N N -9.463 -1.712 -30.781 -5.398 1.101 -1.276 C22 2KB 12 2KB C24 C13 C 0 1 N N N -7.105 -0.052 -31.677 -6.290 -1.546 -0.227 C24 2KB 13 2KB C26 C14 C 0 1 N N N -4.617 0.496 -31.766 -7.889 -3.463 -0.321 C26 2KB 14 2KB C28 C15 C 0 1 N N N -4.503 0.282 -33.247 -6.760 -4.382 -0.791 C28 2KB 15 2KB N35 N1 N 0 1 N N N -14.908 14.109 -33.684 9.892 -5.067 -0.405 N35 2KB 16 2KB C34 C16 C 0 1 N N N -15.424 13.567 -32.797 9.317 -4.223 0.092 C34 2KB 17 2KB C33 C17 C 0 1 N N N -15.966 12.940 -31.899 8.573 -3.128 0.735 C33 2KB 18 2KB C32 C18 C 0 1 N N N -15.282 11.611 -31.592 7.615 -2.498 -0.278 C32 2KB 19 2KB C31 C19 C 0 1 N N N -14.111 11.079 -32.506 6.841 -1.360 0.391 C31 2KB 20 2KB O19 O1 O 0 1 N N N -13.991 9.658 -32.370 5.946 -0.773 -0.555 O19 2KB 21 2KB C14 C20 C 0 1 N N R -15.885 8.325 -32.271 4.861 1.301 -1.149 C14 2KB 22 2KB O30 O2 O 0 1 N N N -16.894 7.834 -31.427 6.079 1.695 -1.784 O30 2KB 23 2KB C16 C21 C 0 1 N N R -14.157 8.129 -30.443 3.864 -0.242 0.553 C16 2KB 24 2KB O18 O3 O 0 1 N N N -13.074 8.750 -29.776 3.142 -0.945 -0.461 O18 2KB 25 2KB C29 C22 C 0 1 N N N -12.321 6.636 -31.152 2.453 0.907 2.250 C29 2KB 26 2KB C12 C23 C 0 1 N N N -14.413 6.315 -32.202 2.908 2.086 0.146 C12 2KB 27 2KB C11 C24 C 0 1 N N N -14.518 4.957 -32.421 1.728 2.714 -0.036 C11 2KB 28 2KB C3 C25 C 0 1 N N N -13.658 2.703 -32.150 -0.632 2.869 0.492 C3 2KB 29 2KB C2 C26 C 0 1 N N N -14.177 2.189 -33.478 -0.784 4.066 -0.436 C2 2KB 30 2KB C9 C27 C 0 1 N N R -11.069 0.215 -31.264 -4.023 1.393 0.790 C9 2KB 31 2KB C1 C28 C 0 1 N N N -12.944 1.753 -34.316 -1.957 3.862 -1.392 C1 2KB 32 2KB C23 C29 C 0 1 N N N -8.417 0.481 -31.056 -5.713 -0.443 0.663 C23 2KB 33 2KB C25 C30 C 0 1 N N N -6.016 0.946 -31.386 -7.312 -2.360 0.568 C25 2KB 34 2KB O36 O4 O 0 1 N N N -3.729 1.589 -31.396 -8.528 -2.875 -1.456 O36 2KB 35 2KB C27 C31 C 0 1 N N N -4.146 -0.740 -31.051 -8.912 -4.277 0.474 C27 2KB 36 2KB H1 H1 H 0 1 N N N -12.594 -0.226 -33.514 -4.035 3.250 -1.363 H1 2KB 37 2KB H2 H2 H 0 1 N N N -11.146 0.552 -34.238 -3.520 4.166 0.078 H2 2KB 38 2KB H3 H3 H 0 1 N N N -13.529 0.773 -31.449 -2.267 3.228 1.839 H3 2KB 39 2KB H4 H4 H 0 1 N N N -12.096 2.849 -29.765 -1.242 0.375 1.383 H4 2KB 40 2KB H5 H5 H 0 1 N N N -13.293 1.599 -29.282 -1.444 1.238 2.943 H5 2KB 41 2KB H6 H6 H 0 1 N N N -11.633 -0.033 -29.208 -3.414 -0.405 1.862 H6 2KB 42 2KB H7 H7 H 0 1 N N N -10.416 1.254 -29.504 -3.782 0.987 2.920 H7 2KB 43 2KB H8 H8 H 0 1 N N N -13.398 4.206 -30.751 0.598 1.403 1.341 H8 2KB 44 2KB H9 H9 H 0 1 N N N -15.927 6.667 -33.671 4.832 3.034 0.139 H9 2KB 45 2KB H10 H10 H 0 1 N N N -14.480 7.722 -33.812 3.906 3.224 -1.373 H10 2KB 46 2KB H11 H11 H 0 1 N N N -15.392 9.836 -30.829 5.735 0.809 0.756 H11 2KB 47 2KB H12 H12 H 0 1 N N N -10.359 2.767 -31.365 -1.289 1.534 -1.246 H12 2KB 48 2KB H13 H13 H 0 1 N N N -9.745 2.070 -32.902 -2.123 0.174 -0.457 H13 2KB 49 2KB H14 H14 H 0 1 N N N -11.117 3.228 -32.927 -2.902 1.034 -1.806 H14 2KB 50 2KB H15 H15 H 0 1 N N N -9.515 -0.531 -32.560 -3.933 -0.298 -0.542 H15 2KB 51 2KB H16 H16 H 0 1 N N N -8.444 -2.093 -30.941 -6.108 1.819 -0.864 H16 2KB 52 2KB H17 H17 H 0 1 N N N -9.645 -1.594 -29.703 -4.660 1.627 -1.882 H17 2KB 53 2KB H18 H18 H 0 1 N N N -10.190 -2.423 -31.200 -5.929 0.379 -1.895 H18 2KB 54 2KB H19 H19 H 0 1 N N N -7.226 -0.167 -32.764 -6.777 -1.097 -1.093 H19 2KB 55 2KB H20 H20 H 0 1 N N N -6.849 -1.025 -31.232 -5.485 -2.201 -0.561 H20 2KB 56 2KB H21 H21 H 0 1 N N N -5.166 -0.541 -33.551 -6.031 -3.802 -1.357 H21 2KB 57 2KB H22 H22 H 0 1 N N N -4.795 1.202 -33.774 -6.273 -4.831 0.075 H22 2KB 58 2KB H23 H23 H 0 1 N N N -3.463 0.028 -33.502 -7.171 -5.168 -1.425 H23 2KB 59 2KB H24 H24 H 0 1 N N N -15.956 13.556 -30.988 8.004 -3.521 1.577 H24 2KB 60 2KB H25 H25 H 0 1 N N N -17.006 12.737 -32.193 9.273 -2.372 1.091 H25 2KB 61 2KB H26 H26 H 0 1 N N N -16.068 10.842 -31.608 8.183 -2.105 -1.120 H26 2KB 62 2KB H27 H27 H 0 1 N N N -14.873 11.696 -30.574 6.914 -3.254 -0.634 H27 2KB 63 2KB H28 H28 H 0 1 N N N -13.167 11.555 -32.203 6.272 -1.754 1.233 H28 2KB 64 2KB H29 H29 H 0 1 N N N -14.326 11.328 -33.556 7.541 -0.605 0.746 H29 2KB 65 2KB H30 H30 H 0 1 N N N -16.318 9.055 -32.970 4.207 0.829 -1.882 H30 2KB 66 2KB H31 H31 H 0 1 N N N -17.283 8.554 -30.945 5.959 2.323 -2.509 H31 2KB 67 2KB H32 H32 H 0 1 N N N -14.885 7.754 -29.709 4.085 -0.916 1.381 H32 2KB 68 2KB H33 H33 H 0 1 N N N -12.664 8.126 -29.189 2.303 -1.319 -0.159 H33 2KB 69 2KB H34 H34 H 0 1 N N N -11.625 7.193 -30.541 2.564 0.045 2.892 H34 2KB 70 2KB H35 H35 H 0 1 N N N -11.977 5.790 -31.728 1.869 1.754 2.580 H35 2KB 71 2KB H36 H36 H 0 1 N N N -15.190 4.635 -33.203 1.664 3.560 -0.704 H36 2KB 72 2KB H37 H37 H 0 1 N N N -14.726 2.985 -34.002 -0.957 4.962 0.159 H37 2KB 73 2KB H38 H38 H 0 1 N N N -14.844 1.330 -33.315 0.132 4.190 -1.014 H38 2KB 74 2KB H39 H39 H 0 1 N N N -11.728 -0.661 -31.354 -4.759 2.109 1.156 H39 2KB 75 2KB H40 H40 H 0 1 N N N -12.340 2.647 -34.530 -1.688 3.106 -2.129 H40 2KB 76 2KB H41 H41 H 0 1 N N N -13.305 1.320 -35.260 -2.163 4.801 -1.907 H41 2KB 77 2KB H42 H42 H 0 1 N N N -8.331 0.448 -29.960 -5.226 -0.892 1.528 H42 2KB 78 2KB H43 H43 H 0 1 N N N -8.568 1.521 -31.381 -6.518 0.212 0.997 H43 2KB 79 2KB H44 H44 H 0 1 N N N -6.025 1.157 -30.306 -6.826 -2.809 1.434 H44 2KB 80 2KB H45 H45 H 0 1 N N N -6.241 1.868 -31.942 -8.117 -1.705 0.903 H45 2KB 81 2KB H46 H46 H 0 1 N N N -3.786 1.741 -30.460 -9.255 -2.279 -1.233 H46 2KB 82 2KB H47 H47 H 0 1 N N N -4.227 -0.589 -29.964 -9.323 -5.063 -0.160 H47 2KB 83 2KB H48 H48 H 0 1 N N N -4.769 -1.596 -31.350 -8.425 -4.726 1.340 H48 2KB 84 2KB H49 H49 H 0 1 N N N -3.097 -0.939 -31.316 -9.717 -3.622 0.808 H49 2KB 85 # 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 2KB C1 C4 SING N N 1 2KB C1 C2 SING N N 2 2KB N35 C34 TRIP N N 3 2KB C4 C5 SING N N 4 2KB C2 C3 SING N N 5 2KB C28 C26 SING N N 6 2KB C13 C14 SING N N 7 2KB C13 C12 SING N N 8 2KB C34 C33 SING N N 9 2KB C31 O19 SING N N 10 2KB C31 C32 SING N N 11 2KB C11 C12 DOUB N Z 12 2KB C11 C10 SING N N 13 2KB O19 C15 SING N N 14 2KB C20 C5 SING N N 15 2KB C14 O30 SING N N 16 2KB C14 C15 SING N N 17 2KB C5 C6 SING N N 18 2KB C5 C9 SING N N 19 2KB C12 C17 SING N N 20 2KB C3 C10 DOUB N E 21 2KB C3 C6 SING N N 22 2KB C33 C32 SING N N 23 2KB C26 O36 SING N N 24 2KB C26 C25 SING N N 25 2KB C26 C27 SING N N 26 2KB C24 C25 SING N N 27 2KB C24 C23 SING N N 28 2KB C21 C9 SING N N 29 2KB C21 C23 SING N N 30 2KB C21 C22 SING N N 31 2KB C6 C7 SING N N 32 2KB C15 C16 SING N N 33 2KB C9 C8 SING N N 34 2KB C17 C29 DOUB N N 35 2KB C17 C16 SING N N 36 2KB C16 O18 SING N N 37 2KB C7 C8 SING N N 38 2KB C4 H1 SING N N 39 2KB C4 H2 SING N N 40 2KB C6 H3 SING N N 41 2KB C7 H4 SING N N 42 2KB C7 H5 SING N N 43 2KB C8 H6 SING N N 44 2KB C8 H7 SING N N 45 2KB C10 H8 SING N N 46 2KB C13 H9 SING N N 47 2KB C13 H10 SING N N 48 2KB C15 H11 SING N N 49 2KB C20 H12 SING N N 50 2KB C20 H13 SING N N 51 2KB C20 H14 SING N N 52 2KB C21 H15 SING N N 53 2KB C22 H16 SING N N 54 2KB C22 H17 SING N N 55 2KB C22 H18 SING N N 56 2KB C24 H19 SING N N 57 2KB C24 H20 SING N N 58 2KB C28 H21 SING N N 59 2KB C28 H22 SING N N 60 2KB C28 H23 SING N N 61 2KB C33 H24 SING N N 62 2KB C33 H25 SING N N 63 2KB C32 H26 SING N N 64 2KB C32 H27 SING N N 65 2KB C31 H28 SING N N 66 2KB C31 H29 SING N N 67 2KB C14 H30 SING N N 68 2KB O30 H31 SING N N 69 2KB C16 H32 SING N N 70 2KB O18 H33 SING N N 71 2KB C29 H34 SING N N 72 2KB C29 H35 SING N N 73 2KB C11 H36 SING N N 74 2KB C2 H37 SING N N 75 2KB C2 H38 SING N N 76 2KB C9 H39 SING N N 77 2KB C1 H40 SING N N 78 2KB C1 H41 SING N N 79 2KB C23 H42 SING N N 80 2KB C23 H43 SING N N 81 2KB C25 H44 SING N N 82 2KB C25 H45 SING N N 83 2KB O36 H46 SING N N 84 2KB C27 H47 SING N N 85 2KB C27 H48 SING N N 86 2KB C27 H49 SING N N 87 # 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 2KB SMILES ACDLabs 12.01 "N#CCCCOC3C(O)C(\C(=C/C=C1\CCCC2(C)C(C(C)CCCC(O)(C)C)CCC12)CC3O)=C" 2KB InChI InChI 1.03 "InChI=1S/C31H49NO4/c1-21(10-8-16-30(3,4)35)25-14-15-26-23(11-9-17-31(25,26)5)12-13-24-20-27(33)29(28(34)22(24)2)36-19-7-6-18-32/h12-13,21,25-29,33-35H,2,6-11,14-17,19-20H2,1,3-5H3/b23-12+,24-13-/t21-,25-,26+,27-,28-,29+,31-/m1/s1" 2KB InChIKey InChI 1.03 KQWXEWOYVIUCOD-IBOBMRDDSA-N 2KB SMILES_CANONICAL CACTVS 3.385 "C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)[C@H](OCCCC#N)[C@H](O)C3=C" 2KB SMILES CACTVS 3.385 "C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)[CH](OCCCC#N)[CH](O)C3=C" 2KB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H]([C@@H]([C@@H](C3=C)O)OCCCC#N)O)C" 2KB SMILES "OpenEye OEToolkits" 1.9.2 "CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(C(C(C3=C)O)OCCCC#N)O)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 2KB "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}butanenitrile" 2KB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(1S,2R,4Z,6R)-4-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methyl-6-oxidanyl-heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-3-methylidene-2,6-bis(oxidanyl)cyclohexyl]oxybutanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2KB "Create component" 2014-04-08 RCSB 2KB "Modify descriptor" 2014-09-05 RCSB 2KB "Initial release" 2015-04-08 RCSB #