data_3AJ # _chem_comp.id 3AJ _chem_comp.name "1-({[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}methyl)cyclopropanecarbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 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 2014-07-16 _chem_comp.pdbx_modified_date 2014-12-26 _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 511.736 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3AJ _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 3WWR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 3AJ N32 N32 N 0 1 N N N 13.180 -12.626 -30.332 6.204 4.120 1.556 N32 3AJ 1 3AJ C29 C29 C 0 1 N N N 13.755 -12.413 -31.295 6.774 3.486 0.805 C29 3AJ 2 3AJ C28 C28 C 0 1 N N N 14.487 -12.151 -32.527 7.514 2.664 -0.167 C28 3AJ 3 3AJ C31 C31 C 0 1 N N N 15.656 -12.913 -31.923 8.497 3.381 -1.095 C31 3AJ 4 3AJ C30 C30 C 0 1 N N N 15.174 -13.316 -33.257 9.021 2.505 0.044 C30 3AJ 5 3AJ C27 C27 C 0 1 N N N 15.181 -10.793 -32.606 6.750 1.467 -0.736 C27 3AJ 6 3AJ O25 O25 O 0 1 N N N 14.503 -9.745 -31.924 5.887 0.931 0.269 O25 3AJ 7 3AJ C19 C19 C 0 1 N N S 15.423 -8.873 -31.333 5.123 -0.197 -0.162 C19 3AJ 8 3AJ C18 C18 C 0 1 N N R 16.113 -8.137 -32.441 4.858 -1.117 1.031 C18 3AJ 9 3AJ O24 O24 O 0 1 N N N 17.129 -7.310 -31.932 6.096 -1.441 1.665 O24 3AJ 10 3AJ C17 C17 C 0 1 N N N 15.195 -7.257 -33.230 4.177 -2.404 0.552 C17 3AJ 11 3AJ C20 C20 C 0 1 N N R 14.662 -8.013 -30.386 3.793 0.284 -0.752 C20 3AJ 12 3AJ O23 O23 O 0 1 N N N 13.743 -8.835 -29.710 3.079 1.042 0.225 O23 3AJ 13 3AJ C21 C21 C 0 1 N N N 13.886 -7.038 -31.150 2.980 -0.932 -1.151 C21 3AJ 14 3AJ C22 C22 C 0 1 N N N 12.653 -6.775 -30.805 2.372 -1.008 -2.334 C22 3AJ 15 3AJ C16 C16 C 0 1 N N N 14.481 -6.396 -32.275 2.895 -2.028 -0.164 C16 3AJ 16 3AJ C15 C15 C 0 1 N N N 14.386 -5.101 -32.516 1.733 -2.664 0.088 C15 3AJ 17 3AJ C14 C14 C 0 1 N N N 13.712 -4.164 -31.636 0.514 -2.273 -0.624 C14 3AJ 18 3AJ C4 C4 C 0 1 N N N 13.612 -2.920 -32.083 -0.635 -2.901 -0.375 C4 3AJ 19 3AJ C3 C3 C 0 1 N N N 14.197 -2.616 -33.418 -0.744 -4.027 0.642 C3 3AJ 20 3AJ C2 C2 C 0 1 N N N 13.234 -1.737 -34.169 -1.904 -3.776 1.604 C2 3AJ 21 3AJ C5 C5 C 0 1 N N S 12.991 -1.787 -31.345 -1.913 -2.544 -1.073 C5 3AJ 22 3AJ C7 C7 C 0 1 N N N 12.287 -2.026 -30.029 -1.905 -1.263 -1.911 C7 3AJ 23 3AJ C8 C8 C 0 1 N N N 11.357 -0.825 -29.907 -3.408 -0.869 -1.951 C8 3AJ 24 3AJ C9 C9 C 0 1 N N R 11.317 -0.128 -31.264 -4.061 -1.514 -0.701 C9 3AJ 25 3AJ C6 C6 C 0 1 N N R 11.978 -1.110 -32.207 -2.911 -2.161 0.056 C6 3AJ 26 3AJ C10 C10 C 0 1 N N N 10.988 -2.075 -32.784 -2.261 -1.121 0.971 C10 3AJ 27 3AJ C1 C1 C 0 1 N N N 12.774 -0.570 -33.333 -3.195 -3.406 0.855 C1 3AJ 28 3AJ C11 C11 C 0 1 N N R 9.927 0.373 -31.647 -4.732 -0.443 0.161 C11 3AJ 29 3AJ C26 C26 C 0 1 N N N 9.490 1.376 -30.624 -5.338 -1.096 1.406 C26 3AJ 30 3AJ C12 C12 C 0 1 N N N 8.826 -0.661 -31.719 -5.838 0.242 -0.645 C12 3AJ 31 3AJ C13 C13 C 0 1 N N N 7.461 -0.023 -31.938 -6.424 1.395 0.172 C13 3AJ 32 3AJ C33 C33 C 0 1 N N N 6.369 -1.082 -31.924 -7.530 2.080 -0.634 C33 3AJ 33 3AJ C34 C34 C 0 1 N N N 4.969 -0.565 -32.125 -8.117 3.233 0.182 C34 3AJ 34 3AJ O37 O37 O 0 1 N N N 4.716 0.350 -31.091 -8.662 2.724 1.402 O37 3AJ 35 3AJ C36 C36 C 0 1 N N N 3.926 -1.638 -32.019 -7.015 4.246 0.500 C36 3AJ 36 3AJ C35 C35 C 0 1 N N N 4.856 0.050 -33.489 -9.222 3.918 -0.624 C35 3AJ 37 3AJ H1 H1 H 0 1 N N N 15.488 -13.574 -31.060 8.599 3.000 -2.111 H1 3AJ 38 3AJ H2 H2 H 0 1 N N N 16.634 -12.420 -31.823 8.595 4.461 -0.986 H2 3AJ 39 3AJ H3 H3 H 0 1 N N N 14.645 -14.272 -33.383 9.465 3.009 0.903 H3 3AJ 40 3AJ H4 H4 H 0 1 N N N 15.791 -13.118 -34.146 9.468 1.547 -0.222 H4 3AJ 41 3AJ H5 H5 H 0 1 N N N 16.185 -10.894 -32.169 6.155 1.789 -1.591 H5 3AJ 42 3AJ H6 H6 H 0 1 N N N 15.269 -10.513 -33.666 7.458 0.701 -1.053 H6 3AJ 43 3AJ H7 H7 H 0 1 N N N 16.175 -9.444 -30.768 5.681 -0.743 -0.923 H7 3AJ 44 3AJ H8 H8 H 0 1 N N N 16.552 -8.878 -33.125 4.208 -0.608 1.743 H8 3AJ 45 3AJ H9 H9 H 0 1 N N N 17.737 -7.832 -31.422 6.005 -2.023 2.431 H9 3AJ 46 3AJ H10 H10 H 0 1 N N N 15.776 -6.640 -33.931 4.838 -2.935 -0.132 H10 3AJ 47 3AJ H11 H11 H 0 1 N N N 14.476 -7.872 -33.792 3.948 -3.037 1.409 H11 3AJ 48 3AJ H12 H12 H 0 1 N N N 15.347 -7.509 -29.689 3.984 0.902 -1.630 H12 3AJ 49 3AJ H13 H13 H 0 1 N N N 13.241 -8.312 -29.096 2.226 1.377 -0.083 H13 3AJ 50 3AJ H14 H14 H 0 1 N N N 12.210 -7.278 -29.958 2.452 -0.191 -3.036 H14 3AJ 51 3AJ H15 H15 H 0 1 N N N 12.077 -6.055 -31.367 1.799 -1.887 -2.591 H15 3AJ 52 3AJ H16 H16 H 0 1 N N N 14.836 -4.717 -33.420 1.700 -3.462 0.816 H16 3AJ 53 3AJ H17 H17 H 0 1 N N N 13.316 -4.462 -30.676 0.547 -1.475 -1.352 H17 3AJ 54 3AJ H18 H18 H 0 1 N N N 14.358 -3.551 -33.975 -0.909 -4.969 0.119 H18 3AJ 55 3AJ H19 H19 H 0 1 N N N 15.157 -2.094 -33.293 0.185 -4.090 1.210 H19 3AJ 56 3AJ H20 H20 H 0 1 N N N 13.731 -1.354 -35.072 -2.080 -4.678 2.191 H20 3AJ 57 3AJ H21 H21 H 0 1 N N N 12.357 -2.335 -34.459 -1.638 -2.962 2.277 H21 3AJ 58 3AJ H22 H22 H 0 1 N N N 13.788 -1.054 -31.150 -2.280 -3.386 -1.660 H22 3AJ 59 3AJ H23 H23 H 0 1 N N N 11.716 -2.966 -30.052 -1.314 -0.487 -1.424 H23 3AJ 60 3AJ H24 H24 H 0 1 N N N 13.006 -2.054 -29.197 -1.531 -1.462 -2.916 H24 3AJ 61 3AJ H25 H25 H 0 1 N N N 11.738 -0.133 -29.142 -3.512 0.215 -1.910 H25 3AJ 62 3AJ H26 H26 H 0 1 N N N 10.347 -1.160 -29.628 -3.873 -1.255 -2.858 H26 3AJ 63 3AJ H27 H27 H 0 1 N N N 11.972 0.753 -31.196 -4.789 -2.269 -1.001 H27 3AJ 64 3AJ H28 H28 H 0 1 N N N 10.375 -2.500 -31.975 -2.120 -0.191 0.421 H28 3AJ 65 3AJ H29 H29 H 0 1 N N N 10.338 -1.550 -33.499 -2.905 -0.941 1.831 H29 3AJ 66 3AJ H30 H30 H 0 1 N N N 11.524 -2.884 -33.301 -1.294 -1.492 1.312 H30 3AJ 67 3AJ H31 H31 H 0 1 N N N 13.644 -0.020 -32.947 -3.485 -4.220 0.191 H31 3AJ 68 3AJ H32 H32 H 0 1 N N N 12.154 0.105 -33.941 -3.994 -3.210 1.571 H32 3AJ 69 3AJ H33 H33 H 0 1 N N N 9.998 0.875 -32.623 -3.991 0.297 0.463 H33 3AJ 70 3AJ H34 H34 H 0 1 N N N 10.256 2.159 -30.527 -5.816 -0.332 2.020 H34 3AJ 71 3AJ H35 H35 H 0 1 N N N 8.539 1.831 -30.939 -6.079 -1.836 1.104 H35 3AJ 72 3AJ H36 H36 H 0 1 N N N 9.353 0.875 -29.654 -4.550 -1.583 1.980 H36 3AJ 73 3AJ H37 H37 H 0 1 N N N 8.807 -1.226 -30.776 -5.422 0.630 -1.575 H37 3AJ 74 3AJ H38 H38 H 0 1 N N N 9.036 -1.347 -32.553 -6.622 -0.480 -0.871 H38 3AJ 75 3AJ H39 H39 H 0 1 N N N 7.454 0.491 -32.910 -6.840 1.007 1.102 H39 3AJ 76 3AJ H40 H40 H 0 1 N N N 7.269 0.705 -31.136 -5.639 2.116 0.398 H40 3AJ 77 3AJ H41 H41 H 0 1 N N N 6.406 -1.595 -30.952 -7.114 2.468 -1.564 H41 3AJ 78 3AJ H42 H42 H 0 1 N N N 6.584 -1.802 -32.727 -8.315 1.358 -0.860 H42 3AJ 79 3AJ H43 H43 H 0 1 N N N 4.800 -0.088 -30.252 -9.367 2.075 1.276 H43 3AJ 80 3AJ H44 H44 H 0 1 N N N 3.984 -2.109 -31.027 -6.599 4.634 -0.430 H44 3AJ 81 3AJ H45 H45 H 0 1 N N N 2.929 -1.195 -32.157 -7.433 5.067 1.082 H45 3AJ 82 3AJ H46 H46 H 0 1 N N N 4.101 -2.397 -32.796 -6.227 3.758 1.074 H46 3AJ 83 3AJ H47 H47 H 0 1 N N N 5.610 0.843 -33.598 -8.807 4.306 -1.554 H47 3AJ 84 3AJ H48 H48 H 0 1 N N N 5.023 -0.722 -34.254 -10.007 3.196 -0.850 H48 3AJ 85 3AJ H49 H49 H 0 1 N N N 3.851 0.480 -33.615 -9.641 4.739 -0.042 H49 3AJ 86 # 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 3AJ C2 C3 SING N N 1 3AJ C2 C1 SING N N 2 3AJ C35 C34 SING N N 3 3AJ C3 C4 SING N N 4 3AJ C1 C6 SING N N 5 3AJ C30 C28 SING N N 6 3AJ C30 C31 SING N N 7 3AJ C17 C18 SING N N 8 3AJ C17 C16 SING N N 9 3AJ C10 C6 SING N N 10 3AJ C27 C28 SING N N 11 3AJ C27 O25 SING N N 12 3AJ C28 C31 SING N N 13 3AJ C28 C29 SING N N 14 3AJ C15 C16 DOUB N Z 15 3AJ C15 C14 SING N N 16 3AJ C18 O24 SING N N 17 3AJ C18 C19 SING N N 18 3AJ C16 C21 SING N N 19 3AJ C6 C5 SING N N 20 3AJ C6 C9 SING N N 21 3AJ C34 C36 SING N N 22 3AJ C34 C33 SING N N 23 3AJ C34 O37 SING N N 24 3AJ C4 C14 DOUB N E 25 3AJ C4 C5 SING N N 26 3AJ C13 C33 SING N N 27 3AJ C13 C12 SING N N 28 3AJ O25 C19 SING N N 29 3AJ C12 C11 SING N N 30 3AJ C11 C9 SING N N 31 3AJ C11 C26 SING N N 32 3AJ C5 C7 SING N N 33 3AJ C19 C20 SING N N 34 3AJ C29 N32 TRIP N N 35 3AJ C9 C8 SING N N 36 3AJ C21 C22 DOUB N N 37 3AJ C21 C20 SING N N 38 3AJ C20 O23 SING N N 39 3AJ C7 C8 SING N N 40 3AJ C31 H1 SING N N 41 3AJ C31 H2 SING N N 42 3AJ C30 H3 SING N N 43 3AJ C30 H4 SING N N 44 3AJ C27 H5 SING N N 45 3AJ C27 H6 SING N N 46 3AJ C19 H7 SING N N 47 3AJ C18 H8 SING N N 48 3AJ O24 H9 SING N N 49 3AJ C17 H10 SING N N 50 3AJ C17 H11 SING N N 51 3AJ C20 H12 SING N N 52 3AJ O23 H13 SING N N 53 3AJ C22 H14 SING N N 54 3AJ C22 H15 SING N N 55 3AJ C15 H16 SING N N 56 3AJ C14 H17 SING N N 57 3AJ C3 H18 SING N N 58 3AJ C3 H19 SING N N 59 3AJ C2 H20 SING N N 60 3AJ C2 H21 SING N N 61 3AJ C5 H22 SING N N 62 3AJ C7 H23 SING N N 63 3AJ C7 H24 SING N N 64 3AJ C8 H25 SING N N 65 3AJ C8 H26 SING N N 66 3AJ C9 H27 SING N N 67 3AJ C10 H28 SING N N 68 3AJ C10 H29 SING N N 69 3AJ C10 H30 SING N N 70 3AJ C1 H31 SING N N 71 3AJ C1 H32 SING N N 72 3AJ C11 H33 SING N N 73 3AJ C26 H34 SING N N 74 3AJ C26 H35 SING N N 75 3AJ C26 H36 SING N N 76 3AJ C12 H37 SING N N 77 3AJ C12 H38 SING N N 78 3AJ C13 H39 SING N N 79 3AJ C13 H40 SING N N 80 3AJ C33 H41 SING N N 81 3AJ C33 H42 SING N N 82 3AJ O37 H43 SING N N 83 3AJ C36 H44 SING N N 84 3AJ C36 H45 SING N N 85 3AJ C36 H46 SING N N 86 3AJ C35 H47 SING N N 87 3AJ C35 H48 SING N N 88 3AJ C35 H49 SING N N 89 # 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 3AJ SMILES ACDLabs 12.01 "N#CC4(COC3C(O)C(\C(=C/C=C1\CCCC2(C)C(C(C)CCCC(O)(C)C)CCC12)CC3O)=C)CC4" 3AJ InChI InChI 1.03 "InChI=1S/C32H49NO4/c1-21(8-6-14-30(3,4)36)25-12-13-26-23(9-7-15-31(25,26)5)10-11-24-18-27(34)29(28(35)22(24)2)37-20-32(19-33)16-17-32/h10-11,21,25-29,34-36H,2,6-9,12-18,20H2,1,3-5H3/b23-10+,24-11-/t21-,25-,26+,27-,28-,29+,31-/m1/s1" 3AJ InChIKey InChI 1.03 XRVHRGHHDVJYGR-IPBGMLIISA-N 3AJ SMILES_CANONICAL CACTVS 3.385 "C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)[C@H](OCC4(CC4)C#N)[C@H](O)C3=C" 3AJ SMILES CACTVS 3.385 "C[CH](CCCC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)[CH](OCC4(CC4)C#N)[CH](O)C3=C" 3AJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "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)OCC4(CC4)C#N)O)C" 3AJ SMILES "OpenEye OEToolkits" 1.7.6 "CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(C(C(C3=C)O)OCC4(CC4)C#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 3AJ "SYSTEMATIC NAME" ACDLabs 12.01 "1-({[(1R,2S,3R,5Z,7E,14beta,17alpha)-1,3,25-trihydroxy-9,10-secocholesta-5,7,10-trien-2-yl]oxy}methyl)cyclopropanecarbonitrile" 3AJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[[(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]oxymethyl]cyclopropane-1-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3AJ "Create component" 2014-07-16 PDBJ 3AJ "Initial release" 2014-12-31 RCSB #