data_SXJ # _chem_comp.id SXJ _chem_comp.name "(13alpha,18alpha)-2-cyano-3-hydroxy-12-oxooleana-2,9(11)-dien-28-oic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H43 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-09 _chem_comp.pdbx_modified_date 2014-06-13 _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 493.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SXJ _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 4CXT _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 SXJ C1 C1 C 0 1 N N N -2.051 7.156 -3.106 -5.449 2.511 -0.441 C1 SXJ 1 SXJ C2 C2 C 0 1 N N N -1.144 5.938 -3.345 -4.976 1.796 0.820 C2 SXJ 2 SXJ C3 C3 C 0 1 N N N -0.023 5.935 -2.299 -5.217 2.710 2.030 C3 SXJ 3 SXJ C4 C4 C 0 1 N N N -1.955 4.638 -3.223 -5.747 0.494 1.027 C4 SXJ 4 SXJ C5 C5 C 0 1 N N N -2.972 4.449 -4.339 -5.449 -0.502 -0.083 C5 SXJ 5 SXJ C6 C6 C 0 1 N N S -2.362 4.527 -5.748 -3.954 -0.781 -0.214 C6 SXJ 6 SXJ C7 C7 C 0 1 N N N -1.495 3.294 -6.052 -3.428 -1.498 1.025 C7 SXJ 7 SXJ C8 C8 C 0 1 N N N -0.867 3.327 -7.443 -1.950 -1.855 0.864 C8 SXJ 8 SXJ C9 C9 C 0 1 N N R -0.039 4.601 -7.724 -1.093 -0.650 0.525 C9 SXJ 9 SXJ C10 C10 C 0 1 N N N 1.291 4.483 -6.936 -0.918 0.195 1.799 C10 SXJ 10 SXJ C11 C11 C 0 1 N N R -0.863 5.870 -7.319 -1.700 0.224 -0.562 C11 SXJ 11 SXJ C13 C13 C 0 1 N N S -1.511 5.827 -5.911 -3.179 0.525 -0.404 C13 SXJ 12 SXJ C15 C15 C 0 1 N N N -0.520 6.000 -4.749 -3.477 1.484 0.738 C15 SXJ 13 SXJ C16 C16 C 0 1 N N N 0.003 7.094 -7.552 -0.866 1.490 -0.625 C16 SXJ 14 SXJ O17 O17 O 0 1 N N N -0.087 8.081 -6.840 -1.356 2.596 -0.667 O17 SXJ 15 SXJ C18 C18 C 0 1 N N N 0.951 7.065 -8.669 0.591 1.293 -0.655 C18 SXJ 16 SXJ C19 C19 C 0 1 N N N 1.131 6.023 -9.516 1.140 0.119 -0.324 C19 SXJ 17 SXJ C20 C20 C 0 1 N N S 0.273 4.753 -9.307 0.322 -1.068 0.099 C20 SXJ 18 SXJ C21 C21 C 0 1 N N N -1.012 4.969 -10.143 0.189 -2.003 -1.109 C21 SXJ 19 SXJ C22 C22 C 0 1 N N N 0.950 3.473 -9.839 0.995 -1.852 1.221 C22 SXJ 20 SXJ C23 C23 C 0 1 N N N 1.687 3.671 -11.146 2.471 -2.112 0.882 C23 SXJ 21 SXJ C24 C24 C 0 1 N N R 2.781 4.724 -11.006 3.172 -0.758 0.796 C24 SXJ 22 SXJ C26 C26 C 0 1 N N N 3.842 4.666 -12.168 4.683 -0.887 0.840 C26 SXJ 23 SXJ C27 C27 C 0 1 N N N 4.857 3.549 -11.880 5.122 -0.927 2.319 C27 SXJ 24 SXJ C28 C28 C 0 1 N N N 3.199 4.374 -13.535 5.167 -2.180 0.181 C28 SXJ 25 SXJ C29 C29 C 0 1 N N N 4.598 5.975 -12.266 5.375 0.284 0.203 C29 SXJ 26 SXJ O30 O30 O 0 1 N N N 5.497 5.966 -13.260 6.726 0.272 0.160 O30 SXJ 27 SXJ C31 C31 C 0 1 N N N 4.386 7.048 -11.429 4.744 1.328 -0.321 C31 SXJ 28 SXJ C32 C32 C 0 1 N N N 3.361 7.043 -10.308 3.244 1.437 -0.346 C32 SXJ 29 SXJ C33 C33 C 0 1 N N S 2.152 6.122 -10.678 2.655 0.018 -0.411 C33 SXJ 30 SXJ C34 C34 C 0 1 N N N 1.393 6.778 -11.844 3.060 -0.620 -1.741 C34 SXJ 31 SXJ C35 C35 C 0 1 N N N 5.145 8.235 -11.594 5.516 2.391 -0.883 C35 SXJ 32 SXJ N36 N36 N 0 1 N N N 5.756 9.195 -11.724 6.130 3.236 -1.330 N36 SXJ 33 SXJ C37 C37 C 0 1 N N N -3.599 4.508 -6.697 -3.759 -1.662 -1.429 C37 SXJ 34 SXJ O38 O38 O 0 1 N N N -3.844 5.549 -7.355 -3.073 -1.281 -2.348 O38 SXJ 35 SXJ O39 O39 O 0 1 N N N -4.267 3.446 -6.729 -4.349 -2.867 -1.486 O39 SXJ 36 SXJ H11 H11 H 0 1 N N N -1.694 5.934 -8.037 -1.568 -0.272 -1.546 H11 SXJ 37 SXJ H13 H13 H 0 1 N N N -2.214 6.671 -5.860 -3.525 0.980 -1.349 H13 SXJ 38 SXJ H24 H24 H 0 1 N N N 3.339 4.445 -10.100 2.865 -0.186 1.703 H24 SXJ 39 SXJ H1 H1 H 0 1 N N N -2.489 7.096 -2.099 -5.289 1.867 -1.306 H1 SXJ 40 SXJ H1A H1A H 0 1 N N N -2.856 7.166 -3.855 -6.510 2.743 -0.351 H1A SXJ 41 SXJ H1B H1B H 0 1 N N N -1.457 8.078 -3.193 -4.884 3.435 -0.567 H1B SXJ 42 SXJ H3 H3 H 0 1 N N N -0.462 5.878 -1.292 -6.281 2.934 2.110 H3 SXJ 43 SXJ H3A H3A H 0 1 N N N 0.631 5.066 -2.464 -4.882 2.208 2.938 H3A SXJ 44 SXJ H3B H3B H 0 1 N N N 0.566 6.859 -2.391 -4.659 3.638 1.902 H3B SXJ 45 SXJ H4 H4 H 0 1 N N N -1.256 3.789 -3.242 -5.471 0.062 1.992 H4 SXJ 46 SXJ H4A H4A H 0 1 N N N -2.491 4.651 -2.262 -6.819 0.713 1.043 H4A SXJ 47 SXJ H5 H5 H 0 1 N N N -3.738 5.233 -4.248 -5.964 -1.447 0.136 H5 SXJ 48 SXJ H5A H5A H 0 1 N N N -3.442 3.462 -4.218 -5.833 -0.132 -1.037 H5A SXJ 49 SXJ H7 H7 H 0 1 N N N -2.125 2.396 -5.975 -3.564 -0.870 1.905 H7 SXJ 50 SXJ H7A H7A H 0 1 N N N -0.689 3.241 -5.306 -4.000 -2.421 1.172 H7A SXJ 51 SXJ H8 H8 H 0 1 N N N -1.673 3.266 -8.189 -1.601 -2.270 1.827 H8 SXJ 52 SXJ H8A H8A H 0 1 N N N -0.206 2.454 -7.546 -1.856 -2.654 0.132 H8A SXJ 53 SXJ H10 H10 H 0 1 N N N 1.074 4.397 -5.861 -0.311 -0.355 2.519 H10 SXJ 54 SXJ H10A H10A H 0 0 N N N 1.838 3.590 -7.272 -0.422 1.132 1.548 H10A SXJ 55 SXJ H10B H10B H 0 0 N N N 1.905 5.378 -7.116 -1.895 0.405 2.233 H10B SXJ 56 SXJ H15 H15 H 0 1 N N N -0.030 6.979 -4.861 -2.929 2.416 0.614 H15 SXJ 57 SXJ H15A H15A H 0 0 N N N 0.234 5.202 -4.822 -3.208 1.034 1.698 H15A SXJ 58 SXJ H18 H18 H 0 1 N N N 1.555 7.946 -8.830 1.217 2.122 -0.953 H18 SXJ 59 SXJ H21 H21 H 0 1 N N N -0.746 5.066 -11.206 -0.226 -1.451 -1.952 H21 SXJ 60 SXJ H21A H21A H 0 0 N N N -1.518 5.886 -9.807 1.172 -2.391 -1.377 H21A SXJ 61 SXJ H21B H21B H 0 0 N N N -1.685 4.109 -10.010 -0.472 -2.832 -0.856 H21B SXJ 62 SXJ H22 H22 H 0 1 N N N 0.175 2.708 -9.990 0.970 -1.321 2.169 H22 SXJ 63 SXJ H22A H22A H 0 0 N N N 1.670 3.122 -9.085 0.495 -2.817 1.344 H22A SXJ 64 SXJ H23 H23 H 0 1 N N N 0.972 3.996 -11.916 2.902 -2.697 1.699 H23 SXJ 65 SXJ H23A H23A H 0 0 N N N 2.143 2.717 -11.449 2.547 -2.667 -0.041 H23A SXJ 66 SXJ H27 H27 H 0 1 N N N 5.598 3.508 -12.692 6.207 -1.020 2.374 H27 SXJ 67 SXJ H27A H27A H 0 0 N N N 4.332 2.585 -11.814 4.811 -0.008 2.816 H27A SXJ 68 SXJ H27B H27B H 0 0 N N N 5.367 3.754 -10.927 4.659 -1.782 2.813 H27B SXJ 69 SXJ H28 H28 H 0 1 N N N 2.474 5.166 -13.776 4.854 -2.194 -0.864 H28 SXJ 70 SXJ H28A H28A H 0 0 N N N 3.980 4.344 -14.309 6.254 -2.230 0.235 H28A SXJ 71 SXJ H28B H28B H 0 0 N N N 2.683 3.403 -13.497 4.737 -3.036 0.700 H28B SXJ 72 SXJ H32 H32 H 0 1 N N N 3.833 6.669 -9.387 2.895 1.938 0.550 H32 SXJ 73 SXJ H34 H34 H 0 1 N N N 1.038 7.773 -11.537 2.754 -1.666 -1.750 H34 SXJ 74 SXJ H34A H34A H 0 0 N N N 2.065 6.879 -12.709 2.574 -0.091 -2.560 H34A SXJ 75 SXJ H34B H34B H 0 0 N N N 0.532 6.151 -12.120 4.142 -0.557 -1.859 H34B SXJ 76 SXJ HO30 HO30 H 0 0 N N N 5.948 6.802 -13.287 7.113 1.051 -0.261 HO30 SXJ 77 SXJ H32A H32A H 0 0 N N N 2.998 8.068 -10.144 2.950 1.990 -1.237 H32A SXJ 78 SXJ HO39 HO39 H 0 0 N N N -4.994 3.547 -7.332 -4.196 -3.393 -2.283 HO39 SXJ 79 # 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 SXJ H1 C1 SING N N 1 SXJ C2 C1 SING N N 2 SXJ H1B C1 SING N N 3 SXJ C1 H1A SING N N 4 SXJ C15 C2 SING N N 5 SXJ C2 C4 SING N N 6 SXJ C2 C3 SING N N 7 SXJ H3A C3 SING N N 8 SXJ H3B C3 SING N N 9 SXJ C3 H3 SING N N 10 SXJ C5 C4 SING N N 11 SXJ H4 C4 SING N N 12 SXJ C4 H4A SING N N 13 SXJ C6 C5 SING N N 14 SXJ C5 H5A SING N N 15 SXJ C5 H5 SING N N 16 SXJ C37 C6 SING N N 17 SXJ C7 C6 SING N N 18 SXJ C13 C6 SING N N 19 SXJ C8 C7 SING N N 20 SXJ C7 H7A SING N N 21 SXJ C7 H7 SING N N 22 SXJ H8A C8 SING N N 23 SXJ C9 C8 SING N N 24 SXJ H8 C8 SING N N 25 SXJ C20 C9 SING N N 26 SXJ C9 C11 SING N N 27 SXJ C9 C10 SING N N 28 SXJ H10B C10 SING N N 29 SXJ C10 H10 SING N N 30 SXJ C10 H10A SING N N 31 SXJ H11 C11 SING N N 32 SXJ C16 C11 SING N N 33 SXJ C11 C13 SING N N 34 SXJ C13 H13 SING N N 35 SXJ C13 C15 SING N N 36 SXJ H15 C15 SING N N 37 SXJ H15A C15 SING N N 38 SXJ C18 C16 SING N N 39 SXJ C16 O17 DOUB N N 40 SXJ C19 C18 DOUB N N 41 SXJ H18 C18 SING N N 42 SXJ C33 C19 SING N N 43 SXJ C19 C20 SING N N 44 SXJ C21 C20 SING N N 45 SXJ C22 C20 SING N N 46 SXJ H21 C21 SING N N 47 SXJ H21B C21 SING N N 48 SXJ C21 H21A SING N N 49 SXJ C23 C22 SING N N 50 SXJ H22A C22 SING N N 51 SXJ C22 H22 SING N N 52 SXJ H23A C23 SING N N 53 SXJ H23 C23 SING N N 54 SXJ C23 C24 SING N N 55 SXJ C26 C24 SING N N 56 SXJ C24 C33 SING N N 57 SXJ C24 H24 SING N N 58 SXJ C28 C26 SING N N 59 SXJ C29 C26 SING N N 60 SXJ C26 C27 SING N N 61 SXJ H27 C27 SING N N 62 SXJ C27 H27B SING N N 63 SXJ C27 H27A SING N N 64 SXJ H28A C28 SING N N 65 SXJ H28B C28 SING N N 66 SXJ H28 C28 SING N N 67 SXJ O30 C29 SING N N 68 SXJ C29 C31 DOUB N N 69 SXJ HO30 O30 SING N N 70 SXJ C35 C31 SING N N 71 SXJ C31 C32 SING N N 72 SXJ C33 C32 SING N N 73 SXJ C32 H32 SING N N 74 SXJ C32 H32A SING N N 75 SXJ C34 C33 SING N N 76 SXJ H34A C34 SING N N 77 SXJ H34B C34 SING N N 78 SXJ C34 H34 SING N N 79 SXJ N36 C35 TRIP N N 80 SXJ O38 C37 DOUB N N 81 SXJ O39 C37 SING N N 82 SXJ O39 HO39 SING N N 83 # 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 SXJ SMILES ACDLabs 12.01 "O=C(O)C12CCC3(C)C4(C(=CC(=O)C3C2CC(C)(C)CC1)C5(CC(C#N)=C(O)C(C5CC4)(C)C)C)C" SXJ InChI InChI 1.03 "InChI=1S/C31H43NO4/c1-26(2)10-12-31(25(35)36)13-11-30(7)23(19(31)16-26)20(33)14-22-28(5)15-18(17-32)24(34)27(3,4)21(28)8-9-29(22,30)6/h14,19,21,23,34H,8-13,15-16H2,1-7H3,(H,35,36)/t19-,21-,23-,28-,29+,30+,31-/m0/s1" SXJ InChIKey InChI 1.03 YTXFWWUYCLBPKV-UQMAOPSPSA-N SXJ SMILES_CANONICAL CACTVS 3.385 "CC1(C)CC[C@@]2(CC[C@]3(C)[C@@H]([C@@H]2C1)C(=O)C=C4[C@@]5(C)CC(=C(O)C(C)(C)[C@@H]5CC[C@@]34C)C#N)C(O)=O" SXJ SMILES CACTVS 3.385 "CC1(C)CC[C]2(CC[C]3(C)[CH]([CH]2C1)C(=O)C=C4[C]5(C)CC(=C(O)C(C)(C)[CH]5CC[C]34C)C#N)C(O)=O" SXJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@]12CC[C@]3(CCC(C[C@H]3[C@H]1C(=O)C=C4[C@]2(CC[C@@H]5[C@@]4(CC(=C(C5(C)C)O)C#N)C)C)(C)C)C(=O)O" SXJ SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CCC2(CCC3(C(C2C1)C(=O)C=C4C3(CCC5C4(CC(=C(C5(C)C)O)C#N)C)C)C)C(=O)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 SXJ "SYSTEMATIC NAME" ACDLabs 12.01 "(13alpha,18alpha)-2-cyano-3-hydroxy-12-oxooleana-2,9(11)-dien-28-oic acid" SXJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10-oxidanyl-14-oxidanylidene-3,4,5,6,7,8,8a,12,14a,14b-decahydro-1H-picene-4a-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SXJ "Create component" 2014-04-09 EBI SXJ "Initial release" 2014-06-18 RCSB #