data_NJS # _chem_comp.id NJS _chem_comp.name "Itaconyl coenzyme A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H42 N7 O19 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-14 _chem_comp.pdbx_modified_date 2019-11-08 _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 881.633 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NJS _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 6OXD _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 NJS C1 C1 C 0 1 N N N 35.576 -0.298 -6.834 17.852 -2.001 0.431 C1 NJS 1 NJS C2 C2 C 0 1 N N N 34.269 -0.721 -6.202 16.419 -2.276 0.056 C2 NJS 2 NJS C3 C3 C 0 1 N N N 33.471 -1.497 -6.916 15.681 -1.317 -0.527 C3 NJS 3 NJS C4 C4 C 0 1 N N N 32.174 -2.084 -6.401 14.221 -1.277 -0.315 C4 NJS 4 NJS C5 C5 C 0 1 N N N 30.111 -3.786 -6.698 11.591 -0.572 -0.587 C5 NJS 5 NJS C6 C6 C 0 1 N N N 28.821 -4.128 -7.412 10.530 0.281 -1.285 C6 NJS 6 NJS O1 O1 O 0 1 N N N 32.233 -2.621 -5.310 13.708 -1.998 0.519 O1 NJS 7 NJS O2 O2 O 0 1 N N N 27.118 -5.771 -8.834 7.500 -0.020 -2.370 O2 NJS 8 NJS O3 O3 O 0 1 N N N 23.846 -9.514 -8.836 4.104 3.886 -1.445 O3 NJS 9 NJS O4 O4 O 0 1 N N N 24.808 -11.435 -6.123 3.435 3.249 1.959 O4 NJS 10 NJS O5 O5 O 0 1 N N N 22.614 -12.295 -9.326 -0.560 2.966 0.911 O5 NJS 11 NJS O6 O6 O 0 1 N N N 20.235 -11.786 -10.411 -1.679 2.132 3.140 O6 NJS 12 NJS O7 O7 O 0 1 N N N 22.148 -11.006 -11.598 -2.135 4.439 2.223 O7 NJS 13 NJS S1 S1 S 0 1 N N N 30.632 -2.178 -7.331 13.222 -0.185 -1.270 S1 NJS 14 NJS N1 N1 N 0 1 N N N 28.569 -5.497 -7.025 9.206 -0.033 -0.730 N1 NJS 15 NJS C7 C7 C 0 1 N N S 27.311 -5.962 -7.491 8.160 0.769 -1.378 C7 NJS 16 NJS C8 C8 C 0 1 N N N 27.167 -7.448 -7.179 7.143 1.224 -0.329 C8 NJS 17 NJS C9 C9 C 0 1 N N N 26.027 -8.035 -8.029 6.124 2.161 -0.979 C9 NJS 18 NJS N2 N2 N 0 1 N N N 25.693 -9.373 -7.486 5.151 2.597 0.026 N2 NJS 19 NJS C10 C10 C 0 1 N N N 24.527 -10.044 -7.997 4.152 3.433 -0.322 C10 NJS 20 NJS C11 C11 C 0 1 N N R 24.186 -11.399 -7.357 3.096 3.804 0.687 C11 NJS 21 NJS C12 C12 C 0 1 N N N 24.613 -12.619 -8.183 1.742 3.253 0.234 C12 NJS 22 NJS C13 C13 C 0 1 N N N 23.978 -13.898 -7.532 1.299 3.972 -1.042 C13 NJS 23 NJS C14 C14 C 0 1 N N N 26.126 -12.742 -8.229 1.870 1.754 -0.043 C14 NJS 24 NJS C15 C15 C 0 1 N N N 24.015 -12.398 -9.552 0.704 3.482 1.334 C15 NJS 25 NJS P1 P1 P 0 1 N N N 21.698 -12.101 -10.632 -1.885 3.036 1.824 P1 NJS 26 NJS O8 O8 O 0 1 N N N 21.878 -13.421 -11.581 -3.143 2.484 0.985 O8 NJS 27 NJS P2 P2 P 0 1 N N N 21.417 -14.952 -11.188 -4.739 2.649 1.123 P2 NJS 28 NJS O9 O9 O 0 1 N N N 22.600 -15.851 -11.488 -5.119 2.587 2.553 O9 NJS 29 NJS O10 O10 O 0 1 N N N 20.959 -15.062 -9.773 -5.187 4.069 0.510 O10 NJS 30 NJS O11 O11 O 0 1 N N N 20.174 -15.289 -12.157 -5.473 1.462 0.321 O11 NJS 31 NJS C16 C16 C 0 1 N N N 18.914 -14.691 -11.884 -6.889 1.270 0.339 C16 NJS 32 NJS C17 C17 C 0 1 N N R 17.915 -15.773 -11.658 -7.250 0.060 -0.524 C17 NJS 33 NJS O12 O12 O 0 1 N N N 17.876 -16.764 -12.959 -6.798 -1.159 0.105 O12 NJS 34 NJS C18 C18 C 0 1 N N R 18.340 -17.955 -12.618 -7.589 -2.211 -0.489 C18 NJS 35 NJS N3 N3 N 0 1 Y N N 19.291 -18.379 -13.617 -7.592 -3.396 0.372 N3 NJS 36 NJS C19 C19 C 0 1 Y N N 20.501 -17.849 -13.891 -7.363 -3.417 1.716 C19 NJS 37 NJS N4 N4 N 0 1 Y N N 21.019 -18.533 -14.894 -7.443 -4.637 2.161 N4 NJS 38 NJS C20 C20 C 0 1 Y N N 20.147 -19.485 -15.261 -7.727 -5.474 1.135 C20 NJS 39 NJS C21 C21 C 0 1 Y N N 20.107 -20.494 -16.239 -7.925 -6.860 1.016 C21 NJS 40 NJS N5 N5 N 0 1 N N N 21.238 -20.639 -17.115 -7.840 -7.685 2.124 N5 NJS 41 NJS N6 N6 N 0 1 Y N N 19.044 -21.297 -16.344 -8.196 -7.360 -0.185 N6 NJS 42 NJS C22 C22 C 0 1 Y N N 18.004 -21.152 -15.521 -8.279 -6.581 -1.248 C22 NJS 43 NJS N7 N7 N 0 1 Y N N 17.994 -20.217 -14.576 -8.101 -5.278 -1.184 N7 NJS 44 NJS C23 C23 C 0 1 Y N N 19.047 -19.388 -14.444 -7.832 -4.687 -0.024 C23 NJS 45 NJS C24 C24 C 0 1 N N R 19.051 -17.772 -11.234 -9.012 -1.621 -0.598 C24 NJS 46 NJS O13 O13 O 0 1 N N N 18.910 -18.930 -10.611 -9.642 -2.052 -1.806 O13 NJS 47 NJS C25 C25 C 0 1 N N S 18.186 -16.619 -10.647 -8.784 -0.093 -0.621 C25 NJS 48 NJS O14 O14 O 0 1 N N N 16.894 -17.229 -10.248 -9.267 0.467 -1.844 O14 NJS 49 NJS P3 P3 P 0 1 N N N 16.444 -17.358 -8.657 -10.329 1.675 -1.897 P3 NJS 50 NJS O15 O15 O 0 1 N N N 17.236 -18.458 -8.005 -10.743 1.959 -3.427 O15 NJS 51 NJS O16 O16 O 0 1 N N N 14.985 -17.696 -8.636 -11.534 1.306 -1.121 O16 NJS 52 NJS O17 O17 O 0 1 N N N 16.710 -16.087 -7.881 -9.668 3.000 -1.265 O17 NJS 53 NJS C26 C26 C 0 1 N N N 33.898 -0.104 -4.842 15.825 -3.598 0.331 C26 NJS 54 NJS O18 O18 O 0 1 N N N 34.598 -0.325 -3.839 16.521 -4.517 1.028 O18 NJS 55 NJS O19 O19 O 0 1 N N N 32.882 0.663 -4.761 14.709 -3.858 -0.072 O19 NJS 56 NJS H1 H1 H 0 1 N N N 36.134 0.340 -6.132 18.502 -2.263 -0.403 H1 NJS 57 NJS H2 H2 H 0 1 N N N 36.173 -1.190 -7.073 17.970 -0.943 0.665 H2 NJS 58 NJS H3 H3 H 0 1 N N N 35.372 0.264 -7.757 18.121 -2.598 1.303 H3 NJS 59 NJS H4 H4 H 0 1 N N N 33.763 -1.726 -7.930 16.157 -0.575 -1.152 H4 NJS 60 NJS H5 H5 H 0 1 N N N 29.942 -3.731 -5.612 11.584 -0.358 0.481 H5 NJS 61 NJS H6 H6 H 0 1 N N N 30.877 -4.546 -6.912 11.371 -1.628 -0.748 H6 NJS 62 NJS H7 H7 H 0 1 N N N 28.942 -4.044 -8.502 10.749 1.337 -1.124 H7 NJS 63 NJS H8 H8 H 0 1 N N N 28.004 -3.470 -7.082 10.536 0.067 -2.353 H8 NJS 64 NJS H9 H9 H 0 1 N N N 27.206 -4.847 -9.039 7.075 -0.815 -2.021 H9 NJS 65 NJS H10 H10 H 0 1 N N N 24.543 -10.679 -5.612 3.505 2.284 1.961 H10 NJS 66 NJS H11 H11 H 0 1 N N N 19.996 -11.017 -10.916 -1.510 1.199 2.953 H11 NJS 67 NJS H12 H12 H 0 1 N N N 28.586 -5.558 -6.027 9.193 0.095 0.270 H12 NJS 68 NJS H14 H14 H 0 1 N N N 26.520 -5.437 -6.936 8.611 1.642 -1.849 H14 NJS 69 NJS H15 H15 H 0 1 N N N 26.935 -7.579 -6.112 6.629 0.354 0.079 H15 NJS 70 NJS H16 H16 H 0 1 N N N 28.108 -7.967 -7.416 7.660 1.750 0.474 H16 NJS 71 NJS H17 H17 H 0 1 N N N 26.351 -8.127 -9.076 6.639 3.031 -1.387 H17 NJS 72 NJS H18 H18 H 0 1 N N N 25.145 -7.379 -7.975 5.607 1.635 -1.782 H18 NJS 73 NJS H19 H19 H 0 1 N N N 26.263 -9.798 -6.783 5.225 2.283 0.941 H19 NJS 74 NJS H20 H20 H 0 1 N N N 23.095 -11.445 -7.227 3.037 4.890 0.768 H20 NJS 75 NJS H21 H21 H 0 1 N N N 24.414 -14.058 -6.535 1.935 3.663 -1.872 H21 NJS 76 NJS H22 H22 H 0 1 N N N 22.891 -13.760 -7.438 0.263 3.715 -1.263 H22 NJS 77 NJS H23 H23 H 0 1 N N N 24.183 -14.773 -8.167 1.385 5.049 -0.900 H23 NJS 78 NJS H24 H24 H 0 1 N N N 26.513 -12.901 -7.212 2.609 1.591 -0.828 H24 NJS 79 NJS H25 H25 H 0 1 N N N 26.405 -13.595 -8.865 2.185 1.241 0.865 H25 NJS 80 NJS H26 H26 H 0 1 N N N 26.556 -11.819 -8.644 0.905 1.361 -0.366 H26 NJS 81 NJS H27 H27 H 0 1 N N N 24.239 -13.247 -10.214 0.614 4.550 1.532 H27 NJS 82 NJS H28 H28 H 0 1 N N N 24.404 -11.472 -10.000 1.020 2.969 2.243 H28 NJS 83 NJS H29 H29 H 0 1 N N N 21.504 -15.688 -9.311 -4.969 4.180 -0.425 H29 NJS 84 NJS H30 H30 H 0 1 N N N 18.989 -14.062 -10.985 -7.219 1.098 1.363 H30 NJS 85 NJS H31 H31 H 0 1 N N N 18.604 -14.073 -12.739 -7.381 2.158 -0.057 H31 NJS 86 NJS H32 H32 H 0 1 N N N 16.915 -15.327 -11.552 -6.815 0.159 -1.518 H32 NJS 87 NJS H33 H33 H 0 1 N N N 17.539 -18.701 -12.509 -7.205 -2.461 -1.479 H33 NJS 88 NJS H34 H34 H 0 1 N N N 20.962 -17.016 -13.382 -7.147 -2.549 2.321 H34 NJS 89 NJS H35 H35 H 0 1 N N N 21.073 -21.392 -17.752 -7.642 -7.308 2.995 H35 NJS 90 NJS H36 H36 H 0 1 N N N 21.373 -19.792 -17.629 -7.979 -8.641 2.029 H36 NJS 91 NJS H37 H37 H 0 1 N N N 17.152 -21.808 -15.625 -8.502 -7.029 -2.205 H37 NJS 92 NJS H38 H38 H 0 1 N N N 20.093 -17.448 -11.372 -9.610 -1.905 0.268 H38 NJS 93 NJS H39 H39 H 0 1 N N N 19.324 -18.883 -9.757 -9.755 -3.010 -1.871 H39 NJS 94 NJS H40 H40 H 0 1 N N N 18.695 -16.149 -9.793 -9.270 0.379 0.233 H40 NJS 95 NJS H41 H41 H 0 1 N N N 16.646 -19.143 -7.713 -11.382 2.677 -3.535 H41 NJS 96 NJS H42 H42 H 0 1 N N N 15.893 -15.752 -7.531 -8.872 3.299 -1.725 H42 NJS 97 NJS H43 H43 H 0 1 N N N 34.245 0.149 -3.095 16.091 -5.369 1.183 H43 NJS 98 # # 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 NJS N5 C21 SING N N 1 NJS N6 C21 DOUB Y N 2 NJS N6 C22 SING Y N 3 NJS C21 C20 SING Y N 4 NJS C22 N7 DOUB Y N 5 NJS C20 N4 SING Y N 6 NJS C20 C23 DOUB Y N 7 NJS N4 C19 DOUB Y N 8 NJS N7 C23 SING Y N 9 NJS C23 N3 SING Y N 10 NJS C19 N3 SING Y N 11 NJS N3 C18 SING N N 12 NJS O12 C18 SING N N 13 NJS O12 C17 SING N N 14 NJS C18 C24 SING N N 15 NJS O11 C16 SING N N 16 NJS O11 P2 SING N N 17 NJS C16 C17 SING N N 18 NJS C17 C25 SING N N 19 NJS O7 P1 DOUB N N 20 NJS O8 P2 SING N N 21 NJS O8 P1 SING N N 22 NJS O9 P2 DOUB N N 23 NJS C24 C25 SING N N 24 NJS C24 O13 SING N N 25 NJS P2 O10 SING N N 26 NJS C25 O14 SING N N 27 NJS P1 O6 SING N N 28 NJS P1 O5 SING N N 29 NJS O14 P3 SING N N 30 NJS C15 O5 SING N N 31 NJS C15 C12 SING N N 32 NJS O3 C10 DOUB N N 33 NJS O2 C7 SING N N 34 NJS P3 O16 DOUB N N 35 NJS P3 O15 SING N N 36 NJS P3 O17 SING N N 37 NJS C14 C12 SING N N 38 NJS C12 C13 SING N N 39 NJS C12 C11 SING N N 40 NJS C9 N2 SING N N 41 NJS C9 C8 SING N N 42 NJS C10 N2 SING N N 43 NJS C10 C11 SING N N 44 NJS C7 C8 SING N N 45 NJS C7 N1 SING N N 46 NJS C6 N1 SING N N 47 NJS C6 C5 SING N N 48 NJS C11 O4 SING N N 49 NJS S1 C5 SING N N 50 NJS S1 C4 SING N N 51 NJS C3 C4 SING N N 52 NJS C3 C2 DOUB N Z 53 NJS C1 C2 SING N N 54 NJS C4 O1 DOUB N N 55 NJS C2 C26 SING N N 56 NJS C26 O19 DOUB N N 57 NJS C26 O18 SING N N 58 NJS C1 H1 SING N N 59 NJS C1 H2 SING N N 60 NJS C1 H3 SING N N 61 NJS C3 H4 SING N N 62 NJS C5 H5 SING N N 63 NJS C5 H6 SING N N 64 NJS C6 H7 SING N N 65 NJS C6 H8 SING N N 66 NJS O2 H9 SING N N 67 NJS O4 H10 SING N N 68 NJS O6 H11 SING N N 69 NJS N1 H12 SING N N 70 NJS C7 H14 SING N N 71 NJS C8 H15 SING N N 72 NJS C8 H16 SING N N 73 NJS C9 H17 SING N N 74 NJS C9 H18 SING N N 75 NJS N2 H19 SING N N 76 NJS C11 H20 SING N N 77 NJS C13 H21 SING N N 78 NJS C13 H22 SING N N 79 NJS C13 H23 SING N N 80 NJS C14 H24 SING N N 81 NJS C14 H25 SING N N 82 NJS C14 H26 SING N N 83 NJS C15 H27 SING N N 84 NJS C15 H28 SING N N 85 NJS O10 H29 SING N N 86 NJS C16 H30 SING N N 87 NJS C16 H31 SING N N 88 NJS C17 H32 SING N N 89 NJS C18 H33 SING N N 90 NJS C19 H34 SING N N 91 NJS N5 H35 SING N N 92 NJS N5 H36 SING N N 93 NJS C22 H37 SING N N 94 NJS C24 H38 SING N N 95 NJS O13 H39 SING N N 96 NJS C25 H40 SING N N 97 NJS O15 H41 SING N N 98 NJS O17 H42 SING N N 99 NJS O18 H43 SING N N 100 # # 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 NJS SMILES ACDLabs 12.01 "C/C(C(=O)O)=C/C(=O)SCCNC(O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O" NJS InChI InChI 1.03 "InChI=1S/C26H42N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h8,11-12,14-15,18-20,24,28,34,36-37H,4-7,9-10H2,1-3H3,(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b13-8-/t14-,15+,18-,19-,20+,24-/m1/s1" NJS InChIKey InChI 1.03 SJCVDYMGDNNJTF-BIBYKGKUSA-N NJS SMILES_CANONICAL CACTVS 3.385 "C/C(=C/C(=O)SCCN[C@@H](O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)C(O)=O" NJS SMILES CACTVS 3.385 "CC(=CC(=O)SCCN[CH](O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)C(O)=O" NJS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C/C(=C/C(=O)SCCN[C@H](CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O)O)/C(=O)O" NJS SMILES "OpenEye OEToolkits" 2.0.7 "CC(=CC(=O)SCCNC(CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O)O)C(=O)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 NJS "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-{[(S)-[(3R)-4-({(3S)-3-[(2-{[(2Z)-3-carboxybut-2-enoyl]sulfanyl}ethyl)amino]-3-hydroxypropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine 3'-(dihydrogen phosphate)" NJS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(~{Z})-4-[2-[[(1~{S})-3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]-1-oxidanyl-propyl]amino]ethylsulfanyl]-2-methyl-4-oxidanylidene-but-2-enoic 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 NJS "Create component" 2019-05-14 RCSB NJS "Initial release" 2019-11-13 RCSB ##