data_WCA # _chem_comp.id WCA _chem_comp.name p-coumaroyl-CoA _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H42 N7 O18 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-31 _chem_comp.pdbx_modified_date 2015-08-07 _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 913.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5CYV _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 WCA C4 C1 C 0 1 Y N N 99.409 151.801 81.334 -7.665 5.191 -0.446 C4 WCA 1 WCA C5 C2 C 0 1 Y N N 98.324 151.058 80.867 -7.574 5.787 -1.715 C5 WCA 2 WCA C6 C3 C 0 1 Y N N 98.295 150.783 79.456 -7.545 7.190 -1.789 C6 WCA 3 WCA C8 C4 C 0 1 Y N N 98.086 151.277 83.061 -7.591 3.639 -2.010 C8 WCA 4 WCA N1 N1 N 0 1 Y N N 99.277 151.318 78.683 -7.605 7.885 -0.658 N1 WCA 5 WCA N3 N2 N 0 1 Y N N 100.372 152.306 80.516 -7.716 5.969 0.631 N3 WCA 6 WCA CAV C5 C 0 1 Y N N 92.292 155.207 76.434 16.796 3.494 -0.990 CAV WCA 7 WCA CAT C6 C 0 1 Y N N 91.774 156.087 75.559 17.982 4.063 -0.582 CAT WCA 8 WCA CBS C7 C 0 1 Y N N 90.391 156.144 75.434 18.395 3.942 0.740 CBS WCA 9 WCA OAJ O1 O 0 1 N N N 89.937 157.022 74.425 19.564 4.505 1.137 OAJ WCA 10 WCA CAU C8 C 0 1 Y N N 89.542 155.333 76.183 17.614 3.246 1.656 CAU WCA 11 WCA CAW C9 C 0 1 Y N N 90.063 154.437 77.098 16.427 2.673 1.258 CAW WCA 12 WCA CBT C10 C 0 1 Y N N 91.458 154.421 77.207 16.007 2.792 -0.072 CBT WCA 13 WCA CAR C11 C 0 1 N N N 92.207 153.531 78.096 14.738 2.188 -0.501 CAR WCA 14 WCA CAQ C12 C 0 1 N N N 91.407 152.453 78.703 13.978 1.511 0.386 CAQ WCA 15 WCA CBP C13 C 0 1 N N N 92.188 151.433 79.431 12.715 0.910 -0.041 CBP WCA 16 WCA OAD O2 O 0 1 N N N 93.396 151.465 79.617 12.349 1.019 -1.197 OAD WCA 17 WCA SBO S1 S 0 1 N N N 91.158 150.102 79.991 11.724 0.027 1.118 SBO WCA 18 WCA CBA C14 C 0 1 N N N 92.355 148.941 80.741 10.349 -0.462 0.047 CBA WCA 19 WCA CAY C15 C 0 1 N N N 93.124 148.277 79.593 9.330 -1.265 0.859 CAY WCA 20 WCA NBH N3 N 0 1 N N N 93.823 147.120 80.164 8.217 -1.660 -0.008 NBH WCA 21 WCA CBQ C16 C 0 1 N N N 95.177 147.180 80.732 7.195 -2.380 0.494 CBQ WCA 22 WCA OAE O3 O 0 1 N N N 95.759 148.266 80.764 7.196 -2.701 1.664 OAE WCA 23 WCA CBB C17 C 0 1 N N N 95.689 145.844 81.224 6.050 -2.787 -0.397 CBB WCA 24 WCA CAZ C18 C 0 1 N N N 97.239 145.718 80.934 5.032 -3.590 0.414 CAZ WCA 25 WCA NBI N4 N 0 1 N N N 97.912 146.658 81.804 3.919 -3.985 -0.452 NBI WCA 26 WCA CBR C19 C 0 1 N N N 98.919 146.206 82.644 2.896 -4.705 0.050 CBR WCA 27 WCA OAF O4 O 0 1 N N N 99.207 145.043 82.573 2.941 -5.106 1.194 OAF WCA 28 WCA CBX C20 C 0 1 N N R 99.549 147.141 83.608 1.698 -5.013 -0.810 CBX WCA 29 WCA OAK O5 O 0 1 N N N 98.710 148.279 83.682 1.989 -4.683 -2.169 OAK WCA 30 WCA CCD C21 C 0 1 N N N 100.941 147.601 83.154 0.501 -4.189 -0.330 CCD WCA 31 WCA CAA C22 C 0 1 N N N 100.918 148.348 81.808 0.095 -4.647 1.072 CAA WCA 32 WCA CAB C23 C 0 1 N N N 101.925 146.421 83.006 0.884 -2.708 -0.293 CAB WCA 33 WCA CBD C24 C 0 1 N N N 101.539 148.583 84.189 -0.673 -4.388 -1.291 CBD WCA 34 WCA OBK O6 O 0 1 N N N 101.581 147.882 85.457 -1.791 -3.618 -0.844 OBK WCA 35 WCA PCG P1 P 0 1 N N N 102.862 147.828 86.404 -3.202 -3.589 -1.618 PCG WCA 36 WCA OAP O7 O 0 1 N N N 102.713 146.604 87.253 -3.005 -2.917 -3.067 OAP WCA 37 WCA OAI O8 O 0 1 N N N 104.115 148.072 85.659 -3.704 -4.972 -1.779 OAI WCA 38 WCA OBN O9 O 0 1 N N N 102.775 149.084 87.390 -4.264 -2.729 -0.766 OBN WCA 39 WCA PCF P2 P 0 1 N N N 101.664 150.109 87.823 -5.871 -2.644 -0.742 PCF WCA 40 WCA OAO O10 O 0 1 N N N 102.354 151.042 88.844 -6.460 -3.874 0.113 OAO WCA 41 WCA OAH O11 O 0 1 N N N 100.400 149.385 88.227 -6.390 -2.712 -2.126 OAH WCA 42 WCA "O5'" O12 O 0 1 N N N 101.359 150.969 86.481 -6.325 -1.254 -0.066 "O5'" WCA 43 WCA "C5'" C25 C 0 1 N N N 102.374 151.730 85.877 -7.688 -0.834 0.009 "C5'" WCA 44 WCA "C4'" C26 C 0 1 N N R 101.770 152.840 85.071 -7.766 0.525 0.708 "C4'" WCA 45 WCA "O4'" O13 O 0 1 N N N 101.167 151.912 83.909 -7.204 1.556 -0.133 "O4'" WCA 46 WCA "C3'" C27 C 0 1 N N S 100.718 153.551 85.676 -9.239 0.941 0.912 "C3'" WCA 47 WCA "O3'" O14 O 0 1 N N N 101.045 154.951 85.358 -9.666 0.636 2.241 "O3'" WCA 48 WCA PCE P3 P 0 1 N N N 101.585 155.942 86.537 -10.889 -0.362 2.562 PCE WCA 49 WCA OAM O15 O 0 1 N N N 100.500 155.917 87.590 -11.173 -0.369 4.147 OAM WCA 50 WCA OAN O16 O 0 1 N N N 101.740 157.279 85.841 -12.100 0.096 1.846 OAN WCA 51 WCA OAG O17 O 0 1 N N N 102.878 155.341 86.995 -10.509 -1.849 2.079 OAG WCA 52 WCA "C2'" C28 C 0 1 N N R 99.453 153.173 84.809 -9.233 2.468 0.680 "C2'" WCA 53 WCA "O2'" O18 O 0 1 N N N 98.572 154.254 84.660 -9.658 3.156 1.858 "O2'" WCA 54 WCA "C1'" C29 C 0 1 N N R 100.161 152.693 83.497 -7.757 2.794 0.362 "C1'" WCA 55 WCA N9 N5 N 0 1 Y N N 99.238 151.914 82.712 -7.674 3.837 -0.664 N9 WCA 56 WCA N7 N6 N 0 1 Y N N 97.518 150.719 81.955 -7.533 4.784 -2.625 N7 WCA 57 WCA C2 C30 C 0 1 Y N N 100.253 152.043 79.167 -7.690 7.280 0.513 C2 WCA 58 WCA N6 N7 N 0 1 N N N 97.211 150.018 78.969 -7.456 7.833 -3.011 N6 WCA 59 WCA H1 H1 H 0 1 N N N 97.684 151.222 84.062 -7.576 2.674 -2.494 H1 WCA 60 WCA H2 H2 H 0 1 N N N 93.363 155.114 76.533 16.474 3.593 -2.016 H2 WCA 61 WCA H3 H3 H 0 1 N N N 92.413 156.730 74.972 18.591 4.605 -1.290 H3 WCA 62 WCA H4 H4 H 0 1 N N N 88.987 157.009 74.397 19.475 5.414 1.455 H4 WCA 63 WCA H5 H5 H 0 1 N N N 88.473 155.404 76.049 17.939 3.155 2.682 H5 WCA 64 WCA H6 H6 H 0 1 N N N 89.433 153.790 77.691 15.822 2.133 1.970 H6 WCA 65 WCA H7 H7 H 0 1 N N N 93.262 153.655 78.291 14.413 2.285 -1.526 H7 WCA 66 WCA H9 H9 H 0 1 N N N 90.331 152.412 78.622 14.303 1.414 1.412 H9 WCA 67 WCA H11 H11 H 0 1 N N N 91.823 148.178 81.329 9.869 0.430 -0.358 H11 WCA 68 WCA H12 H12 H 0 1 N N N 93.051 149.487 81.394 10.726 -1.075 -0.772 H12 WCA 69 WCA H13 H13 H 0 1 N N N 93.850 148.984 79.164 9.810 -2.156 1.263 H13 WCA 70 WCA H14 H14 H 0 1 N N N 92.425 147.948 78.809 8.953 -0.651 1.677 H14 WCA 71 WCA H15 H15 H 0 1 N N N 93.350 146.239 80.167 8.216 -1.403 -0.943 H15 WCA 72 WCA H16 H16 H 0 1 N N N 95.513 145.763 82.307 5.570 -1.895 -0.802 H16 WCA 73 WCA H17 H17 H 0 1 N N N 95.154 145.035 80.704 6.427 -3.400 -1.216 H17 WCA 74 WCA H18 H18 H 0 1 N N N 97.581 144.695 81.148 5.511 -4.481 0.819 H18 WCA 75 WCA H19 H19 H 0 1 N N N 97.447 145.962 79.882 4.655 -2.977 1.233 H19 WCA 76 WCA H20 H20 H 0 1 N N N 97.654 147.624 81.800 3.918 -3.728 -1.388 H20 WCA 77 WCA H21 H21 H 0 1 N N N 99.635 146.657 84.592 1.461 -6.075 -0.736 H21 WCA 78 WCA H22 H22 H 0 1 N N N 99.080 148.906 84.292 2.209 -3.752 -2.310 H22 WCA 79 WCA H23 H23 H 0 1 N N N 100.225 149.200 81.873 0.903 -4.433 1.772 H23 WCA 80 WCA H24 H24 H 0 1 N N N 101.929 148.714 81.575 -0.804 -4.114 1.382 H24 WCA 81 WCA H25 H25 H 0 1 N N N 100.584 147.663 81.014 -0.102 -5.719 1.061 H25 WCA 82 WCA H26 H26 H 0 1 N N N 101.970 145.860 83.951 1.173 -2.382 -1.292 H26 WCA 83 WCA H27 H27 H 0 1 N N N 101.581 145.756 82.200 0.031 -2.121 0.049 H27 WCA 84 WCA H28 H28 H 0 1 N N N 102.926 146.807 82.761 1.720 -2.566 0.392 H28 WCA 85 WCA H29 H29 H 0 1 N N N 102.554 148.880 83.887 -0.384 -4.062 -2.290 H29 WCA 86 WCA H30 H30 H 0 1 N N N 100.905 149.478 84.272 -0.946 -5.443 -1.318 H30 WCA 87 WCA H31 H31 H 0 1 N N N 103.509 146.087 87.207 -2.677 -2.007 -3.038 H31 WCA 88 WCA H32 H32 H 0 1 N N N 101.861 151.043 89.656 -6.161 -3.892 1.033 H32 WCA 89 WCA H33 H33 H 0 1 N N N 102.971 151.083 85.217 -8.098 -0.749 -0.998 H33 WCA 90 WCA H34 H34 H 0 1 N N N 103.023 152.157 86.656 -8.264 -1.567 0.574 H34 WCA 91 WCA H35 H35 H 0 1 N N N 102.546 153.500 84.656 -7.246 0.488 1.665 H35 WCA 92 WCA H36 H36 H 0 1 N N N 100.568 153.354 86.748 -9.881 0.446 0.183 H36 WCA 93 WCA H37 H37 H 0 1 N N N 100.086 156.771 87.639 -11.899 -0.950 4.414 H37 WCA 94 WCA H38 H38 H 0 1 N N N 103.596 155.919 86.764 -9.722 -2.214 2.508 H38 WCA 95 WCA H39 H39 H 0 1 N N N 98.950 152.313 85.276 -9.872 2.729 -0.164 H39 WCA 96 WCA H40 H40 H 0 1 N N N 98.193 154.473 85.503 -9.674 4.119 1.768 H40 WCA 97 WCA H41 H41 H 0 1 N N N 100.511 153.571 82.934 -7.235 3.108 1.266 H41 WCA 98 WCA H42 H42 H 0 1 N N N 100.989 152.448 78.489 -7.737 7.883 1.408 H42 WCA 99 WCA H43 H43 H 0 1 N N N 97.281 149.934 77.975 -7.412 7.314 -3.830 H43 WCA 100 WCA H44 H44 H 0 1 N N N 97.233 149.108 79.383 -7.437 8.802 -3.049 H44 WCA 101 # 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 WCA OAJ CBS SING N N 1 WCA CBS CAT DOUB Y N 2 WCA CBS CAU SING Y N 3 WCA CAT CAV SING Y N 4 WCA CAU CAW DOUB Y N 5 WCA CAV CBT DOUB Y N 6 WCA CAW CBT SING Y N 7 WCA CBT CAR SING N N 8 WCA CAR CAQ DOUB N E 9 WCA N1 C2 DOUB Y N 10 WCA N1 C6 SING Y N 11 WCA CAQ CBP SING N N 12 WCA N6 C6 SING N N 13 WCA C2 N3 SING Y N 14 WCA CBP OAD DOUB N N 15 WCA CBP SBO SING N N 16 WCA C6 C5 DOUB Y N 17 WCA CAY NBH SING N N 18 WCA CAY CBA SING N N 19 WCA SBO CBA SING N N 20 WCA NBH CBQ SING N N 21 WCA N3 C4 DOUB Y N 22 WCA CBQ OAE DOUB N N 23 WCA CBQ CBB SING N N 24 WCA C5 C4 SING Y N 25 WCA C5 N7 SING Y N 26 WCA CAZ CBB SING N N 27 WCA CAZ NBI SING N N 28 WCA C4 N9 SING Y N 29 WCA NBI CBR SING N N 30 WCA CAA CCD SING N N 31 WCA N7 C8 DOUB Y N 32 WCA OAF CBR DOUB N N 33 WCA CBR CBX SING N N 34 WCA N9 C8 SING Y N 35 WCA N9 "C1'" SING N N 36 WCA CAB CCD SING N N 37 WCA CCD CBX SING N N 38 WCA CCD CBD SING N N 39 WCA "C1'" "O4'" SING N N 40 WCA "C1'" "C2'" SING N N 41 WCA CBX OAK SING N N 42 WCA "O4'" "C4'" SING N N 43 WCA CBD OBK SING N N 44 WCA "O2'" "C2'" SING N N 45 WCA "C2'" "C3'" SING N N 46 WCA "C4'" "C3'" SING N N 47 WCA "C4'" "C5'" SING N N 48 WCA "O3'" "C3'" SING N N 49 WCA "O3'" PCE SING N N 50 WCA OBK PCG SING N N 51 WCA OAI PCG DOUB N N 52 WCA OAN PCE DOUB N N 53 WCA "C5'" "O5'" SING N N 54 WCA PCG OAP SING N N 55 WCA PCG OBN SING N N 56 WCA "O5'" PCF SING N N 57 WCA PCE OAG SING N N 58 WCA PCE OAM SING N N 59 WCA OBN PCF SING N N 60 WCA PCF OAH DOUB N N 61 WCA PCF OAO SING N N 62 WCA C8 H1 SING N N 63 WCA CAV H2 SING N N 64 WCA CAT H3 SING N N 65 WCA OAJ H4 SING N N 66 WCA CAU H5 SING N N 67 WCA CAW H6 SING N N 68 WCA CAR H7 SING N N 69 WCA CAQ H9 SING N N 70 WCA CBA H11 SING N N 71 WCA CBA H12 SING N N 72 WCA CAY H13 SING N N 73 WCA CAY H14 SING N N 74 WCA NBH H15 SING N N 75 WCA CBB H16 SING N N 76 WCA CBB H17 SING N N 77 WCA CAZ H18 SING N N 78 WCA CAZ H19 SING N N 79 WCA NBI H20 SING N N 80 WCA CBX H21 SING N N 81 WCA OAK H22 SING N N 82 WCA CAA H23 SING N N 83 WCA CAA H24 SING N N 84 WCA CAA H25 SING N N 85 WCA CAB H26 SING N N 86 WCA CAB H27 SING N N 87 WCA CAB H28 SING N N 88 WCA CBD H29 SING N N 89 WCA CBD H30 SING N N 90 WCA OAP H31 SING N N 91 WCA OAO H32 SING N N 92 WCA "C5'" H33 SING N N 93 WCA "C5'" H34 SING N N 94 WCA "C4'" H35 SING N N 95 WCA "C3'" H36 SING N N 96 WCA OAM H37 SING N N 97 WCA OAG H38 SING N N 98 WCA "C2'" H39 SING N N 99 WCA "O2'" H40 SING N N 100 WCA "C1'" H41 SING N N 101 WCA C2 H42 SING N N 102 WCA N6 H43 SING N N 103 WCA N6 H44 SING N N 104 # 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 WCA SMILES ACDLabs 12.01 "c12n(cnc1c(ncn2)N)C4OC(COP(OP(OCC(C(C(NCCC(NCCSC(\C=C\c3ccc(cc3)O)=O)=O)=O)O)(C)C)(O)=O)(=O)O)C(OP(O)(O)=O)C4O" WCA InChI InChI 1.03 ;InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23-,24-,25+,29-/m1/s1 ; WCA InChIKey InChI 1.03 DMZOKBALNZWDKI-MATMFAIHSA-N WCA SMILES_CANONICAL CACTVS 3.385 "CC(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@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/c4ccc(O)cc4" WCA SMILES CACTVS 3.385 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSC(=O)C=Cc4ccc(O)cc4" WCA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSC(=O)/C=C/c4ccc(cc4)O)O" WCA SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)C=Cc4ccc(cc4)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 WCA "SYSTEMATIC NAME" ACDLabs 12.01 ;S-{(3S,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} (2E)-3-(4-hydroxyphenyl)prop-2-enethioate (non-preferred name) ; WCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-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]propanoylamino]ethyl] (E)-3-(4-hydroxyphenyl)prop-2-enethioate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WCA "Create component" 2015-07-31 RCSB WCA "Initial release" 2015-08-12 RCSB #