data_U4Y # _chem_comp.id U4Y _chem_comp.name "(2S)-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)-2-{[(2E)-3-(cis-4-hydroxycyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino}butanoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 N6 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-04-22 _chem_comp.pdbx_modified_date 2020-05-08 _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 532.569 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U4Y _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 6WN0 _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 U4Y C6 C1 C 0 1 Y N N 39.487 111.119 -11.906 8.829 0.680 1.645 C6 U4Y 1 U4Y C2 C2 C 0 1 Y N N 41.160 109.524 -11.451 9.263 -0.693 -0.159 C2 U4Y 2 U4Y O2 O1 O 0 1 N N N 45.582 118.736 -15.781 -5.149 1.438 1.035 O2 U4Y 3 U4Y N3 N1 N 0 1 Y N N 42.008 110.112 -12.317 7.987 -0.820 -0.457 N3 U4Y 4 U4Y C4 C3 C 0 1 Y N N 41.617 111.222 -13.010 7.058 -0.204 0.267 C4 U4Y 5 U4Y C5 C4 C 0 1 Y N N 40.343 111.749 -12.813 7.455 0.581 1.363 C5 U4Y 6 U4Y "C5'" C5 C 0 1 N N N 46.763 113.657 -14.312 1.219 -0.747 -0.803 "C5'" U4Y 7 U4Y "C4'" C6 C 0 1 N N S 45.739 112.537 -14.544 2.603 -1.013 -1.399 "C4'" U4Y 8 U4Y "O4'" O2 O 0 1 N N N 44.523 112.728 -13.822 3.556 -0.083 -0.858 "O4'" U4Y 9 U4Y "C1'" C7 C 0 1 N N R 43.625 111.770 -14.380 4.815 -0.782 -0.752 "C1'" U4Y 10 U4Y C8 C8 C 0 1 Y N N 41.393 112.974 -14.275 5.292 0.674 1.253 C8 U4Y 11 U4Y C7 C9 C 0 1 N N N 45.035 121.506 -15.920 -6.874 -0.492 0.119 C7 U4Y 12 U4Y "C2'" C10 C 0 1 N N R 43.844 111.885 -15.883 4.405 -2.192 -0.256 "C2'" U4Y 13 U4Y "C3'" C11 C 0 1 N N S 45.321 112.271 -15.990 3.075 -2.429 -1.014 "C3'" U4Y 14 U4Y "O3'" O3 O 0 1 N N N 46.104 111.176 -16.480 3.300 -3.217 -2.184 "O3'" U4Y 15 U4Y C3 C12 C 0 1 N N N 44.364 120.655 -15.130 -5.849 -0.058 -0.609 C3 U4Y 16 U4Y C1 C13 C 0 1 N N N 44.553 119.192 -15.294 -4.953 0.978 -0.074 C1 U4Y 17 U4Y N N2 N 0 1 N N N 43.576 118.470 -14.923 -3.914 1.417 -0.811 N U4Y 18 U4Y CA C14 C 0 1 N N S 43.501 117.011 -15.046 -3.021 2.449 -0.278 CA U4Y 19 U4Y C C15 C 0 1 N N N 42.093 116.633 -15.435 -3.606 3.810 -0.553 C U4Y 20 U4Y OXT O4 O 0 1 N N N 41.137 117.382 -15.116 -2.956 4.914 -0.152 OXT U4Y 21 U4Y O O5 O 0 1 N N N 41.923 115.579 -16.081 -4.660 3.908 -1.136 O U4Y 22 U4Y CB C16 C 0 1 N N N 43.889 116.310 -13.737 -1.652 2.336 -0.950 CB U4Y 23 U4Y CG C17 C 0 1 N N N 45.394 116.088 -13.530 -1.004 1.004 -0.568 CG U4Y 24 U4Y SD S1 S 0 1 N N N 46.216 115.243 -14.844 0.620 0.870 -1.366 SD U4Y 25 U4Y "O2'" O6 O 0 1 N N N 43.498 110.664 -16.546 5.383 -3.167 -0.624 "O2'" U4Y 26 U4Y N9 N3 N 0 1 Y N N 42.235 111.993 -13.909 5.689 -0.126 0.223 N9 U4Y 27 U4Y N7 N4 N 0 1 Y N N 40.228 112.837 -13.608 6.330 1.088 1.920 N7 U4Y 28 U4Y N1 N5 N 0 1 Y N N 39.915 110.007 -11.246 9.684 0.033 0.860 N1 U4Y 29 U4Y N6 N6 N 0 1 N N N 38.239 111.598 -11.692 9.280 1.439 2.711 N6 U4Y 30 U4Y C9 C18 C 0 1 N N N 44.921 122.996 -15.922 -7.793 -1.554 -0.430 C9 U4Y 31 U4Y C10 C19 C 0 1 N N N 43.755 123.642 -15.486 -9.187 -1.008 -0.501 C10 U4Y 32 U4Y C11 C20 C 0 1 N N N 43.657 125.040 -15.535 -10.096 -1.283 0.385 C11 U4Y 33 U4Y C12 C21 C 0 1 N N N 44.713 125.805 -16.035 -9.840 -2.173 1.564 C12 U4Y 34 U4Y C13 C22 C 0 1 N N N 45.871 125.163 -16.491 -8.637 -3.039 1.338 C13 U4Y 35 U4Y C14 C23 C 0 1 N N N 45.971 123.765 -16.441 -7.727 -2.764 0.452 C14 U4Y 36 U4Y O15 O7 O 0 1 N N N 44.610 127.064 -16.076 -9.623 -1.365 2.722 O15 U4Y 37 U4Y H1 H1 H 0 1 N N N 41.482 108.647 -10.909 9.992 -1.203 -0.771 H1 U4Y 38 U4Y H2 H2 H 0 1 N N N 47.682 113.405 -14.861 0.528 -1.524 -1.128 H2 U4Y 39 U4Y H3 H3 H 0 1 N N N 46.982 113.709 -13.235 1.286 -0.751 0.285 H3 U4Y 40 U4Y H4 H4 H 0 1 N N N 46.204 111.610 -14.177 2.564 -0.915 -2.484 H4 U4Y 41 U4Y H5 H5 H 0 1 N N N 43.937 110.762 -14.070 5.303 -0.842 -1.725 H5 U4Y 42 U4Y H6 H6 H 0 1 N N N 41.614 113.751 -14.992 4.267 0.928 1.480 H6 U4Y 43 U4Y H7 H7 H 0 1 N N N 45.727 121.071 -16.626 -7.049 -0.083 1.103 H7 U4Y 44 U4Y H8 H8 H 0 1 N N N 43.232 112.713 -16.270 4.243 -2.193 0.822 H8 U4Y 45 U4Y H9 H9 H 0 1 N N N 45.443 113.176 -16.603 2.346 -2.911 -0.363 H9 U4Y 46 U4Y H10 H10 H 0 1 N N N 47.015 111.439 -16.538 3.654 -4.098 -2.003 H10 U4Y 47 U4Y H11 H11 H 0 1 N N N 43.688 121.033 -14.377 -5.674 -0.467 -1.594 H11 U4Y 48 U4Y H12 H12 H 0 1 N N N 42.792 118.936 -14.513 -3.757 1.050 -1.695 H12 U4Y 49 U4Y H13 H13 H 0 1 N N N 44.188 116.676 -15.837 -2.910 2.312 0.798 H13 U4Y 50 U4Y H14 H14 H 0 1 N N N 40.324 117.013 -15.440 -3.370 5.764 -0.351 H14 U4Y 51 U4Y H15 H15 H 0 1 N N N 43.518 116.922 -12.901 -1.773 2.384 -2.033 H15 U4Y 52 U4Y H16 H16 H 0 1 N N N 43.395 115.327 -13.719 -1.016 3.157 -0.620 H16 U4Y 53 U4Y H17 H17 H 0 1 N N N 45.528 115.500 -12.610 -0.882 0.956 0.514 H17 U4Y 54 U4Y H18 H18 H 0 1 N N N 45.870 117.072 -13.408 -1.640 0.183 -0.899 H18 U4Y 55 U4Y H19 H19 H 0 1 N N N 42.570 110.494 -16.434 5.171 -4.065 -0.336 H19 U4Y 56 U4Y H20 H20 H 0 1 N N N 37.769 111.020 -11.025 10.231 1.502 2.892 H20 U4Y 57 U4Y H21 H21 H 0 1 N N N 38.296 112.533 -11.341 8.646 1.906 3.276 H21 U4Y 58 U4Y H22 H22 H 0 1 N N N 45.353 123.050 -14.912 -7.464 -1.826 -1.433 H22 U4Y 59 U4Y H23 H23 H 0 1 N N N 42.927 123.059 -15.110 -9.447 -0.359 -1.323 H23 U4Y 60 U4Y H24 H24 H 0 1 N N N 42.760 125.528 -15.184 -11.079 -0.853 0.267 H24 U4Y 61 U4Y H25 H25 H 0 1 N N N 46.691 125.747 -16.883 -8.521 -3.930 1.937 H25 U4Y 62 U4Y H26 H26 H 0 1 N N N 46.863 123.278 -16.805 -6.888 -3.435 0.347 H26 U4Y 63 U4Y H27 H27 H 0 1 N N N 45.145 125.871 -15.026 -10.710 -2.808 1.729 H27 U4Y 64 U4Y H28 H28 H 0 1 N N N 43.765 127.325 -15.729 -9.450 -1.871 3.528 H28 U4Y 65 # # 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 U4Y "O2'" "C2'" SING N N 1 U4Y C13 C14 DOUB N N 2 U4Y C13 C12 SING N N 3 U4Y "O3'" "C3'" SING N N 4 U4Y C14 C9 SING N N 5 U4Y O C DOUB N N 6 U4Y O15 C12 SING N N 7 U4Y C12 C11 SING N N 8 U4Y "C3'" "C2'" SING N N 9 U4Y "C3'" "C4'" SING N N 10 U4Y C9 C7 SING N N 11 U4Y C9 C10 SING N N 12 U4Y C7 C3 DOUB N E 13 U4Y "C2'" "C1'" SING N N 14 U4Y O2 C1 DOUB N N 15 U4Y C11 C10 DOUB N N 16 U4Y C OXT SING N N 17 U4Y C CA SING N N 18 U4Y C1 C3 SING N N 19 U4Y C1 N SING N N 20 U4Y CA N SING N N 21 U4Y CA CB SING N N 22 U4Y SD "C5'" SING N N 23 U4Y SD CG SING N N 24 U4Y "C4'" "C5'" SING N N 25 U4Y "C4'" "O4'" SING N N 26 U4Y "C1'" N9 SING N N 27 U4Y "C1'" "O4'" SING N N 28 U4Y C8 N9 SING Y N 29 U4Y C8 N7 DOUB Y N 30 U4Y N9 C4 SING Y N 31 U4Y CB CG SING N N 32 U4Y N7 C5 SING Y N 33 U4Y C4 C5 DOUB Y N 34 U4Y C4 N3 SING Y N 35 U4Y C5 C6 SING Y N 36 U4Y N3 C2 DOUB Y N 37 U4Y C6 N6 SING N N 38 U4Y C6 N1 DOUB Y N 39 U4Y C2 N1 SING Y N 40 U4Y C2 H1 SING N N 41 U4Y "C5'" H2 SING N N 42 U4Y "C5'" H3 SING N N 43 U4Y "C4'" H4 SING N N 44 U4Y "C1'" H5 SING N N 45 U4Y C8 H6 SING N N 46 U4Y C7 H7 SING N N 47 U4Y "C2'" H8 SING N N 48 U4Y "C3'" H9 SING N N 49 U4Y "O3'" H10 SING N N 50 U4Y C3 H11 SING N N 51 U4Y N H12 SING N N 52 U4Y CA H13 SING N N 53 U4Y OXT H14 SING N N 54 U4Y CB H15 SING N N 55 U4Y CB H16 SING N N 56 U4Y CG H17 SING N N 57 U4Y CG H18 SING N N 58 U4Y "O2'" H19 SING N N 59 U4Y N6 H20 SING N N 60 U4Y N6 H21 SING N N 61 U4Y C9 H22 SING N N 62 U4Y C10 H23 SING N N 63 U4Y C11 H24 SING N N 64 U4Y C13 H25 SING N N 65 U4Y C14 H26 SING N N 66 U4Y C12 H27 SING N N 67 U4Y O15 H28 SING N N 68 # # 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 U4Y SMILES ACDLabs 12.01 "c1(N)ncnc2c1ncn2C4OC(CSCCC(NC(=O)[C@H]=[C@H]C3C=CC(C=C3)O)C(O)=O)C(C4O)O" U4Y InChI InChI 1.03 "InChI=1S/C23H28N6O7S/c24-20-17-21(26-10-25-20)29(11-27-17)22-19(33)18(32)15(36-22)9-37-8-7-14(23(34)35)28-16(31)6-3-12-1-4-13(30)5-2-12/h1-6,10-15,18-19,22,30,32-33H,7-9H2,(H,28,31)(H,34,35)(H2,24,25,26)/b6-3+/t12-,13?,14-,15+,18+,19+,22+/m0/s1" U4Y InChIKey InChI 1.03 MCKGCHUZDZFSOU-PDOWKVAKSA-N U4Y SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CSCC[C@H](NC(=O)/C=C/[C@@H]4C=C[C@@H](O)C=C4)C(O)=O)[C@@H](O)[C@H]3O" U4Y SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CSCC[CH](NC(=O)C=C[CH]4C=C[CH](O)C=C4)C(O)=O)[CH](O)[CH]3O" U4Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)NC(=O)/C=C/C4C=CC(C=C4)O)O)O)N" U4Y SMILES "OpenEye OEToolkits" 2.0.7 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCC(C(=O)O)NC(=O)C=CC4C=CC(C=C4)O)O)O)N" # # 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 U4Y "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)-2-{[(2E)-3-(cis-4-hydroxycyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino}butanoic acid (non-preferred name)" U4Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-4-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]-2-[[(~{E})-3-(4-oxidanylcyclohexa-2,5-dien-1-yl)prop-2-enoyl]amino]butanoic 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 U4Y "Create component" 2020-04-22 RCSB U4Y "Initial release" 2020-05-13 RCSB ##