data_US4 # _chem_comp.id US4 _chem_comp.name "[(2R,3S,5R)-3-({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]methoxy}methoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C21 H28 N7 O11 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-12 _chem_comp.pdbx_modified_date 2015-03-19 _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 585.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code US4 _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 3HQZ _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 US4 P P P 0 1 N N N 4.292 14.202 -4.203 1.763 4.338 0.389 P US4 1 US4 O1P O1P O 0 1 N N N 4.988 13.688 -3.015 2.292 5.701 -0.285 O1P US4 2 US4 O2P O2P O 0 1 N N N 3.697 15.542 -3.889 0.283 4.331 0.391 O2P US4 3 US4 "O5'" "O5'" O 0 1 N N N 3.103 13.241 -4.561 2.305 3.077 -0.451 "O5'" US4 4 US4 "C5'" "C5'" C 0 1 N N N 2.149 13.538 -5.584 1.938 1.728 -0.156 "C5'" US4 5 US4 "C4'" "C4'" C 0 1 N N R 1.335 12.315 -5.977 2.722 0.776 -1.061 "C4'" US4 6 US4 "C3'" "C3'" C 0 1 N N S 0.763 11.584 -4.804 2.257 -0.680 -0.841 "C3'" US4 7 US4 "C2'" "C2'" C 0 1 N N N 0.599 10.218 -5.405 3.555 -1.511 -0.955 "C2'" US4 8 US4 "C1'" "C1'" C 0 1 N N R 1.839 10.094 -6.313 4.651 -0.458 -1.231 "C1'" US4 9 US4 "O4'" "O4'" O 0 1 N N N 2.261 11.424 -6.528 4.120 0.776 -0.699 "O4'" US4 10 US4 N1 N1 N 0 1 N N N 2.911 9.404 -5.578 5.891 -0.819 -0.541 N1 US4 11 US4 C2 C2 C 0 1 N N N 2.918 8.073 -5.585 5.923 -0.845 0.804 C2 US4 12 US4 N3 N3 N 0 1 N N N 3.866 7.357 -4.946 7.049 -1.174 1.464 N3 US4 13 US4 C4 C4 C 0 1 N N N 4.849 7.951 -4.264 8.170 -1.484 0.782 C4 US4 14 US4 O4 O4 O 0 1 N N N 5.764 7.150 -3.645 9.189 -1.782 1.378 O4 US4 15 US4 C5 C5 C 0 1 N N N 4.882 9.327 -4.234 8.151 -1.461 -0.633 C5 US4 16 US4 C5M C5M C 0 1 N N N 5.932 10.050 -3.458 9.390 -1.804 -1.419 C5M US4 17 US4 C6 C6 C 0 1 N N N 3.881 10.025 -4.900 7.006 -1.133 -1.270 C6 US4 18 US4 O2 O2 O 0 1 N N N 2.037 7.510 -6.189 4.919 -0.567 1.432 O2 US4 19 US4 "O3'" "O3'" O 0 1 N N N -0.437 12.208 -4.300 1.324 -1.066 -1.852 "O3'" US4 20 US4 "C7'" "C7'" C 0 1 N N N -0.720 11.942 -2.914 0.435 -2.112 -1.454 "C7'" US4 21 US4 "O8'" "O8'" O 0 1 N N N -1.120 10.577 -2.822 -0.549 -1.586 -0.562 "O8'" US4 22 US4 "C9'" "C9'" C 0 1 N N N -2.442 10.232 -3.232 -1.425 -2.574 -0.014 "C9'" US4 23 US4 "CU'" "CU'" C 0 1 N N R -2.629 8.746 -3.203 -2.507 -1.888 0.822 "CU'" US4 24 US4 "CY'" "CY'" C 0 1 N N S -2.534 8.157 -1.827 -3.395 -2.943 1.519 "CY'" US4 25 US4 "OZ'" "OZ'" O 0 1 N N N -3.755 8.443 -1.128 -2.979 -3.132 2.873 "OZ'" US4 26 US4 "CX'" "CX'" C 0 1 N N N -2.359 6.704 -2.144 -4.813 -2.331 1.470 "CX'" US4 27 US4 "CW'" "CW'" C 0 1 N N R -1.390 6.856 -3.334 -4.614 -0.979 0.748 "CW'" US4 28 US4 "OV'" "OV'" O 0 1 N N N -1.590 8.138 -3.939 -3.410 -1.151 -0.031 "OV'" US4 29 US4 N19 N19 N 0 1 Y N N 0.042 6.851 -2.850 -5.753 -0.697 -0.129 N19 US4 30 US4 C14 C14 C 0 1 Y N N 0.720 5.740 -2.643 -6.938 -0.113 0.242 C14 US4 31 US4 N13 N13 N 0 1 Y N N 0.356 4.451 -2.766 -7.438 0.354 1.381 N13 US4 32 US4 C12 C12 C 0 1 Y N N 1.261 3.520 -2.459 -8.647 0.872 1.420 C12 US4 33 US4 N11 N11 N 0 1 Y N N 2.493 3.817 -2.053 -9.417 0.956 0.351 N11 US4 34 US4 C16 C16 C 0 1 Y N N 2.888 5.100 -1.929 -9.003 0.515 -0.832 C16 US4 35 US4 N16 N16 N 0 1 N N N 4.149 5.395 -1.504 -9.817 0.608 -1.948 N16 US4 36 US4 C15 C15 C 0 1 Y N N 1.966 6.111 -2.204 -7.718 -0.047 -0.925 C15 US4 37 US4 N17 N17 N 0 1 Y N N 1.990 7.454 -2.201 -6.983 -0.583 -1.928 N17 US4 38 US4 C18 C18 C 0 1 Y N N 0.790 7.889 -2.614 -5.827 -0.959 -1.465 C18 US4 39 US4 "H15'" "H15'" H 0 0 N N N 1.465 14.317 -5.216 2.167 1.510 0.887 "H15'" US4 40 US4 "H25'" "H25'" H 0 0 N N N 2.683 13.909 -6.471 0.870 1.597 -0.328 "H25'" US4 41 US4 "H4'" "H4'" H 0 1 N N N 0.544 12.591 -6.690 2.599 1.060 -2.106 "H4'" US4 42 US4 "H3'" "H3'" H 0 1 N N N 1.520 11.536 -4.007 1.814 -0.794 0.149 "H3'" US4 43 US4 "H12'" "H12'" H 0 0 N N N 0.598 9.440 -4.627 3.756 -2.036 -0.022 "H12'" US4 44 US4 "H22'" "H22'" H 0 0 N N N -0.330 10.152 -5.991 3.484 -2.217 -1.782 "H22'" US4 45 US4 "H1'" "H1'" H 0 1 N N N 1.586 9.573 -7.248 4.827 -0.365 -2.303 "H1'" US4 46 US4 HN3 HN3 H 0 1 N N N 3.832 6.358 -4.984 7.054 -1.188 2.434 HN3 US4 47 US4 H15M H15M H 0 0 N N N 5.784 11.135 -3.562 10.202 -2.043 -0.732 H15M US4 48 US4 H25M H25M H 0 0 N N N 5.861 9.771 -2.396 9.189 -2.664 -2.058 H25M US4 49 US4 H35M H35M H 0 0 N N N 6.926 9.777 -3.843 9.676 -0.952 -2.036 H35M US4 50 US4 H6 H6 H 0 1 N N N 3.887 11.105 -4.868 6.971 -1.115 -2.349 H6 US4 51 US4 "H17'" "H17'" H 0 0 N N N 0.180 12.113 -2.306 -0.057 -2.525 -2.335 "H17'" US4 52 US4 "H27'" "H27'" H 0 0 N N N -1.530 12.597 -2.562 0.999 -2.897 -0.951 "H27'" US4 53 US4 "H19'" "H19'" H 0 0 N N N -2.611 10.598 -4.255 -1.892 -3.134 -0.824 "H19'" US4 54 US4 "H29'" "H29'" H 0 0 N N N -3.167 10.701 -2.550 -0.854 -3.254 0.617 "H29'" US4 55 US4 "HU'" "HU'" H 0 1 N N N -3.608 8.495 -3.638 -2.053 -1.227 1.560 "HU'" US4 56 US4 "HY'" "HY'" H 0 1 N N N -1.656 8.550 -1.293 -3.365 -3.887 0.976 "HY'" US4 57 US4 "HOZ'" "HOZ'" H 0 0 N Y N -3.713 8.077 -0.253 -3.503 -3.784 3.358 "HOZ'" US4 58 US4 "H1X'" "H1X'" H 0 0 N N N -1.909 6.147 -1.309 -5.486 -2.972 0.900 "H1X'" US4 59 US4 "H2X'" "H2X'" H 0 0 N N N -3.305 6.225 -2.436 -5.198 -2.175 2.478 "H2X'" US4 60 US4 "HW'" "HW'" H 0 1 N N N -1.552 6.041 -4.055 -4.487 -0.177 1.474 "HW'" US4 61 US4 H12 H12 H 0 1 N N N 0.982 2.480 -2.544 -9.024 1.242 2.362 H12 US4 62 US4 H116 H116 H 0 0 N N N 4.649 4.547 -1.328 -10.702 0.998 -1.871 H116 US4 63 US4 H216 H216 H 0 0 N N N 4.624 5.921 -2.209 -9.503 0.283 -2.806 H216 US4 64 US4 H18 H18 H 0 1 N N N 0.496 8.922 -2.730 -5.043 -1.416 -2.051 H18 US4 65 US4 O3P O3P O 0 1 N Y N 5.781 15.062 -4.169 2.301 4.245 1.904 O3P US4 66 US4 H27 H27 H 0 1 N N N 4.910 14.315 -2.306 2.003 6.504 0.170 H27 US4 67 US4 HO3P HO3P H 0 0 N Y N 5.614 15.977 -3.976 3.265 4.245 1.980 HO3P US4 68 # 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 US4 P O2P DOUB N N 1 US4 P O1P SING N N 2 US4 "O5'" P SING N N 3 US4 "C5'" "O5'" SING N N 4 US4 "C5'" "H15'" SING N N 5 US4 "C5'" "H25'" SING N N 6 US4 "C4'" "C5'" SING N N 7 US4 "C4'" "C3'" SING N N 8 US4 "C4'" "H4'" SING N N 9 US4 "C3'" "O3'" SING N N 10 US4 "C3'" "H3'" SING N N 11 US4 "C2'" "C3'" SING N N 12 US4 "C2'" "H12'" SING N N 13 US4 "C2'" "H22'" SING N N 14 US4 "C1'" N1 SING N N 15 US4 "C1'" "C2'" SING N N 16 US4 "C1'" "H1'" SING N N 17 US4 "O4'" "C1'" SING N N 18 US4 "O4'" "C4'" SING N N 19 US4 N1 C6 SING N N 20 US4 C2 N1 SING N N 21 US4 C2 N3 SING N N 22 US4 N3 C4 SING N N 23 US4 N3 HN3 SING N N 24 US4 C4 C5 SING N N 25 US4 C4 O4 DOUB N N 26 US4 C5 C5M SING N N 27 US4 C5M H15M SING N N 28 US4 C5M H25M SING N N 29 US4 C5M H35M SING N N 30 US4 C6 C5 DOUB N N 31 US4 C6 H6 SING N N 32 US4 O2 C2 DOUB N N 33 US4 "O3'" "C7'" SING N N 34 US4 "C7'" "O8'" SING N N 35 US4 "C7'" "H17'" SING N N 36 US4 "C7'" "H27'" SING N N 37 US4 "C9'" "CU'" SING N N 38 US4 "C9'" "O8'" SING N N 39 US4 "C9'" "H19'" SING N N 40 US4 "C9'" "H29'" SING N N 41 US4 "CU'" "CY'" SING N N 42 US4 "CU'" "HU'" SING N N 43 US4 "CY'" "OZ'" SING N N 44 US4 "CY'" "HY'" SING N N 45 US4 "OZ'" "HOZ'" SING N N 46 US4 "CX'" "CY'" SING N N 47 US4 "CX'" "H1X'" SING N N 48 US4 "CX'" "H2X'" SING N N 49 US4 "CW'" N19 SING N N 50 US4 "CW'" "CX'" SING N N 51 US4 "CW'" "HW'" SING N N 52 US4 "OV'" "CW'" SING N N 53 US4 "OV'" "CU'" SING N N 54 US4 N19 C14 SING Y N 55 US4 N19 C18 SING Y N 56 US4 C14 C15 SING Y N 57 US4 N13 C14 DOUB Y N 58 US4 N13 C12 SING Y N 59 US4 C12 N11 DOUB Y N 60 US4 C12 H12 SING N N 61 US4 N11 C16 SING Y N 62 US4 C16 N16 SING N N 63 US4 N16 H116 SING N N 64 US4 N16 H216 SING N N 65 US4 C15 N17 SING Y N 66 US4 C15 C16 DOUB Y N 67 US4 C18 N17 DOUB Y N 68 US4 C18 H18 SING N N 69 US4 P O3P SING N N 70 US4 O1P H27 SING N N 71 US4 O3P HO3P SING N N 72 # 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 US4 SMILES ACDLabs 10.04 "O=C1C(=CN(C(=O)N1)C5OC(COP(=O)(O)O)C(OCOCC4OC(n3cnc2c(ncnc23)N)CC4O)C5)C" US4 InChI InChI 1.03 "InChI=1S/C21H28N7O11P/c1-10-4-27(21(31)26-20(10)30)16-3-12(14(39-16)6-37-40(32,33)34)36-9-35-5-13-11(29)2-15(38-13)28-8-25-17-18(22)23-7-24-19(17)28/h4,7-8,11-16,29H,2-3,5-6,9H2,1H3,(H2,22,23,24)(H,26,30,31)(H2,32,33,34)/t11-,12-,13+,14+,15+,16+/m0/s1" US4 InChIKey InChI 1.03 KEPSJDYQWMTMPP-KPRKPIBOSA-N US4 SMILES_CANONICAL CACTVS 3.385 "CC1=CN([C@H]2C[C@H](OCOC[C@H]3O[C@H](C[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](CO[P](O)(O)=O)O2)C(=O)NC1=O" US4 SMILES CACTVS 3.385 "CC1=CN([CH]2C[CH](OCOC[CH]3O[CH](C[CH]3O)n4cnc5c(N)ncnc45)[CH](CO[P](O)(O)=O)O2)C(=O)NC1=O" US4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)OCOC[C@@H]3[C@H](C[C@@H](O3)n4cnc5c4ncnc5N)O" US4 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)O)OCOCC3C(CC(O3)n4cnc5c4ncnc5N)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 US4 "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,5R)-3-({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]methoxy}methoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)" US4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,5R)-3-[[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxymethoxy]-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site US4 "Create component" 2009-06-12 RCSB US4 "Modify aromatic_flag" 2011-06-04 RCSB US4 "Modify descriptor" 2011-06-04 RCSB US4 "Modify atom id" 2015-03-19 RCSB #