data_6CZ # _chem_comp.id 6CZ _chem_comp.name "5'-{[(3S)-3-amino-3-carboxypropyl](3-ethoxy-2,3-dioxopropyl)amino}-5'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H27 N7 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-16 _chem_comp.pdbx_modified_date 2017-03-10 _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 481.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6CZ _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 5ISD _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 6CZ N1 N1 N 0 1 Y N N 22.084 27.406 113.416 6.640 1.257 1.710 N1 6CZ 1 6CZ C1 C4 C 0 1 Y N N 23.360 25.535 114.969 4.228 0.860 0.556 C1 6CZ 2 6CZ C2 C5 C 0 1 Y N N 23.008 26.794 115.544 4.700 -0.055 1.513 C2 6CZ 3 6CZ C3 C2 C 0 1 Y N N 22.433 26.208 112.918 6.155 2.088 0.807 C3 6CZ 4 6CZ C4 C8 C 0 1 Y N N 23.996 25.588 117.088 2.754 -0.752 0.858 C4 6CZ 5 6CZ C5 C6 C 0 1 Y N N 22.355 27.728 114.714 5.958 0.182 2.093 C5 6CZ 6 6CZ N2 N3 N 0 1 Y N N 23.053 25.288 113.656 4.982 1.907 0.237 N2 6CZ 7 6CZ O1 O O 0 1 N N N 24.315 15.112 116.646 -1.772 -5.355 1.268 O1 6CZ 8 6CZ C6 C C 0 1 N N N 23.382 15.933 117.088 -1.858 -5.007 0.114 C6 6CZ 9 6CZ C7 CA C 0 1 N N S 23.589 17.415 116.905 -2.747 -3.849 -0.259 C7 6CZ 10 6CZ N3 N N 0 1 N N N 22.620 17.894 115.999 -3.817 -3.712 0.738 N3 6CZ 11 6CZ C8 CB C 0 1 N N N 23.452 18.217 118.221 -1.920 -2.563 -0.299 C8 6CZ 12 6CZ C9 CG C 0 1 N N N 24.728 19.059 118.505 -2.788 -1.414 -0.816 C9 6CZ 13 6CZ N4 NA* N 0 1 N N N 24.525 20.274 119.250 -1.980 -0.189 -0.900 N4 6CZ 14 6CZ C10 C5* C 0 1 N N N 24.074 21.449 118.513 -1.030 -0.261 -2.017 C10 6CZ 15 6CZ C11 C4* C 0 1 N N R 24.366 21.504 117.057 0.043 0.816 -1.844 C11 6CZ 16 6CZ O2 O4* O 0 1 N N N 23.580 22.600 116.451 0.745 0.612 -0.606 O2 6CZ 17 6CZ C12 C1* C 0 1 N N R 24.488 23.475 115.811 2.114 1.015 -0.826 C12 6CZ 18 6CZ C13 C2* C 0 1 N N R 25.765 23.252 116.458 2.424 0.483 -2.249 C13 6CZ 19 6CZ O3 O2* O 0 1 N N N 26.860 23.606 115.559 3.471 1.239 -2.859 O3 6CZ 20 6CZ C14 C3* C 0 1 N N S 25.772 21.827 116.749 1.077 0.714 -2.983 C14 6CZ 21 6CZ O4 O3* O 0 1 N N N 26.192 21.083 115.577 1.119 1.928 -3.736 O4 6CZ 22 6CZ N5 N9 N 0 1 Y N N 23.979 24.826 115.961 3.000 0.394 0.162 N5 6CZ 23 6CZ N6 N7 N 0 1 Y N N 23.422 26.776 116.847 3.753 -1.013 1.650 N6 6CZ 24 6CZ N7 N6 N 0 1 N N N 21.975 29.016 115.248 6.475 -0.685 3.040 N7 6CZ 25 6CZ O5 OXT O 0 1 N N N 22.325 15.531 117.637 -1.161 -5.652 -0.835 O5 6CZ 26 6CZ C15 CB* C 0 1 N N N 23.712 20.029 120.438 -2.836 0.999 -1.011 C15 6CZ 27 6CZ C16 CG* C 0 1 N N N 24.108 20.802 121.637 -3.622 1.174 0.263 C16 6CZ 28 6CZ C17 CD* C 0 1 N N N 24.158 20.110 123.036 -4.570 2.316 0.403 C17 6CZ 29 6CZ O6 OD1* O 0 1 N N N 24.375 21.984 121.540 -3.483 0.390 1.170 O6 6CZ 30 6CZ O7 OE* O 0 1 N N N 25.107 20.518 124.063 -5.272 2.472 1.541 O7 6CZ 31 6CZ O8 OE1* O 0 1 N N N 23.194 19.392 123.393 -4.710 3.103 -0.508 O8 6CZ 32 6CZ C18 CF* C 0 1 N N N 25.778 19.424 124.693 -6.177 3.605 1.607 C18 6CZ 33 6CZ C19 CH* C 0 1 N N N 26.110 19.807 126.138 -6.880 3.618 2.965 C19 6CZ 34 6CZ H1 H21 H 0 1 N N N 22.204 25.984 111.887 6.742 2.950 0.525 H1 6CZ 35 6CZ H2 H81 H 0 1 N N N 24.411 25.281 118.037 1.862 -1.353 0.766 H2 6CZ 36 6CZ H3 HA H 0 1 N N N 24.599 17.584 116.502 -3.186 -4.029 -1.241 H3 6CZ 37 6CZ H4 H H 0 1 N N N 22.744 18.877 115.867 -3.436 -3.544 1.657 H4 6CZ 38 6CZ H5 H2 H 0 1 N N N 22.723 17.424 115.122 -4.464 -2.984 0.476 H5 6CZ 39 6CZ H7 HB2 H 0 1 N N N 22.588 18.892 118.141 -1.565 -2.327 0.705 H7 6CZ 40 6CZ H8 HB3 H 0 1 N N N 23.293 17.515 119.053 -1.066 -2.700 -0.963 H8 6CZ 41 6CZ H9 HG2 H 0 1 N N N 25.429 18.429 119.072 -3.171 -1.664 -1.805 H9 6CZ 42 6CZ H10 HG3 H 0 1 N N N 25.177 19.328 117.537 -3.622 -1.253 -0.133 H10 6CZ 43 6CZ H12 H5*1 H 0 1 N N N 24.545 22.328 118.976 -0.559 -1.244 -2.032 H12 6CZ 44 6CZ H13 H5*2 H 0 1 N N N 22.982 21.513 118.632 -1.560 -0.098 -2.956 H13 6CZ 45 6CZ H14 H4*1 H 0 1 N N N 24.092 20.547 116.588 -0.418 1.803 -1.850 H14 6CZ 46 6CZ H15 H1*1 H 0 1 N N N 24.566 23.226 114.742 2.204 2.101 -0.792 H15 6CZ 47 6CZ H16 H2*1 H 0 1 N N N 25.832 23.834 117.389 2.676 -0.577 -2.221 H16 6CZ 48 6CZ H17 H2*2 H 0 1 N N N 27.690 23.455 115.996 3.701 0.944 -3.751 H17 6CZ 49 6CZ H18 H3*1 H 0 1 N N N 26.419 21.604 117.610 0.846 -0.131 -3.632 H18 6CZ 50 6CZ H19 H3*2 H 0 1 N N N 26.194 20.154 115.775 1.795 1.938 -4.427 H19 6CZ 51 6CZ H20 H61 H 0 1 N N N 21.523 29.553 114.535 7.345 -0.511 3.433 H20 6CZ 52 6CZ H21 H62 H 0 1 N N N 21.348 28.886 116.016 5.968 -1.466 3.311 H21 6CZ 53 6CZ H22 H4 H 0 1 N N N 22.326 14.582 117.671 -0.605 -6.388 -0.548 H22 6CZ 54 6CZ H23 HB*2 H 0 1 N N N 22.669 20.284 120.197 -2.216 1.880 -1.179 H23 6CZ 55 6CZ H24 HB*1 H 0 1 N N N 23.781 18.959 120.684 -3.524 0.874 -1.848 H24 6CZ 56 6CZ H25 HF*2 H 0 1 N N N 25.125 18.539 124.687 -5.612 4.529 1.482 H25 6CZ 57 6CZ H26 HF*1 H 0 1 N N N 26.707 19.199 124.149 -6.920 3.524 0.813 H26 6CZ 58 6CZ H27 HH*2 H 0 1 N N N 26.627 18.970 126.630 -6.137 3.699 3.759 H27 6CZ 59 6CZ H28 HH*1 H 0 1 N N N 26.762 20.693 126.142 -7.560 4.469 3.015 H28 6CZ 60 6CZ H29 HH*3 H 0 1 N N N 25.180 20.033 126.680 -7.446 2.694 3.090 H29 6CZ 61 # 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 6CZ C3 N1 DOUB Y N 1 6CZ C3 N2 SING Y N 2 6CZ N1 C5 SING Y N 3 6CZ N2 C1 DOUB Y N 4 6CZ C5 N7 SING N N 5 6CZ C5 C2 DOUB Y N 6 6CZ C1 C2 SING Y N 7 6CZ C1 N5 SING Y N 8 6CZ C2 N6 SING Y N 9 6CZ O3 C13 SING N N 10 6CZ O4 C14 SING N N 11 6CZ C12 N5 SING N N 12 6CZ C12 O2 SING N N 13 6CZ C12 C13 SING N N 14 6CZ N5 C4 SING Y N 15 6CZ N3 C7 SING N N 16 6CZ O2 C11 SING N N 17 6CZ C13 C14 SING N N 18 6CZ O1 C6 DOUB N N 19 6CZ C14 C11 SING N N 20 6CZ N6 C4 DOUB Y N 21 6CZ C7 C6 SING N N 22 6CZ C7 C8 SING N N 23 6CZ C11 C10 SING N N 24 6CZ C6 O5 SING N N 25 6CZ C8 C9 SING N N 26 6CZ C9 N4 SING N N 27 6CZ C10 N4 SING N N 28 6CZ N4 C15 SING N N 29 6CZ C15 C16 SING N N 30 6CZ O6 C16 DOUB N N 31 6CZ C16 C17 SING N N 32 6CZ C17 O8 DOUB N N 33 6CZ C17 O7 SING N N 34 6CZ O7 C18 SING N N 35 6CZ C18 C19 SING N N 36 6CZ C3 H1 SING N N 37 6CZ C4 H2 SING N N 38 6CZ C7 H3 SING N N 39 6CZ N3 H4 SING N N 40 6CZ N3 H5 SING N N 41 6CZ C8 H7 SING N N 42 6CZ C8 H8 SING N N 43 6CZ C9 H9 SING N N 44 6CZ C9 H10 SING N N 45 6CZ C10 H12 SING N N 46 6CZ C10 H13 SING N N 47 6CZ C11 H14 SING N N 48 6CZ C12 H15 SING N N 49 6CZ C13 H16 SING N N 50 6CZ O3 H17 SING N N 51 6CZ C14 H18 SING N N 52 6CZ O4 H19 SING N N 53 6CZ N7 H20 SING N N 54 6CZ N7 H21 SING N N 55 6CZ O5 H22 SING N N 56 6CZ C15 H23 SING N N 57 6CZ C15 H24 SING N N 58 6CZ C18 H25 SING N N 59 6CZ C18 H26 SING N N 60 6CZ C19 H27 SING N N 61 6CZ C19 H28 SING N N 62 6CZ C19 H29 SING N N 63 # 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 6CZ SMILES ACDLabs 12.01 "n3c(c1c(n(cn1)C2OC(CN(CCC(C(=O)O)N)CC(C(=O)OCC)=O)C(C2O)O)nc3)N" 6CZ InChI InChI 1.03 "InChI=1S/C19H27N7O8/c1-2-33-19(32)10(27)5-25(4-3-9(20)18(30)31)6-11-13(28)14(29)17(34-11)26-8-24-12-15(21)22-7-23-16(12)26/h7-9,11,13-14,17,28-29H,2-6,20H2,1H3,(H,30,31)(H2,21,22,23)/t9-,11+,13+,14+,17+/m0/s1" 6CZ InChIKey InChI 1.03 IYHWPVZKSOPQIK-JHTGIODLSA-N 6CZ SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)C(=O)CN(CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 6CZ SMILES CACTVS 3.385 "CCOC(=O)C(=O)CN(CC[CH](N)C(O)=O)C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 6CZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCOC(=O)C(=O)CN(CC[C@@H](C(=O)O)N)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" 6CZ SMILES "OpenEye OEToolkits" 2.0.4 "CCOC(=O)C(=O)CN(CCC(C(=O)O)N)CC1C(C(C(O1)n2cnc3c2ncnc3N)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 6CZ "SYSTEMATIC NAME" ACDLabs 12.01 "5'-{[(3S)-3-amino-3-carboxypropyl](3-ethoxy-2,3-dioxopropyl)amino}-5'-deoxyadenosine" 6CZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-4-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-[3-ethoxy-2,3-bis(oxidanylidene)propyl]amino]-2-azanyl-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 6CZ "Create component" 2016-03-16 EBI 6CZ "Initial release" 2017-03-15 RCSB #