data_66M # _chem_comp.id 66M _chem_comp.name "(2R)-2-{[6-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]carbonyl}amino)hexanoyl]amino}butanedioic acid (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N7 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-04 _chem_comp.pdbx_modified_date 2016-03-11 _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 509.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66M _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5HTC _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 66M N1 N1 N 0 1 Y N N 31.274 32.494 5.302 8.497 -0.748 -1.086 N1 66M 1 66M C2 C1 C 0 1 Y N N 32.608 30.438 6.712 10.045 0.547 0.730 C2 66M 2 66M N3 N2 N 0 1 Y N N 29.917 32.640 7.320 6.577 0.370 0.048 N3 66M 3 66M C4 C2 C 0 1 Y N N 29.975 31.946 8.500 6.573 1.225 1.109 C4 66M 4 66M C5 C3 C 0 1 N N R 28.993 33.739 6.954 5.403 -0.099 -0.692 C5 66M 5 66M C6 C4 C 0 1 N N R 27.811 33.328 6.091 4.879 -1.420 -0.087 C6 66M 6 66M C8 C5 C 0 1 N N S 27.024 34.041 8.207 3.120 0.078 -0.859 C8 66M 7 66M C11 C6 C 0 1 N N N 26.610 34.207 12.723 -1.756 0.086 -0.303 C11 66M 8 66M C12 C7 C 0 1 N N N 26.208 33.595 14.050 -2.992 0.766 0.290 C12 66M 9 66M C14 C8 C 0 1 N N N 26.728 33.315 16.538 -5.479 0.657 0.497 C14 66M 10 66M C15 C9 C 0 1 N N N 25.258 33.202 16.853 -6.712 -0.122 0.118 C15 66M 11 66M C16 C10 C 0 1 N N R 23.283 31.724 16.668 -9.124 -0.463 0.162 C16 66M 12 66M C17 C11 C 0 1 N N N 23.122 30.338 17.284 -10.340 0.466 0.183 C17 66M 13 66M C18 C12 C 0 1 N N N 21.737 30.014 17.722 -10.187 1.517 -0.886 C18 66M 14 66M C7 C13 C 0 1 N N S 26.788 32.945 7.155 3.342 -1.301 -0.199 C7 66M 15 66M N2 N3 N 0 1 N N N 33.244 29.415 7.301 10.854 1.198 1.646 N2 66M 16 66M C9 C14 C 0 1 N N N 26.693 33.534 9.591 1.903 0.748 -0.275 C9 66M 17 66M C10 C15 C 0 1 N N N 25.537 33.931 11.697 -0.504 0.876 0.082 C10 66M 18 66M C13 C16 C 0 1 N N N 27.003 34.084 15.253 -4.244 -0.024 -0.096 C13 66M 19 66M N4 N4 N 0 1 Y N N 30.913 31.026 8.539 7.790 1.427 1.522 N4 66M 20 66M O14 O1 O 0 1 N N N 24.602 34.175 17.238 -6.613 -1.122 -0.560 O14 66M 21 66M N5 N5 N 0 1 N N N 25.900 34.300 10.345 0.679 0.225 -0.485 N5 66M 22 66M O1 O2 O 0 1 N N N 27.215 32.510 10.015 2.025 1.758 0.385 O1 66M 23 66M O O3 O 0 1 N N N 28.431 34.300 8.133 4.310 0.833 -0.544 O 66M 24 66M O15 O4 O 0 1 N N N 25.441 32.931 6.664 2.819 -2.342 -1.027 O15 66M 25 66M O16 O5 O 0 1 N N N 27.392 34.450 5.310 5.351 -2.538 -0.842 O16 66M 26 66M C1 C17 C 0 1 Y N N 31.531 31.135 7.303 8.650 0.716 0.754 C1 66M 27 66M C C18 C 0 1 Y N N 30.930 32.126 6.539 7.882 0.030 -0.201 C 66M 28 66M C3 C19 C 0 1 Y N N 32.310 31.776 4.851 9.807 -0.877 -1.071 C3 66M 29 66M N N6 N 0 1 Y N N 32.977 30.792 5.461 10.570 -0.252 -0.193 N 66M 30 66M N6 N7 N 0 1 N N N 24.707 32.010 16.617 -7.926 0.294 0.532 N6 66M 31 66M C52 C20 C 0 1 N N N 22.627 31.777 15.287 -9.333 -1.585 1.147 C52 66M 32 66M O13 O6 O 0 1 N N N 22.392 32.979 14.828 -10.378 -2.416 1.006 O13 66M 33 66M O12 O7 O 0 1 N N N 22.370 30.750 14.652 -8.560 -1.737 2.062 O12 66M 34 66M O11 O8 O 0 1 N N N 21.136 30.735 18.523 -9.207 1.523 -1.592 O11 66M 35 66M H1 H1 H 0 1 N N N 29.307 32.138 9.327 5.689 1.670 1.543 H1 66M 36 66M H2 H2 H 0 1 N N N 29.560 34.511 6.414 5.647 -0.233 -1.746 H2 66M 37 66M H3 H3 H 0 1 N N N 28.067 32.459 5.466 5.180 -1.508 0.957 H3 66M 38 66M H4 H4 H 0 1 N N N 26.429 34.935 7.968 3.011 -0.031 -1.938 H4 66M 39 66M H5 H5 H 0 1 N N N 27.560 33.765 12.388 -1.679 -0.929 0.086 H5 66M 40 66M H6 H6 H 0 1 N N N 26.733 35.294 12.842 -1.845 0.053 -1.389 H6 66M 41 66M H7 H7 H 0 1 N N N 25.147 33.827 14.225 -2.902 0.799 1.376 H7 66M 42 66M H8 H8 H 0 1 N N N 26.337 32.505 13.976 -3.069 1.782 -0.099 H8 66M 43 66M H9 H9 H 0 1 N N N 27.144 32.302 16.436 -5.556 1.672 0.108 H9 66M 44 66M H10 H10 H 0 1 N N N 27.226 33.834 17.370 -5.390 0.689 1.583 H10 66M 45 66M H11 H11 H 0 1 N N N 22.784 32.457 17.320 -9.000 -0.876 -0.838 H11 66M 46 66M H12 H12 H 0 1 N N N 23.429 29.592 16.536 -11.244 -0.114 -0.005 H12 66M 47 66M H13 H13 H 0 1 N N N 23.784 30.273 18.160 -10.413 0.947 1.158 H13 66M 48 66M H15 H15 H 0 1 N N N 27.055 31.968 7.584 2.884 -1.331 0.789 H15 66M 49 66M H16 H16 H 0 1 N N N 33.938 29.051 6.680 10.458 1.779 2.315 H16 66M 50 66M H17 H17 H 0 1 N N N 33.683 29.735 8.140 11.815 1.073 1.619 H17 66M 51 66M H18 H18 H 0 1 N N N 24.636 34.496 11.979 -0.581 1.892 -0.306 H18 66M 52 66M H19 H19 H 0 1 N N N 25.314 32.854 11.713 -0.415 0.909 1.168 H19 66M 53 66M H20 H20 H 0 1 N N N 28.074 33.993 15.019 -4.333 -0.056 -1.181 H20 66M 54 66M H21 H21 H 0 1 N N N 26.754 35.142 15.424 -4.166 -1.039 0.293 H21 66M 55 66M H22 H22 H 0 1 N N N 25.546 35.154 9.964 0.581 -0.584 -1.013 H22 66M 56 66M H23 H23 H 0 1 N N N 24.850 32.687 7.367 1.858 -2.316 -1.131 H23 66M 57 66M H24 H24 H 0 1 N N N 26.653 34.201 4.768 5.052 -3.394 -0.506 H24 66M 58 66M H25 H25 H 0 1 N N N 32.654 32.026 3.858 10.275 -1.517 -1.804 H25 66M 59 66M H26 H26 H 0 1 N N N 25.321 31.255 16.387 -8.005 1.094 1.074 H26 66M 60 66M H27 H27 H 0 1 N N N 22.007 32.918 13.961 -10.470 -3.120 1.662 H27 66M 61 66M O2 O9 O 0 1 N Y N ? ? ? -11.141 2.447 -1.055 O2 66M 62 66M H14 H14 H 0 1 N N N ? ? ? -10.998 3.100 -1.753 H14 66M 63 # 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 66M C3 N1 DOUB Y N 1 66M C3 N SING Y N 2 66M N1 C SING Y N 3 66M O16 C6 SING N N 4 66M N C2 DOUB Y N 5 66M C6 C5 SING N N 6 66M C6 C7 SING N N 7 66M C C1 DOUB Y N 8 66M C N3 SING Y N 9 66M O15 C7 SING N N 10 66M C2 N2 SING N N 11 66M C2 C1 SING Y N 12 66M C5 N3 SING N N 13 66M C5 O SING N N 14 66M C7 C8 SING N N 15 66M C1 N4 SING Y N 16 66M N3 C4 SING Y N 17 66M O C8 SING N N 18 66M C8 C9 SING N N 19 66M C4 N4 DOUB Y N 20 66M C9 O1 DOUB N N 21 66M C9 N5 SING N N 22 66M N5 C10 SING N N 23 66M C10 C11 SING N N 24 66M C11 C12 SING N N 25 66M C12 C13 SING N N 26 66M O12 C52 DOUB N N 27 66M O13 C52 SING N N 28 66M C13 C14 SING N N 29 66M C52 C16 SING N N 30 66M C14 C15 SING N N 31 66M N6 C16 SING N N 32 66M N6 C15 SING N N 33 66M C16 C17 SING N N 34 66M C15 O14 DOUB N N 35 66M C17 C18 SING N N 36 66M C18 O11 DOUB N N 37 66M C4 H1 SING N N 38 66M C5 H2 SING N N 39 66M C6 H3 SING N N 40 66M C8 H4 SING N N 41 66M C11 H5 SING N N 42 66M C11 H6 SING N N 43 66M C12 H7 SING N N 44 66M C12 H8 SING N N 45 66M C14 H9 SING N N 46 66M C14 H10 SING N N 47 66M C16 H11 SING N N 48 66M C17 H12 SING N N 49 66M C17 H13 SING N N 50 66M C7 H15 SING N N 51 66M N2 H16 SING N N 52 66M N2 H17 SING N N 53 66M C10 H18 SING N N 54 66M C10 H19 SING N N 55 66M C13 H20 SING N N 56 66M C13 H21 SING N N 57 66M N5 H22 SING N N 58 66M O15 H23 SING N N 59 66M O16 H24 SING N N 60 66M C3 H25 SING N N 61 66M N6 H26 SING N N 62 66M O13 H27 SING N N 63 66M C18 O2 SING N N 64 66M O2 H14 SING N N 65 # 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 66M SMILES ACDLabs 12.01 "n1c2n(cnc2c(N)nc1)C3OC(C(=O)NCCCCCC(=O)NC(CC(=O)O)C(O)=O)C(C3O)O" 66M InChI InChI 1.03 "InChI=1S/C20H27N7O9/c21-16-12-17(24-7-23-16)27(8-25-12)19-14(32)13(31)15(36-19)18(33)22-5-3-1-2-4-10(28)26-9(20(34)35)6-11(29)30/h7-9,13-15,19,31-32H,1-6H2,(H,22,33)(H,26,28)(H,29,30)(H,34,35)(H2,21,23,24)/t9-,13+,14-,15+,19-/m1/s1" 66M InChIKey InChI 1.03 MMQKVHWBTLHGSP-ZXQBGJJXSA-N 66M SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)NCCCCCC(=O)N[C@H](CC(O)=O)C(O)=O" 66M SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH]([CH](O)[CH]3O)C(=O)NCCCCCC(=O)N[CH](CC(O)=O)C(O)=O" 66M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)C(=O)NCCCCCC(=O)N[C@H](CC(=O)O)C(=O)O)O)O)N" 66M SMILES "OpenEye OEToolkits" 2.0.4 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCCCCC(=O)NC(CC(=O)O)C(=O)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 66M "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{[6-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]carbonyl}amino)hexanoyl]amino}butanedioic acid (non-preferred name)" 66M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R})-2-[6-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]carbonylamino]hexanoylamino]butanedioic 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 66M "Create component" 2016-02-04 EBI 66M "Initial release" 2016-03-16 RCSB #