data_EP6 # _chem_comp.id EP6 _chem_comp.name "5'-[{cis-3-[2-(5-tert-butyl-1H-benzimidazol-2-yl)ethyl]cyclobutyl}(propan-2-yl)amino]-5'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H42 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-08 _chem_comp.pdbx_modified_date 2013-07-26 _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 562.706 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EP6 _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 4HRA _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 EP6 C2 C2 C 0 1 Y N N -17.380 -59.193 -16.286 8.929 1.987 -1.191 C2 EP6 1 EP6 C4 C4 C 0 1 Y N N -18.320 -61.309 -16.317 6.860 1.469 -0.336 C4 EP6 2 EP6 C5 C5 C 0 1 Y N N -17.080 -61.853 -16.578 6.820 2.723 0.297 C5 EP6 3 EP6 C6 C6 C 0 1 Y N N -15.992 -61.007 -16.693 7.921 3.581 0.140 C6 EP6 4 EP6 C8 C8 C 0 1 Y N N -18.507 -63.448 -16.477 4.973 1.695 0.784 C8 EP6 5 EP6 NAV NAV N 0 1 Y N N -23.942 -62.163 -7.748 -6.360 -1.662 -0.999 NAV EP6 6 EP6 CBB CBB C 0 1 Y N N -23.525 -63.103 -6.902 -7.314 -0.665 -0.940 CBB EP6 7 EP6 CAK CAK C 0 1 Y N N -22.413 -63.206 -6.061 -8.343 -0.260 -1.779 CAK EP6 8 EP6 CAI CAI C 0 1 Y N N -22.240 -64.343 -5.270 -9.140 0.805 -1.417 CAI EP6 9 EP6 CAZ CAZ C 0 1 Y N N -23.179 -65.378 -5.313 -8.920 1.474 -0.221 CAZ EP6 10 EP6 CBO CBO C 0 1 N N N -23.000 -66.633 -4.438 -9.803 2.635 0.157 CBO EP6 11 EP6 CAD CAD C 0 1 N N N -21.761 -66.463 -3.554 -10.845 2.862 -0.940 CAD EP6 12 EP6 CAE CAE C 0 1 N N N -24.233 -66.821 -3.548 -10.511 2.329 1.478 CAE EP6 13 EP6 CAC CAC C 0 1 N N N -22.845 -67.865 -5.336 -8.948 3.894 0.316 CAC EP6 14 EP6 CAM CAM C 0 1 Y N N -24.292 -65.264 -6.151 -7.913 1.089 0.618 CAM EP6 15 EP6 CBC CBC C 0 1 Y N N -24.464 -64.130 -6.944 -7.092 0.013 0.271 CBC EP6 16 EP6 NAW NAW N 0 1 Y N N -25.407 -63.769 -7.814 -6.037 -0.593 0.876 NAW EP6 17 EP6 CBA CBA C 0 1 Y N N -25.090 -62.569 -8.290 -5.614 -1.575 0.135 CBA EP6 18 EP6 CAN CAN C 0 1 N N N -25.896 -61.805 -9.321 -4.458 -2.479 0.479 CAN EP6 19 EP6 CAO CAO C 0 1 N N N -25.164 -61.905 -10.658 -3.212 -1.634 0.748 CAO EP6 20 EP6 CBG CBG C 0 1 N N N -25.506 -63.192 -11.413 -2.039 -2.552 1.097 CBG EP6 21 EP6 CAQ CAQ C 0 1 N N N -24.515 -64.310 -11.084 -0.764 -1.795 1.506 CAQ EP6 22 EP6 CAP CAP C 0 1 N N N -24.891 -63.122 -12.809 -1.257 -3.046 -0.131 CAP EP6 23 EP6 CBH CBH C 0 1 N N N -24.308 -64.523 -12.592 0.022 -2.841 0.698 CBH EP6 24 EP6 NBM NBM N 0 1 N N N -22.867 -64.538 -12.953 1.138 -2.274 -0.071 NBM EP6 25 EP6 CBF CBF C 0 1 N N N -22.048 -65.451 -12.109 0.840 -0.899 -0.495 CBF EP6 26 EP6 CAB CAB C 0 1 N N N -22.189 -66.931 -12.511 1.364 0.083 0.554 CAB EP6 27 EP6 CAA CAA C 0 1 N N N -20.580 -64.986 -12.106 1.518 -0.622 -1.838 CAA EP6 28 EP6 CAR CAR C 0 1 N N N -22.648 -64.691 -14.411 2.388 -2.328 0.698 CAR EP6 29 EP6 CBK CBK C 0 1 N N R -22.340 -63.315 -15.020 3.572 -2.060 -0.235 CBK EP6 30 EP6 OAX OAX O 0 1 N N N -20.925 -63.128 -14.950 3.836 -0.649 -0.296 OAX EP6 31 EP6 CBI CBI C 0 1 N N S -22.711 -63.250 -16.509 4.839 -2.740 0.319 CBI EP6 32 EP6 OAG OAG O 0 1 N N N -23.741 -62.278 -16.695 5.345 -3.694 -0.616 OAG EP6 33 EP6 CBJ CBJ C 0 1 N N R -21.442 -62.750 -17.182 5.843 -1.575 0.507 CBJ EP6 34 EP6 OAH OAH O 0 1 N N N -21.757 -61.690 -18.098 7.155 -1.963 0.096 OAH EP6 35 EP6 CBL CBL C 0 1 N N R -20.634 -62.211 -16.004 5.264 -0.493 -0.440 CBL EP6 36 EP6 N9 N9 N 0 1 Y N N -19.181 -62.315 -16.263 5.682 0.844 -0.011 N9 EP6 37 EP6 N7 N7 N 0 1 Y N N -17.223 -63.166 -16.669 5.642 2.797 0.963 N7 EP6 38 EP6 N3 N3 N 0 1 Y N N -18.442 -59.980 -16.178 7.924 1.147 -1.063 N3 EP6 39 EP6 N1 N1 N 0 1 Y N N -16.175 -59.685 -16.541 8.939 3.173 -0.611 N1 EP6 40 EP6 N6 N6 N 0 1 N N N -14.785 -61.507 -16.939 7.939 4.828 0.739 N6 EP6 41 EP6 H1 H1 H 0 1 N N N -17.499 -58.127 -16.163 9.779 1.694 -1.788 H1 EP6 42 EP6 H2 H2 H 0 1 N N N -18.938 -64.438 -16.492 4.000 1.486 1.202 H2 EP6 43 EP6 H3 H3 H 0 1 N N N -23.474 -61.301 -7.943 -6.247 -2.307 -1.714 H3 EP6 44 EP6 H4 H4 H 0 1 N N N -21.688 -62.406 -6.023 -8.518 -0.776 -2.711 H4 EP6 45 EP6 H5 H5 H 0 1 N N N -21.379 -64.423 -4.623 -9.941 1.121 -2.069 H5 EP6 46 EP6 H6 H6 H 0 1 N N N -21.885 -65.576 -2.915 -11.454 1.965 -1.054 H6 EP6 47 EP6 H7 H7 H 0 1 N N N -21.636 -67.355 -2.923 -11.483 3.702 -0.667 H7 EP6 48 EP6 H8 H8 H 0 1 N N N -20.872 -66.336 -4.189 -10.340 3.080 -1.881 H8 EP6 49 EP6 H9 H9 H 0 1 N N N -24.354 -65.942 -2.898 -9.769 2.168 2.260 H9 EP6 50 EP6 H10 H10 H 0 1 N N N -25.126 -66.937 -4.179 -11.149 3.169 1.751 H10 EP6 51 EP6 H11 H11 H 0 1 N N N -24.104 -67.720 -2.928 -11.120 1.432 1.364 H11 EP6 52 EP6 H12 H12 H 0 1 N N N -22.717 -68.761 -4.711 -8.443 4.112 -0.625 H12 EP6 53 EP6 H13 H13 H 0 1 N N N -23.743 -67.979 -5.961 -9.586 4.734 0.590 H13 EP6 54 EP6 H14 H14 H 0 1 N N N -21.963 -67.739 -5.981 -8.205 3.733 1.098 H14 EP6 55 EP6 H15 H15 H 0 1 N N N -25.023 -66.059 -6.184 -7.751 1.616 1.546 H15 EP6 56 EP6 H17 H17 H 0 1 N N N -25.983 -60.750 -9.021 -4.703 -3.060 1.368 H17 EP6 57 EP6 H18 H18 H 0 1 N N N -26.900 -62.245 -9.411 -4.265 -3.155 -0.355 H18 EP6 58 EP6 H19 H19 H 0 1 N N N -24.080 -61.882 -10.471 -2.967 -1.054 -0.141 H19 EP6 59 EP6 H20 H20 H 0 1 N N N -25.446 -61.044 -11.281 -3.404 -0.958 1.582 H20 EP6 60 EP6 H21 H21 H 0 1 N N N -26.566 -63.483 -11.383 -2.315 -3.348 1.790 H21 EP6 61 EP6 H22 H22 H 0 1 N N N -24.958 -65.170 -10.561 -0.703 -0.788 1.093 H22 EP6 62 EP6 H23 H23 H 0 1 N N N -23.616 -63.976 -10.545 -0.562 -1.826 2.577 H23 EP6 63 EP6 H24 H24 H 0 1 N N N -24.136 -62.331 -12.933 -1.451 -4.089 -0.382 H24 EP6 64 EP6 H25 H25 H 0 1 N N N -25.626 -63.058 -13.625 -1.330 -2.382 -0.992 H25 EP6 65 EP6 H26 H26 H 0 1 N N N -24.909 -65.338 -13.022 0.310 -3.716 1.281 H26 EP6 66 EP6 H28 H28 H 0 1 N N N -22.414 -65.364 -11.075 -0.238 -0.777 -0.600 H28 EP6 67 EP6 H29 H29 H 0 1 N N N -21.563 -67.551 -11.853 2.434 0.234 0.408 H29 EP6 68 EP6 H30 H30 H 0 1 N N N -23.240 -67.239 -12.413 0.846 1.036 0.450 H30 EP6 69 EP6 H31 H31 H 0 1 N N N -21.865 -67.060 -13.554 1.187 -0.320 1.551 H31 EP6 70 EP6 H32 H32 H 0 1 N N N -19.981 -65.665 -11.481 1.044 -1.222 -2.615 H32 EP6 71 EP6 H33 H33 H 0 1 N N N -20.190 -64.996 -13.135 1.417 0.435 -2.085 H33 EP6 72 EP6 H34 H34 H 0 1 N N N -20.520 -63.965 -11.701 2.574 -0.881 -1.772 H34 EP6 73 EP6 H35 H35 H 0 1 N N N -23.553 -65.106 -14.878 2.366 -1.572 1.482 H35 EP6 74 EP6 H36 H36 H 0 1 N N N -21.800 -65.370 -14.587 2.496 -3.315 1.147 H36 EP6 75 EP6 H37 H37 H 0 1 N N N -22.877 -62.531 -14.466 3.351 -2.440 -1.232 H37 EP6 76 EP6 H38 H38 H 0 1 N N N -22.995 -64.243 -16.887 4.628 -3.219 1.276 H38 EP6 77 EP6 H39 H39 H 0 1 N N N -24.540 -62.579 -16.279 6.143 -4.152 -0.319 H39 EP6 78 EP6 H40 H40 H 0 1 N N N -20.909 -63.577 -17.674 5.846 -1.227 1.540 H40 EP6 79 EP6 H41 H41 H 0 1 N N N -20.960 -61.383 -18.514 7.524 -2.700 0.602 H41 EP6 80 EP6 H42 H42 H 0 1 N N N -20.931 -61.180 -15.761 5.569 -0.680 -1.469 H42 EP6 81 EP6 H43 H43 H 0 1 N N N -14.118 -60.763 -16.981 7.185 5.120 1.275 H43 EP6 82 EP6 H44 H44 H 0 1 N N N -14.532 -62.141 -16.208 8.705 5.412 0.623 H44 EP6 83 # 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 EP6 OAH CBJ SING N N 1 EP6 CBJ CBI SING N N 2 EP6 CBJ CBL SING N N 3 EP6 N6 C6 SING N N 4 EP6 OAG CBI SING N N 5 EP6 C6 C5 DOUB Y N 6 EP6 C6 N1 SING Y N 7 EP6 N7 C5 SING Y N 8 EP6 N7 C8 DOUB Y N 9 EP6 C5 C4 SING Y N 10 EP6 N1 C2 DOUB Y N 11 EP6 CBI CBK SING N N 12 EP6 C8 N9 SING Y N 13 EP6 C4 N9 SING Y N 14 EP6 C4 N3 DOUB Y N 15 EP6 C2 N3 SING Y N 16 EP6 N9 CBL SING N N 17 EP6 CBL OAX SING N N 18 EP6 CBK OAX SING N N 19 EP6 CBK CAR SING N N 20 EP6 CAR NBM SING N N 21 EP6 NBM CBH SING N N 22 EP6 NBM CBF SING N N 23 EP6 CAP CBH SING N N 24 EP6 CAP CBG SING N N 25 EP6 CBH CAQ SING N N 26 EP6 CAB CBF SING N N 27 EP6 CBF CAA SING N N 28 EP6 CBG CAQ SING N N 29 EP6 CBG CAO SING N N 30 EP6 CAO CAN SING N N 31 EP6 CAN CBA SING N N 32 EP6 CBA NAW DOUB Y N 33 EP6 CBA NAV SING Y N 34 EP6 NAW CBC SING Y N 35 EP6 NAV CBB SING Y N 36 EP6 CBC CBB DOUB Y N 37 EP6 CBC CAM SING Y N 38 EP6 CBB CAK SING Y N 39 EP6 CAM CAZ DOUB Y N 40 EP6 CAK CAI DOUB Y N 41 EP6 CAC CBO SING N N 42 EP6 CAZ CAI SING Y N 43 EP6 CAZ CBO SING N N 44 EP6 CBO CAD SING N N 45 EP6 CBO CAE SING N N 46 EP6 C2 H1 SING N N 47 EP6 C8 H2 SING N N 48 EP6 NAV H3 SING N N 49 EP6 CAK H4 SING N N 50 EP6 CAI H5 SING N N 51 EP6 CAD H6 SING N N 52 EP6 CAD H7 SING N N 53 EP6 CAD H8 SING N N 54 EP6 CAE H9 SING N N 55 EP6 CAE H10 SING N N 56 EP6 CAE H11 SING N N 57 EP6 CAC H12 SING N N 58 EP6 CAC H13 SING N N 59 EP6 CAC H14 SING N N 60 EP6 CAM H15 SING N N 61 EP6 CAN H17 SING N N 62 EP6 CAN H18 SING N N 63 EP6 CAO H19 SING N N 64 EP6 CAO H20 SING N N 65 EP6 CBG H21 SING N N 66 EP6 CAQ H22 SING N N 67 EP6 CAQ H23 SING N N 68 EP6 CAP H24 SING N N 69 EP6 CAP H25 SING N N 70 EP6 CBH H26 SING N N 71 EP6 CBF H28 SING N N 72 EP6 CAB H29 SING N N 73 EP6 CAB H30 SING N N 74 EP6 CAB H31 SING N N 75 EP6 CAA H32 SING N N 76 EP6 CAA H33 SING N N 77 EP6 CAA H34 SING N N 78 EP6 CAR H35 SING N N 79 EP6 CAR H36 SING N N 80 EP6 CBK H37 SING N N 81 EP6 CBI H38 SING N N 82 EP6 OAG H39 SING N N 83 EP6 CBJ H40 SING N N 84 EP6 OAH H41 SING N N 85 EP6 CBL H42 SING N N 86 EP6 N6 H43 SING N N 87 EP6 N6 H44 SING N N 88 # 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 EP6 SMILES ACDLabs 12.01 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CN(C(C)C)C6CC(CCc5nc4cc(ccc4n5)C(C)(C)C)C6)N" EP6 InChI InChI 1.03 ;InChI=1S/C30H42N8O3/c1-16(2)37(13-22-25(39)26(40)29(41-22)38-15-34-24-27(31)32-14-33-28(24)38)19-10-17(11-19)6-9-23-35-20-8-7-18(30(3,4)5)12-21(20)36-23/h7-8,12,14-17,19,22,25-26,29,39-40H,6,9-11,13H2,1-5H3,(H,35,36)(H2,31,32,33)/t17-,19+,22-,25-,26-,29-/m1/s1 ; EP6 InChIKey InChI 1.03 LXFOLMYKSYSZQS-LURJZOHASA-N EP6 SMILES_CANONICAL CACTVS 3.370 "CC(C)N(C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)[C@H]4C[C@@H](CCc5[nH]c6ccc(cc6n5)C(C)(C)C)C4" EP6 SMILES CACTVS 3.370 "CC(C)N(C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)[CH]4C[CH](CCc5[nH]c6ccc(cc6n5)C(C)(C)C)C4" EP6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)N(C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)C4CC(C4)CCc5[nH]c6ccc(cc6n5)C(C)(C)C" EP6 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)N(CC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)C4CC(C4)CCc5[nH]c6ccc(cc6n5)C(C)(C)C" # 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 EP6 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-[{cis-3-[2-(5-tert-butyl-1H-benzimidazol-2-yl)ethyl]cyclobutyl}(propan-2-yl)amino]-5'-deoxyadenosine" EP6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[[[3-[2-(5-tert-butyl-1H-benzimidazol-2-yl)ethyl]cyclobutyl]-propan-2-yl-amino]methyl]oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EP6 "Create component" 2012-11-08 RCSB EP6 "Initial release" 2013-07-31 RCSB #