data_AW2 # _chem_comp.id AW2 _chem_comp.name "5-bromo-7-{5-[(3-{[(4-tert-butylphenyl)carbamoyl]amino}propyl)(propan-2-yl)amino]-5-deoxy-beta-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H40 Br N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-20 _chem_comp.pdbx_modified_date 2012-05-11 _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 618.566 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AW2 _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 4ER6 _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 AW2 BR9 BR9 BR 0 0 N N N 15.090 64.980 -10.617 -6.775 -1.093 2.471 BR9 AW2 1 AW2 N01 N01 N 0 1 N N N 13.799 61.848 -10.565 -7.562 -3.618 0.418 N01 AW2 2 AW2 C02 C02 C 0 1 Y N N 15.020 61.413 -10.255 -6.658 -3.141 -0.514 C02 AW2 3 AW2 N03 N03 N 0 1 Y N N 15.197 60.085 -10.072 -6.484 -3.764 -1.676 N03 AW2 4 AW2 C04 C04 C 0 1 Y N N 16.420 59.643 -9.759 -5.623 -3.311 -2.569 C04 AW2 5 AW2 N05 N05 N 0 1 Y N N 17.548 60.344 -9.596 -4.893 -2.235 -2.372 N05 AW2 6 AW2 C06 C06 C 0 1 Y N N 17.359 61.663 -9.781 -4.996 -1.542 -1.238 C06 AW2 7 AW2 C07 C07 C 0 1 Y N N 16.136 62.272 -10.109 -5.906 -1.984 -0.260 C07 AW2 8 AW2 C08 C08 C 0 1 Y N N 16.405 63.674 -10.199 -5.804 -1.037 0.849 C08 AW2 9 AW2 C10 C10 C 0 1 Y N N 17.725 63.870 -9.940 -4.889 -0.120 0.495 C10 AW2 10 AW2 N11 N11 N 0 1 Y N N 18.316 62.646 -9.670 -4.392 -0.416 -0.749 N11 AW2 11 AW2 C12 C12 C 0 1 N N R 19.736 62.428 -9.372 -3.376 0.367 -1.457 C12 AW2 12 AW2 O13 O13 O 0 1 N N N 20.068 63.009 -8.142 -2.574 1.115 -0.517 O13 AW2 13 AW2 C14 C14 C 0 1 N N R 21.514 63.009 -8.086 -1.980 2.182 -1.288 C14 AW2 14 AW2 C15 C15 C 0 1 N N N 21.961 64.105 -7.185 -1.536 3.320 -0.368 C15 AW2 15 AW2 N16 N16 N 0 1 N N R 21.915 63.904 -5.733 -0.519 2.824 0.569 N16 AW2 16 AW2 C17 C17 C 0 1 N N N 23.260 63.782 -5.144 0.757 2.582 -0.117 C17 AW2 17 AW2 C18 C18 C 0 1 N N N 23.963 62.468 -5.446 1.708 1.838 0.822 C18 AW2 18 AW2 C19 C19 C 0 1 N N N 24.637 61.817 -4.258 3.037 1.586 0.107 C19 AW2 19 AW2 N20 N20 N 0 1 N N N 23.708 61.606 -3.154 3.948 0.874 1.007 N20 AW2 20 AW2 C21 C21 C 0 1 N N N 23.648 62.446 -2.110 5.186 0.543 0.588 C21 AW2 21 AW2 N22 N22 N 0 1 N N N 22.716 62.115 -1.172 6.024 -0.112 1.416 N22 AW2 22 AW2 C23 C23 C 0 1 Y N N 22.464 62.834 0.020 7.272 -0.542 0.951 C23 AW2 23 AW2 C24 C24 C 0 1 Y N N 23.385 63.789 0.435 7.974 0.225 0.031 C24 AW2 24 AW2 C25 C25 C 0 1 Y N N 23.172 64.502 1.593 9.206 -0.202 -0.426 C25 AW2 25 AW2 C26 C26 C 0 1 Y N N 22.043 64.289 2.371 9.740 -1.392 0.032 C26 AW2 26 AW2 C27 C27 C 0 1 N N N 21.818 65.098 3.654 11.084 -1.855 -0.468 C27 AW2 27 AW2 C28 C28 C 0 1 N N N 20.538 65.925 3.521 11.441 -3.189 0.190 C28 AW2 28 AW2 C29 C29 C 0 1 N N N 21.687 64.179 4.866 11.030 -2.033 -1.986 C29 AW2 29 AW2 C30 C30 C 0 1 N N N 23.017 66.029 3.914 12.146 -0.812 -0.115 C30 AW2 30 AW2 C31 C31 C 0 1 Y N N 21.128 63.332 1.945 9.043 -2.159 0.948 C31 AW2 31 AW2 C32 C32 C 0 1 Y N N 21.331 62.613 0.784 7.814 -1.735 1.413 C32 AW2 32 AW2 O33 O33 O 0 1 N N N 24.373 63.436 -2.011 5.547 0.836 -0.536 O33 AW2 33 AW2 C34 C34 C 0 1 N N N 21.104 64.984 -5.158 -0.344 3.751 1.695 C34 AW2 34 AW2 C35 C35 C 0 1 N N N 19.625 64.688 -5.312 -0.136 5.170 1.160 C35 AW2 35 AW2 C36 C36 C 0 1 N N N 21.491 66.344 -5.723 -1.590 3.719 2.582 C36 AW2 36 AW2 C37 C37 C 0 1 N N S 22.000 63.163 -9.530 -3.106 2.661 -2.231 C37 AW2 37 AW2 O38 O38 O 0 1 N N N 22.965 62.153 -9.803 -2.573 3.007 -3.512 O38 AW2 38 AW2 C39 C39 C 0 1 N N R 20.703 63.059 -10.369 -4.045 1.439 -2.345 C39 AW2 39 AW2 O40 O40 O 0 1 N N N 20.842 62.218 -11.500 -4.122 0.991 -3.699 O40 AW2 40 AW2 HN01 HN01 H 0 0 N N N 13.171 61.072 -10.615 -7.681 -3.151 1.260 HN01 AW2 41 AW2 HN0A HN0A H 0 0 N N N 13.484 62.486 -9.862 -8.078 -4.416 0.228 HN0A AW2 42 AW2 H04 H04 H 0 1 N N N 16.509 58.576 -9.619 -5.512 -3.848 -3.500 H04 AW2 43 AW2 H10 H10 H 0 1 N N N 18.231 64.824 -9.944 -4.584 0.720 1.102 H10 AW2 44 AW2 H12 H12 H 0 1 N N N 19.932 61.346 -9.340 -2.745 -0.287 -2.059 H12 AW2 45 AW2 H14 H14 H 0 1 N N N 21.873 62.046 -7.693 -1.133 1.808 -1.864 H14 AW2 46 AW2 H15 H15 H 0 1 N N N 23.006 64.328 -7.445 -1.114 4.128 -0.967 H15 AW2 47 AW2 H15A H15A H 0 0 N N N 21.333 64.980 -7.408 -2.394 3.692 0.191 H15A AW2 48 AW2 H17 H17 H 0 1 N N N 23.881 64.602 -5.534 0.581 1.979 -1.008 H17 AW2 49 AW2 H17A H17A H 0 0 N N N 23.167 63.879 -4.052 1.201 3.535 -0.405 H17A AW2 50 AW2 H18 H18 H 0 1 N N N 23.216 61.764 -5.843 1.884 2.441 1.713 H18 AW2 51 AW2 H18A H18A H 0 0 N N N 24.730 62.659 -6.211 1.264 0.885 1.110 H18A AW2 52 AW2 H19 H19 H 0 1 N N N 25.046 60.844 -4.570 2.862 0.984 -0.784 H19 AW2 53 AW2 H19A H19A H 0 0 N N N 25.456 62.466 -3.914 3.481 2.539 -0.181 H19A AW2 54 AW2 HN20 HN20 H 0 0 N N N 23.099 60.813 -3.176 3.661 0.641 1.903 HN20 AW2 55 AW2 HN22 HN22 H 0 0 N N N 22.166 61.297 -1.340 5.763 -0.285 2.333 HN22 AW2 56 AW2 H24 H24 H 0 1 N N N 24.272 63.972 -0.154 7.557 1.155 -0.328 H24 AW2 57 AW2 H25 H25 H 0 1 N N N 23.897 65.241 1.902 9.752 0.394 -1.142 H25 AW2 58 AW2 H28 H28 H 0 1 N N N 20.378 66.505 4.442 10.684 -3.932 -0.062 H28 AW2 59 AW2 H28A H28A H 0 0 N N N 20.633 66.612 2.667 12.413 -3.524 -0.172 H28A AW2 60 AW2 H28B H28B H 0 0 N N N 19.683 65.253 3.358 11.480 -3.062 1.272 H28B AW2 61 AW2 H29 H29 H 0 1 N N N 21.527 64.784 5.770 10.775 -1.083 -2.455 H29 AW2 62 AW2 H29A H29A H 0 0 N N N 20.832 63.502 4.722 12.002 -2.368 -2.348 H29A AW2 63 AW2 H29B H29B H 0 0 N N N 22.608 63.588 4.979 10.273 -2.776 -2.238 H29B AW2 64 AW2 H30 H30 H 0 1 N N N 22.843 66.603 4.836 12.185 -0.685 0.967 H30 AW2 65 AW2 H30A H30A H 0 0 N N N 23.931 65.427 4.024 13.118 -1.147 -0.476 H30A AW2 66 AW2 H30B H30B H 0 0 N N N 23.133 66.722 3.068 11.892 0.139 -0.583 H30B AW2 67 AW2 H31 H31 H 0 1 N N N 20.242 63.148 2.534 9.463 -3.088 1.304 H31 AW2 68 AW2 H32 H32 H 0 1 N N N 20.605 61.877 0.471 7.272 -2.331 2.132 H32 AW2 69 AW2 H34 H34 H 0 1 N N N 21.313 65.016 -4.079 0.526 3.453 2.280 H34 AW2 70 AW2 H35 H35 H 0 1 N N N 19.039 65.510 -4.875 -1.006 5.468 0.575 H35 AW2 71 AW2 H35A H35A H 0 0 N N N 19.380 64.591 -6.380 -0.006 5.858 1.995 H35A AW2 72 AW2 H35B H35B H 0 0 N N N 19.383 63.749 -4.793 0.752 5.193 0.528 H35B AW2 73 AW2 H36 H36 H 0 1 N N N 20.862 67.123 -5.268 -1.690 2.730 3.031 H36 AW2 74 AW2 H36A H36A H 0 0 N N N 22.548 66.548 -5.497 -1.496 4.467 3.368 H36A AW2 75 AW2 H36B H36B H 0 0 N N N 21.343 66.344 -6.813 -2.471 3.934 1.978 H36B AW2 76 AW2 H37 H37 H 0 1 N N N 22.434 64.165 -9.662 -3.633 3.509 -1.796 H37 AW2 77 AW2 HO38 HO38 H 0 0 N N N 23.272 62.241 -10.698 -3.237 3.314 -4.144 HO38 AW2 78 AW2 H39 H39 H 0 1 N N N 20.357 64.065 -10.648 -5.038 1.684 -1.966 H39 AW2 79 AW2 HO40 HO40 H 0 0 N N N 21.445 62.615 -12.118 -4.534 1.626 -4.301 HO40 AW2 80 # 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 AW2 BR9 C08 SING N N 1 AW2 N01 C02 SING N N 2 AW2 N01 HN01 SING N N 3 AW2 N01 HN0A SING N N 4 AW2 C02 C07 DOUB Y N 5 AW2 C02 N03 SING Y N 6 AW2 N03 C04 DOUB Y N 7 AW2 C04 N05 SING Y N 8 AW2 C04 H04 SING N N 9 AW2 C06 N05 DOUB Y N 10 AW2 C07 C06 SING Y N 11 AW2 C06 N11 SING Y N 12 AW2 C08 C07 SING Y N 13 AW2 C08 C10 DOUB Y N 14 AW2 C10 N11 SING Y N 15 AW2 C10 H10 SING N N 16 AW2 N11 C12 SING N N 17 AW2 C39 C12 SING N N 18 AW2 C12 O13 SING N N 19 AW2 C12 H12 SING N N 20 AW2 O13 C14 SING N N 21 AW2 C37 C14 SING N N 22 AW2 C14 C15 SING N N 23 AW2 C14 H14 SING N N 24 AW2 C15 N16 SING N N 25 AW2 C15 H15 SING N N 26 AW2 C15 H15A SING N N 27 AW2 N16 C34 SING N N 28 AW2 N16 C17 SING N N 29 AW2 C18 C17 SING N N 30 AW2 C17 H17 SING N N 31 AW2 C17 H17A SING N N 32 AW2 C18 C19 SING N N 33 AW2 C18 H18 SING N N 34 AW2 C18 H18A SING N N 35 AW2 C19 N20 SING N N 36 AW2 C19 H19 SING N N 37 AW2 C19 H19A SING N N 38 AW2 N20 C21 SING N N 39 AW2 N20 HN20 SING N N 40 AW2 C21 O33 DOUB N N 41 AW2 C21 N22 SING N N 42 AW2 N22 C23 SING N N 43 AW2 N22 HN22 SING N N 44 AW2 C23 C24 DOUB Y N 45 AW2 C23 C32 SING Y N 46 AW2 C24 C25 SING Y N 47 AW2 C24 H24 SING N N 48 AW2 C25 C26 DOUB Y N 49 AW2 C25 H25 SING N N 50 AW2 C31 C26 SING Y N 51 AW2 C26 C27 SING N N 52 AW2 C28 C27 SING N N 53 AW2 C27 C30 SING N N 54 AW2 C27 C29 SING N N 55 AW2 C28 H28 SING N N 56 AW2 C28 H28A SING N N 57 AW2 C28 H28B SING N N 58 AW2 C29 H29 SING N N 59 AW2 C29 H29A SING N N 60 AW2 C29 H29B SING N N 61 AW2 C30 H30 SING N N 62 AW2 C30 H30A SING N N 63 AW2 C30 H30B SING N N 64 AW2 C32 C31 DOUB Y N 65 AW2 C31 H31 SING N N 66 AW2 C32 H32 SING N N 67 AW2 C36 C34 SING N N 68 AW2 C35 C34 SING N N 69 AW2 C34 H34 SING N N 70 AW2 C35 H35 SING N N 71 AW2 C35 H35A SING N N 72 AW2 C35 H35B SING N N 73 AW2 C36 H36 SING N N 74 AW2 C36 H36A SING N N 75 AW2 C36 H36B SING N N 76 AW2 C39 C37 SING N N 77 AW2 O38 C37 SING N N 78 AW2 C37 H37 SING N N 79 AW2 O38 HO38 SING N N 80 AW2 O40 C39 SING N N 81 AW2 C39 H39 SING N N 82 AW2 O40 HO40 SING N N 83 # 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 AW2 SMILES ACDLabs 12.01 "Brc2c1c(ncnc1n(c2)C3OC(C(O)C3O)CN(C(C)C)CCCNC(=O)Nc4ccc(cc4)C(C)(C)C)N" AW2 InChI InChI 1.03 "InChI=1S/C28H40BrN7O4/c1-16(2)35(12-6-11-31-27(39)34-18-9-7-17(8-10-18)28(3,4)5)14-20-22(37)23(38)26(40-20)36-13-19(29)21-24(30)32-15-33-25(21)36/h7-10,13,15-16,20,22-23,26,37-38H,6,11-12,14H2,1-5H3,(H2,30,32,33)(H2,31,34,39)/t20-,22-,23-,26-/m1/s1" AW2 InChIKey InChI 1.03 IQCKJUKAQJINMK-HUBRGWSESA-N AW2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)[N@](CCCNC(=O)Nc1ccc(cc1)C(C)(C)C)C[C@@H]2[C@H]([C@H]([C@@H](O2)n3cc(c4c3ncnc4N)Br)O)O" AW2 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)N(CCCNC(=O)Nc1ccc(cc1)C(C)(C)C)CC2C(C(C(O2)n3cc(c4c3ncnc4N)Br)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 AW2 "SYSTEMATIC NAME" ACDLabs 12.01 "5-bromo-7-{5-[(3-{[(4-tert-butylphenyl)carbamoyl]amino}propyl)(propan-2-yl)amino]-5-deoxy-beta-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidin-4-amine" AW2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[3-[[(2R,3S,4R,5R)-5-(4-azanyl-5-bromanyl-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl-propan-2-yl-amino]propyl]-3-(4-tert-butylphenyl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AW2 "Create component" 2012-04-20 RCSB #