data_WMP # _chem_comp.id WMP _chem_comp.name ;[(1R,5R,6R,8S)-6-(6-aminopurin-9-yl)-3'-[(R)-oxidanyl(phenyl)methyl]spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,9'-8-oxa-9-boranuidabicyclo[4.3.0]nona-1,3,5-triene]-8-yl]methyl dihydrogen phosphate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 B N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2013-05-10 _chem_comp.pdbx_modified_date 2013-08-30 _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 568.260 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WMP _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 4K47 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 WMP CAI CAI C 0 1 Y N N 14.714 -14.413 11.989 6.552 0.009 1.308 CAI WMP 1 WMP CAG CAG C 0 1 Y N N 13.739 -14.451 12.984 6.932 -0.773 2.382 CAG WMP 2 WMP CAF CAF C 0 1 Y N N 13.151 -15.659 13.337 6.135 -0.832 3.510 CAF WMP 3 WMP CAH CAH C 0 1 Y N N 13.540 -16.824 12.698 4.958 -0.108 3.563 CAH WMP 4 WMP CAJ CAJ C 0 1 Y N N 14.511 -16.791 11.707 4.578 0.674 2.489 CAJ WMP 5 WMP CBA CBA C 0 1 Y N N 15.104 -15.581 11.346 5.378 0.738 1.363 CBA WMP 6 WMP CBG CBG C 0 1 N N R 16.172 -15.522 10.278 4.965 1.590 0.192 CBG WMP 7 WMP OAB OAB O 0 1 N N N 17.371 -15.925 10.898 6.126 2.159 -0.417 OAB WMP 8 WMP CBB CBB C 0 1 Y N N 15.871 -16.256 8.991 4.234 0.740 -0.816 CBB WMP 9 WMP CAN CAN C 0 1 Y N N 16.122 -17.625 8.820 2.851 0.759 -0.863 CAN WMP 10 WMP CBD CBD C 0 1 Y N N 15.895 -18.243 7.562 2.186 -0.020 -1.783 CBD WMP 11 WMP CAK CAK C 0 1 Y N N 15.359 -15.514 7.938 4.946 -0.053 -1.695 CAK WMP 12 WMP CAL CAL C 0 1 Y N N 15.083 -16.134 6.732 4.278 -0.837 -2.619 CAL WMP 13 WMP CBC CBC C 0 1 Y N N 15.318 -17.500 6.576 2.902 -0.826 -2.660 CBC WMP 14 WMP CAP CAP C 0 1 N N N 15.153 -18.392 5.327 1.879 -1.548 -3.505 CAP WMP 15 WMP OAU OAU O 0 1 N N N 15.312 -19.768 5.765 0.643 -0.824 -3.359 OAU WMP 16 WMP BA BA B -1 1 N N N 15.992 -19.758 7.039 0.686 -0.244 -2.123 BA WMP 17 WMP "O3'" "O3'" O 0 1 N N N 15.424 -20.910 7.828 0.013 0.969 -2.146 "O3'" WMP 18 WMP "O2'" "O2'" O 0 1 N N N 17.481 -19.938 7.092 0.126 -1.103 -1.182 "O2'" WMP 19 WMP "C2'" "C2'" C 0 1 N N R 17.658 -21.244 7.562 -1.203 -0.637 -1.101 "C2'" WMP 20 WMP "C3'" "C3'" C 0 1 N N R 16.547 -21.306 8.558 -0.846 0.907 -1.057 "C3'" WMP 21 WMP "C4'" "C4'" C 0 1 N N S 16.955 -22.305 9.473 -2.204 1.485 -0.830 "C4'" WMP 22 WMP "C5'" "C5'" C 0 1 N N N 16.382 -22.297 10.727 -2.095 2.825 -0.099 "C5'" WMP 23 WMP "O5'" "O5'" O 0 1 N N N 17.242 -22.531 11.778 -3.391 3.417 0.006 "O5'" WMP 24 WMP PBM PBM P 0 1 N N N 16.715 -23.087 13.127 -3.652 4.837 0.720 PBM WMP 25 WMP OAD OAD O 0 1 N N N 16.188 -24.457 12.867 -2.787 5.866 0.100 OAD WMP 26 WMP OAE OAE O 0 1 N N N 17.922 -23.211 14.076 -5.196 5.253 0.539 OAE WMP 27 WMP OAC OAC O 0 1 N N N 15.661 -22.175 13.673 -3.307 4.720 2.288 OAC WMP 28 WMP "O4'" "O4'" O 0 1 N N N 18.497 -21.868 9.573 -2.901 0.513 -0.001 "O4'" WMP 29 WMP "C1'" "C1'" C 0 1 N N R 18.855 -21.951 8.196 -2.062 -0.670 0.146 "C1'" WMP 30 WMP N9 N9 N 0 1 Y N N 19.272 -23.308 7.732 -2.881 -1.885 0.178 N9 WMP 31 WMP C8 C8 C 0 1 Y N N 18.490 -24.348 7.381 -4.166 -2.003 -0.262 C8 WMP 32 WMP N7 N7 N 0 1 Y N N 19.260 -25.398 7.088 -4.585 -3.223 -0.087 N7 WMP 33 WMP C5 C5 C 0 1 Y N N 20.545 -25.075 7.355 -3.598 -3.963 0.474 C5 WMP 34 WMP C4 C4 C 0 1 Y N N 20.541 -23.748 7.792 -2.493 -3.113 0.651 C4 WMP 35 WMP N3 N3 N 0 1 Y N N 21.707 -23.157 8.100 -1.381 -3.604 1.187 N3 WMP 36 WMP C2 C2 C 0 1 Y N N 22.850 -23.839 8.032 -1.312 -4.866 1.553 C2 WMP 37 WMP N1 N1 N 0 1 Y N N 22.905 -25.093 7.555 -2.326 -5.701 1.411 N1 WMP 38 WMP C6 C6 C 0 1 Y N N 21.775 -25.726 7.217 -3.476 -5.303 0.879 C6 WMP 39 WMP N6 N6 N 0 1 N N N 21.882 -27.103 6.741 -4.531 -6.186 0.730 N6 WMP 40 WMP H1 H1 H 0 1 N N N 15.168 -13.472 11.717 7.175 0.056 0.426 H1 WMP 41 WMP H2 H2 H 0 1 N N N 13.440 -13.540 13.481 7.851 -1.338 2.340 H2 WMP 42 WMP H3 H3 H 0 1 N N N 12.394 -15.689 14.106 6.431 -1.444 4.349 H3 WMP 43 WMP H4 H4 H 0 1 N N N 13.085 -17.764 12.972 4.335 -0.155 4.444 H4 WMP 44 WMP H5 H5 H 0 1 N N N 14.808 -17.705 11.214 3.659 1.239 2.530 H5 WMP 45 WMP H6 H6 H 0 1 N N N 16.280 -14.461 10.009 4.308 2.389 0.538 H6 WMP 46 WMP H7 H7 H 0 1 N N N 17.498 -15.427 11.697 6.756 1.505 -0.749 H7 WMP 47 WMP H8 H8 H 0 1 N N N 16.490 -18.212 9.649 2.295 1.382 -0.179 H8 WMP 48 WMP H9 H9 H 0 1 N N N 15.176 -14.456 8.058 6.026 -0.060 -1.662 H9 WMP 49 WMP H10 H10 H 0 1 N N N 14.685 -15.559 5.909 4.835 -1.456 -3.307 H10 WMP 50 WMP H11 H11 H 0 1 N N N 15.921 -18.142 4.580 2.187 -1.554 -4.551 H11 WMP 51 WMP H12 H12 H 0 1 N N N 14.154 -18.248 4.889 1.759 -2.569 -3.145 H12 WMP 52 WMP H13 H13 H 0 1 N N N 17.344 -21.908 6.743 -1.776 -0.916 -1.985 H13 WMP 53 WMP H14 H14 H 0 1 N N N 16.752 -20.395 9.139 -0.260 1.065 -0.151 H14 WMP 54 WMP H15 H15 H 0 1 N N N 16.907 -23.303 9.013 -2.724 1.613 -1.779 H15 WMP 55 WMP H16 H16 H 0 1 N N N 15.920 -21.311 10.881 -1.688 2.662 0.899 H16 WMP 56 WMP H17 H17 H 0 1 N N N 15.603 -23.074 10.748 -1.436 3.490 -0.656 H17 WMP 57 WMP H18 H18 H 0 1 N N N 18.067 -24.126 14.287 -5.425 6.100 0.946 H18 WMP 58 WMP H19 H19 H 0 1 N N N 14.842 -22.649 13.752 -3.837 4.062 2.760 H19 WMP 59 WMP H20 H20 H 0 1 N N N 19.719 -21.288 8.041 -1.445 -0.597 1.041 H20 WMP 60 WMP H21 H21 H 0 1 N N N 17.411 -24.334 7.343 -4.750 -1.203 -0.691 H21 WMP 61 WMP H22 H22 H 0 1 N N N 23.761 -23.368 8.371 -0.393 -5.234 1.985 H22 WMP 62 WMP H23 H23 H 0 1 N N N 22.842 -27.382 6.739 -5.367 -5.883 0.342 H23 WMP 63 WMP H24 H24 H 0 1 N N N 21.361 -27.706 7.345 -4.435 -7.109 1.013 H24 WMP 64 # 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 WMP CAP OAU SING N N 1 WMP CAP CBC SING N N 2 WMP OAU BA SING N N 3 WMP CBC CAL DOUB Y N 4 WMP CBC CBD SING Y N 5 WMP CAL CAK SING Y N 6 WMP N6 C6 SING N N 7 WMP BA "O2'" SING N N 8 WMP BA CBD SING N N 9 WMP BA "O3'" SING N N 10 WMP N7 C5 SING Y N 11 WMP N7 C8 DOUB Y N 12 WMP "O2'" "C2'" SING N N 13 WMP C6 C5 DOUB Y N 14 WMP C6 N1 SING Y N 15 WMP C5 C4 SING Y N 16 WMP C8 N9 SING Y N 17 WMP N1 C2 DOUB Y N 18 WMP "C2'" "C1'" SING N N 19 WMP "C2'" "C3'" SING N N 20 WMP CBD CAN DOUB Y N 21 WMP N9 C4 SING Y N 22 WMP N9 "C1'" SING N N 23 WMP C4 N3 DOUB Y N 24 WMP "O3'" "C3'" SING N N 25 WMP CAK CBB DOUB Y N 26 WMP C2 N3 SING Y N 27 WMP "C1'" "O4'" SING N N 28 WMP "C3'" "C4'" SING N N 29 WMP CAN CBB SING Y N 30 WMP CBB CBG SING N N 31 WMP "C4'" "O4'" SING N N 32 WMP "C4'" "C5'" SING N N 33 WMP CBG OAB SING N N 34 WMP CBG CBA SING N N 35 WMP "C5'" "O5'" SING N N 36 WMP CBA CAJ DOUB Y N 37 WMP CBA CAI SING Y N 38 WMP CAJ CAH SING Y N 39 WMP "O5'" PBM SING N N 40 WMP CAI CAG DOUB Y N 41 WMP CAH CAF DOUB Y N 42 WMP OAD PBM DOUB N N 43 WMP CAG CAF SING Y N 44 WMP PBM OAC SING N N 45 WMP PBM OAE SING N N 46 WMP CAI H1 SING N N 47 WMP CAG H2 SING N N 48 WMP CAF H3 SING N N 49 WMP CAH H4 SING N N 50 WMP CAJ H5 SING N N 51 WMP CBG H6 SING N N 52 WMP OAB H7 SING N N 53 WMP CAN H8 SING N N 54 WMP CAK H9 SING N N 55 WMP CAL H10 SING N N 56 WMP CAP H11 SING N N 57 WMP CAP H12 SING N N 58 WMP "C2'" H13 SING N N 59 WMP "C3'" H14 SING N N 60 WMP "C4'" H15 SING N N 61 WMP "C5'" H16 SING N N 62 WMP "C5'" H17 SING N N 63 WMP OAE H18 SING N N 64 WMP OAC H19 SING N N 65 WMP "C1'" H20 SING N N 66 WMP C8 H21 SING N N 67 WMP C2 H22 SING N N 68 WMP N6 H23 SING N N 69 WMP N6 H24 SING N N 70 # 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 WMP InChI InChI 1.03 "InChI=1S/C24H24BN5O9P/c26-22-18-23(28-11-27-22)30(12-29-18)24-21-20(17(37-24)10-36-40(32,33)34)38-25(39-21)16-8-14(6-7-15(16)9-35-25)19(31)13-4-2-1-3-5-13/h1-8,11-12,17,19-21,24,31H,9-10H2,(H2,26,27,28)(H2,32,33,34)/q-1/t17-,19+,20-,21+,24+,25-/m0/s1" WMP InChIKey InChI 1.03 XRLFSRQDERUGQF-ZZEVEECHSA-N WMP SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](CO[P](O)(O)=O)[C@@H]4O[B-]5(OCc6ccc(cc56)[C@H](O)c7ccccc7)O[C@@H]34" WMP SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH]4O[B-]5(OCc6ccc(cc56)[CH](O)c7ccccc7)O[CH]34" WMP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[B-]12(c3cc(ccc3CO1)[C@@H](c4ccccc4)O)O[C@H]5[C@@H](O[C@H]([C@@H]5O2)n6cnc7c6ncnc7N)COP(=O)(O)O" WMP SMILES "OpenEye OEToolkits" 1.7.6 "[B-]12(c3cc(ccc3CO1)C(c4ccccc4)O)OC5C(OC(C5O2)n6cnc7c6ncnc7N)COP(=O)(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 WMP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;[(1R,5R,6R,8S)-6-(6-aminopurin-9-yl)-3'-[(R)-oxidanyl(phenyl)methyl]spiro[2,4,7-trioxa-3-boranuidabicyclo[3.3.0]octane-3,9'-8-oxa-9-boranuidabicyclo[4.3.0]nona-1,3,5-triene]-8-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 WMP "Create component" 2013-05-10 PDBJ WMP "Modify atom id" 2013-06-20 PDBJ WMP "Initial release" 2013-09-04 RCSB #