data_2ID # _chem_comp.id 2ID _chem_comp.name "[(1R,2S,4S,5S)-4-[2-iodo-6-(methylamino)-9H-purin-9-yl]-2-(phosphonooxy)bicyclo[3.1.0]hex-1-yl]methyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 I N5 O8 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-22 _chem_comp.pdbx_modified_date 2015-03-27 _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 561.163 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2ID _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 4XNW _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 2ID OAF O1 O 0 1 N N N 24.560 20.554 12.040 3.361 -2.889 -2.512 OAF 2ID 1 2ID PBC P1 P 0 1 N N N 24.196 21.030 10.556 3.500 -2.840 -0.909 PBC 2ID 2 2ID OAG O2 O 0 1 N N N 23.076 19.990 10.056 3.173 -4.293 -0.298 OAG 2ID 3 2ID OAC O3 O 0 1 N N N 25.441 20.990 9.735 4.880 -2.450 -0.545 OAC 2ID 4 2ID OAR O4 O 0 1 N N N 23.501 22.510 10.652 2.463 -1.762 -0.313 OAR 2ID 5 2ID CAW C1 C 0 1 N N S 22.171 22.773 10.156 2.555 -0.362 -0.583 CAW 2ID 6 2ID CAK C2 C 0 1 N N N 21.206 22.586 11.300 1.255 0.148 -1.254 CAK 2ID 7 2ID CBA C3 C 0 1 N N R 22.016 24.266 9.678 2.639 0.437 0.734 CBA 2ID 8 2ID CAJ C4 C 0 1 N N N 21.874 24.566 8.207 3.826 1.388 0.906 CAJ 2ID 9 2ID OAQ O5 O 0 1 N N N 22.447 23.561 7.393 5.027 0.728 0.501 OAQ 2ID 10 2ID PBB P2 P 0 1 N N N 22.240 23.721 5.803 6.473 1.434 0.549 PBB 2ID 11 2ID OAD O6 O 0 1 N N N 22.504 25.255 5.471 6.869 1.745 2.078 OAD 2ID 12 2ID OAE O7 O 0 1 N N N 20.645 23.499 5.538 7.571 0.451 -0.100 OAE 2ID 13 2ID OAB O8 O 0 1 N N N 23.085 22.754 5.047 6.431 2.700 -0.217 OAB 2ID 14 2ID CAL C5 C 0 1 N N N 22.064 25.395 10.646 1.932 -0.126 1.968 CAL 2ID 15 2ID CAY C6 C 0 1 N N S 20.761 24.755 10.304 1.205 0.879 1.073 CAY 2ID 16 2ID CAX C7 C 0 1 N N S 20.126 23.662 11.110 0.299 0.333 -0.050 CAX 2ID 17 2ID N9 N1 N 0 1 Y N N 18.960 23.143 10.358 -0.754 1.298 -0.374 N9 2ID 18 2ID C8 C8 C 0 1 Y N N 18.875 22.840 9.070 -0.570 2.570 -0.829 C8 2ID 19 2ID N7 N2 N 0 1 Y N N 17.654 22.376 8.819 -1.721 3.146 -1.020 N7 2ID 20 2ID C5 C9 C 0 1 Y N N 16.979 22.391 9.955 -2.715 2.282 -0.700 C5 2ID 21 2ID C4 C10 C 0 1 Y N N 17.789 22.866 10.903 -2.106 1.087 -0.282 C4 2ID 22 2ID N3 N3 N 0 1 Y N N 17.345 22.982 12.161 -2.873 0.066 0.086 N3 2ID 23 2ID C2 C11 C 0 1 Y N N 16.081 22.617 12.458 -4.186 0.171 0.067 C2 2ID 24 2ID I2 I1 I 0 1 N N N 15.369 22.781 14.426 -5.339 -1.474 0.660 I2 2ID 25 2ID N1 N4 N 0 1 Y N N 15.265 22.146 11.501 -4.803 1.276 -0.313 N1 2ID 26 2ID C6 C12 C 0 1 Y N N 15.733 22.036 10.260 -4.119 2.346 -0.705 C6 2ID 27 2ID N6 N5 N 0 1 N N N 14.987 21.579 9.275 -4.774 3.497 -1.106 N6 2ID 28 2ID CAA C13 C 0 1 N N N 13.803 20.780 9.641 -6.238 3.545 -1.105 CAA 2ID 29 2ID H1 H1 H 0 1 N N N 25.486 20.347 12.088 2.480 -3.138 -2.824 H1 2ID 30 2ID H2 H2 H 0 1 N N N 23.401 19.511 9.303 3.760 -4.994 -0.614 H2 2ID 31 2ID H3 H3 H 0 1 N N N 21.915 22.097 9.327 3.418 -0.152 -1.215 H3 2ID 32 2ID H4 H4 H 0 1 N N N 20.758 21.582 11.264 1.428 1.098 -1.759 H4 2ID 33 2ID H5 H5 H 0 1 N N N 21.720 22.724 12.263 0.864 -0.593 -1.951 H5 2ID 34 2ID H6 H6 H 0 1 N N N 22.374 25.522 7.992 3.673 2.275 0.292 H6 2ID 35 2ID H7 H7 H 0 1 N N N 20.804 24.649 7.965 3.908 1.680 1.953 H7 2ID 36 2ID H8 H8 H 0 1 N N N 23.188 25.324 4.815 6.916 0.959 2.640 H8 2ID 37 2ID H9 H9 H 0 1 N N N 20.521 22.776 4.934 8.469 0.812 -0.105 H9 2ID 38 2ID H10 H10 H 0 1 N N N 22.505 25.247 11.643 1.603 -1.165 1.929 H10 2ID 39 2ID H11 H11 H 0 1 N N N 22.287 26.413 10.294 2.270 0.222 2.944 H11 2ID 40 2ID H12 H12 H 0 1 N N N 20.086 25.337 9.659 0.994 1.878 1.454 H12 2ID 41 2ID H13 H13 H 0 1 N N N 19.810 24.048 12.091 -0.136 -0.623 0.242 H13 2ID 42 2ID H14 H14 H 0 1 N N N 19.667 22.952 8.344 0.391 3.032 -1.005 H14 2ID 43 2ID H15 H15 H 0 1 N N N 15.569 21.007 8.697 -4.263 4.272 -1.388 H15 2ID 44 2ID H16 H16 H 0 1 N N N 13.276 20.465 8.728 -6.627 2.775 -1.771 H16 2ID 45 2ID H17 H17 H 0 1 N N N 14.121 19.891 10.206 -6.606 3.372 -0.094 H17 2ID 46 2ID H18 H18 H 0 1 N N N 13.129 21.387 10.263 -6.570 4.525 -1.449 H18 2ID 47 # 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 2ID OAB PBB DOUB N N 1 2ID OAD PBB SING N N 2 2ID OAE PBB SING N N 3 2ID PBB OAQ SING N N 4 2ID OAQ CAJ SING N N 5 2ID CAJ CBA SING N N 6 2ID N7 C8 DOUB Y N 7 2ID N7 C5 SING Y N 8 2ID C8 N9 SING Y N 9 2ID N6 CAA SING N N 10 2ID N6 C6 SING N N 11 2ID CBA CAW SING N N 12 2ID CBA CAY SING N N 13 2ID CBA CAL SING N N 14 2ID OAC PBC DOUB N N 15 2ID C5 C6 DOUB Y N 16 2ID C5 C4 SING Y N 17 2ID OAG PBC SING N N 18 2ID CAW OAR SING N N 19 2ID CAW CAK SING N N 20 2ID C6 N1 SING Y N 21 2ID CAY CAL SING N N 22 2ID CAY CAX SING N N 23 2ID N9 C4 SING Y N 24 2ID N9 CAX SING N N 25 2ID PBC OAR SING N N 26 2ID PBC OAF SING N N 27 2ID C4 N3 DOUB Y N 28 2ID CAX CAK SING N N 29 2ID N1 C2 DOUB Y N 30 2ID N3 C2 SING Y N 31 2ID C2 I2 SING N N 32 2ID OAF H1 SING N N 33 2ID OAG H2 SING N N 34 2ID CAW H3 SING N N 35 2ID CAK H4 SING N N 36 2ID CAK H5 SING N N 37 2ID CAJ H6 SING N N 38 2ID CAJ H7 SING N N 39 2ID OAD H8 SING N N 40 2ID OAE H9 SING N N 41 2ID CAL H10 SING N N 42 2ID CAL H11 SING N N 43 2ID CAY H12 SING N N 44 2ID CAX H13 SING N N 45 2ID C8 H14 SING N N 46 2ID N6 H15 SING N N 47 2ID CAA H16 SING N N 48 2ID CAA H17 SING N N 49 2ID CAA H18 SING N N 50 # 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 2ID SMILES ACDLabs 12.01 "O=P(O)(O)OC3CC(n1c2nc(I)nc(c2nc1)NC)C4CC34COP(=O)(O)O" 2ID InChI InChI 1.03 "InChI=1S/C13H18IN5O8P2/c1-15-10-9-11(18-12(14)17-10)19(5-16-9)7-2-8(27-29(23,24)25)13(3-6(7)13)4-26-28(20,21)22/h5-8H,2-4H2,1H3,(H,15,17,18)(H2,20,21,22)(H2,23,24,25)/t6-,7+,8+,13+/m1/s1" 2ID InChIKey InChI 1.03 NMVWLEUONAKGCD-SMWKGLLFSA-N 2ID SMILES_CANONICAL CACTVS 3.385 "CNc1nc(I)nc2n(cnc12)[C@H]3C[C@H](O[P](O)(O)=O)[C@]4(CO[P](O)(O)=O)C[C@H]34" 2ID SMILES CACTVS 3.385 "CNc1nc(I)nc2n(cnc12)[CH]3C[CH](O[P](O)(O)=O)[C]4(CO[P](O)(O)=O)C[CH]34" 2ID SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CNc1c2c(nc(n1)I)n(cn2)[C@H]3C[C@@H]([C@]4([C@@H]3C4)COP(=O)(O)O)OP(=O)(O)O" 2ID SMILES "OpenEye OEToolkits" 1.9.2 "CNc1c2c(nc(n1)I)n(cn2)C3CC(C4(C3C4)COP(=O)(O)O)OP(=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 2ID "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R,2S,4S,5S)-4-[2-iodo-6-(methylamino)-9H-purin-9-yl]-2-(phosphonooxy)bicyclo[3.1.0]hex-1-yl]methyl dihydrogen phosphate" 2ID "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1R,2S,4S,5S)-4-[2-iodanyl-6-(methylamino)purin-9-yl]-2-phosphonooxy-1-bicyclo[3.1.0]hexanyl]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 2ID "Create component" 2015-01-22 PDBJ 2ID "Initial release" 2015-04-01 RCSB #