data_18M # _chem_comp.id 18M _chem_comp.name ;2'-O-methylguanosine 3',5'-bis(dihydrogen phosphate) ; _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H17 N5 O11 P2" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-07 _chem_comp.pdbx_modified_date 2012-11-16 _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 457.227 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18M _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 4HQU _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 18M P P P 0 1 N N N 1.660 12.791 8.324 4.395 2.650 0.291 P 18M 1 18M "O5'" "O5'" O 0 1 N N N 3.152 13.288 7.995 3.093 1.804 0.714 "O5'" 18M 2 18M "C5'" "C5'" C 0 1 N N N 3.994 13.729 9.045 2.613 0.687 -0.038 "C5'" 18M 3 18M "C4'" "C4'" C 0 1 N N R 5.410 13.931 8.524 1.365 0.116 0.638 "C4'" 18M 4 18M "O4'" "O4'" O 0 1 N N N 5.887 12.750 7.878 0.261 1.040 0.531 "O4'" 18M 5 18M "C3'" "C3'" C 0 1 N N R 5.530 15.061 7.510 0.863 -1.142 -0.116 "C3'" 18M 6 18M "O3'" "O3'" O 0 1 N N N 6.643 15.883 7.891 1.531 -2.316 0.350 "O3'" 18M 7 18M "C2'" "C2'" C 0 1 N N R 5.895 14.373 6.206 -0.637 -1.172 0.266 "C2'" 18M 8 18M "O2'" "O2'" O 0 1 N N N 6.636 15.249 5.326 -0.860 -2.079 1.347 "O2'" 18M 9 18M "C1'" "C1'" C 0 1 N N R 6.631 13.136 6.719 -0.944 0.277 0.706 "C1'" 18M 10 18M N9 N9 N 0 1 Y N N 6.743 12.000 5.769 -2.013 0.834 -0.127 N9 18M 11 18M C8 C8 C 0 1 Y N N 5.777 11.516 4.963 -1.848 1.597 -1.246 C8 18M 12 18M N7 N7 N 0 1 Y N N 6.234 10.463 4.243 -3.014 1.916 -1.731 N7 18M 13 18M C5 C5 C 0 1 Y N N 7.509 10.253 4.597 -3.981 1.378 -0.952 C5 18M 14 18M C6 C6 C 0 1 N N N 8.573 9.295 4.224 -5.447 1.385 -0.983 C6 18M 15 18M O6 O6 O 0 1 N N N 8.388 8.390 3.374 -6.049 1.979 -1.863 O6 18M 16 18M N1 N1 N 0 1 N N N 9.762 9.425 4.825 -6.112 0.726 -0.021 N1 18M 17 18M C2 C2 C 0 1 N N N 10.015 10.368 5.748 -5.476 0.082 0.934 C2 18M 18 18M N2 N2 N 0 1 N N N 11.260 10.384 6.284 -6.208 -0.572 1.887 N2 18M 19 18M N3 N3 N 0 1 N N N 9.081 11.277 6.140 -4.120 0.042 1.009 N3 18M 20 18M C4 C4 C 0 1 Y N N 7.841 11.265 5.606 -3.351 0.681 0.071 C4 18M 21 18M P1 P1 P 0 1 N N N 6.543 17.144 8.875 2.389 -3.277 -0.616 P1 18M 22 18M O11 O11 O 0 1 N N N 7.303 16.808 10.109 1.413 -3.962 -1.697 O11 18M 23 18M O12 O12 O 0 1 N N N 7.364 18.241 8.058 3.420 -2.479 -1.317 O12 18M 24 18M O13 O13 O 0 1 N N N 5.113 17.560 8.980 3.103 -4.421 0.264 O13 18M 25 18M CM2 CM2 C 0 1 N N N 8.073 15.283 5.394 -2.153 -2.687 1.339 CM2 18M 26 18M OP1 OP1 O 0 1 N N N 1.178 13.522 9.554 4.716 3.745 1.428 OP1 18M 27 18M OP2 OP2 O 0 1 N N N 0.815 12.811 7.067 5.551 1.737 0.145 OP2 18M 28 18M OP3 OP3 O 0 1 N N N 1.909 11.268 8.728 4.120 3.396 -1.109 OP3 18M 29 18M "H5'" "H5'" H 0 1 N N N 3.613 14.681 9.443 2.364 1.009 -1.048 "H5'" 18M 30 18M "H5'A" "H5'A" H 0 0 N N N 4.004 12.975 9.846 3.386 -0.081 -0.081 "H5'A" 18M 31 18M "H4'" "H4'" H 0 1 N N N 6.060 14.168 9.379 1.569 -0.119 1.683 "H4'" 18M 32 18M "H3'" "H3'" H 0 1 N N N 4.590 15.626 7.421 0.988 -1.026 -1.192 "H3'" 18M 33 18M "H2'" "H2'" H 0 1 N N N 4.969 14.048 5.709 -1.245 -1.447 -0.596 "H2'" 18M 34 18M "H1'" "H1'" H 0 1 N N N 7.643 13.442 7.021 -1.243 0.290 1.754 "H1'" 18M 35 18M H8 H8 H 0 1 N N N 4.775 11.914 4.900 -0.897 1.891 -1.665 H8 18M 36 18M HN2 HN2 H 0 1 N N N 11.940 9.713 5.988 -7.177 -0.556 1.851 HN2 18M 37 18M HN2A HN2A H 0 0 N N N 11.498 11.066 6.975 -5.758 -1.053 2.600 HN2A 18M 38 18M HN3 HN3 H 0 1 N N N 9.316 11.961 6.831 -3.693 -0.445 1.731 HN3 18M 39 18M HO11 HO11 H 0 0 N N N 8.104 17.318 10.137 0.712 -4.502 -1.308 HO11 18M 40 18M HO13 HO13 H 0 0 N N N 4.991 18.392 8.538 3.639 -5.038 -0.254 HO13 18M 41 18M HM2 HM2 H 0 1 N N N 8.459 16.002 4.656 -2.243 -3.361 2.190 HM2 18M 42 18M HM2A HM2A H 0 0 N N N 8.385 15.591 6.403 -2.919 -1.914 1.405 HM2A 18M 43 18M HM2B HM2B H 0 0 N N N 8.474 14.282 5.175 -2.284 -3.250 0.414 HM2B 18M 44 18M HOP1 HOP1 H 0 0 N N N 0.342 13.934 9.371 5.490 4.292 1.239 HOP1 18M 45 18M HOP3 HOP3 H 0 0 N N N 1.479 10.699 8.101 3.375 4.011 -1.087 HOP3 18M 46 # 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 18M OP2 P DOUB N N 1 18M "O5'" P SING N N 2 18M P OP3 SING N N 3 18M P OP1 SING N N 4 18M "O5'" "C5'" SING N N 5 18M "C4'" "C5'" SING N N 6 18M "C5'" "H5'" SING N N 7 18M "C5'" "H5'A" SING N N 8 18M "C3'" "C4'" SING N N 9 18M "O4'" "C4'" SING N N 10 18M "C4'" "H4'" SING N N 11 18M "C1'" "O4'" SING N N 12 18M "C2'" "C3'" SING N N 13 18M "C3'" "O3'" SING N N 14 18M "C3'" "H3'" SING N N 15 18M "O3'" P1 SING N N 16 18M "O2'" "C2'" SING N N 17 18M "C2'" "C1'" SING N N 18 18M "C2'" "H2'" SING N N 19 18M "O2'" CM2 SING N N 20 18M N9 "C1'" SING N N 21 18M "C1'" "H1'" SING N N 22 18M C8 N9 SING Y N 23 18M C4 N9 SING Y N 24 18M N7 C8 DOUB Y N 25 18M C8 H8 SING N N 26 18M N7 C5 SING Y N 27 18M C6 C5 SING N N 28 18M C5 C4 DOUB Y N 29 18M O6 C6 DOUB N N 30 18M C6 N1 SING N N 31 18M N1 C2 DOUB N N 32 18M C2 N3 SING N N 33 18M C2 N2 SING N N 34 18M N2 HN2 SING N N 35 18M N2 HN2A SING N N 36 18M C4 N3 SING N N 37 18M N3 HN3 SING N N 38 18M O12 P1 DOUB N N 39 18M P1 O13 SING N N 40 18M P1 O11 SING N N 41 18M O11 HO11 SING N N 42 18M O13 HO13 SING N N 43 18M CM2 HM2 SING N N 44 18M CM2 HM2A SING N N 45 18M CM2 HM2B SING N N 46 18M OP1 HOP1 SING N N 47 18M OP3 HOP3 SING N N 48 # 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 18M SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(n1cnc2c1NC(=NC2=O)N)C(OC)C3OP(=O)(O)O" 18M InChI InChI 1.03 "InChI=1S/C11H17N5O11P2/c1-24-7-6(27-29(21,22)23)4(2-25-28(18,19)20)26-10(7)16-3-13-5-8(16)14-11(12)15-9(5)17/h3-4,6-7,10H,2H2,1H3,(H2,18,19,20)(H2,21,22,23)(H3,12,14,15,17)/t4-,6-,7-,10-/m1/s1" 18M InChIKey InChI 1.03 SKZHCLKZMCYMDN-KQYNXXCUSA-N 18M SMILES_CANONICAL CACTVS 3.370 "CO[C@@H]1[C@H](O[P](O)(O)=O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3C(=O)N=C(N)Nc23" 18M SMILES CACTVS 3.370 "CO[CH]1[CH](O[P](O)(O)=O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3C(=O)N=C(N)Nc23" 18M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CO[C@@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2NC(=NC3=O)N)COP(=O)(O)O)OP(=O)(O)O" 18M SMILES "OpenEye OEToolkits" 1.7.6 "COC1C(C(OC1n2cnc3c2NC(=NC3=O)N)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 18M "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-O-methylguanosine 3',5'-bis(dihydrogen phosphate) ; 18M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4R,5R)-5-(2-azanyl-6-oxidanylidene-3H-purin-9-yl)-4-methoxy-2-(phosphonooxymethyl)oxolan-3-yl] 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 18M "Create component" 2012-11-07 RCSB 18M "Initial release" 2012-11-16 RCSB #