data_B9B # _chem_comp.id B9B _chem_comp.name "6-propyl, guanosine-5'-monophosphate" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H20 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-25 _chem_comp.pdbx_modified_date 2019-04-29 _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 405.300 _chem_comp.one_letter_code G _chem_comp.three_letter_code B9B _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 6EK0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 B9B C2 C1 C 0 1 Y N N 252.802 244.959 316.755 -3.887 1.571 -1.083 C2 B9B 1 B9B C5 C2 C 0 1 Y N N 250.504 243.657 317.513 -2.796 -0.539 0.173 C5 B9B 2 B9B C6 C3 C 0 1 Y N N 251.699 242.908 317.133 -4.180 -0.476 -0.050 C6 B9B 3 B9B C8 C4 C 0 1 Y N N 248.626 244.516 318.102 -0.743 -1.002 0.698 C8 B9B 4 B9B "C1'" C5 C 0 1 N N R 249.033 246.949 317.881 0.483 1.018 -0.192 "C1'" B9B 5 B9B "C2'" C6 C 0 1 N N R 247.660 247.161 317.275 0.721 2.016 0.963 "C2'" B9B 6 B9B "C3'" C7 C 0 1 N N S 247.190 248.415 317.991 2.258 2.061 1.109 "C3'" B9B 7 B9B C4 C8 C 0 1 Y N N 250.593 245.106 317.450 -1.999 0.528 -0.276 C4 B9B 8 B9B "C4'" C9 C 0 1 N N R 247.868 248.322 319.357 2.767 1.084 0.026 "C4'" B9B 9 B9B "C5'" C10 C 0 1 N N N 246.966 247.879 320.476 3.985 0.310 0.536 "C5'" B9B 10 B9B N1 N1 N 0 1 Y N N 252.778 243.611 316.755 -4.675 0.585 -0.675 N1 B9B 11 B9B N2 N2 N 0 1 N N N 253.923 245.590 316.351 -4.454 2.659 -1.725 N2 B9B 12 B9B N3 N3 N 0 1 Y N N 251.728 245.701 317.066 -2.577 1.553 -0.893 N3 B9B 13 B9B N7 N4 N 0 1 Y N N 249.272 243.351 317.926 -1.967 -1.438 0.758 N7 B9B 14 B9B N9 N5 N 0 1 Y N N 249.425 245.550 317.836 -0.710 0.208 0.069 N9 B9B 15 B9B "O2'" O1 O 0 1 N N N 247.737 247.280 315.871 0.213 3.307 0.621 "O2'" B9B 16 B9B "O3'" O2 O 0 1 N N N 247.661 249.555 317.290 2.747 3.381 0.863 "O3'" B9B 17 B9B "O4'" O3 O 0 1 N N N 248.934 247.356 319.220 1.662 0.184 -0.208 "O4'" B9B 18 B9B "O5'" O4 O 0 1 N N N 246.485 246.561 320.258 4.510 -0.500 -0.518 "O5'" B9B 19 B9B O6 O5 O 0 1 N N N 251.699 241.548 317.173 -4.994 -1.477 0.362 O6 B9B 20 B9B OP1 O6 O 0 1 N N N 246.113 244.184 320.949 6.936 -0.647 0.162 OP1 B9B 21 B9B OP2 O7 O 0 1 N N N 245.120 246.202 322.279 5.458 -2.614 0.725 OP2 B9B 22 B9B P P1 P 0 1 N N N 246.228 245.583 321.475 5.797 -1.450 -0.335 P B9B 23 B9B C61 C11 C 0 1 N N N 250.862 240.798 316.307 -6.390 -1.332 0.093 C61 B9B 24 B9B C62 C12 C 0 1 N N N 250.691 239.408 316.889 -7.142 -2.552 0.628 C62 B9B 25 B9B C63 C13 C 0 1 N N N 249.854 239.482 318.139 -8.637 -2.396 0.341 C63 B9B 26 B9B H1 H1 H 0 1 N N N 247.597 244.603 318.417 0.120 -1.521 1.089 H1 B9B 27 B9B H2 H2 H 0 1 N N N 249.767 247.564 317.339 0.381 1.549 -1.138 H2 B9B 28 B9B H3 H3 H 0 1 N N N 247.008 246.321 317.557 0.260 1.654 1.882 H3 B9B 29 B9B H4 H4 H 0 1 N N N 246.095 248.415 318.100 2.557 1.721 2.101 H4 B9B 30 B9B H5 H5 H 0 1 N N N 248.289 249.307 319.607 3.017 1.626 -0.886 H5 B9B 31 B9B H6 H6 H 0 1 N N N 247.528 247.904 321.421 4.749 1.014 0.868 H6 B9B 32 B9B H7 H7 H 0 1 N N N 246.110 248.567 320.540 3.688 -0.325 1.370 H7 B9B 33 B9B H8 H8 H 0 1 N N N 254.613 244.913 316.095 -5.413 2.692 -1.869 H8 B9B 34 B9B H9 H9 H 0 1 N N N 253.714 246.168 315.562 -3.893 3.389 -2.030 H9 B9B 35 B9B H10 H10 H 0 1 N N N 246.866 247.412 315.516 0.336 3.973 1.311 H10 B9B 36 B9B H11 H11 H 0 1 N N N 247.370 250.343 317.734 2.410 4.046 1.478 H11 B9B 37 B9B H13 H13 H 0 1 N N N 244.408 245.579 322.370 4.719 -3.181 0.464 H13 B9B 38 B9B H14 H14 H 0 1 N N N 251.325 240.729 315.311 -6.762 -0.432 0.583 H14 B9B 39 B9B H15 H15 H 0 1 N N N 249.881 241.288 316.222 -6.546 -1.251 -0.983 H15 B9B 40 B9B H16 H16 H 0 1 N N N 250.192 238.762 316.152 -6.770 -3.452 0.139 H16 B9B 41 B9B H17 H17 H 0 1 N N N 251.678 238.990 317.134 -6.986 -2.632 1.704 H17 B9B 42 B9B H18 H18 H 0 1 N N N 249.731 238.473 318.559 -9.009 -1.496 0.830 H18 B9B 43 B9B H19 H19 H 0 1 N N N 250.353 240.128 318.876 -8.793 -2.315 -0.735 H19 B9B 44 B9B H20 H20 H 0 1 N N N 248.866 239.900 317.895 -9.173 -3.265 0.722 H20 B9B 45 B9B OP3 OP3 O 0 1 N N N 247.559 245.713 322.352 6.182 -2.110 -1.752 OP3 B9B 46 B9B H12 H12 H 0 1 N N N 248.013 244.878 322.366 6.950 -2.697 -1.717 H12 B9B 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 B9B "O2'" "C2'" SING N N 1 B9B C61 C62 SING N N 2 B9B C61 O6 SING N N 3 B9B N2 C2 SING N N 4 B9B C2 N1 DOUB Y N 5 B9B C2 N3 SING Y N 6 B9B N1 C6 SING Y N 7 B9B C62 C63 SING N N 8 B9B N3 C4 DOUB Y N 9 B9B C6 O6 SING N N 10 B9B C6 C5 DOUB Y N 11 B9B "C2'" "C1'" SING N N 12 B9B "C2'" "C3'" SING N N 13 B9B "O3'" "C3'" SING N N 14 B9B C4 C5 SING Y N 15 B9B C4 N9 SING Y N 16 B9B C5 N7 SING Y N 17 B9B N9 "C1'" SING N N 18 B9B N9 C8 SING Y N 19 B9B "C1'" "O4'" SING N N 20 B9B N7 C8 DOUB Y N 21 B9B "C3'" "C4'" SING N N 22 B9B "O4'" "C4'" SING N N 23 B9B "C4'" "C5'" SING N N 24 B9B "O5'" "C5'" SING N N 25 B9B "O5'" P SING N N 26 B9B OP1 P DOUB N N 27 B9B P OP2 SING N N 28 B9B C8 H1 SING N N 29 B9B "C1'" H2 SING N N 30 B9B "C2'" H3 SING N N 31 B9B "C3'" H4 SING N N 32 B9B "C4'" H5 SING N N 33 B9B "C5'" H6 SING N N 34 B9B "C5'" H7 SING N N 35 B9B N2 H8 SING N N 36 B9B N2 H9 SING N N 37 B9B "O2'" H10 SING N N 38 B9B "O3'" H11 SING N N 39 B9B OP2 H13 SING N N 40 B9B C61 H14 SING N N 41 B9B C61 H15 SING N N 42 B9B C62 H16 SING N N 43 B9B C62 H17 SING N N 44 B9B C63 H18 SING N N 45 B9B C63 H19 SING N N 46 B9B C63 H20 SING N N 47 B9B P OP3 SING N N 48 B9B OP3 H12 SING N N 49 # # 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 B9B InChI InChI 1.03 "InChI=1S/C13H20N5O8P/c1-2-3-24-11-7-10(16-13(14)17-11)18(5-15-7)12-9(20)8(19)6(26-12)4-25-27(21,22)23/h5-6,8-9,12,19-20H,2-4H2,1H3,(H2,14,16,17)(H2,21,22,23)/t6-,8-,9-,12-/m1/s1" B9B InChIKey InChI 1.03 BEBGGMIXLKQJTH-WOUKDFQISA-N B9B SMILES_CANONICAL CACTVS 3.385 "CCCOc1nc(N)nc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O" B9B SMILES CACTVS 3.385 "CCCOc1nc(N)nc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" B9B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCOc1c2c(nc(n1)N)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O" B9B SMILES "OpenEye OEToolkits" 2.0.6 "CCCOc1c2c(nc(n1)N)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O" # _pdbx_chem_comp_identifier.comp_id B9B _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-propoxy-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-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 B9B "Create component" 2017-09-25 EBI B9B "Initial release" 2018-01-24 RCSB B9B "Modify one letter code" 2019-04-29 EBI ##