data_IMO # _chem_comp.id IMO _chem_comp.name "6-O-PHOSPHORYL INOSINE MONOPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N4 O11 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 428.186 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IMO _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CG0 _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 IMO P P P 0 1 N N N -8.363 48.851 46.720 -1.104 -0.631 5.425 P IMO 1 IMO O1 O1 O 0 1 N N N -7.516 49.498 45.688 -2.305 -0.903 6.462 O1 IMO 2 IMO C2 C2 C 0 1 Y N N -8.191 51.480 50.194 1.945 1.692 3.533 C2 IMO 3 IMO "C1'" "C1'" C 0 1 N N R -11.782 53.301 51.721 1.177 0.455 -0.711 "C1'" IMO 4 IMO "C2'" "C2'" C 0 1 N N R -12.099 54.730 51.630 1.949 -0.875 -0.855 "C2'" IMO 5 IMO "C3'" "C3'" C 0 1 N N S -12.896 55.039 52.937 1.933 -1.156 -2.374 "C3'" IMO 6 IMO "C4'" "C4'" C 0 1 N N R -13.740 53.783 53.032 1.153 0.035 -2.972 "C4'" IMO 7 IMO "C5'" "C5'" C 0 1 N N N -15.113 53.892 52.474 0.272 -0.424 -4.135 "C5'" IMO 8 IMO O2 O2 O 0 1 N N N -7.619 48.521 47.958 -1.164 -1.717 4.238 O2 IMO 9 IMO O3 O3 O 0 1 N N N -9.080 47.661 46.185 0.191 -0.742 6.131 O3 IMO 10 IMO PA PA P 0 1 N N N -16.099 53.903 49.986 -1.389 0.128 -5.837 PA IMO 11 IMO O1A O1A O 0 1 N N N -15.824 52.480 49.683 -2.280 1.328 -6.435 O1A IMO 12 IMO O2A O2A O 0 1 N N N -15.783 54.720 48.821 -0.429 -0.454 -6.991 O2A IMO 13 IMO O3A O3A O 0 1 N N N -17.508 54.207 50.319 -2.277 -0.948 -5.344 O3A IMO 14 IMO "O5'" "O5'" O 0 1 N N N -15.093 54.339 51.171 -0.490 0.681 -4.621 "O5'" IMO 15 IMO "O4'" "O4'" O 0 1 N N N -12.945 52.713 52.425 0.335 0.521 -1.882 "O4'" IMO 16 IMO N9 N9 N 0 1 Y N N -11.455 52.808 50.460 0.363 0.443 0.505 N9 IMO 17 IMO C4 C4 C 0 1 Y N N -10.263 52.165 50.090 0.759 0.861 1.751 C4 IMO 18 IMO N3 N3 N 0 1 Y N N -9.138 52.138 50.794 1.873 1.377 2.257 N3 IMO 19 IMO N1 N1 N 0 1 Y N N -8.337 50.897 49.026 0.933 1.522 4.364 N1 IMO 20 IMO C6 C6 C 0 1 Y N N -9.461 50.806 48.269 -0.221 1.018 3.947 C6 IMO 21 IMO O6 O6 O 0 1 N N N -9.591 49.921 47.058 -1.254 0.847 4.807 O6 IMO 22 IMO C5 C5 C 0 1 Y N N -10.494 51.554 48.891 -0.348 0.666 2.595 C5 IMO 23 IMO N7 N7 N 0 1 Y N N -11.799 51.801 48.464 -1.341 0.142 1.836 N7 IMO 24 IMO C8 C8 C 0 1 Y N N -12.290 52.525 49.423 -0.925 0.011 0.609 C8 IMO 25 IMO "O2'" "O2'" O 0 1 N N N -10.831 55.385 51.453 3.291 -0.731 -0.386 "O2'" IMO 26 IMO "O3'" "O3'" O 0 1 N N N -12.063 55.249 54.138 3.265 -1.191 -2.890 "O3'" IMO 27 IMO HO1 HO1 H 0 1 N N N -7.993 49.709 44.894 -2.179 -1.797 6.809 HO1 IMO 28 IMO H2 H2 H 0 1 N N N -7.214 51.413 50.701 2.867 2.106 3.915 H2 IMO 29 IMO "H1'" "H1'" H 0 1 N N N -10.870 53.035 52.306 1.871 1.296 -0.695 "H1'" IMO 30 IMO "H2'" "H2'" H 0 1 N N N -12.738 55.079 50.785 1.439 -1.672 -0.314 "H2'" IMO 31 IMO "H3'" "H3'" H 0 1 N N N -13.459 56.000 52.894 1.418 -2.093 -2.584 "H3'" IMO 32 IMO "H4'" "H4'" H 0 1 N N N -13.960 53.567 54.103 1.843 0.811 -3.303 "H4'" IMO 33 IMO "H5'1" "1H5'" H 0 0 N N N -15.669 52.930 52.567 0.902 -0.811 -4.936 "H5'1" IMO 34 IMO "H5'2" "2H5'" H 0 0 N N N -15.764 54.530 53.114 -0.401 -1.209 -3.792 "H5'2" IMO 35 IMO HO2 HO2 H 0 1 N N N -8.161 48.106 48.618 -2.022 -1.611 3.805 HO2 IMO 36 IMO HOA1 1HOA H 0 0 N N N -16.030 51.947 50.442 -2.801 0.955 -7.159 HOA1 IMO 37 IMO HOA2 2HOA H 0 0 N N N -15.959 55.633 49.015 0.131 0.276 -7.284 HOA2 IMO 38 IMO H81 1H8 H 0 1 N N N -13.335 52.872 49.361 -1.514 -0.382 -0.205 H81 IMO 39 IMO "HO'2" "2HO'" H 0 0 N N N -11.036 56.310 51.394 3.738 -1.572 -0.557 "HO'2" IMO 40 IMO "HO'3" "3HO'" H 0 0 N N N -12.547 55.437 54.933 3.712 -1.934 -2.461 "HO'3" IMO 41 # 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 IMO P O1 SING N N 1 IMO P O2 SING N N 2 IMO P O3 DOUB N N 3 IMO P O6 SING N N 4 IMO O1 HO1 SING N N 5 IMO C2 N3 DOUB Y N 6 IMO C2 N1 SING Y N 7 IMO C2 H2 SING N N 8 IMO "C1'" "C2'" SING N N 9 IMO "C1'" "O4'" SING N N 10 IMO "C1'" N9 SING N N 11 IMO "C1'" "H1'" SING N N 12 IMO "C2'" "C3'" SING N N 13 IMO "C2'" "O2'" SING N N 14 IMO "C2'" "H2'" SING N N 15 IMO "C3'" "C4'" SING N N 16 IMO "C3'" "O3'" SING N N 17 IMO "C3'" "H3'" SING N N 18 IMO "C4'" "C5'" SING N N 19 IMO "C4'" "O4'" SING N N 20 IMO "C4'" "H4'" SING N N 21 IMO "C5'" "O5'" SING N N 22 IMO "C5'" "H5'1" SING N N 23 IMO "C5'" "H5'2" SING N N 24 IMO O2 HO2 SING N N 25 IMO PA O1A SING N N 26 IMO PA O2A SING N N 27 IMO PA O3A DOUB N N 28 IMO PA "O5'" SING N N 29 IMO O1A HOA1 SING N N 30 IMO O2A HOA2 SING N N 31 IMO N9 C4 SING Y N 32 IMO N9 C8 SING Y N 33 IMO C4 N3 SING Y N 34 IMO C4 C5 DOUB Y N 35 IMO N1 C6 DOUB Y N 36 IMO C6 O6 SING N N 37 IMO C6 C5 SING Y N 38 IMO C5 N7 SING Y N 39 IMO N7 C8 DOUB Y N 40 IMO C8 H81 SING N N 41 IMO "O2'" "HO'2" SING N N 42 IMO "O3'" "HO'3" SING N N 43 # 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 IMO SMILES ACDLabs 10.04 "O=P(O)(O)Oc3ncnc1c3ncn1C2OC(C(O)C2O)COP(=O)(O)O" IMO SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(O[P](O)(O)=O)ncnc23" IMO SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(O[P](O)(O)=O)ncnc23" IMO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(c(n1)OP(=O)(O)O)ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O" IMO SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(c(n1)OP(=O)(O)O)ncn2C3C(C(C(O3)COP(=O)(O)O)O)O" IMO InChI InChI 1.03 "InChI=1S/C10H14N4O11P2/c15-6-4(1-23-26(17,18)19)24-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)25-27(20,21)22/h2-4,6-7,10,15-16H,1H2,(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1" IMO InChIKey InChI 1.03 RXRZOKQPANIEDW-KQYNXXCUSA-N # 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 IMO "SYSTEMATIC NAME" ACDLabs 10.04 "6-(phosphonooxy)-9-(5-O-phosphono-beta-D-ribofuranosyl)-9H-purine" IMO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-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 IMO "Create component" 1999-07-08 RCSB IMO "Modify descriptor" 2011-06-04 RCSB #