data_IMU # _chem_comp.id IMU _chem_comp.name "PHOSPHORIC ACID MONO-[5-(2-AMINO-4-OXO-4,5-DIHYDRO-3H-PYRROLO[3,2-D]PYRIMIDIN-7-YL)-3,4-DIHYDROXY-PYRROLIDIN-2-YLMETHYL] ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "MODIFIED QUANOSINE-5-PHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 361.248 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IMU _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 1BZY _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 IMU P P P 0 1 N N N 12.330 82.907 41.267 -0.897 -0.274 5.077 P IMU 1 IMU C2 C2 C 0 1 Y N N 4.950 84.060 46.572 0.523 -0.917 -4.989 C2 IMU 2 IMU O1P O1P O 0 1 N N N 13.445 82.987 42.238 -1.905 -1.371 5.689 O1P IMU 3 IMU O2P O2P O 0 1 N N N 12.642 83.475 39.951 -1.614 1.007 4.896 O2P IMU 4 IMU O3P O3P O 0 1 N N N 11.831 81.514 41.186 0.339 -0.061 6.085 O3P IMU 5 IMU "O5'" O5* O 0 1 N N N 11.122 83.614 41.886 -0.347 -0.786 3.653 "O5'" IMU 6 IMU "C5'" C5* C 0 1 N N N 11.122 84.726 42.753 0.536 0.223 3.164 "C5'" IMU 7 IMU "C4'" C4* C 0 1 N N R 10.030 85.606 42.298 1.097 -0.202 1.806 "C4'" IMU 8 IMU "N4'" N4* N 0 1 N N N 8.802 84.889 42.226 -0.001 -0.362 0.818 "N4'" IMU 9 IMU "C3'" C3* C 0 1 N N R 9.897 86.741 43.248 1.991 0.909 1.216 "C3'" IMU 10 IMU "O3'" O3* O 0 1 N N N 9.897 87.936 42.484 3.368 0.627 1.473 "O3'" IMU 11 IMU "C2'" C2* C 0 1 N N S 8.599 86.446 43.942 1.713 0.885 -0.302 "C2'" IMU 12 IMU "O2'" O2* O 0 1 N N N 7.748 87.589 43.985 2.912 0.590 -1.021 "O2'" IMU 13 IMU "C1'" C1* C 0 1 N N S 7.872 85.267 43.233 0.671 -0.236 -0.499 "C1'" IMU 14 IMU C9 C9 C 0 1 Y N N 7.763 84.095 44.218 -0.323 0.150 -1.562 C9 IMU 15 IMU C8 C8 C 0 1 Y N N 8.661 83.015 44.330 -1.467 0.837 -1.366 C8 IMU 16 IMU N7 N7 N 0 1 Y N N 8.377 82.143 45.253 -2.108 1.000 -2.556 N7 IMU 17 IMU C5 C5 C 0 1 Y N N 7.211 82.635 45.840 -1.360 0.403 -3.548 C5 IMU 18 IMU C6 C6 C 0 1 Y N N 6.441 82.094 46.926 -1.519 0.257 -4.939 C6 IMU 19 IMU O6 O6 O 0 1 N N N 6.676 81.069 47.558 -2.495 0.717 -5.507 O6 IMU 20 IMU N1 N1 N 0 1 Y N N 5.309 82.866 47.239 -0.563 -0.400 -5.631 N1 IMU 21 IMU N2 N2 N 0 1 N N N 3.842 84.686 46.981 1.475 -1.585 -5.720 N2 IMU 22 IMU N3 N3 N 0 1 Y N N 5.689 84.585 45.544 0.687 -0.789 -3.694 N3 IMU 23 IMU C4 C4 C 0 1 Y N N 6.807 83.829 45.217 -0.223 -0.141 -2.940 C4 IMU 24 IMU HO1P PHO1 H 0 0 N N N 13.242 82.619 43.090 -2.210 -1.026 6.539 HO1P IMU 25 IMU HO3P PHO3 H 0 0 N N N 11.115 81.462 40.563 0.778 -0.918 6.174 HO3P IMU 26 IMU "H5'1" 1H5* H 0 0 N N N 11.046 84.447 43.830 1.356 0.361 3.869 "H5'1" IMU 27 IMU "H5'2" 2H5* H 0 0 N N N 12.109 85.240 42.813 -0.009 1.161 3.053 "H5'2" IMU 28 IMU "H4'" H4* H 0 1 N N N 10.270 85.988 41.278 1.659 -1.131 1.902 "H4'" IMU 29 IMU "HN4'" *HN4 H 0 0 N N N 8.967 83.882 42.244 -0.320 -1.316 0.891 "HN4'" IMU 30 IMU "H3'" H3* H 0 1 N N N 10.711 86.864 43.999 1.718 1.877 1.637 "H3'" IMU 31 IMU "HO3'" *HO3 H 0 0 N N N 9.812 88.661 43.091 3.879 1.350 1.085 "HO3'" IMU 32 IMU "H2'" H2* H 0 1 N N N 8.835 86.161 44.993 1.303 1.841 -0.627 "H2'" IMU 33 IMU "HO2'" *HO2 H 0 0 N N N 6.926 87.402 44.424 3.538 1.300 -0.824 "HO2'" IMU 34 IMU "H1'" H1* H 0 1 N N N 6.856 85.529 42.856 1.165 -1.171 -0.764 "H1'" IMU 35 IMU H8 H8 H 0 1 N N N 9.561 82.856 43.712 -1.820 1.201 -0.413 H8 IMU 36 IMU HN7 HN7 H 0 1 N N N 8.919 81.304 45.459 -2.953 1.459 -2.684 HN7 IMU 37 IMU HN1 HN1 H 0 1 N N N 4.710 82.539 47.997 -0.654 -0.512 -6.591 HN1 IMU 38 IMU HN21 1HN2 H 0 0 N N N 3.583 85.547 46.499 2.256 -1.954 -5.277 HN21 IMU 39 IMU HN22 2HN2 H 0 0 N N N 3.906 84.865 47.983 1.366 -1.690 -6.678 HN22 IMU 40 # # 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 IMU P O1P SING N N 1 IMU P O2P DOUB N N 2 IMU P O3P SING N N 3 IMU P "O5'" SING N N 4 IMU C2 N1 SING Y N 5 IMU C2 N2 SING N N 6 IMU C2 N3 DOUB Y N 7 IMU O1P HO1P SING N N 8 IMU O3P HO3P SING N N 9 IMU "O5'" "C5'" SING N N 10 IMU "C5'" "C4'" SING N N 11 IMU "C5'" "H5'1" SING N N 12 IMU "C5'" "H5'2" SING N N 13 IMU "C4'" "N4'" SING N N 14 IMU "C4'" "C3'" SING N N 15 IMU "C4'" "H4'" SING N N 16 IMU "N4'" "C1'" SING N N 17 IMU "N4'" "HN4'" SING N N 18 IMU "C3'" "O3'" SING N N 19 IMU "C3'" "C2'" SING N N 20 IMU "C3'" "H3'" SING N N 21 IMU "O3'" "HO3'" SING N N 22 IMU "C2'" "O2'" SING N N 23 IMU "C2'" "C1'" SING N N 24 IMU "C2'" "H2'" SING N N 25 IMU "O2'" "HO2'" SING N N 26 IMU "C1'" C9 SING N N 27 IMU "C1'" "H1'" SING N N 28 IMU C9 C8 DOUB Y N 29 IMU C9 C4 SING Y N 30 IMU C8 N7 SING Y N 31 IMU C8 H8 SING N N 32 IMU N7 C5 SING Y N 33 IMU N7 HN7 SING N N 34 IMU C5 C6 SING Y N 35 IMU C5 C4 DOUB Y N 36 IMU C6 O6 DOUB N N 37 IMU C6 N1 SING Y N 38 IMU N1 HN1 SING N N 39 IMU N2 HN21 SING N N 40 IMU N2 HN22 SING N N 41 IMU N3 C4 SING Y N 42 # # 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 IMU SMILES ACDLabs 10.04 "O=P(OCC3NC(c2c1N=C(N)NC(=O)c1nc2)C(O)C3O)(O)O" IMU SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2c([nH]cc2[C@@H]3N[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)N1" IMU SMILES CACTVS 3.341 "NC1=Nc2c([nH]cc2[CH]3N[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(=O)N1" IMU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c([nH]1)C(=O)NC(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](N3)COP(=O)(O)O)O)O" IMU SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c2c([nH]1)C(=O)NC(=N2)N)C3C(C(C(N3)COP(=O)(O)O)O)O" IMU InChI InChI 1.03 "InChI=1S/C11H16N5O7P/c12-11-15-5-3(1-13-7(5)10(19)16-11)6-9(18)8(17)4(14-6)2-23-24(20,21)22/h1,4,6,8-9,13-14,17-18H,2H2,(H2,20,21,22)(H3,12,15,16,19)/t4-,6+,8-,9+/m1/s1" IMU InChIKey InChI 1.03 IQLBECLICFDTTF-PVEDRDFWSA-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 IMU "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3R,4S,5S)-5-(2-amino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-dihydroxypyrrolidin-2-yl]methyl dihydrogen phosphate" IMU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5S)-5-(2-amino-4-oxo-3,5-dihydropyrrolo[4,5-d]pyrimidin-7-yl)-3,4-dihydroxy-pyrrolidin-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 IMU "Create component" 1999-07-08 RCSB IMU "Modify descriptor" 2011-06-04 RCSB IMU "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IMU _pdbx_chem_comp_synonyms.name "MODIFIED QUANOSINE-5-PHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##