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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h16,20-21H,12H2 
IMU InChIKey         InChI                1.02b IQLBECLICFDTTF-PTJUNPRLDL                                                                                                                                                                 
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                                                                                                                                    
# 
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"    
# 
