data_PMO
# 
_chem_comp.id                                    PMO 
_chem_comp.name                                  "N1-(5'-PHOSPHO-ALPHA-RIBOSYL)-5-METHOXYBENZIMIDAZOLE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H17 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PHOSPORIC ACID MONO-[3,4-DIHYDROXY-5-(5-METHOXY-BENZOIMIDAZOL-1-YL)-TETRAHYDRO-FURAN-2-YLMETHYL] ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-09 
_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                        360.256 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PMO 
_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        1JHQ 
_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 
PMO N3     N3   N 0 1 Y N N 56.299 41.401 14.042 -0.968 2.003  2.446  N3     PMO 1  
PMO N1     N1   N 0 1 Y N N 56.638 40.834 11.882 -0.090 0.273  1.448  N1     PMO 2  
PMO C2     C2   C 0 1 Y N N 55.853 40.717 12.982 -0.567 1.538  1.299  C2     PMO 3  
PMO C7A    C7A  C 0 1 Y N N 57.700 41.668 12.327 -0.210 -0.056 2.785  C7A    PMO 4  
PMO C3A    C3A  C 0 1 Y N N 57.465 42.033 13.640 -0.776 1.067  3.411  C3A    PMO 5  
PMO C4     C4   C 0 1 Y N N 58.319 42.908 14.314 -1.027 1.037  4.785  C4     PMO 6  
PMO C5     C5   C 0 1 Y N N 59.462 43.381 13.692 -0.708 -0.090 5.514  C5     PMO 7  
PMO C6     C6   C 0 1 Y N N 59.705 43.018 12.345 -0.148 -1.200 4.887  C6     PMO 8  
PMO C7     C7   C 0 1 Y N N 58.838 42.162 11.677 0.099  -1.184 3.532  C7     PMO 9  
PMO O10    O10  O 0 1 N N N 60.409 44.257 14.157 -0.947 -0.120 6.853  O10    PMO 10 
PMO C11    C11  C 0 1 N N N 60.104 44.698 15.466 -0.524 -1.402 7.320  C11    PMO 11 
PMO P      P    P 0 1 N N N 59.397 39.331 6.103  -0.986 -0.232 -5.110 P      PMO 12 
PMO O1P    O1P  O 0 1 N N N 58.998 38.126 5.320  -1.028 -1.712 -5.107 O1P    PMO 13 
PMO O2P    O2P  O 0 1 N N N 59.628 40.489 5.208  -2.393 0.342  -5.641 O2P    PMO 14 
PMO O3P    O3P  O 0 1 N N N 60.508 39.189 7.099  0.198  0.268  -6.078 O3P    PMO 15 
PMO "O5'"  O5*  O 0 1 N N N 58.028 39.619 6.929  -0.719 0.300  -3.614 "O5'"  PMO 16 
PMO "C5'"  C5*  C 0 1 N N N 57.542 38.674 7.890  0.536  -0.241 -3.201 "C5'"  PMO 17 
PMO "C4'"  C4*  C 0 1 N N R 58.055 39.057 9.267  0.852  0.228  -1.780 "C4'"  PMO 18 
PMO "O4'"  O4*  O 0 1 N N N 57.509 40.370 9.642  -0.152 -0.239 -0.865 "O4'"  PMO 19 
PMO "C3'"  C3*  C 0 1 N N S 57.622 38.125 10.389 2.177  -0.403 -1.283 "C3'"  PMO 20 
PMO "O3'"  O3*  O 0 1 N N N 58.400 38.269 11.586 3.302  0.383  -1.679 "O3'"  PMO 21 
PMO "C2'"  C2*  C 0 1 N N R 56.207 38.690 10.608 1.970  -0.353 0.256  "C2'"  PMO 22 
PMO "O2'"  O2*  O 0 1 N N N 55.752 38.244 11.909 2.343  0.923  0.778  "O2'"  PMO 23 
PMO "C1'"  C1*  C 0 1 N N S 56.420 40.211 10.551 0.449  -0.581 0.388  "C1'"  PMO 24 
PMO H21    1H2  H 0 1 N N N 54.928 40.115 13.012 -0.606 2.078  0.365  H21    PMO 25 
PMO H41    1H4  H 0 1 N N N 58.089 43.227 15.344 -1.466 1.893  5.275  H41    PMO 26 
PMO H61    1H6  H 0 1 N N N 60.584 43.408 11.806 0.093  -2.079 5.467  H61    PMO 27 
PMO H71    1H7  H 0 1 N N N 59.052 41.875 10.633 0.534  -2.047 3.051  H71    PMO 28 
PMO H111   1H11 H 0 0 N N N 60.874 45.410 15.844 -0.697 -1.473 8.394  H111   PMO 29 
PMO H112   2H11 H 0 0 N N N 59.079 45.135 15.521 -1.090 -2.181 6.808  H112   PMO 30 
PMO H113   3H11 H 0 0 N N N 59.962 43.840 16.164 0.538  -1.532 7.114  H113   PMO 31 
PMO HOP2   2HOP H 0 0 N N N 59.882 41.256 5.706  -2.514 0.000  -6.538 HOP2   PMO 32 
PMO HOP3   3HOP H 0 0 N N N 60.762 39.956 7.597  0.190  1.235  -6.051 HOP3   PMO 33 
PMO "H5'1" 1H5* H 0 0 N N N 56.431 38.575 7.863  1.319  0.098  -3.879 "H5'1" PMO 34 
PMO "H5'2" 2H5* H 0 0 N N N 57.799 37.623 7.618  0.486  -1.330 -3.221 "H5'2" PMO 35 
PMO "H4'"  H4*  H 0 1 N N N 59.165 39.025 9.171  0.916  1.316  -1.747 "H4'"  PMO 36 
PMO "H3'"  H3*  H 0 1 N N N 57.714 37.040 10.148 2.277  -1.431 -1.632 "H3'"  PMO 37 
PMO "HO3'" *HO3 H 0 0 N N N 58.129 37.687 12.286 4.089  -0.064 -1.340 "HO3'" PMO 38 
PMO "H2'"  H2*  H 0 1 N N N 55.439 38.365 9.866  2.528  -1.150 0.748  "H2'"  PMO 39 
PMO "HO2'" *HO2 H 0 0 N N N 54.878 38.592 12.044 3.283  1.041  0.583  "HO2'" PMO 40 
PMO "H1'"  H1*  H 0 1 N N N 55.510 40.752 10.201 0.251  -1.627 0.620  "H1'"  PMO 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 
PMO N3    C2     DOUB Y N 1  
PMO N3    C3A    SING Y N 2  
PMO N1    C2     SING Y N 3  
PMO N1    C7A    SING Y N 4  
PMO N1    "C1'"  SING N N 5  
PMO C2    H21    SING N N 6  
PMO C7A   C3A    DOUB Y N 7  
PMO C7A   C7     SING Y N 8  
PMO C3A   C4     SING Y N 9  
PMO C4    C5     DOUB Y N 10 
PMO C4    H41    SING N N 11 
PMO C5    C6     SING Y N 12 
PMO C5    O10    SING N N 13 
PMO C6    C7     DOUB Y N 14 
PMO C6    H61    SING N N 15 
PMO C7    H71    SING N N 16 
PMO O10   C11    SING N N 17 
PMO C11   H111   SING N N 18 
PMO C11   H112   SING N N 19 
PMO C11   H113   SING N N 20 
PMO P     O1P    DOUB N N 21 
PMO P     O2P    SING N N 22 
PMO P     O3P    SING N N 23 
PMO P     "O5'"  SING N N 24 
PMO O2P   HOP2   SING N N 25 
PMO O3P   HOP3   SING N N 26 
PMO "O5'" "C5'"  SING N N 27 
PMO "C5'" "C4'"  SING N N 28 
PMO "C5'" "H5'1" SING N N 29 
PMO "C5'" "H5'2" SING N N 30 
PMO "C4'" "O4'"  SING N N 31 
PMO "C4'" "C3'"  SING N N 32 
PMO "C4'" "H4'"  SING N N 33 
PMO "O4'" "C1'"  SING N N 34 
PMO "C3'" "O3'"  SING N N 35 
PMO "C3'" "C2'"  SING N N 36 
PMO "C3'" "H3'"  SING N N 37 
PMO "O3'" "HO3'" SING N N 38 
PMO "C2'" "O2'"  SING N N 39 
PMO "C2'" "C1'"  SING N N 40 
PMO "C2'" "H2'"  SING N N 41 
PMO "O2'" "HO2'" SING N N 42 
PMO "C1'" "H1'"  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 
PMO SMILES           ACDLabs              10.04 O=P(O)(O)OCC3OC(n2cnc1cc(OC)ccc12)C(O)C3O                                                                                                                             
PMO InChI            InChI                1.02b InChI=1/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/t10-,11-,12-,13+/m1/s1/f/h18-19H 
PMO InChIKey         InChI                1.02b VYUPJUKSTVHSQI-NTFYDJONDM                                                                                                                                             
PMO SMILES_CANONICAL CACTVS               3.341 COc1ccc2n(cnc2c1)[C@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O                                                                                                          
PMO SMILES           CACTVS               3.341 COc1ccc2n(cnc2c1)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O                                                                                                               
PMO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc2c(c1)ncn2[C@@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O                                                                                                        
PMO SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc2c(c1)ncn2C3C(C(C(O3)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 
PMO "SYSTEMATIC NAME" ACDLabs              10.04 5-methoxy-1-(5-O-phosphono-alpha-D-ribofuranosyl)-1H-benzimidazole                                   
PMO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5S)-3,4-dihydroxy-5-(5-methoxybenzimidazol-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
