data_FM2
# 
_chem_comp.id                                    FM2 
_chem_comp.name                                  2-(7-AMINO-6-METHYL-3H-PYRAZOLO[4,3-D]PYRIMIDIN-3-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H16 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "6-METHYL-FORMYCIN A" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2001-11-12 
_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                        282.276 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FM2 
_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        1K9S 
_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 
FM2 N1     N1     N 1 1 Y N N 144.539 70.248 64.745 4.053  0.482  0.593  N1     FM2 1  
FM2 C2     C2     C 0 1 Y N N 143.735 69.698 63.719 3.142  1.232  1.190  C2     FM2 2  
FM2 N3     N3     N 0 1 Y N N 143.651 68.354 63.512 1.854  1.054  1.012  N3     FM2 3  
FM2 C4     C4     C 0 1 Y N N 144.416 67.601 64.417 1.406  0.085  0.204  C4     FM2 4  
FM2 C5     C5     C 0 1 Y N N 145.226 68.064 65.477 2.340  -0.736 -0.451 C5     FM2 5  
FM2 C6     C6     C 0 1 Y N N 145.329 69.484 65.694 3.705  -0.500 -0.231 C6     FM2 6  
FM2 N6     N6     N 0 1 N N N 146.014 70.060 66.576 4.667  -1.278 -0.850 N6     FM2 7  
FM2 N7     N7     N 0 1 Y N N 145.811 67.005 66.139 1.625  -1.628 -1.203 N7     FM2 8  
FM2 N8     N8     N 0 1 Y N N 145.383 65.949 65.500 0.263  -1.359 -1.013 N8     FM2 9  
FM2 C9     C9     C 0 1 Y N N 144.538 66.215 64.436 0.125  -0.357 -0.191 C9     FM2 10 
FM2 "C1'"  "C1'"  C 0 1 N N S 144.025 65.011 63.623 -1.186 0.232  0.263  "C1'"  FM2 11 
FM2 "C2'"  "C2'"  C 0 1 N N R 143.105 65.325 62.402 -1.832 1.051  -0.876 "C2'"  FM2 12 
FM2 "O2'"  "O2'"  O 0 1 N N N 141.842 64.702 62.574 -1.565 2.445  -0.713 "O2'"  FM2 13 
FM2 "C3'"  "C3'"  C 0 1 N N S 143.929 64.787 61.174 -3.345 0.767  -0.729 "C3'"  FM2 14 
FM2 "O3'"  "O3'"  O 0 1 N N N 143.449 63.531 60.660 -4.059 1.977  -0.467 "O3'"  FM2 15 
FM2 "C4'"  "C4'"  C 0 1 N N R 145.352 64.656 61.669 -3.433 -0.186 0.484  "C4'"  FM2 16 
FM2 "O4'"  "O4'"  O 0 1 N N N 145.199 64.358 63.097 -2.136 -0.817 0.551  "O4'"  FM2 17 
FM2 "C5'"  "C5'"  C 0 1 N N N 146.188 65.962 61.428 -4.525 -1.234 0.263  "C5'"  FM2 18 
FM2 "O5'"  "O5'"  O 0 1 N N N 147.346 66.002 62.267 -4.617 -2.075 1.414  "O5'"  FM2 19 
FM2 C11    C11    C 0 1 N N N 144.617 71.678 64.769 5.473  0.742  0.841  C11    FM2 20 
FM2 H2     H2     H 0 1 N N N 143.146 70.347 63.049 3.471  2.023  1.848  H2     FM2 21 
FM2 HN61   1HN6   H 0 0 N N N 145.397 70.679 67.102 4.400  -1.997 -1.445 HN61   FM2 22 
FM2 HN62   2HN6   H 0 0 N N N 146.569 69.523 67.243 5.608  -1.105 -0.690 HN62   FM2 23 
FM2 H7     H7     H 0 1 N N N 146.438 67.003 66.944 1.995  -2.324 -1.768 H7     FM2 24 
FM2 "H1'"  "H1'"  H 0 1 N N N 143.396 64.412 64.322 -1.035 0.859  1.142  "H1'"  FM2 25 
FM2 "H2'"  "H2'"  H 0 1 N N N 142.860 66.404 62.267 -1.471 0.705  -1.845 "H2'"  FM2 26 
FM2 "HO2'" "'HO2" H 0 0 N N N 141.282 64.893 61.831 -2.043 2.905  -1.416 "HO2'" FM2 27 
FM2 "H3'"  "H3'"  H 0 1 N N N 143.833 65.493 60.316 -3.733 0.282  -1.625 "H3'"  FM2 28 
FM2 "HO3'" "'HO3" H 0 0 N N N 143.946 63.206 59.919 -4.983 1.731  -0.324 "HO3'" FM2 29 
FM2 "H4'"  "H4'"  H 0 1 N N N 145.919 63.865 61.124 -3.628 0.378  1.396  "H4'"  FM2 30 
FM2 "H5'1" "1H5'" H 0 0 N N N 145.562 66.877 61.551 -5.480 -0.735 0.100  "H5'1" FM2 31 
FM2 "H5'2" "2H5'" H 0 0 N N N 146.458 66.082 60.353 -4.278 -1.838 -0.610 "H5'2" FM2 32 
FM2 "HO5'" "'HO5" H 0 0 N N N 147.852 66.793 62.121 -5.315 -2.720 1.234  "HO5'" FM2 33 
FM2 H111   1H11   H 0 0 N N N 143.592 72.115 64.812 5.807  0.153  1.696  H111   FM2 34 
FM2 H112   2H11   H 0 0 N N N 145.251 72.112 65.578 6.053  0.464  -0.039 H112   FM2 35 
FM2 H113   3H11   H 0 0 N N N 144.953 72.058 63.776 5.618  1.801  1.052  H113   FM2 36 
# 
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 
FM2 N1    C2     DOUB Y N 1  
FM2 N1    C6     SING Y N 2  
FM2 N1    C11    SING N N 3  
FM2 C2    N3     SING Y N 4  
FM2 C2    H2     SING N N 5  
FM2 N3    C4     DOUB Y N 6  
FM2 C4    C5     SING Y N 7  
FM2 C4    C9     SING Y N 8  
FM2 C5    C6     DOUB Y N 9  
FM2 C5    N7     SING Y N 10 
FM2 C6    N6     SING N N 11 
FM2 N6    HN61   SING N N 12 
FM2 N6    HN62   SING N N 13 
FM2 N7    N8     SING Y N 14 
FM2 N7    H7     SING N N 15 
FM2 N8    C9     DOUB Y N 16 
FM2 C9    "C1'"  SING N N 17 
FM2 "C1'" "C2'"  SING N N 18 
FM2 "C1'" "O4'"  SING N N 19 
FM2 "C1'" "H1'"  SING N N 20 
FM2 "C2'" "O2'"  SING N N 21 
FM2 "C2'" "C3'"  SING N N 22 
FM2 "C2'" "H2'"  SING N N 23 
FM2 "O2'" "HO2'" SING N N 24 
FM2 "C3'" "O3'"  SING N N 25 
FM2 "C3'" "C4'"  SING N N 26 
FM2 "C3'" "H3'"  SING N N 27 
FM2 "O3'" "HO3'" SING N N 28 
FM2 "C4'" "O4'"  SING N N 29 
FM2 "C4'" "C5'"  SING N N 30 
FM2 "C4'" "H4'"  SING N N 31 
FM2 "C5'" "O5'"  SING N N 32 
FM2 "C5'" "H5'1" SING N N 33 
FM2 "C5'" "H5'2" SING N N 34 
FM2 "O5'" "HO5'" SING N N 35 
FM2 C11   H111   SING N N 36 
FM2 C11   H112   SING N N 37 
FM2 C11   H113   SING N N 38 
# 
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 
FM2 SMILES           ACDLabs              10.04 OC1C(OC(CO)C1O)c3nnc2c(N)[n+](cnc23)C                                                                                                                                   
FM2 InChI            InChI                1.02b InChI=1/C11H15N5O4/c1-16-3-13-5-6(14-15-7(5)11(16)12)10-9(19)8(18)4(2-17)20-10/h3-4,8-10,17-19H,2H2,1H3,(H2,12,14,15)/p+1/t4-,8-,9-,10+/m1/s1/fC11H16N5O4/h15H,12H2/q+1 
FM2 InChIKey         InChI                1.02b UHYKIYIKTWEXSX-PRAYHJNSDJ                                                                                                                                               
FM2 SMILES_CANONICAL CACTVS               3.341 C[n+]1cnc2c([nH]nc2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c1N                                                                                                                
FM2 SMILES           CACTVS               3.341 C[n+]1cnc2c([nH]nc2[CH]3O[CH](CO)[CH](O)[CH]3O)c1N                                                                                                                      
FM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[n+]1cnc2c(c1N)[nH]nc2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O                                                                                                              
FM2 SMILES           "OpenEye OEToolkits" 1.5.0 C[n+]1cnc2c(c1N)[nH]nc2C3C(C(C(O3)CO)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 
FM2 "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-1-(7-amino-6-methyl-1H-pyrazolo[4,3-d]pyrimidin-6-ium-3-yl)-1,4-anhydro-D-ribitol                      
FM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,4S,5R)-2-(7-amino-6-methyl-1H-pyrazolo[4,5-d]pyrimidin-6-ium-3-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
