data_FMB
# 
_chem_comp.id                                    FMB 
_chem_comp.name                                  "FORMYCIN B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 N4 O5" 
_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                    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                        268.226 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMB 
_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        1A69 
_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 
FMB N1     N1     N 0 1 Y N N -18.629 72.496 64.781 -0.270 0.896  -4.384 N1     FMB 1  
FMB C2     C2     C 0 1 Y N N -17.659 72.843 65.692 -0.799 1.723  -3.444 C2     FMB 2  
FMB N3     N3     N 0 1 Y N N -17.434 72.188 66.828 -0.740 1.456  -2.173 N3     FMB 3  
FMB C4     C4     C 0 1 Y N N -18.265 71.135 66.971 -0.145 0.324  -1.721 C4     FMB 4  
FMB C5     C5     C 0 1 Y N N -19.264 70.708 66.118 0.423  -0.563 -2.643 C5     FMB 5  
FMB C6     C6     C 0 1 Y N N -19.496 71.412 64.920 0.345  -0.250 -4.021 C6     FMB 6  
FMB O6     O6     O 0 1 N N N -20.335 71.177 64.046 0.821  -0.996 -4.858 O6     FMB 7  
FMB N7     N7     N 0 1 Y N N -19.900 69.584 66.623 0.951  -1.598 -1.926 N7     FMB 8  
FMB N8     N8     N 0 1 Y N N -19.289 69.356 67.760 0.714  -1.347 -0.568 N8     FMB 9  
FMB C9     C9     C 0 1 Y N N -18.282 70.263 68.034 0.073  -0.216 -0.441 C9     FMB 10 
FMB "C1'"  "C1'"  C 0 1 N N S -17.551 69.797 69.239 -0.365 0.402  0.860  "C1'"  FMB 11 
FMB "C2'"  "C2'"  C 0 1 N N R -16.412 70.730 69.634 -1.311 -0.556 1.607  "C2'"  FMB 12 
FMB "O2'"  "O2'"  O 0 1 N N N -15.204 69.995 69.656 -2.588 0.054  1.805  "O2'"  FMB 13 
FMB "C3'"  "C3'"  C 0 1 N N S -16.846 71.330 70.995 -0.611 -0.799 2.968  "C3'"  FMB 14 
FMB "O3'"  "O3'"  O 0 1 N N N -16.116 70.800 72.122 -1.560 -0.803 4.037  "O3'"  FMB 15 
FMB "C4'"  "C4'"  C 0 1 N N R -18.319 70.954 71.113 0.336  0.422  3.066  "C4'"  FMB 16 
FMB "O4'"  "O4'"  O 0 1 N N N -18.459 69.746 70.329 0.775  0.622  1.706  "O4'"  FMB 17 
FMB "C5'"  "C5'"  C 0 1 N N N -19.287 72.022 70.609 1.526  0.109  3.976  "C5'"  FMB 18 
FMB "O5'"  "O5'"  O 0 1 N N N -20.656 71.580 70.556 2.409  1.233  4.009  "O5'"  FMB 19 
FMB HN1    HN1    H 0 1 N N N -18.710 73.080 63.948 -0.334 1.131  -5.323 HN1    FMB 20 
FMB H2     H2     H 0 1 N N N -17.011 73.714 65.496 -1.285 2.633  -3.764 H2     FMB 21 
FMB HN7    HN7    H 0 1 N N N -20.666 69.033 66.234 1.409  -2.371 -2.292 HN7    FMB 22 
FMB "H1'"  "H1'"  H 0 1 N N N -17.118 68.797 68.997 -0.872 1.348  0.668  "H1'"  FMB 23 
FMB "H2'"  "H2'"  H 0 1 N N N -16.217 71.565 68.921 -1.418 -1.492 1.058  "H2'"  FMB 24 
FMB HO2    HO2    H 0 1 N N N -14.494 70.576 69.902 -3.136 -0.589 2.275  HO2    FMB 25 
FMB "H3'"  "H3'"  H 0 1 N N N -16.648 72.427 71.017 -0.042 -1.729 2.952  "H3'"  FMB 26 
FMB HO3    HO3    H 0 1 N N N -16.382 71.167 72.956 -1.063 -0.959 4.851  HO3    FMB 27 
FMB "H4'"  "H4'"  H 0 1 N N N -18.585 70.828 72.188 -0.202 1.298  3.428  "H4'"  FMB 28 
FMB "H5'1" "1H5'" H 0 0 N N N -19.196 72.953 71.215 2.059  -0.759 3.591  "H5'1" FMB 29 
FMB "H5'2" "2H5'" H 0 0 N N N -18.960 72.413 69.617 1.168  -0.100 4.984  "H5'2" FMB 30 
FMB HO5    HO5    H 0 1 N N N -21.258 72.244 70.242 3.143  0.994  4.591  HO5    FMB 31 
# 
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 
FMB N1    C2     SING Y N 1  
FMB N1    C6     SING Y N 2  
FMB N1    HN1    SING N N 3  
FMB C2    N3     DOUB Y N 4  
FMB C2    H2     SING N N 5  
FMB N3    C4     SING Y N 6  
FMB C4    C5     DOUB Y N 7  
FMB C4    C9     SING Y N 8  
FMB C5    C6     SING Y N 9  
FMB C5    N7     SING Y N 10 
FMB C6    O6     DOUB N N 11 
FMB N7    N8     SING Y N 12 
FMB N7    HN7    SING N N 13 
FMB N8    C9     DOUB Y N 14 
FMB C9    "C1'"  SING N N 15 
FMB "C1'" "C2'"  SING N N 16 
FMB "C1'" "O4'"  SING N N 17 
FMB "C1'" "H1'"  SING N N 18 
FMB "C2'" "O2'"  SING N N 19 
FMB "C2'" "C3'"  SING N N 20 
FMB "C2'" "H2'"  SING N N 21 
FMB "O2'" HO2    SING N N 22 
FMB "C3'" "O3'"  SING N N 23 
FMB "C3'" "C4'"  SING N N 24 
FMB "C3'" "H3'"  SING N N 25 
FMB "O3'" HO3    SING N N 26 
FMB "C4'" "O4'"  SING N N 27 
FMB "C4'" "C5'"  SING N N 28 
FMB "C4'" "H4'"  SING N N 29 
FMB "C5'" "O5'"  SING N N 30 
FMB "C5'" "H5'1" SING N N 31 
FMB "C5'" "H5'2" SING N N 32 
FMB "O5'" HO5    SING N N 33 
# 
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 
FMB SMILES           ACDLabs              10.04 O=C1NC=Nc2c1nnc2C3OC(CO)C(O)C3O                                                                                                                  
FMB InChI            InChI                1.02b InChI=1/C10H12N4O5/c15-1-3-7(16)8(17)9(19-3)5-4-6(14-13-5)10(18)12-2-11-4/h2-3,7-9,15-17H,1H2,(H,13,14)(H,11,12,18)/t3-,7-,8-,9+/m1/s1/f/h12,14H 
FMB InChIKey         InChI                1.02b MTCJZZBQNCXKAP-SWXSTONBDC                                                                                                                        
FMB SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)c2n[nH]c3C(=O)NC=Nc23                                                                                            
FMB SMILES           CACTVS               3.341 OC[CH]1O[CH]([CH](O)[CH]1O)c2n[nH]c3C(=O)NC=Nc23                                                                                                 
FMB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=Nc2c(n[nH]c2C(=O)N1)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O                                                                                       
FMB SMILES           "OpenEye OEToolkits" 1.5.0 C1=Nc2c(n[nH]c2C(=O)N1)C3C(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 
FMB "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-1,4-anhydro-1-(7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-ribitol                      
FMB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,6-dihydropyrazolo[5,4-e]pyrimidin-7-one 
# 
