data_FMC
# 
_chem_comp.id                                    FMC 
_chem_comp.name                                  FORMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 N5 O4" 
_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                        267.241 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1IFU 
_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 
FMC N1     N1     N 0 1 Y N N 60.580 -23.456 98.375  3.452  3.548  2.134  N1     FMC 1  
FMC C2     C2     C 0 1 Y N N 60.087 -23.060 97.231  3.260  2.223  2.338  C2     FMC 2  
FMC N3     N3     N 0 1 Y N N 58.904 -23.205 96.792  2.115  1.512  2.254  N3     FMC 3  
FMC C4     C4     C 0 1 Y N N 58.153 -23.854 97.693  1.055  2.283  1.919  C4     FMC 4  
FMC C5     C5     C 0 1 Y N N 58.556 -24.292 98.928  1.153  3.647  1.691  C5     FMC 5  
FMC C6     C6     C 0 1 Y N N 59.854 -24.089 99.308  2.371  4.290  1.800  C6     FMC 6  
FMC N6     N6     N 0 1 N N N 60.374 -24.493 100.470 2.490  5.671  1.573  N6     FMC 7  
FMC N7     N7     N 0 1 Y N N 57.536 -24.909 99.516  -0.111 4.055  1.383  N7     FMC 8  
FMC N8     N8     N 0 1 Y N N 56.504 -24.862 98.645  -1.022 3.063  1.393  N8     FMC 9  
FMC C9     C9     C 0 1 Y N N 56.793 -24.226 97.489  -0.302 1.987  1.721  C9     FMC 10 
FMC "C1'"  "C1'"  C 0 1 N N S 55.826 -23.970 96.309  -0.978 0.650  1.837  "C1'"  FMC 11 
FMC "C2'"  "C2'"  C 0 1 N N R 56.491 -23.872 94.919  -0.942 -0.159 0.539  "C2'"  FMC 12 
FMC "O2'"  "O2'"  O 0 1 N N N 55.652 -23.051 93.966  -2.007 0.162  -0.334 "O2'"  FMC 13 
FMC "C3'"  "C3'"  C 0 1 N N S 56.574 -25.304 94.589  -1.001 -1.586 1.045  "C3'"  FMC 14 
FMC "O3'"  "O3'"  O 0 1 N N N 56.932 -25.356 93.206  -2.337 -1.906 1.421  "O3'"  FMC 15 
FMC "C4'"  "C4'"  C 0 1 N N S 55.094 -25.661 94.945  -0.095 -1.485 2.265  "C4'"  FMC 16 
FMC "O4'"  "O4'"  O 0 1 N N N 54.845 -25.026 96.198  -0.365 -0.191 2.844  "O4'"  FMC 17 
FMC "C5'"  "C5'"  C 0 1 N N N ?      ?       ?       -0.291 -2.554 3.325  "C5'"  FMC 18 
FMC "O5'"  "O5'"  O 0 1 N N N ?      ?       ?       0.629  -2.326 4.381  "O5'"  FMC 19 
FMC H2     H2     H 0 1 N N N 60.773 -22.544 96.576  4.146  1.657  2.603  H2     FMC 20 
FMC HN61   1HN6   H 0 0 N N N 61.364 -24.594 100.375 2.387  6.309  2.341  HN61   FMC 21 
FMC HN62   2HN6   H 0 0 N N N 60.174 -23.815 101.178 2.582  6.011  0.634  HN62   FMC 22 
FMC H7     H7     H 0 1 N N N 57.533 -25.326 100.425 -0.425 4.990  1.156  H7     FMC 23 
FMC "H1'"  "H1'"  H 0 1 N N N 55.384 -22.994 96.560  -2.013 0.833  2.153  "H1'"  FMC 24 
FMC "H2'"  "H2'"  H 0 1 N N N 57.462 -23.357 94.871  0.002  0.006  0.005  "H2'"  FMC 25 
FMC "HO2'" "'HO2" H 0 0 N N N 54.804 -22.879 94.358  -1.661 0.106  -1.242 "HO2'" FMC 26 
FMC "H3'"  "H3'"  H 0 1 N N N 57.291 -25.979 95.080  -0.668 -2.325 0.312  "H3'"  FMC 27 
FMC "HO3'" "'HO3" H 0 0 N N N 56.144 -25.368 92.675  -2.905 -1.639 0.680  "HO3'" FMC 28 
FMC "H4'"  "H4'"  H 0 1 N N N 54.771 -26.689 95.164  0.956  -1.476 1.953  "H4'"  FMC 29 
FMC "H5'1" "1H5'" H 0 0 N N N ?      ?       ?       -0.108 -3.545 2.903  "H5'1" FMC 30 
FMC "H5'2" "2H5'" H 0 0 N N N ?      ?       ?       -1.307 -2.512 3.724  "H5'2" FMC 31 
FMC "HO5'" "'HO5" H 0 0 N N N ?      ?       ?       1.430  -1.948 3.982  "HO5'" FMC 32 
# 
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 
FMC N1    C2     DOUB Y N 1  
FMC N1    C6     SING Y N 2  
FMC C2    N3     SING Y N 3  
FMC C2    H2     SING N N 4  
FMC N3    C4     DOUB Y N 5  
FMC C4    C5     SING Y N 6  
FMC C4    C9     SING Y N 7  
FMC C5    C6     DOUB Y N 8  
FMC C5    N7     SING Y N 9  
FMC C6    N6     SING N N 10 
FMC N6    HN61   SING N N 11 
FMC N6    HN62   SING N N 12 
FMC N7    N8     SING Y N 13 
FMC N7    H7     SING N N 14 
FMC N8    C9     DOUB Y N 15 
FMC C9    "C1'"  SING N N 16 
FMC "C1'" "C2'"  SING N N 17 
FMC "C1'" "O4'"  SING N N 18 
FMC "C1'" "H1'"  SING N N 19 
FMC "C2'" "O2'"  SING N N 20 
FMC "C2'" "C3'"  SING N N 21 
FMC "C2'" "H2'"  SING N N 22 
FMC "O2'" "HO2'" SING N N 23 
FMC "C3'" "O3'"  SING N N 24 
FMC "C3'" "C4'"  SING N N 25 
FMC "C3'" "H3'"  SING N N 26 
FMC "O3'" "HO3'" SING N N 27 
FMC "C4'" "O4'"  SING N N 28 
FMC "C4'" "C5'"  SING N N 29 
FMC "C4'" "H4'"  SING N N 30 
FMC "C5'" "O5'"  SING N N 31 
FMC "C5'" "H5'1" SING N N 32 
FMC "C5'" "H5'2" SING N N 33 
FMC "O5'" "HO5'" SING N N 34 
# 
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 
FMC SMILES           ACDLabs              10.04 OC1C(OC(CO)C1O)c3nnc2c3ncnc2N                                                                                                                        
FMC InChI            InChI                1.02b InChI=1/C10H13N5O4/c11-10-6-4(12-2-13-10)5(14-15-6)9-8(18)7(17)3(1-16)19-9/h2-3,7-9,16-18H,1H2,(H,14,15)(H2,11,12,13)/t3?,7-,8-,9+/m1/s1/f/h15H,11H2 
FMC InChIKey         InChI                1.02b KBHMEHLJSZMEMI-FZMZBPDCDQ                                                                                                                            
FMC SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2c1[nH]nc2[C@@H]3O[C@@H](CO)[C@@H](O)[C@H]3O                                                                                                  
FMC SMILES           CACTVS               3.341 Nc1ncnc2c1[nH]nc2[CH]3O[CH](CO)[CH](O)[CH]3O                                                                                                         
FMC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(c(n1)N)[nH]nc2[C@H]3[C@@H]([C@@H]([C@@H](O3)CO)O)O                                                                                            
FMC SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(c(n1)N)[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 
FMC "SYSTEMATIC NAME" ACDLabs              10.04 (5S)-5-(7-amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-2,5-anhydro-L-arabinitol                   
FMC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,4S,5S)-2-(7-amino-1H-pyrazolo[4,5-d]pyrimidin-3-yl)-5-(hydroxymethyl)oxolane-3,4-diol 
# 
