data_FMP
# 
_chem_comp.id                                    FMP 
_chem_comp.name                                  "FORMYCIN-5'-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O7 P" 
_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                    2011-06-04 
_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                        347.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FMP 
_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        1AHB 
_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 
FMP P      P    P 0 1 N N N 59.509 90.443 -2.114 -1.239 0.105  -4.588 P      FMP 1  
FMP O1P    O1P  O 0 1 N N N 60.184 91.546 -2.849 -1.671 -1.295 -4.384 O1P    FMP 2  
FMP O2P    O2P  O 0 1 N N N 58.101 90.740 -1.718 -2.504 0.997  -5.030 O2P    FMP 3  
FMP O3P    O3P  O 0 1 N N N 59.731 89.061 -2.669 -0.116 0.158  -5.740 O3P    FMP 4  
FMP "O5'"  O5*  O 0 1 N N N 60.340 90.373 -0.802 -0.628 0.683  -3.216 "O5'"  FMP 5  
FMP "C5'"  C5*  C 0 1 N N N 61.734 90.069 -0.617 0.484  -0.146 -2.877 "C5'"  FMP 6  
FMP "C4'"  C4*  C 0 1 N N R 61.946 89.654 0.846  1.114  0.352  -1.575 "C4'"  FMP 7  
FMP "O4'"  O4*  O 0 1 N N N 61.529 90.732 1.667  0.160  0.275  -0.493 "O4'"  FMP 8  
FMP "C3'"  C3*  C 0 1 N N S 61.144 88.416 1.291  2.273  -0.575 -1.146 "C3'"  FMP 9  
FMP "O3'"  O3*  O 0 1 N N N 62.039 87.361 1.646  3.530  -0.024 -1.545 "O3'"  FMP 10 
FMP "C2'"  C2*  C 0 1 N N R 60.464 88.932 2.536  2.166  -0.622 0.395  "C2'"  FMP 11 
FMP "O2'"  O2*  O 0 1 N N N 60.400 87.909 3.541  3.355  -0.104 0.996  "O2'"  FMP 12 
FMP "C1'"  C1*  C 0 1 N N S 61.353 90.100 2.918  0.953  0.279  0.713  "C1'"  FMP 13 
FMP C9     C9   C 0 1 Y N N 60.707 91.103 3.778  0.162  -0.290 1.862  C9     FMP 14 
FMP N8     N8   N 0 1 Y N N 60.108 92.183 3.365  -0.384 -1.473 1.895  N8     FMP 15 
FMP N7     N7   N 0 1 Y N N 59.558 92.882 4.362  -1.037 -1.656 3.121  N7     FMP 16 
FMP C6     C6   C 0 1 Y N N 59.661 92.434 6.872  -1.293 -0.093 5.130  C6     FMP 17 
FMP N6     N6   N 0 1 N N N 58.767 93.351 7.237  -2.046 -0.925 5.940  N6     FMP 18 
FMP C5     C5   C 0 1 Y N N 59.940 92.218 5.513  -0.875 -0.516 3.860  C5     FMP 19 
FMP C4     C4   C 0 1 Y N N 60.696 91.140 5.183  -0.115 0.371  3.077  C4     FMP 20 
FMP N3     N3   N 0 1 Y N N 61.294 90.286 6.071  0.186  1.576  3.578  N3     FMP 21 
FMP C2     C2   C 0 1 Y N N 61.028 90.648 7.326  -0.224 1.922  4.776  C2     FMP 22 
FMP N1     N1   N 0 1 Y N N 60.271 91.643 7.782  -0.944 1.120  5.541  N1     FMP 23 
FMP HOP2   2HOP H 0 0 N N N 57.669 90.035 -1.248 -2.840 0.618  -5.854 HOP2   FMP 24 
FMP HOP3   3HOP H 0 0 N N N 59.299 88.356 -2.199 0.136  1.086  -5.841 HOP3   FMP 25 
FMP "H5'1" 1H5* H 0 0 N N N 62.106 89.304 -1.338 1.224  -0.106 -3.677 "H5'1" FMP 26 
FMP "H5'2" 2H5* H 0 0 N N N 62.401 90.907 -0.926 0.145  -1.173 -2.747 "H5'2" FMP 27 
FMP "H4'"  H4*  H 0 1 N N N 63.026 89.396 0.942  1.471  1.375  -1.694 "H4'"  FMP 28 
FMP "H3'"  H3*  H 0 1 N N N 60.453 88.013 0.513  2.142  -1.571 -1.570 "H3'"  FMP 29 
FMP "HO3'" *HO3 H 0 0 N N N 61.544 86.597 1.920  4.212  -0.643 -1.252 "HO3'" FMP 30 
FMP "H2'"  H2*  H 0 1 N N N 59.400 89.237 2.399  1.982  -1.641 0.734  "H2'"  FMP 31 
FMP "HO2'" *HO2 H 0 0 N N N 59.972 88.233 4.324  4.083  -0.673 0.711  "HO2'" FMP 32 
FMP "H1'"  H1*  H 0 1 N N N 62.252 89.741 3.470  1.284  1.291  0.946  "H1'"  FMP 33 
FMP HN7    HN7  H 0 1 N N N 58.984 93.720 4.267  -1.519 -2.451 3.397  HN7    FMP 34 
FMP HN61   1HN6 H 0 0 N N N 58.564 93.507 8.224  -2.326 -0.623 6.819  HN61   FMP 35 
FMP HN62   2HN6 H 0 0 N N N 57.889 93.152 6.757  -2.298 -1.808 5.628  HN62   FMP 36 
FMP H2     H2   H 0 1 N N N 61.506 90.030 8.104  0.036  2.901  5.151  H2     FMP 37 
# 
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 
FMP P     O1P    DOUB N N 1  
FMP P     O2P    SING N N 2  
FMP P     O3P    SING N N 3  
FMP P     "O5'"  SING N N 4  
FMP O2P   HOP2   SING N N 5  
FMP O3P   HOP3   SING N N 6  
FMP "O5'" "C5'"  SING N N 7  
FMP "C5'" "C4'"  SING N N 8  
FMP "C5'" "H5'1" SING N N 9  
FMP "C5'" "H5'2" SING N N 10 
FMP "C4'" "O4'"  SING N N 11 
FMP "C4'" "C3'"  SING N N 12 
FMP "C4'" "H4'"  SING N N 13 
FMP "O4'" "C1'"  SING N N 14 
FMP "C3'" "O3'"  SING N N 15 
FMP "C3'" "C2'"  SING N N 16 
FMP "C3'" "H3'"  SING N N 17 
FMP "O3'" "HO3'" SING N N 18 
FMP "C2'" "O2'"  SING N N 19 
FMP "C2'" "C1'"  SING N N 20 
FMP "C2'" "H2'"  SING N N 21 
FMP "O2'" "HO2'" SING N N 22 
FMP "C1'" C9     SING N N 23 
FMP "C1'" "H1'"  SING N N 24 
FMP C9    N8     DOUB Y N 25 
FMP C9    C4     SING Y N 26 
FMP N8    N7     SING Y N 27 
FMP N7    C5     SING Y N 28 
FMP N7    HN7    SING N N 29 
FMP C6    N6     SING N N 30 
FMP C6    C5     SING Y N 31 
FMP C6    N1     DOUB Y N 32 
FMP N6    HN61   SING N N 33 
FMP N6    HN62   SING N N 34 
FMP C5    C4     DOUB Y N 35 
FMP C4    N3     SING Y N 36 
FMP N3    C2     DOUB Y N 37 
FMP C2    N1     SING Y N 38 
FMP C2    H2     SING N N 39 
# 
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 
FMP SMILES           ACDLabs              10.04 "O=P(OCC3OC(c2nnc1c2ncnc1N)C(O)C3O)(O)O"                                                                                                                              
FMP SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2c1[nH]nc2[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                       
FMP SMILES           CACTVS               3.341 "Nc1ncnc2c1[nH]nc2[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                             
FMP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(c(n1)N)[nH]nc2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O"                                                                                                   
FMP SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(c(n1)N)[nH]nc2C3C(C(C(O3)COP(=O)(O)O)O)O"                                                                                                                     
FMP InChI            InChI                1.03  "InChI=1S/C10H14N5O7P/c11-10-6-4(12-2-13-10)5(14-15-6)9-8(17)7(16)3(22-9)1-21-23(18,19)20/h2-3,7-9,16-17H,1H2,(H,14,15)(H2,11,12,13)(H2,18,19,20)/t3-,7-,8-,9+/m1/s1" 
FMP InChIKey         InChI                1.03  PBAHXXBYQACZMA-KSYZLYKTSA-N                                                                                                                                           
# 
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 
FMP "SYSTEMATIC NAME" ACDLabs              10.04 "(1S)-1-(7-amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-5-O-phosphono-D-ribitol"                             
FMP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5S)-5-(7-amino-1H-pyrazolo[5,4-e]pyrimidin-3-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FMP "Create component"  1999-07-08 RCSB 
FMP "Modify descriptor" 2011-06-04 RCSB 
# 
