data_LGP
# 
_chem_comp.id                                    LGP 
_chem_comp.name                                  "N9-1-HYDROXY-PROP-2-OXYMETHYL-GUANINE-3'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H14 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_chem_comp.pdbx_synonyms                         
;LINEAR DECARBON-C2* GUANOSINE-5'-MONOPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        335.211 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     LGP 
_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        1AC9 
_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 
LGP P      P    P 0 1 N N N 9.468  4.088 8.363  -1.019 -0.379 4.563  P      LGP 1  
LGP OP1    O1P  O 0 1 N N N 9.757  2.693 8.767  -1.104 1.070  4.846  OP1    LGP 2  
LGP OP2    O2P  O 0 1 N N N 10.251 5.198 8.950  -2.493 -1.024 4.622  OP2    LGP 3  
LGP OP3    O3P  O 0 1 N Y N 9.602  4.181 6.750  -0.080 -1.086 5.663  OP3    LGP 4  
LGP "O5'"  O5*  O 0 1 N N N 7.895  4.372 8.637  -0.393 -0.604 3.097  "O5'"  LGP 5  
LGP "C5'"  C5*  C 0 1 N N N 7.465  5.499 9.428  0.907  -0.013 3.108  "C5'"  LGP 6  
LGP "C4'"  C4*  C 0 1 N N S 6.196  5.199 10.254 1.561  -0.193 1.737  "C4'"  LGP 7  
LGP "O4'"  O4*  O 0 1 N N N 5.579  3.987 9.803  0.757  0.441  0.739  "O4'"  LGP 8  
LGP "C3'"  C3*  C 0 1 N N N 6.510  5.142 11.758 2.953  0.440  1.749  "C3'"  LGP 9  
LGP "O3'"  O3*  O 0 1 N N N 7.705  5.875 12.052 2.840  1.833  2.044  "O3'"  LGP 10 
LGP "C1'"  C1*  C 0 1 N N N 5.027  4.170 8.492  0.950  -0.290 -0.472 "C1'"  LGP 11 
LGP N9     N9   N 0 1 Y N N 4.209  3.021 8.070  0.148  0.313  -1.539 N9     LGP 12 
LGP C8     C8   C 0 1 Y N N 4.575  1.738 7.861  -0.662 1.404  -1.421 C8     LGP 13 
LGP N7     N7   N 0 1 Y N N 3.668  0.912 7.464  -1.220 1.665  -2.567 N7     LGP 14 
LGP C5     C5   C 0 1 Y N N 2.542  1.739 7.399  -0.803 0.760  -3.485 C5     LGP 15 
LGP C6     C6   C 0 1 N N N 1.206  1.434 7.031  -1.071 0.556  -4.859 C6     LGP 16 
LGP O6     O6   O 0 1 N N N 0.738  0.357 6.678  -1.831 1.293  -5.464 O6     LGP 17 
LGP N1     N1   N 0 1 N N N 0.388  2.551 7.109  -0.460 -0.473 -5.486 N1     LGP 18 
LGP C2     C2   C 0 1 N N N 0.797  3.811 7.490  0.383  -1.294 -4.799 C2     LGP 19 
LGP N2     N2   N 0 1 N N N -0.138 4.752 7.510  0.986  -2.334 -5.461 N2     LGP 20 
LGP N3     N3   N 0 1 N N N 2.049  4.110 7.833  0.641  -1.114 -3.523 N3     LGP 21 
LGP C4     C4   C 0 1 Y N N 2.866  3.035 7.769  0.076  -0.113 -2.837 C4     LGP 22 
LGP HOP2   2HOP H 0 0 N N N 10.065 6.093 8.690  -2.831 -0.868 5.514  HOP2   LGP 23 
LGP HOP3   3HOP H 0 0 N N N 9.416  5.076 6.490  -0.051 -2.028 5.442  HOP3   LGP 24 
LGP "H5'"  1H5* H 0 1 N N N 7.257  6.334 8.759  1.519  -0.497 3.869  "H5'"  LGP 25 
LGP "H5''" 2H5* H 0 0 N N N 8.269  5.786 10.105 0.821  1.049  3.333  "H5''" LGP 26 
LGP "H4'"  H4*  H 0 1 N N N 5.485  6.005 10.095 1.647  -1.256 1.512  "H4'"  LGP 27 
LGP "H3'1" 1H3* H 0 0 N N N 6.644  4.099 12.063 3.566  -0.043 2.510  "H3'1" LGP 28 
LGP "H3'2" 2H3* H 0 0 N N N 5.666  5.594 12.326 3.419  0.312  0.772  "H3'2" LGP 29 
LGP "HO3'" *HO3 H 0 0 N Y N 7.899  5.839 12.981 3.738  2.193  2.042  "HO3'" LGP 30 
LGP "H1'1" 1H1* H 0 0 N N N 5.839  4.297 7.795  0.638  -1.325 -0.325 "H1'1" LGP 31 
LGP "H1'2" 2H1* H 0 0 N N N 4.410  5.066 8.480  2.003  -0.264 -0.749 "H1'2" LGP 32 
LGP H8     H8   H 0 1 N N N 5.594  1.412 8.041  -0.816 1.967  -0.512 H8     LGP 33 
LGP HN1    HN1  H 0 1 N N N -0.583 2.402 6.868  -0.628 -0.632 -6.428 HN1    LGP 34 
LGP HN21   1HN2 H 0 0 N N N 0.105  5.694 7.783  1.592  -2.925 -4.986 HN21   LGP 35 
LGP HN22   2HN2 H 0 0 N N N -1.092 4.523 7.271  0.802  -2.481 -6.402 HN22   LGP 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 
LGP P     OP1    DOUB N N 1  
LGP P     OP2    SING N N 2  
LGP P     OP3    SING N N 3  
LGP P     "O5'"  SING N N 4  
LGP OP2   HOP2   SING N N 5  
LGP OP3   HOP3   SING N N 6  
LGP "O5'" "C5'"  SING N N 7  
LGP "C5'" "C4'"  SING N N 8  
LGP "C5'" "H5'"  SING N N 9  
LGP "C5'" "H5''" SING N N 10 
LGP "C4'" "O4'"  SING N N 11 
LGP "C4'" "C3'"  SING N N 12 
LGP "C4'" "H4'"  SING N N 13 
LGP "O4'" "C1'"  SING N N 14 
LGP "C3'" "O3'"  SING N N 15 
LGP "C3'" "H3'1" SING N N 16 
LGP "C3'" "H3'2" SING N N 17 
LGP "O3'" "HO3'" SING N N 18 
LGP "C1'" N9     SING N N 19 
LGP "C1'" "H1'1" SING N N 20 
LGP "C1'" "H1'2" SING N N 21 
LGP N9    C8     SING Y N 22 
LGP N9    C4     SING Y N 23 
LGP C8    N7     DOUB Y N 24 
LGP C8    H8     SING N N 25 
LGP N7    C5     SING Y N 26 
LGP C5    C6     SING N N 27 
LGP C5    C4     DOUB Y N 28 
LGP C6    O6     DOUB N N 29 
LGP C6    N1     SING N N 30 
LGP N1    C2     SING N N 31 
LGP N1    HN1    SING N N 32 
LGP C2    N2     SING N N 33 
LGP C2    N3     DOUB N N 34 
LGP N2    HN21   SING N N 35 
LGP N2    HN22   SING N N 36 
LGP N3    C4     SING N N 37 
# 
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 
LGP SMILES           ACDLabs              10.04 "O=P(O)(O)OCC(OCn1c2N=C(NC(=O)c2nc1)N)CO"                                                                                                                     
LGP InChI            InChI                1.02b "InChI=1/C9H14N5O7P/c10-9-12-7-6(8(16)13-9)11-3-14(7)4-20-5(1-15)2-21-22(17,18)19/h3,5,15H,1-2,4H2,(H2,17,18,19)(H3,10,12,13,16)/t5-/m0/s1/f/h13,17-18H,10H2" 
LGP InChIKey         InChI                1.02b LSJIZCGOXSEZNF-FQQFJVSDDC                                                                                                                                     
LGP SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(CO[C@@H](CO)CO[P](O)(O)=O)cnc2C(=O)N1"                                                                                                              
LGP SMILES           CACTVS               3.341 "NC1=Nc2n(CO[CH](CO)CO[P](O)(O)=O)cnc2C(=O)N1"                                                                                                                
LGP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CO[C@@H](CO)COP(=O)(O)O)N=C(NC2=O)N"                                                                                                                
LGP SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1COC(CO)COP(=O)(O)O)N=C(NC2=O)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 
LGP "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]-3-hydroxypropyl dihydrogen phosphate" 
LGP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]-3-hydroxy-propyl] dihydrogen phosphate"          
# 
