data_LCA
# 
_chem_comp.id                                    LCA 
_chem_comp.name                                  "[(1R,3R,4R,7S)-7-HYDROXY-3-(ADENIN-9-YL)-2,5-DIOXABICYCLO[2.2.1]HEPT-1-YL]METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H14 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-27 
_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                        359.232 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     LCA 
_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        1H0Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
LCA P      P    P 0 1 N N N 1.277 -0.193 5.360  1.007  -0.233 -4.687 P      LCA 1  
LCA O1P    O1P  O 0 1 N N N 1.665 0.774  6.411  1.421  -1.530 -5.547 O1P    LCA 2  
LCA "O5'"  O5*  O 0 1 N N N 2.583 -0.535 4.482  0.252  -0.700 -3.344 "O5'"  LCA 3  
LCA "C5'"  C5*  C 0 1 N N N 3.842 -0.812 5.068  -0.088 0.488  -2.627 "C5'"  LCA 4  
LCA "C3'"  C3*  C 0 1 N N S 5.097 -0.032 2.946  -1.294 1.289  -0.408 "C3'"  LCA 5  
LCA "C6'"  C6*  C 0 1 N N N 6.254 -1.514 4.378  -2.166 -0.647 -1.489 "C6'"  LCA 6  
LCA N9     N9   N 0 1 Y N N 4.151 -1.983 0.783  0.087  -0.145 1.927  N9     LCA 7  
LCA C8     C8   C 0 1 Y N N 2.821 -1.641 0.871  1.143  0.702  1.769  C8     LCA 8  
LCA C4     C4   C 0 1 Y N N 4.389 -2.134 -0.579 -0.014 -0.429 3.266  C4     LCA 9  
LCA N7     N7   N 0 1 Y N N 2.190 -1.608 -0.265 1.690  0.952  2.923  N7     LCA 10 
LCA C5     C5   C 0 1 Y N N 3.170 -1.936 -1.193 1.018  0.287  3.894  C5     LCA 11 
LCA C6     C6   C 0 1 Y N N 3.128 -2.105 -2.596 1.153  0.171  5.287  C6     LCA 12 
LCA "C2'"  C2*  C 0 1 N N R 6.012 -0.988 2.189  -1.975 0.314  0.624  "C2'"  LCA 13 
LCA N6     N6   N 0 1 N N N 2.007 -1.993 -3.315 2.155  0.849  5.960  N6     LCA 14 
LCA "C4'"  C4*  C 0 1 N N R 4.827 -1.150 3.946  -0.812 0.113  -1.332 "C4'"  LCA 15 
LCA "C1'"  C1*  C 0 1 N N R 5.083 -2.184 1.934  -0.779 -0.658 0.864  "C1'"  LCA 16 
LCA C2     C2   C 0 1 Y N N 5.391 -2.535 -2.555 -0.664 -1.249 5.312  C2     LCA 17 
LCA N1     N1   N 0 1 Y N N 4.265 -2.394 -3.248 0.294  -0.599 5.945  N1     LCA 18 
LCA "O4'"  O4*  O 0 1 N N N 4.349 -2.226 3.148  -0.063 -0.701 -0.386 "O4'"  LCA 19 
LCA O2P    O2P  O 0 1 N N N 0.180 0.140  4.427  2.223  0.530  -4.329 O2P    LCA 20 
LCA N3     N3   N 0 1 Y N N 5.559 -2.440 -1.226 -0.825 -1.176 4.007  N3     LCA 21 
LCA "O3'"  O3*  O 0 1 N N N 5.767 1.097  3.489  -2.237 2.146  -1.055 "O3'"  LCA 22 
LCA OXT    OXT  O 0 1 N Y N 0.909 -1.588 6.085  0.025  0.697  -5.558 OXT    LCA 23 
LCA "O2'"  O2*  O 0 1 N N N 6.976 -1.400 3.155  -2.867 -0.437 -0.246 "O2'"  LCA 24 
LCA H1P    H1P  H 0 1 N N N 0.895 0.976  6.929  1.869  -1.206 -6.341 H1P    LCA 25 
LCA "H5'1" 1H5* H 0 0 N N N 3.757 -1.659 5.748  -0.740 1.108  -3.241 "H5'1" LCA 26 
LCA "H5'2" 2H5* H 0 0 N N N 4.196 0.062  5.617  0.820  1.040  -2.388 "H5'2" LCA 27 
LCA "H3'"  H3*  H 0 1 N N N 4.200 0.244  2.389  -0.465 1.846  0.027  "H3'"  LCA 28 
LCA "H6'1" 1H6* H 0 0 N N N 6.632 -0.797 5.108  -2.738 -0.233 -2.319 "H6'1" LCA 29 
LCA "H6'2" 2H6* H 0 0 N N N 6.297 -2.530 4.772  -1.986 -1.710 -1.646 "H6'2" LCA 30 
LCA H8     H8   H 0 1 N N N 2.327 -1.433 1.809  1.477  1.106  0.825  H8     LCA 31 
LCA "H2'1" 1H2* H 0 0 N N N 6.449 -0.573 1.284  -2.430 0.770  1.503  "H2'1" LCA 32 
LCA H61    1H6  H 0 1 N N N 2.021 -2.162 -4.312 2.235  0.765  6.923  H61    LCA 33 
LCA H62    2H6  H 0 1 N N N 1.139 -1.785 -2.845 2.778  1.406  5.468  H62    LCA 34 
LCA "H1'"  H1*  H 0 1 N N N 5.650 -3.112 1.873  -1.146 -1.651 1.123  "H1'"  LCA 35 
LCA H2     H2   H 0 1 N N N 6.248 -2.745 -3.195 -1.341 -1.865 5.885  H2     LCA 36 
LCA HB     HB   H 0 1 N N N 5.935 1.794  2.866  -2.650 2.680  -0.363 HB     LCA 37 
LCA HA     HA   H 0 1 N N N 0.660 -2.209 5.410  -0.752 0.163  -5.770 HA     LCA 38 
# 
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 
LCA P     O1P    SING N N 1  
LCA P     "O5'"  SING N N 2  
LCA P     O2P    DOUB N N 3  
LCA P     OXT    SING N N 4  
LCA O1P   H1P    SING N N 5  
LCA "O5'" "C5'"  SING N N 6  
LCA "C5'" "C4'"  SING N N 7  
LCA "C5'" "H5'1" SING N N 8  
LCA "C5'" "H5'2" SING N N 9  
LCA "C3'" "C2'"  SING N N 10 
LCA "C3'" "C4'"  SING N N 11 
LCA "C3'" "O3'"  SING N N 12 
LCA "C3'" "H3'"  SING N N 13 
LCA "C6'" "C4'"  SING N N 14 
LCA "C6'" "O2'"  SING N N 15 
LCA "C6'" "H6'1" SING N N 16 
LCA "C6'" "H6'2" SING N N 17 
LCA N9    C8     SING Y N 18 
LCA N9    C4     SING Y N 19 
LCA N9    "C1'"  SING N N 20 
LCA C8    N7     DOUB Y N 21 
LCA C8    H8     SING N N 22 
LCA C4    C5     DOUB Y N 23 
LCA C4    N3     SING Y N 24 
LCA N7    C5     SING Y N 25 
LCA C5    C6     SING Y N 26 
LCA C6    N6     SING N N 27 
LCA C6    N1     DOUB Y N 28 
LCA "C2'" "C1'"  SING N N 29 
LCA "C2'" "O2'"  SING N N 30 
LCA "C2'" "H2'1" SING N N 31 
LCA N6    H61    SING N N 32 
LCA N6    H62    SING N N 33 
LCA "C4'" "O4'"  SING N N 34 
LCA "C1'" "O4'"  SING N N 35 
LCA "C1'" "H1'"  SING N N 36 
LCA C2    N1     SING Y N 37 
LCA C2    N3     DOUB Y N 38 
LCA C2    H2     SING N N 39 
LCA "O3'" HB     SING N N 40 
LCA OXT   HA     SING N N 41 
# 
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 
LCA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC43OC(n1cnc2c(ncnc12)N)C(OC3)C4O"                                                                                                                                       
LCA InChI            InChI                1.02b "InChI=1/C11H14N5O7P/c12-8-5-9(14-3-13-8)16(4-15-5)10-6-7(17)11(23-10,1-21-6)2-22-24(18,19)20/h3-4,6-7,10,17H,1-2H2,(H2,12,13,14)(H2,18,19,20)/t6-,7+,10-,11-/m1/s1/f/h18-19H,12H2" 
LCA InChIKey         InChI                1.02b OBTOXYBRQOXRBH-OJKANUIUDT                                                                                                                                                           
LCA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@]4(CO[C@@H]3[C@@H]4O)CO[P](O)(O)=O"                                                                                                                     
LCA SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[C]4(CO[CH]3[CH]4O)CO[P](O)(O)=O"                                                                                                                            
LCA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@@](O3)(CO4)COP(=O)(O)O)O)N"                                                                                                                
LCA SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C4C(C(O3)(CO4)COP(=O)(O)O)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 
LCA "SYSTEMATIC NAME" ACDLabs              10.04 "9-{2,5-anhydro-4-[(phosphonooxy)methyl]-alpha-L-lyxofuranosyl}-9H-purin-6-amine"                               
LCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,4R,6R,7S)-6-(6-aminopurin-9-yl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-4-yl]methyl dihydrogen phosphate" 
# 
