data_4PC
# 
_chem_comp.id                                    4PC 
_chem_comp.name                                  "3-(2'-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-6-METHYL-3,7-DIHYDRO-2H-PYRROLO[2,3-D]PYRIMIDIN-2-ONE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H16 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-18 
_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                        345.245 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     4PC 
_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        ? 
_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 
4PC P      P    P 0 1 N N N 2.528  2.084  -9.185  -3.968 -1.665 3.118  P      4PC 1  
4PC OP1    O1P  O 0 1 N N N 2.783  3.477  -8.659  -4.406 -2.599 4.208  OP1    4PC 2  
4PC OP2    O2P  O 0 1 N N N 2.111  1.850  -10.616 -3.912 -2.311 1.636  OP2    4PC 3  
4PC "O5'"  O5*  O 0 1 N N N 1.425  1.395  -8.205  -2.493 -1.028 3.315  "O5'"  4PC 4  
4PC "C5'"  C5*  C 0 1 N N N 0.979  0.080  -8.502  -2.005 -0.136 2.327  "C5'"  4PC 5  
4PC "C4'"  C4*  C 0 1 N N R -0.069 -0.431 -7.488  -0.611 0.328  2.728  "C4'"  4PC 6  
4PC "O4'"  O4*  O 0 1 N N N 0.461  -0.256 -6.145  0.247  -0.829 2.764  "O4'"  4PC 7  
4PC "C3'"  C3*  C 0 1 N N S -1.434 0.270  -7.545  0.008  1.286  1.720  "C3'"  4PC 8  
4PC "O3'"  O3*  O 0 1 N N N -2.490 -0.646 -7.216  0.965  2.121  2.368  "O3'"  4PC 9  
4PC "C2'"  C2*  C 0 1 N N N -1.354 1.267  -6.416  0.710  0.360  0.754  "C2'"  4PC 10 
4PC "C1'"  C1*  C 0 1 N N R -0.488 0.526  -5.397  1.157  -0.778 1.657  "C1'"  4PC 11 
4PC N1     N1   N 0 1 N N N 0.219  1.405  -4.461  1.164  -2.047 0.989  N1     4PC 12 
4PC C2     C2   C 0 1 N N N 0.024  1.230  -3.075  2.343  -2.539 0.370  C2     4PC 13 
4PC O2     O2   O 0 1 N N N -0.664 0.322  -2.614  3.393  -1.893 0.388  O2     4PC 14 
4PC N3     N3   N 0 1 N N N 0.613  2.119  -2.185  2.300  -3.776 -0.267 N3     4PC 15 
4PC C4     C4   C 0 1 N N N 1.350  3.044  -2.684  1.187  -4.428 -0.271 C4     4PC 16 
4PC C5     C5   C 0 1 N N N 1.642  3.238  -4.121  -0.067 -3.943 0.364  C5     4PC 17 
4PC C6     C6   C 0 1 N N N 1.060  2.391  -4.955  -0.019 -2.765 0.970  C6     4PC 18 
4PC C14    C14  C 0 1 N N N 2.512  4.385  -4.225  -1.071 -4.955 0.137  C14    4PC 19 
4PC C15    C15  C 0 1 N N N 2.706  4.848  -2.968  -0.479 -5.948 -0.566 C15    4PC 20 
4PC C16    C16  C 0 1 N N N 3.492  6.030  -2.538  -1.094 -7.210 -1.045 C16    4PC 21 
4PC N17    N17  N 0 1 N N N 2.027  4.056  -2.050  0.857  -5.652 -0.815 N17    4PC 22 
4PC OP3    O3P  O 0 1 N Y N ?      ?      ?       -4.901 -0.360 2.920  OP3    4PC 23 
4PC HOP2   2HOP H 0 0 N N N 1.164  1.801  -10.666 -4.684 -2.823 1.313  HOP2   4PC 24 
4PC "H5'"  1H5* H 0 1 N N N 1.850  -0.590 -8.452  -1.971 -0.654 1.366  "H5'"  4PC 25 
4PC "H5''" 2H5* H 0 0 N N N 0.523  0.084  -9.503  -2.683 0.718  2.254  "H5''" 4PC 26 
4PC "H4'"  H4*  H 0 1 N N N -0.247 -1.483 -7.755  -0.644 0.753  3.736  "H4'"  4PC 27 
4PC "H3'"  H3*  H 0 1 N N N -1.637 0.695  -8.539  -0.722 1.941  1.236  "H3'"  4PC 28 
4PC "HO3'" H3T  H 0 0 N Y N -2.136 -1.525 -7.143  0.636  3.035  2.314  "HO3'" 4PC 29 
4PC "H2'"  1H2* H 0 1 N N N -2.337 1.567  -6.023  -0.003 -0.001 0.003  "H2'"  4PC 30 
4PC "H2''" 2H2* H 0 0 N N N -0.896 2.215  -6.735  1.556  0.818  0.232  "H2''" 4PC 31 
4PC "H1'"  H1*  H 0 1 N N N -1.146 -0.093 -4.770  2.163  -0.604 2.054  "H1'"  4PC 32 
4PC H6     H6   H 0 1 N N N 1.239  2.467  -6.017  -0.877 -2.324 1.462  H6     4PC 33 
4PC H14    H14  H 0 1 N N N 2.929  4.796  -5.133  -2.094 -4.911 0.470  H14    4PC 34 
4PC H161   1H16 H 0 0 N N N 4.262  6.252  -3.292  -1.534 -7.759 -0.208 H161   4PC 35 
4PC H162   2H16 H 0 0 N N N 3.974  5.818  -1.572  -0.341 -7.842 -1.523 H162   4PC 36 
4PC H163   3H16 H 0 0 N N N 2.823  6.897  -2.432  -1.878 -6.997 -1.776 H163   4PC 37 
4PC H17    H17  H 0 1 N N N 2.031  4.203  -1.061  1.462  -6.277 -1.329 H17    4PC 38 
4PC HOP3   3HOP H 0 0 N N N -0.160 -0.876 -0.331  -5.874 -0.475 2.871  HOP3   4PC 39 
# 
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 
4PC P     OP1    DOUB N N 1  
4PC P     OP2    SING N N 2  
4PC P     "O5'"  SING N N 3  
4PC P     OP3    SING N N 4  
4PC OP2   HOP2   SING N N 5  
4PC "O5'" "C5'"  SING N N 6  
4PC "C5'" "C4'"  SING N N 7  
4PC "C5'" "H5'"  SING N N 8  
4PC "C5'" "H5''" SING N N 9  
4PC "C4'" "O4'"  SING N N 10 
4PC "C4'" "C3'"  SING N N 11 
4PC "C4'" "H4'"  SING N N 12 
4PC "O4'" "C1'"  SING N N 13 
4PC "C3'" "O3'"  SING N N 14 
4PC "C3'" "C2'"  SING N N 15 
4PC "C3'" "H3'"  SING N N 16 
4PC "O3'" "HO3'" SING N N 17 
4PC "C2'" "C1'"  SING N N 18 
4PC "C2'" "H2'"  SING N N 19 
4PC "C2'" "H2''" SING N N 20 
4PC "C1'" N1     SING N N 21 
4PC "C1'" "H1'"  SING N N 22 
4PC N1    C2     SING N N 23 
4PC N1    C6     SING N N 24 
4PC C2    O2     DOUB N N 25 
4PC C2    N3     SING N N 26 
4PC N3    C4     DOUB N N 27 
4PC C4    C5     SING N N 28 
4PC C4    N17    SING N N 29 
4PC C5    C6     DOUB N N 30 
4PC C5    C14    SING N N 31 
4PC C6    H6     SING N N 32 
4PC C14   C15    DOUB N N 33 
4PC C14   H14    SING N N 34 
4PC C15   C16    SING N N 35 
4PC C15   N17    SING N N 36 
4PC C16   H161   SING N N 37 
4PC C16   H162   SING N N 38 
4PC C16   H163   SING N N 39 
4PC N17   H17    SING N N 40 
4PC OP3   HOP3   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 
4PC SMILES           ACDLabs              10.04 "O=C1N=C3C(=CN1C2OC(C(O)C2)COP(=O)(O)O)C=C(N3)C"                                                                                                                          
4PC InChI            InChI                1.02b "InChI=1/C12H16N3O7P/c1-6-2-7-4-15(12(17)14-11(7)13-6)10-3-8(16)9(22-10)5-21-23(18,19)20/h2,4,8-10,16H,3,5H2,1H3,(H,13,14,17)(H2,18,19,20)/t8-,9+,10+/m0/s1/f/h13,18-19H" 
4PC InChIKey         InChI                1.02b VOKZMFPBFFRNPZ-BRWMURASDE                                                                                                                                                 
4PC SMILES_CANONICAL CACTVS               3.341 "CC1=CC2=CN([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)C(=O)N=C2N1"                                                                                                           
4PC SMILES           CACTVS               3.341 "CC1=CC2=CN([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)C(=O)N=C2N1"                                                                                                               
4PC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CC2=CN(C(=O)N=C2N1)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                             
4PC SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CC2=CN(C(=O)N=C2N1)C3CC(C(O3)COP(=O)(O)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 
4PC "SYSTEMATIC NAME" ACDLabs              10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-methyl-3,7-dihydro-2H-pyrrolo[2,3-d]pyrimidin-2-one"   
4PC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-methyl-2-oxo-7H-pyrrolo[2,3-d]pyrimidin-3-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
