data_NCU
# 
_chem_comp.id                                    NCU 
_chem_comp.name                                  "[(1R,5R,7R,8S)-7-(4-amino-5-methyl-2-oxopyrimidin-1(2H)-yl)-8-hydroxy-3-methyl-2,6-dioxa-3-azabicyclo[3.2.1]oct-5-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H19 N4 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-05 
_chem_comp.pdbx_modified_date                    2015-08-14 
_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                        378.275 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NCU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4U6K 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
NCU N1     N1   N 0 1 N N N 43.570 16.153 39.578 2.327  0.002  0.368  N1     NCU 1  
NCU C7     C1   C 0 1 N N N 40.597 18.314 39.124 2.715  -3.528 -0.786 C7     NCU 2  
NCU C6     C2   C 0 1 N N N 42.754 17.213 39.288 2.026  -1.238 -0.111 C6     NCU 3  
NCU C5     C3   C 0 1 N N N 41.433 17.148 39.514 3.017  -2.148 -0.260 C5     NCU 4  
NCU C4     C4   C 0 1 N N N 40.923 15.943 40.075 4.335  -1.786 0.086  C4     NCU 5  
NCU C2     C5   C 0 1 N N N 43.047 15.000 40.154 3.595  0.317  0.689  C2     NCU 6  
NCU O2     O1   O 0 1 N N N 43.820 14.068 40.429 3.846  1.432  1.117  O2     NCU 7  
NCU P      P1   P 0 1 N N N 44.224 21.262 37.383 -4.083 -1.473 0.250  P      NCU 8  
NCU OP1    O2   O 0 1 N N N 42.628 21.281 37.377 -4.930 -1.151 -0.920 OP1    NCU 9  
NCU OP2    O3   O 0 1 N N N 45.047 21.744 36.095 -3.527 -2.978 0.112  OP2    NCU 10 
NCU "O5'"  O4   O 0 1 N N N 44.603 19.669 37.457 -2.843 -0.447 0.314  "O5'"  NCU 11 
NCU N3     N2   N 0 1 N N N 41.720 14.921 40.393 4.580  -0.567 0.548  N3     NCU 12 
NCU N4     N3   N 0 1 N N N 39.613 15.800 40.289 5.361  -2.692 -0.055 N4     NCU 13 
NCU "C2'"  C6   C 0 1 N N R 45.277 15.573 37.883 1.183  1.890  -0.735 "C2'"  NCU 14 
NCU "C5'"  C7   C 0 1 N N N 45.957 19.244 37.535 -1.941 -0.248 -0.776 "C5'"  NCU 15 
NCU "C4'"  C8   C 0 1 N N R 46.023 17.782 37.911 -0.887 0.788  -0.382 "C4'"  NCU 16 
NCU "O4'"  O5   O 0 1 N N N 45.442 17.544 39.213 -0.002 0.344  0.665  "O4'"  NCU 17 
NCU "C1'"  C9   C 0 1 N N R 45.006 16.178 39.262 1.265  0.999  0.528  "C1'"  NCU 18 
NCU "C3'"  C10  C 0 1 N N S 45.271 16.812 37.015 0.063  1.176  -1.548 "C3'"  NCU 19 
NCU "O3'"  O6   O 0 1 N N N 45.703 16.654 35.670 -0.571 2.074  -2.462 "O3'"  NCU 20 
NCU "O2'"  O7   O 0 1 N N N 46.634 15.040 37.877 0.641  3.156  -0.309 "O2'"  NCU 21 
NCU "C6'"  C11  C 0 1 N N N 47.523 17.322 38.043 -1.526 2.141  0.124  "C6'"  NCU 22 
NCU "N6'"  N4   N 0 1 N N N 47.667 15.863 38.404 -0.461 3.010  0.645  "N6'"  NCU 23 
NCU "C7'"  C12  C 0 1 N N N 48.921 15.278 37.958 -0.996 4.322  1.036  "C7'"  NCU 24 
NCU H1     H1   H 0 1 N N N 39.545 18.110 39.371 2.803  -3.529 -1.873 H1     NCU 25 
NCU H2     H2   H 0 1 N N N 40.936 19.207 39.670 3.424  -4.241 -0.364 H2     NCU 26 
NCU H3     H3   H 0 1 N N N 40.692 18.488 38.042 1.702  -3.811 -0.503 H3     NCU 27 
NCU HOP2   H4   H 0 0 N N N 43.179 18.114 38.872 1.008  -1.491 -0.368 HOP2   NCU 28 
NCU H4     H6   H 0 1 N N N 44.441 22.010 35.413 -2.963 -3.258 0.845  H4     NCU 29 
NCU H41    H7   H 0 1 N N N 39.260 14.948 40.675 5.178  -3.583 -0.393 H41    NCU 30 
NCU H42    H8   H 0 1 N N N 38.985 16.545 40.063 6.267  -2.440 0.183  H42    NCU 31 
NCU "H2'"  H9   H 0 1 N N N 44.512 14.840 37.586 2.128  1.979  -1.272 "H2'"  NCU 32 
NCU "H5'"  H10  H 0 1 N N N 46.441 19.390 36.558 -1.451 -1.190 -1.020 "H5'"  NCU 33 
NCU "H5''" H11  H 0 0 N N N 46.482 19.839 38.297 -2.494 0.109  -1.645 "H5''" NCU 34 
NCU "H1'"  H12  H 0 1 N N N 45.570 15.618 40.022 1.461  1.615  1.406  "H1'"  NCU 35 
NCU "H3'"  H13  H 0 1 N N N 44.229 17.164 36.986 0.445  0.294  -2.062 "H3'"  NCU 36 
NCU "HO3'" H14  H 0 0 N Y N 45.658 17.491 35.222 0.025  2.443  -3.128 "HO3'" NCU 37 
NCU H15    H15  H 0 1 N N N 48.028 17.496 37.081 -2.029 2.640  -0.704 H15    NCU 38 
NCU H16    H16  H 0 1 N N N 48.006 17.925 38.826 -2.244 1.932  0.917  H16    NCU 39 
NCU H17    H17  H 0 1 N N N 48.714 14.383 37.352 -1.429 4.812  0.164  H17    NCU 40 
NCU H18    H18  H 0 1 N N N 49.473 16.012 37.352 -1.765 4.188  1.796  H18    NCU 41 
NCU H19    H19  H 0 1 N N N 49.526 14.996 38.833 -0.191 4.938  1.437  H19    NCU 42 
NCU OP3    OP3  O 0 1 N Y N 44.841 21.897 38.724 -4.956 -1.345 1.597  OP3    NCU 43 
NCU HOP3   HOP3 H 0 0 N N N 44.136 22.180 39.294 -5.721 -1.935 1.627  HOP3   NCU 44 
# 
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 
NCU "O3'" "C3'"  SING N N 1  
NCU OP2   P      SING N N 2  
NCU "C3'" "C2'"  SING N N 3  
NCU "C3'" "C4'"  SING N N 4  
NCU OP1   P      DOUB N N 5  
NCU P     "O5'"  SING N N 6  
NCU "O5'" "C5'"  SING N N 7  
NCU "C5'" "C4'"  SING N N 8  
NCU "O2'" "C2'"  SING N N 9  
NCU "O2'" "N6'"  SING N N 10 
NCU "C2'" "C1'"  SING N N 11 
NCU "C4'" "C6'"  SING N N 12 
NCU "C4'" "O4'"  SING N N 13 
NCU "C7'" "N6'"  SING N N 14 
NCU "C6'" "N6'"  SING N N 15 
NCU C7    C5     SING N N 16 
NCU "O4'" "C1'"  SING N N 17 
NCU "C1'" N1     SING N N 18 
NCU C6    C5     DOUB N N 19 
NCU C6    N1     SING N N 20 
NCU C5    C4     SING N N 21 
NCU N1    C2     SING N N 22 
NCU C4    N4     SING N N 23 
NCU C4    N3     DOUB N N 24 
NCU C2    N3     SING N N 25 
NCU C2    O2     DOUB N N 26 
NCU C7    H1     SING N N 27 
NCU C7    H2     SING N N 28 
NCU C7    H3     SING N N 29 
NCU C6    HOP2   SING N N 30 
NCU OP2   H4     SING N N 31 
NCU N4    H41    SING N N 32 
NCU N4    H42    SING N N 33 
NCU "C2'" "H2'"  SING N N 34 
NCU "C5'" "H5'"  SING N N 35 
NCU "C5'" "H5''" SING N N 36 
NCU "C1'" "H1'"  SING N N 37 
NCU "C3'" "H3'"  SING N N 38 
NCU "O3'" "HO3'" SING N N 39 
NCU "C6'" H15    SING N N 40 
NCU "C6'" H16    SING N N 41 
NCU "C7'" H17    SING N N 42 
NCU "C7'" H18    SING N N 43 
NCU "C7'" H19    SING N N 44 
NCU P     OP3    SING N N 45 
NCU OP3   HOP3   SING N N 46 
# 
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 
NCU SMILES           ACDLabs              12.01 "O=C1N=C(N)C(=CN1C3OC2(C(O)C3ON(C)C2)COP(=O)(O)O)C"                                                                                                                        
NCU InChI            InChI                1.03  "InChI=1S/C12H19N4O8P/c1-6-3-16(11(18)14-9(6)13)10-7-8(17)12(23-10,4-15(2)24-7)5-22-25(19,20)21/h3,7-8,10,17H,4-5H2,1-2H3,(H2,13,14,18)(H2,19,20,21)/t7-,8+,10-,12-/m1/s1" 
NCU InChIKey         InChI                1.03  NFVTVBMMWKQGEV-UJYYTQATSA-N                                                                                                                                                
NCU SMILES_CANONICAL CACTVS               3.385 "CN1C[C@]2(CO[P](O)(O)=O)O[C@H]([C@H](O1)[C@@H]2O)N3C=C(C)C(=NC3=O)N"                                                                                                      
NCU SMILES           CACTVS               3.385 "CN1C[C]2(CO[P](O)(O)=O)O[CH]([CH](O1)[CH]2O)N3C=C(C)C(=NC3=O)N"                                                                                                           
NCU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)N=C1N)[C@H]2[C@H]3[C@@H]([C@@](O2)(CN(O3)C)COP(=O)(O)O)O"                                                                                                     
NCU SMILES           "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)N=C1N)C2C3C(C(O2)(CN(O3)C)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 
NCU "SYSTEMATIC NAME" ACDLabs              12.01 "[(1R,5R,7R,8S)-7-(4-amino-5-methyl-2-oxopyrimidin-1(2H)-yl)-8-hydroxy-3-methyl-2,6-dioxa-3-azabicyclo[3.2.1]oct-5-yl]methyl dihydrogen phosphate"            
NCU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1R,5R,7R,8S)-7-(4-azanyl-5-methyl-2-oxidanylidene-pyrimidin-1-yl)-3-methyl-8-oxidanyl-2,6-dioxa-3-azabicyclo[3.2.1]octan-5-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 
NCU "Create component"  2014-08-05 PDBJ 
NCU "Modify descriptor" 2014-09-05 RCSB 
NCU "Initial release"   2015-08-19 RCSB 
# 
