data_JW5
# 
_chem_comp.id                                    JW5 
_chem_comp.name                                  
;6-(HYDROXYMETHYL)URIDINE 5'-(DIHYDROGEN PHOSPHATE)
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H15 N2 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-29 
_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                        354.207 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     JW5 
_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        ? 
_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 
JW5 O2     O2   O 0 1 N N N 15.259 10.709 38.913 1.106  -0.731 -1.878 O2     JW5 1  
JW5 C2     C2   C 0 1 N N N 15.575 10.246 37.790 2.061  -0.846 -1.134 C2     JW5 2  
JW5 N3     N3   N 0 1 N N N 16.891 9.977  37.588 3.038  -1.721 -1.439 N3     JW5 3  
JW5 C4     C4   C 0 1 N N N 17.328 9.463  36.409 4.103  -1.861 -0.624 C4     JW5 4  
JW5 O4     O4   O 0 1 N N N 18.579 9.232  36.239 4.987  -2.652 -0.899 O4     JW5 5  
JW5 C5     C5   C 0 1 N N N 16.404 9.221  35.424 4.185  -1.079 0.553  C5     JW5 6  
JW5 C6     C6   C 0 1 N N N 15.043 9.515  35.640 3.192  -0.209 0.834  C6     JW5 7  
JW5 C7     C7   C 0 1 N N N 14.192 9.519  34.396 3.255  0.636  2.081  C7     JW5 8  
JW5 O7     O7   O 0 1 N N N 13.742 10.897 34.167 4.455  0.337  2.798  O7     JW5 9  
JW5 N1     N1   N 0 1 N N N 14.658 10.032 36.833 2.130  -0.094 -0.021 N1     JW5 10 
JW5 "C1'"  C1*  C 0 1 N N R 13.235 10.356 37.071 1.054  0.854  0.281  "C1'"  JW5 11 
JW5 "O4'"  O4*  O 0 1 N N N 13.099 11.782 37.368 -0.225 0.184  0.270  "O4'"  JW5 12 
JW5 "C2'"  C2*  C 0 1 N N R 12.551 9.610  38.217 0.951  1.922  -0.830 "C2'"  JW5 13 
JW5 "O2'"  O2*  O 0 1 N N N 11.954 8.379  37.767 1.625  3.119  -0.439 "O2'"  JW5 14 
JW5 "C3'"  C3*  C 0 1 N N S 11.499 10.589 38.682 -0.567 2.175  -0.967 "C3'"  JW5 15 
JW5 "O3'"  O3*  O 0 1 N N N 10.272 10.452 37.931 -0.877 3.537  -0.664 "O3'"  JW5 16 
JW5 "C4'"  C4*  C 0 1 N N R 12.159 11.941 38.438 -1.201 1.231  0.078  "C4'"  JW5 17 
JW5 "C5'"  C5*  C 0 1 N N N 12.875 12.472 39.679 -2.510 0.647  -0.456 "C5'"  JW5 18 
JW5 "O5'"  O5*  O 0 1 N N N 11.909 12.742 40.669 -3.101 -0.189 0.540  "O5'"  JW5 19 
JW5 P      P    P 0 1 N N N 12.238 13.422 42.098 -4.492 -0.970 0.319  P      JW5 20 
JW5 O1P    O1P  O 0 1 N N N 12.576 14.869 41.782 -4.402 -1.801 -0.902 O1P    JW5 21 
JW5 O3P    O3P  O 0 1 N Y N 10.966 13.258 42.859 -4.787 -1.913 1.590  O3P    JW5 22 
JW5 O2P    O2P  O 0 1 N N N 13.414 12.679 42.671 -5.686 0.098  0.154  O2P    JW5 23 
JW5 HN3    HN3  H 0 1 N N N 17.549 10.160 38.319 2.974  -2.253 -2.247 HN3    JW5 24 
JW5 H5     H5   H 0 1 N N N 16.721 8.804  34.480 5.031  -1.177 1.217  H5     JW5 25 
JW5 H71    1H7  H 0 1 N N N 14.780 9.166  33.536 3.249  1.691  1.806  H71    JW5 26 
JW5 H72    2H7  H 0 1 N N N 13.329 8.848  34.519 2.392  0.419  2.710  H72    JW5 27 
JW5 HO7    HO7  H 0 1 N N N 13.645 11.342 35.001 4.562  0.845  3.613  HO7    JW5 28 
JW5 "H1'"  H1*  H 0 1 N N N 12.739 10.041 36.141 1.226  1.326  1.249  "H1'"  JW5 29 
JW5 "H2'"  H2*  H 0 1 N N N 13.251 9.313  39.012 1.362  1.541  -1.765 "H2'"  JW5 30 
JW5 "HO'2" 2HO* H 0 0 N N N 11.823 8.415  36.827 1.591  3.824  -1.100 "HO'2" JW5 31 
JW5 "H3'"  H3*  H 0 1 N N N 11.201 10.436 39.730 -0.908 1.921  -1.971 "H3'"  JW5 32 
JW5 H3T    H3T  H 0 1 N Y N 9.535  10.422 38.530 -0.455 4.177  -1.253 H3T    JW5 33 
JW5 "H4'"  H4*  H 0 1 N N N 11.380 12.674 38.184 -1.376 1.762  1.014  "H4'"  JW5 34 
JW5 "H5'1" 1H5* H 0 0 N N N 13.588 11.720 40.049 -3.196 1.457  -0.704 "H5'1" JW5 35 
JW5 "H5'2" 2H5* H 0 0 N N N 13.428 13.390 39.431 -2.307 0.058  -1.351 "H5'2" JW5 36 
JW5 HOP3   3HOP H 0 0 N N N 11.155 13.223 43.789 -5.611 -2.414 1.525  HOP3   JW5 37 
JW5 HOP2   2HOP H 0 0 N N N 14.054 12.522 41.987 -5.803 0.678  0.919  HOP2   JW5 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 
JW5 O2    C2     DOUB N N 1  
JW5 C2    N1     SING N N 2  
JW5 C2    N3     SING N N 3  
JW5 N3    C4     SING N N 4  
JW5 N3    HN3    SING N N 5  
JW5 C4    C5     SING N N 6  
JW5 C4    O4     DOUB N N 7  
JW5 C5    C6     DOUB N N 8  
JW5 C5    H5     SING N N 9  
JW5 C6    C7     SING N N 10 
JW5 C6    N1     SING N N 11 
JW5 C7    O7     SING N N 12 
JW5 C7    H71    SING N N 13 
JW5 C7    H72    SING N N 14 
JW5 O7    HO7    SING N N 15 
JW5 N1    "C1'"  SING N N 16 
JW5 "C1'" "O4'"  SING N N 17 
JW5 "C1'" "C2'"  SING N N 18 
JW5 "C1'" "H1'"  SING N N 19 
JW5 "O4'" "C4'"  SING N N 20 
JW5 "C2'" "O2'"  SING N N 21 
JW5 "C2'" "C3'"  SING N N 22 
JW5 "C2'" "H2'"  SING N N 23 
JW5 "O2'" "HO'2" SING N N 24 
JW5 "C3'" "O3'"  SING N N 25 
JW5 "C3'" "C4'"  SING N N 26 
JW5 "C3'" "H3'"  SING N N 27 
JW5 "O3'" H3T    SING N N 28 
JW5 "C4'" "C5'"  SING N N 29 
JW5 "C4'" "H4'"  SING N N 30 
JW5 "C5'" "O5'"  SING N N 31 
JW5 "C5'" "H5'1" SING N N 32 
JW5 "C5'" "H5'2" SING N N 33 
JW5 "O5'" P      SING N N 34 
JW5 P     O3P    SING N N 35 
JW5 P     O2P    SING N N 36 
JW5 P     O1P    DOUB N N 37 
JW5 O3P   HOP3   SING N N 38 
JW5 O2P   HOP2   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 
JW5 SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C(=C1)CO)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                            
JW5 InChI            InChI                1.02b "InChI=1/C10H15N2O10P/c13-2-4-1-6(14)11-10(17)12(4)9-8(16)7(15)5(22-9)3-21-23(18,19)20/h1,5,7-9,13,15-16H,2-3H2,(H,11,14,17)(H2,18,19,20)/t5-,7-,8-,9-/m1/s1/f/h11,18-19H" 
JW5 InChIKey         InChI                1.02b MSQUFEPNTQRBDI-QGDBZGSUDK                                                                                                                                                  
JW5 SMILES_CANONICAL CACTVS               3.341 "OCC1=CC(=O)NC(=O)N1[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O"                                                                                                          
JW5 SMILES           CACTVS               3.341 "OCC1=CC(=O)NC(=O)N1[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O"                                                                                                                
JW5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C(N(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)CO"                                                                                                        
JW5 SMILES           "OpenEye OEToolkits" 1.5.0 "C1=C(N(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O)CO"                                                                                                                          
# 
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 
JW5 "SYSTEMATIC NAME" ACDLabs              10.04 
;6-(hydroxymethyl)uridine 5'-(dihydrogen phosphate)
;
JW5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(hydroxymethyl)-2,4-dioxo-pyrimidin-1-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
