data_UMP
# 
_chem_comp.id                                    UMP 
_chem_comp.name                                  
;2'-DEOXYURIDINE 5'-MONOPHOSPHATE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H13 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         DUMP 
_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                        308.182 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     UMP 
_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        ? 
_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 
UMP N1     N1   N 0 1 N N N 20.447 12.689 18.071 2.557  0.304  0.454  N1     UMP 1  
UMP C2     C2   C 0 1 N N N 20.926 11.704 17.241 2.586  -0.495 -0.628 C2     UMP 2  
UMP N3     N3   N 0 1 N N N 20.589 10.398 17.525 3.654  -1.273 -0.885 N3     UMP 3  
UMP C4     C4   C 0 1 N N N 19.824 10.026 18.595 4.713  -1.272 -0.050 C4     UMP 4  
UMP C5     C5   C 0 1 N N N 19.350 11.064 19.418 4.693  -0.440 1.096  C5     UMP 5  
UMP C6     C6   C 0 1 N N N 19.707 12.367 19.148 3.611  0.335  1.326  C6     UMP 6  
UMP O2     O2   O 0 1 N N N 21.632 11.940 16.243 1.639  -0.507 -1.390 O2     UMP 7  
UMP O4     O4   O 0 1 N N N 19.562 8.808  18.746 5.677  -1.980 -0.278 O4     UMP 8  
UMP "C1'"  C1*  C 0 1 N N R 20.790 14.106 17.813 1.384  1.144  0.704  "C1'"  UMP 9  
UMP "C2'"  C2*  C 0 1 N N N 19.576 14.957 17.530 1.236  2.207  -0.407 "C2'"  UMP 10 
UMP "C3'"  C3*  C 0 1 N N S 19.269 15.668 18.818 -0.290 2.320  -0.618 "C3'"  UMP 11 
UMP "C4'"  C4*  C 0 1 N N R 20.644 15.747 19.476 -0.887 1.312  0.388  "C4'"  UMP 12 
UMP "O3'"  O3*  O 0 1 N N N 18.640 16.944 18.641 -0.740 3.645  -0.327 "O3'"  UMP 13 
UMP "O4'"  O4*  O 0 1 N N N 21.395 14.611 19.000 0.174  0.359  0.627  "O4'"  UMP 14 
UMP "C5'"  C5*  C 0 1 N N N 20.680 15.746 20.969 -2.109 0.610  -0.210 "C5'"  UMP 15 
UMP "O5'"  O5*  O 0 1 N N N 20.080 14.578 21.461 -2.666 -0.283 0.756  "O5'"  UMP 16 
UMP P      P    P 0 1 N N N 19.859 14.370 23.016 -3.939 -0.983 0.063  P      UMP 17 
UMP OP1    O1P  O 0 1 N N N 19.304 12.981 23.168 -3.523 -1.618 -1.207 OP1    UMP 18 
UMP OP2    O2P  O 0 1 N N N 21.183 14.526 23.710 -4.541 -2.102 1.052  OP2    UMP 19 
UMP OP3    O3P  O 0 1 N Y N 18.841 15.373 23.449 -5.065 0.129  -0.237 OP3    UMP 20 
UMP HN3    HN3  H 0 1 N N N 20.923 9.681  16.913 3.660  -1.841 -1.671 HN3    UMP 21 
UMP H5     H5   H 0 1 N N N 18.709 10.840 20.258 5.532  -0.425 1.776  H5     UMP 22 
UMP H6     H6   H 0 1 N N N 19.385 13.150 19.818 3.578  0.977  2.194  H6     UMP 23 
UMP "H1'"  H1*  H 0 1 N N N 21.447 14.148 16.932 1.462  1.624  1.680  "H1'"  UMP 24 
UMP "H2'"  1H2* H 0 1 N N N 19.785 15.679 16.727 1.724  1.873  -1.323 "H2'"  UMP 25 
UMP "H2''" 2H2* H 0 0 N N N 18.725 14.348 17.192 1.648  3.162  -0.080 "H2''" UMP 26 
UMP "H3'"  H3*  H 0 1 N N N 18.523 15.143 19.433 -0.556 2.044  -1.639 "H3'"  UMP 27 
UMP "H4'"  H4*  H 0 1 N N N 21.059 16.727 19.198 -1.158 1.818  1.315  "H4'"  UMP 28 
UMP "HO3'" *HO3 H 0 0 N Y N 18.501 17.349 19.489 -0.313 4.232  -0.965 "HO3'" UMP 29 
UMP "H5'"  1H5* H 0 1 N N N 21.726 15.788 21.308 -2.854 1.355  -0.490 "H5'"  UMP 30 
UMP "H5''" 2H5* H 0 0 N N N 20.130 16.621 21.345 -1.808 0.048  -1.094 "H5''" UMP 31 
UMP HOP2   2HOP H 0 0 N N N 21.878 14.559 23.063 -5.300 -2.495 0.600  HOP2   UMP 32 
UMP HOP3   3HOP H 0 0 N N N 18.975 15.586 24.365 -5.308 0.518  0.614  HOP3   UMP 33 
# 
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 
UMP N1    C2     SING N N 1  
UMP N1    C6     SING N N 2  
UMP N1    "C1'"  SING N N 3  
UMP C2    N3     SING N N 4  
UMP C2    O2     DOUB N N 5  
UMP N3    C4     SING N N 6  
UMP N3    HN3    SING N N 7  
UMP C4    C5     SING N N 8  
UMP C4    O4     DOUB N N 9  
UMP C5    C6     DOUB N N 10 
UMP C5    H5     SING N N 11 
UMP C6    H6     SING N N 12 
UMP "C1'" "C2'"  SING N N 13 
UMP "C1'" "O4'"  SING N N 14 
UMP "C1'" "H1'"  SING N N 15 
UMP "C2'" "C3'"  SING N N 16 
UMP "C2'" "H2'"  SING N N 17 
UMP "C2'" "H2''" SING N N 18 
UMP "C3'" "C4'"  SING N N 19 
UMP "C3'" "O3'"  SING N N 20 
UMP "C3'" "H3'"  SING N N 21 
UMP "C4'" "O4'"  SING N N 22 
UMP "C4'" "C5'"  SING N N 23 
UMP "C4'" "H4'"  SING N N 24 
UMP "O3'" "HO3'" SING N N 25 
UMP "C5'" "O5'"  SING N N 26 
UMP "C5'" "H5'"  SING N N 27 
UMP "C5'" "H5''" SING N N 28 
UMP "O5'" P      SING N N 29 
UMP P     OP1    DOUB N N 30 
UMP P     OP2    SING N N 31 
UMP P     OP3    SING N N 32 
UMP OP2   HOP2   SING N N 33 
UMP OP3   HOP3   SING N N 34 
# 
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 
UMP SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2)COP(=O)(O)O"                                                                                                                
UMP InChI            InChI                1.02b "InChI=1/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1/f/h10,15-16H" 
UMP InChIKey         InChI                1.02b JSRLJPSBLDHEIO-KGOHLMIXDS                                                                                                                                 
UMP SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                    
UMP SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                         
UMP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(=O)(O)O)O"                                                                                                     
UMP SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=O)NC2=O)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 
UMP "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5'-uridylic acid
;
UMP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
