data_U2S
# 
_chem_comp.id                                    U2S 
_chem_comp.name                                  1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-10 
_chem_comp.pdbx_modified_date                    2009-02-06 
_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                        313.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U2S 
_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        3D6P 
_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 
U2S C4     C4     C 0 1 N N N 34.941 -4.630 12.385 -4.001 1.908  -0.114 C4     U2S 1  
U2S C5     C5     C 0 1 N N N 36.119 -4.523 13.123 -4.089 1.245  1.134  C5     U2S 2  
U2S C6     C6     C 0 1 N N N 36.910 -3.382 12.962 -3.159 0.321  1.454  C6     U2S 3  
U2S N1     N1     N 0 1 N N N 36.533 -2.331 12.082 -2.151 0.040  0.572  N1     U2S 4  
U2S N3     N3     N 0 1 N N N 34.590 -3.611 11.494 -2.993 1.603  -0.956 N3     U2S 5  
U2S OAM    OAM    O 0 1 N N N 43.670 -1.800 14.801 4.956  2.062  -0.091 OAM    U2S 6  
U2S CAK    CAK    C 0 1 N N N 42.780 -2.888 15.126 3.779  2.097  -0.903 CAK    U2S 7  
U2S CAM    CAM    C 0 1 N N N 41.390 -2.310 15.441 3.226  0.677  -1.051 CAM    U2S 8  
U2S CAJ    CAJ    C 0 1 N N N 43.245 -1.111 13.604 4.739  1.521  1.215  CAJ    U2S 9  
U2S CAL    CAL    C 0 1 N N N 41.900 -0.448 13.918 4.195  0.096  1.088  CAL    U2S 10 
U2S NBA    NBA    N 0 1 N N N 40.917 -1.468 14.328 2.966  0.116  0.282  NBA    U2S 11 
U2S "C5'"  "C5'"  C 0 1 N N N 39.752 -0.729 14.812 2.379  -1.227 0.183  "C5'"  U2S 12 
U2S "C4'"  "C4'"  C 0 1 N N S 38.557 -0.835 13.849 0.908  -1.113 -0.221 "C4'"  U2S 13 
U2S "O4'"  "O4'"  O 0 1 N N N 38.709 -1.355 12.477 0.169  -0.401 0.784  "O4'"  U2S 14 
U2S "C3'"  "C3'"  C 0 1 N N R 38.016 0.536  13.534 0.257  -2.517 -0.283 "C3'"  U2S 15 
U2S "O3'"  "O3'"  O 0 1 N N N 37.512 1.254  14.655 0.450  -3.119 -1.564 "O3'"  U2S 16 
U2S "C2'"  "C2'"  C 0 1 N N R 36.865 0.155  12.634 -1.237 -2.160 -0.052 "C2'"  U2S 17 
U2S "O2'"  "O2'"  O 0 1 N N N 36.788 1.258  11.753 -1.934 -3.251 0.553  "O2'"  U2S 18 
U2S "C1'"  "C1'"  C 0 1 N N R 37.390 -1.108 11.906 -1.142 -0.963 0.919  "C1'"  U2S 19 
U2S O4     O4     O 0 1 N N N 34.221 -5.621 12.475 -4.831 2.742  -0.427 O4     U2S 20 
U2S C2     C2     C 0 1 N N N 35.363 -2.462 11.334 -2.079 0.676  -0.612 C2     U2S 21 
U2S O2     O2     O 0 1 N N N 34.978 -1.579 10.568 -1.175 0.411  -1.380 O2     U2S 22 
U2S H5     H5     H 0 1 N N N 36.414 -5.306 13.805 -4.890 1.477  1.821  H5     U2S 23 
U2S H6     H6     H 0 1 N N N 37.831 -3.297 13.520 -3.210 -0.195 2.401  H6     U2S 24 
U2S HN3    HN3    H 0 1 N N N 33.755 -3.710 10.953 -2.926 2.052  -1.813 HN3    U2S 25 
U2S HAK    HAK    H 0 1 N N N 42.710 -3.579 14.273 3.030  2.732  -0.430 HAK    U2S 26 
U2S HAKA   HAKA   H 0 0 N N N 43.163 -3.438 15.998 4.027  2.495  -1.887 HAKA   U2S 27 
U2S HAM    HAM    H 0 1 N N N 40.682 -3.138 15.593 2.297  0.706  -1.622 HAM    U2S 28 
U2S HAMA   HAMA   H 0 0 N N N 41.458 -1.694 16.350 3.954  0.055  -1.572 HAMA   U2S 29 
U2S HAJ    HAJ    H 0 1 N N N 43.987 -0.351 13.318 5.681  1.504  1.763  HAJ    U2S 30 
U2S HAJA   HAJA   H 0 0 N N N 43.147 -1.814 12.764 4.018  2.140  1.749  HAJA   U2S 31 
U2S HAL    HAL    H 0 1 N N N 42.034 0.276  14.735 4.939  -0.535 0.601  HAL    U2S 32 
U2S HALA   HALA   H 0 0 N N N 41.532 0.066  13.018 3.974  -0.299 2.079  HALA   U2S 33 
U2S "H5'"  "H5'"  H 0 1 N N N 39.455 -1.143 15.787 2.918  -1.805 -0.568 "H5'"  U2S 34 
U2S "H5'A" "H5'A" H 0 0 N N N 40.032 0.332  14.891 2.453  -1.728 1.148  "H5'A" U2S 35 
U2S "H4'"  "H4'"  H 0 1 N N N 37.962 -1.550 14.435 0.818  -0.610 -1.184 "H4'"  U2S 36 
U2S "H3'"  "H3'"  H 0 1 N N N 38.787 1.206  13.126 0.634  -3.161 0.512  "H3'"  U2S 37 
U2S "HO3'" "HO3'" H 0 0 N N N 37.400 0.660  15.388 0.059  -3.999 -1.649 "HO3'" U2S 38 
U2S "H2'"  "H2'"  H 0 1 N N N 35.888 -0.048 13.098 -1.715 -1.868 -0.987 "H2'"  U2S 39 
U2S "HO2'" "HO2'" H 0 0 N N N 36.771 2.064  12.255 -1.944 -4.057 0.018  "HO2'" U2S 40 
U2S "H1'"  "H1'"  H 0 1 N N N 37.395 -0.922 10.822 -1.295 -1.303 1.943  "H1'"  U2S 41 
# 
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 
U2S C4    C5     SING N N 1  
U2S C4    N3     SING N N 2  
U2S C4    O4     DOUB N N 3  
U2S C5    C6     DOUB N N 4  
U2S C6    N1     SING N N 5  
U2S N1    "C1'"  SING N N 6  
U2S N1    C2     SING N N 7  
U2S N3    C2     SING N N 8  
U2S OAM   CAK    SING N N 9  
U2S OAM   CAJ    SING N N 10 
U2S CAK   CAM    SING N N 11 
U2S CAM   NBA    SING N N 12 
U2S CAJ   CAL    SING N N 13 
U2S CAL   NBA    SING N N 14 
U2S NBA   "C5'"  SING N N 15 
U2S "C5'" "C4'"  SING N N 16 
U2S "C4'" "O4'"  SING N N 17 
U2S "C4'" "C3'"  SING N N 18 
U2S "O4'" "C1'"  SING N N 19 
U2S "C3'" "O3'"  SING N N 20 
U2S "C3'" "C2'"  SING N N 21 
U2S "C2'" "O2'"  SING N N 22 
U2S "C2'" "C1'"  SING N N 23 
U2S C2    O2     DOUB N N 24 
U2S C5    H5     SING N N 25 
U2S C6    H6     SING N N 26 
U2S N3    HN3    SING N N 27 
U2S CAK   HAK    SING N N 28 
U2S CAK   HAKA   SING N N 29 
U2S CAM   HAM    SING N N 30 
U2S CAM   HAMA   SING N N 31 
U2S CAJ   HAJ    SING N N 32 
U2S CAJ   HAJA   SING N N 33 
U2S CAL   HAL    SING N N 34 
U2S CAL   HALA   SING N N 35 
U2S "C5'" "H5'"  SING N N 36 
U2S "C5'" "H5'A" SING N N 37 
U2S "C4'" "H4'"  SING N N 38 
U2S "C3'" "H3'"  SING N N 39 
U2S "O3'" "HO3'" SING N N 40 
U2S "C2'" "H2'"  SING N N 41 
U2S "O2'" "HO2'" SING N N 42 
U2S "C1'" "H1'"  SING N N 43 
# 
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 
U2S SMILES           ACDLabs              10.04 O=C1NC(=O)N(C=C1)C2OC(C(O)C2O)CN3CCOCC3                                                                                                                  
U2S InChI            InChI                1.02b InChI=1/C13H19N3O6/c17-9-1-2-16(13(20)14-9)12-11(19)10(18)8(22-12)7-15-3-5-21-6-4-15/h1-2,8,10-12,18-19H,3-7H2,(H,14,17,20)/t8-,10-,11+,12+/m0/s1/f/h14H 
U2S InChIKey         InChI                1.02b LZYQLCIKQTYBER-CYDXRMARDO                                                                                                                                
U2S SMILES_CANONICAL CACTVS               3.341 O[C@@H]1[C@@H](O)[C@@H](O[C@H]1CN2CCOCC2)N3C=CC(=O)NC3=O                                                                                                 
U2S SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CN2CCOCC2)N3C=CC(=O)NC3=O                                                                                                        
U2S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1COCCN1C[C@H]2[C@@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O                                                                                                
U2S SMILES           "OpenEye OEToolkits" 1.5.0 C1COCCN1CC2C(C(C(O2)N3C=CC(=O)NC3=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 
U2S "SYSTEMATIC NAME" ACDLabs              10.04 1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione        
U2S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(morpholin-4-ylmethyl)oxolan-2-yl]pyrimidine-2,4-dione 
# 
