data_UDH
# 
_chem_comp.id                                    UDH 
_chem_comp.name                                  "6-AMINOHEXYL-URIDINE-C1,5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H27 N3 O12 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        503.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UDH 
_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        2AH9 
_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 
UDH N1     N1     N 0 1 N N N 37.838 51.204 41.075 -5.899 0.694  -0.017 N1     UDH 1  
UDH C2     C2     C 0 1 N N N 38.961 51.744 40.390 -7.165 0.431  -0.389 C2     UDH 2  
UDH N3     N3     N 0 1 N N N 39.963 50.830 40.091 -8.114 1.384  -0.336 N3     UDH 3  
UDH C4     C4     C 0 1 N N N 39.970 49.452 40.399 -7.805 2.627  0.085  C4     UDH 4  
UDH C5     C5     C 0 1 N N N 38.794 48.975 41.089 -6.476 2.919  0.475  C5     UDH 5  
UDH C6     C6     C 0 1 N N N 37.801 49.817 41.398 -5.545 1.942  0.416  C6     UDH 6  
UDH O2     O2     O 0 1 N N N 38.979 52.939 40.120 -7.457 -0.686 -0.771 O2     UDH 7  
UDH O4     O4     O 0 1 N N N 40.925 48.765 40.084 -8.662 3.491  0.129  O4     UDH 8  
UDH C1B    C1*    C 0 1 N N R 36.738 52.184 41.430 -4.889 -0.366 -0.081 C1B    UDH 9  
UDH C2B    C2*    C 0 1 N N R 35.938 52.830 40.352 -5.257 -1.519 0.886  C2B    UDH 10 
UDH "O2'"  O2*    O 0 1 N N N 35.501 54.158 40.716 -6.128 -2.461 0.255  "O2'"  UDH 11 
UDH C3B    C3*    C 0 1 N N S 34.844 51.815 40.222 -3.859 -2.141 1.150  C3B    UDH 12 
UDH C4B    C4*    C 0 1 N N R 34.471 51.536 41.679 -2.938 -0.903 1.113  C4B    UDH 13 
UDH "O4'"  O4*    O 0 1 N N N 35.814 51.431 42.218 -3.622 0.125  0.387  "O4'"  UDH 14 
UDH "O3'"  O3*    O 0 1 N N N 33.727 52.253 39.464 -3.510 -3.065 0.117  "O3'"  UDH 15 
UDH C5B    C5*    C 0 1 N N N 33.666 50.271 41.770 -1.626 -1.252 0.408  C5B    UDH 16 
UDH "O5'"  O5*    O 0 1 N N N 34.375 49.091 41.424 -0.738 -0.134 0.473  "O5'"  UDH 17 
UDH PA     PA     P 0 1 N N R 33.968 48.196 40.177 0.614  -0.569 -0.285 PA     UDH 18 
UDH O1A    O1A    O 0 1 N N N 33.556 49.067 39.051 1.137  -1.817 0.316  O1A    UDH 19 
UDH O2A    O2A    O 0 1 N N N 34.977 47.186 39.793 0.300  -0.816 -1.845 O2A    UDH 20 
UDH O3A    O3A    O 0 1 N N N 32.651 47.398 40.801 1.712  0.599  -0.137 O3A    UDH 21 
UDH PB     PB     P 0 1 N N S 31.505 46.708 39.991 3.131  -0.041 -0.550 PB     UDH 22 
UDH O1B    O1B    O 0 1 N N N 30.653 46.106 41.194 3.229  -1.415 -0.009 O1B    UDH 23 
UDH O2B    O2B    O 0 1 N N N 32.185 45.603 39.239 4.322  0.860  0.053  O2B    UDH 24 
UDH O3B    O3B    O 0 1 N N N 31.005 47.621 38.937 3.253  -0.086 -2.155 O3B    UDH 25 
UDH "C1'"  "C1'"  C 0 1 N N N 32.806 44.448 39.873 5.544  0.181  -0.243 "C1'"  UDH 26 
UDH "C2'"  "C2'"  C 0 1 N N N 33.599 43.777 38.730 6.722  0.988  0.306  "C2'"  UDH 27 
UDH "C3'"  "C3'"  C 0 1 N N N 32.598 42.780 38.129 8.030  0.262  -0.012 "C3'"  UDH 28 
UDH "C4'"  "C4'"  C 0 1 N N N 32.847 42.876 36.621 9.208  1.069  0.537  "C4'"  UDH 29 
UDH "C5'"  "C5'"  C 0 1 N N N 32.320 41.540 36.084 10.516 0.343  0.219  "C5'"  UDH 30 
UDH "C6'"  "C6'"  C 0 1 N N N 32.117 41.805 34.592 11.694 1.150  0.769  "C6'"  UDH 31 
UDH "N6'"  "N6'"  N 0 1 N N N 31.319 40.729 34.176 12.951 0.452  0.463  "N6'"  UDH 32 
UDH HN3    HN3    H 0 1 N N N 40.763 51.185 39.607 -9.022 1.176  -0.605 HN3    UDH 33 
UDH H5     H5     H 0 1 N N N 38.716 47.932 41.357 -6.210 3.909  0.815  H5     UDH 34 
UDH H6     H6     H 0 1 N N N 36.935 49.429 41.914 -4.526 2.146  0.710  H6     UDH 35 
UDH "H1'"  H1*    H 0 1 N N N 37.262 53.032 41.895 -4.797 -0.740 -1.100 "H1'"  UDH 36 
UDH "H2'"  H2*    H 0 1 N N N 36.465 53.034 39.408 -5.697 -1.136 1.806  "H2'"  UDH 37 
UDH "HO2'" *HO2   H 0 0 N N N 35.405 54.213 41.660 -6.317 -3.148 0.908  "HO2'" UDH 38 
UDH "H3'"  H3*    H 0 1 N N N 35.176 50.927 39.664 -3.826 -2.621 2.128  "H3'"  UDH 39 
UDH "H4'"  H4*    H 0 1 N N N 33.837 52.269 42.200 -2.732 -0.563 2.129  "H4'"  UDH 40 
UDH "HO3'" *HO3   H 0 0 N N N 32.975 52.351 40.036 -4.174 -3.767 0.134  "HO3'" UDH 41 
UDH "H5'1" 1H5*   H 0 0 N N N 33.324 50.165 42.810 -1.828 -1.495 -0.635 "H5'1" UDH 42 
UDH "H5'2" 2H5*   H 0 0 N N N 32.845 50.368 41.044 -1.166 -2.110 0.899  "H5'2" UDH 43 
UDH HOA2   2HOA   H 0 0 N N N 35.193 47.288 38.874 -0.037 0.019  -2.197 HOA2   UDH 44 
UDH HOB3   3HOB   H 0 0 N N N 30.898 48.493 39.298 3.184  0.827  -2.466 HOB3   UDH 45 
UDH "H1'1" "1H1'" H 0 0 N N N 33.469 44.752 40.696 5.648  0.075  -1.323 "H1'1" UDH 46 
UDH "H1'2" "2H1'" H 0 0 N N N 32.069 43.771 40.329 5.533  -0.806 0.219  "H1'2" UDH 47 
UDH "H2'1" "1H2'" H 0 0 N N N 33.930 44.514 37.983 6.618  1.094  1.386  "H2'1" UDH 48 
UDH "H2'2" "2H2'" H 0 0 N N N 34.521 43.292 39.082 6.732  1.975  -0.156 "H2'2" UDH 49 
UDH "H3'1" "1H3'" H 0 0 N N N 32.775 41.760 38.501 8.134  0.156  -1.092 "H3'1" UDH 50 
UDH "H3'2" "2H3'" H 0 0 N N N 31.557 43.010 38.401 8.019  -0.725 0.450  "H3'2" UDH 51 
UDH "H4'1" "1H4'" H 0 0 N N N 32.311 43.728 36.177 9.104  1.175  1.617  "H4'1" UDH 52 
UDH "H4'2" "2H4'" H 0 0 N N N 33.906 43.046 36.375 9.219  2.056  0.075  "H4'2" UDH 53 
UDH H5B    "1H5'" H 0 1 N N N 33.040 40.726 36.254 10.620 0.237  -0.861 H5B    UDH 54 
UDH H5D    "2H5'" H 0 1 N N N 31.397 41.215 36.587 10.506 -0.644 0.682  H5D    UDH 55 
UDH "H6'1" "1H6'" H 0 0 N N N 31.618 42.769 34.417 11.591 1.256  1.848  "H6'1" UDH 56 
UDH "H6'2" "2H6'" H 0 0 N N N 33.065 41.873 34.038 11.705 2.137  0.306  "H6'2" UDH 57 
UDH "HN'1" "1HN'" H 0 0 N N N 31.129 40.813 33.198 13.696 1.018  0.842  "HN'1" UDH 58 
UDH "HN'2" "2HN'" H 0 0 N N N 31.801 39.870 34.349 12.941 -0.407 0.992  "HN'2" UDH 59 
# 
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 
UDH N1    C2     SING N N 1  
UDH N1    C6     SING N N 2  
UDH N1    C1B    SING N N 3  
UDH C2    N3     SING N N 4  
UDH C2    O2     DOUB N N 5  
UDH N3    C4     SING N N 6  
UDH N3    HN3    SING N N 7  
UDH C4    C5     SING N N 8  
UDH C4    O4     DOUB N N 9  
UDH C5    C6     DOUB N N 10 
UDH C5    H5     SING N N 11 
UDH C6    H6     SING N N 12 
UDH C1B   C2B    SING N N 13 
UDH C1B   "O4'"  SING N N 14 
UDH C1B   "H1'"  SING N N 15 
UDH C2B   "O2'"  SING N N 16 
UDH C2B   C3B    SING N N 17 
UDH C2B   "H2'"  SING N N 18 
UDH "O2'" "HO2'" SING N N 19 
UDH C3B   C4B    SING N N 20 
UDH C3B   "O3'"  SING N N 21 
UDH C3B   "H3'"  SING N N 22 
UDH C4B   "O4'"  SING N N 23 
UDH C4B   C5B    SING N N 24 
UDH C4B   "H4'"  SING N N 25 
UDH "O3'" "HO3'" SING N N 26 
UDH C5B   "O5'"  SING N N 27 
UDH C5B   "H5'1" SING N N 28 
UDH C5B   "H5'2" SING N N 29 
UDH "O5'" PA     SING N N 30 
UDH PA    O1A    DOUB N N 31 
UDH PA    O2A    SING N N 32 
UDH PA    O3A    SING N N 33 
UDH O2A   HOA2   SING N N 34 
UDH O3A   PB     SING N N 35 
UDH PB    O1B    DOUB N N 36 
UDH PB    O2B    SING N N 37 
UDH PB    O3B    SING N N 38 
UDH O2B   "C1'"  SING N N 39 
UDH O3B   HOB3   SING N N 40 
UDH "C1'" "C2'"  SING N N 41 
UDH "C1'" "H1'1" SING N N 42 
UDH "C1'" "H1'2" SING N N 43 
UDH "C2'" "C3'"  SING N N 44 
UDH "C2'" "H2'1" SING N N 45 
UDH "C2'" "H2'2" SING N N 46 
UDH "C3'" "C4'"  SING N N 47 
UDH "C3'" "H3'1" SING N N 48 
UDH "C3'" "H3'2" SING N N 49 
UDH "C4'" "C5'"  SING N N 50 
UDH "C4'" "H4'1" SING N N 51 
UDH "C4'" "H4'2" SING N N 52 
UDH "C5'" "C6'"  SING N N 53 
UDH "C5'" H5B    SING N N 54 
UDH "C5'" H5D    SING N N 55 
UDH "C6'" "N6'"  SING N N 56 
UDH "C6'" "H6'1" SING N N 57 
UDH "C6'" "H6'2" SING N N 58 
UDH "N6'" "HN'1" SING N N 59 
UDH "N6'" "HN'2" SING N N 60 
# 
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 
UDH SMILES           ACDLabs              10.04 O=P(O)(OCCCCCCN)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O 
UDH InChI            InChI                1.02b 
InChI=1/C15H27N3O12P2/c16-6-3-1-2-4-8-27-31(23,24)30-32(25,26)28-9-10-12(20)13(21)14(29-10)18-7-5-11(19)17-15(18)22/h5,7,10,12-14,20-21H,1-4,6,8-9,16H2,(H,23,24)(H,25,26)(H,17,19,22)/t10-,12-,13-,14-/m1/s1/f/h17,23,25H 
UDH InChIKey         InChI                1.02b MLWJBKPFDKRHBM-HOYOPMRJDB 
UDH SMILES_CANONICAL CACTVS               3.341 NCCCCCCO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=O)NC2=O 
UDH SMILES           CACTVS               3.341 NCCCCCCO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC(=O)NC2=O 
UDH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)OCCCCCCN)O)O 
UDH SMILES           "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCCCCCCN)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 
UDH "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(S)-[(6-aminohexyl)oxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]uridine"                                            
UDH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6-aminohexoxy-hydroxy-phosphoryl) [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
