data_GMU
# 
_chem_comp.id                                    GMU 
_chem_comp.name                                  
;2'-O-[(2-GUANIDINIUM)ETHYL]-5-METHYLURIDINE 5'-MONOPHOSPHATE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H24 N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-10-02 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        425.332 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     GMU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1R3G 
_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 
GMU OP3    O3P  O 0 1 N Y N 11.960 4.666  4.086 1.198  0.588  -4.548 OP3    GMU 1  
GMU P      P    P 0 1 N N N 10.752 4.213  4.796 2.787  0.324  -4.407 P      GMU 2  
GMU OP2    O2P  O 0 1 N N N 10.907 3.496  6.095 2.921  -1.270 -4.647 OP2    GMU 3  
GMU "O5'"  O5*  O 0 1 N N N 9.770  5.438  5.142 3.063  0.476  -2.819 "O5'"  GMU 4  
GMU "C5'"  C5*  C 0 1 N N N 9.541  6.440  4.169 2.282  -0.292 -1.921 "C5'"  GMU 5  
GMU "C4'"  C4*  C 0 1 N N R 8.431  7.348  4.628 2.725  0.023  -0.498 "C4'"  GMU 6  
GMU "O4'"  O4*  O 0 1 N N N 7.190  6.626  4.811 2.470  1.422  -0.246 "O4'"  GMU 7  
GMU "C3'"  C3*  C 0 1 N N R 8.653  7.975  5.988 1.940  -0.742 0.560  "C3'"  GMU 8  
GMU "O3'"  O3*  O 0 1 N N N 9.647  9.037  5.903 2.742  -0.809 1.739  "O3'"  GMU 9  
GMU "C2'"  C2*  C 0 1 N N R 7.253  8.443  6.303 0.748  0.163  0.786  "C2'"  GMU 10 
GMU "C1'"  C1*  C 0 1 N N R 6.469  7.210  5.894 1.373  1.543  0.675  "C1'"  GMU 11 
GMU N1     N1   N 0 1 N N N 6.333  6.229  6.979 0.452  2.524  0.177  N1     GMU 12 
GMU C2     C2   C 0 1 N N N 5.282  6.413  7.889 -0.300 3.336  1.055  C2     GMU 13 
GMU O2     O2   O 0 1 N N N 4.509  7.355  7.776 -0.225 3.269  2.283  O2     GMU 14 
GMU N3     N3   N 0 1 N N N 5.170  5.470  8.868 -1.159 4.248  0.431  N3     GMU 15 
GMU C6     C6   C 0 1 N N N 7.184  5.167  7.147 0.309  2.663  -1.199 C6     GMU 16 
GMU C5     C5   C 0 1 N N N 7.108  4.269  8.144 -0.514 3.537  -1.792 C5     GMU 17 
GMU C5M    C5M  C 0 1 N N N 8.053  3.135  8.299 -0.651 3.669  -3.275 C5M    GMU 18 
GMU C4     C4   C 0 1 N N N 5.999  4.409  9.086 -1.338 4.427  -0.932 C4     GMU 19 
GMU O4     O4   O 0 1 N N N 5.783  3.635  9.996 -2.112 5.251  -1.413 O4     GMU 20 
GMU "O2'"  O2*  O 0 1 N N N 6.959  9.562  5.475 0.137  -0.058 2.041  "O2'"  GMU 21 
GMU "CA'"  CA*  C 0 1 N N N 5.710  10.167 5.740 -0.332 -1.396 2.174  "CA'"  GMU 22 
GMU "CB'"  CB*  C 0 1 N N N 5.557  11.358 4.803 -0.981 -1.569 3.534  "CB'"  GMU 23 
GMU "NC'"  NC*  N 0 1 N N N 6.620  12.353 5.085 -1.503 -2.949 3.663  "NC'"  GMU 24 
GMU "CD'"  CD*  C 0 1 N N N 7.881  12.411 4.587 -2.141 -3.171 4.953  "CD'"  GMU 25 
GMU "NE'"  NE*  N 0 1 N N N 8.657  13.484 4.857 -1.199 -3.027 6.059  "NE'"  GMU 26 
GMU "NF'"  NF*  N 0 1 N N N 8.395  11.436 3.832 -2.668 -4.532 4.969  "NF'"  GMU 27 
GMU OP1    O1P  O 0 1 N N N ?      ?      ?     3.659  1.172  -5.286 OP1    GMU 28 
GMU H3P    H3P  H 0 1 N N N 11.861 5.123  3.259 0.799  0.616  -5.443 H3P    GMU 29 
GMU H2P    H2P  H 0 1 N N N 10.128 3.204  6.553 2.886  -1.617 -5.563 H2P    GMU 30 
GMU "H5'"  1H5* H 0 1 N N N 9.341  6.008  3.161 1.229  -0.035 -2.051 "H5'"  GMU 31 
GMU "H5''" 2H5* H 0 0 N N N 10.470 7.005  3.921 2.428  -1.352 -2.133 "H5''" GMU 32 
GMU "H4'"  H4*  H 0 1 N N N 8.401  8.118  3.822 3.804  -0.139 -0.410 "H4'"  GMU 33 
GMU H1     H1   H 0 1 N N N 9.069  7.312  6.782 1.675  -1.764 0.277  H1     GMU 34 
GMU "H3'"  H3*  H 0 1 N N N 9.786  9.430  6.756 3.447  -0.153 1.628  "H3'"  GMU 35 
GMU "H2'"  H2*  H 0 1 N N N 7.052  8.775  7.348 -0.000 0.004  -0.000 "H2'"  GMU 36 
GMU "H1'"  H1*  H 0 1 N N N 5.430  7.506  5.616 1.754  1.910  1.633  "H1'"  GMU 37 
GMU HN3    HN3  H 0 1 N N N 4.381  5.569  9.506 -1.709 4.843  1.045  HN3    GMU 38 
GMU H6     H6   H 0 1 N N N 7.999  5.023  6.418 0.928  1.995  -1.790 H6     GMU 39 
GMU H71    1H5M H 0 1 N N N 9.082  3.563  8.318 -1.057 2.748  -3.690 H71    GMU 40 
GMU H72    2H5M H 0 1 N N N 7.990  2.390  9.126 0.324  3.866  -3.719 H72    GMU 41 
GMU H73    3H5M H 0 1 N N N 8.046  2.566  7.340 -1.320 4.497  -3.510 H73    GMU 42 
GMU "HA'1" 1HA* H 0 0 N N N 5.583  10.443 6.813 -1.066 -1.577 1.382  "HA'1" GMU 43 
GMU "HA'2" 2HA* H 0 0 N N N 4.859  9.450  5.669 0.513  -2.080 2.040  "HA'2" GMU 44 
GMU "HB'1" 1HB* H 0 0 N N N 4.537  11.806 4.855 -0.262 -1.398 4.342  "HB'1" GMU 45 
GMU "HB'2" 2HB* H 0 0 N N N 5.542  11.051 3.731 -1.819 -0.875 3.648  "HB'2" GMU 46 
GMU "HC'"  HC*  H 0 1 N N N 6.727  12.358 6.099 -2.184 -3.080 2.924  "HC'"  GMU 47 
GMU "HD'"  HD*  H 0 1 N N N 6.978  11.759 4.537 -2.985 -2.487 5.099  "HD'"  GMU 48 
GMU "HE'1" 1HE* H 0 0 N N N 8.701  13.606 5.869 -1.677 -3.243 6.932  "HE'1" GMU 49 
GMU "HE'2" 2HE* H 0 0 N N N 9.605  13.528 4.483 -0.903 -2.055 6.132  "HE'2" GMU 50 
GMU "HF'1" 1HF* H 0 0 N N N 7.760  11.284 3.049 -3.318 -4.651 4.194  "HF'1" GMU 51 
GMU "HF'2" 2HF* H 0 0 N N N 9.343  11.480 3.458 -1.903 -5.184 4.802  "HF'2" GMU 52 
# 
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 
GMU OP3   P      SING N N 1  
GMU OP3   H3P    SING N N 2  
GMU P     OP2    SING N N 3  
GMU P     "O5'"  SING N N 4  
GMU P     OP1    DOUB N N 5  
GMU OP2   H2P    SING N N 6  
GMU "O5'" "C5'"  SING N N 7  
GMU "C5'" "C4'"  SING N N 8  
GMU "C5'" "H5'"  SING N N 9  
GMU "C5'" "H5''" SING N N 10 
GMU "C4'" "O4'"  SING N N 11 
GMU "C4'" "C3'"  SING N N 12 
GMU "C4'" "H4'"  SING N N 13 
GMU "O4'" "C1'"  SING N N 14 
GMU "C3'" "O3'"  SING N N 15 
GMU "C3'" "C2'"  SING N N 16 
GMU "C3'" H1     SING N N 17 
GMU "O3'" "H3'"  SING N N 18 
GMU "C2'" "C1'"  SING N N 19 
GMU "C2'" "O2'"  SING N N 20 
GMU "C2'" "H2'"  SING N N 21 
GMU "C1'" N1     SING N N 22 
GMU "C1'" "H1'"  SING N N 23 
GMU N1    C2     SING N N 24 
GMU N1    C6     SING N N 25 
GMU C2    O2     DOUB N N 26 
GMU C2    N3     SING N N 27 
GMU N3    C4     SING N N 28 
GMU N3    HN3    SING N N 29 
GMU C6    C5     DOUB N N 30 
GMU C6    H6     SING N N 31 
GMU C5    C5M    SING N N 32 
GMU C5    C4     SING N N 33 
GMU C5M   H71    SING N N 34 
GMU C5M   H72    SING N N 35 
GMU C5M   H73    SING N N 36 
GMU C4    O4     DOUB N N 37 
GMU "O2'" "CA'"  SING N N 38 
GMU "CA'" "CB'"  SING N N 39 
GMU "CA'" "HA'1" SING N N 40 
GMU "CA'" "HA'2" SING N N 41 
GMU "CB'" "NC'"  SING N N 42 
GMU "CB'" "HB'1" SING N N 43 
GMU "CB'" "HB'2" SING N N 44 
GMU "NC'" "CD'"  SING N N 45 
GMU "NC'" "HC'"  SING N N 46 
GMU "CD'" "NE'"  SING N N 47 
GMU "CD'" "NF'"  SING N N 48 
GMU "CD'" "HD'"  SING N N 49 
GMU "NE'" "HE'1" SING N N 50 
GMU "NE'" "HE'2" SING N N 51 
GMU "NF'" "HF'1" SING N N 52 
GMU "NF'" "HF'2" SING N N 53 
# 
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 
GMU SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(O)C2OCCNC(N)N)COP(=O)(O)O"                                                                                                                                        
GMU SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2OCCNC(N)N)C(=O)NC1=O"                                                                                                                    
GMU SMILES           CACTVS               3.341 "CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2OCCNC(N)N)C(=O)NC1=O"                                                                                                                          
GMU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)OCCNC(N)N"                                                                                                                    
GMU SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)OCCNC(N)N"                                                                                                                                      
GMU InChI            InChI                1.03  "InChI=1S/C13H24N5O9P/c1-6-4-18(13(21)17-10(6)20)11-9(25-3-2-16-12(14)15)8(19)7(27-11)5-26-28(22,23)24/h4,7-9,11-12,16,19H,2-3,5,14-15H2,1H3,(H,17,20,21)(H2,22,23,24)/t7-,8-,9-,11-/m1/s1" 
GMU InChIKey         InChI                1.03  ZVINVJYRGPQIPJ-TURQNECASA-N                                                                                                                                                                 
# 
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 
GMU "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-{2-[(diaminomethyl)amino]ethyl}-5-methyluridine 5'-(dihydrogen phosphate)
;
GMU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-4-[2-(diaminomethylamino)ethoxy]-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-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 
GMU "Create component"    2003-10-02 RCSB 
GMU "Modify linking type" 2011-06-04 RCSB 
GMU "Modify descriptor"   2011-06-04 RCSB 
# 
