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 #