data_GMC # _chem_comp.id GMC _chem_comp.name "(2R,3R,4S,5S)-4-AMINO-2-[6-(DIMETHYLAMINO)-9H-PURIN-9-YL]-5-(HYDROXYMETHYL)TETRAHYDRO-3-FURANOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H18 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6N-DIMETHYL-3'-DEOXY-AMINO-ADENOSINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-11-05 _chem_comp.pdbx_modified_date 2020-06-17 _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 294.310 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GMC _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 EBI # # 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 GMC C10 C10 C 0 1 N N N 82.701 53.366 51.737 0.020 0.280 5.715 C10 GMC 1 GMC N6 N6 N 0 1 N N N 81.580 54.143 52.259 0.730 0.618 4.475 N6 GMC 2 GMC C9 C9 C 0 1 N N N 80.449 53.444 52.861 1.996 -0.126 4.497 C9 GMC 3 GMC C6 C6 C 0 1 Y N N 81.643 55.538 52.155 -0.018 0.098 3.433 C6 GMC 4 GMC C5 C5 C 0 1 Y N N 80.582 56.457 52.631 0.395 0.259 2.100 C5 GMC 5 GMC C4 C4 C 0 1 Y N N 80.804 57.894 52.444 -0.403 -0.295 1.086 C4 GMC 6 GMC N3 N3 N 0 1 Y N N 81.949 58.289 51.849 -1.518 -0.937 1.421 N3 GMC 7 GMC C2 C2 C 0 1 Y N N 82.873 57.408 51.434 -1.869 -1.058 2.684 C2 GMC 8 GMC N1 N1 N 0 1 Y N N 82.730 56.084 51.588 -1.148 -0.559 3.671 N1 GMC 9 GMC N7 N7 N 0 1 Y N N 79.385 56.329 53.227 1.457 0.844 1.496 N7 GMC 10 GMC C8 C8 C 0 1 Y N N 78.893 57.575 53.412 1.359 0.695 0.207 C8 GMC 11 GMC N9 N9 N 0 1 Y N N 79.734 58.510 52.938 0.227 -0.001 -0.095 N9 GMC 12 GMC "C1'" C1* C 0 1 N N R 79.401 59.943 53.015 -0.231 -0.369 -1.437 "C1'" GMC 13 GMC "O4'" O4* O 0 1 N N N 79.017 59.983 54.419 0.891 -0.480 -2.339 "O4'" GMC 14 GMC "C4'" C4* C 0 1 N N S 77.809 60.727 54.563 0.331 -0.346 -3.663 "C4'" GMC 15 GMC "C5'" C5* C 0 1 N N N 77.013 60.347 55.804 1.416 0.060 -4.662 "C5'" GMC 16 GMC "O5'" O5* O 0 1 N N N 76.703 58.967 55.861 2.420 -0.954 -4.713 "O5'" GMC 17 GMC "C2'" C2* C 0 1 N N R 78.370 60.791 52.288 -1.108 0.754 -2.032 "C2'" GMC 18 GMC "O2'" O2* O 0 1 N N N 78.673 62.169 52.093 -2.496 0.452 -1.871 "O2'" GMC 19 GMC "C3'" C3* C 0 1 N N S 77.170 60.502 53.199 -0.727 0.771 -3.532 "C3'" GMC 20 GMC "N3'" N3* N 0 1 N N N 75.962 61.287 52.976 -1.899 0.469 -4.364 "N3'" GMC 21 GMC H101 1H10 H 0 0 N N N 83.565 53.900 51.277 0.574 0.670 6.569 H101 GMC 22 GMC H102 2H10 H 0 0 N N N 82.310 52.621 51.005 -0.975 0.723 5.695 H102 GMC 23 GMC H103 3H10 H 0 0 N N N 83.082 52.699 52.546 -0.065 -0.802 5.802 H103 GMC 24 GMC HC1 1HC H 0 1 N N N 79.593 54.037 53.259 2.562 0.091 3.592 HC1 GMC 25 GMC HC2 2HC H 0 1 N N N 80.830 52.777 53.670 2.577 0.170 5.370 HC2 GMC 26 GMC HC3 3HC H 0 1 N N N 80.058 52.699 52.129 1.788 -1.195 4.546 HC3 GMC 27 GMC H2 H2 H 0 1 N N N 83.786 57.789 50.947 -2.781 -1.586 2.921 H2 GMC 28 GMC H8 H8 H 0 1 N N N 77.924 57.796 53.891 2.069 1.068 -0.515 H8 GMC 29 GMC "H1'" H1* H 0 1 N N N 80.368 60.493 52.939 -0.785 -1.307 -1.404 "H1'" GMC 30 GMC "H4'" H4* H 0 1 N N N 78.077 61.806 54.643 -0.138 -1.279 -3.973 "H4'" GMC 31 GMC "H5'1" 1H5* H 0 0 N N N 76.090 60.966 55.890 0.972 0.182 -5.650 "H5'1" GMC 32 GMC "H5'2" 2H5* H 0 0 N N N 77.539 60.675 56.730 1.866 1.001 -4.347 "H5'2" GMC 33 GMC "H5'" H5* H 0 1 N N N 76.206 58.730 56.635 3.083 -0.659 -5.353 "H5'" GMC 34 GMC "H2'" H2* H 0 1 N N N 78.174 60.330 51.292 -0.870 1.710 -1.567 "H2'" GMC 35 GMC HA HA H 0 1 N N N 78.029 62.699 51.639 -2.674 0.455 -0.921 HA GMC 36 GMC "H3'" H3* H 0 1 N N N 76.910 59.422 53.106 -0.301 1.735 -3.808 "H3'" GMC 37 GMC "H3'1" 1H3* H 0 0 N N N 75.164 61.095 53.582 -1.575 0.432 -5.319 "H3'1" GMC 38 GMC "H3'2" 2H3* H 0 0 N N N 75.676 61.201 52.001 -2.195 -0.463 -4.122 "H3'2" GMC 39 # # 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 GMC C10 N6 SING N N 1 GMC C10 H101 SING N N 2 GMC C10 H102 SING N N 3 GMC C10 H103 SING N N 4 GMC N6 C9 SING N N 5 GMC N6 C6 SING N N 6 GMC C9 HC1 SING N N 7 GMC C9 HC2 SING N N 8 GMC C9 HC3 SING N N 9 GMC C6 C5 DOUB Y N 10 GMC C6 N1 SING Y N 11 GMC C5 C4 SING Y N 12 GMC C5 N7 SING Y N 13 GMC C4 N3 DOUB Y N 14 GMC C4 N9 SING Y N 15 GMC N3 C2 SING Y N 16 GMC C2 N1 DOUB Y N 17 GMC C2 H2 SING N N 18 GMC N7 C8 DOUB Y N 19 GMC C8 N9 SING Y N 20 GMC C8 H8 SING N N 21 GMC N9 "C1'" SING N N 22 GMC "C1'" "O4'" SING N N 23 GMC "C1'" "C2'" SING N N 24 GMC "C1'" "H1'" SING N N 25 GMC "O4'" "C4'" SING N N 26 GMC "C4'" "C5'" SING N N 27 GMC "C4'" "C3'" SING N N 28 GMC "C4'" "H4'" SING N N 29 GMC "C5'" "O5'" SING N N 30 GMC "C5'" "H5'1" SING N N 31 GMC "C5'" "H5'2" SING N N 32 GMC "O5'" "H5'" SING N N 33 GMC "C2'" "O2'" SING N N 34 GMC "C2'" "C3'" SING N N 35 GMC "C2'" "H2'" SING N N 36 GMC "O2'" HA SING N N 37 GMC "C3'" "N3'" SING N N 38 GMC "C3'" "H3'" SING N N 39 GMC "N3'" "H3'1" SING N N 40 GMC "N3'" "H3'2" SING N N 41 # # 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 GMC SMILES ACDLabs 10.04 "n2c1c(ncnc1N(C)C)n(c2)C3OC(C(N)C3O)CO" GMC SMILES_CANONICAL CACTVS 3.341 "CN(C)c1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](N)[C@H]3O" GMC SMILES CACTVS 3.341 "CN(C)c1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](N)[CH]3O" GMC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)N)O" GMC SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)C3C(C(C(O3)CO)N)O" GMC InChI InChI 1.03 "InChI=1S/C12H18N6O3/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(20)7(13)6(3-19)21-12/h4-7,9,12,19-20H,3,13H2,1-2H3/t6-,7-,9-,12-/m1/s1" GMC InChIKey InChI 1.03 RYSMHWILUNYBFW-GRIPGOBMSA-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 GMC "SYSTEMATIC NAME" ACDLabs 10.04 "3'-amino-3'-deoxy-N,N-dimethyladenosine" GMC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5S)-4-amino-2-(6-dimethylaminopurin-9-yl)-5-(hydroxymethyl)oxolan-3-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GMC "Create component" 2001-11-05 EBI GMC "Modify descriptor" 2011-06-04 RCSB GMC "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GMC _pdbx_chem_comp_synonyms.name "6N-DIMETHYL-3'-DEOXY-AMINO-ADENOSINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##