data_DZM # _chem_comp.id DZM _chem_comp.name 3-deaza-3-methyladenine _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H17 N4 O6 P" _chem_comp.mon_nstd_parent_comp_id DA _chem_comp.pdbx_synonyms "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-7-methyl-1H-imidazo[4,5-c]pyridin-4-amine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-24 _chem_comp.pdbx_modified_date 2021-03-13 _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 344.260 _chem_comp.one_letter_code A _chem_comp.three_letter_code DZM _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 3JX7 _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 DZM P P P 0 1 N N N 1.442 9.050 28.540 -4.911 0.869 -0.267 P DZM 1 DZM N1 N1 N 0 1 Y N N 1.698 9.231 19.693 5.791 0.420 -0.425 N1 DZM 2 DZM C2 C2 C 0 1 Y N N 1.546 7.960 19.923 5.248 -0.651 -0.983 C2 DZM 3 DZM C3 C3 C 0 1 Y N N 1.833 7.418 21.057 3.904 -0.887 -0.916 C3 DZM 4 DZM C4 C4 C 0 1 Y N N 2.361 8.307 22.130 3.089 0.022 -0.245 C4 DZM 5 DZM C5 C5 C 0 1 Y N N 2.520 9.643 21.878 3.682 1.154 0.342 C5 DZM 6 DZM C6 C6 C 0 1 Y N N 2.173 10.103 20.619 5.071 1.319 0.225 C6 DZM 7 DZM N6 N6 N 0 1 N N N 2.313 11.417 20.323 5.689 2.425 0.793 N6 DZM 8 DZM N7 N7 N 0 1 Y N N 3.005 10.200 23.003 2.686 1.865 0.923 N7 DZM 9 DZM C8 C8 C 0 1 Y N N 3.137 9.208 23.920 1.549 1.259 0.735 C8 DZM 10 DZM N9 N9 N 0 1 Y N N 2.743 8.041 23.386 1.744 0.116 0.020 N9 DZM 11 DZM "C1'" "C1'" C 0 1 N N R 2.735 6.731 24.082 0.710 -0.837 -0.392 "C1'" DZM 12 DZM OP2 OP2 O 0 1 N N N 0.936 8.273 29.732 -6.044 -0.164 0.224 OP2 DZM 13 DZM "C2'" "C2'" C 0 1 N N N 3.969 6.551 24.956 0.653 -2.011 0.604 "C2'" DZM 14 DZM OP1 OP1 O 0 1 N N N 2.531 10.084 28.698 -4.722 1.919 0.759 OP1 DZM 15 DZM "C3'" "C3'" C 0 1 N N S 3.445 5.939 26.246 -0.803 -1.991 1.132 "C3'" DZM 16 DZM "O3'" "O3'" O 0 1 N N N 3.879 4.582 26.383 -1.323 -3.317 1.245 "O3'" DZM 17 DZM C3M C3M C 0 1 N N N 1.626 5.937 21.245 3.310 -2.113 -1.561 C3M DZM 18 DZM "C4'" "C4'" C 0 1 N N R 1.927 5.981 26.151 -1.540 -1.200 0.021 "C4'" DZM 19 DZM "O4'" "O4'" O 0 1 N N N 1.604 6.679 24.952 -0.578 -0.199 -0.374 "O4'" DZM 20 DZM "C5'" "C5'" C 0 1 N N N 1.315 6.713 27.333 -2.805 -0.543 0.576 "C5'" DZM 21 DZM "O5'" "O5'" O 0 1 N N N 1.933 7.992 27.432 -3.525 0.080 -0.489 "O5'" DZM 22 DZM OP3 OP3 O 0 1 N Y N 0.052 9.956 28.087 -5.369 1.549 -1.653 OP3 DZM 23 DZM H2 H2 H 0 1 N N N 1.164 7.333 19.131 5.882 -1.353 -1.503 H2 DZM 24 DZM HN6 HN6 H 0 1 N N N 2.022 11.580 19.380 6.649 2.539 0.713 HN6 DZM 25 DZM HN6A HN6A H 0 0 N N N 1.749 11.960 20.944 5.161 3.084 1.270 HN6A DZM 26 DZM H8 H8 H 0 1 N N N 3.504 9.338 24.927 0.593 1.610 1.095 H8 DZM 27 DZM "H1'" "H1'" H 0 1 N N N 2.710 5.946 23.312 0.927 -1.210 -1.393 "H1'" DZM 28 DZM HOP2 HOP2 H 0 0 N N N 1.403 8.549 30.512 -6.221 -0.880 -0.400 HOP2 DZM 29 DZM "H2'" "H2'" H 0 1 N N N 4.702 5.888 24.473 0.861 -2.953 0.096 "H2'" DZM 30 DZM "H2'A" "H2'A" H 0 0 N N N 4.462 7.516 25.148 1.357 -1.853 1.421 "H2'A" DZM 31 DZM "H3'" "H3'" H 0 1 N N N 3.820 6.494 27.119 -0.863 -1.469 2.087 "H3'" DZM 32 DZM "HO3'" "HO3'" H 0 0 N Y N 3.541 4.221 27.194 -0.836 -3.879 1.863 "HO3'" DZM 33 DZM H3M H3M H 0 1 N N N 2.543 5.399 20.961 3.204 -2.900 -0.814 H3M DZM 34 DZM H3MA H3MA H 0 0 N N N 1.391 5.731 22.300 2.332 -1.869 -1.974 H3MA DZM 35 DZM H3MB H3MB H 0 0 N N N 0.793 5.600 20.611 3.967 -2.458 -2.360 H3MB DZM 36 DZM "H4'" "H4'" H 0 1 N N N 1.528 4.956 26.152 -1.781 -1.852 -0.818 "H4'" DZM 37 DZM "H5'" "H5'" H 0 1 N N N 0.232 6.831 27.180 -3.433 -1.301 1.044 "H5'" DZM 38 DZM "H5'A" "H5'A" H 0 0 N N N 1.487 6.142 28.257 -2.529 0.208 1.317 "H5'A" DZM 39 DZM HOP3 HOP3 H 0 0 N Y N 0.276 10.878 28.039 -6.198 2.043 -1.593 HOP3 DZM 40 # # 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 DZM P OP2 SING N N 1 DZM P OP1 DOUB N N 2 DZM P "O5'" SING N N 3 DZM N1 C2 SING Y N 4 DZM N1 C6 DOUB Y N 5 DZM C2 C3 DOUB Y N 6 DZM C3 C4 SING Y N 7 DZM C3 C3M SING N N 8 DZM C4 C5 DOUB Y N 9 DZM C4 N9 SING Y N 10 DZM C5 C6 SING Y N 11 DZM C5 N7 SING Y N 12 DZM C6 N6 SING N N 13 DZM N7 C8 DOUB Y N 14 DZM C8 N9 SING Y N 15 DZM N9 "C1'" SING N N 16 DZM "C1'" "C2'" SING N N 17 DZM "C1'" "O4'" SING N N 18 DZM "C2'" "C3'" SING N N 19 DZM "C3'" "O3'" SING N N 20 DZM "C3'" "C4'" SING N N 21 DZM "C4'" "O4'" SING N N 22 DZM "C4'" "C5'" SING N N 23 DZM "C5'" "O5'" SING N N 24 DZM P OP3 SING N N 25 DZM C2 H2 SING N N 26 DZM N6 HN6 SING N N 27 DZM N6 HN6A SING N N 28 DZM C8 H8 SING N N 29 DZM "C1'" "H1'" SING N N 30 DZM OP2 HOP2 SING N N 31 DZM "C2'" "H2'" SING N N 32 DZM "C2'" "H2'A" SING N N 33 DZM "C3'" "H3'" SING N N 34 DZM "O3'" "HO3'" SING N N 35 DZM C3M H3M SING N N 36 DZM C3M H3MA SING N N 37 DZM C3M H3MB SING N N 38 DZM "C4'" "H4'" SING N N 39 DZM "C5'" "H5'" SING N N 40 DZM "C5'" "H5'A" SING N N 41 DZM OP3 HOP3 SING N N 42 # # 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 DZM SMILES ACDLabs 11.02 "O=P(O)(O)OCC3OC(n1cnc2c1c(cnc2N)C)CC3O" DZM SMILES_CANONICAL CACTVS 3.352 "Cc1cnc(N)c2ncn([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c12" DZM SMILES CACTVS 3.352 "Cc1cnc(N)c2ncn([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c12" DZM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cnc(c2c1n(cn2)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N" DZM SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cnc(c2c1n(cn2)C3CC(C(O3)COP(=O)(O)O)O)N" DZM InChI InChI 1.03 "InChI=1S/C12H17N4O6P/c1-6-3-14-12(13)10-11(6)16(5-15-10)9-2-7(17)8(22-9)4-21-23(18,19)20/h3,5,7-9,17H,2,4H2,1H3,(H2,13,14)(H2,18,19,20)/t7-,8+,9+/m0/s1" DZM InChIKey InChI 1.03 IQDCOTYILQNADN-DJLDLDEBSA-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 DZM "SYSTEMATIC NAME" ACDLabs 11.02 "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-7-methyl-1H-imidazo[4,5-c]pyridin-4-amine" DZM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,3S,5R)-5-(4-azanyl-7-methyl-imidazo[4,5-c]pyridin-1-yl)-3-hydroxy-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 DZM "Create component" 2009-09-24 RCSB DZM "Modify aromatic_flag" 2011-06-04 RCSB DZM "Modify descriptor" 2011-06-04 RCSB DZM "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DZM _pdbx_chem_comp_synonyms.name "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-7-methyl-1H-imidazo[4,5-c]pyridin-4-amine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##