data_7CH # _chem_comp.id 7CH _chem_comp.name "(2S,4aR,6R,7R,7aS)-6-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H13 N4 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 7-CH-cAMP _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-16 _chem_comp.pdbx_modified_date 2021-03-01 _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 328.218 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7CH _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 4NVP _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 7CH O2P O2P O 0 1 N N N 3.785 23.247 15.367 -5.302 -1.158 0.119 O2P 7CH 1 7CH P P P 0 1 N N N 4.252 21.820 15.466 -4.255 -0.156 0.416 P 7CH 2 7CH O1P O1P O 0 1 N N N 5.018 21.340 16.661 -4.622 0.637 1.769 O1P 7CH 3 7CH "O3'" "O3'" O 0 1 N N N 3.003 20.826 15.197 -2.808 -0.892 0.576 "O3'" 7CH 4 7CH "C3'" "C3'" C 0 1 N N S 3.455 19.498 15.101 -1.649 -0.079 0.368 "C3'" 7CH 5 7CH "C4'" "C4'" C 0 1 N N R 4.421 19.364 13.948 -1.783 0.507 -1.064 "C4'" 7CH 6 7CH "C5'" "C5'" C 0 1 N N N 5.681 20.192 14.008 -2.865 1.569 -1.064 "C5'" 7CH 7 7CH "O5'" "O5'" O 0 1 N N N 5.220 21.528 14.190 -4.121 0.889 -0.819 "O5'" 7CH 8 7CH "C2'" "C2'" C 0 1 N N R 2.436 18.439 14.760 -0.332 -0.858 0.262 "C2'" 7CH 9 7CH "O2'" "O2'" O 0 1 N N N 1.479 18.948 13.816 -0.580 -2.223 -0.081 "O2'" 7CH 10 7CH "C1'" "C1'" C 0 1 N N R 3.323 17.388 14.130 0.421 -0.132 -0.881 "C1'" 7CH 11 7CH "O4'" "O4'" O 0 1 N N N 4.627 17.959 14.003 -0.459 0.946 -1.356 "O4'" 7CH 12 7CH N9 N9 N 0 1 Y N N 3.412 16.180 14.955 1.671 0.439 -0.371 N9 7CH 13 7CH C4 C4 C 0 1 Y N N 2.814 15.046 14.649 2.855 -0.237 -0.265 C4 7CH 14 7CH C5 C5 C 0 1 Y N N 3.159 14.093 15.700 3.799 0.662 0.265 C5 7CH 15 7CH C7 C7 C 0 1 Y N N 3.990 14.714 16.550 3.092 1.925 0.467 C7 7CH 16 7CH C8 C8 C 0 1 Y N N 4.136 15.989 16.085 1.826 1.730 0.063 C8 7CH 17 7CH N3 N3 N 0 1 Y N N 2.033 14.663 13.632 3.246 -1.480 -0.544 N3 7CH 18 7CH C2 C2 C 0 1 Y N N 1.507 13.420 13.592 4.487 -1.857 -0.331 C2 7CH 19 7CH N1 N1 N 0 1 Y N N 1.765 12.471 14.513 5.405 -1.046 0.164 N1 7CH 20 7CH C6 C6 C 0 1 Y N N 2.556 12.731 15.581 5.112 0.213 0.475 C6 7CH 21 7CH N6 N6 N 0 1 N N N 2.825 11.769 16.520 6.076 1.058 0.993 N6 7CH 22 7CH H1 H1 H 0 1 N N N 5.131 22.057 17.274 -5.463 1.112 1.731 H1 7CH 23 7CH H2 H2 H 0 1 N N N 3.970 19.206 16.028 -1.582 0.711 1.117 H2 7CH 24 7CH H3 H3 H 0 1 N N N 3.886 19.618 13.021 -2.061 -0.296 -1.747 H3 7CH 25 7CH H4 H4 H 0 1 N N N 6.312 19.880 14.853 -2.675 2.294 -0.272 H4 7CH 26 7CH H5 H5 H 0 1 N N N 6.251 20.101 13.072 -2.895 2.071 -2.031 H5 7CH 27 7CH H6 H6 H 0 1 N N N 1.953 18.051 15.669 0.229 -0.794 1.194 H6 7CH 28 7CH H7 H7 H 0 1 N N N 0.937 19.604 14.237 0.220 -2.760 -0.161 H7 7CH 29 7CH H8 H8 H 0 1 N N N 2.924 17.130 13.138 0.635 -0.832 -1.688 H8 7CH 30 7CH H9 H9 H 0 1 N N N 4.452 14.289 17.429 3.508 2.840 0.860 H9 7CH 31 7CH H10 H10 H 0 1 N N N 4.747 16.745 16.555 1.046 2.477 0.081 H10 7CH 32 7CH H11 H11 H 0 1 N N N 0.843 13.173 12.777 4.768 -2.873 -0.569 H11 7CH 33 7CH H12 H12 H 0 1 N N N 2.358 10.920 16.271 6.980 0.735 1.134 H12 7CH 34 7CH H13 H13 H 0 1 N N N 3.811 11.608 16.559 5.849 1.975 1.216 H13 7CH 35 # # 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 7CH C2 N3 DOUB Y N 1 7CH C2 N1 SING Y N 2 7CH N3 C4 SING Y N 3 7CH "O2'" "C2'" SING N N 4 7CH "C4'" "O4'" SING N N 5 7CH "C4'" "C5'" SING N N 6 7CH "C4'" "C3'" SING N N 7 7CH "O4'" "C1'" SING N N 8 7CH "C5'" "O5'" SING N N 9 7CH "C1'" "C2'" SING N N 10 7CH "C1'" N9 SING N N 11 7CH "O5'" P SING N N 12 7CH N1 C6 DOUB Y N 13 7CH C4 N9 SING Y N 14 7CH C4 C5 DOUB Y N 15 7CH "C2'" "C3'" SING N N 16 7CH N9 C8 SING Y N 17 7CH "C3'" "O3'" SING N N 18 7CH "O3'" P SING N N 19 7CH O2P P DOUB N N 20 7CH P O1P SING N N 21 7CH C6 C5 SING Y N 22 7CH C6 N6 SING N N 23 7CH C5 C7 SING Y N 24 7CH C8 C7 DOUB Y N 25 7CH O1P H1 SING N N 26 7CH "C3'" H2 SING N N 27 7CH "C4'" H3 SING N N 28 7CH "C5'" H4 SING N N 29 7CH "C5'" H5 SING N N 30 7CH "C2'" H6 SING N N 31 7CH "O2'" H7 SING N N 32 7CH "C1'" H8 SING N N 33 7CH C7 H9 SING N N 34 7CH C8 H10 SING N N 35 7CH C2 H11 SING N N 36 7CH N6 H12 SING N N 37 7CH N6 H13 SING N N 38 # # 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 7CH SMILES ACDLabs 12.01 "O=P3(OCC4OC(n2c1ncnc(N)c1cc2)C(O)C4O3)O" 7CH InChI InChI 1.03 "InChI=1S/C11H13N4O6P/c12-9-5-1-2-15(10(5)14-4-13-9)11-7(16)8-6(20-11)3-19-22(17,18)21-8/h1-2,4,6-8,11,16H,3H2,(H,17,18)(H2,12,13,14)/t6-,7-,8-,11-/m1/s1" 7CH InChIKey InChI 1.03 LCYHXWIEMRESTK-KCGFPETGSA-N 7CH SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(ccc12)[C@@H]3O[C@@H]4CO[P](O)(=O)O[C@H]4[C@H]3O" 7CH SMILES CACTVS 3.385 "Nc1ncnc2n(ccc12)[CH]3O[CH]4CO[P](O)(=O)O[CH]4[CH]3O" 7CH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cn(c2c1c(ncn2)N)[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=O)(O4)O)O" 7CH SMILES "OpenEye OEToolkits" 1.7.6 "c1cn(c2c1c(ncn2)N)C3C(C4C(O3)COP(=O)(O4)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 7CH "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,4aR,6R,7R,7aS)-6-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide" 7CH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4aR,6R,7R,7aS)-6-(4-azanylpyrrolo[2,3-d]pyrimidin-7-yl)-2-oxidanyl-2-oxidanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-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 7CH "Create component" 2013-12-16 RCSB 7CH "Initial release" 2014-03-19 RCSB 7CH "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7CH _pdbx_chem_comp_synonyms.name 7-CH-cAMP _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##