data_6C6 # _chem_comp.id 6C6 _chem_comp.name ; N-cyclopentyladenosine 5'-(dihydrogen phosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-13 _chem_comp.pdbx_modified_date 2012-12-28 _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 415.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6C6 _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 4FYI _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 6C6 C65 C65 C 0 1 N N N 26.001 16.950 11.301 -6.926 0.097 -0.888 C65 6C6 1 6C6 C64 C64 C 0 1 N N N 25.395 18.282 10.829 -8.313 0.736 -1.079 C64 6C6 2 6C6 C63 C63 C 0 1 N N N 26.497 19.002 10.047 -8.387 1.929 -0.105 C63 6C6 3 6C6 C62 C62 C 0 1 N N N 27.802 18.442 10.629 -6.906 2.306 0.148 C62 6C6 4 6C6 C61 C61 C 0 1 N N N 27.499 16.970 10.940 -6.205 0.925 0.195 C61 6C6 5 6C6 N6 N6 N 0 1 N N N 27.702 16.135 9.737 -4.781 1.061 -0.125 N6 6C6 6 6C6 C6 C6 C 0 1 Y N N 28.854 15.537 9.374 -3.875 0.124 0.339 C6 6C6 7 6C6 N1 N1 N 0 1 Y N N 28.842 14.753 8.275 -4.280 -0.909 1.072 N1 6C6 8 6C6 C2 C2 C 0 1 Y N N 29.930 14.127 7.846 -3.422 -1.808 1.519 C2 6C6 9 6C6 N3 N3 N 0 1 Y N N 31.085 14.231 8.490 -2.131 -1.738 1.270 N3 6C6 10 6C6 C4 C4 C 0 1 Y N N 31.171 14.995 9.597 -1.634 -0.741 0.546 C4 6C6 11 6C6 C5 C5 C 0 1 Y N N 30.053 15.666 10.073 -2.507 0.238 0.042 C5 6C6 12 6C6 N7 N7 N 0 1 Y N N 30.430 16.324 11.162 -1.754 1.122 -0.656 N7 6C6 13 6C6 C8 C8 C 0 1 Y N N 31.725 16.082 11.370 -0.506 0.754 -0.618 C8 6C6 14 6C6 N9 N9 N 0 1 Y N N 32.185 15.269 10.416 -0.379 -0.386 0.119 N9 6C6 15 6C6 "C1'" C1* C 0 1 N N R 33.578 14.750 10.253 0.866 -1.108 0.391 C1* 6C6 16 6C6 "O4'" O4* O 0 1 N N N 34.480 15.218 11.287 1.997 -0.216 0.286 O4* 6C6 17 6C6 "C2'" C2* C 0 1 N N R 34.135 15.239 8.901 1.110 -2.184 -0.690 C2* 6C6 18 6C6 "O2'" O2* O 0 1 N N N 34.725 14.146 8.156 0.688 -3.467 -0.223 O2* 6C6 19 6C6 "C3'" C3* C 0 1 N N S 35.161 16.326 9.246 2.640 -2.162 -0.903 C3* 6C6 20 6C6 "O3'" O3* O 0 1 N N N 36.461 16.063 8.667 3.210 -3.430 -0.575 O3* 6C6 21 6C6 "C4'" C4* C 0 1 N N R 35.277 16.319 10.777 3.139 -1.075 0.074 C4* 6C6 22 6C6 "C5'" C5* C 0 1 N N N 34.749 17.658 11.311 4.291 -0.284 -0.552 C5* 6C6 23 6C6 "O5'" O5* O 0 1 N N N 34.649 17.659 12.711 4.814 0.636 0.409 O5* 6C6 24 6C6 PA PA P 0 1 N N N 34.034 18.942 13.524 6.037 1.633 0.091 PA 6C6 25 6C6 OA2 OA2 O 0 1 N N N 34.179 18.563 15.028 7.372 0.775 -0.179 OA2 6C6 26 6C6 OA3 OA3 O 0 1 N N N 32.503 18.935 13.145 5.718 2.440 -1.107 OA3 6C6 27 6C6 OA1 OA1 O 0 1 N N N 34.780 20.184 13.147 6.273 2.610 1.349 OA1 6C6 28 6C6 H1 H1 H 0 1 N N N 25.878 16.846 12.389 -7.033 -0.936 -0.559 H1 6C6 29 6C6 H2 H2 H 0 1 N N N 25.503 16.110 10.794 -6.366 0.136 -1.822 H2 6C6 30 6C6 H3 H3 H 0 1 N N N 25.084 18.887 11.694 -8.425 1.085 -2.106 H3 6C6 31 6C6 H4 H4 H 0 1 N N N 24.526 18.097 10.180 -9.093 0.012 -0.844 H4 6C6 32 6C6 H5 H5 H 0 1 N N N 26.437 20.090 10.201 -8.920 2.763 -0.562 H5 6C6 33 6C6 H6 H6 H 0 1 N N N 26.422 18.779 8.973 -8.869 1.632 0.827 H6 6C6 34 6C6 H7 H7 H 0 1 N N N 28.618 18.522 9.896 -6.515 2.908 -0.672 H7 6C6 35 6C6 H8 H8 H 0 1 N N N 28.079 18.982 11.546 -6.796 2.828 1.098 H8 6C6 36 6C6 H9 H9 H 0 1 N N N 28.107 16.617 11.786 -6.334 0.465 1.175 H9 6C6 37 6C6 H10 H10 H 0 1 N N N 27.457 16.722 8.966 -4.474 1.808 -0.662 H10 6C6 38 6C6 H11 H11 H 0 1 N N N 29.874 13.520 6.954 -3.793 -2.631 2.111 H11 6C6 39 6C6 H12 H12 H 0 1 N N N 32.311 16.482 12.184 0.309 1.279 -1.093 H12 6C6 40 6C6 H13 H13 H 0 1 N N N 33.556 13.650 10.246 0.831 -1.563 1.381 H13 6C6 41 6C6 H14 H14 H 0 1 N N N 33.316 15.692 8.323 0.592 -1.923 -1.613 H14 6C6 42 6C6 H15 H15 H 0 1 N N N 34.058 13.497 7.963 0.873 -4.190 -0.838 H15 6C6 43 6C6 H16 H16 H 0 1 N N N 34.781 17.304 8.914 2.879 -1.890 -1.931 H16 6C6 44 6C6 H17 H17 H 0 1 N N N 37.061 16.759 8.906 2.885 -4.161 -1.119 H17 6C6 45 6C6 H18 H18 H 0 1 N N N 36.332 16.200 11.064 3.455 -1.526 1.015 H18 6C6 46 6C6 H19 H19 H 0 1 N N N 35.436 18.460 11.003 5.077 -0.972 -0.862 H19 6C6 47 6C6 H20 H20 H 0 1 N N N 33.753 17.844 10.883 3.925 0.265 -1.419 H20 6C6 48 6C6 H21 H21 H 0 1 N N N 33.319 18.408 15.400 7.642 0.221 0.566 H21 6C6 49 6C6 H22 H22 H 0 1 N N N 34.187 20.793 12.723 6.997 3.239 1.228 H22 6C6 50 # 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 6C6 C2 N1 DOUB Y N 1 6C6 C2 N3 SING Y N 2 6C6 "O2'" "C2'" SING N N 3 6C6 N1 C6 SING Y N 4 6C6 N3 C4 DOUB Y N 5 6C6 "O3'" "C3'" SING N N 6 6C6 "C2'" "C3'" SING N N 7 6C6 "C2'" "C1'" SING N N 8 6C6 "C3'" "C4'" SING N N 9 6C6 C6 N6 SING N N 10 6C6 C6 C5 DOUB Y N 11 6C6 C4 C5 SING Y N 12 6C6 C4 N9 SING Y N 13 6C6 N6 C61 SING N N 14 6C6 C63 C62 SING N N 15 6C6 C63 C64 SING N N 16 6C6 C5 N7 SING Y N 17 6C6 "C1'" N9 SING N N 18 6C6 "C1'" "O4'" SING N N 19 6C6 N9 C8 SING Y N 20 6C6 C62 C61 SING N N 21 6C6 "C4'" "O4'" SING N N 22 6C6 "C4'" "C5'" SING N N 23 6C6 C64 C65 SING N N 24 6C6 C61 C65 SING N N 25 6C6 N7 C8 DOUB Y N 26 6C6 "C5'" "O5'" SING N N 27 6C6 "O5'" PA SING N N 28 6C6 OA3 PA DOUB N N 29 6C6 OA1 PA SING N N 30 6C6 PA OA2 SING N N 31 6C6 C65 H1 SING N N 32 6C6 C65 H2 SING N N 33 6C6 C64 H3 SING N N 34 6C6 C64 H4 SING N N 35 6C6 C63 H5 SING N N 36 6C6 C63 H6 SING N N 37 6C6 C62 H7 SING N N 38 6C6 C62 H8 SING N N 39 6C6 C61 H9 SING N N 40 6C6 N6 H10 SING N N 41 6C6 C2 H11 SING N N 42 6C6 C8 H12 SING N N 43 6C6 "C1'" H13 SING N N 44 6C6 "C2'" H14 SING N N 45 6C6 "O2'" H15 SING N N 46 6C6 "C3'" H16 SING N N 47 6C6 "O3'" H17 SING N N 48 6C6 "C4'" H18 SING N N 49 6C6 "C5'" H19 SING N N 50 6C6 "C5'" H20 SING N N 51 6C6 OA2 H21 SING N N 52 6C6 OA1 H22 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 6C6 SMILES ACDLabs 12.01 "O=P(O)(O)OCC4OC(n2cnc1c(ncnc12)NC3CCCC3)C(O)C4O" 6C6 InChI InChI 1.03 "InChI=1S/C15H22N5O7P/c21-11-9(5-26-28(23,24)25)27-15(12(11)22)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,21-22H,1-5H2,(H,16,17,19)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1" 6C6 InChIKey InChI 1.03 ZLXWBMMFOMQXRH-SDBHATRESA-N 6C6 SMILES_CANONICAL CACTVS 3.370 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(NC4CCCC4)ncnc23" 6C6 SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(NC4CCCC4)ncnc23" 6C6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC4CCCC4" 6C6 SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)NC4CCCC4" # 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 6C6 "SYSTEMATIC NAME" ACDLabs 12.01 ;N-cyclopentyladenosine 5'-(dihydrogen phosphate) ; 6C6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[6-(cyclopentylamino)purin-9-yl]-3,4-bis(oxidanyl)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 6C6 "Create component" 2012-07-13 RCSB 6C6 "Initial release" 2012-12-28 RCSB #