data_0AD # _chem_comp.id 0AD _chem_comp.name ;2'-deoxy-N-propylguanosine 5'-(dihydrogen phosphate) ; _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H20 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-10 _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 389.301 _chem_comp.one_letter_code G _chem_comp.three_letter_code 0AD _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 1HZ2 _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 0AD P P P 0 1 N N N -8.498 -5.684 12.629 5.700 0.092 0.768 P 0AD 1 0AD OP1 OP1 O 0 1 N N N -9.223 -6.968 12.500 6.733 -0.933 0.079 OP1 0AD 2 0AD OP2 OP2 O 0 1 N N N -7.246 -5.500 11.867 5.839 1.427 0.144 OP2 0AD 3 0AD "O5'" "O5'" O 0 1 N N N -9.524 -4.520 12.210 4.195 -0.442 0.561 "O5'" 0AD 4 0AD "C5'" "C5'" C 0 1 N N N -9.777 -4.290 10.817 3.576 -0.546 -0.722 "C5'" 0AD 5 0AD "C4'" "C4'" C 0 1 N N R -8.861 -3.196 10.278 2.153 -1.086 -0.560 "C4'" 0AD 6 0AD "O4'" "O4'" O 0 1 N N N -7.588 -3.197 11.033 1.325 -0.133 0.141 "O4'" 0AD 7 0AD "C3'" "C3'" C 0 1 N N S -8.538 -3.429 8.800 1.460 -1.222 -1.939 "C3'" 0AD 8 0AD "O3'" "O3'" O 0 1 N N N -8.549 -2.216 8.008 1.764 -2.483 -2.540 "O3'" 0AD 9 0AD "C2'" "C2'" C 0 1 N N N -7.142 -4.036 8.900 -0.038 -1.138 -1.559 "C2'" 0AD 10 0AD "C1'" "C1'" C 0 1 N N R -6.572 -3.288 10.048 -0.040 -0.447 -0.182 "C1'" 0AD 11 0AD N9 N9 N 0 1 Y N N -5.234 -3.696 10.400 -0.833 0.784 -0.243 N9 0AD 12 0AD C8 C8 C 0 1 Y N N -4.621 -4.867 10.269 -0.356 2.040 -0.480 C8 0AD 13 0AD N7 N7 N 0 1 Y N N -3.336 -4.886 10.433 -1.337 2.895 -0.465 N7 0AD 14 0AD C5 C5 C 0 1 Y N N -3.062 -3.535 10.664 -2.498 2.240 -0.218 C5 0AD 15 0AD C6 C6 C 0 1 N N N -1.828 -2.881 10.874 -3.848 2.643 -0.091 C6 0AD 16 0AD O6 O6 O 0 1 N N N -0.738 -3.403 11.019 -4.164 3.814 -0.210 O6 0AD 17 0AD N1 N1 N 0 1 N N N -1.975 -1.489 11.001 -4.779 1.696 0.163 N1 0AD 18 0AD C2 C2 C 0 1 N N N -3.213 -0.827 10.946 -4.414 0.390 0.293 C2 0AD 19 0AD N2 N2 N 0 1 N N N -3.223 0.530 11.026 -5.381 -0.549 0.552 N2 0AD 20 0AD C4A C4A C 0 1 N N N -1.954 1.268 11.157 -5.012 -1.960 0.696 C4A 0AD 21 0AD C5A C5A C 0 1 N N N -2.098 2.544 11.999 -6.266 -2.789 0.978 C5A 0AD 22 0AD N3 N3 N 0 1 N N N -4.371 -1.471 10.786 -3.163 0.003 0.178 N3 0AD 23 0AD C4 C4 C 0 1 Y N N -4.218 -2.807 10.641 -2.188 0.882 -0.079 C4 0AD 24 0AD C6A C6A C 0 1 N N N -0.731 3.054 12.364 -5.881 -4.262 1.128 C6A 0AD 25 0AD OP3 OP3 O 0 1 N N N -8.220 -5.452 14.218 6.020 0.199 2.342 OP3 0AD 26 0AD HP1 HP1 H 0 1 N N N -9.378 -7.154 11.581 6.696 -1.829 0.439 HP1 0AD 27 0AD "H5'1" "1H5'" H 0 0 N N N -9.593 -5.220 10.260 3.540 0.438 -1.189 "H5'1" 0AD 28 0AD "H5'2" "2H5'" H 0 0 N N N -10.822 -3.970 10.694 4.153 -1.225 -1.350 "H5'2" 0AD 29 0AD "H4'" "H4'" H 0 1 N N N -9.381 -2.234 10.391 2.164 -2.042 -0.037 "H4'" 0AD 30 0AD "H3'" "H3'" H 0 1 N N N -9.279 -4.058 8.285 1.742 -0.401 -2.599 "H3'" 0AD 31 0AD "H1'" "H1'" H 0 1 N N N -6.322 -2.244 9.809 -0.454 -1.120 0.570 "H1'" 0AD 32 0AD HA HA H 0 1 N N N -8.551 -1.461 8.584 1.353 -2.615 -3.406 HA 0AD 33 0AD "H2'1" "1H2'" H 0 0 N N N -7.173 -5.120 9.085 -0.584 -0.538 -2.288 "H2'1" 0AD 34 0AD "H2'2" "2H2'" H 0 0 N N N -6.552 -3.948 7.976 -0.470 -2.136 -1.486 "H2'2" 0AD 35 0AD H8 H8 H 0 1 N N N -5.171 -5.766 10.035 0.681 2.288 -0.654 H8 0AD 36 0AD H1 H1 H 0 1 N N N -1.152 -0.938 11.138 -5.711 1.949 0.255 H1 0AD 37 0AD H2 H2 H 0 1 N N N -4.090 1.027 10.996 -6.308 -0.279 0.639 H2 0AD 38 0AD H4A1 1H4A H 0 0 N N N -1.218 0.611 11.644 -4.545 -2.309 -0.226 H4A1 0AD 39 0AD H4A2 2H4A H 0 0 N N N -1.634 1.567 10.148 -4.310 -2.070 1.523 H4A2 0AD 40 0AD H5A1 1H5A H 0 0 N N N -2.634 3.310 11.418 -6.733 -2.440 1.899 H5A1 0AD 41 0AD H5A2 2H5A H 0 0 N N N -2.665 2.320 12.915 -6.968 -2.679 0.150 H5A2 0AD 42 0AD H17 H17 H 0 1 N N N -0.130 3.179 11.451 -5.415 -4.611 0.206 H17 0AD 43 0AD H18 H18 H 0 1 N N N -0.826 4.023 12.875 -5.180 -4.372 1.955 H18 0AD 44 0AD H19 H19 H 0 1 N N N -0.237 2.333 13.032 -6.775 -4.853 1.328 H19 0AD 45 0AD H20 H20 H 0 1 N N N -7.284 -5.407 14.373 6.912 0.516 2.541 H20 0AD 46 # 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 0AD P OP1 SING N N 1 0AD P OP2 DOUB N N 2 0AD P "O5'" SING N N 3 0AD P OP3 SING N N 4 0AD OP1 HP1 SING N N 5 0AD "O5'" "C5'" SING N N 6 0AD "C5'" "C4'" SING N N 7 0AD "C5'" "H5'1" SING N N 8 0AD "C5'" "H5'2" SING N N 9 0AD "C4'" "O4'" SING N N 10 0AD "C4'" "C3'" SING N N 11 0AD "C4'" "H4'" SING N N 12 0AD "O4'" "C1'" SING N N 13 0AD "C3'" "O3'" SING N N 14 0AD "C3'" "C2'" SING N N 15 0AD "C3'" "H3'" SING N N 16 0AD "O3'" HA SING N N 17 0AD "C2'" "C1'" SING N N 18 0AD "C2'" "H2'1" SING N N 19 0AD "C2'" "H2'2" SING N N 20 0AD "C1'" N9 SING N N 21 0AD "C1'" "H1'" SING N N 22 0AD N9 C8 SING Y N 23 0AD N9 C4 SING Y N 24 0AD C8 N7 DOUB Y N 25 0AD C8 H8 SING N N 26 0AD N7 C5 SING Y N 27 0AD C5 C6 SING N N 28 0AD C5 C4 DOUB Y N 29 0AD C6 O6 DOUB N N 30 0AD C6 N1 SING N N 31 0AD N1 C2 SING N N 32 0AD N1 H1 SING N N 33 0AD C2 N2 SING N N 34 0AD C2 N3 DOUB N N 35 0AD N2 C4A SING N N 36 0AD N2 H2 SING N N 37 0AD C4A C5A SING N N 38 0AD C4A H4A1 SING N N 39 0AD C4A H4A2 SING N N 40 0AD C5A C6A SING N N 41 0AD C5A H5A1 SING N N 42 0AD C5A H5A2 SING N N 43 0AD C4 N3 SING N N 44 0AD C6A H17 SING N N 45 0AD C6A H18 SING N N 46 0AD C6A H19 SING N N 47 0AD OP3 H20 SING N N 48 # 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 0AD SMILES ACDLabs 10.04 "O=C1c2ncn(c2N=C(NCCC)N1)C3OC(C(O)C3)COP(=O)(O)O" 0AD SMILES_CANONICAL CACTVS 3.341 "CCCNC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" 0AD SMILES CACTVS 3.341 "CCCNC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" 0AD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCNC1=Nc2c(ncn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)C(=O)N1" 0AD SMILES "OpenEye OEToolkits" 1.5.0 "CCCNC1=Nc2c(ncn2C3CC(C(O3)COP(=O)(O)O)O)C(=O)N1" 0AD InChI InChI 1.03 "InChI=1S/C13H20N5O7P/c1-2-3-14-13-16-11-10(12(20)17-13)15-6-18(11)9-4-7(19)8(25-9)5-24-26(21,22)23/h6-9,19H,2-5H2,1H3,(H2,21,22,23)(H2,14,16,17,20)/t7-,8+,9+/m0/s1" 0AD InChIKey InChI 1.03 OWYUJGCLBCUIHH-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 0AD "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-N-propylguanosine 5'-(dihydrogen phosphate) ; 0AD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-oxo-2-propylamino-1H-purin-9-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 0AD "Create component" 2007-11-10 RCSB 0AD "Modify descriptor" 2011-06-04 RCSB #