data_LGP # _chem_comp.id LGP _chem_comp.name "N9-1-HYDROXY-PROP-2-OXYMETHYL-GUANINE-3'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms "LINEAR DECARBON-C2* GUANOSINE-5'-MONOPHOSPHATE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 335.211 _chem_comp.one_letter_code G _chem_comp.three_letter_code LGP _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 1AC9 _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 LGP P P P 0 1 N N N 9.468 4.088 8.363 -1.019 -0.379 4.563 P LGP 1 LGP OP1 O1P O 0 1 N N N 9.757 2.693 8.767 -1.104 1.070 4.846 OP1 LGP 2 LGP OP2 O2P O 0 1 N N N 10.251 5.198 8.950 -2.493 -1.024 4.622 OP2 LGP 3 LGP OP3 O3P O 0 1 N Y N 9.602 4.181 6.750 -0.080 -1.086 5.663 OP3 LGP 4 LGP "O5'" O5* O 0 1 N N N 7.895 4.372 8.637 -0.393 -0.604 3.097 "O5'" LGP 5 LGP "C5'" C5* C 0 1 N N N 7.465 5.499 9.428 0.907 -0.013 3.108 "C5'" LGP 6 LGP "C4'" C4* C 0 1 N N S 6.196 5.199 10.254 1.561 -0.193 1.737 "C4'" LGP 7 LGP "O4'" O4* O 0 1 N N N 5.579 3.987 9.803 0.757 0.441 0.739 "O4'" LGP 8 LGP "C3'" C3* C 0 1 N N N 6.510 5.142 11.758 2.953 0.440 1.749 "C3'" LGP 9 LGP "O3'" O3* O 0 1 N N N 7.705 5.875 12.052 2.840 1.833 2.044 "O3'" LGP 10 LGP "C1'" C1* C 0 1 N N N 5.027 4.170 8.492 0.950 -0.290 -0.472 "C1'" LGP 11 LGP N9 N9 N 0 1 Y N N 4.209 3.021 8.070 0.148 0.313 -1.539 N9 LGP 12 LGP C8 C8 C 0 1 Y N N 4.575 1.738 7.861 -0.662 1.404 -1.421 C8 LGP 13 LGP N7 N7 N 0 1 Y N N 3.668 0.912 7.464 -1.220 1.665 -2.567 N7 LGP 14 LGP C5 C5 C 0 1 Y N N 2.542 1.739 7.399 -0.803 0.760 -3.485 C5 LGP 15 LGP C6 C6 C 0 1 N N N 1.206 1.434 7.031 -1.071 0.556 -4.859 C6 LGP 16 LGP O6 O6 O 0 1 N N N 0.738 0.357 6.678 -1.831 1.293 -5.464 O6 LGP 17 LGP N1 N1 N 0 1 N N N 0.388 2.551 7.109 -0.460 -0.473 -5.486 N1 LGP 18 LGP C2 C2 C 0 1 N N N 0.797 3.811 7.490 0.383 -1.294 -4.799 C2 LGP 19 LGP N2 N2 N 0 1 N N N -0.138 4.752 7.510 0.986 -2.334 -5.461 N2 LGP 20 LGP N3 N3 N 0 1 N N N 2.049 4.110 7.833 0.641 -1.114 -3.523 N3 LGP 21 LGP C4 C4 C 0 1 Y N N 2.866 3.035 7.769 0.076 -0.113 -2.837 C4 LGP 22 LGP HOP2 2HOP H 0 0 N N N 10.065 6.093 8.690 -2.831 -0.868 5.514 HOP2 LGP 23 LGP HOP3 3HOP H 0 0 N N N 9.416 5.076 6.490 -0.051 -2.028 5.442 HOP3 LGP 24 LGP "H5'" 1H5* H 0 1 N N N 7.257 6.334 8.759 1.519 -0.497 3.869 "H5'" LGP 25 LGP "H5''" 2H5* H 0 0 N N N 8.269 5.786 10.105 0.821 1.049 3.333 "H5''" LGP 26 LGP "H4'" H4* H 0 1 N N N 5.485 6.005 10.095 1.647 -1.256 1.512 "H4'" LGP 27 LGP "H3'1" 1H3* H 0 0 N N N 6.644 4.099 12.063 3.566 -0.043 2.510 "H3'1" LGP 28 LGP "H3'2" 2H3* H 0 0 N N N 5.666 5.594 12.326 3.419 0.312 0.772 "H3'2" LGP 29 LGP "HO3'" *HO3 H 0 0 N Y N 7.899 5.839 12.981 3.738 2.193 2.042 "HO3'" LGP 30 LGP "H1'1" 1H1* H 0 0 N N N 5.839 4.297 7.795 0.638 -1.325 -0.325 "H1'1" LGP 31 LGP "H1'2" 2H1* H 0 0 N N N 4.410 5.066 8.480 2.003 -0.264 -0.749 "H1'2" LGP 32 LGP H8 H8 H 0 1 N N N 5.594 1.412 8.041 -0.816 1.967 -0.512 H8 LGP 33 LGP HN1 HN1 H 0 1 N N N -0.583 2.402 6.868 -0.628 -0.632 -6.428 HN1 LGP 34 LGP HN21 1HN2 H 0 0 N N N 0.105 5.694 7.783 1.592 -2.925 -4.986 HN21 LGP 35 LGP HN22 2HN2 H 0 0 N N N -1.092 4.523 7.271 0.802 -2.481 -6.402 HN22 LGP 36 # # 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 LGP P OP1 DOUB N N 1 LGP P OP2 SING N N 2 LGP P OP3 SING N N 3 LGP P "O5'" SING N N 4 LGP OP2 HOP2 SING N N 5 LGP OP3 HOP3 SING N N 6 LGP "O5'" "C5'" SING N N 7 LGP "C5'" "C4'" SING N N 8 LGP "C5'" "H5'" SING N N 9 LGP "C5'" "H5''" SING N N 10 LGP "C4'" "O4'" SING N N 11 LGP "C4'" "C3'" SING N N 12 LGP "C4'" "H4'" SING N N 13 LGP "O4'" "C1'" SING N N 14 LGP "C3'" "O3'" SING N N 15 LGP "C3'" "H3'1" SING N N 16 LGP "C3'" "H3'2" SING N N 17 LGP "O3'" "HO3'" SING N N 18 LGP "C1'" N9 SING N N 19 LGP "C1'" "H1'1" SING N N 20 LGP "C1'" "H1'2" SING N N 21 LGP N9 C8 SING Y N 22 LGP N9 C4 SING Y N 23 LGP C8 N7 DOUB Y N 24 LGP C8 H8 SING N N 25 LGP N7 C5 SING Y N 26 LGP C5 C6 SING N N 27 LGP C5 C4 DOUB Y N 28 LGP C6 O6 DOUB N N 29 LGP C6 N1 SING N N 30 LGP N1 C2 SING N N 31 LGP N1 HN1 SING N N 32 LGP C2 N2 SING N N 33 LGP C2 N3 DOUB N N 34 LGP N2 HN21 SING N N 35 LGP N2 HN22 SING N N 36 LGP N3 C4 SING N N 37 # # 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 LGP SMILES ACDLabs 10.04 "O=P(O)(O)OCC(OCn1c2N=C(NC(=O)c2nc1)N)CO" LGP SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(CO[C@@H](CO)CO[P](O)(O)=O)cnc2C(=O)N1" LGP SMILES CACTVS 3.341 "NC1=Nc2n(CO[CH](CO)CO[P](O)(O)=O)cnc2C(=O)N1" LGP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CO[C@@H](CO)COP(=O)(O)O)N=C(NC2=O)N" LGP SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1COC(CO)COP(=O)(O)O)N=C(NC2=O)N" LGP InChI InChI 1.03 "InChI=1S/C9H14N5O7P/c10-9-12-7-6(8(16)13-9)11-3-14(7)4-20-5(1-15)2-21-22(17,18)19/h3,5,15H,1-2,4H2,(H2,17,18,19)(H3,10,12,13,16)/t5-/m0/s1" LGP InChIKey InChI 1.03 LSJIZCGOXSEZNF-YFKPBYRVSA-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 LGP "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]-3-hydroxypropyl dihydrogen phosphate" LGP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]-3-hydroxy-propyl] 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 LGP "Create component" 1999-07-08 RCSB LGP "Modify descriptor" 2011-06-04 RCSB LGP "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LGP _pdbx_chem_comp_synonyms.name "LINEAR DECARBON-C2* GUANOSINE-5'-MONOPHOSPHATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##