data_SSI # _chem_comp.id SSI _chem_comp.name "[(3S)-4-hydroxy-3-{[(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino}butyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N4 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "S-SerMe-ImmH phosphonate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-27 _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 316.250 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SSI _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 3OZG _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 SSI P P P 0 1 N N N 112.511 75.076 26.449 -3.902 -1.382 0.155 P SSI 1 SSI N1 N1 N 0 1 N N N 106.052 68.610 25.159 4.011 -2.373 -0.124 N1 SSI 2 SSI C2 C2 C 0 1 N N N 105.454 69.294 26.179 2.817 -2.334 -0.771 C2 SSI 3 SSI N3 N3 N 0 1 N N N 105.972 70.427 26.675 2.147 -1.229 -0.921 N3 SSI 4 SSI C4 C4 C 0 1 Y N N 107.131 70.897 26.132 2.617 -0.057 -0.431 C4 SSI 5 SSI C5 C5 C 0 1 Y N N 107.824 70.236 25.024 3.842 -0.036 0.244 C5 SSI 6 SSI C6 C6 C 0 1 N N N 107.188 68.995 24.545 4.546 -1.248 0.398 C6 SSI 7 SSI O6 O6 O 0 1 N N N 107.693 68.352 23.597 5.618 -1.278 0.980 O6 SSI 8 SSI N7 N7 N 0 1 Y N N 108.910 70.970 24.711 4.076 1.263 0.629 N7 SSI 9 SSI C8 C8 C 0 1 Y N N 108.990 72.055 25.506 3.038 2.038 0.211 C8 SSI 10 SSI C9 C9 C 0 1 Y N N 107.942 72.098 26.420 2.136 1.270 -0.434 C9 SSI 11 SSI "C1'" "C1'" C 0 1 N N N 107.674 73.181 27.425 0.845 1.745 -1.049 "C1'" SSI 12 SSI O1P O1P O 0 1 N N N 112.343 76.436 27.093 -3.823 -2.887 -0.410 O1P SSI 13 SSI O2P O2P O 0 1 N N N 111.662 74.936 25.202 -5.199 -0.779 -0.225 O2P SSI 14 SSI "C3'" "C3'" C 0 1 N N N 110.025 73.687 30.252 -1.763 3.369 -0.375 "C3'" SSI 15 SSI "O3'" "O3'" O 0 1 N N N 109.629 72.593 31.048 -1.902 3.523 1.039 "O3'" SSI 16 SSI O3P O3P O 0 1 N N N 113.906 74.562 26.214 -3.771 -1.403 1.760 O3P SSI 17 SSI "C4'" "C4'" C 0 1 N N S 109.760 73.178 28.826 -1.548 1.892 -0.709 "C4'" SSI 18 SSI "N4'" "N4'" N 0 1 N N N 108.328 72.984 28.678 -0.270 1.442 -0.141 "N4'" SSI 19 SSI "C5'" "C5'" C 0 1 N N N 110.327 74.162 27.821 -2.689 1.064 -0.115 "C5'" SSI 20 SSI "C6'" "C6'" C 0 1 N N N 111.831 73.948 27.678 -2.543 -0.395 -0.552 "C6'" SSI 21 SSI HN1 HN1 H 0 1 N N N 105.617 67.766 24.846 4.481 -3.217 -0.033 HN1 SSI 22 SSI H2 H2 H 0 1 N N N 104.536 68.910 26.599 2.411 -3.250 -1.175 H2 SSI 23 SSI H8 H8 H 0 1 N N N 109.771 72.799 25.442 2.949 3.102 0.372 H8 SSI 24 SSI "H1'" "H1'" H 0 1 N N N 108.029 74.132 27.002 0.895 2.820 -1.217 "H1'" SSI 25 SSI "H1'A" "H1'A" H 0 0 N N N 106.590 73.213 27.609 0.686 1.236 -2.000 "H1'A" SSI 26 SSI HO1P HO1P H 0 0 N N N 111.728 76.953 26.586 -4.518 -3.470 -0.074 HO1P SSI 27 SSI "H3'" "H3'" H 0 1 N N N 111.084 73.942 30.405 -2.666 3.726 -0.870 "H3'" SSI 28 SSI "H3'A" "H3'A" H 0 0 N N N 109.440 74.591 30.479 -0.906 3.948 -0.721 "H3'A" SSI 29 SSI "HO3'" "HO3'" H 0 0 N N N 109.754 72.806 31.965 -2.042 4.437 1.323 "HO3'" SSI 30 SSI HO3P HO3P H 0 0 N N N 113.982 74.247 25.321 -2.943 -1.786 2.082 HO3P SSI 31 SSI "H4'" "H4'" H 0 1 N N N 110.260 72.216 28.641 -1.531 1.763 -1.791 "H4'" SSI 32 SSI "HN4'" "HN4'" H 0 0 N N N 107.902 73.632 29.309 -0.299 0.459 0.081 "HN4'" SSI 33 SSI "H5'" "H5'" H 0 1 N N N 109.843 74.007 26.846 -2.652 1.122 0.973 "H5'" SSI 34 SSI "H5'A" "H5'A" H 0 0 N N N 110.136 75.188 28.168 -3.644 1.455 -0.467 "H5'A" SSI 35 SSI "H6'" "H6'" H 0 1 N N N 112.020 72.912 27.361 -1.588 -0.786 -0.200 "H6'" SSI 36 SSI "H6'A" "H6'A" H 0 0 N N N 112.316 74.135 28.647 -2.579 -0.453 -1.640 "H6'A" SSI 37 SSI HN7 HN7 H 0 1 N N N 109.564 70.742 23.990 4.854 1.577 1.117 HN7 SSI 38 # # 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 SSI O2P P DOUB N N 1 SSI O3P P SING N N 2 SSI P O1P SING N N 3 SSI P "C6'" SING N N 4 SSI C6 N1 SING N N 5 SSI N1 C2 SING N N 6 SSI N1 HN1 SING N N 7 SSI C2 N3 DOUB N N 8 SSI C2 H2 SING N N 9 SSI C4 N3 SING N N 10 SSI C5 C4 DOUB Y N 11 SSI C4 C9 SING Y N 12 SSI C6 C5 SING N N 13 SSI N7 C5 SING Y N 14 SSI O6 C6 DOUB N N 15 SSI N7 C8 SING Y N 16 SSI C8 C9 DOUB Y N 17 SSI C8 H8 SING N N 18 SSI C9 "C1'" SING N N 19 SSI "C1'" "N4'" SING N N 20 SSI "C1'" "H1'" SING N N 21 SSI "C1'" "H1'A" SING N N 22 SSI O1P HO1P SING N N 23 SSI "C4'" "C3'" SING N N 24 SSI "C3'" "O3'" SING N N 25 SSI "C3'" "H3'" SING N N 26 SSI "C3'" "H3'A" SING N N 27 SSI "O3'" "HO3'" SING N N 28 SSI O3P HO3P SING N N 29 SSI "C5'" "C4'" SING N N 30 SSI "N4'" "C4'" SING N N 31 SSI "C4'" "H4'" SING N N 32 SSI "N4'" "HN4'" SING N N 33 SSI "C6'" "C5'" SING N N 34 SSI "C5'" "H5'" SING N N 35 SSI "C5'" "H5'A" SING N N 36 SSI "C6'" "H6'" SING N N 37 SSI "C6'" "H6'A" SING N N 38 SSI N7 HN7 SING N N 39 # # 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 SSI SMILES ACDLabs 12.01 "O=P(O)(O)CCC(NCc2c1N=CNC(=O)c1nc2)CO" SSI SMILES_CANONICAL CACTVS 3.370 "OC[C@H](CC[P](O)(O)=O)NCc1c[nH]c2C(=O)NC=Nc12" SSI SMILES CACTVS 3.370 "OC[CH](CC[P](O)(O)=O)NCc1c[nH]c2C(=O)NC=Nc12" SSI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)CN[C@@H](CCP(=O)(O)O)CO" SSI SMILES "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)CNC(CCP(=O)(O)O)CO" SSI InChI InChI 1.03 "InChI=1S/C11H17N4O5P/c16-5-8(1-2-21(18,19)20)12-3-7-4-13-10-9(7)14-6-15-11(10)17/h4,6,8,12-13,16H,1-3,5H2,(H,14,15,17)(H2,18,19,20)/t8-/m0/s1" SSI InChIKey InChI 1.03 YYXVNWBGVIIBOW-QMMMGPOBSA-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 SSI "SYSTEMATIC NAME" ACDLabs 12.01 "[(3S)-4-hydroxy-3-{[(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino}butyl]phosphonic acid" SSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(3S)-4-hydroxy-3-[(4-oxo-3,5-dihydropyrrolo[3,2-d]pyrimidin-7-yl)methylamino]butyl]phosphonic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SSI "Create component" 2010-09-27 RCSB SSI "Modify aromatic_flag" 2011-06-04 RCSB SSI "Modify descriptor" 2011-06-04 RCSB SSI "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SSI _pdbx_chem_comp_synonyms.name "S-SerMe-ImmH phosphonate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##