data_LHO # _chem_comp.id LHO _chem_comp.name "2-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-methylisoquinoline-1(2H)-thione" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C15 H18 N O6 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-19 _chem_comp.pdbx_modified_date 2012-06-29 _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 371.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LHO _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 2LHO _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 LHO P P P 0 1 N N N -6.462 5.105 19.322 5.060 1.317 0.338 P LHO 1 LHO C1 C1 C 0 1 N N N -5.216 1.024 19.535 -1.316 0.168 -1.209 C1 LHO 2 LHO N1 N1 N 0 1 N N N -6.086 0.249 19.313 -1.340 -0.628 -0.099 N1 LHO 3 LHO S1 S1 S 0 1 N N N -7.121 -1.839 19.572 -2.401 -1.737 2.074 S1 LHO 4 LHO C2 C2 C 0 1 N N N -4.082 0.668 19.878 -2.370 0.910 -1.584 C2 LHO 5 LHO C3 C3 C 0 1 Y N N -3.889 -0.515 20.033 -3.596 0.874 -0.785 C3 LHO 6 LHO C4 C4 C 0 1 Y N N -4.820 -1.303 19.919 -3.625 0.050 0.364 C4 LHO 7 LHO C5 C5 C 0 1 N N N -5.953 -0.932 19.595 -2.425 -0.724 0.695 C5 LHO 8 LHO C6 C6 C 0 1 Y N N -2.783 -0.891 20.355 -4.722 1.624 -1.126 C6 LHO 9 LHO C7 C7 C 0 1 Y N N -2.577 -2.067 20.538 -5.850 1.553 -0.338 C7 LHO 10 LHO C8 C8 C 0 1 Y N N -3.482 -2.860 20.388 -5.877 0.744 0.791 C8 LHO 11 LHO C9 C9 C 0 1 Y N N -4.597 -2.484 20.113 -4.778 -0.005 1.147 C9 LHO 12 LHO "C1'" "C1'" C 0 1 N N R -7.153 0.661 18.664 -0.145 -1.406 0.239 "C1'" LHO 13 LHO C10 C10 C 0 1 N N N -1.391 -2.463 20.901 -7.067 2.362 -0.705 C10 LHO 14 LHO OP2 OP2 O 0 1 N N N -7.414 5.892 19.123 4.556 2.622 -0.458 O1P LHO 15 LHO "C2'" "C2'" C 0 1 N N N -8.066 1.260 19.618 0.125 -2.455 -0.856 "C2'" LHO 16 LHO OP3 OP3 O 0 1 N Y N -5.961 5.094 20.626 5.563 1.744 1.807 O2P LHO 17 LHO "C3'" "C3'" C 0 1 N N S -8.753 1.997 18.668 1.549 -2.118 -1.362 "C3'" LHO 18 LHO "O3'" "O3'" O 0 1 N N N -9.654 1.320 18.108 2.306 -3.309 -1.586 "O3'" LHO 19 LHO "C4'" "C4'" C 0 1 N N R -7.783 2.314 17.578 2.131 -1.308 -0.176 "C4'" LHO 20 LHO "O4'" "O4'" O 0 1 N N N -6.838 1.499 17.655 1.001 -0.541 0.295 "O4'" LHO 21 LHO "C5'" "C5'" C 0 1 N N N -7.316 3.583 17.681 3.250 -0.380 -0.654 "C5'" LHO 22 LHO "O5'" "O5'" O 0 1 N N N -6.885 3.836 18.931 3.846 0.268 0.472 "O5'" LHO 23 LHO H1 H1 H 0 1 N N N -5.421 2.079 19.434 -0.415 0.205 -1.803 H1 LHO 24 LHO H2 H2 H 0 1 N N N -3.293 1.389 20.033 -2.314 1.528 -2.468 H2 LHO 25 LHO H6 H6 H 0 1 N N N -1.983 -0.176 20.478 -4.710 2.256 -2.002 H6 LHO 26 LHO H8 H8 H 0 1 N N N -3.289 -3.917 20.502 -6.771 0.702 1.396 H8 LHO 27 LHO H9 H9 H 0 1 N N N -5.401 -3.201 20.039 -4.809 -0.632 2.026 H9 LHO 28 LHO "H1'" "H1'" H 0 1 N N N -7.647 -0.197 18.184 -0.286 -1.901 1.200 "H1'" LHO 29 LHO H110 H110 H 0 0 N N N -1.324 -2.463 21.999 -7.709 1.776 -1.362 H110 LHO 30 LHO H210 H210 H 0 0 N N N -1.213 -3.480 20.523 -7.615 2.624 0.200 H210 LHO 31 LHO H310 H310 H 0 0 N N N -0.634 -1.780 20.488 -6.757 3.273 -1.218 H310 LHO 32 LHO "H12'" "H12'" H 0 0 N N N -7.583 1.859 20.404 0.095 -3.461 -0.437 "H12'" LHO 33 LHO "H22'" "H22'" H 0 0 N N N -8.683 0.542 20.178 -0.600 -2.358 -1.665 "H22'" LHO 34 LHO "H3'" "H3'" H 0 1 N N N -9.192 2.873 19.167 1.507 -1.510 -2.265 "H3'" LHO 35 LHO "H4'" "H4'" H 0 1 N N N -8.289 2.234 16.604 2.493 -1.976 0.605 "H4'" LHO 36 LHO "H15'" "H15'" H 0 0 N N N -6.479 3.714 16.980 4.005 -0.964 -1.180 "H15'" LHO 37 LHO "H25'" "H25'" H 0 0 N N N -8.126 4.284 17.433 2.836 0.370 -1.328 "H25'" LHO 38 LHO HOP2 HOP2 H 0 0 N N N -7.183 6.756 19.444 3.824 3.086 -0.029 HO1P LHO 39 LHO HOP3 HOP3 H 0 0 N N N -5.883 5.986 20.943 6.295 2.376 1.803 HO2P LHO 40 LHO "HO3'" "HO3'" H 0 0 N Y N -10.101 1.858 17.465 1.929 -3.894 -2.259 "HO3'" LHO 41 LHO OP1 OP1 O 0 1 N N N -6.362 6.757 19.791 6.176 0.688 -0.402 O6 LHO 42 # 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 LHO P OP3 SING N N 1 LHO C1 C2 DOUB N N 2 LHO N1 C1 SING N N 3 LHO N1 C5 SING N N 4 LHO S1 C5 DOUB N N 5 LHO C2 H2 SING N N 6 LHO C2 C3 SING N N 7 LHO C3 C6 SING Y N 8 LHO C4 C3 DOUB Y N 9 LHO C4 C9 SING Y N 10 LHO C5 C4 SING N N 11 LHO C6 H6 SING N N 12 LHO C6 C7 DOUB Y N 13 LHO C7 C10 SING N N 14 LHO C8 C7 SING Y N 15 LHO C8 H8 SING N N 16 LHO C9 C8 DOUB Y N 17 LHO "C1'" N1 SING N N 18 LHO "C1'" "C2'" SING N N 19 LHO C10 H110 SING N N 20 LHO OP2 P SING N N 21 LHO OP2 HOP2 SING N N 22 LHO "C2'" "H22'" SING N N 23 LHO "C2'" "H12'" SING N N 24 LHO OP3 HOP3 SING N N 25 LHO "C3'" "C2'" SING N N 26 LHO "C3'" "H3'" SING N N 27 LHO "O3'" "C3'" SING N N 28 LHO "O3'" "HO3'" SING N N 29 LHO "C4'" "C3'" SING N N 30 LHO "C4'" "O4'" SING N N 31 LHO "C4'" "C5'" SING N N 32 LHO "O4'" "C1'" SING N N 33 LHO "C5'" "O5'" SING N N 34 LHO "O5'" P SING N N 35 LHO H1 C1 SING N N 36 LHO H9 C9 SING N N 37 LHO "H1'" "C1'" SING N N 38 LHO H210 C10 SING N N 39 LHO H310 C10 SING N N 40 LHO "H4'" "C4'" SING N N 41 LHO "H15'" "C5'" SING N N 42 LHO "H25'" "C5'" SING N N 43 LHO P OP1 DOUB N N 44 # 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 LHO SMILES ACDLabs 12.01 "O=P(O)(O)OCC3OC(N2C(=S)c1c(cc(cc1)C)C=C2)CC3O" LHO InChI InChI 1.03 "InChI=1S/C15H18NO6PS/c1-9-2-3-11-10(6-9)4-5-16(15(11)24)14-7-12(17)13(22-14)8-21-23(18,19)20/h2-6,12-14,17H,7-8H2,1H3,(H2,18,19,20)/t12-,13+,14+/m0/s1" LHO InChIKey InChI 1.03 VWYVWCCRRCEFQM-BFHYXJOUSA-N LHO SMILES_CANONICAL CACTVS 3.370 "Cc1ccc2C(=S)N(C=Cc2c1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" LHO SMILES CACTVS 3.370 "Cc1ccc2C(=S)N(C=Cc2c1)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" LHO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccc2c(c1)C=CN(C2=S)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" LHO SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccc2c(c1)C=CN(C2=S)C3CC(C(O3)COP(=O)(O)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 LHO "SYSTEMATIC NAME" ACDLabs 12.01 "2-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-methylisoquinoline-1(2H)-thione" LHO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3S,5R)-5-(6-methyl-1-sulfanylidene-isoquinolin-2-yl)-3-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 LHO "Create component" 2011-08-19 RCSB #