data_HTL # _chem_comp.id HTL _chem_comp.name "2-ACETYL-THIAMINE DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N4 O8 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;2-ACETYL-3-[(4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL]-4-METHYL-5-(4,6,6-TRIHYDROXY-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)THIAZO LIUM INNER SALT P,P'-DIOXIDE ; _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2001-11-26 _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 467.351 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HTL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1KEK _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 HTL "N1'" N1* N 0 1 Y N N -27.307 -64.040 24.764 4.450 5.604 1.056 "N1'" HTL 1 HTL "C2'" C2* C 0 1 Y N N -25.993 -64.198 25.403 4.976 6.807 0.757 "C2'" HTL 2 HTL C2A C2A C 0 1 N N N -25.424 -63.174 26.151 6.115 7.264 1.604 C2A HTL 3 HTL "N3'" N3* N 0 1 Y N N -25.260 -65.408 25.276 4.583 7.641 -0.224 "N3'" HTL 4 HTL "C4'" C4* C 0 1 Y N N -25.802 -66.527 24.499 3.551 7.196 -0.970 "C4'" HTL 5 HTL "N4'" N4* N 0 1 N N N -24.969 -67.714 24.436 3.084 8.023 -2.021 "N4'" HTL 6 HTL "C5'" C5* C 0 1 Y N N -27.195 -66.399 23.802 2.938 5.990 -0.757 "C5'" HTL 7 HTL "C6'" C6* C 0 1 Y N N -27.858 -65.169 23.977 3.421 5.222 0.271 "C6'" HTL 8 HTL C35 C35 C 0 1 N N N -27.799 -67.521 22.988 1.787 5.498 -1.590 C35 HTL 9 HTL N3 N3 N 1 1 Y N N -27.013 -67.782 21.798 1.364 4.198 -1.117 N3 HTL 10 HTL C2 C2 C 0 1 Y N N -26.231 -69.056 21.568 0.444 4.059 -0.188 C2 HTL 11 HTL S1 S1 S 0 1 Y N N -26.614 -69.552 20.078 0.159 2.409 0.160 S1 HTL 12 HTL C5 C5 C 0 1 Y N N -26.793 -67.856 19.597 1.327 1.942 -0.996 C5 HTL 13 HTL C4 C4 C 0 1 Y N N -27.453 -67.264 20.583 1.889 3.020 -1.601 C4 HTL 14 HTL C4A C4A C 0 1 N N N -28.486 -66.335 20.269 2.924 3.091 -2.643 C4A HTL 15 HTL C5A C5A C 0 1 N N N -27.595 -67.951 18.307 1.601 0.481 -1.216 C5A HTL 16 HTL C5B C5B C 0 1 N N N -26.542 -67.438 17.346 0.713 -0.131 -2.295 C5B HTL 17 HTL O5G O5G O 0 1 N N N -26.802 -66.753 16.028 0.955 0.511 -3.536 O5G HTL 18 HTL P1 P1 P 0 1 N N R -25.866 -66.395 14.838 0.140 0.051 -4.856 P1 HTL 19 HTL O11 O11 O 0 1 N N N -25.277 -67.823 14.566 -1.416 0.155 -4.431 O11 HTL 20 HTL O12 O12 O 0 1 N N N -26.572 -65.883 13.643 0.488 0.809 -6.105 O12 HTL 21 HTL O13 O13 O 0 1 N N N -24.815 -65.583 15.432 0.393 -1.544 -4.952 O13 HTL 22 HTL P2 P2 P 0 1 N N N -25.867 -69.177 13.790 -2.330 1.434 -4.056 P2 HTL 23 HTL O21 O21 O 0 1 N N N -24.777 -69.648 12.836 -1.846 2.224 -2.875 O21 HTL 24 HTL O22 O22 O 0 1 N N N -26.391 -70.031 14.843 -3.807 0.797 -3.900 O22 HTL 25 HTL O23 O23 O 0 1 N N N -27.002 -68.568 12.936 -2.415 2.253 -5.447 O23 HTL 26 HTL "C1'" "C1'" C 0 1 N N N -26.029 -70.529 22.865 -0.268 5.090 0.489 "C1'" HTL 27 HTL "O2'" "O2'" O 0 1 N N N -26.080 -70.358 24.089 0.156 6.241 0.734 "O2'" HTL 28 HTL "C3'" "C3'" C 0 1 N N N -25.571 -71.942 22.345 -1.676 4.802 0.971 "C3'" HTL 29 HTL H2A1 1H2A H 0 0 N N N -24.427 -63.293 26.635 7.009 7.425 0.989 H2A1 HTL 30 HTL H2A2 2H2A H 0 0 N N N -25.388 -62.260 25.512 5.876 8.203 2.121 H2A2 HTL 31 HTL H2A3 3H2A H 0 0 N N N -26.155 -62.875 26.938 6.356 6.526 2.381 H2A3 HTL 32 HTL "H4'1" 1H4* H 0 0 N N N -25.346 -68.492 23.895 2.454 7.640 -2.692 "H4'1" HTL 33 HTL "H4'2" 2H4* H 0 0 N N N -24.736 -68.026 25.379 3.467 8.939 -2.120 "H4'2" HTL 34 HTL "H6'" H6* H 0 1 N N N -28.840 -65.087 23.481 3.000 4.251 0.514 "H6'" HTL 35 HTL H351 1H35 H 0 0 N N N -27.938 -68.443 23.599 0.943 6.196 -1.542 H351 HTL 36 HTL H352 2H35 H 0 0 N N N -28.867 -67.319 22.739 2.071 5.427 -2.647 H352 HTL 37 HTL H4A1 1H4A H 0 0 N N N -28.838 -65.920 19.295 3.822 2.514 -2.358 H4A1 HTL 38 HTL H4A2 2H4A H 0 0 N N N -29.401 -66.765 20.737 2.570 2.695 -3.612 H4A2 HTL 39 HTL H4A3 3H4A H 0 0 N N N -28.252 -65.437 20.887 3.247 4.129 -2.843 H4A3 HTL 40 HTL H5A1 1H5A H 0 0 N N N -28.038 -68.946 18.071 2.656 0.342 -1.485 H5A1 HTL 41 HTL H5A2 2H5A H 0 0 N N N -28.577 -67.423 18.294 1.443 -0.059 -0.274 H5A2 HTL 42 HTL H5B1 1H5B H 0 0 N N N -25.887 -66.752 17.933 0.954 -1.192 -2.415 H5B1 HTL 43 HTL H5B2 2H5B H 0 0 N N N -25.871 -68.300 17.125 -0.350 -0.037 -2.050 H5B2 HTL 44 HTL H22O OH22 H 0 0 N N N -26.726 -70.802 14.401 -4.539 1.368 -3.585 H22O HTL 45 HTL H23O OH23 H 0 0 N N N -27.337 -69.339 12.494 -2.862 3.126 -5.458 H23O HTL 46 HTL "H3'1" "1H3'" H 0 0 N N N -25.456 -72.774 23.078 -1.739 3.915 1.620 "H3'1" HTL 47 HTL "H3'2" "2H3'" H 0 0 N N N -26.263 -72.268 21.534 -2.390 4.659 0.145 "H3'2" HTL 48 HTL "H3'3" "3H3'" H 0 0 N N N -24.616 -71.825 21.781 -2.121 5.609 1.580 "H3'3" HTL 49 HTL HO1 HO1 H 0 1 N N N -24.145 -65.406 14.782 1.237 -1.868 -5.332 HO1 HTL 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 HTL "N1'" "C2'" DOUB Y N 1 HTL "N1'" "C6'" SING Y N 2 HTL "C2'" C2A SING N N 3 HTL "C2'" "N3'" SING Y N 4 HTL C2A H2A1 SING N N 5 HTL C2A H2A2 SING N N 6 HTL C2A H2A3 SING N N 7 HTL "N3'" "C4'" DOUB Y N 8 HTL "C4'" "N4'" SING N N 9 HTL "C4'" "C5'" SING Y N 10 HTL "N4'" "H4'1" SING N N 11 HTL "N4'" "H4'2" SING N N 12 HTL "C5'" "C6'" DOUB Y N 13 HTL "C5'" C35 SING N N 14 HTL "C6'" "H6'" SING N N 15 HTL C35 N3 SING N N 16 HTL C35 H351 SING N N 17 HTL C35 H352 SING N N 18 HTL N3 C2 DOUB Y N 19 HTL N3 C4 SING Y N 20 HTL C2 S1 SING Y N 21 HTL C2 "C1'" SING N N 22 HTL S1 C5 SING Y N 23 HTL C5 C4 DOUB Y N 24 HTL C5 C5A SING N N 25 HTL C4 C4A SING N N 26 HTL C4A H4A1 SING N N 27 HTL C4A H4A2 SING N N 28 HTL C4A H4A3 SING N N 29 HTL C5A C5B SING N N 30 HTL C5A H5A1 SING N N 31 HTL C5A H5A2 SING N N 32 HTL C5B O5G SING N N 33 HTL C5B H5B1 SING N N 34 HTL C5B H5B2 SING N N 35 HTL O5G P1 SING N N 36 HTL P1 O11 SING N N 37 HTL P1 O12 DOUB N N 38 HTL P1 O13 SING N N 39 HTL O11 P2 SING N N 40 HTL P2 O21 DOUB N N 41 HTL P2 O22 SING N N 42 HTL P2 O23 SING N N 43 HTL O22 H22O SING N N 44 HTL O23 H23O SING N N 45 HTL "C1'" "O2'" DOUB N N 46 HTL "C1'" "C3'" SING N N 47 HTL "C3'" "H3'1" SING N N 48 HTL "C3'" "H3'2" SING N N 49 HTL "C3'" "H3'3" SING N N 50 HTL HO1 O13 SING N N 51 # # 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 HTL SMILES ACDLabs 10.04 "O=C(c1sc(c([n+]1Cc2cnc(nc2N)C)C)CCOP(=O)(O)OP(=O)(O)O)C" HTL SMILES_CANONICAL CACTVS 3.341 "CC(=O)c1sc(CCO[P@](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N" HTL SMILES CACTVS 3.341 "CC(=O)c1sc(CCO[P](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N" HTL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)C)CCO[P@@](=O)(O)OP(=O)(O)O" HTL SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)C)CCOP(=O)(O)OP(=O)(O)O" HTL InChI InChI 1.03 "InChI=1S/C14H20N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1" HTL InChIKey InChI 1.03 GYRGKLZCJRVYRV-UHFFFAOYSA-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 HTL "SYSTEMATIC NAME" ACDLabs 10.04 "2-acetyl-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium" HTL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-2-ethanoyl-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen 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 HTL "Create component" 2001-11-26 RCSB HTL "Modify descriptor" 2011-06-04 RCSB HTL "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HTL _pdbx_chem_comp_synonyms.name "2-ACETYL-3-[(4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL]-4-METHYL-5-(4,6,6-TRIHYDROXY-3,5-DIOXA-4,6-DIPHOSPHAHEX-1-YL)THIAZOLIUM INNER SALT P,P'-DIOXIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##