data_4HF # _chem_comp.id 4HF _chem_comp.name ;N-[(5-{2-[(6R)-2-AMINO-4-OXO-3,4,5,6,7,8-HEXAHYDROPYRIDO[2,3-D]PYRIMIDIN-6-YL]ETHYL}-2-THIENYL)CARBONYL]-L-GLUTAMIC ACID ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6R-2',5'-THIENYL-5,10-DIDEAZATETRAHYDROFOLIC ACID; LY309887" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-27 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 449.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4HF _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 2FMN _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 4HF C5 C5 C 0 1 N N N -44.001 -14.665 67.674 4.528 -0.413 -0.784 C5 4HF 1 4HF C4A C4A C 0 1 Y N N -43.612 -13.239 68.101 5.970 -0.001 -0.666 C4A 4HF 2 4HF C4 C4 C 0 1 Y N N -44.082 -12.661 69.286 6.789 -0.032 -1.801 C4 4HF 3 4HF O4 O4 O 0 1 N N N -44.844 -13.294 70.018 6.342 -0.386 -2.881 O4 4HF 4 4HF N3 N3 N 0 1 Y N N -43.694 -11.356 69.640 8.080 0.342 -1.684 N3 4HF 5 4HF C2 C2 C 0 1 Y N N -42.835 -10.630 68.803 8.572 0.729 -0.475 C2 4HF 6 4HF N2 N2 N 0 1 N N N -42.452 -9.399 69.142 9.887 1.096 -0.372 N2 4HF 7 4HF N1 N1 N 0 1 Y N N -42.389 -11.195 67.661 7.807 0.761 0.596 N1 4HF 8 4HF C8A C8A C 0 1 Y N N -42.753 -12.453 67.296 6.516 0.409 0.537 C8A 4HF 9 4HF N8 N8 N 0 1 N N N -42.322 -12.941 66.112 5.745 0.467 1.683 N8 4HF 10 4HF C7 C7 C 0 1 N N N -42.692 -14.287 65.572 4.435 -0.198 1.696 C7 4HF 11 4HF C6 C6 C 0 1 N N R -44.052 -14.782 66.140 3.717 0.149 0.385 C6 4HF 12 4HF C9 C9 C 0 1 N N N -45.216 -13.909 65.618 2.318 -0.470 0.383 C9 4HF 13 4HF C10 C10 C 0 1 N N N -45.448 -14.076 64.115 1.469 0.185 1.474 C10 4HF 14 4HF "C3'" "C3'" C 0 1 Y N N -46.655 -13.251 63.656 0.091 -0.425 1.473 "C3'" 4HF 15 4HF "S2'" "S2'" S 0 1 Y N N -48.252 -13.336 64.445 -1.309 0.081 0.584 "S2'" 4HF 16 4HF "C4'" "C4'" C 0 1 Y N N -46.749 -12.372 62.620 -0.354 -1.507 2.163 "C4'" 4HF 17 4HF "C5'" "C5'" C 0 1 Y N N -48.000 -11.782 62.430 -1.661 -1.900 2.023 "C5'" 4HF 18 4HF "C1'" "C1'" C 0 1 Y N N -48.958 -12.166 63.308 -2.454 -1.160 1.160 "C1'" 4HF 19 4HF C11 C11 C 0 1 N N N -50.410 -11.663 63.312 -3.866 -1.346 0.813 C11 4HF 20 4HF O11 O11 O 0 1 N N N -50.780 -10.808 62.507 -4.500 -2.258 1.311 O11 4HF 21 4HF N N N 0 1 N N N -51.210 -12.215 64.231 -4.463 -0.507 -0.057 N 4HF 22 4HF CA CA C 0 1 N N S -52.632 -11.829 64.365 -5.874 -0.694 -0.404 CA 4HF 23 4HF C C C 0 1 N N N -52.795 -10.837 65.520 -5.988 -1.701 -1.519 C 4HF 24 4HF OX1 OX1 O 0 1 N N N -53.065 -9.655 65.213 -7.196 -2.032 -2.003 OX1 4HF 25 4HF OX2 OX2 O 0 1 N N N -52.643 -11.282 66.683 -4.993 -2.211 -1.977 OX2 4HF 26 4HF CB CB C 0 1 N N N -53.511 -13.063 64.617 -6.467 0.641 -0.859 CB 4HF 27 4HF CG CG C 0 1 N N N -53.558 -13.987 63.396 -6.465 1.626 0.311 CG 4HF 28 4HF CD CD C 0 1 N N N -54.476 -15.191 63.660 -7.050 2.941 -0.138 CD 4HF 29 4HF OE1 OE1 O 0 1 N N N -55.630 -15.149 63.174 -7.429 3.076 -1.277 OE1 4HF 30 4HF OE2 OE2 O 0 1 N N N -54.003 -16.125 64.343 -7.149 3.962 0.728 OE2 4HF 31 4HF H51 1H5 H 0 1 N N N -44.997 -14.895 68.079 4.120 -0.035 -1.721 H51 4HF 32 4HF H52 2H5 H 0 1 N N N -43.254 -15.372 68.063 4.462 -1.501 -0.778 H52 4HF 33 4HF HN3 HN3 H 0 1 N N N -44.031 -10.947 70.488 8.661 0.328 -2.460 HN3 4HF 34 4HF HN21 1HN2 H 0 0 N N N -42.729 -8.918 69.974 10.246 1.377 0.484 HN21 4HF 35 4HF HN22 2HN2 H 0 0 N N N -41.845 -9.030 68.438 10.460 1.072 -1.154 HN22 4HF 36 4HF HN8 HN8 H 0 1 N N N -42.657 -12.291 65.430 6.065 0.939 2.467 HN8 4HF 37 4HF H71 1H7 H 0 1 N N N -41.913 -15.003 65.872 3.849 0.159 2.542 H71 4HF 38 4HF H72 2H7 H 0 1 N N N -42.771 -14.218 64.477 4.569 -1.277 1.768 H72 4HF 39 4HF H6 H6 H 0 1 N N N -44.220 -15.822 65.822 3.638 1.232 0.287 H6 4HF 40 4HF H91 1H9 H 0 1 N N N -44.954 -12.857 65.802 1.850 -0.307 -0.588 H91 4HF 41 4HF H92 2H9 H 0 1 N N N -46.135 -14.202 66.147 2.394 -1.540 0.574 H92 4HF 42 4HF H101 1H10 H 0 0 N N N -45.644 -15.137 63.904 1.937 0.022 2.445 H101 4HF 43 4HF H102 2H10 H 0 0 N N N -44.553 -13.735 63.574 1.393 1.255 1.283 H102 4HF 44 4HF "H4'" "H4'" H 0 1 N N N -45.906 -12.145 61.984 0.311 -2.047 2.821 "H4'" 4HF 45 4HF "H5'" "H5'" H 0 1 N N N -48.190 -11.071 61.640 -2.054 -2.753 2.557 "H5'" 4HF 46 4HF HN HN H 0 1 N N N -50.836 -12.909 64.846 -3.958 0.219 -0.454 HN 4HF 47 4HF HA HA H 0 1 N N N -52.953 -11.356 63.425 -6.418 -1.054 0.469 HA 4HF 48 4HF HX1 HX1 H 0 1 N N N -53.140 -9.132 66.002 -7.269 -2.678 -2.719 HX1 4HF 49 4HF HB1 1HB H 0 1 N N N -54.534 -12.718 64.826 -5.869 1.045 -1.676 HB1 4HF 50 4HF HB2 2HB H 0 1 N N N -53.096 -13.624 65.468 -7.491 0.485 -1.201 HB2 4HF 51 4HF HG1 1HG H 0 1 N N N -52.542 -14.355 63.191 -7.064 1.222 1.127 HG1 4HF 52 4HF HG2 2HG H 0 1 N N N -53.944 -13.423 62.534 -5.442 1.782 0.653 HG2 4HF 53 4HF HE2 HE2 H 0 1 N N N -54.656 -16.808 64.441 -7.524 4.805 0.440 HE2 4HF 54 # # 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 4HF C5 C4A SING N N 1 4HF C5 C6 SING N N 2 4HF C5 H51 SING N N 3 4HF C5 H52 SING N N 4 4HF C4A C4 SING Y N 5 4HF C4A C8A DOUB Y N 6 4HF C4 O4 DOUB N N 7 4HF C4 N3 SING Y N 8 4HF N3 C2 SING Y N 9 4HF N3 HN3 SING N N 10 4HF C2 N2 SING N N 11 4HF C2 N1 DOUB Y N 12 4HF N2 HN21 SING N N 13 4HF N2 HN22 SING N N 14 4HF N1 C8A SING Y N 15 4HF C8A N8 SING N N 16 4HF N8 C7 SING N N 17 4HF N8 HN8 SING N N 18 4HF C7 C6 SING N N 19 4HF C7 H71 SING N N 20 4HF C7 H72 SING N N 21 4HF C6 C9 SING N N 22 4HF C6 H6 SING N N 23 4HF C9 C10 SING N N 24 4HF C9 H91 SING N N 25 4HF C9 H92 SING N N 26 4HF C10 "C3'" SING N N 27 4HF C10 H101 SING N N 28 4HF C10 H102 SING N N 29 4HF "C3'" "S2'" SING Y N 30 4HF "C3'" "C4'" DOUB Y N 31 4HF "S2'" "C1'" SING Y N 32 4HF "C4'" "C5'" SING Y N 33 4HF "C4'" "H4'" SING N N 34 4HF "C5'" "C1'" DOUB Y N 35 4HF "C5'" "H5'" SING N N 36 4HF "C1'" C11 SING N N 37 4HF C11 O11 DOUB N N 38 4HF C11 N SING N N 39 4HF N CA SING N N 40 4HF N HN SING N N 41 4HF CA C SING N N 42 4HF CA CB SING N N 43 4HF CA HA SING N N 44 4HF C OX1 SING N N 45 4HF C OX2 DOUB N N 46 4HF OX1 HX1 SING N N 47 4HF CB CG SING N N 48 4HF CB HB1 SING N N 49 4HF CB HB2 SING N N 50 4HF CG CD SING N N 51 4HF CG HG1 SING N N 52 4HF CG HG2 SING N N 53 4HF CD OE1 DOUB N N 54 4HF CD OE2 SING N N 55 4HF OE2 HE2 SING N N 56 # # 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 4HF SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1sc(cc1)CCC3CNC=2N=C(N)NC(=O)C=2C3)CCC(=O)O" 4HF SMILES_CANONICAL CACTVS 3.341 "NC1=NC2=C(C[C@@H](CCc3sc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1" 4HF SMILES CACTVS 3.341 "NC1=NC2=C(C[CH](CCc3sc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)CN2)C(=O)N1" 4HF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(sc1CC[C@@H]2CC3=C(NC2)N=C(NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" 4HF SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(sc1CCC2CC3=C(NC2)N=C(NC3=O)N)C(=O)NC(CCC(=O)O)C(=O)O" 4HF InChI InChI 1.03 "InChI=1S/C19H23N5O6S/c20-19-23-15-11(16(27)24-19)7-9(8-21-15)1-2-10-3-5-13(31-10)17(28)22-12(18(29)30)4-6-14(25)26/h3,5,9,12H,1-2,4,6-8H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t9-,12+/m1/s1" 4HF InChIKey InChI 1.03 GQCXGHHHNACOGE-SKDRFNHKSA-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 4HF "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(5-{2-[(6R)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}thiophen-2-yl)carbonyl]-L-glutamic acid" 4HF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[5-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pyrido[6,5-d]pyrimidin-6-yl]ethyl]thiophen-2-yl]carbonylamino]pentanedioic 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 4HF "Create component" 2006-02-27 RCSB 4HF "Modify descriptor" 2011-06-04 RCSB 4HF "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 4HF "6R-2',5'-THIENYL-5,10-DIDEAZATETRAHYDROFOLIC ACID" ? ? 2 4HF LY309887 ? ? ##