data_MHF # _chem_comp.id MHF _chem_comp.name "5,10-METHENYL-6,7,8-TRIHYDROFOLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N7 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 457.440 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MHF _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 1DNP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 MHF N1 N1 N 0 1 Y N N 29.618 63.471 17.933 -0.554 0.486 7.400 N1 MHF 1 MHF C2 C2 C 0 1 Y N N 28.976 64.039 16.883 0.608 1.155 7.630 C2 MHF 2 MHF NA2 NA2 N 0 1 N N N 27.763 64.538 17.156 0.923 1.527 8.912 NA2 MHF 3 MHF N3 N3 N 0 1 Y N N 29.436 64.141 15.618 1.441 1.448 6.654 N3 MHF 4 MHF C4 C4 C 0 1 Y N N 30.748 63.577 15.348 1.168 1.097 5.385 C4 MHF 5 MHF O4 O4 O 0 1 N N N 31.161 63.605 14.168 1.949 1.374 4.485 O4 MHF 6 MHF C4A C4A C 0 1 Y N N 31.503 62.947 16.368 -0.021 0.408 5.105 C4A MHF 7 MHF N5 N5 N 0 1 N N N 32.697 62.223 16.183 -0.378 -0.012 3.816 N5 MHF 8 MHF C6 C6 C 0 1 N N R 32.908 61.135 17.134 -1.773 -0.367 3.459 C6 MHF 9 MHF C7 C7 C 0 1 N N N 32.874 61.640 18.493 -2.287 -1.258 4.596 C7 MHF 10 MHF N8 N8 N 0 1 N N N 31.508 62.246 18.726 -2.073 -0.546 5.866 N8 MHF 11 MHF C8A C8A C 0 1 Y N N 30.888 62.913 17.680 -0.890 0.113 6.126 C8A MHF 12 MHF C9 C9 C 0 1 N N N 34.166 60.475 16.705 -1.688 -1.143 2.135 C9 MHF 13 MHF N10 N10 N 0 1 N N N 34.636 61.332 15.665 -0.242 -1.464 1.983 N10 MHF 14 MHF C11 C11 C 0 1 N N N 33.814 62.445 15.649 0.436 -0.298 2.618 C11 MHF 15 MHF C12 C12 C 0 1 Y N N 37.704 59.951 13.151 0.604 -1.269 -2.086 C12 MHF 16 MHF C13 C13 C 0 1 Y N N 37.700 59.710 14.514 0.923 -2.419 -1.358 C13 MHF 17 MHF C14 C14 C 0 1 Y N N 36.711 60.173 15.325 0.642 -2.481 -0.013 C14 MHF 18 MHF C15 C15 C 0 1 Y N N 35.637 60.924 14.800 0.040 -1.399 0.623 C15 MHF 19 MHF C16 C16 C 0 1 Y N N 35.604 61.183 13.383 -0.283 -0.254 -0.099 C16 MHF 20 MHF C17 C17 C 0 1 Y N N 36.636 60.697 12.585 0.000 -0.184 -1.443 C17 MHF 21 MHF C C C 0 1 N N N 38.873 59.409 12.309 0.905 -1.200 -3.528 C MHF 22 MHF O O O 0 1 N N N 39.829 58.731 12.897 1.431 -2.144 -4.086 O MHF 23 MHF N N N 0 1 N N N 38.916 59.655 11.012 0.597 -0.090 -4.228 N MHF 24 MHF CA CA C 0 1 N N S 40.214 59.830 10.303 0.896 -0.021 -5.661 CA MHF 25 MHF CB CB C 0 1 N N N 40.675 58.422 9.800 -0.126 0.882 -6.352 CB MHF 26 MHF CG CG C 0 1 N N N 41.985 58.254 9.031 -1.531 0.309 -6.151 CG MHF 27 MHF CD CD C 0 1 N N N 42.553 56.864 8.986 -2.538 1.199 -6.832 CD MHF 28 MHF OE1 OE1 O 0 1 N N N 41.761 55.844 8.816 -2.171 2.190 -7.418 OE1 MHF 29 MHF OE2 OE2 O 0 1 N N N 43.814 56.716 9.105 -3.844 0.892 -6.787 OE2 MHF 30 MHF CT CT C 0 1 N N N 40.154 60.953 9.185 2.279 0.542 -5.859 CT MHF 31 MHF O1 O1 O 0 1 N N N 39.078 61.143 8.496 2.935 0.210 -6.818 O1 MHF 32 MHF O2 O2 O 0 1 N N N 41.183 61.684 8.989 2.783 1.413 -4.971 O2 MHF 33 MHF HN1 HN1 H 0 1 N N N 29.015 62.767 18.359 -1.148 0.280 8.138 HN1 MHF 34 MHF HN21 1HN2 H 0 0 N N N 27.279 64.965 16.365 1.751 2.001 9.090 HN21 MHF 35 MHF HN22 2HN2 H 0 0 N N N 27.822 65.199 17.930 0.316 1.321 9.640 HN22 MHF 36 MHF H6 H6 H 0 1 N N N 32.101 60.365 17.137 -2.391 0.524 3.350 H6 MHF 37 MHF H71 1H7 H 0 1 N N N 33.138 60.864 19.249 -1.736 -2.199 4.604 H71 MHF 38 MHF H72 2H7 H 0 1 N N N 33.705 62.349 18.712 -3.350 -1.454 4.459 H72 MHF 39 MHF H8 H8 H 0 1 N N N 31.556 62.868 19.532 -2.777 -0.542 6.533 H8 MHF 40 MHF H91 1H9 H 0 1 N N N 34.899 60.291 17.524 -2.276 -2.059 2.192 H91 MHF 41 MHF H92 2H9 H 0 1 N N N 34.054 59.404 16.412 -2.028 -0.522 1.307 H92 MHF 42 MHF H111 1H11 H 0 0 N N N 33.693 62.840 14.613 1.456 -0.556 2.901 H111 MHF 43 MHF H112 2H11 H 0 0 N N N 34.316 63.322 16.118 0.429 0.560 1.947 H112 MHF 44 MHF H13 H13 H 0 1 N N N 38.516 59.126 14.971 1.390 -3.259 -1.852 H13 MHF 45 MHF H14 H14 H 0 1 N N N 36.779 59.941 16.401 0.888 -3.369 0.549 H14 MHF 46 MHF H16 H16 H 0 1 N N N 34.788 61.753 12.908 -0.750 0.583 0.397 H16 MHF 47 MHF H17 H17 H 0 1 N N N 36.607 60.903 11.501 -0.246 0.705 -2.003 H17 MHF 48 MHF HN HN H 0 1 N N N 37.993 59.707 10.579 0.178 0.663 -3.784 HN MHF 49 MHF HA HA H 0 1 N N N 40.991 60.221 10.999 0.846 -1.021 -6.091 HA MHF 50 MHF HB1 1HB H 0 1 N N N 40.694 57.730 10.674 -0.077 1.882 -5.922 HB1 MHF 51 MHF HB2 2HB H 0 1 N N N 39.853 57.987 9.184 0.095 0.933 -7.418 HB2 MHF 52 MHF HG1 1HG H 0 1 N N N 41.867 58.647 7.994 -1.581 -0.690 -6.581 HG1 MHF 53 MHF HG2 2HG H 0 1 N N N 42.749 58.961 9.428 -1.753 0.258 -5.085 HG2 MHF 54 MHF HOE2 2HOE H 0 0 N N N 44.173 55.837 9.076 -4.491 1.463 -7.224 HOE2 MHF 55 MHF HO2 HO2 H 0 1 N N N 41.147 62.356 8.319 3.670 1.775 -5.098 HO2 MHF 56 # 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 MHF N1 C2 SING Y N 1 MHF N1 C8A SING Y N 2 MHF N1 HN1 SING N N 3 MHF C2 NA2 SING N N 4 MHF C2 N3 DOUB Y N 5 MHF NA2 HN21 SING N N 6 MHF NA2 HN22 SING N N 7 MHF N3 C4 SING Y N 8 MHF C4 O4 DOUB N N 9 MHF C4 C4A SING Y N 10 MHF C4A N5 SING N N 11 MHF C4A C8A DOUB Y N 12 MHF N5 C6 SING N N 13 MHF N5 C11 SING N N 14 MHF C6 C7 SING N N 15 MHF C6 C9 SING N N 16 MHF C6 H6 SING N N 17 MHF C7 N8 SING N N 18 MHF C7 H71 SING N N 19 MHF C7 H72 SING N N 20 MHF N8 C8A SING N N 21 MHF N8 H8 SING N N 22 MHF C9 N10 SING N N 23 MHF C9 H91 SING N N 24 MHF C9 H92 SING N N 25 MHF N10 C11 SING N N 26 MHF N10 C15 SING N N 27 MHF C11 H111 SING N N 28 MHF C11 H112 SING N N 29 MHF C12 C13 DOUB Y N 30 MHF C12 C17 SING Y N 31 MHF C12 C SING N N 32 MHF C13 C14 SING Y N 33 MHF C13 H13 SING N N 34 MHF C14 C15 DOUB Y N 35 MHF C14 H14 SING N N 36 MHF C15 C16 SING Y N 37 MHF C16 C17 DOUB Y N 38 MHF C16 H16 SING N N 39 MHF C17 H17 SING N N 40 MHF C O DOUB N N 41 MHF C N SING N N 42 MHF N CA SING N N 43 MHF N HN SING N N 44 MHF CA CB SING N N 45 MHF CA CT SING N N 46 MHF CA HA SING N N 47 MHF CB CG SING N N 48 MHF CB HB1 SING N N 49 MHF CB HB2 SING N N 50 MHF CG CD SING N N 51 MHF CG HG1 SING N N 52 MHF CG HG2 SING N N 53 MHF CD OE1 DOUB N N 54 MHF CD OE2 SING N N 55 MHF OE2 HOE2 SING N N 56 MHF CT O1 DOUB N N 57 MHF CT O2 SING N N 58 MHF O2 HO2 SING N N 59 # 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 MHF SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)N4CC3N(C=2C(=O)N=C(N)NC=2NC3)C4)CCC(=O)O" MHF SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)C2=C(NC[C@@H]3CN(CN23)c4ccc(cc4)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N1" MHF SMILES CACTVS 3.341 "NC1=NC(=O)C2=C(NC[CH]3CN(CN23)c4ccc(cc4)C(=O)N[CH](CCC(O)=O)C(O)=O)N1" MHF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N2C[C@H]3CNC4=C([N@]3C2)C(=O)N=C(N4)N" MHF SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N2CC3CNC4=C(N3C2)C(=O)N=C(N4)N" MHF InChI InChI 1.03 "InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/s1" MHF InChIKey InChI 1.03 QYNUQALWYRSVHF-OLZOCXBDSA-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 MHF "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[(6aR)-3-amino-1-oxo-1,4,5,6,6a,7-hexahydroimidazo[1,5-f]pteridin-8(9H)-yl]phenyl}carbonyl)-L-glutamic acid" MHF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(6aR,10S)-3-amino-1-oxo-4,5,6,6a,7,9-hexahydroimidazo[3,4-f]pteridin-8-yl]phenyl]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 MHF "Create component" 1999-07-08 PDBJ MHF "Modify descriptor" 2011-06-04 RCSB #