data_21V # _chem_comp.id 21V _chem_comp.name "N-(4-{2-[(6S)-2-amino-4-oxo-1,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}benzoyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5,10-dideazatetrahydrofolic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-22 _chem_comp.pdbx_modified_date 2021-03-13 _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 443.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21V _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 4M6L _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 21V OE2 OE2 O 0 1 N N N 16.871 4.847 -24.703 -6.370 4.518 0.432 OE2 21V 1 21V CD CD C 0 1 N N N 17.192 3.646 -24.553 -6.777 3.334 -0.050 CD 21V 2 21V OE1 OE1 O 0 1 N N N 18.313 3.205 -24.898 -7.630 3.291 -0.905 OE1 21V 3 21V CG CG C 0 1 N N N 16.190 2.692 -23.933 -6.170 2.057 0.473 CG 21V 4 21V CB CB C 0 1 N N N 15.480 3.322 -22.737 -6.806 0.861 -0.238 CB 21V 5 21V CA CA C 0 1 N N S 16.337 3.317 -21.472 -6.189 -0.434 0.293 CA 21V 6 21V CT CT C 0 1 N N N 16.436 1.915 -20.919 -6.900 -1.615 -0.317 CT 21V 7 21V O1 O1 O 0 1 N N N 17.511 1.282 -21.073 -6.283 -2.414 -0.981 O1 21V 8 21V O2 O2 O 0 1 N N N 15.438 1.426 -20.333 -8.218 -1.780 -0.122 O2 21V 9 21V N N N 0 1 N N N 17.653 3.881 -21.721 -4.769 -0.482 -0.063 N 21V 10 21V C C C 0 1 N N N 17.907 5.181 -21.854 -3.913 -1.214 0.676 C 21V 11 21V O O O 0 1 N N N 17.040 6.042 -21.771 -4.319 -1.836 1.638 O 21V 12 21V C11 C11 C 0 1 Y N N 19.331 5.578 -22.084 -2.480 -1.262 0.317 C11 21V 13 21V C12 C12 C 0 1 Y N N 19.680 6.785 -22.710 -2.009 -0.545 -0.785 C12 21V 14 21V C13 C13 C 0 1 Y N N 21.022 7.114 -22.879 -0.670 -0.593 -1.114 C13 21V 15 21V C16 C16 C 0 1 Y N N 20.316 4.712 -21.638 -1.590 -2.019 1.080 C16 21V 16 21V C15 C15 C 0 1 Y N N 21.650 5.047 -21.816 -0.254 -2.059 0.740 C15 21V 17 21V C14 C14 C 0 1 Y N N 22.009 6.237 -22.442 0.205 -1.350 -0.356 C14 21V 18 21V C10 C10 C 0 1 N N N 23.479 6.559 -22.597 1.666 -1.399 -0.723 C10 21V 19 21V C9 C9 C 0 1 N N N 23.930 6.322 -24.019 2.411 -0.276 0.002 C9 21V 20 21V C6 C6 C 0 1 N N S 23.775 4.842 -24.324 3.895 -0.326 -0.370 C6 21V 21 21V C7 C7 C 0 1 N N N 25.151 4.188 -24.276 4.515 -1.628 0.155 C7 21V 22 21V N8 N8 N 0 1 N N N 25.200 2.894 -24.947 5.923 -1.653 -0.260 N8 21V 23 21V C5 C5 C 0 1 N N N 23.171 4.834 -25.706 4.624 0.856 0.270 C5 21V 24 21V C4A C4A C 0 1 N N N 23.349 3.483 -26.336 6.112 0.694 0.126 C4A 21V 25 21V C4 C4 C 0 1 N N N 22.494 3.158 -27.348 6.946 1.827 0.250 C4 21V 26 21V O4 O4 O 0 1 N N N 21.598 3.979 -27.715 6.458 2.927 0.467 O4 21V 27 21V C8A C8A C 0 1 N N N 24.333 2.584 -25.922 6.685 -0.515 -0.120 C8A 21V 28 21V N1 N1 N 0 1 N N N 24.450 1.387 -26.557 8.049 -0.600 -0.233 N1 21V 29 21V C2 C2 C 0 1 N N N 23.601 1.089 -27.557 8.818 0.516 -0.103 C2 21V 30 21V N3 N3 N 0 1 N N N 22.637 1.953 -27.944 8.276 1.691 0.131 N3 21V 31 21V NA2 NA2 N 0 1 N N N 23.690 -0.111 -28.167 10.179 0.413 -0.218 NA2 21V 32 21V H1 H1 H 0 1 N N N 17.592 5.321 -25.100 -6.788 5.309 0.066 H1 21V 33 21V H2 H2 H 0 1 N N N 15.440 2.420 -24.690 -5.096 2.063 0.286 H2 21V 34 21V H3 H3 H 0 1 N N N 16.718 1.787 -23.598 -6.352 1.982 1.545 H3 21V 35 21V H4 H4 H 0 1 N N N 15.227 4.363 -22.986 -7.879 0.856 -0.052 H4 21V 36 21V H5 H5 H 0 1 N N N 14.557 2.758 -22.539 -6.624 0.937 -1.311 H5 21V 37 21V H6 H6 H 0 1 N N N 15.826 3.939 -20.722 -6.293 -0.468 1.377 H6 21V 38 21V H7 H7 H 0 1 N N N 15.639 0.543 -20.047 -8.629 -2.552 -0.533 H7 21V 39 21V H8 H8 H 0 1 N N N 18.423 3.247 -21.798 -4.445 0.014 -0.831 H8 21V 40 21V H9 H9 H 0 1 N N N 18.910 7.456 -23.059 -2.691 0.047 -1.377 H9 21V 41 21V H10 H10 H 0 1 N N N 21.296 8.047 -23.348 -0.305 -0.038 -1.966 H10 21V 42 21V H11 H11 H 0 1 N N N 20.047 3.784 -21.156 -1.947 -2.573 1.936 H11 21V 43 21V H12 H12 H 0 1 N N N 22.420 4.376 -21.464 0.435 -2.645 1.330 H12 21V 44 21V H13 H13 H 0 1 N N N 24.063 5.917 -21.921 2.083 -2.362 -0.428 H13 21V 45 21V H14 H14 H 0 1 N N N 23.647 7.614 -22.336 1.775 -1.271 -1.800 H14 21V 46 21V H15 H15 H 0 1 N N N 24.984 6.617 -24.130 1.994 0.687 -0.294 H15 21V 47 21V H16 H16 H 0 1 N N N 23.310 6.912 -24.710 2.302 -0.404 1.079 H16 21V 48 21V H17 H17 H 0 1 N N N 23.097 4.367 -23.600 4.002 -0.281 -1.454 H17 21V 49 21V H18 H18 H 0 1 N N N 25.433 4.045 -23.222 4.450 -1.655 1.243 H18 21V 50 21V H19 H19 H 0 1 N N N 25.874 4.860 -24.761 3.989 -2.484 -0.267 H19 21V 51 21V H20 H20 H 0 1 N N N 23.670 5.594 -26.326 4.313 1.780 -0.218 H20 21V 52 21V H21 H21 H 0 1 N N N 22.098 5.065 -25.636 4.371 0.905 1.329 H21 21V 53 21V H24 H24 H 0 1 N N N 23.048 -0.351 -28.895 10.587 -0.450 -0.391 H24 21V 54 21V H25 H25 H 0 1 N N N 24.398 -0.761 -27.891 10.734 1.202 -0.127 H25 21V 55 21V H26 H26 H 0 1 N N N 25.086 2.201 -24.235 6.312 -2.461 -0.628 H26 21V 56 21V H22 H22 H 0 1 N N N 25.159 0.736 -26.284 8.467 -1.458 -0.405 H22 21V 57 # # 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 21V NA2 C2 SING N N 1 21V N3 C2 DOUB N N 2 21V N3 C4 SING N N 3 21V O4 C4 DOUB N N 4 21V C2 N1 SING N N 5 21V C4 C4A SING N N 6 21V N1 C8A SING N N 7 21V C4A C8A DOUB N N 8 21V C4A C5 SING N N 9 21V C8A N8 SING N N 10 21V C5 C6 SING N N 11 21V N8 C7 SING N N 12 21V OE1 CD DOUB N N 13 21V OE2 CD SING N N 14 21V CD CG SING N N 15 21V C6 C7 SING N N 16 21V C6 C9 SING N N 17 21V C9 C10 SING N N 18 21V CG CB SING N N 19 21V C13 C12 DOUB Y N 20 21V C13 C14 SING Y N 21 21V CB CA SING N N 22 21V C12 C11 SING Y N 23 21V C10 C14 SING N N 24 21V C14 C15 DOUB Y N 25 21V C11 C SING N N 26 21V C11 C16 DOUB Y N 27 21V C O DOUB N N 28 21V C N SING N N 29 21V C15 C16 SING Y N 30 21V N CA SING N N 31 21V CA CT SING N N 32 21V O1 CT DOUB N N 33 21V CT O2 SING N N 34 21V OE2 H1 SING N N 35 21V CG H2 SING N N 36 21V CG H3 SING N N 37 21V CB H4 SING N N 38 21V CB H5 SING N N 39 21V CA H6 SING N N 40 21V O2 H7 SING N N 41 21V N H8 SING N N 42 21V C12 H9 SING N N 43 21V C13 H10 SING N N 44 21V C16 H11 SING N N 45 21V C15 H12 SING N N 46 21V C10 H13 SING N N 47 21V C10 H14 SING N N 48 21V C9 H15 SING N N 49 21V C9 H16 SING N N 50 21V C6 H17 SING N N 51 21V C7 H18 SING N N 52 21V C7 H19 SING N N 53 21V C5 H20 SING N N 54 21V C5 H21 SING N N 55 21V NA2 H24 SING N N 56 21V NA2 H25 SING N N 57 21V N8 H26 SING N N 58 21V N1 H22 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 21V SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1ccc(cc1)CCC3CC=2C(=O)N=C(NC=2NC3)N)CCC(=O)O" 21V InChI InChI 1.03 "InChI=1S/C21H25N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30)/t12-,15-/m0/s1" 21V InChIKey InChI 1.03 ZUQBAQVRAURMCL-WFASDCNBSA-N 21V SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)C2=C(NC[C@@H](CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C2)N1" 21V SMILES CACTVS 3.385 "NC1=NC(=O)C2=C(NC[CH](CCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)C2)N1" 21V SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC[C@H]2CC3=C(NC2)NC(=NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" 21V SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CCC2CC3=C(NC2)NC(=NC3=O)N)C(=O)NC(CCC(=O)O)C(=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 21V "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{2-[(6S)-2-amino-4-oxo-1,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}benzoyl)-L-glutamic acid" 21V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[4-[2-[(6S)-2-azanyl-4-oxidanylidene-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl]ethyl]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 21V "Create component" 2013-08-22 RCSB 21V "Initial release" 2013-09-25 RCSB 21V "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 21V _pdbx_chem_comp_synonyms.name "5,10-dideazatetrahydrofolic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##