data_CB3 # _chem_comp.id CB3 _chem_comp.name "10-PROPARGYL-5,8-DIDEAZAFOLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 N5 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 477.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CB3 _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 1KCE _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 CB3 N1 N1 N 0 1 Y N N 48.317 34.654 23.143 1.982 0.677 -6.203 N1 CB3 1 CB3 C2 C2 C 0 1 Y N N 48.608 34.964 24.419 3.113 -0.034 -5.955 C2 CB3 2 CB3 NA2 NA2 N 0 1 N N N 49.611 34.366 25.057 4.225 0.224 -6.707 NA2 CB3 3 CB3 N3 N3 N 0 1 Y N N 47.869 35.909 25.049 3.187 -0.958 -5.021 N3 CB3 4 CB3 C4 C4 C 0 1 Y N N 46.845 36.546 24.426 2.137 -1.265 -4.247 C4 CB3 5 CB3 O4 O4 O 0 1 N N N 46.062 37.395 25.176 2.225 -2.124 -3.386 O4 CB3 6 CB3 C4A C4A C 0 1 Y N N 46.591 36.303 23.071 0.872 -0.537 -4.461 C4A CB3 7 CB3 C5 C5 C 0 1 Y N N 45.645 37.028 22.331 -0.264 -0.796 -3.699 C5 CB3 8 CB3 C6 C6 C 0 1 Y N N 45.422 36.746 20.961 -1.420 -0.086 -3.941 C6 CB3 9 CB3 C7 C7 C 0 1 Y N N 46.134 35.681 20.356 -1.456 0.879 -4.936 C7 CB3 10 CB3 C8 C8 C 0 1 Y N N 47.099 34.962 21.098 -0.338 1.146 -5.699 C8 CB3 11 CB3 C8A C8A C 0 1 Y N N 47.342 35.288 22.447 0.834 0.441 -5.469 C8A CB3 12 CB3 C9 C9 C 0 1 N N N 44.782 37.722 20.047 -2.653 -0.361 -3.120 C9 CB3 13 CB3 N10 N10 N 0 1 N N N 44.528 39.077 20.602 -2.657 0.506 -1.939 N10 CB3 14 CB3 C11 C11 C 0 1 Y N N 47.396 41.799 21.930 -0.866 -0.776 1.591 C11 CB3 15 CB3 C12 C12 C 0 1 Y N N 46.081 41.878 22.444 -0.958 -1.642 0.497 C12 CB3 16 CB3 C13 C13 C 0 1 Y N N 45.108 40.965 22.017 -1.550 -1.215 -0.668 C13 CB3 17 CB3 C14 C14 C 0 1 Y N N 45.443 39.963 21.073 -2.058 0.077 -0.760 C14 CB3 18 CB3 C15 C15 C 0 1 Y N N 46.780 39.880 20.607 -1.963 0.944 0.325 C15 CB3 19 CB3 C16 C16 C 0 1 Y N N 47.742 40.791 21.035 -1.377 0.521 1.496 C16 CB3 20 CB3 C C C 0 1 N N N 48.435 42.751 22.275 -0.232 -1.231 2.842 C CB3 21 CB3 O O O 0 1 N N N 49.622 42.568 21.994 0.211 -2.360 2.924 O CB3 22 CB3 N N N 0 1 N N N 48.028 43.853 22.932 -0.144 -0.395 3.896 N CB3 23 CB3 CA CA C 0 1 N N S 48.781 45.113 23.167 0.485 -0.847 5.139 CA CB3 24 CB3 CB CB C 0 1 N N N 48.386 46.180 22.139 1.128 0.346 5.848 CB CB3 25 CB3 CG CG C 0 1 N N N 49.105 46.067 20.801 2.186 0.971 4.938 CG CB3 26 CB3 CD CD C 0 1 N N N 48.401 46.814 19.672 2.819 2.147 5.637 CD CB3 27 CB3 OE1 OE1 O 0 1 N N N 47.560 47.704 19.951 2.460 2.454 6.749 OE1 CB3 28 CB3 OE2 OE2 O 0 1 N N N 48.672 46.488 18.492 3.781 2.854 5.023 OE2 CB3 29 CB3 CT CT C 0 1 N N N 48.466 45.612 24.579 -0.557 -1.462 6.036 CT CB3 30 CB3 O1 O1 O 0 1 N N N 49.430 45.939 25.298 -0.249 -2.343 6.804 O1 CB3 31 CB3 O2 O2 O 0 1 N N N 47.271 45.658 24.957 -1.827 -1.033 5.981 O2 CB3 32 CB3 CP1 CP1 C 0 1 N N N 43.087 39.331 20.634 -3.291 1.825 -2.002 CP1 CB3 33 CB3 CP2 CP2 C 0 1 N N N 42.657 39.090 21.998 -4.671 1.730 -1.499 CP2 CB3 34 CB3 CP3 CP3 C 0 1 N N N 42.273 38.826 23.104 -5.772 1.655 -1.098 CP3 CB3 35 CB3 HN1 HN1 H 0 1 N N N 48.123 33.653 23.104 1.980 1.351 -6.900 HN1 CB3 36 CB3 HN21 1HN2 H 0 0 N N N 49.831 34.601 26.024 5.045 -0.268 -6.546 HN21 CB3 37 CB3 HN22 2HN2 H 0 0 N N N 50.457 34.486 24.500 4.193 0.898 -7.404 HN22 CB3 38 CB3 H5 H5 H 0 1 N N N 45.071 37.826 22.830 -0.239 -1.548 -2.924 H5 CB3 39 CB3 H7 H7 H 0 1 N N N 45.936 35.411 19.304 -2.369 1.428 -5.116 H7 CB3 40 CB3 H8 H8 H 0 1 N N N 47.664 34.143 20.622 -0.376 1.900 -6.471 H8 CB3 41 CB3 H91 1H9 H 0 1 N N N 45.378 37.805 19.108 -3.541 -0.162 -3.720 H91 CB3 42 CB3 H92 2H9 H 0 1 N N N 43.832 37.295 19.646 -2.654 -1.404 -2.804 H92 CB3 43 CB3 H12 H12 H 0 1 N N N 45.813 42.654 23.180 -0.564 -2.645 0.567 H12 CB3 44 CB3 H13 H13 H 0 1 N N N 44.084 41.034 22.421 -1.622 -1.884 -1.513 H13 CB3 45 CB3 H15 H15 H 0 1 N N N 47.077 39.090 19.896 -2.358 1.946 0.251 H15 CB3 46 CB3 H16 H16 H 0 1 N N N 48.778 40.714 20.665 -1.308 1.192 2.339 H16 CB3 47 CB3 HN HN H 0 1 N N N 47.077 43.723 23.277 -0.498 0.505 3.831 HN CB3 48 CB3 HA HA H 0 1 N N N 49.873 44.916 23.060 1.251 -1.588 4.910 HA CB3 49 CB3 HB1 1HB H 0 1 N N N 47.281 46.181 21.986 0.362 1.087 6.077 HB1 CB3 50 CB3 HB2 2HB H 0 1 N N N 48.522 47.200 22.567 1.596 0.010 6.773 HB2 CB3 51 CB3 HG1 1HG H 0 1 N N N 50.166 46.396 20.892 2.952 0.230 4.709 HG1 CB3 52 CB3 HG2 2HG H 0 1 N N N 49.267 44.998 20.527 1.718 1.307 4.013 HG2 CB3 53 CB3 HOE2 2HOE H 0 0 N N N 48.233 46.953 17.789 4.187 3.608 5.472 HOE2 CB3 54 CB3 HO2 HO2 H 0 1 N N N 47.075 45.967 25.833 -2.497 -1.428 6.556 HO2 CB3 55 CB3 HP11 1HP1 H 0 0 N N N 42.808 40.342 20.255 -2.728 2.528 -1.388 HP11 CB3 56 CB3 HP12 2HP1 H 0 0 N N N 42.517 38.738 19.880 -3.303 2.174 -3.035 HP12 CB3 57 CB3 HP3 HP3 H 0 1 N N N 41.924 38.586 24.108 -6.756 1.587 -0.739 HP3 CB3 58 # 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 CB3 N1 C2 SING Y N 1 CB3 N1 C8A SING Y N 2 CB3 N1 HN1 SING N N 3 CB3 C2 NA2 SING N N 4 CB3 C2 N3 DOUB Y N 5 CB3 NA2 HN21 SING N N 6 CB3 NA2 HN22 SING N N 7 CB3 N3 C4 SING Y N 8 CB3 C4 O4 DOUB N N 9 CB3 C4 C4A SING Y N 10 CB3 C4A C5 DOUB Y N 11 CB3 C4A C8A SING Y N 12 CB3 C5 C6 SING Y N 13 CB3 C5 H5 SING N N 14 CB3 C6 C7 DOUB Y N 15 CB3 C6 C9 SING N N 16 CB3 C7 C8 SING Y N 17 CB3 C7 H7 SING N N 18 CB3 C8 C8A DOUB Y N 19 CB3 C8 H8 SING N N 20 CB3 C9 N10 SING N N 21 CB3 C9 H91 SING N N 22 CB3 C9 H92 SING N N 23 CB3 N10 C14 SING N N 24 CB3 N10 CP1 SING N N 25 CB3 C11 C12 DOUB Y N 26 CB3 C11 C16 SING Y N 27 CB3 C11 C SING N N 28 CB3 C12 C13 SING Y N 29 CB3 C12 H12 SING N N 30 CB3 C13 C14 DOUB Y N 31 CB3 C13 H13 SING N N 32 CB3 C14 C15 SING Y N 33 CB3 C15 C16 DOUB Y N 34 CB3 C15 H15 SING N N 35 CB3 C16 H16 SING N N 36 CB3 C O DOUB N N 37 CB3 C N SING N N 38 CB3 N CA SING N N 39 CB3 N HN SING N N 40 CB3 CA CB SING N N 41 CB3 CA CT SING N N 42 CB3 CA HA SING N N 43 CB3 CB CG SING N N 44 CB3 CB HB1 SING N N 45 CB3 CB HB2 SING N N 46 CB3 CG CD SING N N 47 CB3 CG HG1 SING N N 48 CB3 CG HG2 SING N N 49 CB3 CD OE1 DOUB N N 50 CB3 CD OE2 SING N N 51 CB3 OE2 HOE2 SING N N 52 CB3 CT O1 DOUB N N 53 CB3 CT O2 SING N N 54 CB3 O2 HO2 SING N N 55 CB3 CP1 CP2 SING N N 56 CB3 CP1 HP11 SING N N 57 CB3 CP1 HP12 SING N N 58 CB3 CP2 CP3 TRIP N N 59 CB3 CP3 HP3 SING N N 60 # 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 CB3 SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)N(CC#C)Cc2ccc3NC(=NC(=O)c3c2)N)CCC(=O)O" CB3 SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)c2cc(CN(CC#C)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)ccc2N1" CB3 SMILES CACTVS 3.341 "NC1=NC(=O)c2cc(CN(CC#C)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)ccc2N1" CB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C#CCN(Cc1ccc2c(c1)C(=O)N=C(N2)N)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O" CB3 SMILES "OpenEye OEToolkits" 1.5.0 "C#CCN(Cc1ccc2c(c1)C(=O)N=C(N2)N)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O" CB3 InChI InChI 1.03 "InChI=1S/C24H23N5O6/c1-2-11-29(13-14-3-8-18-17(12-14)22(33)28-24(25)27-18)16-6-4-15(5-7-16)21(32)26-19(23(34)35)9-10-20(30)31/h1,3-8,12,19H,9-11,13H2,(H,26,32)(H,30,31)(H,34,35)(H3,25,27,28,33)/t19-/m0/s1" CB3 InChIKey InChI 1.03 LTKHPMDRMUCUEB-IBGZPJMESA-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 CB3 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)carbonyl]-L-glutamic acid" CB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-prop-2-ynyl-amino]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 CB3 "Create component" 1999-07-08 RCSB CB3 "Modify descriptor" 2011-06-04 RCSB #