data_29C # _chem_comp.id 29C _chem_comp.name "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H33 N9 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-11 _chem_comp.pdbx_modified_date 2014-06-13 _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 699.625 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 29C _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 4MCQ _chem_comp.pdbx_subcomponent_list "78H GGL GGL GGL" _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 29C O4 O4 O 0 1 N N N 35.490 53.632 49.252 8.498 -4.328 -0.472 O4 78H 1 29C C4 C4 C 0 1 N N N 34.697 54.320 48.397 9.468 -3.626 -0.256 C4 78H 2 29C C4A C4A C 0 1 Y N N 33.303 54.094 48.334 9.320 -2.196 0.064 C5 78H 3 29C N3 N3 N 0 1 N N N 35.278 55.243 47.592 10.723 -4.131 -0.295 N3 78H 4 29C C8A C8A C 0 1 Y N N 32.580 54.861 47.406 10.493 -1.443 0.303 C9 78H 5 29C N5 N5 N 0 1 Y N N 32.650 53.192 49.133 8.130 -1.615 0.130 N5 78H 6 29C C2 C2 C 0 1 N N N 34.537 55.958 46.704 11.798 -3.329 -0.050 C2 78H 7 29C N8 N8 N 0 1 Y N N 31.253 54.721 47.283 10.389 -0.146 0.596 N8 78H 8 29C N1 N1 N 0 1 N N N 33.201 55.768 46.622 11.691 -2.054 0.231 N1 78H 9 29C C6 C6 C 0 1 Y N N 31.321 53.059 48.993 8.048 -0.331 0.421 C6 78H 10 29C N2 N2 N 0 1 N N N 35.107 56.864 45.892 13.051 -3.883 -0.100 N2 78H 11 29C C7 C7 C 0 1 Y N N 30.642 53.857 48.061 9.198 0.415 0.657 C7 78H 12 29C C9 C9 C 0 1 N N N 30.465 52.082 49.817 6.697 0.332 0.497 C10 78H 13 29C N10 N10 N 0 1 N N N 29.041 52.303 49.401 6.282 0.751 -0.845 N11 78H 14 29C CBP CBP C 0 1 Y N N 28.486 51.851 48.233 5.061 1.390 -1.027 C15 78H 15 29C CAN CAN C 0 1 Y N N 29.163 50.884 47.477 4.668 1.787 -2.302 C16 78H 16 29C CAO CAO C 0 1 Y N N 27.243 52.326 47.736 4.231 1.627 0.065 C17 78H 17 29C CAP CAP C 0 1 Y N N 28.628 50.399 46.279 3.460 2.420 -2.486 C18 78H 18 29C CAQ CAQ C 0 1 Y N N 26.696 51.831 46.523 3.022 2.259 -0.112 C19 78H 19 29C CBQ CBQ C 0 1 Y N N 27.401 50.856 45.768 2.627 2.664 -1.390 C20 78H 20 29C CBN CBN C 0 1 N N N 26.892 50.196 44.433 1.332 3.343 -1.584 C21 78H 21 29C OAH OAH O 0 1 N N N 27.198 49.016 44.184 0.988 3.691 -2.697 O22 78H 22 29C NBG NBG N 0 1 N N N 26.064 50.917 43.665 0.530 3.578 -0.526 N GGL 23 29C CBX CBX C 0 1 N N S 25.431 50.448 42.400 -0.757 4.252 -0.718 CA GGL 24 29C CBK CBK C 0 1 N N N 25.159 51.669 41.458 -0.548 5.745 -0.708 C GGL 25 29C OAE OAE O 0 1 N N N 25.045 51.437 40.202 0.561 6.198 -0.556 O GGL 26 29C CAX CAX C 0 1 N N N 24.042 49.893 42.756 -1.710 3.862 0.413 CB GGL 27 29C CAU CAU C 0 1 N N N 23.913 48.475 43.300 -2.020 2.367 0.326 CG GGL 28 29C CBM CBM C 0 1 N N N 22.490 48.318 43.923 -2.960 1.983 1.440 CD GGL 29 29C OAG OAG O 0 1 N N N 22.033 49.190 44.665 -3.344 2.823 2.226 OE1 GGL 30 29C OAL OAL O 0 1 N N N 24.983 52.804 42.032 -1.595 6.570 -0.868 OXT GGL 31 29C NBF NBF N 0 1 N N N 21.856 47.156 43.692 -3.374 0.706 1.563 N GGL 32 29C CBW CBW C 0 1 N N S 20.513 46.868 44.287 -4.287 0.333 2.647 CA GGL 33 29C CBJ CBJ C 0 1 N N N 20.703 46.522 45.763 -3.494 0.045 3.895 C GGL 34 29C OAK OAK O 0 1 N N N 21.671 45.783 46.092 -2.290 0.141 3.882 O GGL 35 29C CAW CAW C 0 1 N N N 19.853 45.694 43.562 -5.074 -0.915 2.243 CB GGL 36 29C CAT CAT C 0 1 N N N 18.707 45.050 44.349 -5.974 -0.586 1.050 CG GGL 37 29C CBL CBL C 0 1 N N N 17.884 44.373 43.240 -6.750 -1.815 0.652 CD GGL 38 29C OAF OAF O 0 1 N N N 18.306 43.352 42.681 -6.598 -2.852 1.262 OE1 GGL 39 29C OAD OAD O 0 1 N N N 19.883 47.028 46.531 -4.126 -0.319 5.022 OXT GGL 40 29C N N N 0 1 N N N 16.725 44.926 42.906 -7.612 -1.763 -0.382 N GGL 41 29C CA CA C 0 1 N N S 15.983 44.369 41.732 -8.366 -2.958 -0.769 CA GGL 42 29C C C C 0 1 N N N 16.902 44.440 40.487 -7.530 -3.801 -1.697 C GGL 43 29C O O O 0 1 N N N 16.682 43.562 39.567 -6.418 -3.440 -2.004 O GGL 44 29C CB CB C 0 1 N N N 14.656 45.150 41.347 -9.654 -2.540 -1.481 CB GGL 45 29C CG CG C 0 1 N N N 14.998 46.640 41.068 -10.559 -1.790 -0.501 CG GGL 46 29C CD CD C 0 1 N N N 13.752 47.416 40.577 -11.828 -1.378 -1.203 CD GGL 47 29C OE2 OE2 O 0 1 N N N 12.897 46.769 39.889 -11.991 -1.656 -2.367 OE1 GGL 48 29C OE1 OE1 O 0 1 N N N 13.728 48.648 40.840 -12.775 -0.703 -0.534 OE2 GGL 49 29C OXT OXT O 0 1 N N N 17.824 45.317 40.451 -8.020 -4.952 -2.183 OXT GGL 50 29C H4 H4 H 0 1 N N N 36.264 55.400 47.652 10.859 -5.070 -0.498 H3 78H 51 29C H2 H2 H 0 1 N N N 34.545 57.380 45.246 13.157 -4.825 -0.306 H21N 78H 52 29C H3 H3 H 0 1 N N N 36.093 57.022 45.934 13.832 -3.333 0.071 H22N 78H 53 29C H1 H1 H 0 1 N N N 29.570 53.757 47.979 9.114 1.465 0.894 H71 78H 54 29C H5 H5 H 0 1 N N N 30.765 51.045 49.607 5.969 -0.371 0.899 H101 78H 55 29C H6 H6 H 0 1 N N N 30.583 52.287 50.891 6.757 1.205 1.147 H102 78H 56 29C H7 H7 H 0 1 N N N 28.917 53.295 49.389 6.859 0.581 -1.606 H11 78H 57 29C H10 H10 H 0 1 N N N 30.113 50.507 47.825 5.312 1.598 -3.148 H16 78H 58 29C H8 H8 H 0 1 N N N 26.703 53.079 48.292 4.537 1.314 1.053 H17 78H 59 29C H11 H11 H 0 1 N N N 29.176 49.649 45.728 3.157 2.728 -3.475 H18 78H 60 29C H9 H9 H 0 1 N N N 25.742 52.197 46.174 2.378 2.443 0.736 H19 78H 61 29C H12 H12 H 0 1 N N N 25.853 51.847 43.966 0.804 3.300 0.362 H GGL 62 29C H13 H13 H 0 1 N N N 26.044 49.690 41.890 -1.185 3.952 -1.674 HA GGL 63 29C H15 H15 H 0 1 N N N 23.614 50.566 43.514 -1.244 4.082 1.373 HB2 GGL 64 29C H16 H16 H 0 1 N N N 23.435 49.940 41.840 -2.636 4.431 0.320 HB3 GGL 65 29C H17 H17 H 0 1 N N N 24.044 47.750 42.483 -2.487 2.148 -0.634 HG2 GGL 66 29C H18 H18 H 0 1 N N N 24.678 48.301 44.071 -1.095 1.798 0.419 HG3 GGL 67 29C H14 H14 H 0 1 N N N 24.753 53.456 41.381 -1.411 7.519 -0.854 HXT GGL 68 29C H19 H19 H 0 1 N N N 22.291 46.469 43.110 -3.067 0.034 0.935 H GGL 69 29C H20 H20 H 0 1 N N N 19.870 47.756 44.201 -4.979 1.154 2.837 HA GGL 70 29C H22 H22 H 0 1 N N N 19.455 46.058 42.603 -4.380 -1.709 1.967 HB2 GGL 71 29C H23 H23 H 0 1 N N N 20.619 44.927 43.374 -5.688 -1.244 3.081 HB3 GGL 72 29C H24 H24 H 0 1 N N N 18.112 45.809 44.879 -6.668 0.208 1.326 HG2 GGL 73 29C H25 H25 H 0 1 N N N 19.086 44.311 45.071 -5.360 -0.257 0.211 HG3 GGL 74 29C H21 H21 H 0 1 N N N 20.088 46.777 47.424 -3.575 -0.494 5.798 HXT GGL 75 29C H26 H26 H 0 1 N N N 16.356 45.696 43.426 -7.734 -0.933 -0.871 H GGL 76 29C H27 H27 H 0 1 N N N 15.724 43.317 41.924 -8.615 -3.535 0.122 HA GGL 77 29C H29 H29 H 0 1 N N N 13.939 45.087 42.179 -9.410 -1.889 -2.321 HB2 GGL 78 29C H30 H30 H 0 1 N N N 14.213 44.700 40.446 -10.171 -3.427 -1.847 HB3 GGL 79 29C H31 H31 H 0 1 N N N 15.780 46.691 40.296 -10.803 -2.441 0.338 HG2 GGL 80 29C H32 H32 H 0 1 N N N 15.367 47.103 41.995 -10.042 -0.903 -0.135 HG3 GGL 81 29C H33 H33 H 0 1 N N N 12.960 49.042 40.443 -13.572 -0.461 -1.026 HE2 GGL 82 29C H28 H28 H 0 1 N N N 18.320 45.223 39.646 -7.447 -5.458 -2.774 HXT GGL 83 # 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 29C O C DOUB N N 1 29C OE2 CD DOUB N N 2 29C OAE CBK DOUB N N 3 29C OXT C SING N N 4 29C C CA SING N N 5 29C CD OE1 SING N N 6 29C CD CG SING N N 7 29C CG CB SING N N 8 29C CB CA SING N N 9 29C CBK OAL SING N N 10 29C CBK CBX SING N N 11 29C CA N SING N N 12 29C CBX CAX SING N N 13 29C CBX NBG SING N N 14 29C OAF CBL DOUB N N 15 29C CAX CAU SING N N 16 29C N CBL SING N N 17 29C CBL CAT SING N N 18 29C CAU CBM SING N N 19 29C CAW CBW SING N N 20 29C CAW CAT SING N N 21 29C NBG CBN SING N N 22 29C NBF CBM SING N N 23 29C NBF CBW SING N N 24 29C CBM OAG DOUB N N 25 29C OAH CBN DOUB N N 26 29C CBW CBJ SING N N 27 29C CBN CBQ SING N N 28 29C CBJ OAK DOUB N N 29 29C CBJ OAD SING N N 30 29C CBQ CAP DOUB Y N 31 29C CBQ CAQ SING Y N 32 29C N2 C2 SING N N 33 29C CAP CAN SING Y N 34 29C CAQ CAO DOUB Y N 35 29C N1 C2 DOUB N N 36 29C N1 C8A SING N N 37 29C C2 N3 SING N N 38 29C N8 C8A DOUB Y N 39 29C N8 C7 SING Y N 40 29C C8A C4A SING Y N 41 29C CAN CBP DOUB Y N 42 29C N3 C4 SING N N 43 29C CAO CBP SING Y N 44 29C C7 C6 DOUB Y N 45 29C CBP N10 SING N N 46 29C C4A C4 SING N N 47 29C C4A N5 DOUB Y N 48 29C C4 O4 DOUB N N 49 29C C6 N5 SING Y N 50 29C C6 C9 SING N N 51 29C N10 C9 SING N N 52 29C C7 H1 SING N N 53 29C N2 H2 SING N N 54 29C N2 H3 SING N N 55 29C N3 H4 SING N N 56 29C C9 H5 SING N N 57 29C C9 H6 SING N N 58 29C N10 H7 SING N N 59 29C CAO H8 SING N N 60 29C CAQ H9 SING N N 61 29C CAN H10 SING N N 62 29C CAP H11 SING N N 63 29C NBG H12 SING N N 64 29C CBX H13 SING N N 65 29C OAL H14 SING N N 66 29C CAX H15 SING N N 67 29C CAX H16 SING N N 68 29C CAU H17 SING N N 69 29C CAU H18 SING N N 70 29C NBF H19 SING N N 71 29C CBW H20 SING N N 72 29C OAD H21 SING N N 73 29C CAW H22 SING N N 74 29C CAW H23 SING N N 75 29C CAT H24 SING N N 76 29C CAT H25 SING N N 77 29C N H26 SING N N 78 29C CA H27 SING N N 79 29C OXT H28 SING N N 80 29C CB H29 SING N N 81 29C CB H30 SING N N 82 29C CG H31 SING N N 83 29C CG H32 SING N N 84 29C OE1 H33 SING N N 85 # 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 29C SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)CCC(C(=O)O)NC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCc3nc2c(N=C(N)NC2=O)nc3)CCC(=O)O" 29C InChI InChI 1.03 ;InChI=1S/C29H33N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,12,16-18,31H,5-11H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H3,30,32,37,38,44)/t16-,17-,18-/m0/s1 ; 29C InChIKey InChI 1.03 WOLQREOUPKZMEX-BZSNNMDCSA-N 29C SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)nc2C(=O)N1" 29C SMILES CACTVS 3.385 "NC1=Nc2ncc(CNc3ccc(cc3)C(=O)N[CH](CCC(=O)N[CH](CCC(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)nc2C(=O)N1" 29C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N" 29C SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)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 29C "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid" 29C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[(4S)-4-[[(4S)-4-[[4-[(2-azanyl-4-oxidanylidene-3H-pteridin-6-yl)methylamino]phenyl]carbonylamino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]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 29C "Create component" 2013-09-11 RCSB 29C "Initial release" 2014-06-18 RCSB #