data_29D # _chem_comp.id 29D _chem_comp.name "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-gamma-glutamyl-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H40 N10 O15" _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 828.739 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 29D _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 4MCR _chem_comp.pdbx_subcomponent_list "78H GGL 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 29D O4 O4 O 0 1 N N N 36.055 53.911 48.942 -13.921 -0.680 0.438 O4 78H 1 29D C4 C4 C 0 1 N N N 35.231 54.489 48.019 -13.855 0.526 0.292 C4 78H 2 29D C4A C4A C 0 1 Y N N 33.866 54.185 47.969 -12.659 1.161 -0.289 C5 78H 3 29D N3 N3 N 0 1 N N N 35.734 55.376 47.134 -14.879 1.334 0.653 N3 78H 4 29D C8A C8A C 0 1 Y N N 33.085 54.819 46.991 -12.655 2.568 -0.428 C9 78H 5 29D N5 N5 N 0 1 Y N N 33.299 53.306 48.828 -11.610 0.450 -0.677 N5 78H 6 29D C2 C2 C 0 1 N N N 34.950 55.970 46.204 -14.786 2.684 0.482 C2 78H 7 29D N8 N8 N 0 1 Y N N 31.780 54.562 46.902 -11.586 3.170 -0.951 N8 78H 8 29D N1 N1 N 0 1 N N N 33.634 55.692 46.133 -13.731 3.270 -0.028 N1 78H 9 29D C6 C6 C 0 1 Y N N 31.980 53.042 48.737 -10.562 1.063 -1.192 C6 78H 10 29D N2 N2 N 0 1 N N N 35.479 56.839 45.341 -15.848 3.464 0.861 N2 78H 11 29D C7 C7 C 0 1 Y N N 31.253 53.709 47.750 -10.551 2.447 -1.331 C7 78H 12 29D C9 C9 C 0 1 N N N 31.283 52.040 49.710 -9.368 0.258 -1.633 C10 78H 13 29D N10 N10 N 0 1 N N N 30.003 51.459 49.198 -8.489 0.018 -0.486 N11 78H 14 29D CBX CBX C 0 1 Y N N 29.371 52.020 48.160 -7.315 -0.709 -0.649 C15 78H 15 29D CAQ CAQ C 0 1 Y N N 29.433 51.480 46.863 -6.972 -1.203 -1.905 C16 78H 16 29D CAR CAR C 0 1 Y N N 28.669 53.202 48.380 -6.481 -0.936 0.443 C17 78H 17 29D CAS CAS C 0 1 Y N N 28.790 52.127 45.799 -5.808 -1.918 -2.070 C18 78H 18 29D CAT CAT C 0 1 Y N N 28.033 53.843 47.326 -5.318 -1.655 0.285 C19 78H 19 29D CBY CBY C 0 1 Y N N 28.084 53.319 46.037 -4.969 -2.148 -0.976 C20 78H 20 29D CBV CBV C 0 1 N N N 27.345 54.115 44.932 -3.721 -2.914 -1.150 C21 78H 21 29D OAJ OAJ O 0 1 N N N 26.807 55.190 45.221 -3.421 -3.347 -2.246 O22 78H 22 29D NBM NBM N 0 1 N N N 27.389 53.582 43.694 -2.913 -3.135 -0.094 N GGL 23 29D CCG CCG C 0 1 N N S 26.754 54.118 42.439 -1.673 -3.896 -0.267 CA GGL 24 29D CBR CBR C 0 1 N N N 27.386 55.451 41.948 -1.970 -5.370 -0.164 C GGL 25 29D OAO OAO O 0 1 N N N 27.990 55.405 40.851 -3.101 -5.746 0.033 O GGL 26 29D CBC CBC C 0 1 N N N 25.194 54.262 42.459 -0.675 -3.500 0.822 CB GGL 27 29D CAY CAY C 0 1 N N N 24.398 53.748 43.689 -0.278 -2.033 0.642 CG GGL 28 29D CBU CBU C 0 1 N N N 24.663 52.275 44.040 0.705 -1.643 1.715 CD GGL 29 29D OAI OAI O 0 1 N N N 24.721 51.905 45.220 1.054 -2.457 2.543 OE1 GGL 30 29D OAF OAF O 0 1 N N N 27.216 56.484 42.642 -0.978 -6.265 -0.292 OXT GGL 31 29D NBL NBL N 0 1 N N N 24.842 51.482 42.983 1.196 -0.389 1.755 N GGL 32 29D CCF CCF C 0 1 N N S 25.114 50.055 43.118 2.152 -0.009 2.798 CA GGL 33 29D CBQ CBQ C 0 1 N N N 26.625 49.822 43.003 1.403 0.400 4.041 C GGL 34 29D OAN OAN O 0 1 N N N 27.115 49.755 41.850 0.195 0.376 4.053 O GGL 35 29D CBB CBB C 0 1 N N N 24.311 49.327 42.049 3.004 1.163 2.307 CB GGL 36 29D CAX CAX C 0 1 N N N 23.810 48.020 42.632 3.858 0.711 1.121 CG GGL 37 29D CBT CBT C 0 1 N N N 22.472 48.093 43.403 4.698 1.866 0.638 CD GGL 38 29D OAH OAH O 0 1 N N N 22.120 49.046 44.099 4.620 2.944 1.188 OE1 GGL 39 29D OAE OAE O 0 1 N N N 27.256 49.757 44.087 2.078 0.790 5.133 OXT GGL 40 29D NBK NBK N 0 1 N N N 21.766 46.993 43.255 5.534 1.700 -0.406 N GGL 41 29D CCE CCE C 0 1 N N S 20.475 46.741 43.918 6.350 2.822 -0.875 CA GGL 42 29D CBP CBP C 0 1 N N N 20.754 46.398 45.368 5.547 3.659 -1.838 C GGL 43 29D OAM OAM O 0 1 N N N 21.813 45.761 45.608 4.410 3.349 -2.104 O GGL 44 29D CBA CBA C 0 1 N N N 19.860 45.522 43.241 7.596 2.286 -1.583 CB GGL 45 29D CAW CAW C 0 1 N N N 18.651 44.948 43.960 8.474 1.541 -0.575 CG GGL 46 29D CBS CBS C 0 1 N N N 17.877 44.258 42.842 9.702 1.013 -1.272 CD GGL 47 29D OAG OAG O 0 1 N N N 18.313 43.234 42.298 9.859 1.212 -2.458 OE1 GGL 48 29D OAD OAD O 0 1 N N N 19.896 46.771 46.195 6.095 4.748 -2.399 OXT GGL 49 29D N N N 0 1 N N N 16.745 44.835 42.457 10.625 0.319 -0.577 N GGL 50 29D CA CA C 0 1 N N S 16.057 44.285 41.264 11.818 -0.195 -1.254 CA GGL 51 29D C C C 0 1 N N N 16.994 44.380 40.042 11.503 -1.526 -1.887 C GGL 52 29D O O O 0 1 N N N 16.783 43.539 39.141 10.395 -1.997 -1.782 O GGL 53 29D CB CB C 0 1 N N N 14.738 45.043 40.930 12.947 -0.368 -0.237 CB GGL 54 29D CG CG C 0 1 N N N 15.040 46.517 40.665 13.352 1.001 0.314 CG GGL 55 29D CD CD C 0 1 N N N 13.812 47.299 40.160 14.464 0.831 1.316 CD GGL 56 29D OE2 OE2 O 0 1 N N N 12.952 46.702 39.472 14.890 -0.273 1.564 OE1 GGL 57 29D OE1 OE1 O 0 1 N N N 13.793 48.519 40.424 14.983 1.904 1.933 OE2 GGL 58 29D OXT OXT O 0 1 N N N 17.882 45.283 40.028 12.453 -2.188 -2.566 OXT GGL 59 29D H4 H4 H 0 1 N N N 36.708 55.599 47.166 -15.683 0.951 1.035 H3 78H 60 29D H2 H2 H 0 1 N N N 34.900 57.275 44.652 -16.640 3.053 1.241 H21N 78H 61 29D H3 H3 H 0 1 N N N 36.455 57.054 45.383 -15.806 4.427 0.749 H22N 78H 62 29D H1 H1 H 0 1 N N N 30.194 53.512 47.679 -9.686 2.934 -1.755 H71 78H 63 29D H5 H5 H 0 1 N N N 31.980 51.212 49.907 -9.703 -0.696 -2.040 H101 78H 64 29D H6 H6 H 0 1 N N N 31.067 52.569 50.650 -8.822 0.808 -2.400 H102 78H 65 29D H7 H7 H 0 1 N N N 29.359 51.465 49.963 -8.727 0.366 0.388 H11 78H 66 29D H10 H10 H 0 1 N N N 29.978 50.564 46.686 -7.621 -1.025 -2.750 H16 78H 67 29D H8 H8 H 0 1 N N N 28.619 53.621 49.374 -6.748 -0.548 1.415 H17 78H 68 29D H11 H11 H 0 1 N N N 28.837 51.713 44.803 -5.542 -2.298 -3.045 H18 78H 69 29D H9 H9 H 0 1 N N N 27.492 54.760 47.508 -4.672 -1.830 1.132 H19 78H 70 29D H12 H12 H 0 1 N N N 27.904 52.730 43.599 -3.152 -2.790 0.780 H GGL 71 29D H13 H13 H 0 1 N N N 26.970 53.382 41.651 -1.247 -3.679 -1.247 HA GGL 72 29D H15 H15 H 0 1 N N N 24.970 55.334 42.357 -1.134 -3.634 1.802 HB2 GGL 73 29D H16 H16 H 0 1 N N N 24.811 53.722 41.581 0.212 -4.128 0.748 HB3 GGL 74 29D H17 H17 H 0 1 N N N 24.671 54.364 44.558 0.181 -1.899 -0.338 HG2 GGL 75 29D H18 H18 H 0 1 N N N 23.325 53.865 43.479 -1.166 -1.405 0.716 HG3 GGL 76 29D H14 H14 H 0 1 N N N 27.616 57.228 42.207 -1.217 -7.199 -0.219 HXT GGL 77 29D H19 H19 H 0 1 N N N 24.788 51.879 42.067 0.917 0.263 1.092 H GGL 78 29D H20 H20 H 0 1 N N N 24.780 49.708 44.107 2.797 -0.858 3.026 HA GGL 79 29D H22 H22 H 0 1 N N N 24.951 49.124 41.178 2.353 1.980 1.996 HB2 GGL 80 29D H23 H23 H 0 1 N N N 23.457 49.947 41.740 3.654 1.503 3.114 HB3 GGL 81 29D H24 H24 H 0 1 N N N 23.683 47.308 41.803 4.509 -0.106 1.433 HG2 GGL 82 29D H25 H25 H 0 1 N N N 24.578 47.644 43.324 3.209 0.371 0.315 HG3 GGL 83 29D H21 H21 H 0 1 N N N 28.183 49.647 43.908 1.555 1.043 5.906 HXT GGL 84 29D H26 H26 H 0 1 N N N 22.129 46.282 42.653 5.596 0.838 -0.845 H GGL 85 29D H27 H27 H 0 1 N N N 19.805 47.610 43.842 6.651 3.434 -0.025 HA GGL 86 29D H29 H29 H 0 1 N N N 19.551 45.812 42.226 7.297 1.603 -2.378 HB2 GGL 87 29D H30 H30 H 0 1 N N N 20.629 44.738 43.181 8.158 3.117 -2.010 HB3 GGL 88 29D H31 H31 H 0 1 N N N 18.051 45.746 44.421 8.774 2.224 0.220 HG2 GGL 89 29D H32 H32 H 0 1 N N N 18.957 44.226 44.732 7.913 0.710 -0.148 HG3 GGL 90 29D H28 H28 H 0 1 N N N 20.157 46.500 47.067 5.541 5.253 -3.010 HXT GGL 91 29D H33 H33 H 0 1 N N N 16.368 45.616 42.956 10.499 0.160 0.371 H GGL 92 29D H34 H34 H 0 1 N N N 15.815 43.226 41.438 12.129 0.509 -2.026 HA GGL 93 29D H36 H36 H 0 1 N N N 14.044 44.960 41.779 12.605 -1.002 0.581 HB2 GGL 94 29D H37 H37 H 0 1 N N N 14.278 44.598 40.035 13.806 -0.832 -0.722 HB3 GGL 95 29D H38 H38 H 0 1 N N N 15.834 46.582 39.906 13.694 1.635 -0.504 HG2 GGL 96 29D H39 H39 H 0 1 N N N 15.389 46.978 41.601 12.494 1.466 0.799 HG3 GGL 97 29D H40 H40 H 0 1 N N N 13.030 48.918 40.024 15.694 1.745 2.567 HE2 GGL 98 29D H35 H35 H 0 1 N N N 18.376 45.230 39.218 12.203 -3.038 -2.953 HXT GGL 99 # 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 29D O C DOUB N N 1 29D OE2 CD DOUB N N 2 29D OXT C SING N N 3 29D C CA SING N N 4 29D CD OE1 SING N N 5 29D CD CG SING N N 6 29D CG CB SING N N 7 29D OAO CBR DOUB N N 8 29D CB CA SING N N 9 29D CA N SING N N 10 29D OAN CBQ DOUB N N 11 29D CBR CCG SING N N 12 29D CBR OAF SING N N 13 29D CBB CAX SING N N 14 29D CBB CCF SING N N 15 29D OAG CBS DOUB N N 16 29D CCG CBC SING N N 17 29D CCG NBM SING N N 18 29D N CBS SING N N 19 29D CBC CAY SING N N 20 29D CAX CBT SING N N 21 29D CBS CAW SING N N 22 29D NBL CCF SING N N 23 29D NBL CBU SING N N 24 29D CBQ CCF SING N N 25 29D CBQ OAE SING N N 26 29D CBA CCE SING N N 27 29D CBA CAW SING N N 28 29D NBK CBT SING N N 29 29D NBK CCE SING N N 30 29D CBT OAH DOUB N N 31 29D CAY CBU SING N N 32 29D NBM CBV SING N N 33 29D CCE CBP SING N N 34 29D CBU OAI DOUB N N 35 29D CBV OAJ DOUB N N 36 29D CBV CBY SING N N 37 29D N2 C2 SING N N 38 29D CBP OAM DOUB N N 39 29D CBP OAD SING N N 40 29D CAS CBY DOUB Y N 41 29D CAS CAQ SING Y N 42 29D CBY CAT SING Y N 43 29D N1 C2 DOUB N N 44 29D N1 C8A SING N N 45 29D C2 N3 SING N N 46 29D CAQ CBX DOUB Y N 47 29D N8 C8A DOUB Y N 48 29D N8 C7 SING Y N 49 29D C8A C4A SING Y N 50 29D N3 C4 SING N N 51 29D CAT CAR DOUB Y N 52 29D C7 C6 DOUB Y N 53 29D C4A C4 SING N N 54 29D C4A N5 DOUB Y N 55 29D C4 O4 DOUB N N 56 29D CBX CAR SING Y N 57 29D CBX N10 SING N N 58 29D C6 N5 SING Y N 59 29D C6 C9 SING N N 60 29D N10 C9 SING N N 61 29D C7 H1 SING N N 62 29D N2 H2 SING N N 63 29D N2 H3 SING N N 64 29D N3 H4 SING N N 65 29D C9 H5 SING N N 66 29D C9 H6 SING N N 67 29D N10 H7 SING N N 68 29D CAR H8 SING N N 69 29D CAT H9 SING N N 70 29D CAQ H10 SING N N 71 29D CAS H11 SING N N 72 29D NBM H12 SING N N 73 29D CCG H13 SING N N 74 29D OAF H14 SING N N 75 29D CBC H15 SING N N 76 29D CBC H16 SING N N 77 29D CAY H17 SING N N 78 29D CAY H18 SING N N 79 29D NBL H19 SING N N 80 29D CCF H20 SING N N 81 29D OAE H21 SING N N 82 29D CBB H22 SING N N 83 29D CBB H23 SING N N 84 29D CAX H24 SING N N 85 29D CAX H25 SING N N 86 29D NBK H26 SING N N 87 29D CCE H27 SING N N 88 29D OAD H28 SING N N 89 29D CBA H29 SING N N 90 29D CBA H30 SING N N 91 29D CAW H31 SING N N 92 29D CAW H32 SING N N 93 29D N H33 SING N N 94 29D CA H34 SING N N 95 29D OXT H35 SING N N 96 29D CB H36 SING N N 97 29D CB H37 SING N N 98 29D CG H38 SING N N 99 29D CG H39 SING N N 100 29D OE1 H40 SING N N 101 # 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 29D SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)CCC(C(=O)O)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" 29D InChI InChI 1.03 ;InChI=1S/C34H40N10O15/c35-34-43-27-26(29(51)44-34)38-17(14-37-27)13-36-16-3-1-15(2-4-16)28(50)42-21(33(58)59)7-11-24(47)40-19(31(54)55)5-9-22(45)39-18(30(52)53)6-10-23(46)41-20(32(56)57)8-12-25(48)49/h1-4,14,18-21,36H,5-13H2,(H,39,45)(H,40,47)(H,41,46)(H,42,50)(H,48,49)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H3,35,37,43,44,51)/t18-,19-,20-,21-/m0/s1 ; 29D InChIKey InChI 1.03 YMUKRFYNHZWDBN-TUFLPTIASA-N 29D 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)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)C(O)=O)nc2C(=O)N1" 29D SMILES CACTVS 3.385 "NC1=Nc2ncc(CNc3ccc(cc3)C(=O)N[CH](CCC(=O)N[CH](CCC(=O)N[CH](CCC(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)C(O)=O)nc2C(=O)N1" 29D 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)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N" 29D SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(=O)O)C(=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 29D "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-gamma-glutamyl-L-glutamic acid" 29D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;(2S)-2-[[(4S)-4-[[(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]-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 29D "Create component" 2013-09-11 RCSB 29D "Initial release" 2014-06-18 RCSB #