data_N5G # _chem_comp.id N5G _chem_comp.name "N-({trans-4-[({(2R,4R,4aS,6S,8aS)-2-amino-4-hydroxy-5-[(phosphonooxy)methyl]decahydropteridin-6-yl}methyl)amino]cyclohexyl}carbonyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H38 N7 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-03 _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 567.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N5G _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 3HY4 _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 N5G N1 N1 N 0 1 N N N -11.147 16.893 6.516 5.139 2.684 0.156 N1 N5G 1 N5G C2 C2 C 0 1 N N R -11.292 17.569 5.786 5.382 2.623 1.604 C2 N5G 2 N5G NA2 NA2 N 0 1 N N N -12.607 18.173 5.738 4.764 3.787 2.252 NA2 N5G 3 N5G N3 N3 N 0 1 N N N -10.019 18.477 5.876 4.799 1.392 2.152 N3 N5G 4 N5G C4 C4 C 0 1 N N R -8.754 17.623 5.908 5.410 0.202 1.542 C4 N5G 5 N5G O4 O4 O 0 1 N N N -7.577 18.454 5.256 6.813 0.192 1.815 O4 N5G 6 N5G C4A C4A C 0 1 N N S -9.086 16.141 5.309 5.183 0.241 0.027 C4A N5G 7 N5G N5 N5 N 0 1 N N N -8.008 15.322 6.152 3.739 0.192 -0.245 N5 N5G 8 N5G C6 C6 C 0 1 N N S -8.428 14.640 7.562 3.473 0.270 -1.688 C6 N5G 9 N5G C7 C7 C 0 1 N N N -9.753 13.836 7.296 4.046 1.579 -2.238 C7 N5G 10 N5G N8 N8 N 0 1 N N N -10.509 15.066 6.736 5.490 1.627 -1.971 N8 N5G 11 N5G C8A C8A C 0 1 N N S -10.354 15.843 5.597 5.762 1.544 -0.530 C8A N5G 12 N5G C9 C9 C 0 1 N N N -8.194 15.364 8.972 1.964 0.231 -1.932 C9 N5G 13 N5G N10 N10 N 0 1 N N N -7.152 14.966 9.999 1.313 1.287 -1.145 N10 N5G 14 N5G C11 C11 C 0 1 N N N -5.876 13.956 14.231 -2.855 1.651 -0.291 C11 N5G 15 N5G C12 C12 C 0 1 N N N -7.024 13.169 13.557 -2.232 2.632 -1.286 C12 N5G 16 N5G C13 C13 C 0 1 N N N -7.485 13.532 12.109 -0.715 2.660 -1.093 C13 N5G 17 N5G C14 C14 C 0 1 N N N -6.502 14.235 11.131 -0.144 1.260 -1.330 C14 N5G 18 N5G C15 C15 C 0 1 N N N -5.306 14.958 11.797 -0.767 0.280 -0.335 C15 N5G 19 N5G C16 C16 C 0 1 N N N -4.868 14.577 13.251 -2.285 0.252 -0.528 C16 N5G 20 N5G C C C 0 1 N N N -5.241 13.223 15.454 -4.350 1.624 -0.481 C N5G 21 N5G O O O 0 1 N N N -5.945 12.795 16.307 -4.866 2.319 -1.330 O N5G 22 N5G N N N 0 1 N N N -3.760 13.164 15.626 -5.113 0.826 0.292 N N5G 23 N5G CA CA C 0 1 N N S -3.160 12.364 16.715 -6.566 0.799 0.106 CA N5G 24 N5G CB CB C 0 1 N N N -2.674 11.005 16.152 -7.118 -0.541 0.597 CB N5G 25 N5G CG CG C 0 1 N N N -2.370 10.992 14.621 -6.577 -1.669 -0.285 CG N5G 26 N5G CD CD C 0 1 N N N -1.433 9.903 14.049 -7.120 -2.989 0.199 CD N5G 27 N5G OE2 OE2 O 0 1 N N N -1.359 8.735 14.825 -7.864 -3.024 1.150 OE2 N5G 28 N5G OE1 OE1 O 0 1 N N N -0.191 10.404 13.635 -6.778 -4.126 -0.428 OE1 N5G 29 N5G CT CT C 0 1 N N N -2.091 13.116 17.504 -7.194 1.919 0.895 CT N5G 30 N5G O1 O1 O 0 1 N N N -2.173 14.297 17.626 -6.499 2.664 1.544 O1 N5G 31 N5G O2 O2 O 0 1 N N N -1.312 12.412 18.431 -8.525 2.090 0.875 O2 N5G 32 N5G CP1 CP1 C 0 1 N N N -6.810 14.991 5.316 3.134 -1.014 0.337 CP1 N5G 33 N5G O3 O3 O 0 1 N N N -6.001 14.297 5.814 3.762 -2.174 -0.213 O3 N5G 34 N5G P1 P1 P 0 1 N N N -6.001 16.017 5.814 3.274 -3.673 0.115 P1 N5G 35 N5G O8 O8 O 0 1 N N N -7.491 16.877 5.814 4.281 -4.727 -0.567 O8 N5G 36 N5G O9 O9 O 0 1 N N N -6.001 17.737 5.814 3.263 -3.879 1.581 O9 N5G 37 N5G O10 O10 O 0 1 N N N -4.340 16.462 5.814 1.790 -3.894 -0.468 O10 N5G 38 N5G HN1 HN1 H 0 1 N N N -10.626 17.234 7.298 4.150 2.730 -0.043 HN1 N5G 39 N5G H2 H2 H 0 1 N N N -11.357 17.133 4.778 6.456 2.632 1.792 H2 N5G 40 N5G HNA2 HNA2 H 0 0 N N N -12.945 18.312 6.669 4.917 3.769 3.249 HNA2 N5G 41 N5G HNAA HNAA H 0 0 N N N -12.552 19.054 5.268 5.103 4.648 1.850 HNAA N5G 42 N5G HN3 HN3 H 0 1 N N N -9.988 19.078 5.078 4.885 1.367 3.157 HN3 N5G 43 N5G H4 H4 H 0 1 N N N -8.390 17.399 6.921 4.952 -0.696 1.956 H4 N5G 44 N5G HO4 HO4 H 0 1 N N N -7.775 18.621 4.342 7.030 0.172 2.758 HO4 N5G 45 N5G H4A H4A H 0 1 N N N -9.016 15.974 4.224 5.680 -0.610 -0.439 H4A N5G 46 N5G H6 H6 H 0 1 N N N -7.611 13.966 7.858 3.945 -0.574 -2.192 H6 N5G 47 N5G H7 H7 H 0 1 N N N -9.654 12.992 6.597 3.873 1.628 -3.313 H7 N5G 48 N5G H7A H7A H 0 1 N N N -10.205 13.289 8.137 3.557 2.423 -1.752 H7A N5G 49 N5G HN8 HN8 H 0 1 N N N -11.436 14.710 6.623 5.975 0.899 -2.473 HN8 N5G 50 N5G H8A H8A H 0 1 N N N -10.653 15.567 4.575 6.839 1.564 -0.363 H8A N5G 51 N5G H9 H9 H 0 1 N N N -7.940 16.402 8.710 1.762 0.391 -2.991 H9 N5G 52 N5G H9A H9A H 0 1 N N N -9.119 15.090 9.500 1.572 -0.740 -1.631 H9A N5G 53 N5G HN10 HN10 H 0 0 N N N -6.452 14.727 9.326 1.554 1.210 -0.168 HN10 N5G 54 N5G H11 H11 H 0 1 N N N -6.366 14.835 14.675 -2.624 1.970 0.726 H11 N5G 55 N5G H12 H12 H 0 1 N N N -6.690 12.122 13.515 -2.463 2.313 -2.303 H12 N5G 56 N5G H12A H12A H 0 0 N N N -7.901 13.415 14.174 -2.638 3.629 -1.117 H12A N5G 57 N5G H13 H13 H 0 1 N N N -7.763 12.581 11.631 -0.271 3.358 -1.802 H13 N5G 58 N5G H13A H13A H 0 0 N N N -8.272 14.284 12.269 -0.484 2.978 -0.076 H13A N5G 59 N5G H14 H14 H 0 1 N N N -6.009 13.392 10.624 -0.375 0.941 -2.347 H14 N5G 60 N5G H15 H15 H 0 1 N N N -4.435 14.760 11.155 -0.361 -0.718 -0.504 H15 N5G 61 N5G H15A H15A H 0 0 N N N -5.655 15.996 11.896 -0.536 0.598 0.682 H15A N5G 62 N5G H16 H16 H 0 1 N N N -4.060 13.839 13.140 -2.729 -0.447 0.181 H16 N5G 63 N5G H16A H16A H 0 0 N N N -4.633 15.549 13.709 -2.516 -0.067 -1.545 H16A N5G 64 N5G HN HN H 0 1 N N N -3.168 13.670 14.999 -4.700 0.269 0.970 HN N5G 65 N5G HA HA H 0 1 N N N -3.941 12.163 17.464 -6.800 0.923 -0.951 HA N5G 66 N5G HB HB H 0 1 N N N -1.745 10.739 16.678 -6.808 -0.706 1.629 HB N5G 67 N5G HBA HBA H 0 1 N N N -3.497 10.293 16.310 -8.207 -0.528 0.542 HBA N5G 68 N5G HG HG H 0 1 N N N -3.338 10.866 14.114 -6.886 -1.504 -1.316 HG N5G 69 N5G HGA HGA H 0 1 N N N -1.826 11.932 14.447 -5.488 -1.682 -0.229 HGA N5G 70 N5G HOE1 HOE1 H 0 0 N N N 0.502 9.845 13.965 -7.152 -4.947 -0.082 HOE1 N5G 71 N5G HO2 HO2 H 0 1 N N N -0.941 13.020 19.060 -8.881 2.822 1.396 HO2 N5G 72 N5G HP1 HP1 H 0 1 N N N -7.174 14.474 4.416 3.272 -1.004 1.418 HP1 N5G 73 N5G H38 H38 H 0 1 N N N -6.304 15.950 5.130 2.069 -1.033 0.106 H38 N5G 74 N5G H39 H39 H 0 1 N N N -7.766 17.036 6.710 4.007 -5.650 -0.475 H39 N5G 75 N5G H40 H40 H 0 1 N N N -4.034 16.544 4.918 1.722 -3.775 -1.426 H40 N5G 76 # 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 N5G N1 HN1 SING N N 1 N5G C2 N1 SING N N 2 N5G C2 N3 SING N N 3 N5G C2 H2 SING N N 4 N5G NA2 C2 SING N N 5 N5G NA2 HNA2 SING N N 6 N5G NA2 HNAA SING N N 7 N5G N3 C4 SING N N 8 N5G N3 HN3 SING N N 9 N5G C4 H4 SING N N 10 N5G O4 C4 SING N N 11 N5G O4 HO4 SING N N 12 N5G C4A C4 SING N N 13 N5G C4A C8A SING N N 14 N5G C4A N5 SING N N 15 N5G C4A H4A SING N N 16 N5G N5 C6 SING N N 17 N5G C6 C9 SING N N 18 N5G C6 H6 SING N N 19 N5G C7 C6 SING N N 20 N5G C7 H7 SING N N 21 N5G C7 H7A SING N N 22 N5G N8 C7 SING N N 23 N5G N8 HN8 SING N N 24 N5G C8A N1 SING N N 25 N5G C8A N8 SING N N 26 N5G C8A H8A SING N N 27 N5G C9 N10 SING N N 28 N5G C9 H9 SING N N 29 N5G C9 H9A SING N N 30 N5G N10 C14 SING N N 31 N5G N10 HN10 SING N N 32 N5G C11 C SING N N 33 N5G C11 H11 SING N N 34 N5G C12 C11 SING N N 35 N5G C12 H12 SING N N 36 N5G C12 H12A SING N N 37 N5G C13 C12 SING N N 38 N5G C13 H13 SING N N 39 N5G C13 H13A SING N N 40 N5G C14 C13 SING N N 41 N5G C14 C15 SING N N 42 N5G C14 H14 SING N N 43 N5G C15 C16 SING N N 44 N5G C15 H15 SING N N 45 N5G C15 H15A SING N N 46 N5G C16 C11 SING N N 47 N5G C16 H16 SING N N 48 N5G C16 H16A SING N N 49 N5G C N SING N N 50 N5G C O DOUB N N 51 N5G N CA SING N N 52 N5G N HN SING N N 53 N5G CA CT SING N N 54 N5G CA HA SING N N 55 N5G CB CA SING N N 56 N5G CB HB SING N N 57 N5G CB HBA SING N N 58 N5G CG CB SING N N 59 N5G CG HG SING N N 60 N5G CG HGA SING N N 61 N5G CD CG SING N N 62 N5G CD OE2 DOUB N N 63 N5G OE1 CD SING N N 64 N5G OE1 HOE1 SING N N 65 N5G CT O1 DOUB N N 66 N5G CT O2 SING N N 67 N5G O2 HO2 SING N N 68 N5G CP1 N5 SING N N 69 N5G CP1 O3 SING N N 70 N5G CP1 HP1 SING N N 71 N5G CP1 H38 SING N N 72 N5G O3 P1 SING N N 73 N5G P1 O8 SING N N 74 N5G P1 O9 DOUB N N 75 N5G P1 O10 SING N N 76 N5G O8 H39 SING N N 77 N5G O10 H40 SING N N 78 # 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 N5G SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)C3CCC(NCC1N(C2C(NC1)NC(NC2O)N)COP(=O)(O)O)CC3)CCC(=O)O" N5G SMILES_CANONICAL CACTVS 3.341 "N[C@H]1N[C@H](O)[C@@H]2[C@@H](NC[C@H](CN[C@@H]3CC[C@H](CC3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2CO[P](O)(O)=O)N1" N5G SMILES CACTVS 3.341 "N[CH]1N[CH](O)[CH]2[CH](NC[CH](CN[CH]3CC[CH](CC3)C(=O)N[CH](CCC(O)=O)C(O)=O)N2CO[P](O)(O)=O)N1" N5G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CC(CCC1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC[C@H]2CN[C@@H]3[C@H]([N@@]2COP(=O)(O)O)[C@H](N[C@@H](N3)N)O" N5G SMILES "OpenEye OEToolkits" 1.5.0 "C1CC(CCC1C(=O)NC(CCC(=O)O)C(=O)O)NCC2CNC3C(N2COP(=O)(O)O)C(NC(N3)N)O" N5G InChI InChI 1.03 ;InChI=1S/C20H38N7O10P/c21-20-25-16-15(18(31)26-20)27(9-37-38(34,35)36)12(8-23-16)7-22-11-3-1-10(2-4-11)17(30)24-13(19(32)33)5-6-14(28)29/h10-13,15-16,18,20,22-23,25-26,31H,1-9,21H2,(H,24,30)(H,28,29)(H,32,33)(H2,34,35,36)/t10-,11-,12-,13-,15-,16-,18+,20+/m0/s1 ; N5G InChIKey InChI 1.03 YEQBTMZGNSUQID-NLSVEUOSSA-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 N5G "SYSTEMATIC NAME" ACDLabs 10.04 "N-({trans-4-[({(2R,4R,4aS,6S,8aS)-2-amino-4-hydroxy-5-[(phosphonooxy)methyl]decahydropteridin-6-yl}methyl)amino]cyclohexyl}carbonyl)-L-glutamic acid" N5G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[[(2R,4R,4aS,5R,6S,8aS)-2-amino-4-hydroxy-5-(phosphonooxymethyl)-2,3,4,4a,6,7,8,8a-octahydro-1H-pteridin-6-yl]methylamino]cyclohexyl]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 N5G "Create component" 2009-07-03 PDBJ N5G "Modify descriptor" 2011-06-04 RCSB #