data_H4Z # _chem_comp.id H4Z _chem_comp.name "5-(4-{[1-(2-AMINO-5-FORMYL-7-METHYL-4-OXO-3,4,5,6,7,8-HEXAHYDROPTERIDIN-6-YL)ETHYL]AMINO}PHENYL)-5-DEOXY-1-O-{5-O-[(1,3-DICARBOXYPROPOXY)(HYDROXY)PHOSPHORYL]PENTOFURANOSYL}PENTITOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H45 N6 O17 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-10 _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 804.693 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H4Z _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FHJ _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 H4Z O1 O1 O 0 1 N N N ? ? ? -12.876 0.881 1.674 O1 H4Z 1 H4Z C1 C1 C 0 1 N N N ? ? ? -11.998 1.892 1.578 C1 H4Z 2 H4Z O2 O2 O 0 1 N N N ? ? ? -12.204 2.928 2.167 O2 H4Z 3 H4Z C2 C2 C 0 1 N N N ? ? ? -10.758 1.737 0.737 C2 H4Z 4 H4Z C3 C3 C 0 1 N N N ? ? ? -9.935 3.025 0.799 C3 H4Z 5 H4Z C4 C4 C 0 1 N N N ? ? ? -8.675 2.867 -0.055 C4 H4Z 6 H4Z O3 O3 O 0 1 N N N ? ? ? -7.839 1.857 0.513 O3 H4Z 7 H4Z P1 P1 P 0 1 N N N ? ? ? -7.669 0.711 -0.606 P1 H4Z 8 H4Z O4 O4 O 0 1 N N N ? ? ? -9.005 0.244 -1.039 O4 H4Z 9 H4Z O5 O5 O 0 1 N N N ? ? ? -6.873 1.309 -1.871 O5 H4Z 10 H4Z O6 O6 O 0 1 N N N ? ? ? -6.844 -0.525 0.013 O6 H4Z 11 H4Z C5 C5 C 0 1 N N N ? ? ? -6.829 -1.551 -0.981 C5 H4Z 12 H4Z C6 C6 C 0 1 N N N ? ? ? -6.055 -2.761 -0.454 C6 H4Z 13 H4Z O7 O7 O 0 1 N N N ? ? ? -4.660 -2.430 -0.283 O7 H4Z 14 H4Z C7 C7 C 0 1 N N N ? ? ? -3.966 -3.697 -0.277 C7 H4Z 15 H4Z O8 O8 O 0 1 N N N ? ? ? -2.585 -3.509 -0.592 O8 H4Z 16 H4Z C8 C8 C 0 1 N N N ? ? ? -1.986 -2.875 0.540 C8 H4Z 17 H4Z C9 C9 C 0 1 N N N ? ? ? -0.498 -2.644 0.267 C9 H4Z 18 H4Z O9 O9 O 0 1 N N N ? ? ? 0.165 -3.904 0.145 O9 H4Z 19 H4Z C10 C10 C 0 1 N N N ? ? ? 0.116 -1.855 1.425 C10 H4Z 20 H4Z O10 O10 O 0 1 N N N ? ? ? -0.547 -0.595 1.547 O10 H4Z 21 H4Z C11 C11 C 0 1 N N N ? ? ? 1.604 -1.624 1.152 C11 H4Z 22 H4Z O11 O11 O 0 1 N N N ? ? ? 2.267 -2.884 1.029 O11 H4Z 23 H4Z C12 C12 C 0 1 N N N -47.650 66.705 45.349 2.218 -0.834 2.310 C12 H4Z 24 H4Z C13 C13 C 0 1 Y N N -46.703 66.479 46.561 3.651 -0.501 1.985 C13 H4Z 25 H4Z C14 C14 C 0 1 Y N N -46.438 67.514 47.465 4.662 -1.373 2.347 C14 H4Z 26 H4Z C15 C15 C 0 1 Y N N -45.581 67.298 48.549 5.976 -1.073 2.047 C15 H4Z 27 H4Z C16 C16 C 0 1 Y N N -44.979 66.047 48.732 6.283 0.112 1.389 C16 H4Z 28 H4Z N1 N1 N 0 1 N N N -44.098 65.814 49.874 7.611 0.421 1.088 N1 H4Z 29 H4Z C17 C17 C 0 1 N N N -44.640 64.848 50.834 8.683 -0.502 1.471 C17 H4Z 30 H4Z C18 C18 C 0 1 N N N -44.413 68.432 51.860 9.453 0.076 2.659 C18 H4Z 31 H4Z C19 C19 C 0 1 N N N -43.663 64.564 52.012 9.637 -0.694 0.290 C19 H4Z 32 H4Z N2 N2 N 0 1 N N N -42.293 65.126 51.849 10.171 0.610 -0.135 N2 H4Z 33 H4Z C20 C20 C 0 1 Y N N -41.230 64.122 51.737 9.333 1.473 -0.869 C20 H4Z 34 H4Z C21 C21 C 0 1 Y N N -41.482 62.816 51.443 8.175 0.984 -1.460 C21 H4Z 35 H4Z N3 N3 N 0 1 Y N N -40.348 61.909 51.335 7.389 1.813 -2.157 N3 H4Z 36 H4Z C22 C22 C 0 1 Y N N -39.073 62.339 51.527 7.694 3.086 -2.289 C22 H4Z 37 H4Z N4 N4 N 0 1 N N N -38.082 61.478 51.426 6.861 3.902 -3.011 N4 H4Z 38 H4Z N5 N5 N 0 1 Y N N -38.806 63.610 51.821 8.815 3.614 -1.726 N5 H4Z 39 H4Z C23 C23 C 0 1 Y N N -39.781 64.510 51.934 9.651 2.829 -1.013 C23 H4Z 40 H4Z O12 O12 O 0 1 N N N -39.464 65.653 52.205 10.661 3.291 -0.505 O12 H4Z 41 H4Z N6 N6 N 0 1 N N N -42.827 62.288 51.218 7.843 -0.353 -1.325 N6 H4Z 42 H4Z C24 C24 C 0 1 N N N -43.823 63.038 51.957 8.877 -1.306 -0.897 C24 H4Z 43 H4Z C25 C25 C 0 1 N N N -44.881 62.113 52.572 8.221 -2.619 -0.467 C25 H4Z 44 H4Z C26 C26 C 0 1 Y N N -45.256 65.013 47.833 5.266 0.986 1.027 C26 H4Z 45 H4Z C27 C27 C 0 1 Y N N -46.112 65.229 46.750 3.953 0.677 1.326 C27 H4Z 46 H4Z C28 C28 C 0 1 N N N ? ? ? -4.660 -4.532 -1.377 C28 H4Z 47 H4Z O13 O13 O 0 1 N N N ? ? ? -3.953 -4.416 -2.614 O13 H4Z 48 H4Z C29 C29 C 0 1 N N N ? ? ? -6.066 -3.902 -1.496 C29 H4Z 49 H4Z O14 O14 O 0 1 N N N ? ? ? -6.270 -3.378 -2.809 O14 H4Z 50 H4Z C30 C30 C 0 1 N N N ? ? ? -7.927 4.175 -0.094 C30 H4Z 51 H4Z O15 O15 O 0 1 N N N ? ? ? -6.794 4.235 0.322 O15 H4Z 52 H4Z O16 O16 O 0 1 N N N ? ? ? -8.520 5.272 -0.590 O16 H4Z 53 H4Z C31 C31 C 0 1 N N N -40.805 66.811 49.112 11.434 0.970 0.171 C31 H4Z 54 H4Z O17 O17 O 0 1 N N N -39.602 66.536 48.973 12.106 0.266 0.896 O17 H4Z 55 H4Z HO1 HO1 H 0 1 N N N ? ? ? -13.672 0.981 2.213 HO1 H4Z 56 H4Z H21 1H2 H 0 1 N N N ? ? ? -11.042 1.536 -0.296 H21 H4Z 57 H4Z H22 2H2 H 0 1 N N N ? ? ? -10.162 0.907 1.118 H22 H4Z 58 H4Z H31A 1H3 H 0 0 N N N ? ? ? -9.651 3.226 1.832 H31A H4Z 59 H4Z H32 2H3 H 0 1 N N N ? ? ? -10.530 3.855 0.418 H32 H4Z 60 H4Z H4 H4 H 0 1 N N N ? ? ? -8.956 2.579 -1.068 H4 H4Z 61 H4Z HO5 HO5 H 0 1 N N N ? ? ? -6.011 1.601 -1.545 HO5 H4Z 62 H4Z H51 1H5 H 0 1 N N N ? ? ? -6.346 -1.176 -1.883 H51 H4Z 63 H4Z H52 2H5 H 0 1 N N N ? ? ? -7.852 -1.847 -1.213 H52 H4Z 64 H4Z H6 H6 H 0 1 N N N ? ? ? -6.482 -3.102 0.489 H6 H4Z 65 H4Z H7 H7 H 0 1 N N N ? ? ? -4.071 -4.183 0.693 H7 H4Z 66 H4Z H81 1H8 H 0 1 N N N ? ? ? -2.100 -3.513 1.416 H81 H4Z 67 H4Z H82 2H8 H 0 1 N N N ? ? ? -2.475 -1.918 0.721 H82 H4Z 68 H4Z H9 H9 H 0 1 N N N ? ? ? -0.382 -2.081 -0.659 H9 H4Z 69 H4Z HO9 HO9 H 0 1 N N N ? ? ? 0.038 -4.369 0.983 HO9 H4Z 70 H4Z H10 H10 H 0 1 N N N ? ? ? 0.000 -2.418 2.351 H10 H4Z 71 H4Z H1 H1 H 0 1 N N N ? ? ? -0.420 -0.130 0.709 H1 H4Z 72 H4Z H11 H11 H 0 1 N N N ? ? ? 1.720 -1.060 0.226 H11 H4Z 73 H4Z H2 H2 H 0 1 N N N ? ? ? 2.140 -3.349 1.868 H2 H4Z 74 H4Z H121 1H12 H 0 0 N N N -47.667 67.709 44.900 2.181 -1.435 3.219 H121 H4Z 75 H4Z H122 2H12 H 0 0 N N N -48.743 66.650 45.461 1.655 0.087 2.460 H122 H4Z 76 H4Z H14 H14 H 0 1 N N N -46.896 68.482 47.325 4.422 -2.292 2.862 H14 H4Z 77 H4Z H15 H15 H 0 1 N N N -45.383 68.098 49.247 6.764 -1.754 2.329 H15 H4Z 78 H4Z HN1 HN1 H 0 1 N N N -43.228 65.460 49.531 7.825 1.246 0.625 HN1 H4Z 79 H4Z H17 H17 H 0 1 N N N -45.278 63.982 50.607 8.252 -1.464 1.750 H17 H4Z 80 H4Z H181 1H18 H 0 0 N N N -44.391 68.499 52.958 9.939 1.005 2.361 H181 H4Z 81 H4Z H182 2H18 H 0 0 N N N -43.494 68.874 51.447 8.762 0.274 3.479 H182 H4Z 82 H4Z H183 3H18 H 0 0 N N N -45.287 68.979 51.477 10.208 -0.640 2.986 H183 H4Z 83 H4Z H19 H19 H 0 1 N N N -43.866 65.033 52.986 10.456 -1.352 0.581 H19 H4Z 84 H4Z HN41 1HN4 H 0 0 N N N -37.926 61.260 50.463 7.074 4.842 -3.115 HN41 H4Z 85 H4Z HN42 2HN4 H 0 0 N N N -37.252 61.878 51.815 6.058 3.538 -3.417 HN42 H4Z 86 H4Z HN5 HN5 H 0 1 N N N -37.857 63.894 51.959 9.014 4.557 -1.838 HN5 H4Z 87 H4Z HN6 HN6 H 0 1 N N N -43.037 62.347 50.242 6.940 -0.656 -1.510 HN6 H4Z 88 H4Z H24 H24 H 0 1 N N N -44.451 63.820 52.409 9.568 -1.492 -1.719 H24 H4Z 89 H4Z H251 1H25 H 0 0 N N N -44.613 61.892 53.616 7.531 -2.429 0.355 H251 H4Z 90 H4Z H252 2H25 H 0 0 N N N -45.863 62.609 52.543 7.674 -3.045 -1.308 H252 H4Z 91 H4Z H253 3H25 H 0 0 N N N -44.926 61.175 51.998 8.990 -3.320 -0.141 H253 H4Z 92 H4Z H26 H26 H 0 1 N N N -44.806 64.042 47.976 5.501 1.906 0.513 H26 H4Z 93 H4Z H27 H27 H 0 1 N N N -46.317 64.426 46.057 3.162 1.356 1.045 H27 H4Z 94 H4Z H28 H28 H 0 1 N N N ? ? ? -4.733 -5.576 -1.074 H28 H4Z 95 H4Z H13 H13 H 0 1 N N N ? ? ? -3.087 -4.824 -2.480 H13 H4Z 96 H4Z H29 H29 H 0 1 N N N ? ? ? -6.836 -4.634 -1.253 H29 H4Z 97 H4Z H3 H3 H 0 1 N N N ? ? ? -6.267 -4.132 -3.415 H3 H4Z 98 H4Z H16 H16 H 0 1 N N N ? ? ? -8.040 6.111 -0.615 H16 H4Z 99 H4Z H31 H31 H 0 1 N N N -41.341 67.492 48.467 11.846 1.884 -0.228 H31 H4Z 100 # 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 H4Z O1 C1 SING N N 1 H4Z O1 HO1 SING N N 2 H4Z C1 O2 DOUB N N 3 H4Z C1 C2 SING N N 4 H4Z C2 C3 SING N N 5 H4Z C2 H21 SING N N 6 H4Z C2 H22 SING N N 7 H4Z C3 C4 SING N N 8 H4Z C3 H31A SING N N 9 H4Z C3 H32 SING N N 10 H4Z C4 O3 SING N N 11 H4Z C4 C30 SING N N 12 H4Z C4 H4 SING N N 13 H4Z O3 P1 SING N N 14 H4Z P1 O4 DOUB N N 15 H4Z P1 O5 SING N N 16 H4Z P1 O6 SING N N 17 H4Z O5 HO5 SING N N 18 H4Z O6 C5 SING N N 19 H4Z C5 C6 SING N N 20 H4Z C5 H51 SING N N 21 H4Z C5 H52 SING N N 22 H4Z C6 O7 SING N N 23 H4Z C6 C29 SING N N 24 H4Z C6 H6 SING N N 25 H4Z O7 C7 SING N N 26 H4Z C7 O8 SING N N 27 H4Z C7 C28 SING N N 28 H4Z C7 H7 SING N N 29 H4Z O8 C8 SING N N 30 H4Z C8 C9 SING N N 31 H4Z C8 H81 SING N N 32 H4Z C8 H82 SING N N 33 H4Z C9 O9 SING N N 34 H4Z C9 C10 SING N N 35 H4Z C9 H9 SING N N 36 H4Z O9 HO9 SING N N 37 H4Z C10 O10 SING N N 38 H4Z C10 C11 SING N N 39 H4Z C10 H10 SING N N 40 H4Z O10 H1 SING N N 41 H4Z C11 O11 SING N N 42 H4Z C11 C12 SING N N 43 H4Z C11 H11 SING N N 44 H4Z O11 H2 SING N N 45 H4Z C12 C13 SING N N 46 H4Z C12 H121 SING N N 47 H4Z C12 H122 SING N N 48 H4Z C13 C14 SING Y N 49 H4Z C13 C27 DOUB Y N 50 H4Z C14 C15 DOUB Y N 51 H4Z C14 H14 SING N N 52 H4Z C15 C16 SING Y N 53 H4Z C15 H15 SING N N 54 H4Z C16 N1 SING N N 55 H4Z C16 C26 DOUB Y N 56 H4Z N1 C17 SING N N 57 H4Z N1 HN1 SING N N 58 H4Z C17 C18 SING N N 59 H4Z C17 C19 SING N N 60 H4Z C17 H17 SING N N 61 H4Z C18 H181 SING N N 62 H4Z C18 H182 SING N N 63 H4Z C18 H183 SING N N 64 H4Z C19 N2 SING N N 65 H4Z C19 C24 SING N N 66 H4Z C19 H19 SING N N 67 H4Z N2 C20 SING N N 68 H4Z N2 C31 SING N N 69 H4Z C20 C21 DOUB Y N 70 H4Z C20 C23 SING Y N 71 H4Z C21 N3 SING Y N 72 H4Z C21 N6 SING N N 73 H4Z N3 C22 DOUB Y N 74 H4Z C22 N4 SING N N 75 H4Z C22 N5 SING Y N 76 H4Z N4 HN41 SING N N 77 H4Z N4 HN42 SING N N 78 H4Z N5 C23 SING Y N 79 H4Z N5 HN5 SING N N 80 H4Z C23 O12 DOUB N N 81 H4Z N6 C24 SING N N 82 H4Z N6 HN6 SING N N 83 H4Z C24 C25 SING N N 84 H4Z C24 H24 SING N N 85 H4Z C25 H251 SING N N 86 H4Z C25 H252 SING N N 87 H4Z C25 H253 SING N N 88 H4Z C26 C27 SING Y N 89 H4Z C26 H26 SING N N 90 H4Z C27 H27 SING N N 91 H4Z C28 O13 SING N N 92 H4Z C28 C29 SING N N 93 H4Z C28 H28 SING N N 94 H4Z O13 H13 SING N N 95 H4Z C29 O14 SING N N 96 H4Z C29 H29 SING N N 97 H4Z O14 H3 SING N N 98 H4Z C30 O15 DOUB N N 99 H4Z C30 O16 SING N N 100 H4Z O16 H16 SING N N 101 H4Z C31 O17 DOUB N N 102 H4Z C31 H31 SING N N 103 # 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 H4Z SMILES ACDLabs 10.04 "O=C2NC(=NC=1NC(C)C(N(C=O)C=12)C(Nc3ccc(cc3)CC(O)C(O)C(O)COC4OC(C(O)C4O)COP(=O)(OC(C(=O)O)CCC(=O)O)O)C)N" H4Z SMILES_CANONICAL CACTVS 3.341 "C[C@@H](Nc1ccc(CC(O)C(O)C(O)COC2OC(CO[P](O)(=O)OC(CCC(O)=O)C(O)=O)C(O)C2O)cc1)[C@H]3[C@H](C)NC4=C(N3C=O)C(=O)NC(=N4)N" H4Z SMILES CACTVS 3.341 "C[CH](Nc1ccc(CC(O)C(O)C(O)COC2OC(CO[P](O)(=O)OC(CCC(O)=O)C(O)=O)C(O)C2O)cc1)[CH]3[CH](C)NC4=C(N3C=O)C(=O)NC(=N4)N" H4Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1[C@@H](N(C2=C(N1)N=C(NC2=O)N)C=O)[C@@H](C)Nc3ccc(cc3)C[C@H]([C@H]([C@H](CO[C@@H]4[C@@H]([C@@H]([C@@H](O4)CO[P@@](=O)(O)O[C@@H](CCC(=O)O)C(=O)O)O)O)O)O)O" H4Z SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(N(C2=C(N1)N=C(NC2=O)N)C=O)C(C)Nc3ccc(cc3)CC(C(C(COC4C(C(C(O4)COP(=O)(O)OC(CCC(=O)O)C(=O)O)O)O)O)O)O" H4Z InChI InChI 1.03 ;InChI=1S/C31H45N6O17P/c1-13(22-14(2)34-27-23(37(22)12-38)28(46)36-31(32)35-27)33-16-5-3-15(4-6-16)9-17(39)24(43)18(40)10-51-30-26(45)25(44)20(53-30)11-52-55(49,50)54-19(29(47)48)7-8-21(41)42/h3-6,12-14,17-20,22,24-26,30,33,39-40,43-45H,7-11H2,1-2H3,(H,41,42)(H,47,48)(H,49,50)(H4,32,34,35,36,46)/t13-,14?,17?,18?,19?,20?,22+,24?,25?,26?,30?/m1/s1 ; H4Z InChIKey InChI 1.03 RMPHWTMYCVTPKB-BKULHTCLSA-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 H4Z "SYSTEMATIC NAME" ACDLabs 10.04 "1-[4-({(1R)-1-[(6S,7S)-2-amino-5-formyl-7-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]ethyl}amino)phenyl]-1-deoxy-5-O-{5-O-[(1,3-dicarboxypropoxy)(hydroxy)phosphoryl]pentofuranosyl}pentitol" H4Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S,3S,4R,5S)-5-[(2S,3R,4R)-5-[4-[[(1R)-1-[(6S)-2-amino-5-methanoyl-7-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]ethyl]amino]phenyl]-2,3,4-trihydroxy-pentoxy]-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxypentanedioic 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 H4Z "Create component" 2006-02-10 RCSB H4Z "Modify descriptor" 2011-06-04 RCSB #