data_N4M # _chem_comp.id N4M _chem_comp.name "1-[4-({(1R)-1-[(6S,7S)-2-amino-7-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]ethyl}amino)phenyl]-1-deoxy-5-O-{5-O-[(R)-{[(1R)-1,3-dicarboxypropyl]oxy}(hydroxy)phosphoryl]-alpha-D-ribofuranosyl}-D-xylitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H45 N6 O16 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Tetrahydromethanopterin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 776.683 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N4M _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 4GVQ _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 N4M N2 N2 N 0 1 N N N 12.078 -25.333 -0.509 9.631 0.223 0.584 N2 N4M 1 N4M C6 C6 C 0 1 N N N 11.768 -24.830 0.767 9.510 -0.887 -0.280 C6 N4M 2 N4M C7 C7 C 0 1 N N N 12.611 -24.948 1.943 9.160 -2.110 0.216 C7 N4M 3 N4M N4 N4 N 0 1 N N N 12.262 -24.373 3.118 9.055 -3.173 -0.644 N4 N4M 4 N4M C8 C8 C 0 1 N N N 11.084 -23.779 3.263 9.295 -3.000 -1.972 C8 N4M 5 N4M N6 N6 N 0 1 N N N 10.771 -23.213 4.428 9.185 -4.072 -2.819 N6 N4M 6 N4M N5 N5 N 0 1 N N N 10.245 -23.681 2.209 9.630 -1.825 -2.461 N5 N4M 7 N4M C9 C9 C 0 1 N N N 10.504 -24.148 0.974 9.748 -0.751 -1.663 C9 N4M 8 N4M O1 O1 O 0 1 N N N 9.710 -24.011 0.011 10.059 0.336 -2.132 O1 N4M 9 N4M N3 N3 N 0 1 N N N 13.794 -25.558 1.739 8.913 -2.271 1.565 N3 N4M 10 N4M C2 C2 C 0 1 N N S 14.090 -26.339 0.513 9.388 -1.247 2.507 C2 N4M 11 N4M C1 C1 C 0 1 N N N 13.864 -27.804 0.836 10.903 -1.368 2.680 C1 N4M 12 N4M C3 C3 C 0 1 N N S 13.348 -26.017 -0.787 9.047 0.131 1.932 C3 N4M 13 N4M C4 C4 C 0 1 N N R 14.264 -25.426 -1.898 7.527 0.284 1.849 C4 N4M 14 N4M C31 C31 C 0 1 N N N 15.199 -26.461 -2.520 6.940 0.312 3.262 C31 N4M 15 N4M N1 N1 N 0 1 N N N 13.631 -24.602 -2.954 7.199 1.533 1.158 N1 N4M 16 N4M C10 C10 C 0 1 Y N N 14.267 -23.498 -3.514 5.973 1.667 0.502 C10 N4M 17 N4M C11 C11 C 0 1 Y N N 14.021 -23.142 -4.842 5.063 0.618 0.507 C11 N4M 18 N4M C12 C12 C 0 1 Y N N 14.629 -22.052 -5.451 3.852 0.753 -0.143 C12 N4M 19 N4M C15 C15 C 0 1 Y N N 15.176 -22.680 -2.817 5.661 2.851 -0.154 C15 N4M 20 N4M C14 C14 C 0 1 Y N N 15.790 -21.567 -3.415 4.448 2.980 -0.802 C14 N4M 21 N4M C13 C13 C 0 1 Y N N 15.517 -21.242 -4.740 3.546 1.931 -0.799 C13 N4M 22 N4M C16 C16 C 0 1 N N N 16.192 -20.049 -5.396 2.223 2.076 -1.508 C16 N4M 23 N4M C17 C17 C 0 1 N N S 16.208 -19.207 -6.477 1.185 2.644 -0.539 C17 N4M 24 N4M O16 O16 O 0 1 N N N 15.384 -18.036 -6.402 0.950 1.705 0.512 O16 N4M 25 N4M C18 C18 C 0 1 N N R 16.135 -19.695 -7.949 -0.123 2.907 -1.289 C18 N4M 26 N4M O15 O15 O 0 1 N N N 15.163 -18.875 -8.657 -0.547 1.708 -1.941 O15 N4M 27 N4M C19 C19 C 0 1 N N R 17.538 -19.459 -8.543 -1.198 3.357 -0.298 C19 N4M 28 N4M O14 O14 O 0 1 N N N 18.311 -18.656 -7.619 -1.324 2.385 0.742 O14 N4M 29 N4M C20 C20 C 0 1 N N N 17.552 -18.850 -9.964 -2.536 3.500 -1.027 C20 N4M 30 N4M O2 O2 O 0 1 N N N 17.760 -19.934 -10.858 -3.513 4.031 -0.129 O2 N4M 31 N4M C21 C21 C 0 1 N N S 17.927 -19.590 -12.257 -4.805 4.204 -0.714 C21 N4M 32 N4M C22 C22 C 0 1 N N R 18.657 -20.718 -12.982 -5.712 4.998 0.247 C22 N4M 33 N4M O13 O13 O 0 1 N N N 18.268 -22.070 -12.509 -4.995 5.358 1.429 O13 N4M 34 N4M C23 C23 C 0 1 N N S 20.126 -20.250 -13.165 -6.858 4.015 0.586 C23 N4M 35 N4M O12 O12 O 0 1 N N N 21.094 -20.926 -12.418 -7.201 4.089 1.971 O12 N4M 36 N4M O3 O3 O 0 1 N N N 18.711 -18.461 -12.550 -5.421 2.923 -0.927 O3 N4M 37 N4M C24 C24 C 0 1 N N R 20.140 -18.808 -12.684 -6.221 2.643 0.246 C24 N4M 38 N4M C25 C25 C 0 1 N N N 21.054 -17.842 -13.509 -7.303 1.611 -0.075 C25 N4M 39 N4M O4 O4 O 0 1 N N N 22.360 -18.336 -13.964 -6.698 0.331 -0.270 O4 N4M 40 N4M P P P 0 1 N N N 23.823 -17.808 -13.503 -7.542 -0.993 -0.625 P N4M 41 N4M O5 O5 O 0 1 N N N 23.358 -16.335 -13.787 -8.593 -1.197 0.397 O5 N4M 42 N4M O6 O6 O 0 1 N N N 23.979 -18.487 -12.108 -8.226 -0.822 -2.072 O6 N4M 43 N4M O7 O7 O 0 1 N N N 25.014 -18.172 -14.398 -6.558 -2.268 -0.644 O7 N4M 44 N4M C26 C26 C 0 1 N N R 25.435 -19.426 -14.939 -7.023 -3.607 -0.825 C26 N4M 45 N4M C30 C30 C 0 1 N N N 26.804 -19.221 -15.533 -6.387 -4.196 -2.058 C30 N4M 46 N4M O10 O10 O 0 1 N N N 26.843 -18.586 -16.537 -5.548 -3.571 -2.662 O10 N4M 47 N4M O11 O11 O 0 1 N N N 27.846 -19.691 -15.022 -6.753 -5.415 -2.484 O11 N4M 48 N4M C27 C27 C 0 1 N N N 25.705 -20.557 -13.982 -6.644 -4.448 0.395 C27 N4M 49 N4M C28 C28 C 0 1 N N N 26.129 -21.702 -14.872 -7.388 -3.925 1.626 C28 N4M 50 N4M C29 C29 C 0 1 N N N 27.558 -21.911 -14.523 -7.016 -4.753 2.828 C29 N4M 51 N4M O9 O9 O 0 1 N N N 27.793 -21.914 -13.289 -7.551 -4.475 4.027 O9 N4M 52 N4M O8 O8 O 0 1 N N N 28.381 -21.994 -15.483 -6.235 -5.668 2.713 O8 N4M 53 N4M H1 H1 H 0 1 N N N 9.911 -22.712 4.526 8.939 -4.943 -2.470 H1 N4M 54 N4M H2 H2 H 0 1 N N N 11.396 -23.289 5.205 9.354 -3.960 -3.768 H2 N4M 55 N4M H4 H4 H 0 1 N N N 15.163 -26.221 0.302 8.896 -1.378 3.471 H4 N4M 56 N4M H5 H5 H 0 1 N N N 14.389 -28.060 1.768 11.392 -1.226 1.717 H5 N4M 57 N4M H6 H6 H 0 1 N N N 12.787 -27.990 0.959 11.251 -0.608 3.379 H6 N4M 58 N4M H7 H7 H 0 1 N N N 14.252 -28.425 0.015 11.147 -2.357 3.069 H7 N4M 59 N4M H8 H8 H 0 1 N N N 13.056 -27.002 -1.181 9.463 0.913 2.568 H8 N4M 60 N4M H9 H9 H 0 1 N N N 14.932 -24.737 -1.361 7.107 -0.558 1.298 H9 N4M 61 N4M H10 H10 H 0 1 N N N 15.661 -27.064 -1.724 7.360 1.153 3.813 H10 N4M 62 N4M H11 H11 H 0 1 N N N 14.625 -27.117 -3.191 5.857 0.421 3.203 H11 N4M 63 N4M H12 H12 H 0 1 N N N 15.985 -25.947 -3.093 7.184 -0.618 3.776 H12 N4M 64 N4M H13 H13 H 0 1 N N N 12.773 -24.263 -2.567 7.832 2.267 1.157 H13 N4M 65 N4M H14 H14 H 0 1 N N N 13.330 -23.739 -5.419 5.301 -0.303 1.019 H14 N4M 66 N4M H15 H15 H 0 1 N N N 14.413 -21.828 -6.485 3.143 -0.062 -0.139 H15 N4M 67 N4M H16 H16 H 0 1 N N N 15.409 -22.916 -1.789 6.365 3.670 -0.156 H16 N4M 68 N4M H17 H17 H 0 1 N N N 16.477 -20.961 -2.844 4.204 3.900 -1.312 H17 N4M 69 N4M H18 H18 H 0 1 N N N 17.228 -20.418 -5.432 2.337 2.751 -2.355 H18 N4M 70 N4M H19 H19 H 0 1 N N N 16.093 -19.311 -4.586 1.893 1.099 -1.863 H19 N4M 71 N4M H20 H20 H 0 1 N N N 17.222 -18.782 -6.441 1.555 3.578 -0.116 H20 N4M 72 N4M H21 H21 H 0 1 N N N 15.395 -17.697 -5.515 0.618 0.849 0.208 H21 N4M 73 N4M H22 H22 H 0 1 N N N 15.874 -20.763 -7.987 0.036 3.688 -2.032 H22 N4M 74 N4M H23 H23 H 0 1 N N N 14.299 -19.021 -8.291 -0.708 0.969 -1.339 H23 N4M 75 N4M H24 H24 H 0 1 N N N 18.020 -20.445 -8.617 -0.915 4.317 0.134 H24 N4M 76 N4M H25 H25 H 0 1 N N N 18.285 -19.052 -6.756 -1.574 1.505 0.430 H25 N4M 77 N4M H26 H26 H 0 1 N N N 18.367 -18.117 -10.057 -2.417 4.174 -1.875 H26 N4M 78 N4M H27 H27 H 0 1 N N N 16.591 -18.359 -10.178 -2.862 2.522 -1.382 H27 N4M 79 N4M H28 H28 H 0 1 N N N 16.934 -19.478 -12.718 -4.715 4.735 -1.662 H28 N4M 80 N4M H29 H29 H 0 1 N N N 18.250 -20.670 -14.003 -6.103 5.888 -0.247 H29 N4M 81 N4M H30 H30 H 0 1 N N N 17.321 -22.133 -12.473 -4.230 5.927 1.268 H30 N4M 82 N4M H31 H31 H 0 1 N N N 20.372 -20.274 -14.237 -7.731 4.204 -0.040 H31 N4M 83 N4M H32 H32 H 0 1 N N N 21.951 -20.561 -12.605 -7.520 4.957 2.251 H32 N4M 84 N4M H33 H33 H 0 1 N N N 20.560 -18.825 -11.668 -5.591 2.299 1.066 H33 N4M 85 N4M H34 H34 H 0 1 N N N 21.241 -16.957 -12.883 -8.010 1.556 0.753 H34 N4M 86 N4M H35 H35 H 0 1 N N N 20.489 -17.545 -14.405 -7.829 1.906 -0.983 H35 N4M 87 N4M H36 H36 H 0 1 N N N 23.747 -17.868 -11.426 -7.595 -0.684 -2.792 H36 N4M 88 N4M H37 H37 H 0 1 N N N 24.740 -19.764 -15.722 -8.106 -3.603 -0.942 H37 N4M 89 N4M H38 H38 H 0 1 N N N 28.596 -19.454 -15.556 -6.317 -5.751 -3.280 H38 N4M 90 N4M H39 H39 H 0 1 N N N 26.509 -20.290 -13.280 -6.919 -5.488 0.220 H39 N4M 91 N4M H40 H40 H 0 1 N N N 24.797 -20.817 -13.418 -5.569 -4.380 0.565 H40 N4M 92 N4M H41 H41 H 0 1 N N N 26.020 -21.435 -15.933 -7.113 -2.885 1.802 H41 N4M 93 N4M H42 H42 H 0 1 N N N 25.537 -22.604 -14.658 -8.463 -3.993 1.457 H42 N4M 94 N4M H43 H43 H 0 1 N N N 28.729 -21.991 -13.145 -7.281 -5.034 4.769 H43 N4M 95 N4M H44 H44 H 0 1 N N N 12.036 -24.554 -1.135 10.093 1.026 0.298 H44 N4M 96 N4M H45 H45 H 0 1 N N N 12.901 -24.396 3.887 8.810 -4.048 -0.305 H45 N4M 97 N4M H3 H3 H 0 1 N N N 13.917 -26.188 2.506 8.432 -3.050 1.886 H3 N4M 98 # # 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 N4M O10 C30 DOUB N N 1 N4M C30 O11 SING N N 2 N4M C30 C26 SING N N 3 N4M O8 C29 DOUB N N 4 N4M C26 O7 SING N N 5 N4M C26 C27 SING N N 6 N4M C28 C29 SING N N 7 N4M C28 C27 SING N N 8 N4M C29 O9 SING N N 9 N4M O7 P SING N N 10 N4M O4 C25 SING N N 11 N4M O4 P SING N N 12 N4M O5 P DOUB N N 13 N4M C25 C24 SING N N 14 N4M P O6 SING N N 15 N4M C23 C22 SING N N 16 N4M C23 C24 SING N N 17 N4M C23 O12 SING N N 18 N4M C22 O13 SING N N 19 N4M C22 C21 SING N N 20 N4M C24 O3 SING N N 21 N4M O3 C21 SING N N 22 N4M C21 O2 SING N N 23 N4M O2 C20 SING N N 24 N4M C20 C19 SING N N 25 N4M O15 C18 SING N N 26 N4M C19 C18 SING N N 27 N4M C19 O14 SING N N 28 N4M C18 C17 SING N N 29 N4M C17 O16 SING N N 30 N4M C17 C16 SING N N 31 N4M C12 C11 DOUB Y N 32 N4M C12 C13 SING Y N 33 N4M C16 C13 SING N N 34 N4M C11 C10 SING Y N 35 N4M C13 C14 DOUB Y N 36 N4M C10 N1 SING N N 37 N4M C10 C15 DOUB Y N 38 N4M C14 C15 SING Y N 39 N4M N1 C4 SING N N 40 N4M C31 C4 SING N N 41 N4M C4 C3 SING N N 42 N4M C3 N2 SING N N 43 N4M C3 C2 SING N N 44 N4M N2 C6 SING N N 45 N4M O1 C9 DOUB N N 46 N4M C2 C1 SING N N 47 N4M C2 N3 SING N N 48 N4M C6 C9 SING N N 49 N4M C6 C7 DOUB N N 50 N4M C9 N5 SING N N 51 N4M N3 C7 SING N N 52 N4M C7 N4 SING N N 53 N4M N5 C8 DOUB N N 54 N4M N4 C8 SING N N 55 N4M C8 N6 SING N N 56 N4M N6 H1 SING N N 57 N4M N6 H2 SING N N 58 N4M C2 H4 SING N N 59 N4M C1 H5 SING N N 60 N4M C1 H6 SING N N 61 N4M C1 H7 SING N N 62 N4M C3 H8 SING N N 63 N4M C4 H9 SING N N 64 N4M C31 H10 SING N N 65 N4M C31 H11 SING N N 66 N4M C31 H12 SING N N 67 N4M N1 H13 SING N N 68 N4M C11 H14 SING N N 69 N4M C12 H15 SING N N 70 N4M C15 H16 SING N N 71 N4M C14 H17 SING N N 72 N4M C16 H18 SING N N 73 N4M C16 H19 SING N N 74 N4M C17 H20 SING N N 75 N4M O16 H21 SING N N 76 N4M C18 H22 SING N N 77 N4M O15 H23 SING N N 78 N4M C19 H24 SING N N 79 N4M O14 H25 SING N N 80 N4M C20 H26 SING N N 81 N4M C20 H27 SING N N 82 N4M C21 H28 SING N N 83 N4M C22 H29 SING N N 84 N4M O13 H30 SING N N 85 N4M C23 H31 SING N N 86 N4M O12 H32 SING N N 87 N4M C24 H33 SING N N 88 N4M C25 H34 SING N N 89 N4M C25 H35 SING N N 90 N4M O6 H36 SING N N 91 N4M C26 H37 SING N N 92 N4M O11 H38 SING N N 93 N4M C27 H39 SING N N 94 N4M C27 H40 SING N N 95 N4M C28 H41 SING N N 96 N4M C28 H42 SING N N 97 N4M O9 H43 SING N N 98 N4M N2 H44 SING N N 99 N4M N4 H45 SING N N 100 N4M N3 H3 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 N4M SMILES ACDLabs 12.01 "O=C2N=C(N)NC=1NC(C)C(NC=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" N4M InChI InChI 1.03 "InChI=1S/C30H45N6O16P/c1-12(21-13(2)33-26-22(34-21)27(44)36-30(31)35-26)32-15-5-3-14(4-6-15)9-16(37)23(41)17(38)10-49-29-25(43)24(42)19(51-29)11-50-53(47,48)52-18(28(45)46)7-8-20(39)40/h3-6,12-13,16-19,21,23-25,29,32,34,37-38,41-43H,7-11H2,1-2H3,(H,39,40)(H,45,46)(H,47,48)(H4,31,33,35,36,44)/t12-,13+,16+,17-,18-,19-,21+,23-,24-,25-,29+/m1/s1" N4M InChIKey InChI 1.03 SCBIBGUJSMHIAI-FQVOATFZSA-N N4M SMILES_CANONICAL CACTVS 3.370 "C[C@@H](Nc1ccc(C[C@H](O)[C@@H](O)[C@H](O)CO[C@H]2O[C@H](CO[P](O)(=O)O[C@H](CCC(O)=O)C(O)=O)[C@@H](O)[C@H]2O)cc1)[C@@H]3NC4=C(N[C@H]3C)NC(=NC4=O)N" N4M SMILES CACTVS 3.370 "C[CH](Nc1ccc(C[CH](O)[CH](O)[CH](O)CO[CH]2O[CH](CO[P](O)(=O)O[CH](CCC(O)=O)C(O)=O)[CH](O)[CH]2O)cc1)[CH]3NC4=C(N[CH]3C)NC(=NC4=O)N" N4M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1[C@@H](NC2=C(N1)NC(=NC2=O)N)[C@@H](C)Nc3ccc(cc3)C[C@@H]([C@H]([C@@H](CO[C@@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O[C@H](CCC(=O)O)C(=O)O)O)O)O)O)O" N4M SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(NC2=C(N1)NC(=NC2=O)N)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" # # 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 N4M "SYSTEMATIC NAME" ACDLabs 12.01 "1-[4-({(1R)-1-[(6S,7S)-2-amino-7-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]ethyl}amino)phenyl]-1-deoxy-5-O-{5-O-[(R)-{[(1R)-1,3-dicarboxypropyl]oxy}(hydroxy)phosphoryl]-alpha-D-ribofuranosyl}-D-xylitol" N4M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[[(2R,3S,4R,5S)-5-[(2R,3R,4S)-5-[4-[[(1R)-1-[(6S,7S)-2-azanyl-7-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-1H-pteridin-6-yl]ethyl]amino]phenyl]-2,3,4-tris(oxidanyl)pentoxy]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-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 N4M "Create component" 2012-09-20 PDBJ N4M "Initial release" 2012-10-26 RCSB N4M "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id N4M _pdbx_chem_comp_synonyms.name Tetrahydromethanopterin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##