data_G4M # _chem_comp.id G4M _chem_comp.name ;[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S,5S,6R)-3,4-dihydroxy-5-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H36 N7 O19 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-05 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 819.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G4M _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 3B8X _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 G4M OP3 OP3 O 0 1 N N N 69.970 51.402 5.399 -9.980 -1.405 -1.604 OP3 G4M 1 G4M PL PL P 0 1 N N N 68.457 51.598 4.912 -8.736 -2.163 -2.289 PL G4M 2 G4M OP1 OP1 O 0 1 N N N 67.437 51.336 6.082 -9.279 -3.397 -3.169 OP1 G4M 3 G4M OP2 OP2 O 0 1 N N N 68.198 53.045 4.268 -8.003 -1.219 -3.162 OP2 G4M 4 G4M OP4 OP4 O 0 1 N N N 68.135 50.614 3.683 -7.747 -2.714 -1.144 OP4 G4M 5 G4M C5B C5B C 0 1 N N N 68.067 49.266 4.105 -7.020 -1.854 -0.264 C5B G4M 6 G4M C5L C5L C 0 1 Y N N 68.495 48.340 2.963 -6.193 -2.687 0.681 C5L G4M 7 G4M C6L C6L C 0 1 Y N N 67.568 47.505 2.350 -6.221 -4.066 0.605 C6L G4M 8 G4M N1L N1L N 0 1 Y N N 67.893 46.658 1.361 -5.501 -4.804 1.428 N1L G4M 9 G4M C2L C2L C 0 1 Y N N 69.148 46.484 0.995 -4.729 -4.264 2.350 C2L G4M 10 G4M C2A C2A C 0 1 N N N 69.432 45.425 -0.066 -3.926 -5.153 3.264 C2A G4M 11 G4M C3L C3L C 0 1 Y N N 70.170 47.271 1.574 -4.648 -2.886 2.487 C3L G4M 12 G4M O3L O3L O 0 1 N N N 71.467 47.096 1.220 -3.851 -2.334 3.440 O3L G4M 13 G4M C4L C4L C 0 1 Y N N 69.837 48.223 2.578 -5.391 -2.077 1.633 C4L G4M 14 G4M C4A C4A C 0 1 N N N 70.829 48.974 3.224 -5.332 -0.576 1.747 C4A G4M 15 G4M N4A N4A N 0 1 N N N 72.099 48.828 2.863 -4.256 -0.061 0.890 N4A G4M 16 G4M C4G C4G C 0 1 N N S 73.080 49.664 3.371 -4.252 1.408 0.874 C4G G4M 17 G4M C5G C5G C 0 1 N N R 74.378 48.901 3.651 -3.715 1.903 -0.471 C5G G4M 18 G4M C6G C6G C 0 1 N N N 74.809 48.176 2.376 -4.643 1.436 -1.594 C6G G4M 19 G4M O5G O5G O 0 1 N N N 75.380 49.860 3.991 -3.658 3.331 -0.463 O5G G4M 20 G4M C3G C3G C 0 1 N N S 72.625 50.402 4.640 -3.352 1.929 1.998 C3G G4M 21 G4M O3G O3G O 0 1 N N N 72.497 51.803 4.338 -3.887 1.533 3.262 O3G G4M 22 G4M C2G C2G C 0 1 N N S 73.642 50.159 5.784 -3.294 3.458 1.923 C2G G4M 23 G4M O2G O2G O 0 1 N N N 73.338 50.999 6.917 -4.600 3.997 2.141 O2G G4M 24 G4M C1G C1G C 0 1 N N R 75.113 50.360 5.318 -2.794 3.875 0.537 C1G G4M 25 G4M O1G O1G O 0 1 N N N 76.011 49.695 6.224 -1.468 3.380 0.341 O1G G4M 26 G4M P2 P2 P 0 1 N N S 77.169 50.778 6.393 -0.382 4.126 -0.585 P2 G4M 27 G4M O3P O3P O 0 1 N N N 77.798 51.216 4.975 -0.227 5.527 -0.132 O3P G4M 28 G4M O4P O4P O 0 1 N N N 78.323 50.068 7.246 -0.880 4.109 -2.116 O4P G4M 29 G4M OPP OPP O 0 1 N N N 76.531 52.067 7.134 1.033 3.366 -0.472 OPP G4M 30 G4M P P P 0 1 N N R 77.666 52.790 8.039 2.556 3.786 -0.780 P G4M 31 G4M O1P O1P O 0 1 N N N 78.895 51.834 8.460 2.818 5.133 -0.224 O1P G4M 32 G4M O2P O2P O 0 1 N N N 76.926 53.264 9.389 2.796 3.806 -2.371 O2P G4M 33 G4M "O5'" O5* O 0 1 N N N 78.216 54.136 7.302 3.554 2.722 -0.099 "O5'" G4M 34 G4M "C5'" C5* C 0 1 N N N 79.007 53.819 6.158 4.975 2.875 -0.104 "C5'" G4M 35 G4M "C4'" C4* C 0 1 N N R 80.264 54.700 6.130 5.617 1.692 0.624 "C4'" G4M 36 G4M "O4'" O4* O 0 1 N N N 79.926 56.113 6.003 5.466 0.482 -0.151 "O4'" G4M 37 G4M "C3'" C3* C 0 1 N N S 81.065 54.549 7.459 7.144 1.897 0.742 "C3'" G4M 38 G4M "O3'" O3* O 0 1 N N N 82.475 54.627 7.235 7.482 2.408 2.033 "O3'" G4M 39 G4M "C2'" C2* C 0 1 N N R 80.543 55.726 8.313 7.729 0.480 0.550 "C2'" G4M 40 G4M "O2'" O2* O 0 1 N N N 81.579 56.235 9.167 8.447 0.073 1.717 "O2'" G4M 41 G4M "C1'" C1* C 0 1 N N R 80.217 56.782 7.247 6.487 -0.414 0.340 "C1'" G4M 42 G4M N9 N9 N 0 1 Y N N 79.087 57.604 7.676 6.770 -1.455 -0.651 N9 G4M 43 G4M C8 C8 C 0 1 Y N N 77.817 57.163 7.916 6.554 -1.370 -1.996 C8 G4M 44 G4M N7 N7 N 0 1 Y N N 77.088 58.191 8.271 6.920 -2.478 -2.572 N7 G4M 45 G4M C4 C4 C 0 1 Y N N 79.145 58.939 7.890 7.306 -2.689 -0.398 C4 G4M 46 G4M C5 C5 C 0 1 Y N N 77.855 59.321 8.267 7.391 -3.336 -1.636 C5 G4M 47 G4M C6 C6 C 0 1 N N N 77.620 60.691 8.532 7.916 -4.649 -1.678 C6 G4M 48 G4M O6 O6 O 0 1 N N N 76.518 61.098 8.832 8.009 -5.251 -2.734 O6 G4M 49 G4M N3 N3 N 0 1 N N N 80.110 59.843 7.800 7.716 -3.318 0.709 N3 G4M 50 G4M C2 C2 C 0 1 N N N 79.880 61.107 8.058 8.204 -4.538 0.656 C2 G4M 51 G4M N1 N1 N 0 1 N N N 78.648 61.551 8.417 8.313 -5.220 -0.519 N1 G4M 52 G4M N2 N2 N 0 1 N N N 80.902 62.010 7.943 8.612 -5.143 1.818 N2 G4M 53 G4M HOP3 HOP3 H 0 0 N N N 70.544 51.363 4.643 -10.507 -1.964 -1.016 HOP3 G4M 54 G4M HOP1 HOP1 H 0 0 N N N 67.907 51.283 6.906 -9.882 -3.139 -3.879 HOP1 G4M 55 G4M H5B1 1H5B H 0 0 N N N 67.034 49.028 4.399 -6.365 -1.207 -0.847 H5B1 G4M 56 G4M H5B2 2H5B H 0 0 N N N 68.741 49.120 4.962 -7.720 -1.243 0.307 H5B2 G4M 57 G4M H6L H6L H 0 1 N N N 66.542 47.539 2.684 -6.841 -4.546 -0.137 H6L G4M 58 G4M H2A1 1H2A H 0 0 N N N 69.500 45.904 -1.054 -2.951 -5.347 2.818 H2A1 G4M 59 G4M H2A2 2H2A H 0 0 N N N 70.383 44.922 0.164 -3.794 -4.660 4.227 H2A2 G4M 60 G4M H2A3 3H2A H 0 0 N N N 68.618 44.686 -0.073 -4.453 -6.096 3.409 H2A3 G4M 61 G4M HO3L HO3L H 0 0 N N N 71.535 47.055 0.273 -2.948 -2.156 3.142 HO3L G4M 62 G4M H4A1 1H4A H 0 0 N N N 70.579 50.031 3.049 -6.284 -0.150 1.430 H4A1 G4M 63 G4M H4A2 2H4A H 0 0 N N N 70.805 48.608 4.261 -5.137 -0.297 2.783 H4A2 G4M 64 G4M HN4A HN4A H 0 0 N N N 72.358 47.903 3.140 -3.359 -0.422 1.180 HN4A G4M 65 G4M H4G H4G H 0 1 N N N 73.270 50.418 2.593 -5.268 1.776 1.019 H4G G4M 66 G4M H5G H5G H 0 1 N N N 74.236 48.174 4.465 -2.716 1.500 -0.634 H5G G4M 67 G4M H6G1 1H6G H 0 0 N N N 74.913 48.903 1.557 -5.619 1.907 -1.478 H6G1 G4M 68 G4M H6G2 2H6G H 0 0 N N N 75.774 47.677 2.547 -4.217 1.716 -2.558 H6G2 G4M 69 G4M H6G3 3H6G H 0 0 N N N 74.050 47.426 2.107 -4.754 0.353 -1.547 H6G3 G4M 70 G4M H3G H3G H 0 1 N N N 71.649 50.021 4.976 -2.348 1.520 1.881 H3G G4M 71 G4M HO3G HO3G H 0 0 N N N 72.469 52.300 5.147 -3.366 1.830 4.021 HO3G G4M 72 G4M H2G H2G H 0 1 N N N 73.547 49.107 6.090 -2.612 3.835 2.685 H2G G4M 73 G4M HO2G HO2G H 0 0 N N N 73.271 50.464 7.699 -4.637 4.962 2.108 HO2G G4M 74 G4M H1G H1G H 0 1 N N N 75.271 51.449 5.307 -2.791 4.962 0.463 H1G G4M 75 G4M HO4P HO4P H 0 0 N N N 79.084 49.927 6.695 -1.003 3.222 -2.480 HO4P G4M 76 G4M HO2P HO2P H 0 0 N N N 77.566 53.357 10.085 2.643 2.955 -2.803 HO2P G4M 77 G4M "H5'1" 1H5* H 0 0 N N N 78.417 53.998 5.247 5.334 2.906 -1.132 "H5'1" G4M 78 G4M "H5'2" 2H5* H 0 0 N N N 79.307 52.762 6.207 5.242 3.802 0.403 "H5'2" G4M 79 G4M "H4'" H4* H 0 1 N N N 80.857 54.371 5.264 5.174 1.569 1.612 "H4'" G4M 80 G4M "H3'" H3* H 0 1 N N N 80.921 53.573 7.947 7.500 2.567 -0.041 "H3'" G4M 81 G4M "HO3'" HO3* H 0 0 N N N 82.647 54.644 6.301 8.429 2.556 2.161 "HO3'" G4M 82 G4M "H2'" H2* H 0 1 N N N 79.700 55.447 8.962 8.377 0.450 -0.325 "H2'" G4M 83 G4M "HO2'" HO2* H 0 0 N N N 82.377 56.347 8.665 9.203 0.637 1.931 "HO2'" G4M 84 G4M "H1'" H1* H 0 1 N N N 81.080 57.449 7.105 6.176 -0.863 1.283 "H1'" G4M 85 G4M H8 H8 H 0 1 N N N 77.473 56.143 7.828 6.140 -0.512 -2.505 H8 G4M 86 G4M HN1 HN1 H 0 1 N N N 78.504 62.524 8.597 8.677 -6.119 -0.523 HN1 G4M 87 G4M HN21 1HN2 H 0 0 N N N 80.579 62.929 8.170 8.539 -4.671 2.663 HN21 G4M 88 G4M HN22 2HN2 H 0 0 N N N 81.837 61.783 7.671 8.974 -6.043 1.795 HN22 G4M 89 # 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 G4M C2A C2L SING N N 1 G4M C2L N1L DOUB Y N 2 G4M C2L C3L SING Y N 3 G4M O3L C3L SING N N 4 G4M N1L C6L SING Y N 5 G4M C3L C4L DOUB Y N 6 G4M C6L C5L DOUB Y N 7 G4M C6G C5G SING N N 8 G4M C4L C5L SING Y N 9 G4M C4L C4A SING N N 10 G4M N4A C4A SING N N 11 G4M N4A C4G SING N N 12 G4M C5L C5B SING N N 13 G4M C4G C5G SING N N 14 G4M C4G C3G SING N N 15 G4M C5G O5G SING N N 16 G4M OP4 C5B SING N N 17 G4M OP4 PL SING N N 18 G4M O5G C1G SING N N 19 G4M OP2 PL DOUB N N 20 G4M O3G C3G SING N N 21 G4M C3G C2G SING N N 22 G4M PL OP3 SING N N 23 G4M PL OP1 SING N N 24 G4M O3P P2 DOUB N N 25 G4M C1G C2G SING N N 26 G4M C1G O1G SING N N 27 G4M C2G O2G SING N N 28 G4M "O4'" "C4'" SING N N 29 G4M "O4'" "C1'" SING N N 30 G4M "C4'" "C5'" SING N N 31 G4M "C4'" "C3'" SING N N 32 G4M "C5'" "O5'" SING N N 33 G4M O1G P2 SING N N 34 G4M P2 OPP SING N N 35 G4M P2 O4P SING N N 36 G4M OPP P SING N N 37 G4M "O3'" "C3'" SING N N 38 G4M "C1'" N9 SING N N 39 G4M "C1'" "C2'" SING N N 40 G4M "O5'" P SING N N 41 G4M "C3'" "C2'" SING N N 42 G4M N9 C4 SING Y N 43 G4M N9 C8 SING Y N 44 G4M N3 C4 SING N N 45 G4M N3 C2 DOUB N N 46 G4M C4 C5 DOUB Y N 47 G4M C8 N7 DOUB Y N 48 G4M N2 C2 SING N N 49 G4M P O1P DOUB N N 50 G4M P O2P SING N N 51 G4M C2 N1 SING N N 52 G4M C5 N7 SING Y N 53 G4M C5 C6 SING N N 54 G4M "C2'" "O2'" SING N N 55 G4M N1 C6 SING N N 56 G4M C6 O6 DOUB N N 57 G4M OP3 HOP3 SING N N 58 G4M OP1 HOP1 SING N N 59 G4M C5B H5B1 SING N N 60 G4M C5B H5B2 SING N N 61 G4M C6L H6L SING N N 62 G4M C2A H2A1 SING N N 63 G4M C2A H2A2 SING N N 64 G4M C2A H2A3 SING N N 65 G4M O3L HO3L SING N N 66 G4M C4A H4A1 SING N N 67 G4M C4A H4A2 SING N N 68 G4M N4A HN4A SING N N 69 G4M C4G H4G SING N N 70 G4M C5G H5G SING N N 71 G4M C6G H6G1 SING N N 72 G4M C6G H6G2 SING N N 73 G4M C6G H6G3 SING N N 74 G4M C3G H3G SING N N 75 G4M O3G HO3G SING N N 76 G4M C2G H2G SING N N 77 G4M O2G HO2G SING N N 78 G4M C1G H1G SING N N 79 G4M O4P HO4P SING N N 80 G4M O2P HO2P SING N N 81 G4M "C5'" "H5'1" SING N N 82 G4M "C5'" "H5'2" SING N N 83 G4M "C4'" "H4'" SING N N 84 G4M "C3'" "H3'" SING N N 85 G4M "O3'" "HO3'" SING N N 86 G4M "C2'" "H2'" SING N N 87 G4M "O2'" "HO2'" SING N N 88 G4M "C1'" "H1'" SING N N 89 G4M C8 H8 SING N N 90 G4M N1 HN1 SING N N 91 G4M N2 HN21 SING N N 92 G4M N2 HN22 SING N N 93 # 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 G4M SMILES ACDLabs 10.04 "O=P(OC2OC(C(NCc1c(cnc(c1O)C)COP(=O)(O)O)C(O)C2O)C)(O)OP(=O)(O)OCC5OC(n3c4N=C(N)NC(=O)c4nc3)C(O)C5O" G4M SMILES_CANONICAL CACTVS 3.341 "C[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)[C@@H](O)[C@@H](O)[C@@H]1NCc5c(O)c(C)ncc5CO[P](O)(O)=O" G4M SMILES CACTVS 3.341 "C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)[CH](O)[CH](O)[CH]1NCc5c(O)c(C)ncc5CO[P](O)(O)=O" G4M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H]2[C@H](O[C@@H]([C@H]([C@H]2O)O)O[P@](=O)(O)O[P@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4N=C(NC5=O)N)O)O)C)O" G4M SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC2C(OC(C(C2O)O)OP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4N=C(NC5=O)N)O)O)C)O" G4M InChI InChI 1.03 ;InChI=1S/C24H36N7O19P3/c1-8-15(32)11(10(3-26-8)5-45-51(38,39)40)4-27-13-9(2)47-23(19(36)17(13)34)49-53(43,44)50-52(41,42)46-6-12-16(33)18(35)22(48-12)31-7-28-14-20(31)29-24(25)30-21(14)37/h3,7,9,12-13,16-19,22-23,27,32-36H,4-6H2,1-2H3,(H,41,42)(H,43,44)(H2,38,39,40)(H3,25,29,30,37)/t9-,12-,13-,16-,17+,18-,19+,22-,23-/m1/s1 ; G4M InChIKey InChI 1.03 BNJJFFPICXKOFM-VMLLIFSYSA-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 G4M "SYSTEMATIC NAME" ACDLabs 10.04 ;[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S,5S,6R)-3,4-dihydroxy-5-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name) ; G4M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4S,5S,6R)-3,4-dihydroxy-5-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-6-methyl-oxan-2-yl] hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G4M "Create component" 2007-11-05 RCSB G4M "Modify aromatic_flag" 2011-06-04 RCSB G4M "Modify descriptor" 2011-06-04 RCSB #