data_NMX # _chem_comp.id NMX _chem_comp.name "NITROMETHYLDETHIA COENZYME A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H37 N8 O18 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2012-01-05 _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 794.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NMX _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 1AMZ _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 NMX N1A AN1 N 0 1 Y N N 19.538 -8.135 13.317 -5.665 6.914 0.781 N1A NMX 1 NMX C2A AC2 C 0 1 Y N N 18.975 -8.674 14.419 -6.333 5.973 1.422 C2A NMX 2 NMX N3A AN3 N 0 1 Y N N 18.129 -9.699 14.503 -6.089 4.691 1.250 N3A NMX 3 NMX C4A AC4 C 0 1 Y N N 17.889 -10.215 13.279 -5.142 4.289 0.408 C4A NMX 4 NMX C5A AC5 C 0 1 Y N N 18.342 -9.744 12.067 -4.403 5.252 -0.299 C5A NMX 5 NMX C6A AC6 C 0 1 Y N N 19.239 -8.657 12.107 -4.701 6.608 -0.081 C6A NMX 6 NMX N6A AN6 N 0 1 N N N 19.749 -8.089 11.032 -4.006 7.601 -0.749 N6A NMX 7 NMX N7A AN7 N 0 1 Y N N 17.853 -10.528 11.011 -3.517 4.584 -1.075 N7A NMX 8 NMX C8A AC8 C 0 1 Y N N 17.107 -11.420 11.608 -3.661 3.303 -0.894 C8A NMX 9 NMX N9A AN9 N 0 1 Y N N 17.133 -11.321 12.970 -4.652 3.070 0.012 N9A NMX 10 NMX C1B AC1* C 0 1 N N R 16.248 -12.048 13.844 -5.110 1.759 0.478 C1B NMX 11 NMX C2B AC2* C 0 1 N N R 14.830 -11.795 13.362 -6.335 1.284 -0.344 C2B NMX 12 NMX O2B AO2* O 0 1 N N N 14.349 -10.547 13.805 -7.550 1.795 0.210 O2B NMX 13 NMX C3B AC3* C 0 1 N N S 14.121 -12.995 13.997 -6.258 -0.254 -0.183 C3B NMX 14 NMX O3B AO3* O 0 1 N N N 14.012 -12.787 15.427 -7.140 -0.693 0.853 O3B NMX 15 NMX P3B AP3* P 0 1 N N N 12.645 -13.112 16.225 -8.327 -1.752 0.603 P3B NMX 16 NMX O7A AO7 O 0 1 N N N 11.522 -12.436 15.520 -7.770 -2.983 -0.001 O7A NMX 17 NMX O8A AO8 O 0 1 N N N 12.922 -12.871 17.660 -9.028 -2.112 2.007 O8A NMX 18 NMX O9A AO9 O 0 1 N N N 12.434 -14.576 16.051 -9.417 -1.111 -0.393 O9A NMX 19 NMX C4B AC4* C 0 1 N N R 15.142 -14.105 13.754 -4.792 -0.519 0.209 C4B NMX 20 NMX O4B AO4* O 0 1 N N N 16.414 -13.418 13.590 -4.114 0.748 0.211 O4B NMX 21 NMX C5B AC5* C 0 1 N N N 14.878 -14.913 12.512 -4.142 -1.455 -0.812 C5B NMX 22 NMX O5B AO5* O 0 1 N N N 14.352 -14.024 11.472 -2.821 -1.788 -0.380 O5B NMX 23 NMX P1A AP1 P 0 1 N N S 14.760 -14.330 9.949 -1.844 -2.757 -1.215 P1A NMX 24 NMX O1A AO1 O 0 1 N N N 13.982 -15.479 9.457 -1.697 -2.241 -2.595 O1A NMX 25 NMX O2A AO2 O 0 1 N N N 16.229 -14.434 9.936 -2.469 -4.240 -1.261 O2A NMX 26 NMX O3A AO3 O 0 1 N N N 14.446 -12.991 9.166 -0.400 -2.806 -0.504 O3A NMX 27 NMX P2A AP2 P 0 1 N N S 13.031 -12.688 8.432 1.077 -3.214 -0.998 P2A NMX 28 NMX O4A AO4 O 0 1 N N N 12.972 -13.390 7.151 0.993 -4.405 -1.873 O4A NMX 29 NMX O5A AO5 O 0 1 N N N 11.910 -12.745 9.407 1.726 -1.990 -1.819 O5A NMX 30 NMX O6A AO6 O 0 1 N N N 13.296 -11.102 8.199 1.996 -3.551 0.280 O6A NMX 31 NMX CBP PC11 C 0 1 N N N 14.740 -9.289 7.630 3.915 -4.259 1.567 CBP NMX 32 NMX CCP PC12 C 0 1 N N N 14.314 -10.694 7.311 3.332 -4.047 0.169 CCP NMX 33 NMX CDP PC13 C 0 1 N N N 15.464 -8.697 6.370 3.926 -2.928 2.322 CDP NMX 34 NMX CEP PC14 C 0 1 N N N 13.483 -8.510 8.011 3.057 -5.270 2.330 CEP NMX 35 NMX CAP PC10 C 0 1 N N R 15.658 -9.347 8.840 5.345 -4.790 1.448 CAP NMX 36 NMX OAP PO10 O 0 1 N N N 16.839 -10.025 8.407 5.322 -6.093 0.863 OAP NMX 37 NMX C9P PC9 C 0 1 N N N 15.995 -7.956 9.423 6.154 -3.863 0.578 C9P NMX 38 NMX O9P PO9 O 0 1 N N N 15.255 -7.404 10.287 6.537 -4.234 -0.511 O9P NMX 39 NMX N8P PN8 N 0 1 N N N 17.116 -7.396 8.979 6.453 -2.622 1.011 N8P NMX 40 NMX C7P PC7 C 0 1 N N N 17.553 -6.056 9.410 7.156 -1.688 0.128 C7P NMX 41 NMX C6P PC6 C 0 1 N N N 16.852 -4.929 8.650 7.371 -0.360 0.858 C6P NMX 42 NMX C5P PC5 C 0 1 N N N 17.294 -4.801 7.208 8.093 0.601 -0.051 C5P NMX 43 NMX O5P PO5 O 0 1 N N N 18.485 -4.845 6.904 8.406 0.258 -1.171 O5P NMX 44 NMX N4P PN4 N 0 1 N N N 16.333 -4.616 6.283 8.392 1.842 0.382 N4P NMX 45 NMX C3P PC3 C 0 1 N N N 16.660 -4.424 4.859 9.095 2.776 -0.501 C3P NMX 46 NMX C2P PC2 C 0 1 N N N 16.424 -5.640 3.962 9.309 4.104 0.229 C2P NMX 47 NMX C1I IC1 C 0 1 N N N 16.536 -5.301 2.460 10.043 5.080 -0.693 C1I NMX 48 NMX N1I IN1 N 1 1 N N N 15.473 -4.352 1.988 10.249 6.351 0.005 N1I NMX 49 NMX O1I IO1 O -1 1 N N N 14.429 -4.740 2.207 11.331 6.907 -0.048 O1I NMX 50 NMX O2I IO2 O 0 1 N N N 15.785 -3.203 1.393 9.337 6.852 0.640 O2I NMX 51 NMX H2A AH2 H 0 1 N N N 19.243 -8.213 15.384 -7.109 6.266 2.114 H2A NMX 52 NMX H61A AH61 H 0 0 N N N 19.523 -8.483 10.118 -4.221 8.534 -0.590 H61A NMX 53 NMX H62A AH62 H 0 0 N N N 20.763 -8.043 11.131 -3.304 7.365 -1.375 H62A NMX 54 NMX H8A AH8 H 0 1 N N N 16.528 -12.163 11.034 -3.082 2.538 -1.390 H8A NMX 55 NMX H1B AH1* H 0 1 N N N 16.440 -11.755 14.902 -5.351 1.793 1.541 H1B NMX 56 NMX H2B AH2* H 0 1 N N N 14.693 -11.727 12.257 -6.236 1.572 -1.391 H2B NMX 57 NMX HO2A AHO2 H 0 0 N N N 13.462 -10.388 13.503 -7.605 2.760 0.214 HO2A NMX 58 NMX H3B AH3* H 0 1 N N N 13.098 -13.189 13.597 -6.500 -0.748 -1.124 H3B NMX 59 NMX HOA8 8HOA H 0 0 N N N 12.118 -13.062 18.129 -9.754 -2.747 1.932 HOA8 NMX 60 NMX HOA9 9HOA H 0 0 N N N 11.630 -14.767 16.520 -9.824 -0.299 -0.061 HOA9 NMX 61 NMX H4B AH4* H 0 1 N N N 15.108 -14.826 14.603 -4.748 -0.965 1.203 H4B NMX 62 NMX H51A AH51 H 0 0 N N N 15.776 -15.479 12.173 -4.736 -2.365 -0.901 H51A NMX 63 NMX H52A AH52 H 0 0 N N N 14.209 -15.784 12.705 -4.092 -0.957 -1.781 H52A NMX 64 NMX HOA2 2HOA H 0 0 N N N 16.470 -14.615 9.035 -2.593 -4.642 -0.391 HOA2 NMX 65 NMX HOA5 5HOA H 0 0 N N N 11.081 -12.567 8.977 1.812 -1.175 -1.306 HOA5 NMX 66 NMX H121 1H12 H 0 0 N N N 15.175 -11.401 7.308 3.324 -4.995 -0.369 H121 NMX 67 NMX H122 2H12 H 0 0 N N N 14.008 -10.806 6.244 3.943 -3.326 -0.375 H122 NMX 68 NMX H131 1H13 H 0 0 N N N 15.780 -7.654 6.606 2.901 -2.606 2.507 H131 NMX 69 NMX H132 2H13 H 0 0 N N N 16.310 -9.334 6.022 4.444 -3.054 3.273 H132 NMX 70 NMX H133 3H13 H 0 0 N N N 14.840 -8.757 5.447 4.441 -2.175 1.724 H133 NMX 71 NMX H141 1H14 H 0 0 N N N 13.799 -7.467 8.247 3.098 -6.235 1.825 H141 NMX 72 NMX H142 2H14 H 0 0 N N N 12.686 -8.558 7.231 3.437 -5.376 3.346 H142 NMX 73 NMX H143 3H14 H 0 0 N N N 12.906 -8.989 8.836 2.025 -4.920 2.362 H143 NMX 74 NMX H10 H10 H 0 1 N N N 15.148 -9.883 9.674 5.796 -4.844 2.439 H10 NMX 75 NMX HO1 HO1 H 0 1 N N N 17.412 -10.061 9.163 4.933 -6.120 -0.022 HO1 NMX 76 NMX HN8 HN8 H 0 1 N N N 17.630 -7.982 8.321 6.203 -2.348 1.907 HN8 NMX 77 NMX H71 1H7 H 0 1 N N N 17.429 -5.931 10.511 8.122 -2.109 -0.152 H71 NMX 78 NMX H72 2H7 H 0 1 N N N 18.661 -5.955 9.338 6.560 -1.517 -0.768 H72 NMX 79 NMX H61 1H6 H 0 1 N N N 15.744 -5.041 8.713 6.405 0.061 1.138 H61 NMX 80 NMX H62 2H6 H 0 1 N N N 16.972 -3.958 9.186 7.966 -0.530 1.755 H62 NMX 81 NMX HN4 HN4 H 0 1 N N N 15.381 -4.621 6.651 8.142 2.116 1.278 HN4 NMX 82 NMX H31 1H3 H 0 1 N N N 16.112 -3.540 4.456 10.061 2.355 -0.780 H31 NMX 83 NMX H32 2H3 H 0 1 N N N 17.711 -4.068 4.752 8.499 2.947 -1.397 H32 NMX 84 NMX H21 1H2 H 0 1 N N N 17.107 -6.477 4.235 8.344 4.525 0.509 H21 NMX 85 NMX H22 2H2 H 0 1 N N N 15.445 -6.123 4.191 9.905 3.934 1.126 H22 NMX 86 NMX HI11 1HI1 H 0 0 N N N 17.552 -4.912 2.215 11.009 4.659 -0.973 HI11 NMX 87 NMX HI12 2HI1 H 0 0 N N N 16.541 -6.229 1.842 9.448 5.250 -1.590 HI12 NMX 88 # 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 NMX N1A C2A SING Y N 1 NMX N1A C6A DOUB Y N 2 NMX C2A N3A DOUB Y N 3 NMX C2A H2A SING N N 4 NMX N3A C4A SING Y N 5 NMX C4A C5A DOUB Y N 6 NMX C4A N9A SING Y N 7 NMX C5A C6A SING Y N 8 NMX C5A N7A SING Y N 9 NMX C6A N6A SING N N 10 NMX N6A H61A SING N N 11 NMX N6A H62A SING N N 12 NMX N7A C8A DOUB Y N 13 NMX C8A N9A SING Y N 14 NMX C8A H8A SING N N 15 NMX N9A C1B SING N N 16 NMX C1B C2B SING N N 17 NMX C1B O4B SING N N 18 NMX C1B H1B SING N N 19 NMX C2B O2B SING N N 20 NMX C2B C3B SING N N 21 NMX C2B H2B SING N N 22 NMX O2B HO2A SING N N 23 NMX C3B O3B SING N N 24 NMX C3B C4B SING N N 25 NMX C3B H3B SING N N 26 NMX O3B P3B SING N N 27 NMX P3B O7A DOUB N N 28 NMX P3B O8A SING N N 29 NMX P3B O9A SING N N 30 NMX O8A HOA8 SING N N 31 NMX O9A HOA9 SING N N 32 NMX C4B O4B SING N N 33 NMX C4B C5B SING N N 34 NMX C4B H4B SING N N 35 NMX C5B O5B SING N N 36 NMX C5B H51A SING N N 37 NMX C5B H52A SING N N 38 NMX O5B P1A SING N N 39 NMX P1A O1A DOUB N N 40 NMX P1A O2A SING N N 41 NMX P1A O3A SING N N 42 NMX O2A HOA2 SING N N 43 NMX O3A P2A SING N N 44 NMX P2A O4A DOUB N N 45 NMX P2A O5A SING N N 46 NMX P2A O6A SING N N 47 NMX O5A HOA5 SING N N 48 NMX O6A CCP SING N N 49 NMX CBP CCP SING N N 50 NMX CBP CDP SING N N 51 NMX CBP CEP SING N N 52 NMX CBP CAP SING N N 53 NMX CCP H121 SING N N 54 NMX CCP H122 SING N N 55 NMX CDP H131 SING N N 56 NMX CDP H132 SING N N 57 NMX CDP H133 SING N N 58 NMX CEP H141 SING N N 59 NMX CEP H142 SING N N 60 NMX CEP H143 SING N N 61 NMX CAP OAP SING N N 62 NMX CAP C9P SING N N 63 NMX CAP H10 SING N N 64 NMX OAP HO1 SING N N 65 NMX C9P O9P DOUB N N 66 NMX C9P N8P SING N N 67 NMX N8P C7P SING N N 68 NMX N8P HN8 SING N N 69 NMX C7P C6P SING N N 70 NMX C7P H71 SING N N 71 NMX C7P H72 SING N N 72 NMX C6P C5P SING N N 73 NMX C6P H61 SING N N 74 NMX C6P H62 SING N N 75 NMX C5P O5P DOUB N N 76 NMX C5P N4P SING N N 77 NMX N4P C3P SING N N 78 NMX N4P HN4 SING N N 79 NMX C3P C2P SING N N 80 NMX C3P H31 SING N N 81 NMX C3P H32 SING N N 82 NMX C2P C1I SING N N 83 NMX C2P H21 SING N N 84 NMX C2P H22 SING N N 85 NMX C1I N1I SING N N 86 NMX C1I HI11 SING N N 87 NMX C1I HI12 SING N N 88 NMX N1I O1I SING N N 89 NMX N1I O2I DOUB N N 90 # 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 NMX SMILES ACDLabs 10.04 "[O-][N+](=O)CCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O" NMX InChI InChI 1.03 ;InChI=1S/C22H37N8O18P3/c1-22(2,17(33)20(34)25-6-4-13(31)24-5-3-7-30(35)36)9-45-51(42,43)48-50(40,41)44-8-12-16(47-49(37,38)39)15(32)21(46-12)29-11-28-14-18(23)26-10-27-19(14)29/h10-12,15-17,21,32-33H,3-9H2,1-2H3,(H,24,31)(H,25,34)(H,40,41)(H,42,43)(H2,23,26,27)(H2,37,38,39)/t12-,15-,16-,17+,21-/m1/s1 ; NMX InChIKey InChI 1.03 PUGKTLRHGHIDCJ-GORZOVPNSA-N NMX SMILES_CANONICAL CACTVS 3.385 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCC[N+]([O-])=O" NMX SMILES CACTVS 3.385 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCC[N+]([O-])=O" NMX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCC[N+](=O)[O-])O" NMX SMILES "OpenEye OEToolkits" 1.7.5 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCC[N+](=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 NMX "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-({3-[(3-nitropropyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate (non-preferred name)" NMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-[[3-(3-nitropropylamino)-3-oxo-propyl]amino]-4-oxo-butoxy]phosphoryl] 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 NMX "Create component" 1999-07-08 RCSB NMX "Modify descriptor" 2011-06-04 RCSB NMX "Modify descriptor" 2012-01-05 RCSB NMX "Modify coordinates" 2012-01-05 RCSB #