data_HAX # _chem_comp.id HAX _chem_comp.name "N-HYDROXYAMIDOCARBOXYMETHYLDETHIA COENZYME *A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H39 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 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 808.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HAX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1AL6 _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 HAX N1A AN1 N 0 1 Y N N 19.519 -8.079 13.382 6.266 1.987 -7.580 N1A HAX 1 HAX C2A AC2 C 0 1 Y N N 18.962 -8.660 14.449 5.161 1.900 -8.297 C2A HAX 2 HAX N3A AN3 N 0 1 Y N N 18.120 -9.691 14.501 4.008 1.532 -7.778 N3A HAX 3 HAX C4A AC4 C 0 1 Y N N 17.855 -10.177 13.267 3.914 1.224 -6.489 C4A HAX 4 HAX C5A AC5 C 0 1 Y N N 18.356 -9.704 12.075 5.061 1.307 -5.681 C5A HAX 5 HAX C6A AC6 C 0 1 Y N N 19.255 -8.603 12.154 6.268 1.704 -6.281 C6A HAX 6 HAX N6A AN6 N 0 1 N N N 19.757 -7.965 11.105 7.431 1.798 -5.538 N6A HAX 7 HAX N7A AN7 N 0 1 Y N N 17.856 -10.468 11.007 4.693 0.952 -4.427 N7A HAX 8 HAX C8A AC8 C 0 1 Y N N 17.058 -11.362 11.580 3.423 0.669 -4.412 C8A HAX 9 HAX N9A AN9 N 0 1 Y N N 17.085 -11.285 12.943 2.896 0.825 -5.660 N9A HAX 10 HAX C1B AC1* C 0 1 N N R 16.174 -12.042 13.769 1.501 0.601 -6.046 C1B HAX 11 HAX C2B AC2* C 0 1 N N R 14.755 -11.773 13.297 1.258 -0.891 -6.387 C2B HAX 12 HAX O2B AO2* O 0 1 N N N 14.298 -10.530 13.759 1.578 -1.160 -7.754 O2B HAX 13 HAX C3B AC3* C 0 1 N N S 14.055 -12.935 13.978 -0.265 -1.038 -6.137 C3B HAX 14 HAX O3B AO3* O 0 1 N N N 13.964 -12.698 15.400 -0.986 -0.936 -7.366 O3B HAX 15 HAX P3B AP3* P 0 1 N N N 12.652 -13.129 16.230 -1.814 -2.306 -7.535 P3B HAX 16 HAX O7A AO7 O 0 1 N N N 11.497 -12.461 15.573 -2.742 -2.465 -6.393 O7A HAX 17 HAX O8A AO8 O 0 1 N N N 12.942 -12.922 17.681 -2.655 -2.260 -8.907 O8A HAX 18 HAX O9A AO9 O 0 1 N N N 12.555 -14.594 15.971 -0.792 -3.550 -7.573 O9A HAX 19 HAX C4B AC4* C 0 1 N N R 15.028 -14.076 13.690 -0.605 0.140 -5.204 C4B HAX 20 HAX O4B AO4* O 0 1 N N N 16.311 -13.415 13.510 0.619 0.838 -4.928 O4B HAX 21 HAX C5B AC5* C 0 1 N N N 14.723 -14.841 12.426 -1.209 -0.385 -3.900 C5B HAX 22 HAX O5B AO5* O 0 1 N N N 14.405 -13.904 11.418 -1.515 0.713 -3.040 O5B HAX 23 HAX P1A AP1 P 0 1 N N S 14.751 -14.301 9.900 -2.144 0.089 -1.695 P1A HAX 24 HAX O1A AO1 O 0 1 N N N 13.868 -15.446 9.534 -1.157 -0.814 -1.062 O1A HAX 25 HAX O2A AO2 O 0 1 N N N 16.221 -14.476 9.834 -3.475 -0.739 -2.058 O2A HAX 26 HAX O3A AO3 O 0 1 N N N 14.489 -12.911 9.104 -2.514 1.278 -0.674 O3A HAX 27 HAX P2A AP2 P 0 1 N N S 13.065 -12.625 8.372 -3.133 0.587 0.640 P2A HAX 28 HAX O4A AO4 O 0 1 N N N 13.029 -13.343 7.056 -4.342 -0.182 0.270 O4A HAX 29 HAX O5A AO5 O 0 1 N N N 11.938 -12.695 9.340 -2.043 -0.404 1.289 O5A HAX 30 HAX O6A AO6 O 0 1 N N N 13.290 -11.026 8.122 -3.528 1.724 1.709 O6A HAX 31 HAX CBP PC11 C 0 1 N N N 14.774 -9.203 7.589 -4.466 2.080 3.908 CBP HAX 32 HAX CCP PC12 C 0 1 N N N 14.315 -10.602 7.222 -4.069 1.051 2.848 CCP HAX 33 HAX CDP PC13 C 0 1 N N N 15.521 -8.592 6.372 -3.233 2.881 4.328 CDP HAX 34 HAX CEP PC14 C 0 1 N N N 13.538 -8.370 7.960 -5.518 3.028 3.329 CEP HAX 35 HAX CAP PC10 C 0 1 N N R 15.707 -9.314 8.784 -5.046 1.359 5.127 CAP HAX 36 HAX OAP PO10 O 0 1 N N N 16.919 -9.948 8.376 -6.273 0.722 4.765 OAP HAX 37 HAX C9P PC9 C 0 1 N N N 16.039 -7.953 9.370 -4.065 0.322 5.610 C9P HAX 38 HAX O9P PO9 O 0 1 N N N 15.307 -7.436 10.231 -4.306 -0.857 5.459 O9P HAX 39 HAX N8P PN8 N 0 1 N N N 17.162 -7.416 8.931 -2.920 0.704 6.209 N8P HAX 40 HAX C7P PC7 C 0 1 N N N 17.612 -6.100 9.383 -2.005 -0.302 6.751 C7P HAX 41 HAX C6P PC6 C 0 1 N N N 16.856 -5.005 8.634 -0.791 0.391 7.372 C6P HAX 42 HAX C5P PC5 C 0 1 N N N 17.333 -4.819 7.175 0.149 -0.644 7.929 C5P HAX 43 HAX O5P PO5 O 0 1 N N N 18.541 -4.825 6.898 -0.123 -1.822 7.839 O5P HAX 44 HAX N4P PN4 N 0 1 N N N 16.353 -4.635 6.254 1.294 -0.262 8.528 N4P HAX 45 HAX C3P PC3 C 0 1 N N N 16.640 -4.410 4.838 2.210 -1.269 9.070 C3P HAX 46 HAX C2P PC2 C 0 1 N N N 16.558 -5.715 4.037 3.423 -0.574 9.691 C2P HAX 47 HAX C1 C1 C 0 1 N N N 16.643 -5.622 2.491 4.379 -1.627 10.257 C1 HAX 48 HAX C2 C2 C 0 1 N N N 15.604 -4.663 1.917 5.574 -0.942 10.869 C2 HAX 49 HAX O2 O2 O 0 1 N N N 14.373 -4.895 1.956 5.654 0.267 10.854 O2 HAX 50 HAX N2 N2 N 0 1 N N N 16.090 -3.539 1.349 6.555 -1.675 11.433 N2 HAX 51 HAX OH OH O 0 1 N N N 15.214 -2.674 0.873 7.678 -1.032 12.007 OH HAX 52 HAX H2A AH2 H 0 1 N N N 19.236 -8.227 15.425 5.204 2.139 -9.350 H2A HAX 53 HAX H61A AH61 H 0 0 N N N 19.559 -8.357 10.184 8.258 2.073 -5.964 H61A HAX 54 HAX H62A AH62 H 0 0 N N N 20.765 -7.861 11.220 7.420 1.589 -4.591 H62A HAX 55 HAX H8A AH8 H 0 1 N N N 16.451 -12.076 10.998 2.867 0.356 -3.540 H8A HAX 56 HAX H1B AH1* H 0 1 N N N 16.378 -11.766 14.830 1.231 1.236 -6.890 H1B HAX 57 HAX H2B AH2* H 0 1 N N N 14.606 -11.715 12.193 1.828 -1.539 -5.722 H2B HAX 58 HAX HO2A AHO2 H 0 0 N N N 13.410 -10.361 13.463 2.518 -0.962 -7.866 HO2A HAX 59 HAX H3B AH3* H 0 1 N N N 13.012 -13.118 13.628 -0.481 -1.987 -5.646 H3B HAX 60 HAX HOA8 8HOA H 0 0 N N N 12.168 -13.176 18.170 -3.135 -3.097 -8.969 HOA8 HAX 61 HAX HOA9 9HOA H 0 0 N N N 11.781 -14.848 16.460 -0.207 -3.407 -8.329 HOA9 HAX 62 HAX H4B AH4* H 0 1 N N N 14.982 -14.820 14.518 -1.311 0.810 -5.696 H4B HAX 63 HAX H51A AH51 H 0 0 N N N 15.546 -15.531 12.129 -0.494 -1.044 -3.408 H51A HAX 64 HAX H52A AH52 H 0 0 N N N 13.928 -15.610 12.567 -2.122 -0.940 -4.120 H52A HAX 65 HAX HOA2 2HOA H 0 0 N N N 16.425 -14.710 8.936 -4.090 -0.114 -2.467 HOA2 HAX 66 HAX HOA5 5HOA H 0 0 N N N 11.106 -12.528 8.912 -1.274 0.135 1.515 HOA5 HAX 67 HAX H121 1H12 H 0 0 N N N 15.163 -11.324 7.181 -3.320 0.375 3.260 H121 HAX 68 HAX H122 2H12 H 0 0 N N N 13.993 -10.671 6.156 -4.948 0.479 2.548 H122 HAX 69 HAX H131 1H13 H 0 0 N N N 15.858 -7.564 6.641 -2.438 2.197 4.624 H131 HAX 70 HAX H132 2H13 H 0 0 N N N 16.358 -9.237 6.016 -2.893 3.491 3.491 H132 HAX 71 HAX H133 3H13 H 0 0 N N N 14.907 -8.610 5.441 -3.488 3.527 5.168 H133 HAX 72 HAX H141 1H14 H 0 0 N N N 13.875 -7.342 8.229 -6.422 2.467 3.092 H141 HAX 73 HAX H142 2H14 H 0 0 N N N 12.763 -8.370 7.157 -5.752 3.802 4.060 H142 HAX 74 HAX H143 3H14 H 0 0 N N N 12.925 -8.844 8.762 -5.129 3.491 2.421 H143 HAX 75 HAX H10 H10 H 0 1 N N N 15.188 -9.913 9.567 -5.232 2.081 5.921 H10 HAX 76 HAX HO1 HO1 H 0 1 N N N 17.502 -10.017 9.122 -6.064 0.093 4.061 HO1 HAX 77 HAX HN8 HN8 H 0 1 N N N 17.666 -7.999 8.263 -2.702 1.646 6.281 HN8 HAX 78 HAX H71 1H7 H 0 1 N N N 17.526 -5.985 10.488 -2.519 -0.887 7.514 H71 HAX 79 HAX H72 2H7 H 0 1 N N N 18.717 -5.982 9.292 -1.675 -0.962 5.949 H72 HAX 80 HAX H61 1H6 H 0 1 N N N 15.756 -5.187 8.670 -0.277 0.976 6.609 H61 HAX 81 HAX H62 2H6 H 0 1 N N N 16.901 -4.040 9.191 -1.121 1.051 8.174 H62 HAX 82 HAX HN4 HN4 H 0 1 N N N 15.403 -4.665 6.625 1.513 0.680 8.601 HN4 HAX 83 HAX H31 1H3 H 0 1 N N N 15.977 -3.623 4.406 1.696 -1.854 9.833 H31 HAX 84 HAX H32 2H3 H 0 1 N N N 17.623 -3.904 4.695 2.540 -1.929 8.268 H32 HAX 85 HAX H21 1H2 H 0 1 N N N 17.338 -6.420 4.405 3.937 0.009 8.928 H21 HAX 86 HAX H22 2H2 H 0 1 N N N 15.628 -6.261 4.320 3.093 0.085 10.493 H22 HAX 87 HAX H11 1H1 H 0 1 N N N 17.671 -5.349 2.158 3.865 -2.211 11.020 H11 HAX 88 HAX H12 2H1 H 0 1 N N N 16.566 -6.630 2.020 4.709 -2.286 9.455 H12 HAX 89 HAX HN2 HN2 H 0 1 N N N 17.089 -3.348 1.281 6.491 -2.643 11.445 HN2 HAX 90 HAX HO HO H 0 1 N N N 15.556 -1.883 0.473 8.253 -1.729 12.351 HO HAX 91 # 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 HAX N1A C2A SING Y N 1 HAX N1A C6A DOUB Y N 2 HAX C2A N3A DOUB Y N 3 HAX C2A H2A SING N N 4 HAX N3A C4A SING Y N 5 HAX C4A C5A DOUB Y N 6 HAX C4A N9A SING Y N 7 HAX C5A C6A SING Y N 8 HAX C5A N7A SING Y N 9 HAX C6A N6A SING N N 10 HAX N6A H61A SING N N 11 HAX N6A H62A SING N N 12 HAX N7A C8A DOUB Y N 13 HAX C8A N9A SING Y N 14 HAX C8A H8A SING N N 15 HAX N9A C1B SING N N 16 HAX C1B C2B SING N N 17 HAX C1B O4B SING N N 18 HAX C1B H1B SING N N 19 HAX C2B O2B SING N N 20 HAX C2B C3B SING N N 21 HAX C2B H2B SING N N 22 HAX O2B HO2A SING N N 23 HAX C3B O3B SING N N 24 HAX C3B C4B SING N N 25 HAX C3B H3B SING N N 26 HAX O3B P3B SING N N 27 HAX P3B O7A DOUB N N 28 HAX P3B O8A SING N N 29 HAX P3B O9A SING N N 30 HAX O8A HOA8 SING N N 31 HAX O9A HOA9 SING N N 32 HAX C4B O4B SING N N 33 HAX C4B C5B SING N N 34 HAX C4B H4B SING N N 35 HAX C5B O5B SING N N 36 HAX C5B H51A SING N N 37 HAX C5B H52A SING N N 38 HAX O5B P1A SING N N 39 HAX P1A O1A DOUB N N 40 HAX P1A O2A SING N N 41 HAX P1A O3A SING N N 42 HAX O2A HOA2 SING N N 43 HAX O3A P2A SING N N 44 HAX P2A O4A DOUB N N 45 HAX P2A O5A SING N N 46 HAX P2A O6A SING N N 47 HAX O5A HOA5 SING N N 48 HAX O6A CCP SING N N 49 HAX CBP CCP SING N N 50 HAX CBP CDP SING N N 51 HAX CBP CEP SING N N 52 HAX CBP CAP SING N N 53 HAX CCP H121 SING N N 54 HAX CCP H122 SING N N 55 HAX CDP H131 SING N N 56 HAX CDP H132 SING N N 57 HAX CDP H133 SING N N 58 HAX CEP H141 SING N N 59 HAX CEP H142 SING N N 60 HAX CEP H143 SING N N 61 HAX CAP OAP SING N N 62 HAX CAP C9P SING N N 63 HAX CAP H10 SING N N 64 HAX OAP HO1 SING N N 65 HAX C9P O9P DOUB N N 66 HAX C9P N8P SING N N 67 HAX N8P C7P SING N N 68 HAX N8P HN8 SING N N 69 HAX C7P C6P SING N N 70 HAX C7P H71 SING N N 71 HAX C7P H72 SING N N 72 HAX C6P C5P SING N N 73 HAX C6P H61 SING N N 74 HAX C6P H62 SING N N 75 HAX C5P O5P DOUB N N 76 HAX C5P N4P SING N N 77 HAX N4P C3P SING N N 78 HAX N4P HN4 SING N N 79 HAX C3P C2P SING N N 80 HAX C3P H31 SING N N 81 HAX C3P H32 SING N N 82 HAX C2P C1 SING N N 83 HAX C2P H21 SING N N 84 HAX C2P H22 SING N N 85 HAX C1 C2 SING N N 86 HAX C1 H11 SING N N 87 HAX C1 H12 SING N N 88 HAX C2 O2 DOUB N N 89 HAX C2 N2 SING N N 90 HAX N2 OH SING N N 91 HAX N2 HN2 SING N N 92 HAX OH HO 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 HAX SMILES ACDLabs 10.04 "O=C(NO)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" HAX SMILES_CANONICAL CACTVS 3.341 "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)NCCCC(=O)NO" HAX SMILES CACTVS 3.341 "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)NCCCC(=O)NO" HAX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "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)NCCCC(=O)NO)O" HAX SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCCC(=O)NO)O" HAX InChI InChI 1.03 ;InChI=1S/C23H39N8O18P3/c1-23(2,18(35)21(36)26-7-5-13(32)25-6-3-4-14(33)30-37)9-46-52(43,44)49-51(41,42)45-8-12-17(48-50(38,39)40)16(34)22(47-12)31-11-29-15-19(24)27-10-28-20(15)31/h10-12,16-18,22,34-35,37H,3-9H2,1-2H3,(H,25,32)(H,26,36)(H,30,33)(H,41,42)(H,43,44)(H2,24,27,28)(H2,38,39,40)/t12-,16-,17-,18+,22-/m1/s1 ; HAX InChIKey InChI 1.03 UCBQLSAQGRRAIX-GRFIIANRSA-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 HAX "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-4-[(3-{[4-(hydroxyamino)-4-oxobutyl]amino}-3-oxopropyl)amino]-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate (non-preferred name)" HAX "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-4-[[3-[[4-(hydroxyamino)-4-oxo-butyl]amino]-3-oxo-propyl]amino]-2,2-dimethyl-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 HAX "Create component" 1999-07-08 RCSB HAX "Modify descriptor" 2011-06-04 RCSB #