data_ETB
# 
_chem_comp.id                                    ETB 
_chem_comp.name                                  "Ethyl Coenzyme A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H34 N7 O16 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[(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-(methylamino)-3-oxopropyl]amino}-4-oxobutyl dihydrogen diphosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        721.443 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ETB 
_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        3B30 
_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 
ETB N1A  N1A  N 0 1 Y N N -23.285 -42.844 -40.695 7.544   -5.226 1.546  N1A  ETB 1  
ETB C2A  C2A  C 0 1 Y N N -22.555 -41.913 -40.055 7.629   -4.047 2.135  C2A  ETB 2  
ETB N3A  N3A  N 0 1 Y N N -23.116 -41.018 -39.234 6.893   -3.019 1.767  N3A  ETB 3  
ETB C4A  C4A  C 0 1 Y N N -24.412 -41.045 -39.000 6.022   -3.132 0.769  C4A  ETB 4  
ETB C5A  C5A  C 0 1 Y N N -25.184 -41.965 -39.638 5.895   -4.366 0.110  C5A  ETB 5  
ETB C6A  C6A  C 0 1 Y N N -24.613 -42.886 -40.521 6.701   -5.434 0.540  C6A  ETB 6  
ETB N6A  N6A  N 0 1 N N N -25.330 -43.703 -41.255 6.620   -6.673 -0.071 N6A  ETB 7  
ETB N7A  N7A  N 0 1 Y N N -26.414 -41.732 -39.263 4.953   -4.210 -0.851 N7A  ETB 8  
ETB C8A  C8A  C 0 1 Y N N -26.450 -40.705 -38.426 4.505   -2.989 -0.824 C8A  ETB 9  
ETB N9A  N9A  N 0 1 Y N N -25.204 -40.264 -38.265 5.134   -2.283 0.158  N9A  ETB 10 
ETB C1B  C1B  C 0 1 N N R -24.755 -39.113 -37.519 4.903   -0.878 0.500  C1B  ETB 11 
ETB C2B  C2B  C 0 1 N N R -25.191 -37.813 -38.145 5.876   0.033  -0.282 C2B  ETB 12 
ETB O2B  O2B  O 0 1 N N N -24.489 -37.502 -39.267 6.990   0.393  0.536  O2B  ETB 13 
ETB C3B  C3B  C 0 1 N N S -25.058 -36.863 -36.987 5.030   1.279  -0.625 C3B  ETB 14 
ETB O3B  O3B  O 0 1 N N N -23.735 -36.535 -36.883 5.597   2.448  -0.029 O3B  ETB 15 
ETB P3B  P3B  P 0 1 N N N -23.185 -35.128 -36.818 6.065   3.729  -0.885 P3B  ETB 16 
ETB O7A  O7A  O 0 1 N N N -23.247 -34.772 -38.124 7.026   3.302  -1.926 O7A  ETB 17 
ETB O8A  O8A  O 0 1 N N N -24.034 -34.276 -36.109 4.782   4.407  -1.582 O8A  ETB 18 
ETB O9A  O9A  O 0 1 N N N -21.865 -35.213 -36.308 6.772   4.797  0.091  O9A  ETB 19 
ETB C4B  C4B  C 0 1 N N R -25.373 -37.766 -35.848 3.646   0.975  -0.010 C4B  ETB 20 
ETB O4B  O4B  O 0 1 N N N -25.318 -39.069 -36.269 3.587   -0.466 0.071  O4B  ETB 21 
ETB C5B  C5B  C 0 1 N N N -26.737 -37.427 -35.325 2.532   1.505  -0.915 C5B  ETB 22 
ETB O5B  O5B  O 0 1 N N N -27.092 -38.225 -34.279 1.268   1.318  -0.275 O5B  ETB 23 
ETB P1A  P1A  P 0 1 N N R -28.176 -37.832 -33.247 -0.127  1.761  -0.944 P1A  ETB 24 
ETB O1A  O1A  O 0 1 N N N -28.126 -38.959 -32.341 -0.391  0.884  -2.268 O1A  ETB 25 
ETB O2A  O2A  O 0 1 N N N -29.460 -37.645 -33.870 -0.068  3.195  -1.306 O2A  ETB 26 
ETB O3A  O3A  O 0 1 N N N -27.874 -36.445 -32.620 -1.325  1.522  0.105  O3A  ETB 27 
ETB P2A  P2A  P 0 1 N N R -26.702 -35.960 -31.763 -2.854  2.019  0.190  P2A  ETB 28 
ETB O4A  O4A  O 0 1 N N N -26.394 -34.736 -32.337 -3.494  1.874  -1.137 O4A  ETB 29 
ETB O5A  O5A  O 0 1 N N N -25.725 -36.936 -31.702 -2.892  3.565  0.638  O5A  ETB 30 
ETB O6A  O6A  O 0 1 N N N -27.278 -35.751 -30.349 -3.649  1.128  1.269  O6A  ETB 31 
ETB CBP  CBP  C 0 1 N N N -28.556 -36.132 -28.416 -5.484  0.264  2.584  CBP  ETB 32 
ETB CCP  CCP  C 0 1 N N N -27.777 -36.767 -29.567 -5.054  1.254  1.499  CCP  ETB 33 
ETB CDP  CDP  C 0 1 N N N -28.862 -37.226 -27.460 -5.168  -1.161 2.127  CDP  ETB 34 
ETB CEP  CEP  C 0 1 N N N -27.851 -35.050 -27.642 -4.726  0.565  3.878  CEP  ETB 35 
ETB CAP  CAP  C 0 1 N N R -29.793 -35.467 -29.000 -6.988  0.399  2.830  CAP  ETB 36 
ETB OAP  OAP  O 0 1 N N N -30.500 -36.331 -29.777 -7.267  1.688  3.381  OAP  ETB 37 
ETB C9P  C9P  C 0 1 N N N -30.630 -34.864 -27.918 -7.727  0.240  1.526  C9P  ETB 38 
ETB O9P  O9P  O 0 1 N N N -31.556 -35.676 -27.402 -8.262  1.199  1.011  O9P  ETB 39 
ETB N8P  N8P  N 0 1 N N N -30.360 -33.646 -27.507 -7.793  -0.968 0.932  N8P  ETB 40 
ETB C7P  C7P  C 0 1 N N N -31.150 -32.864 -26.613 -8.420  -1.103 -0.385 C7P  ETB 41 
ETB C6P  C6P  C 0 1 N N N -30.997 -33.153 -25.136 -8.363  -2.566 -0.830 C6P  ETB 42 
ETB C5P  C5P  C 0 1 N N N -31.937 -32.313 -24.302 -9.008  -2.705 -2.184 C5P  ETB 43 
ETB O5P  O5P  O 0 1 N N N -33.164 -32.203 -24.519 -9.467  -1.730 -2.740 O5P  ETB 44 
ETB N4P  N4P  N 0 1 N N N -31.349 -31.669 -23.357 -9.073  -3.913 -2.779 N4P  ETB 45 
ETB C3P  C3P  C 0 1 N N N -31.969 -31.433 -22.091 -9.700  -4.048 -4.096 C3P  ETB 46 
ETB H2A  H2A  H 0 1 N N N -21.486 -41.887 -40.208 8.327   -3.921 2.949  H2A  ETB 47 
ETB H6A1 1H6A H 0 0 N N N -25.512 -43.281 -42.143 7.182   -7.402 0.235  H6A1 ETB 48 
ETB H6A2 2H6A H 0 0 N N N -24.828 -44.558 -41.389 6.001   -6.812 -0.804 H6A2 ETB 49 
ETB H8A  H8A  H 0 1 N N N -27.334 -40.298 -37.957 3.747   -2.592 -1.484 H8A  ETB 50 
ETB H1B  H1B  H 0 1 N N N -23.660 -39.218 -37.496 5.017   -0.725 1.573  H1B  ETB 51 
ETB H2B  H2B  H 0 1 N N N -26.211 -37.811 -38.556 6.213   -0.462 -1.193 H2B  ETB 52 
ETB HO2B HO2B H 0 0 N N N -25.084 -37.429 -40.004 7.522   -0.359 0.830  HO2B ETB 53 
ETB H3B  H3B  H 0 1 N N N -25.668 -35.950 -37.053 4.951   1.402  -1.705 H3B  ETB 54 
ETB HO8A HO8A H 0 0 N N N -24.227 -34.655 -35.260 4.110   4.711  -0.958 HO8A ETB 55 
ETB HO9A HO9A H 0 0 N N N -21.247 -35.232 -37.029 7.080   5.596  -0.357 HO9A ETB 56 
ETB H4B  H4B  H 0 1 N N N -24.639 -37.635 -35.039 3.568   1.416  0.984  H4B  ETB 57 
ETB H5B1 1H5B H 0 0 N N N -26.734 -36.381 -34.985 2.691   2.567  -1.103 H5B1 ETB 58 
ETB H5B2 2H5B H 0 0 N N N -27.463 -37.582 -36.136 2.544   0.963  -1.861 H5B2 ETB 59 
ETB HO1A HO1A H 0 0 N N N -28.115 -39.767 -32.840 -0.442  -0.068 -2.106 HO1A ETB 60 
ETB HO5A HO5A H 0 0 N N N -25.445 -37.160 -32.582 -2.489  3.734  1.500  HO5A ETB 61 
ETB HCP1 1HCP H 0 0 N N N -28.442 -37.409 -30.163 -5.279  2.270  1.824  HCP1 ETB 62 
ETB HCP2 2HCP H 0 0 N N N -26.957 -37.389 -29.178 -5.594  1.040  0.577  HCP2 ETB 63 
ETB HDP1 1HDP H 0 0 N N N -28.938 -38.179 -28.004 -5.559  -1.871 2.856  HDP1 ETB 64 
ETB HDP2 2HDP H 0 0 N N N -28.059 -37.294 -26.712 -5.632  -1.344 1.158  HDP2 ETB 65 
ETB HDP3 3HDP H 0 0 N N N -29.817 -37.015 -26.956 -4.089  -1.285 2.043  HDP3 ETB 66 
ETB HEP1 1HEP H 0 0 N N N -27.679 -35.389 -26.610 -3.667  0.353  3.737  HEP1 ETB 67 
ETB HEP2 2HEP H 0 0 N N N -26.886 -34.827 -28.120 -4.855  1.616  4.139  HEP2 ETB 68 
ETB HEP3 3HEP H 0 0 N N N -28.473 -34.143 -27.631 -5.118  -0.059 4.682  HEP3 ETB 69 
ETB HAP  HAP  H 0 1 N N N -29.467 -34.647 -29.657 -7.313  -0.372 3.528  HAP  ETB 70 
ETB HOAP HOAP H 0 0 N N N -30.665 -35.934 -30.624 -7.003  2.424  2.812  HOAP ETB 71 
ETB HN8P HN8P H 0 0 N N N -29.521 -33.227 -27.854 -7.425  -1.747 1.376  HN8P ETB 72 
ETB H7P1 1H7P H 0 0 N N N -30.868 -31.812 -26.768 -9.459  -0.781 -0.328 H7P1 ETB 73 
ETB H7P2 2H7P H 0 0 N N N -32.194 -33.113 -26.853 -7.887  -0.483 -1.107 H7P2 ETB 74 
ETB H6P1 1H6P H 0 0 N N N -31.221 -34.215 -24.959 -7.323  -2.888 -0.887 H6P1 ETB 75 
ETB H6P2 2H6P H 0 0 N N N -29.965 -32.909 -24.843 -8.896  -3.185 -0.108 H6P2 ETB 76 
ETB HN4P HN4P H 0 0 N N N -30.425 -31.321 -23.513 -8.706  -4.693 -2.334 HN4P ETB 77 
ETB H3P1 1H3P H 0 0 N N N -31.197 -31.372 -21.310 -10.740 -3.726 -4.038 H3P1 ETB 78 
ETB H3P2 2H3P H 0 0 N N N -32.528 -30.487 -22.128 -9.167  -3.428 -4.817 H3P2 ETB 79 
ETB H3P3 3H3P H 0 0 N N N -32.659 -32.259 -21.861 -9.660  -5.090 -4.412 H3P3 ETB 80 
# 
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 
ETB N6A C6A  SING Y N 1  
ETB N1A C6A  DOUB Y N 2  
ETB N1A C2A  SING Y N 3  
ETB C6A C5A  SING N N 4  
ETB C2A N3A  DOUB Y N 5  
ETB C5A N7A  SING Y N 6  
ETB C5A C4A  DOUB Y N 7  
ETB O2B C2B  SING Y N 8  
ETB N7A C8A  DOUB Y N 9  
ETB N3A C4A  SING N N 10 
ETB C4A N9A  SING N N 11 
ETB C8A N9A  SING N N 12 
ETB N9A C1B  SING Y N 13 
ETB C2B C1B  SING Y N 14 
ETB C2B C3B  SING N N 15 
ETB O7A P3B  DOUB N N 16 
ETB C1B O4B  SING N N 17 
ETB C3B O3B  SING N N 18 
ETB C3B C4B  SING N N 19 
ETB O3B P3B  SING N N 20 
ETB P3B O9A  SING N N 21 
ETB P3B O8A  SING N N 22 
ETB O4B C4B  SING N N 23 
ETB C4B C5B  SING N N 24 
ETB C5B O5B  SING N N 25 
ETB O5B P1A  SING N N 26 
ETB O2A P1A  DOUB N N 27 
ETB P1A O3A  SING N N 28 
ETB P1A O1A  SING N N 29 
ETB O3A P2A  SING N N 30 
ETB O4A P2A  DOUB N N 31 
ETB P2A O5A  SING N N 32 
ETB P2A O6A  SING N N 33 
ETB O6A CCP  SING N N 34 
ETB OAP CAP  SING N N 35 
ETB CCP CBP  SING N N 36 
ETB CAP CBP  SING N N 37 
ETB CAP C9P  SING N N 38 
ETB CBP CEP  SING N N 39 
ETB CBP CDP  SING N N 40 
ETB C9P N8P  SING N N 41 
ETB C9P O9P  DOUB N N 42 
ETB N8P C7P  SING N N 43 
ETB C7P C6P  SING N N 44 
ETB C6P C5P  SING N N 45 
ETB O5P C5P  DOUB N N 46 
ETB C5P N4P  SING N N 47 
ETB N4P C3P  SING N N 48 
ETB C2A H2A  SING N N 49 
ETB N6A H6A1 SING N N 50 
ETB N6A H6A2 SING N N 51 
ETB C8A H8A  SING N N 52 
ETB C1B H1B  SING N N 53 
ETB C2B H2B  SING N N 54 
ETB O2B HO2B SING N N 55 
ETB C3B H3B  SING N N 56 
ETB O8A HO8A SING N N 57 
ETB O9A HO9A SING N N 58 
ETB C4B H4B  SING N N 59 
ETB C5B H5B1 SING N N 60 
ETB C5B H5B2 SING N N 61 
ETB O1A HO1A SING N N 62 
ETB O5A HO5A SING N N 63 
ETB CCP HCP1 SING N N 64 
ETB CCP HCP2 SING N N 65 
ETB CDP HDP1 SING N N 66 
ETB CDP HDP2 SING N N 67 
ETB CDP HDP3 SING N N 68 
ETB CEP HEP1 SING N N 69 
ETB CEP HEP2 SING N N 70 
ETB CEP HEP3 SING N N 71 
ETB CAP HAP  SING N N 72 
ETB OAP HOAP SING N N 73 
ETB N8P HN8P SING N N 74 
ETB C7P H7P1 SING N N 75 
ETB C7P H7P2 SING N N 76 
ETB C6P H6P1 SING N N 77 
ETB C6P H6P2 SING N N 78 
ETB N4P HN4P SING N N 79 
ETB C3P H3P1 SING N N 80 
ETB C3P H3P2 SING N N 81 
ETB C3P H3P3 SING N N 82 
# 
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 
ETB SMILES           ACDLabs              10.04 O=C(NC)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
ETB InChI            InChI                1.02b 
;InChI=1/C20H34N7O16P3/c1-20(2,15(30)18(31)23-5-4-11(28)22-3)7-40-46(37,38)43-45(35,36)39-6-10-14(42-44(32,33)34)13(29)19(41-10)27-9-26-12-16(21)24-8-25-17(12)27/h8-10,13-15,19,29-30H,4-7H2,1-3H3,(H,22,28)(H,23,31)(H,35,36)(H,37,38)(H2,21,24,25)(H2,32,33,34)/t10-,13-,14-,15+,19-/m1/s1/f/h22-23,32-33,35,37H,21H2
;
ETB InChIKey         InChI                1.02b SJVFOTSCUDUYRA-YILMDRMWDJ 
ETB SMILES_CANONICAL CACTVS               3.341 CNC(=O)CCNC(=O)[C@H](O)C(C)(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 
ETB SMILES           CACTVS               3.341 CNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
ETB 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)NC)O 
ETB 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)NC)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 
ETB "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-(methylamino)-3-oxopropyl]amino}-4-oxobutyl dihydrogen diphosphate (non-preferred name)" 
ETB "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-methylamino-3-oxo-propyl)amino]-4-oxo-butoxy]phosphoryl] hydrogen phosphate" 
# 
