data_4CA # _chem_comp.id 4CA _chem_comp.name "4-HYDROXYBENZYL COENZYME A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H42 N7 O17 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-05-13 _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 873.656 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4CA _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 1Q4U _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 4CA N1A AN1 N 0 1 Y N N 87.939 21.244 20.322 6.325 7.836 -1.014 N1A 4CA 1 4CA C2A AC2 C 0 1 Y N N 86.763 21.456 20.988 7.329 7.013 -1.256 C2A 4CA 2 4CA N3A AN3 N 0 1 Y N N 86.495 22.242 22.003 7.220 5.707 -1.122 N3A 4CA 3 4CA C4A AC4 C 0 1 Y N N 87.590 22.905 22.402 6.076 5.160 -0.726 C4A 4CA 4 4CA C5A AC5 C 0 1 Y N N 88.849 22.814 21.861 4.976 5.993 -0.462 C5A 4CA 5 4CA C6A AC6 C 0 1 Y N N 89.029 21.932 20.765 5.141 7.380 -0.619 C6A 4CA 6 4CA N6A AN6 N 0 1 N N N 90.188 21.764 20.158 4.095 8.250 -0.368 N6A 4CA 7 4CA N7A AN7 N 0 1 Y N N 89.743 23.623 22.542 3.949 5.192 -0.088 N7A 4CA 8 4CA C8A AC8 C 0 1 Y N N 88.982 24.217 23.476 4.338 3.951 -0.111 C8A 4CA 9 4CA N9A AN9 N 0 1 Y N N 87.690 23.803 23.426 5.642 3.878 -0.502 N9A 4CA 10 4CA C1D AC1* C 0 1 N N R 86.608 24.177 24.281 6.436 2.656 -0.648 C1D 4CA 11 4CA C2D AC2* C 0 1 N N R 86.368 23.102 25.307 7.165 2.312 0.675 C2D 4CA 12 4CA O2D AO2* O 0 1 N N N 84.994 23.163 25.629 8.416 2.998 0.761 O2D 4CA 13 4CA C3D AC3* C 0 1 N N S 87.138 23.585 26.524 7.382 0.782 0.540 C3D 4CA 14 4CA O3D AO3* O 0 1 N N N 86.567 23.193 27.761 8.704 0.504 0.073 O3D 4CA 15 4CA P3D AP3* P 0 1 N N N 87.333 21.788 28.150 9.404 -0.425 1.187 P3D 4CA 16 4CA O7A AO7 O 0 1 N N N 86.783 20.615 27.344 8.565 -1.619 1.432 O7A 4CA 17 4CA O8A AO8 O 0 1 N N N 88.797 21.854 27.881 10.855 -0.887 0.665 O8A 4CA 18 4CA O9A AO9 O 0 1 N N N 87.074 21.640 29.627 9.566 0.408 2.555 O9A 4CA 19 4CA C4D AC4* C 0 1 N N R 86.997 25.090 26.383 6.332 0.347 -0.501 C4D 4CA 20 4CA O4D AO4* O 0 1 N N N 87.004 25.308 24.958 5.578 1.515 -0.866 O4D 4CA 21 4CA C5D AC5* C 0 1 N N N 88.131 25.895 26.973 5.401 -0.704 0.108 C5D 4CA 22 4CA O5D AO5* O 0 1 N N N 89.380 25.322 26.522 4.502 -1.181 -0.895 O5D 4CA 23 4CA P1A AP1 P 0 1 N N S 90.708 26.196 26.687 3.558 -2.278 -0.189 P1A 4CA 24 4CA O1A AO1 O 0 1 N N N 91.674 25.774 25.612 2.908 -1.678 0.998 O1A 4CA 25 4CA O2A AO2 O 0 1 N N N 91.318 26.017 28.001 4.448 -3.539 0.266 O2A 4CA 26 4CA O3A AO3 O 0 1 N N N 90.377 27.693 26.544 2.430 -2.764 -1.230 O3A 4CA 27 4CA P2A AP2 P 0 1 N N S 91.027 28.591 25.330 1.241 -3.413 -0.359 P2A 4CA 28 4CA O4A AO4 O 0 1 N N N 90.580 30.018 25.515 1.818 -4.206 0.749 O4A 4CA 29 4CA O5A AO5 O 0 1 N N N 92.504 28.577 25.411 0.317 -2.241 0.245 O5A 4CA 30 4CA O6A AO6 O 0 1 N N N 90.569 27.851 23.947 0.349 -4.371 -1.297 O6A 4CA 31 4CA CBP PC11 C 0 1 N N N 88.799 28.552 22.374 -1.494 -5.933 -1.280 CBP 4CA 32 4CA CCP PC12 C 0 1 N N N 90.227 28.766 22.897 -0.609 -5.004 -0.447 CCP 4CA 33 4CA CDP PC13 C 0 1 N N N 88.799 27.300 21.515 -2.222 -5.119 -2.352 CDP 4CA 34 4CA CEP PC14 C 0 1 N N N 88.361 29.779 21.560 -0.625 -6.998 -1.952 CEP 4CA 35 4CA CAP PC10 C 0 1 N N R 87.801 28.339 23.507 -2.520 -6.612 -0.371 CAP 4CA 36 4CA OAP PO10 O 0 1 N N N 87.845 29.505 24.338 -1.846 -7.472 0.549 OAP 4CA 37 4CA C9P PC9 C 0 1 N N N 86.368 28.194 22.932 -3.287 -5.562 0.392 C9P 4CA 38 4CA O9P PO9 O 0 1 N N N 86.012 27.157 22.365 -3.064 -5.386 1.572 O9P 4CA 39 4CA N8P PN8 N 0 1 N N N 85.415 29.297 23.085 -4.219 -4.819 -0.236 N8P 4CA 40 4CA C7P PC7 C 0 1 N N N 84.083 28.977 22.538 -4.982 -3.817 0.512 C7P 4CA 41 4CA C6P PC6 C 0 1 N N N 84.041 29.417 21.062 -5.967 -3.119 -0.428 C6P 4CA 42 4CA C5P PC5 C 0 1 N N N 82.590 29.407 20.558 -6.752 -2.088 0.341 C5P 4CA 43 4CA O5P PO5 O 0 1 N N N 81.782 28.636 21.053 -6.545 -1.928 1.525 O5P 4CA 44 4CA N4P PN4 N 0 1 N N N 82.227 30.302 19.428 -7.685 -1.345 -0.287 N4P 4CA 45 4CA C3P PC3 C 0 1 N N N 80.798 30.164 19.071 -8.448 -0.343 0.461 C3P 4CA 46 4CA C2P PC2 C 0 1 N N N 80.537 28.976 18.129 -9.432 0.355 -0.480 C2P 4CA 47 4CA S1P PS1 S 0 1 N N N 81.068 29.198 16.442 -10.378 1.596 0.446 S1P 4CA 48 4CA C1B BC1 C 0 1 N N N 79.899 30.170 15.476 -11.431 2.244 -0.881 C1B 4CA 49 4CA C2B BC2 C 0 1 Y N N 79.352 29.527 14.250 -12.330 3.321 -0.328 C2B 4CA 50 4CA C3B BC3 C 0 1 Y N N 78.110 29.937 13.740 -11.911 4.638 -0.332 C3B 4CA 51 4CA C4B BC4 C 0 1 Y N N 77.523 29.315 12.620 -12.732 5.627 0.174 C4B 4CA 52 4CA C5B BC5 C 0 1 Y N N 78.195 28.256 11.994 -13.978 5.297 0.686 C5B 4CA 53 4CA O2B BO2 O 0 1 N N N 77.653 27.679 10.885 -14.788 6.268 1.184 O2B 4CA 54 4CA C6B BC6 C 0 1 Y N N 79.431 27.814 12.510 -14.397 3.974 0.689 C6B 4CA 55 4CA C7B BC7 C 0 1 Y N N 80.014 28.452 13.628 -13.574 2.990 0.177 C7B 4CA 56 4CA H2A AH2 H 0 1 N N N 85.923 20.886 20.620 8.274 7.425 -1.575 H2A 4CA 57 4CA H61A AH61 H 0 0 N N N 91.044 22.221 20.399 3.235 7.905 -0.080 H61A 4CA 58 4CA H62A AH62 H 0 0 N N N 90.068 21.103 19.417 4.221 9.206 -0.480 H62A 4CA 59 4CA H8A AH8 H 0 1 N N N 89.355 24.941 24.185 3.719 3.103 0.142 H8A 4CA 60 4CA H1D AH1* H 0 1 N N N 85.695 24.336 23.688 7.151 2.759 -1.465 H1D 4CA 61 4CA H2D AH2* H 0 1 N N N 86.656 22.092 24.980 6.538 2.543 1.536 H2D 4CA 62 4CA HO2A AHO2 H 0 0 N N N 84.890 23.177 26.573 8.218 3.944 0.749 HO2A 4CA 63 4CA H3D AH3* H 0 1 N N N 88.161 23.180 26.546 7.202 0.286 1.493 H3D 4CA 64 4CA HOA8 8HOA H 0 0 N N N 88.947 21.868 26.943 11.239 -1.439 1.359 HOA8 4CA 65 4CA HOA9 9HOA H 0 0 N N N 87.902 21.609 30.093 10.118 1.175 2.352 HOA9 4CA 66 4CA H4D AH4* H 0 1 N N N 86.094 25.417 26.920 6.829 -0.063 -1.380 H4D 4CA 67 4CA H51A AH51 H 0 0 N N N 88.079 25.871 28.072 4.833 -0.258 0.923 H51A 4CA 68 4CA H52A AH52 H 0 0 N N N 88.059 26.941 26.641 5.993 -1.536 0.490 H52A 4CA 69 4CA HOA2 2HOA H 0 0 N N N 92.263 25.978 27.909 4.853 -3.899 -0.535 HOA2 4CA 70 4CA HOA5 5HOA H 0 0 N N N 92.870 28.574 24.534 -0.038 -1.749 -0.508 HOA5 4CA 71 4CA H121 1H12 H 0 0 N N N 90.921 28.593 22.061 -1.228 -4.245 0.031 H121 4CA 72 4CA H122 2H12 H 0 0 N N N 90.305 29.791 23.288 -0.091 -5.584 0.316 H122 4CA 73 4CA H131 1H13 H 0 0 N N N 87.901 26.705 21.735 -2.948 -5.754 -2.860 H131 4CA 74 4CA H132 2H13 H 0 0 N N N 89.697 26.704 21.735 -2.737 -4.281 -1.884 H132 4CA 75 4CA H133 3H13 H 0 0 N N N 88.799 27.584 20.452 -1.499 -4.743 -3.076 H133 4CA 76 4CA H141 1H14 H 0 0 N N N 87.395 29.572 21.075 0.146 -6.514 -2.551 H141 4CA 77 4CA H142 2H14 H 0 0 N N N 89.117 29.998 20.792 -0.155 -7.618 -1.188 H142 4CA 78 4CA H143 3H14 H 0 0 N N N 88.256 30.645 22.229 -1.246 -7.622 -2.595 H143 4CA 79 4CA H10 H10 H 0 1 N N N 88.054 27.429 24.071 -3.212 -7.198 -0.977 H10 4CA 80 4CA HO1 HO1 H 0 1 N N N 87.855 29.243 25.251 -1.246 -6.916 1.064 HO1 4CA 81 4CA HN8 HN8 H 0 1 N N N 85.643 30.171 23.514 -4.385 -4.947 -1.183 HN8 4CA 82 4CA H71 1H7 H 0 1 N N N 83.305 29.504 23.110 -5.533 -4.305 1.317 H71 4CA 83 4CA H72 2H7 H 0 1 N N N 83.902 27.894 22.609 -4.299 -3.080 0.935 H72 4CA 84 4CA H61 1H6 H 0 1 N N N 84.641 28.720 20.458 -5.416 -2.630 -1.233 H61 4CA 85 4CA H62 2H6 H 0 1 N N N 84.451 30.434 20.973 -6.650 -3.855 -0.851 H62 4CA 86 4CA HN4 HN4 H 0 1 N N N 82.867 30.918 18.968 -7.850 -1.473 -1.234 HN4 4CA 87 4CA H31 1H3 H 0 1 N N N 80.493 31.081 18.546 -8.998 -0.831 1.265 H31 4CA 88 4CA H32 2H3 H 0 1 N N N 80.222 30.009 19.995 -7.765 0.394 0.883 H32 4CA 89 4CA H21 1H2 H 0 1 N N N 79.445 28.853 18.090 -8.882 0.844 -1.284 H21 4CA 90 4CA H22 2H2 H 0 1 N N N 81.078 28.108 18.534 -10.116 -0.381 -0.902 H22 4CA 91 4CA H11 1H1 H 0 1 N N N 80.464 31.045 15.123 -10.806 2.662 -1.670 H11 4CA 92 4CA H12 2H1 H 0 1 N N N 79.046 30.397 16.132 -12.040 1.437 -1.288 H12 4CA 93 4CA H3B BH3 H 0 1 N N N 77.589 30.753 14.220 -10.940 4.895 -0.731 H3B 4CA 94 4CA H4B BH4 H 0 1 N N N 76.566 29.650 12.248 -12.404 6.656 0.172 H4B 4CA 95 4CA HO2B BHO2 H 0 0 N N N 77.527 28.339 10.214 -15.330 6.584 0.449 HO2B 4CA 96 4CA H6B BH6 H 0 1 N N N 79.937 26.980 12.046 -15.366 3.715 1.087 H6B 4CA 97 4CA H7B BH7 H 0 1 N N N 80.968 28.115 14.005 -13.899 1.960 0.178 H7B 4CA 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 4CA N1A C2A SING Y N 1 4CA N1A C6A DOUB Y N 2 4CA C2A N3A DOUB Y N 3 4CA C2A H2A SING N N 4 4CA N3A C4A SING Y N 5 4CA C4A C5A DOUB Y N 6 4CA C4A N9A SING Y N 7 4CA C5A C6A SING Y N 8 4CA C5A N7A SING Y N 9 4CA C6A N6A SING N N 10 4CA N6A H61A SING N N 11 4CA N6A H62A SING N N 12 4CA N7A C8A DOUB Y N 13 4CA C8A N9A SING Y N 14 4CA C8A H8A SING N N 15 4CA N9A C1D SING N N 16 4CA C1D C2D SING N N 17 4CA C1D O4D SING N N 18 4CA C1D H1D SING N N 19 4CA C2D O2D SING N N 20 4CA C2D C3D SING N N 21 4CA C2D H2D SING N N 22 4CA O2D HO2A SING N N 23 4CA C3D O3D SING N N 24 4CA C3D C4D SING N N 25 4CA C3D H3D SING N N 26 4CA O3D P3D SING N N 27 4CA P3D O7A DOUB N N 28 4CA P3D O8A SING N N 29 4CA P3D O9A SING N N 30 4CA O8A HOA8 SING N N 31 4CA O9A HOA9 SING N N 32 4CA C4D O4D SING N N 33 4CA C4D C5D SING N N 34 4CA C4D H4D SING N N 35 4CA C5D O5D SING N N 36 4CA C5D H51A SING N N 37 4CA C5D H52A SING N N 38 4CA O5D P1A SING N N 39 4CA P1A O1A DOUB N N 40 4CA P1A O2A SING N N 41 4CA P1A O3A SING N N 42 4CA O2A HOA2 SING N N 43 4CA O3A P2A SING N N 44 4CA P2A O4A DOUB N N 45 4CA P2A O5A SING N N 46 4CA P2A O6A SING N N 47 4CA O5A HOA5 SING N N 48 4CA O6A CCP SING N N 49 4CA CBP CCP SING N N 50 4CA CBP CDP SING N N 51 4CA CBP CEP SING N N 52 4CA CBP CAP SING N N 53 4CA CCP H121 SING N N 54 4CA CCP H122 SING N N 55 4CA CDP H131 SING N N 56 4CA CDP H132 SING N N 57 4CA CDP H133 SING N N 58 4CA CEP H141 SING N N 59 4CA CEP H142 SING N N 60 4CA CEP H143 SING N N 61 4CA CAP OAP SING N N 62 4CA CAP C9P SING N N 63 4CA CAP H10 SING N N 64 4CA OAP HO1 SING N N 65 4CA C9P O9P DOUB N N 66 4CA C9P N8P SING N N 67 4CA N8P C7P SING N N 68 4CA N8P HN8 SING N N 69 4CA C7P C6P SING N N 70 4CA C7P H71 SING N N 71 4CA C7P H72 SING N N 72 4CA C6P C5P SING N N 73 4CA C6P H61 SING N N 74 4CA C6P H62 SING N N 75 4CA C5P O5P DOUB N N 76 4CA C5P N4P SING N N 77 4CA N4P C3P SING N N 78 4CA N4P HN4 SING N N 79 4CA C3P C2P SING N N 80 4CA C3P H31 SING N N 81 4CA C3P H32 SING N N 82 4CA C2P S1P SING N N 83 4CA C2P H21 SING N N 84 4CA C2P H22 SING N N 85 4CA S1P C1B SING N N 86 4CA C1B C2B SING N N 87 4CA C1B H11 SING N N 88 4CA C1B H12 SING N N 89 4CA C2B C3B DOUB Y N 90 4CA C2B C7B SING Y N 91 4CA C3B C4B SING Y N 92 4CA C3B H3B SING N N 93 4CA C4B C5B DOUB Y N 94 4CA C4B H4B SING N N 95 4CA C5B O2B SING N N 96 4CA C5B C6B SING Y N 97 4CA O2B HO2B SING N N 98 4CA C6B C7B DOUB Y N 99 4CA C6B H6B SING N N 100 4CA C7B H7B 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 4CA SMILES ACDLabs 10.04 "O=C(NCCSCc1ccc(O)cc1)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4OP(=O)(O)O" 4CA 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)NCCSCc4ccc(O)cc4" 4CA 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)NCCSCc4ccc(O)cc4" 4CA 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)NCCSCc4ccc(cc4)O)O" 4CA 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)NCCSCc4ccc(cc4)O)O" 4CA InChI InChI 1.03 ;InChI=1S/C28H42N7O17P3S/c1-28(2,23(39)26(40)31-8-7-19(37)30-9-10-56-12-16-3-5-17(36)6-4-16)13-49-55(46,47)52-54(44,45)48-11-18-22(51-53(41,42)43)21(38)27(50-18)35-15-34-20-24(29)32-14-33-25(20)35/h3-6,14-15,18,21-23,27,36,38-39H,7-13H2,1-2H3,(H,30,37)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t18-,21-,22-,23+,27-/m1/s1 ; 4CA InChIKey InChI 1.03 FZQUTWRNQJPTSH-SXQYHYLKSA-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 4CA "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-({2-[(4-hydroxybenzyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate (non-preferred name)" 4CA "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-[2-[(4-hydroxyphenyl)methylsulfanyl]ethylamino]-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 4CA "Create component" 2002-05-13 RCSB 4CA "Modify descriptor" 2011-06-04 RCSB #