data_3IN # _chem_comp.id 3IN _chem_comp.name "N-[2(S)-CYCLOPENTYL-1(R)-HYDROXY-3(R)METHYL]-5-[(2(S)-TERTIARY-BUTYLAMINO-CARBONYL)-4-(N1-(2)-(N-METHYLPIPERAZINYL)-3-CHLORO-PYRAZINYL-5-CARBONYL)-PIPERAZINO]-4(S)-HYDROXY-2(R)-PHENYLMETHYL-PENTANAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C37 H55 Cl N8 O5" _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 727.336 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3IN _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 2BPY _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 3IN C1 C1 C 0 1 N N N 8.922 24.492 4.075 3.306 -0.660 1.747 C1 3IN 1 3IN C2 C2 C 0 1 N N S 10.203 25.195 4.552 3.059 0.138 0.463 C2 3IN 2 3IN C3 C3 C 0 1 N N N 10.254 25.142 6.047 4.112 -0.211 -0.556 C3 3IN 3 3IN O4 O4 O 0 1 N N N 18.566 20.152 5.132 -3.024 -0.035 -7.836 O4 3IN 4 3IN O5 O5 O 0 1 N N N 7.922 25.431 0.740 3.610 0.183 4.323 O5 3IN 5 3IN N6 N6 N 0 1 Y N N 5.700 24.509 3.256 0.130 -0.312 4.592 N6 3IN 6 3IN C7 C7 C 0 1 N N N 8.710 25.631 8.695 7.425 1.172 -1.525 C7 3IN 7 3IN C8 C8 C 0 1 N N N 11.309 24.584 2.450 0.738 0.319 0.879 C8 3IN 8 3IN C9 C9 C 0 1 N N N 9.995 23.969 1.965 0.832 -0.468 2.190 C9 3IN 9 3IN C10 C10 C 0 1 N N N 12.667 25.236 4.162 1.572 0.590 -1.306 C10 3IN 10 3IN C11 C11 C 0 1 N N S 13.806 24.361 4.671 0.191 0.317 -1.905 C11 3IN 11 3IN C12 C12 C 0 1 N N N 13.844 23.956 6.130 0.130 0.881 -3.326 C12 3IN 12 3IN C13 C13 C 0 1 N N R 15.061 23.025 6.448 -1.162 0.422 -4.002 C13 3IN 13 3IN C14 C14 C 0 1 N N N 15.092 22.859 7.979 -2.357 1.111 -3.339 C14 3IN 14 3IN C15 C15 C 0 1 Y N N 16.163 21.913 8.437 -3.634 0.623 -3.973 C15 3IN 15 3IN C16 C16 C 0 1 Y N N 17.528 22.151 8.212 -4.219 -0.550 -3.534 C16 3IN 16 3IN C19 C19 C 0 1 Y N N 16.667 19.852 9.625 -5.392 0.901 -5.574 C19 3IN 17 3IN C20 C20 C 0 1 Y N N 15.719 20.743 9.107 -4.223 1.351 -4.990 C20 3IN 18 3IN C21 C21 C 0 1 N N N 14.878 21.621 5.735 -1.121 0.786 -5.464 C21 3IN 19 3IN C22 C22 C 0 1 N N S 16.258 19.747 4.757 -0.587 0.256 -7.781 C22 3IN 20 3IN C24 C24 C 0 1 N N N 17.625 17.981 4.395 -1.536 -1.687 -8.869 C24 3IN 21 3IN C27 C27 C 0 1 N N N 0.696 27.746 2.565 -2.140 0.912 9.996 C27 3IN 22 3IN C30 C30 C 0 1 N N S 15.647 18.996 3.500 0.587 -0.504 -8.430 C30 3IN 23 3IN C31 C31 C 0 1 N N N 7.753 25.158 1.929 2.469 -0.038 3.969 C31 3IN 24 3IN C32 C32 C 0 1 Y N N 6.428 25.457 2.583 1.361 0.059 4.943 C32 3IN 25 3IN C33 C33 C 0 1 Y N N 4.437 24.783 3.681 -0.854 -0.229 5.460 C33 3IN 26 3IN C34 C34 C 0 1 Y N N 3.873 26.055 3.457 -0.611 0.260 6.749 C34 3IN 27 3IN C35 C35 C 0 1 N N N 1.043 27.984 4.944 -3.142 -1.003 9.052 C35 3IN 28 3IN N1 N1 N 0 1 N N N 8.828 24.575 2.626 2.213 -0.375 2.690 N1 3IN 29 3IN O1 O1 O 0 1 N N N 10.629 24.122 6.632 3.947 -1.156 -1.298 O1 3IN 30 3IN N2 N2 N 0 1 N N N 9.827 26.299 6.638 5.237 0.526 -0.644 N2 3IN 31 3IN C4 C4 C 0 1 N N N 9.774 26.536 8.074 6.260 0.185 -1.635 C4 3IN 32 3IN C5 C5 C 0 1 N N N 9.393 28.021 8.330 6.768 -1.234 -1.377 C5 3IN 33 3IN C6 C6 C 0 1 N N N 11.124 26.336 8.739 5.656 0.264 -3.039 C6 3IN 34 3IN N3 N3 N 0 1 N N N 11.387 24.546 3.934 1.733 -0.188 -0.071 N3 3IN 35 3IN O2 O2 O 0 1 N N N 14.975 25.088 4.426 -0.809 0.945 -1.100 O2 3IN 36 3IN C17 C17 C 0 1 Y N N 18.482 21.264 8.744 -5.390 -0.998 -4.116 C17 3IN 37 3IN C18 C18 C 0 1 Y N N 18.018 20.171 9.482 -5.977 -0.272 -5.136 C18 3IN 38 3IN O3 O3 O 0 1 N N N 13.784 21.050 5.730 -1.435 1.902 -5.820 O3 3IN 39 3IN N4 N4 N 0 1 N N N 15.999 21.151 5.186 -0.735 -0.127 -6.376 N4 3IN 40 3IN C23 C23 C 0 1 N N R 17.569 19.157 5.390 -1.825 -0.190 -8.599 C23 3IN 41 3IN C25 C25 C 0 1 N N N 16.947 18.346 3.161 -0.015 -1.739 -9.122 C25 3IN 42 3IN C29 C29 C 0 1 N N N 15.155 19.960 2.454 1.586 -0.939 -7.356 C29 3IN 43 3IN N7 N7 N 0 1 Y N N 4.618 26.987 2.854 0.613 0.635 7.096 N7 3IN 44 3IN C36 C36 C 0 1 Y N N 5.843 26.728 2.401 1.602 0.547 6.226 C36 3IN 45 3IN CL1 CL1 CL 0 0 N N N 3.501 23.551 4.448 -2.456 -0.720 5.005 CL1 3IN 46 3IN C26 C26 C 0 1 N N N 1.636 26.500 2.492 -1.074 0.895 8.899 C26 3IN 47 3IN N8 N8 N 0 1 N N N 0.008 27.820 3.894 -2.568 -0.461 10.290 N8 3IN 48 3IN C37 C37 C 0 1 N N N 1.986 26.737 4.987 -2.076 -1.020 7.955 C37 3IN 49 3IN N5 N5 N 0 1 N N N 2.555 26.411 3.657 -1.648 0.353 7.661 N5 3IN 50 3IN C28 C28 C 0 1 N N N -0.957 28.939 3.992 -3.668 -0.362 11.257 C28 3IN 51 3IN H11A 1H1 H 0 0 N N N 8.859 23.440 4.440 4.258 -0.363 2.187 H11A 3IN 52 3IN H12 2H1 H 0 1 N N N 8.011 24.891 4.578 3.325 -1.726 1.518 H12 3IN 53 3IN H2 H2 H 0 1 N N N 10.205 26.265 4.238 3.108 1.204 0.685 H2 3IN 54 3IN HO4 HO4 H 0 1 N N N 19.358 19.795 5.514 -3.743 -0.404 -8.367 HO4 3IN 55 3IN H71 1H7 H 0 1 N N N 8.669 25.812 9.794 8.186 0.919 -2.263 H71 3IN 56 3IN H72 2H7 H 0 1 N N N 7.714 25.754 8.209 7.063 2.183 -1.709 H72 3IN 57 3IN H73 3H7 H 0 1 N N N 8.873 24.555 8.449 7.855 1.116 -0.525 H73 3IN 58 3IN H81 1H8 H 0 1 N N N 12.193 24.097 1.976 0.929 1.374 1.075 H81 3IN 59 3IN H82 2H8 H 0 1 N N N 11.454 25.616 2.054 -0.260 0.203 0.457 H82 3IN 60 3IN H91 1H9 H 0 1 N N N 9.906 24.025 0.854 0.147 -0.042 2.924 H91 3IN 61 3IN H92 2H9 H 0 1 N N N 9.998 22.860 2.084 0.576 -1.512 2.010 H92 3IN 62 3IN H101 1H10 H 0 0 N N N 12.516 26.101 4.848 2.342 0.299 -2.021 H101 3IN 63 3IN H102 2H10 H 0 0 N N N 12.982 25.770 3.235 1.667 1.652 -1.081 H102 3IN 64 3IN H11 H11 H 0 1 N N N 13.672 23.390 4.138 0.013 -0.757 -1.933 H11 3IN 65 3IN H121 1H12 H 0 0 N N N 13.831 24.848 6.798 0.986 0.521 -3.896 H121 3IN 66 3IN H122 2H12 H 0 0 N N N 12.882 23.487 6.445 0.152 1.970 -3.285 H122 3IN 67 3IN H13 H13 H 0 1 N N N 16.016 23.461 6.074 -1.262 -0.657 -3.899 H13 3IN 68 3IN H141 1H14 H 0 0 N N N 15.187 23.847 8.486 -2.367 0.876 -2.275 H141 3IN 69 3IN H142 2H14 H 0 0 N N N 14.093 22.551 8.368 -2.274 2.189 -3.472 H142 3IN 70 3IN H16 H16 H 0 1 N N N 17.847 23.026 7.622 -3.761 -1.116 -2.737 H16 3IN 71 3IN H19 H19 H 0 1 N N N 16.357 18.922 10.132 -5.850 1.467 -6.371 H19 3IN 72 3IN H20 H20 H 0 1 N N N 14.643 20.527 9.224 -3.766 2.268 -5.332 H20 3IN 73 3IN H22 H22 H 0 1 N N N 15.260 19.411 5.124 -0.441 1.332 -7.868 H22 3IN 74 3IN H241 1H24 H 0 0 N N N 18.669 17.635 4.212 -2.081 -2.029 -9.749 H241 3IN 75 3IN H242 2H24 H 0 0 N N N 17.217 17.040 4.834 -1.799 -2.289 -7.999 H242 3IN 76 3IN H271 1H27 H 0 0 N N N 1.243 28.689 2.331 -1.726 1.364 10.897 H271 3IN 77 3IN H272 2H27 H 0 0 N N N -0.033 27.761 1.722 -2.998 1.494 9.659 H272 3IN 78 3IN H30 H30 H 0 1 N N N 14.752 18.342 3.625 1.082 0.130 -9.165 H30 3IN 79 3IN H351 1H35 H 0 0 N N N 1.616 28.931 4.815 -3.495 -2.018 9.230 H351 3IN 80 3IN H352 2H35 H 0 0 N N N 0.591 28.195 5.941 -3.977 -0.379 8.736 H352 3IN 81 3IN HN2 HN2 H 0 1 N N N 9.534 27.018 5.977 5.368 1.282 -0.050 HN2 3IN 82 3IN H51 1H5 H 0 1 N N N 10.169 28.681 7.877 7.198 -1.289 -0.377 H51 3IN 83 3IN H52 2H5 H 0 1 N N N 8.366 28.263 7.967 5.938 -1.936 -1.455 H52 3IN 84 3IN H53 3H5 H 0 1 N N N 9.232 28.236 9.412 7.529 -1.487 -2.115 H53 3IN 85 3IN H61 1H6 H 0 1 N N N 11.900 26.996 8.286 5.294 1.275 -3.223 H61 3IN 86 3IN H62 2H6 H 0 1 N N N 11.061 26.476 9.843 6.418 0.011 -3.776 H62 3IN 87 3IN H63 3H6 H 0 1 N N N 11.435 25.265 8.719 4.827 -0.438 -3.117 H63 3IN 88 3IN HO2 HO2 H 0 1 N N N 15.685 24.542 4.743 -0.615 1.892 -1.102 HO2 3IN 89 3IN H17 H17 H 0 1 N N N 19.562 21.421 8.587 -5.847 -1.914 -3.774 H17 3IN 90 3IN H18 H18 H 0 1 N N N 18.759 19.523 9.979 -6.891 -0.622 -5.591 H18 3IN 91 3IN HN4 HN4 H 0 1 N N N 16.687 21.897 5.090 -0.556 -1.040 -6.101 HN4 3IN 92 3IN H23 H23 H 0 1 N N N 17.658 18.887 6.468 -1.890 0.365 -9.535 H23 3IN 93 3IN H251 1H25 H 0 0 N N N 17.580 18.981 2.498 0.186 -1.704 -10.192 H251 3IN 94 3IN H252 2H25 H 0 0 N N N 16.822 17.479 2.471 0.403 -2.649 -8.692 H252 3IN 95 3IN H291 1H29 H 0 0 N N N 14.725 19.432 1.570 2.406 -1.486 -7.823 H291 3IN 96 3IN H292 2H29 H 0 0 N N N 14.428 20.688 2.883 1.979 -0.059 -6.848 H292 3IN 97 3IN H293 3H29 H 0 0 N N N 15.957 20.672 2.150 1.085 -1.583 -6.634 H293 3IN 98 3IN H36 H36 H 0 1 N N N 6.363 27.551 1.884 2.599 0.852 6.509 H36 3IN 99 3IN H261 1H26 H 0 0 N N N 1.047 25.560 2.372 -0.239 0.271 9.215 H261 3IN 100 3IN H262 2H26 H 0 0 N N N 2.202 26.480 1.531 -0.721 1.910 8.721 H262 3IN 101 3IN H371 1H37 H 0 0 N N N 2.791 26.868 5.747 -2.490 -1.472 7.054 H371 3IN 102 3IN H372 2H37 H 0 0 N N N 1.465 25.855 5.428 -1.218 -1.603 8.292 H372 3IN 103 3IN H281 1H28 H 0 0 N N N -1.469 28.994 4.981 -4.022 -1.362 11.509 H281 3IN 104 3IN H282 2H28 H 0 0 N N N -0.465 29.909 3.745 -3.315 0.135 12.160 H282 3IN 105 3IN H283 3H28 H 0 0 N N N -1.701 28.894 3.162 -4.485 0.212 10.821 H283 3IN 106 # 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 3IN C1 C2 SING N N 1 3IN C1 N1 SING N N 2 3IN C1 H11A SING N N 3 3IN C1 H12 SING N N 4 3IN C2 C3 SING N N 5 3IN C2 N3 SING N N 6 3IN C2 H2 SING N N 7 3IN C3 O1 DOUB N N 8 3IN C3 N2 SING N N 9 3IN O4 C23 SING N N 10 3IN O4 HO4 SING N N 11 3IN O5 C31 DOUB N N 12 3IN N6 C32 DOUB Y N 13 3IN N6 C33 SING Y N 14 3IN C7 C4 SING N N 15 3IN C7 H71 SING N N 16 3IN C7 H72 SING N N 17 3IN C7 H73 SING N N 18 3IN C8 C9 SING N N 19 3IN C8 N3 SING N N 20 3IN C8 H81 SING N N 21 3IN C8 H82 SING N N 22 3IN C9 N1 SING N N 23 3IN C9 H91 SING N N 24 3IN C9 H92 SING N N 25 3IN C10 C11 SING N N 26 3IN C10 N3 SING N N 27 3IN C10 H101 SING N N 28 3IN C10 H102 SING N N 29 3IN C11 C12 SING N N 30 3IN C11 O2 SING N N 31 3IN C11 H11 SING N N 32 3IN C12 C13 SING N N 33 3IN C12 H121 SING N N 34 3IN C12 H122 SING N N 35 3IN C13 C14 SING N N 36 3IN C13 C21 SING N N 37 3IN C13 H13 SING N N 38 3IN C14 C15 SING N N 39 3IN C14 H141 SING N N 40 3IN C14 H142 SING N N 41 3IN C15 C16 DOUB Y N 42 3IN C15 C20 SING Y N 43 3IN C16 C17 SING Y N 44 3IN C16 H16 SING N N 45 3IN C19 C20 DOUB Y N 46 3IN C19 C18 SING Y N 47 3IN C19 H19 SING N N 48 3IN C20 H20 SING N N 49 3IN C21 O3 DOUB N N 50 3IN C21 N4 SING N N 51 3IN C22 C30 SING N N 52 3IN C22 N4 SING N N 53 3IN C22 C23 SING N N 54 3IN C22 H22 SING N N 55 3IN C24 C23 SING N N 56 3IN C24 C25 SING N N 57 3IN C24 H241 SING N N 58 3IN C24 H242 SING N N 59 3IN C27 C26 SING N N 60 3IN C27 N8 SING N N 61 3IN C27 H271 SING N N 62 3IN C27 H272 SING N N 63 3IN C30 C25 SING N N 64 3IN C30 C29 SING N N 65 3IN C30 H30 SING N N 66 3IN C31 C32 SING N N 67 3IN C31 N1 SING N N 68 3IN C32 C36 SING Y N 69 3IN C33 C34 DOUB Y N 70 3IN C33 CL1 SING N N 71 3IN C34 N7 SING Y N 72 3IN C34 N5 SING N N 73 3IN C35 N8 SING N N 74 3IN C35 C37 SING N N 75 3IN C35 H351 SING N N 76 3IN C35 H352 SING N N 77 3IN N2 C4 SING N N 78 3IN N2 HN2 SING N N 79 3IN C4 C5 SING N N 80 3IN C4 C6 SING N N 81 3IN C5 H51 SING N N 82 3IN C5 H52 SING N N 83 3IN C5 H53 SING N N 84 3IN C6 H61 SING N N 85 3IN C6 H62 SING N N 86 3IN C6 H63 SING N N 87 3IN O2 HO2 SING N N 88 3IN C17 C18 DOUB Y N 89 3IN C17 H17 SING N N 90 3IN C18 H18 SING N N 91 3IN N4 HN4 SING N N 92 3IN C23 H23 SING N N 93 3IN C25 H251 SING N N 94 3IN C25 H252 SING N N 95 3IN C29 H291 SING N N 96 3IN C29 H292 SING N N 97 3IN C29 H293 SING N N 98 3IN N7 C36 DOUB Y N 99 3IN C36 H36 SING N N 100 3IN C26 N5 SING N N 101 3IN C26 H261 SING N N 102 3IN C26 H262 SING N N 103 3IN N8 C28 SING N N 104 3IN C37 N5 SING N N 105 3IN C37 H371 SING N N 106 3IN C37 H372 SING N N 107 3IN C28 H281 SING N N 108 3IN C28 H282 SING N N 109 3IN C28 H283 SING N N 110 # 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 3IN SMILES ACDLabs 10.04 "O=C(NC1C(C)CCC1O)C(Cc2ccccc2)CC(O)CN5C(C(=O)NC(C)(C)C)CN(C(=O)c3nc(Cl)c(nc3)N4CCN(C)CC4)CC5" 3IN SMILES_CANONICAL CACTVS 3.341 "C[C@H]1CC[C@@H](O)[C@H]1NC(=O)[C@@H](C[C@H](O)CN2CCN(C[C@H]2C(=O)NC(C)(C)C)C(=O)c3cnc(N4CCN(C)CC4)c(Cl)n3)Cc5ccccc5" 3IN SMILES CACTVS 3.341 "C[CH]1CC[CH](O)[CH]1NC(=O)[CH](C[CH](O)CN2CCN(C[CH]2C(=O)NC(C)(C)C)C(=O)c3cnc(N4CCN(C)CC4)c(Cl)n3)Cc5ccccc5" 3IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1CC[C@H]([C@H]1NC(=O)[C@H](Cc2ccccc2)C[C@@H](C[N@@]3CCN(C[C@H]3C(=O)NC(C)(C)C)C(=O)c4cnc(c(n4)Cl)N5CCN(CC5)C)O)O" 3IN SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCC(C1NC(=O)C(Cc2ccccc2)CC(CN3CCN(CC3C(=O)NC(C)(C)C)C(=O)c4cnc(c(n4)Cl)N5CCN(CC5)C)O)O" 3IN InChI InChI 1.03 ;InChI=1S/C37H55ClN8O5/c1-24-11-12-30(48)31(24)41-34(49)26(19-25-9-7-6-8-10-25)20-27(47)22-45-17-18-46(23-29(45)35(50)42-37(2,3)4)36(51)28-21-39-33(32(38)40-28)44-15-13-43(5)14-16-44/h6-10,21,24,26-27,29-31,47-48H,11-20,22-23H2,1-5H3,(H,41,49)(H,42,50)/t24-,26+,27-,29-,30+,31-/m0/s1 ; 3IN InChIKey InChI 1.03 SQZXWXXIPWXBCL-CYTJBAGBSA-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 3IN "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-{[(1S,2R,5S)-2-hydroxy-5-methylcyclopentyl]amino}-5-oxopentyl]-N-tert-butyl-4-{[6-chloro-5-(4-methylpiperazin-1-yl)pyrazin-2-yl]carbonyl}piperazine-2-carboxamide (non-preferred name)" 3IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2S)-N-tert-butyl-4-[6-chloro-5-(4-methylpiperazin-1-yl)pyrazin-2-yl]carbonyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R,5S)-2-hydroxy-5-methyl-cyclopentyl]amino]-5-oxo-4-(phenylmethyl)pentyl]piperazine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3IN "Create component" 1999-07-08 RCSB 3IN "Modify descriptor" 2011-06-04 RCSB #