data_2AH # _chem_comp.id 2AH _chem_comp.name ;{(1S)-1-[N'-[(2S)-2-HYDROXY-2-((1S,2R)-2-HYDROXY-INDAN-1-YLCARBAMOYL)-3-PHENYL-PROPYL]-N'-[4-(PYRIDINE-2-YL)-BENZYL]-HYDRAZINOCARBONYL]-2,2-DIMETHYL-PROPYL}-CARBAMIC ACID METHYL ESTER ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C39 H45 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-08 _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 679.804 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2AH _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 2CEM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 2AH C1 C1 C 0 1 N N S 14.170 23.012 5.505 -3.299 -0.197 -0.434 C1 2AH 1 2AH C2 C2 C 0 1 N N N 14.511 21.491 5.291 -2.889 0.482 0.847 C2 2AH 2 2AH O3 O3 O 0 1 N N N 13.595 20.650 5.255 -2.242 -0.124 1.675 O3 2AH 3 2AH N4 N4 N 0 1 N N N 15.791 21.087 5.164 -3.241 1.763 1.074 N4 2AH 4 2AH C5 C5 C 0 1 N N S 16.152 19.671 4.976 -2.843 2.423 2.319 C5 2AH 5 2AH C6 C6 C 0 1 Y N N 16.136 19.161 3.563 -1.475 3.053 2.166 C6 2AH 6 2AH C7 C7 C 0 1 Y N N 15.283 19.532 2.472 -0.319 2.561 1.585 C7 2AH 7 2AH C8 C8 C 0 1 Y N N 15.486 18.881 1.209 0.828 3.329 1.560 C8 2AH 8 2AH C9 C9 C 0 1 Y N N 16.512 17.890 1.059 0.823 4.595 2.115 C9 2AH 9 2AH C10 C10 C 0 1 Y N N 17.354 17.529 2.164 -0.329 5.089 2.694 C10 2AH 10 2AH C11 C11 C 0 1 Y N N 17.140 18.188 3.409 -1.481 4.321 2.720 C11 2AH 11 2AH C12 C12 C 0 1 N N N 17.892 17.987 4.704 -2.851 4.626 3.286 C12 2AH 12 2AH C13 C13 C 0 1 N N R 17.568 19.278 5.496 -3.797 3.596 2.633 C13 2AH 13 2AH O14 O14 O 0 1 N N N 18.552 20.230 5.114 -4.372 4.117 1.433 O14 2AH 14 2AH C24 C24 C 0 1 N N N 13.917 23.322 7.015 -4.710 -0.767 -0.280 C24 2AH 15 2AH C25 C25 C 0 1 Y N N 14.816 22.624 8.027 -5.114 -1.460 -1.556 C25 2AH 16 2AH C26 C26 C 0 1 Y N N 14.303 21.517 8.796 -4.943 -2.826 -1.684 C26 2AH 17 2AH C27 C27 C 0 1 Y N N 15.137 20.847 9.738 -5.313 -3.462 -2.854 C27 2AH 18 2AH C28 C28 C 0 1 Y N N 16.491 21.277 9.920 -5.854 -2.733 -3.896 C28 2AH 19 2AH C29 C29 C 0 1 Y N N 17.007 22.376 9.159 -6.025 -1.367 -3.768 C29 2AH 20 2AH C30 C30 C 0 1 Y N N 16.171 23.051 8.213 -5.659 -0.731 -2.596 C30 2AH 21 2AH O36 O36 O 0 1 N N N 15.239 23.864 5.117 -3.281 0.751 -1.503 O36 2AH 22 2AH C41 C41 C 0 1 N N N 12.905 23.030 4.576 -2.321 -1.333 -0.744 C41 2AH 23 2AH N42 N42 N 0 1 N N N 11.958 24.057 4.214 -0.948 -0.811 -0.745 N42 2AH 24 2AH N43 N43 N 0 1 N N N 11.306 24.808 5.177 -0.129 -1.861 -0.439 N43 2AH 25 2AH C44 C44 C 0 1 N N N 11.383 23.615 2.911 -0.644 -0.428 -2.131 C44 2AH 26 2AH C45 C45 C 0 1 N N N 10.463 24.559 6.207 0.645 -1.812 0.663 C45 2AH 27 2AH O46 O46 O 0 1 N N N 10.301 23.428 6.700 0.681 -0.803 1.335 O46 2AH 28 2AH C47 C47 C 0 1 N N S 9.698 25.794 6.743 1.468 -3.010 1.059 C47 2AH 29 2AH C48 C48 C 0 1 N N N 9.664 26.038 8.297 0.648 -3.906 1.990 C48 2AH 30 2AH C49 C49 C 0 1 N N N 8.908 27.336 8.676 0.232 -3.110 3.229 C49 2AH 31 2AH C50 C50 C 0 1 N N N 11.065 26.142 8.926 -0.602 -4.396 1.256 C50 2AH 32 2AH N51 N51 N 0 1 N N N 8.314 25.711 6.235 2.679 -2.564 1.753 N51 2AH 33 2AH C54 C54 C 0 1 N N N 7.699 26.606 5.445 3.778 -3.344 1.759 C54 2AH 34 2AH O55 O55 O 0 1 N N N 8.306 27.630 5.076 3.765 -4.417 1.190 O55 2AH 35 2AH O56 O56 O 0 1 N N N 6.418 26.334 5.085 4.891 -2.934 2.396 O56 2AH 36 2AH C78 C78 C 0 1 Y N N 9.876 23.442 2.957 0.726 0.197 -2.189 C78 2AH 37 2AH C79 C79 C 0 1 Y N N 9.033 24.459 2.405 1.828 -0.584 -2.488 C79 2AH 38 2AH C80 C80 C 0 1 Y N N 7.607 24.329 2.466 3.084 -0.016 -2.543 C80 2AH 39 2AH C81 C81 C 0 1 Y N N 7.014 23.178 3.089 3.242 1.347 -2.297 C81 2AH 40 2AH C82 C82 C 0 1 Y N N 9.290 22.287 3.565 0.876 1.551 -1.950 C82 2AH 41 2AH C83 C83 C 0 1 Y N N 7.867 22.159 3.630 2.128 2.129 -1.997 C83 2AH 42 2AH C91 C91 C 0 1 N N N 5.662 27.208 4.251 6.075 -3.774 2.403 C91 2AH 43 2AH C92 C92 C 0 1 N N N 8.902 24.900 8.981 1.493 -5.108 2.417 C92 2AH 44 2AH C93 C93 C 0 1 Y N N 2.672 22.888 3.326 7.079 3.066 -2.445 C93 2AH 45 2AH C94 C94 C 0 1 Y N N 3.491 21.861 3.878 6.014 3.786 -2.970 C94 2AH 46 2AH C95 C95 C 0 1 Y N N 4.913 21.939 3.806 4.750 3.224 -2.923 C95 2AH 47 2AH C96 C96 C 0 1 Y N N 5.533 23.063 3.172 4.591 1.962 -2.355 C96 2AH 48 2AH N97 N97 N 0 1 Y N N 4.703 24.088 2.623 5.634 1.309 -1.859 N97 2AH 49 2AH C98 C98 C 0 1 Y N N 3.279 24.004 2.696 6.848 1.819 -1.896 C98 2AH 50 2AH H4 H4 H 0 1 N N N 16.520 21.771 5.199 -3.759 2.248 0.412 H4 2AH 51 2AH H5 H5 H 0 1 N N N 15.345 19.214 5.568 -2.840 1.708 3.142 H5 2AH 52 2AH H7 H7 H 0 1 N N N 14.512 20.278 2.597 -0.315 1.572 1.151 H7 2AH 53 2AH H8 H8 H 0 1 N N N 14.862 19.139 0.366 1.728 2.942 1.106 H8 2AH 54 2AH H9 H9 H 0 1 N N N 16.653 17.409 0.102 1.720 5.198 2.096 H9 2AH 55 2AH H10 H10 H 0 1 N N N 18.126 16.781 2.055 -0.332 6.079 3.128 H10 2AH 56 2AH H121 1H12 H 0 0 N N N 18.971 17.830 4.557 -3.154 5.639 3.019 H121 2AH 57 2AH H122 2H12 H 0 0 N N N 17.552 17.087 5.237 -2.849 4.504 4.369 H122 2AH 58 2AH H13 H13 H 0 1 N N N 17.575 19.191 6.593 -4.575 3.286 3.331 H13 2AH 59 2AH H14 H14 H 0 1 N N N 18.447 20.442 4.194 -4.955 4.843 1.695 H14 2AH 60 2AH H241 1H24 H 0 0 N N N 12.904 22.947 7.221 -4.726 -1.481 0.543 H241 2AH 61 2AH H242 2H24 H 0 0 N N N 14.061 24.404 7.150 -5.408 0.044 -0.071 H242 2AH 62 2AH H26 H26 H 0 1 N N N 13.282 21.194 8.657 -4.521 -3.396 -0.870 H26 2AH 63 2AH H27 H27 H 0 1 N N N 14.749 20.018 10.312 -5.179 -4.529 -2.954 H27 2AH 64 2AH H28 H28 H 0 1 N N N 17.125 20.771 10.633 -6.143 -3.230 -4.811 H28 2AH 65 2AH H29 H29 H 0 1 N N N 18.029 22.696 9.299 -6.448 -0.797 -4.582 H29 2AH 66 2AH H30 H30 H 0 1 N N N 16.561 23.880 7.641 -5.793 0.336 -2.496 H30 2AH 67 2AH H36 H36 H 0 1 N N N 15.172 24.054 4.189 -2.557 1.365 -1.319 H36 2AH 68 2AH H411 1H41 H 0 0 N N N 12.240 22.475 5.254 -2.552 -1.753 -1.723 H411 2AH 69 2AH H412 2H41 H 0 0 N N N 13.329 22.751 3.600 -2.414 -2.110 0.016 H412 2AH 70 2AH H43 H43 H 0 1 N N N 11.510 25.783 5.090 -0.105 -2.641 -1.015 H43 2AH 71 2AH H441 1H44 H 0 0 N N N 11.822 22.635 2.671 -0.667 -1.314 -2.766 H441 2AH 72 2AH H442 2H44 H 0 0 N N N 11.621 24.375 2.152 -1.386 0.289 -2.481 H442 2AH 73 2AH H47 H47 H 0 1 N N N 10.272 26.657 6.375 1.746 -3.572 0.167 H47 2AH 74 2AH H491 1H49 H 0 0 N N N 7.945 27.367 8.145 -0.320 -2.222 2.921 H491 2AH 75 2AH H492 2H49 H 0 0 N N N 9.513 28.209 8.391 -0.400 -3.730 3.864 H492 2AH 76 2AH H493 3H49 H 0 0 N N N 8.729 27.353 9.761 1.122 -2.810 3.783 H493 2AH 77 2AH H501 1H50 H 0 0 N N N 11.242 25.270 9.574 -0.310 -4.874 0.321 H501 2AH 78 2AH H502 2H50 H 0 0 N N N 11.131 27.063 9.524 -1.132 -5.114 1.881 H502 2AH 79 2AH H503 3H50 H 0 0 N N N 11.824 26.167 8.130 -1.254 -3.549 1.043 H503 2AH 80 2AH H51 H51 H 0 1 N N N 7.782 24.909 6.506 2.689 -1.707 2.207 H51 2AH 81 2AH H79 H79 H 0 1 N N N 9.474 25.329 1.940 1.704 -1.640 -2.678 H79 2AH 82 2AH H80 H80 H 0 1 N N N 6.977 25.098 2.043 3.944 -0.627 -2.776 H80 2AH 83 2AH H82 H82 H 0 1 N N N 9.922 21.513 3.974 0.012 2.157 -1.718 H82 2AH 84 2AH H83 H83 H 0 1 N N N 7.430 21.286 4.091 2.245 3.185 -1.805 H83 2AH 85 2AH H911 1H91 H 0 0 N N N 4.706 26.730 3.991 6.406 -3.944 1.379 H911 2AH 86 2AH H912 2H91 H 0 0 N N N 6.229 27.419 3.332 6.868 -3.280 2.964 H912 2AH 87 2AH H913 3H91 H 0 0 N N N 5.467 28.149 4.786 5.840 -4.730 2.872 H913 2AH 88 2AH H921 1H92 H 0 0 N N N 7.940 25.278 9.359 2.383 -4.759 2.940 H921 2AH 89 2AH H922 2H92 H 0 0 N N N 9.499 24.512 9.820 0.909 -5.746 3.080 H922 2AH 90 2AH H923 3H92 H 0 0 N N N 8.719 24.093 8.256 1.789 -5.675 1.534 H923 2AH 91 2AH H93 H93 H 0 1 N N N 1.596 22.817 3.387 8.078 3.476 -2.467 H93 2AH 92 2AH H94 H94 H 0 1 N N N 3.028 21.011 4.358 6.169 4.762 -3.405 H94 2AH 93 2AH H95 H95 H 0 1 N N N 5.521 21.152 4.229 3.900 3.757 -3.323 H95 2AH 94 2AH H98 H98 H 0 1 N N N 2.667 24.787 2.273 7.674 1.256 -1.487 H98 2AH 95 # 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 2AH C1 C2 SING N N 1 2AH C1 C24 SING N N 2 2AH C1 O36 SING N N 3 2AH C1 C41 SING N N 4 2AH C2 O3 DOUB N N 5 2AH C2 N4 SING N N 6 2AH N4 C5 SING N N 7 2AH N4 H4 SING N N 8 2AH C5 C6 SING N N 9 2AH C5 C13 SING N N 10 2AH C5 H5 SING N N 11 2AH C6 C7 DOUB Y N 12 2AH C6 C11 SING Y N 13 2AH C7 C8 SING Y N 14 2AH C7 H7 SING N N 15 2AH C8 C9 DOUB Y N 16 2AH C8 H8 SING N N 17 2AH C9 C10 SING Y N 18 2AH C9 H9 SING N N 19 2AH C10 C11 DOUB Y N 20 2AH C10 H10 SING N N 21 2AH C11 C12 SING N N 22 2AH C12 C13 SING N N 23 2AH C12 H121 SING N N 24 2AH C12 H122 SING N N 25 2AH C13 O14 SING N N 26 2AH C13 H13 SING N N 27 2AH O14 H14 SING N N 28 2AH C24 C25 SING N N 29 2AH C24 H241 SING N N 30 2AH C24 H242 SING N N 31 2AH C25 C26 DOUB Y N 32 2AH C25 C30 SING Y N 33 2AH C26 C27 SING Y N 34 2AH C26 H26 SING N N 35 2AH C27 C28 DOUB Y N 36 2AH C27 H27 SING N N 37 2AH C28 C29 SING Y N 38 2AH C28 H28 SING N N 39 2AH C29 C30 DOUB Y N 40 2AH C29 H29 SING N N 41 2AH C30 H30 SING N N 42 2AH O36 H36 SING N N 43 2AH C41 N42 SING N N 44 2AH C41 H411 SING N N 45 2AH C41 H412 SING N N 46 2AH N42 N43 SING N N 47 2AH N42 C44 SING N N 48 2AH N43 C45 SING N N 49 2AH N43 H43 SING N N 50 2AH C44 C78 SING N N 51 2AH C44 H441 SING N N 52 2AH C44 H442 SING N N 53 2AH C45 O46 DOUB N N 54 2AH C45 C47 SING N N 55 2AH C47 C48 SING N N 56 2AH C47 N51 SING N N 57 2AH C47 H47 SING N N 58 2AH C48 C49 SING N N 59 2AH C48 C50 SING N N 60 2AH C48 C92 SING N N 61 2AH C49 H491 SING N N 62 2AH C49 H492 SING N N 63 2AH C49 H493 SING N N 64 2AH C50 H501 SING N N 65 2AH C50 H502 SING N N 66 2AH C50 H503 SING N N 67 2AH N51 C54 SING N N 68 2AH N51 H51 SING N N 69 2AH C54 O55 DOUB N N 70 2AH C54 O56 SING N N 71 2AH O56 C91 SING N N 72 2AH C78 C79 DOUB Y N 73 2AH C78 C82 SING Y N 74 2AH C79 C80 SING Y N 75 2AH C79 H79 SING N N 76 2AH C80 C81 DOUB Y N 77 2AH C80 H80 SING N N 78 2AH C81 C83 SING Y N 79 2AH C81 C96 SING Y N 80 2AH C82 C83 DOUB Y N 81 2AH C82 H82 SING N N 82 2AH C83 H83 SING N N 83 2AH C91 H911 SING N N 84 2AH C91 H912 SING N N 85 2AH C91 H913 SING N N 86 2AH C92 H921 SING N N 87 2AH C92 H922 SING N N 88 2AH C92 H923 SING N N 89 2AH C93 C94 DOUB Y N 90 2AH C93 C98 SING Y N 91 2AH C93 H93 SING N N 92 2AH C94 C95 SING Y N 93 2AH C94 H94 SING N N 94 2AH C95 C96 DOUB Y N 95 2AH C95 H95 SING N N 96 2AH C96 N97 SING Y N 97 2AH N97 C98 DOUB Y N 98 2AH C98 H98 SING N N 99 # 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 2AH SMILES ACDLabs 10.04 "O=C(NC2c1ccccc1CC2O)C(O)(Cc3ccccc3)CN(NC(=O)C(NC(=O)OC)C(C)(C)C)Cc5ccc(c4ncccc4)cc5" 2AH SMILES_CANONICAL CACTVS 3.341 "COC(=O)N[C@H](C(=O)NN(Cc1ccc(cc1)c2ccccn2)C[C@@](O)(Cc3ccccc3)C(=O)N[C@@H]4[C@H](O)Cc5ccccc45)C(C)(C)C" 2AH SMILES CACTVS 3.341 "COC(=O)N[CH](C(=O)NN(Cc1ccc(cc1)c2ccccn2)C[C](O)(Cc3ccccc3)C(=O)N[CH]4[CH](O)Cc5ccccc45)C(C)(C)C" 2AH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)[C@@H](C(=O)N[N@](Cc1ccc(cc1)c2ccccn2)C[C@@](Cc3ccccc3)(C(=O)N[C@H]4c5ccccc5C[C@H]4O)O)NC(=O)OC" 2AH SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)C(C(=O)NN(Cc1ccc(cc1)c2ccccn2)CC(Cc3ccccc3)(C(=O)NC4c5ccccc5CC4O)O)NC(=O)OC" 2AH InChI InChI 1.03 ;InChI=1S/C39H45N5O6/c1-38(2,3)34(42-37(48)50-4)35(46)43-44(24-27-17-19-28(20-18-27)31-16-10-11-21-40-31)25-39(49,23-26-12-6-5-7-13-26)36(47)41-33-30-15-9-8-14-29(30)22-32(33)45/h5-21,32-34,45,49H,22-25H2,1-4H3,(H,41,47)(H,42,48)(H,43,46)/t32-,33+,34-,39+/m1/s1 ; 2AH InChIKey InChI 1.03 SIDPAUALBWQCMI-NGXTUNLOSA-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 2AH "SYSTEMATIC NAME" ACDLabs 10.04 "methyl [(1S)-1-({2-[(2S)-2-benzyl-2-hydroxy-3-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino}-3-oxopropyl]-2-(4-pyridin-2-ylbenzyl)hydrazino}carbonyl)-2,2-dimethylpropyl]carbamate (non-preferred name)" 2AH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-[(2S)-1-[2-[(2S)-2-hydroxy-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxo-2-(phenylmethyl)propyl]-2-[(4-pyridin-2-ylphenyl)methyl]hydrazinyl]-3,3-dimethyl-1-oxo-butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2AH "Create component" 2006-02-08 EBI 2AH "Modify aromatic_flag" 2011-06-04 RCSB 2AH "Modify descriptor" 2011-06-04 RCSB #