data_DN1 # _chem_comp.id DN1 _chem_comp.name ;3-({(2S)-2-[({(1R)-1-[({(1R)-1-[(R)-CARBOXY(HYDROXY)METHYL]-3,3-DIFLUOROPROPYL}AMINO)CARBONYL]-3-METHYLBUTYL}AMINO)CARB ONYL]-2,3-DIHYDRO-1H-INDOL-2-YL}METHYL)THIOPHENE-2-CARBOXYLIC ACID ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H31 F2 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PEPTIDOMIMETIC INHIBITOR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-07-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 567.602 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DN1 _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 1W3C _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 DN1 N1 N1 N 0 1 N N N 65.013 25.387 3.574 0.226 0.471 3.284 N1 DN1 1 DN1 C2 C2 C 0 1 N N S 65.928 24.187 3.760 0.331 -0.964 3.014 C2 DN1 2 DN1 C1 C1 C 0 1 N N N 66.050 23.414 2.401 0.941 -1.198 1.656 C1 DN1 3 DN1 O2 O2 O 0 1 N N N 65.271 22.486 2.085 1.662 -2.156 1.471 O2 DN1 4 DN1 N3 N3 N 0 1 N N N 67.070 23.739 1.562 0.686 -0.342 0.646 N3 DN1 5 DN1 C4 C4 C 0 1 N N R 67.781 22.723 0.825 1.390 -0.485 -0.630 C4 DN1 6 DN1 C5 C5 C 0 1 N N N 68.609 23.266 -0.326 2.777 0.149 -0.523 C5 DN1 7 DN1 C6 C6 C 0 1 N N N 66.884 24.958 -1.052 4.898 0.628 -1.753 C6 DN1 8 DN1 C7 C7 C 0 1 N N N 69.291 25.435 -1.476 3.793 -1.600 -1.989 C7 DN1 9 DN1 C8 C8 C 0 1 N N N 68.305 24.776 -0.524 3.553 -0.098 -1.818 C8 DN1 10 DN1 C9 C9 C 0 1 N N N 67.489 21.266 0.916 0.604 0.203 -1.716 C9 DN1 11 DN1 O10 O10 O 0 1 N N N 67.870 20.482 1.809 -0.323 0.927 -1.426 O10 DN1 12 DN1 N11 N11 N 0 1 N N N 66.640 20.669 -0.038 0.934 0.014 -3.009 N11 DN1 13 DN1 C12 C12 C 0 1 N N R 66.341 19.223 0.235 0.093 0.576 -4.069 C12 DN1 14 DN1 C13 C13 C 0 1 N N N 66.635 18.881 1.690 -0.981 -0.439 -4.460 C13 DN1 15 DN1 C14 C14 C 0 1 N N N 65.552 18.751 2.698 -1.846 -0.762 -3.240 C14 DN1 16 DN1 F15 F15 F 0 1 N N N 64.411 19.089 2.426 -2.829 -1.691 -3.598 F15 DN1 17 DN1 F16 F16 F 0 1 N N N 65.812 19.398 3.720 -1.043 -1.299 -2.228 F16 DN1 18 DN1 C17 C17 C 0 1 N N R 67.141 18.300 -0.830 0.958 0.899 -5.289 C17 DN1 19 DN1 C18 C18 C 0 1 N N N 67.666 16.999 -0.072 0.093 1.478 -6.379 C18 DN1 20 DN1 O19 O19 O 0 1 N N N 68.127 17.057 1.108 -0.595 2.609 -6.161 O19 DN1 21 DN1 O20 O20 O 0 1 N N N 67.548 15.894 -0.675 0.018 0.923 -7.450 O20 DN1 22 DN1 O21 O21 O 0 1 N N N 68.312 19.004 -1.294 1.582 -0.296 -5.760 O21 DN1 23 DN1 C22 C22 C 0 1 N N N 65.223 23.290 4.840 -1.046 -1.625 3.096 C22 DN1 24 DN1 C23 C23 C 0 1 N N N 67.273 24.729 4.349 1.253 -1.515 4.114 C23 DN1 25 DN1 C24 C24 C 0 1 Y N N 65.760 26.496 4.011 0.980 0.804 4.410 C24 DN1 26 DN1 C25 C25 C 0 1 Y N N 67.030 26.199 4.469 1.610 -0.306 4.950 C25 DN1 27 DN1 C26 C26 C 0 1 Y N N 65.279 27.789 4.018 1.162 2.048 5.017 C26 DN1 28 DN1 C27 C27 C 0 1 Y N N 67.878 27.196 4.935 2.405 -0.183 6.073 C27 DN1 29 DN1 C28 C28 C 0 1 Y N N 67.408 28.515 4.942 2.580 1.051 6.669 C28 DN1 30 DN1 C29 C29 C 0 1 Y N N 66.111 28.818 4.484 1.957 2.165 6.138 C29 DN1 31 DN1 C30 C30 C 0 1 Y N N 66.270 22.486 5.612 -1.943 -1.048 2.031 C30 DN1 32 DN1 C31 C31 C 0 1 Y N N 67.214 21.581 5.011 -2.017 -1.604 0.779 C31 DN1 33 DN1 C32 C32 C 0 1 Y N N 68.301 21.310 5.818 -2.842 -1.047 -0.146 C32 DN1 34 DN1 S33 S33 S 0 1 Y N N 68.203 22.158 7.300 -3.551 0.285 0.706 S33 DN1 35 DN1 C34 C34 C 0 1 Y N N 66.735 22.876 6.861 -2.735 0.063 2.276 C34 DN1 36 DN1 C35 C35 C 0 1 N N N 66.014 23.924 7.617 -2.862 0.854 3.502 C35 DN1 37 DN1 O36 O36 O 0 1 N N N 66.506 24.130 8.761 -2.220 0.551 4.490 O36 DN1 38 DN1 O37 O37 O 0 1 N N N 65.025 24.446 7.020 -3.691 1.918 3.536 O37 DN1 39 DN1 H1 H1 H 0 1 N N N 64.060 25.388 3.210 -0.291 1.099 2.756 H1 DN1 40 DN1 H3 H3 H 0 1 N N N 67.337 24.717 1.452 0.037 0.368 0.765 H3 DN1 41 DN1 H4 H4 H 0 1 N N N 68.638 22.684 1.537 1.492 -1.543 -0.872 H4 DN1 42 DN1 H5C1 1H5C H 0 0 N N N 68.459 22.681 -1.263 3.316 -0.294 0.314 H5C1 DN1 43 DN1 H5C2 2H5C H 0 0 N N N 69.698 23.072 -0.188 2.674 1.222 -0.361 H5C2 DN1 44 DN1 H6C1 1H6C H 0 0 N N N 66.666 26.042 -1.194 5.451 0.451 -2.676 H6C1 DN1 45 DN1 H6C2 2H6C H 0 0 N N N 66.129 24.462 -0.399 4.727 1.698 -1.631 H6C2 DN1 46 DN1 H6C3 3H6C H 0 0 N N N 66.706 24.370 -1.983 5.474 0.253 -0.907 H6C3 DN1 47 DN1 H7C1 1H7C H 0 0 N N N 69.073 26.519 -1.618 4.411 -1.965 -1.168 H7C1 DN1 48 DN1 H7C2 2H7C H 0 0 N N N 69.331 24.899 -2.453 2.837 -2.123 -1.984 H7C2 DN1 49 DN1 H7C3 3H7C H 0 0 N N N 70.343 25.274 -1.144 4.302 -1.781 -2.935 H7C3 DN1 50 DN1 H8 H8 H 0 1 N N N 68.380 25.283 0.466 2.978 0.276 -2.664 H8 DN1 51 DN1 H11 H11 H 0 1 N N N 66.263 21.173 -0.840 1.728 -0.493 -3.238 H11 DN1 52 DN1 H12 H12 H 0 1 N N N 65.250 19.066 0.065 -0.383 1.489 -3.709 H12 DN1 53 DN1 H13 H13 H 0 1 N N N 67.370 19.626 2.074 -1.607 -0.021 -5.249 H13 DN1 54 DN1 H13D H13D H 0 0 N N N 67.230 17.938 1.705 -0.505 -1.351 -4.820 H13D DN1 55 DN1 H14 H14 H 0 1 N N N 65.511 17.677 2.995 -2.322 0.149 -2.881 H14 DN1 56 DN1 H17 H17 H 0 1 N N N 66.482 18.021 -1.685 1.723 1.623 -5.010 H17 DN1 57 DN1 H19 H19 H 0 1 N N N 68.439 16.281 1.559 -1.150 2.980 -6.860 H19 DN1 58 DN1 H21 H21 H 0 1 N N N 68.781 18.463 -1.918 0.871 -0.908 -5.996 H21 DN1 59 DN1 H221 1H22 H 0 0 N N N 64.438 22.636 4.393 -0.944 -2.699 2.943 H221 DN1 60 DN1 H222 2H22 H 0 0 N N N 64.570 23.887 5.518 -1.480 -1.437 4.078 H222 DN1 61 DN1 H231 1H23 H 0 0 N N N 68.179 24.456 3.760 0.725 -2.253 4.719 H231 DN1 62 DN1 H232 2H23 H 0 0 N N N 67.597 24.235 5.294 2.150 -1.952 3.676 H232 DN1 63 DN1 H26 H26 H 0 1 N N N 64.258 28.010 3.663 0.678 2.922 4.608 H26 DN1 64 DN1 H27 H27 H 0 1 N N N 68.894 26.955 5.290 2.891 -1.055 6.487 H27 DN1 65 DN1 H28 H28 H 0 1 N N N 68.060 29.325 5.310 3.202 1.145 7.547 H28 DN1 66 DN1 H29 H29 H 0 1 N N N 65.751 29.861 4.492 2.093 3.131 6.602 H29 DN1 67 DN1 H31 H31 H 0 1 N N N 67.082 21.147 4.006 -1.427 -2.474 0.532 H31 DN1 68 DN1 H32 H32 H 0 1 N N N 69.127 20.633 5.542 -3.014 -1.359 -1.165 H32 DN1 69 DN1 H37 H37 H 0 1 N N N 64.562 25.118 7.505 -3.775 2.440 4.345 H37 DN1 70 # # 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 DN1 N1 C2 SING N N 1 DN1 N1 C24 SING N N 2 DN1 N1 H1 SING N N 3 DN1 C2 C1 SING N N 4 DN1 C2 C22 SING N N 5 DN1 C2 C23 SING N N 6 DN1 C1 O2 DOUB N N 7 DN1 C1 N3 SING N N 8 DN1 N3 C4 SING N N 9 DN1 N3 H3 SING N N 10 DN1 C4 C5 SING N N 11 DN1 C4 C9 SING N N 12 DN1 C4 H4 SING N N 13 DN1 C5 C8 SING N N 14 DN1 C5 H5C1 SING N N 15 DN1 C5 H5C2 SING N N 16 DN1 C6 C8 SING N N 17 DN1 C6 H6C1 SING N N 18 DN1 C6 H6C2 SING N N 19 DN1 C6 H6C3 SING N N 20 DN1 C7 C8 SING N N 21 DN1 C7 H7C1 SING N N 22 DN1 C7 H7C2 SING N N 23 DN1 C7 H7C3 SING N N 24 DN1 C8 H8 SING N N 25 DN1 C9 O10 DOUB N N 26 DN1 C9 N11 SING N N 27 DN1 N11 C12 SING N N 28 DN1 N11 H11 SING N N 29 DN1 C12 C13 SING N N 30 DN1 C12 C17 SING N N 31 DN1 C12 H12 SING N N 32 DN1 C13 C14 SING N N 33 DN1 C13 H13 SING N N 34 DN1 C13 H13D SING N N 35 DN1 C14 F15 SING N N 36 DN1 C14 F16 SING N N 37 DN1 C14 H14 SING N N 38 DN1 C17 C18 SING N N 39 DN1 C17 O21 SING N N 40 DN1 C17 H17 SING N N 41 DN1 C18 O19 SING N N 42 DN1 C18 O20 DOUB N N 43 DN1 O19 H19 SING N N 44 DN1 O21 H21 SING N N 45 DN1 C22 C30 SING N N 46 DN1 C22 H221 SING N N 47 DN1 C22 H222 SING N N 48 DN1 C23 C25 SING N N 49 DN1 C23 H231 SING N N 50 DN1 C23 H232 SING N N 51 DN1 C24 C25 DOUB Y N 52 DN1 C24 C26 SING Y N 53 DN1 C25 C27 SING Y N 54 DN1 C26 C29 DOUB Y N 55 DN1 C26 H26 SING N N 56 DN1 C27 C28 DOUB Y N 57 DN1 C27 H27 SING N N 58 DN1 C28 C29 SING Y N 59 DN1 C28 H28 SING N N 60 DN1 C29 H29 SING N N 61 DN1 C30 C31 SING Y N 62 DN1 C30 C34 DOUB Y N 63 DN1 C31 C32 DOUB Y N 64 DN1 C31 H31 SING N N 65 DN1 C32 S33 SING Y N 66 DN1 C32 H32 SING N N 67 DN1 S33 C34 SING Y N 68 DN1 C34 C35 SING N N 69 DN1 C35 O36 DOUB N N 70 DN1 C35 O37 SING N N 71 DN1 O37 H37 SING N N 72 # # 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 DN1 SMILES ACDLabs 10.04 "O=C(O)C(O)C(NC(=O)C(NC(=O)C2(Nc1ccccc1C2)Cc3c(scc3)C(=O)O)CC(C)C)CC(F)F" DN1 SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@@H](NC(=O)[C@]1(Cc2ccccc2N1)Cc3ccsc3C(O)=O)C(=O)N[C@H](CC(F)F)[C@@H](O)C(O)=O" DN1 SMILES CACTVS 3.341 "CC(C)C[CH](NC(=O)[C]1(Cc2ccccc2N1)Cc3ccsc3C(O)=O)C(=O)N[CH](CC(F)F)[CH](O)C(O)=O" DN1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)N[C@H](CC(F)F)[C@H](C(=O)O)O)NC(=O)[C@]1(Cc2ccccc2N1)Cc3ccsc3C(=O)O" DN1 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)NC(CC(F)F)C(C(=O)O)O)NC(=O)C1(Cc2ccccc2N1)Cc3ccsc3C(=O)O" DN1 InChI InChI 1.03 "InChI=1S/C26H31F2N3O7S/c1-13(2)9-18(22(33)29-17(10-19(27)28)20(32)23(34)35)30-25(38)26(11-14-5-3-4-6-16(14)31-26)12-15-7-8-39-21(15)24(36)37/h3-8,13,17-20,31-32H,9-12H2,1-2H3,(H,29,33)(H,30,38)(H,34,35)(H,36,37)/t17-,18-,20-,26+/m1/s1" DN1 InChIKey InChI 1.03 BEFPIHVRQQQFFB-DUFVWYDBSA-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 DN1 "SYSTEMATIC NAME" ACDLabs 10.04 "3-{[N-({(2S)-2-[(2-carboxythiophen-3-yl)methyl]-2,3-dihydro-1H-indol-2-yl}carbonyl)-D-leucyl]amino}-3,4,5-trideoxy-5,5-difluoro-D-erythro-pentonic acid" DN1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(2S)-2-[[1-[[(2R,3R)-5,5-difluoro-1,2-dihydroxy-1-oxo-pentan-3-yl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamoyl]-1,3-dihydroindol-2-yl]methyl]thiophene-2-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DN1 "Create component" 2004-07-14 EBI DN1 "Modify descriptor" 2011-06-04 RCSB DN1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DN1 _pdbx_chem_comp_synonyms.name "PEPTIDOMIMETIC INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##