data_MSC # _chem_comp.id MSC _chem_comp.name "2,5-DIBENZYLOXY-3,4-DIHYDROXY-HEXANEDIOIC ACID 2-CHLORO-6-FLUORO-BENZYLAMIDE (2-HYDROXY-INDAN-1- YL)-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H36 Cl F N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "INHIBITOR MSL370" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-05 _chem_comp.pdbx_modified_date 2021-03-01 _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 663.132 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MSC _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 1D4J _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 MSC C01 C01 C 0 1 N N R 13.786 23.158 4.998 -0.809 -0.161 -0.256 C01 MSC 1 MSC O02 O02 O 0 1 N N N 14.335 22.926 3.674 -1.143 0.507 -1.474 O02 MSC 2 MSC C03 C03 C 0 1 N N R 14.790 22.796 6.068 -1.130 -1.651 -0.387 C03 MSC 3 MSC O04 O04 O 0 1 N N N 14.251 23.057 7.390 -0.683 -2.340 0.782 O04 MSC 4 MSC C05 C05 C 0 1 N N N 15.263 23.502 8.323 -0.295 -3.651 0.367 C05 MSC 5 MSC C06 C06 C 0 1 Y N N 16.190 22.394 8.811 0.085 -4.468 1.574 C06 MSC 6 MSC C07 C07 C 0 1 Y N N 15.645 21.245 9.515 -0.875 -5.213 2.235 C07 MSC 7 MSC C08 C08 C 0 1 Y N N 16.510 20.150 9.881 -0.527 -5.963 3.342 C08 MSC 8 MSC C09 C09 C 0 1 Y N N 17.912 20.202 9.555 0.781 -5.969 3.790 C09 MSC 9 MSC C10 C10 C 0 1 Y N N 18.458 21.346 8.868 1.741 -5.225 3.129 C10 MSC 10 MSC C11 C11 C 0 1 Y N N 17.602 22.439 8.498 1.394 -4.478 2.018 C11 MSC 11 MSC C12 C12 C 0 1 N N N 15.012 21.317 5.904 -2.619 -1.833 -0.539 C12 MSC 12 MSC O13 O13 O 0 1 N N N 14.088 20.523 6.102 -3.250 -2.409 0.321 O13 MSC 13 MSC N14 N14 N 0 1 N N N 16.278 20.878 5.550 -3.248 -1.354 -1.631 N14 MSC 14 MSC C15 C15 C 0 1 N N S 16.596 19.471 5.381 -4.695 -1.530 -1.778 C15 MSC 15 MSC C16 C16 C 0 1 Y N N 16.549 19.009 3.943 -5.437 -0.400 -1.086 C16 MSC 16 MSC C17 C17 C 0 1 Y N N 15.685 19.426 2.867 -5.226 0.185 0.152 C17 MSC 17 MSC C18 C18 C 0 1 Y N N 15.842 18.829 1.560 -6.040 1.215 0.581 C18 MSC 18 MSC C19 C19 C 0 1 Y N N 16.861 17.833 1.339 -7.069 1.664 -0.226 C19 MSC 19 MSC C20 C20 C 0 1 Y N N 17.734 17.419 2.405 -7.280 1.082 -1.460 C20 MSC 20 MSC C21 C21 C 0 1 Y N N 17.566 18.017 3.700 -6.465 0.049 -1.893 C21 MSC 21 MSC C22 C22 C 0 1 N N N 18.352 17.767 4.947 -6.488 -0.745 -3.182 C22 MSC 22 MSC C23 C23 C 0 1 N N R 18.025 19.036 5.770 -5.104 -1.423 -3.263 C23 MSC 23 MSC O24 O24 O 0 1 N N N 18.924 20.096 5.438 -4.180 -0.608 -3.986 O24 MSC 24 MSC C31 C31 C 0 1 N N R 13.303 24.597 5.080 0.684 0.015 0.029 C31 MSC 25 MSC O32 O32 O 0 1 N N N 14.344 25.434 4.504 1.444 -0.591 -1.018 O32 MSC 26 MSC C33 C33 C 0 1 N N R 11.972 24.849 4.369 1.016 1.507 0.103 C33 MSC 27 MSC O34 O34 O 0 1 N N N 11.803 23.951 3.247 0.167 2.138 1.063 O34 MSC 28 MSC C35 C35 C 0 1 N N N 11.093 24.549 2.142 -0.032 3.482 0.620 C35 MSC 29 MSC C36 C36 C 0 1 Y N N 9.586 24.455 2.269 -0.828 4.238 1.652 C36 MSC 30 MSC C37 C37 C 0 1 Y N N 8.763 25.617 2.011 -0.179 4.914 2.668 C37 MSC 31 MSC C38 C38 C 0 1 Y N N 7.343 25.550 2.225 -0.910 5.608 3.614 C38 MSC 32 MSC C39 C39 C 0 1 Y N N 6.743 24.328 2.685 -2.290 5.626 3.544 C39 MSC 33 MSC C40 C40 C 0 1 Y N N 7.552 23.165 2.933 -2.940 4.951 2.527 C40 MSC 34 MSC C41 C41 C 0 1 Y N N 8.970 23.220 2.726 -2.209 4.261 1.579 C41 MSC 35 MSC C42 C42 C 0 1 N N N 10.860 24.621 5.383 2.455 1.682 0.513 C42 MSC 36 MSC O43 O43 O 0 1 N N N 10.751 23.547 5.979 2.724 2.206 1.573 O43 MSC 37 MSC N44 N44 N 0 1 N N N 9.925 25.620 5.569 3.444 1.254 -0.298 N44 MSC 38 MSC C45 C45 C 0 1 N N N 8.825 25.487 6.516 4.843 1.424 0.102 C45 MSC 39 MSC C46 C46 C 0 1 Y N N 8.410 26.651 7.279 5.743 0.867 -0.972 C46 MSC 40 MSC C47 C47 C 0 1 Y N N 7.144 27.295 7.009 6.179 1.683 -2.002 C47 MSC 41 MSC C48 C48 C 0 1 Y N N 6.763 28.477 7.756 7.006 1.171 -2.987 C48 MSC 42 MSC C49 C49 C 0 1 Y N N 7.641 29.011 8.765 7.395 -0.155 -2.942 C49 MSC 43 MSC C50 C50 C 0 1 Y N N 8.899 28.376 9.038 6.959 -0.969 -1.914 C50 MSC 44 MSC C51 C51 C 0 1 Y N N 9.282 27.193 8.292 6.137 -0.457 -0.926 C51 MSC 45 MSC CL CL CL 0 0 N N N 11.059 26.281 8.673 5.591 -1.481 0.365 CL MSC 46 MSC F F F 0 1 N N N 6.339 26.821 6.063 5.799 2.979 -2.045 F MSC 47 MSC H011 1H01 H 0 0 N N N 12.920 22.504 5.177 -1.389 0.265 0.563 H011 MSC 48 MSC H021 1H02 H 0 0 N N N 13.628 22.875 3.042 -0.610 0.101 -2.171 H021 MSC 49 MSC H031 1H03 H 0 0 N N N 15.715 23.383 5.970 -0.624 -2.056 -1.263 H031 MSC 50 MSC H051 1H05 H 0 0 N N N 14.735 23.890 9.207 -1.127 -4.130 -0.149 H051 MSC 51 MSC H052 2H05 H 0 0 N N N 15.878 24.262 7.819 0.558 -3.580 -0.307 H052 MSC 52 MSC H071 1H07 H 0 0 N N N 14.595 21.211 9.764 -1.897 -5.208 1.885 H071 MSC 53 MSC H081 1H08 H 0 0 N N N 16.107 19.292 10.399 -1.277 -6.544 3.859 H081 MSC 54 MSC H091 1H09 H 0 0 N N N 18.558 19.380 9.827 1.053 -6.554 4.655 H091 MSC 55 MSC H101 1H10 H 0 0 N N N 19.511 21.381 8.631 2.763 -5.229 3.478 H101 MSC 56 MSC H111 1H11 H 0 0 N N N 18.013 23.296 7.985 2.143 -3.897 1.502 H111 MSC 57 MSC H141 1H14 H 0 0 N N N 16.999 21.555 5.406 -2.743 -0.893 -2.318 H141 MSC 58 MSC H151 1H15 H 0 0 N N N 15.830 19.039 6.042 -5.002 -2.492 -1.367 H151 MSC 59 MSC H171 1H17 H 0 0 N N N 14.928 20.177 3.036 -4.423 -0.165 0.783 H171 MSC 60 MSC H181 1H18 H 0 0 N N N 15.196 19.129 0.748 -5.873 1.670 1.547 H181 MSC 61 MSC H191 1H19 H 0 0 N N N 16.970 17.392 0.359 -7.706 2.470 0.108 H191 MSC 62 MSC H201 1H20 H 0 0 N N N 18.498 16.675 2.235 -8.084 1.433 -2.091 H201 MSC 63 MSC H221 1H22 H 0 0 N N N 19.427 17.610 4.775 -6.633 -0.079 -4.033 H221 MSC 64 MSC H222 2H22 H 0 0 N N N 18.040 16.845 5.459 -7.276 -1.496 -3.149 H222 MSC 65 MSC H231 1H23 H 0 0 N N N 18.115 18.821 6.845 -5.183 -2.411 -3.715 H231 MSC 66 MSC H241 1H24 H 0 0 N N N 19.124 20.599 6.219 -4.513 -0.545 -4.892 H241 MSC 67 MSC H311 1H31 H 0 0 N N N 13.114 24.836 6.137 0.930 -0.459 0.979 H311 MSC 68 MSC H321 1H32 H 0 0 N N N 14.137 25.616 3.595 1.196 -0.144 -1.838 H321 MSC 69 MSC H331 1H33 H 0 0 N N N 11.947 25.877 3.978 0.859 1.963 -0.875 H331 MSC 70 MSC H351 1H35 H 0 0 N N N 11.378 23.996 1.235 0.935 3.965 0.482 H351 MSC 71 MSC H352 2H35 H 0 0 N N N 11.367 25.613 2.095 -0.574 3.476 -0.325 H352 MSC 72 MSC H371 1H37 H 0 0 N N N 9.215 26.533 1.658 0.900 4.900 2.722 H371 MSC 73 MSC H381 1H38 H 0 0 N N N 6.727 26.418 2.040 -0.402 6.135 4.408 H381 MSC 74 MSC H391 1H39 H 0 0 N N N 5.676 24.283 2.846 -2.861 6.168 4.283 H391 MSC 75 MSC H401 1H40 H 0 0 N N N 7.091 22.250 3.275 -4.018 4.966 2.473 H401 MSC 76 MSC H411 1H41 H 0 0 N N N 9.578 22.347 2.909 -2.716 3.734 0.784 H411 MSC 77 MSC H441 1H44 H 0 0 N N N 10.005 26.463 5.036 3.229 0.835 -1.145 H441 MSC 78 MSC H451 1H45 H 0 0 N N N 9.205 24.787 7.275 5.056 2.484 0.240 H451 MSC 79 MSC H452 2H45 H 0 0 N N N 7.949 25.169 5.932 5.021 0.893 1.036 H452 MSC 80 MSC H481 1H48 H 0 0 N N N 5.818 28.959 7.555 7.347 1.807 -3.791 H481 MSC 81 MSC H491 1H49 H 0 0 N N N 7.352 29.892 9.318 8.040 -0.554 -3.711 H491 MSC 82 MSC H501 1H50 H 0 0 N N N 9.557 28.777 9.795 7.264 -2.005 -1.880 H501 MSC 83 # # 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 MSC C01 O02 SING N N 1 MSC C01 C03 SING N N 2 MSC C01 C31 SING N N 3 MSC C01 H011 SING N N 4 MSC O02 H021 SING N N 5 MSC C03 O04 SING N N 6 MSC C03 C12 SING N N 7 MSC C03 H031 SING N N 8 MSC O04 C05 SING N N 9 MSC C05 C06 SING N N 10 MSC C05 H051 SING N N 11 MSC C05 H052 SING N N 12 MSC C06 C07 DOUB Y N 13 MSC C06 C11 SING Y N 14 MSC C07 C08 SING Y N 15 MSC C07 H071 SING N N 16 MSC C08 C09 DOUB Y N 17 MSC C08 H081 SING N N 18 MSC C09 C10 SING Y N 19 MSC C09 H091 SING N N 20 MSC C10 C11 DOUB Y N 21 MSC C10 H101 SING N N 22 MSC C11 H111 SING N N 23 MSC C12 O13 DOUB N N 24 MSC C12 N14 SING N N 25 MSC N14 C15 SING N N 26 MSC N14 H141 SING N N 27 MSC C15 C16 SING N N 28 MSC C15 C23 SING N N 29 MSC C15 H151 SING N N 30 MSC C16 C17 DOUB Y N 31 MSC C16 C21 SING Y N 32 MSC C17 C18 SING Y N 33 MSC C17 H171 SING N N 34 MSC C18 C19 DOUB Y N 35 MSC C18 H181 SING N N 36 MSC C19 C20 SING Y N 37 MSC C19 H191 SING N N 38 MSC C20 C21 DOUB Y N 39 MSC C20 H201 SING N N 40 MSC C21 C22 SING N N 41 MSC C22 C23 SING N N 42 MSC C22 H221 SING N N 43 MSC C22 H222 SING N N 44 MSC C23 O24 SING N N 45 MSC C23 H231 SING N N 46 MSC O24 H241 SING N N 47 MSC C31 O32 SING N N 48 MSC C31 C33 SING N N 49 MSC C31 H311 SING N N 50 MSC O32 H321 SING N N 51 MSC C33 O34 SING N N 52 MSC C33 C42 SING N N 53 MSC C33 H331 SING N N 54 MSC O34 C35 SING N N 55 MSC C35 C36 SING N N 56 MSC C35 H351 SING N N 57 MSC C35 H352 SING N N 58 MSC C36 C37 DOUB Y N 59 MSC C36 C41 SING Y N 60 MSC C37 C38 SING Y N 61 MSC C37 H371 SING N N 62 MSC C38 C39 DOUB Y N 63 MSC C38 H381 SING N N 64 MSC C39 C40 SING Y N 65 MSC C39 H391 SING N N 66 MSC C40 C41 DOUB Y N 67 MSC C40 H401 SING N N 68 MSC C41 H411 SING N N 69 MSC C42 O43 DOUB N N 70 MSC C42 N44 SING N N 71 MSC N44 C45 SING N N 72 MSC N44 H441 SING N N 73 MSC C45 C46 SING N N 74 MSC C45 H451 SING N N 75 MSC C45 H452 SING N N 76 MSC C46 C47 DOUB Y N 77 MSC C46 C51 SING Y N 78 MSC C47 C48 SING Y N 79 MSC C47 F SING N N 80 MSC C48 C49 DOUB Y N 81 MSC C48 H481 SING N N 82 MSC C49 C50 SING Y N 83 MSC C49 H491 SING N N 84 MSC C50 C51 DOUB Y N 85 MSC C50 H501 SING N N 86 MSC C51 CL SING N N 87 # # 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 MSC SMILES ACDLabs 10.04 "Fc1cccc(Cl)c1CNC(=O)C(OCc2ccccc2)C(O)C(O)C(OCc3ccccc3)C(=O)NC5c4ccccc4CC5O" MSC SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3ccccc3)[C@H](O)[C@@H](O)[C@@H](OCc4ccccc4)C(=O)NCc5c(F)cccc5Cl" MSC SMILES CACTVS 3.341 "O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3ccccc3)[CH](O)[CH](O)[CH](OCc4ccccc4)C(=O)NCc5c(F)cccc5Cl" MSC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CO[C@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]2c3ccccc3C[C@H]2O)OCc4ccccc4)O)O)C(=O)NCc5c(cccc5Cl)F" MSC SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COC(C(C(C(C(=O)NC2c3ccccc3CC2O)OCc4ccccc4)O)O)C(=O)NCc5c(cccc5Cl)F" MSC InChI InChI 1.03 "InChI=1S/C36H36ClFN2O7/c37-27-16-9-17-28(38)26(27)19-39-35(44)33(46-20-22-10-3-1-4-11-22)31(42)32(43)34(47-21-23-12-5-2-6-13-23)36(45)40-30-25-15-8-7-14-24(25)18-29(30)41/h1-17,29-34,41-43H,18-21H2,(H,39,44)(H,40,45)/t29-,30+,31-,32-,33-,34-/m1/s1" MSC InChIKey InChI 1.03 BVPTXJDSYPTXMO-VQEIZDKSSA-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 MSC "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4R,5R)-2,5-bis(benzyloxy)-N-(2-chloro-6-fluorobenzyl)-3,4-dihydroxy-N'-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)" MSC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-N-[(2-chloro-6-fluoro-phenyl)methyl]-3,4-dihydroxy-N'-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(phenylmethoxy)hexanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MSC "Create component" 1999-10-05 RCSB MSC "Modify descriptor" 2011-06-04 RCSB MSC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MSC _pdbx_chem_comp_synonyms.name "INHIBITOR MSL370" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##