data_S80 # _chem_comp.id S80 _chem_comp.name "N1-HYDROXY-2-(3-HYDROXY-PROPYL)-3-ISOBUTYL-N4-[1-(2-METHOXY-ETHYL)-2-OXO-AZEPAN-3-YL]-SUCCINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H37 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "A DISUBSTITUTED SUCCINYL CAPROLACTAM HYDROXYMATE MMP3 INHIBITOR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 415.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S80 _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 1BIW _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 S80 C10 C10 C 0 1 N N N 7.728 48.886 54.726 -0.178 0.517 -2.689 C10 S80 1 S80 O4 O4 O 0 1 N N N 7.130 48.743 55.791 -1.316 0.175 -2.444 O4 S80 2 S80 N3 N3 N 0 1 N N N 9.064 48.664 54.596 0.093 1.153 -3.829 N3 S80 3 S80 C9 C9 C 0 1 N N N 9.791 48.595 53.328 1.468 1.581 -4.134 C9 S80 4 S80 C8 C8 C 0 1 N N N 10.053 49.967 52.700 2.304 0.344 -4.469 C8 S80 5 S80 C7 C7 C 0 1 N N N 8.812 50.588 52.072 2.874 -0.280 -3.209 C7 S80 6 S80 C6 C6 C 0 1 N N N 7.601 50.734 52.927 1.823 -0.881 -2.293 C6 S80 7 S80 C5 C5 C 0 1 N N S 6.983 49.568 53.607 0.929 0.212 -1.703 C5 S80 8 S80 N2 N2 N 0 1 N N N 5.534 49.607 53.814 0.353 -0.251 -0.438 N2 S80 9 S80 C4 C4 C 0 1 N N N 4.606 48.810 53.217 0.037 0.636 0.523 C4 S80 10 S80 C3 C3 C 0 1 N N R 3.200 48.767 53.650 -0.506 0.155 1.844 C3 S80 11 S80 C2 C2 C 0 1 N N S 2.208 49.360 52.688 0.108 0.977 2.979 C2 S80 12 S80 C1 C1 C 0 1 N N N 0.827 49.461 53.234 -0.436 0.495 4.299 C1 S80 13 S80 O1 O1 O 0 1 N N N 0.653 50.279 54.111 -0.728 -0.672 4.445 O1 S80 14 S80 N1 N1 N 0 1 N N N -0.204 48.721 52.807 -0.598 1.363 5.318 N1 S80 15 S80 O2 O2 O 0 1 N N N -1.400 48.907 53.485 -1.015 0.894 6.587 O2 S80 16 S80 C11 C11 C 0 1 N N N 2.509 50.118 51.389 1.629 0.810 2.963 C11 S80 17 S80 C12 C12 C 0 1 N N N 2.764 51.595 51.761 1.980 -0.675 3.061 C12 S80 18 S80 C13 C13 C 0 1 N N N 2.782 52.507 50.514 3.498 -0.834 3.161 C13 S80 19 S80 O5 O5 O 0 1 N N N 1.468 52.561 49.959 3.827 -2.222 3.252 O5 S80 20 S80 C14 C14 C 0 1 N N N 2.790 47.739 54.616 -2.027 0.322 1.860 C14 S80 21 S80 C15 C15 C 0 1 N N N 3.131 47.559 56.000 -2.687 -1.040 2.082 C15 S80 22 S80 C17 C17 C 0 1 N N N 3.012 48.656 57.009 -4.204 -0.863 2.175 C17 S80 23 S80 C16 C16 C 0 1 N N N 3.042 46.187 56.639 -2.353 -1.966 0.911 C16 S80 24 S80 O3 O3 O 0 1 N N N 4.846 48.031 52.331 0.190 1.823 0.327 O3 S80 25 S80 C18 C18 C 0 1 N N N 9.933 48.575 55.786 -0.983 1.434 -4.781 C18 S80 26 S80 C19 C19 C 0 1 N N N 9.977 47.193 56.431 -1.110 0.269 -5.765 C19 S80 27 S80 O6 O6 O 0 1 N N N 10.511 46.228 55.542 -1.408 -0.930 -5.048 O6 S80 28 S80 C20 C20 C 0 1 N N N 10.472 44.929 56.141 -1.513 -1.975 -6.017 C20 S80 29 S80 H91 1H9 H 0 1 N N N 10.743 48.027 53.449 1.460 2.259 -4.987 H91 S80 30 S80 H92 2H9 H 0 1 N N N 9.266 47.924 52.607 1.895 2.087 -3.267 H92 S80 31 S80 H81 1H8 H 0 1 N N N 10.511 50.661 53.442 1.674 -0.385 -4.978 H81 S80 32 S80 H82 2H8 H 0 1 N N N 10.885 49.911 51.960 3.122 0.632 -5.128 H82 S80 33 S80 H71 1H7 H 0 1 N N N 9.077 51.580 51.638 3.574 -1.064 -3.496 H71 S80 34 S80 H72 2H7 H 0 1 N N N 8.544 50.020 51.150 3.420 0.484 -2.657 H72 S80 35 S80 H61 1H6 H 0 1 N N N 7.820 51.505 53.701 1.208 -1.579 -2.861 H61 S80 36 S80 H62 2H6 H 0 1 N N N 6.811 51.233 52.319 2.317 -1.416 -1.482 H62 S80 37 S80 H5 H5 H 0 1 N N N 7.139 48.855 52.763 1.518 1.112 -1.528 H5 S80 38 S80 HN2 HN2 H 0 1 N N N 5.116 50.277 54.459 0.199 -1.198 -0.294 HN2 S80 39 S80 H3 H3 H 0 1 N N N 3.153 49.554 54.438 -0.255 -0.896 1.979 H3 S80 40 S80 H2 H2 H 0 1 N N N 2.538 48.588 51.953 -0.143 2.028 2.844 H2 S80 41 S80 HN1 HN1 H 0 1 N N N -0.088 48.070 52.030 -0.429 2.308 5.181 HN1 S80 42 S80 HO2 HO2 H 0 1 N N N -2.131 48.382 53.182 -1.068 1.667 7.166 HO2 S80 43 S80 H111 1H11 H 0 0 N N N 3.345 49.666 50.806 2.029 1.218 2.035 H111 S80 44 S80 H112 2H11 H 0 0 N N N 1.711 49.995 50.619 2.061 1.342 3.810 H112 S80 45 S80 H121 1H12 H 0 0 N N N 2.028 51.955 52.516 1.511 -1.102 3.947 H121 S80 46 S80 H122 2H12 H 0 0 N N N 3.698 51.707 52.359 1.618 -1.193 2.173 H122 S80 47 S80 H131 1H13 H 0 0 N N N 3.191 53.520 50.734 3.968 -0.408 2.274 H131 S80 48 S80 H132 2H13 H 0 0 N N N 3.545 52.189 49.766 3.860 -0.316 4.049 H132 S80 49 S80 HO5 HO5 H 0 1 N N N 1.479 53.121 49.192 4.790 -2.278 3.313 HO5 S80 50 S80 H141 1H14 H 0 0 N N N 1.675 47.760 54.598 -2.310 0.998 2.666 H141 S80 51 S80 H142 2H14 H 0 0 N N N 3.053 46.770 54.130 -2.358 0.734 0.907 H142 S80 52 S80 H15 H15 H 0 1 N N N 4.175 47.686 55.630 -2.315 -1.477 3.008 H15 S80 53 S80 H171 1H17 H 0 0 N N N 3.276 48.516 58.083 -4.674 -1.833 2.333 H171 S80 54 S80 H172 2H17 H 0 0 N N N 3.596 49.526 56.629 -4.442 -0.203 3.010 H172 S80 55 S80 H173 3H17 H 0 0 N N N 1.965 49.038 56.967 -4.576 -0.426 1.249 H173 S80 56 S80 H161 1H16 H 0 0 N N N 3.306 46.047 57.713 -2.766 -1.552 -0.008 H161 S80 57 S80 H162 2H16 H 0 0 N N N 2.012 45.791 56.477 -1.270 -2.054 0.815 H162 S80 58 S80 H163 3H16 H 0 0 N N N 3.652 45.477 56.032 -2.783 -2.950 1.091 H163 S80 59 S80 H181 1H18 H 0 0 N N N 10.963 48.923 55.542 -0.755 2.348 -5.328 H181 S80 60 S80 H182 2H18 H 0 0 N N N 9.643 49.346 56.537 -1.922 1.557 -4.242 H182 S80 61 S80 H191 1H19 H 0 0 N N N 10.531 47.210 57.398 -0.171 0.145 -6.305 H191 S80 62 S80 H192 2H19 H 0 0 N N N 8.975 46.887 56.813 -1.911 0.477 -6.474 H192 S80 63 S80 H201 1H20 H 0 0 N N N 10.892 44.169 55.441 -1.741 -2.915 -5.514 H201 S80 64 S80 H202 2H20 H 0 0 N N N 10.984 44.911 57.131 -2.310 -1.738 -6.722 H202 S80 65 S80 H203 3H20 H 0 0 N N N 9.445 44.658 56.482 -0.569 -2.070 -6.553 H203 S80 66 # # 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 S80 C10 O4 DOUB N N 1 S80 C10 N3 SING N N 2 S80 C10 C5 SING N N 3 S80 N3 C9 SING N N 4 S80 N3 C18 SING N N 5 S80 C9 C8 SING N N 6 S80 C9 H91 SING N N 7 S80 C9 H92 SING N N 8 S80 C8 C7 SING N N 9 S80 C8 H81 SING N N 10 S80 C8 H82 SING N N 11 S80 C7 C6 SING N N 12 S80 C7 H71 SING N N 13 S80 C7 H72 SING N N 14 S80 C6 C5 SING N N 15 S80 C6 H61 SING N N 16 S80 C6 H62 SING N N 17 S80 C5 N2 SING N N 18 S80 C5 H5 SING N N 19 S80 N2 C4 SING N N 20 S80 N2 HN2 SING N N 21 S80 C4 C3 SING N N 22 S80 C4 O3 DOUB N N 23 S80 C3 C2 SING N N 24 S80 C3 C14 SING N N 25 S80 C3 H3 SING N N 26 S80 C2 C1 SING N N 27 S80 C2 C11 SING N N 28 S80 C2 H2 SING N N 29 S80 C1 O1 DOUB N N 30 S80 C1 N1 SING N N 31 S80 N1 O2 SING N N 32 S80 N1 HN1 SING N N 33 S80 O2 HO2 SING N N 34 S80 C11 C12 SING N N 35 S80 C11 H111 SING N N 36 S80 C11 H112 SING N N 37 S80 C12 C13 SING N N 38 S80 C12 H121 SING N N 39 S80 C12 H122 SING N N 40 S80 C13 O5 SING N N 41 S80 C13 H131 SING N N 42 S80 C13 H132 SING N N 43 S80 O5 HO5 SING N N 44 S80 C14 C15 SING N N 45 S80 C14 H141 SING N N 46 S80 C14 H142 SING N N 47 S80 C15 C17 SING N N 48 S80 C15 C16 SING N N 49 S80 C15 H15 SING N N 50 S80 C17 H171 SING N N 51 S80 C17 H172 SING N N 52 S80 C17 H173 SING N N 53 S80 C16 H161 SING N N 54 S80 C16 H162 SING N N 55 S80 C16 H163 SING N N 56 S80 C18 C19 SING N N 57 S80 C18 H181 SING N N 58 S80 C18 H182 SING N N 59 S80 C19 O6 SING N N 60 S80 C19 H191 SING N N 61 S80 C19 H192 SING N N 62 S80 O6 C20 SING N N 63 S80 C20 H201 SING N N 64 S80 C20 H202 SING N N 65 S80 C20 H203 SING N N 66 # # 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 S80 SMILES ACDLabs 10.04 "O=C(NO)C(CCCO)C(C(=O)NC1C(=O)N(CCOC)CCCC1)CC(C)C" S80 SMILES_CANONICAL CACTVS 3.341 "COCCN1CCCC[C@H](NC(=O)[C@H](CC(C)C)[C@H](CCCO)C(=O)NO)C1=O" S80 SMILES CACTVS 3.341 "COCCN1CCCC[CH](NC(=O)[CH](CC(C)C)[CH](CCCO)C(=O)NO)C1=O" S80 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@H](C(CCCO)C(=O)NO)C(=O)N[C@H]1CCCCN(C1=O)CCOC" S80 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(CCCO)C(=O)NO)C(=O)NC1CCCCN(C1=O)CCOC" S80 InChI InChI 1.03 "InChI=1S/C20H37N3O6/c1-14(2)13-16(15(7-6-11-24)19(26)22-28)18(25)21-17-8-4-5-9-23(20(17)27)10-12-29-3/h14-17,24,28H,4-13H2,1-3H3,(H,21,25)(H,22,26)/t15-,16+,17-/m0/s1" S80 InChIKey InChI 1.03 JLEGVELHGVWFGG-BBWFWOEESA-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 S80 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R)-N~1~-hydroxy-2-(3-hydroxypropyl)-N~4~-[(3S)-1-(2-methoxyethyl)-2-oxoazepan-3-yl]-3-(2-methylpropyl)butanediamide" S80 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-N-hydroxy-2-(3-hydroxypropyl)-N'-[(3S)-1-(2-methoxyethyl)-2-oxo-azepan-3-yl]-3-(2-methylpropyl)butanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S80 "Create component" 1999-07-08 RCSB S80 "Modify descriptor" 2011-06-04 RCSB S80 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S80 _pdbx_chem_comp_synonyms.name "A DISUBSTITUTED SUCCINYL CAPROLACTAM HYDROXYMATE MMP3 INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##