data_ONK # _chem_comp.id ONK _chem_comp.name "N-hexanoyl-L-valyl-N~1~-[(3S,4S)-3-hydroxy-2,6-dimethylhept-1-en-4-yl]-N~5~,N~5~-dimethyl-L-glutamamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H50 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "vinylketone carmaphycin analogue VNK1, single bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-01 _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 510.710 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ONK _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4HNP _chem_comp.pdbx_subcomponent_list "6NA VAL QMM 17U" _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 ONK C27 C27 C 0 1 N N N 58.056 -134.697 33.924 5.973 -0.565 0.246 CA 6NA 1 ONK C1 C1 C 0 1 N N N 59.162 -135.369 34.707 4.659 -1.167 -0.181 C 6NA 2 ONK O1 O1 O 0 1 N N N 59.014 -136.511 35.124 4.613 -1.901 -1.145 O 6NA 3 ONK C28 C28 C 0 1 N N N 56.829 -134.574 34.820 7.081 -1.037 -0.697 CB 6NA 4 ONK C29 C29 C 0 1 N N N 55.866 -133.507 34.320 8.415 -0.426 -0.264 CG 6NA 5 ONK C30 C30 C 0 1 N N N 54.429 -133.837 34.712 9.523 -0.898 -1.207 CD 6NA 6 ONK C31 C31 C 0 1 N N N 53.449 -133.301 33.688 10.857 -0.286 -0.774 C6 6NA 7 ONK N1 N1 N 0 1 N N N 60.260 -134.637 34.899 3.535 -0.889 0.509 N VAL 8 ONK C2 C2 C 0 1 N N S 61.431 -135.091 35.633 2.257 -1.474 0.093 CA VAL 9 ONK C5 C5 C 0 1 N N N 61.111 -135.222 37.099 1.126 -0.598 0.567 C VAL 10 ONK O3 O3 O 0 1 N N N 60.532 -134.312 37.669 1.272 0.105 1.544 O VAL 11 ONK C3 C3 C 0 1 N N N 62.578 -134.107 35.399 2.113 -2.869 0.705 CB VAL 12 ONK C4 C4 C 0 1 N N N 63.062 -134.163 33.956 0.789 -3.490 0.253 CG1 VAL 13 ONK C26 C26 C 0 1 N N N 63.747 -134.329 36.349 2.131 -2.761 2.231 CG2 VAL 14 ONK C10 C10 C 0 1 N N N 62.470 -136.567 39.960 -2.467 -0.410 -0.079 C QMM 15 ONK C9 C9 C 0 1 N N N 58.110 -138.435 38.845 0.306 3.699 0.019 CD QMM 16 ONK C8 C8 C 0 1 N N N 59.488 -138.257 38.246 0.191 2.279 0.512 CG QMM 17 ONK N2 N2 N 0 1 N N N 61.477 -136.352 37.710 -0.048 -0.597 -0.096 N QMM 18 ONK O7 O7 O 0 1 N N N 57.944 -139.221 39.766 -0.529 4.147 -0.738 OE1 QMM 19 ONK N5 N5 N 0 1 N N N 57.113 -137.716 38.315 1.334 4.471 0.423 NE2 QMM 20 ONK C24 C24 C 0 1 N N N 56.987 -136.279 38.528 1.442 5.853 -0.052 CH1 QMM 21 ONK C25 C25 C 0 1 N N N 56.067 -138.311 37.482 2.342 3.929 1.337 CH2 QMM 22 ONK C6 C6 C 0 1 N N S 61.219 -136.606 39.122 -1.174 0.189 0.412 CA QMM 23 ONK C7 C7 C 0 1 N N N 60.514 -137.947 39.332 -1.058 1.630 -0.088 CB QMM 24 ONK O2 O2 O 0 1 N N N 63.572 -136.746 39.456 -2.449 -1.396 -0.784 O QMM 25 ONK N3 N3 N 0 1 N N N 62.290 -136.332 41.260 -3.643 0.151 0.265 N3 17U 26 ONK C11 C11 C 0 1 N N S 63.374 -136.251 42.225 -4.900 -0.432 -0.212 C11 17U 27 ONK C16 C16 C 0 1 N N S 63.291 -137.402 43.241 -5.216 0.112 -1.607 C16 17U 28 ONK O6 O6 O 0 1 N N N 62.088 -137.242 44.015 -4.160 -0.235 -2.504 O6 17U 29 ONK C17 C17 C 0 1 N N N 63.245 -138.747 42.526 -6.509 -0.488 -2.098 C17 17U 30 ONK C23 C23 C 0 1 N N N 64.358 -139.174 41.609 -6.602 -1.969 -2.359 C23 17U 31 ONK C18 C18 C 0 1 N N N 62.228 -139.575 42.701 -7.552 0.279 -2.298 C18 17U 32 ONK C12 C12 C 0 1 N N N 63.318 -134.876 42.895 -6.031 -0.061 0.749 C12 17U 33 ONK C13 C13 C 0 1 N N N 64.322 -133.833 42.402 -5.760 -0.682 2.121 C13 17U 34 ONK C15 C15 C 0 1 N N N 64.725 -133.968 40.937 -6.822 -0.208 3.114 C15 17U 35 ONK C14 C14 C 0 1 N N N 63.779 -132.433 42.662 -5.809 -2.207 2.010 C14 17U 36 ONK H40 H40 H 0 1 N N N 58.383 -133.696 33.605 5.903 0.523 0.210 HAC1 6NA 37 ONK H41 H41 H 0 1 N N N 57.809 -135.302 33.039 6.203 -0.880 1.264 HAC2 6NA 38 ONK H42 H42 H 0 1 N N N 56.307 -135.542 34.843 7.150 -2.124 -0.661 HBC1 6NA 39 ONK H43 H43 H 0 1 N N N 57.156 -134.310 35.837 6.850 -0.721 -1.715 HBC2 6NA 40 ONK H44 H44 H 0 1 N N N 55.934 -133.446 33.224 8.345 0.662 -0.300 HGC1 6NA 41 ONK H45 H45 H 0 1 N N N 56.145 -132.538 34.759 8.645 -0.741 0.754 HGC2 6NA 42 ONK H46 H46 H 0 1 N N N 54.210 -133.384 35.690 9.592 -1.985 -1.171 HDC1 6NA 43 ONK H47 H47 H 0 1 N N N 54.317 -134.929 34.780 9.292 -0.582 -2.225 HDC2 6NA 44 ONK H48 H48 H 0 1 N N N 52.423 -133.553 33.995 10.787 0.801 -0.810 H6C1 6NA 45 ONK H49 H49 H 0 1 N N N 53.553 -132.208 33.618 11.087 -0.602 0.244 H6C2 6NA 46 ONK H50 H50 H 0 1 N N N 53.660 -133.753 32.708 11.646 -0.623 -1.446 H6C3 6NA 47 ONK H39 H39 H 0 1 N N N 60.280 -133.715 34.513 3.571 -0.302 1.280 H VAL 48 ONK H31 H31 H 0 1 N N N 61.738 -136.076 35.252 2.228 -1.549 -0.994 HA VAL 49 ONK H32 H32 H 0 1 N N N 62.189 -133.094 35.581 2.940 -3.498 0.375 HB VAL 50 ONK H36 H36 H 0 1 N N N 63.885 -133.447 33.817 0.688 -4.485 0.685 HG11 VAL 51 ONK H37 H37 H 0 1 N N N 63.417 -135.179 33.728 -0.038 -2.863 0.586 HG12 VAL 52 ONK H38 H38 H 0 1 N N N 62.233 -133.904 33.281 0.775 -3.562 -0.835 HG13 VAL 53 ONK H33 H33 H 0 1 N N N 63.389 -134.287 37.388 1.303 -2.133 2.560 HG21 VAL 54 ONK H34 H34 H 0 1 N N N 64.195 -135.315 36.155 2.027 -3.755 2.667 HG22 VAL 55 ONK H35 H35 H 0 1 N N N 64.503 -133.546 36.190 3.073 -2.319 2.553 HG23 VAL 56 ONK H7 H7 H 0 1 N N N 59.779 -139.183 37.729 1.074 1.717 0.208 HG1 QMM 57 ONK H8 H8 H 0 1 N N N 59.464 -137.426 37.525 0.115 2.277 1.599 HG2 QMM 58 ONK H30 H30 H 0 1 N N N 61.948 -137.054 37.176 -0.146 -1.116 -0.909 H QMM 59 ONK H4 H4 H 0 1 N N N 57.814 -135.928 39.162 0.608 6.075 -0.718 HH1 QMM 60 ONK H5 H5 H 0 1 N N N 57.022 -135.760 37.559 1.418 6.533 0.800 HH1A QMM 61 ONK H6 H6 H 0 1 N N N 56.029 -136.065 39.024 2.381 5.979 -0.591 HH1B QMM 62 ONK H1 H1 H 0 1 N N N 56.248 -139.391 37.381 2.037 4.114 2.366 HH2 QMM 63 ONK H2 H2 H 0 1 N N N 55.086 -138.147 37.952 2.441 2.856 1.174 HH2A QMM 64 ONK H3 H3 H 0 1 N N N 56.080 -137.842 36.487 3.300 4.415 1.149 HH2B QMM 65 ONK H11 H11 H 0 1 N N N 60.545 -135.820 39.494 -1.161 0.181 1.502 HA QMM 66 ONK H9 H9 H 0 1 N N N 60.000 -137.924 40.304 -1.941 2.193 0.215 HB2 QMM 67 ONK H10 H10 H 0 1 N N N 61.272 -138.745 39.337 -0.982 1.632 -1.176 HB3 QMM 68 ONK H12 H12 H 0 1 N N N 61.355 -136.204 41.590 -3.658 0.940 0.829 H12 17U 69 ONK H13 H13 H 0 1 N N N 64.334 -136.334 41.695 -4.803 -1.517 -0.258 H13 17U 70 ONK H14 H14 H 0 1 N N N 64.175 -137.369 43.895 -5.313 1.196 -1.561 H14 17U 71 ONK H15 H15 H 0 1 N N N 62.022 -137.947 44.648 -3.296 0.118 -2.250 H15 17U 72 ONK H16 H16 H 0 1 N N N 65.123 -138.385 41.568 -7.605 -2.215 -2.706 H16 17U 73 ONK H17 H17 H 0 1 N N N 64.809 -140.103 41.988 -5.875 -2.250 -3.122 H17 17U 74 ONK H18 H18 H 0 1 N N N 63.956 -139.347 40.600 -6.391 -2.514 -1.439 H18 17U 75 ONK H19 H19 H 0 1 N N N 61.416 -139.301 43.358 -8.479 -0.150 -2.650 H19 17U 76 ONK H20 H20 H 0 1 N N N 62.210 -140.525 42.187 -7.486 1.341 -2.111 H20 17U 77 ONK H21 H21 H 0 1 N N N 62.309 -134.469 42.737 -6.086 1.023 0.845 H21 17U 78 ONK H22 H22 H 0 1 N N N 63.490 -135.022 43.972 -6.977 -0.440 0.360 H22 17U 79 ONK H23 H23 H 0 1 N N N 65.235 -133.948 43.005 -4.773 -0.375 2.469 H23 17U 80 ONK H24 H24 H 0 1 N N N 65.116 -134.980 40.755 -7.798 -0.585 2.810 H24 17U 81 ONK H25 H25 H 0 1 N N N 63.847 -133.794 40.298 -6.582 -0.582 4.109 H25 17U 82 ONK H26 H26 H 0 1 N N N 65.503 -133.227 40.701 -6.843 0.882 3.132 H26 17U 83 ONK H27 H27 H 0 1 N N N 63.490 -132.342 43.719 -5.052 -2.544 1.302 H27 17U 84 ONK H28 H28 H 0 1 N N N 64.555 -131.690 42.429 -5.615 -2.649 2.987 H28 17U 85 ONK H29 H29 H 0 1 N N N 62.899 -132.257 42.025 -6.795 -2.514 1.661 H29 17U 86 # # 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 ONK C31 C30 SING N N 1 ONK C27 C1 SING N N 2 ONK C27 C28 SING N N 3 ONK C4 C3 SING N N 4 ONK C29 C30 SING N N 5 ONK C29 C28 SING N N 6 ONK C1 N1 SING N N 7 ONK C1 O1 DOUB N N 8 ONK N1 C2 SING N N 9 ONK C3 C2 SING N N 10 ONK C3 C26 SING N N 11 ONK C2 C5 SING N N 12 ONK C5 O3 DOUB N N 13 ONK C5 N2 SING N N 14 ONK C25 N5 SING N N 15 ONK N2 C6 SING N N 16 ONK C8 C9 SING N N 17 ONK C8 C7 SING N N 18 ONK N5 C24 SING N N 19 ONK N5 C9 SING N N 20 ONK C9 O7 DOUB N N 21 ONK C6 C7 SING N N 22 ONK C6 C10 SING N N 23 ONK O2 C10 DOUB N N 24 ONK C10 N3 SING N N 25 ONK C15 C13 SING N N 26 ONK N3 C11 SING N N 27 ONK C23 C17 SING N N 28 ONK C11 C12 SING N N 29 ONK C11 C16 SING N N 30 ONK C13 C14 SING N N 31 ONK C13 C12 SING N N 32 ONK C17 C18 DOUB N N 33 ONK C17 C16 SING N N 34 ONK C16 O6 SING N N 35 ONK C25 H1 SING N N 36 ONK C25 H2 SING N N 37 ONK C25 H3 SING N N 38 ONK C24 H4 SING N N 39 ONK C24 H5 SING N N 40 ONK C24 H6 SING N N 41 ONK C8 H7 SING N N 42 ONK C8 H8 SING N N 43 ONK C7 H9 SING N N 44 ONK C7 H10 SING N N 45 ONK C6 H11 SING N N 46 ONK N3 H12 SING N N 47 ONK C11 H13 SING N N 48 ONK C16 H14 SING N N 49 ONK O6 H15 SING N N 50 ONK C23 H16 SING N N 51 ONK C23 H17 SING N N 52 ONK C23 H18 SING N N 53 ONK C18 H19 SING N N 54 ONK C18 H20 SING N N 55 ONK C12 H21 SING N N 56 ONK C12 H22 SING N N 57 ONK C13 H23 SING N N 58 ONK C15 H24 SING N N 59 ONK C15 H25 SING N N 60 ONK C15 H26 SING N N 61 ONK C14 H27 SING N N 62 ONK C14 H28 SING N N 63 ONK C14 H29 SING N N 64 ONK N2 H30 SING N N 65 ONK C2 H31 SING N N 66 ONK C3 H32 SING N N 67 ONK C26 H33 SING N N 68 ONK C26 H34 SING N N 69 ONK C26 H35 SING N N 70 ONK C4 H36 SING N N 71 ONK C4 H37 SING N N 72 ONK C4 H38 SING N N 73 ONK N1 H39 SING N N 74 ONK C27 H40 SING N N 75 ONK C27 H41 SING N N 76 ONK C28 H42 SING N N 77 ONK C28 H43 SING N N 78 ONK C29 H44 SING N N 79 ONK C29 H45 SING N N 80 ONK C30 H46 SING N N 81 ONK C30 H47 SING N N 82 ONK C31 H48 SING N N 83 ONK C31 H49 SING N N 84 ONK C31 H50 SING N N 85 # # 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 ONK SMILES ACDLabs 12.01 "O=C(NC(CC(C)C)C(O)C(=C)\C)C(NC(=O)C(NC(=O)CCCCC)C(C)C)CCC(=O)N(C)C" ONK InChI InChI 1.03 "InChI=1S/C27H50N4O5/c1-10-11-12-13-22(32)30-24(18(4)5)27(36)28-20(14-15-23(33)31(8)9)26(35)29-21(16-17(2)3)25(34)19(6)7/h17-18,20-21,24-25,34H,6,10-16H2,1-5,7-9H3,(H,28,36)(H,29,35)(H,30,32)/t20-,21-,24-,25-/m0/s1" ONK InChIKey InChI 1.03 KBKIHHNRHOTMRE-NBMBROAQSA-N ONK SMILES_CANONICAL CACTVS 3.370 "CCCCCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)N(C)C)C(=O)N[C@@H](CC(C)C)[C@@H](O)C(C)=C" ONK SMILES CACTVS 3.370 "CCCCCC(=O)N[CH](C(C)C)C(=O)N[CH](CCC(=O)N(C)C)C(=O)N[CH](CC(C)C)[CH](O)C(C)=C" ONK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(=O)N(C)C)C(=O)N[C@@H](CC(C)C)[C@H](C(=C)C)O" ONK SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCC(=O)NC(C(C)C)C(=O)NC(CCC(=O)N(C)C)C(=O)NC(CC(C)C)C(C(=C)C)O" # # 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 ONK "SYSTEMATIC NAME" ACDLabs 12.01 "N-hexanoyl-L-valyl-N~1~-[(3S,4S)-3-hydroxy-2,6-dimethylhept-1-en-4-yl]-N~5~,N~5~-dimethyl-L-glutamamide" ONK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-[(3S,4S)-2,6-dimethyl-3-oxidanyl-hept-1-en-4-yl]-2-[[(2S)-2-(hexanoylamino)-3-methyl-butanoyl]amino]-N',N'-dimethyl-pentanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ONK "Create component" 2012-11-01 RCSB ONK "Initial release" 2014-01-29 RCSB ONK "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ONK _pdbx_chem_comp_synonyms.name "vinylketone carmaphycin analogue VNK1, single bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##