data_VNK # _chem_comp.id VNK _chem_comp.name "N-hexanoyl-L-valyl-N~1~-[(3S,4S)-3-hydroxy-2,6-dimethylheptan-4-yl]-N~5~,N~5~-dimethyl-L-glutamamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H52 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "vinylketone carmaphycin analogue VNK1, double 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 512.726 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VNK _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 05U" _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 VNK C27 C27 C 0 1 N N N 12.421 -136.590 22.479 -6.036 -0.503 -0.430 CA 6NA 1 VNK C1 C1 C 0 1 N N N 11.924 -137.453 21.334 -4.747 -1.039 0.137 C 6NA 2 VNK O1 O1 O 0 1 N N N 12.472 -138.514 21.060 -4.753 -1.652 1.183 O 6NA 3 VNK C28 C28 C 0 1 N N N 12.713 -137.415 23.730 -7.194 -0.868 0.502 CB 6NA 4 VNK C29 C29 C 0 1 N N N 13.530 -136.607 24.734 -8.503 -0.323 -0.074 CG 6NA 5 VNK C30 C30 C 0 1 N N N 13.491 -137.244 26.119 -9.660 -0.688 0.858 CD 6NA 6 VNK C31 C31 C 0 1 N N N 14.126 -136.337 27.150 -10.969 -0.144 0.282 C6 6NA 7 VNK N1 N1 N 0 1 N N N 10.874 -136.967 20.670 -3.587 -0.837 -0.519 N VAL 8 VNK C2 C2 C 0 1 N N S 10.242 -137.611 19.531 -2.334 -1.358 0.032 CA VAL 9 VNK C5 C5 C 0 1 N N N 11.068 -137.335 18.297 -1.179 -0.536 -0.481 C VAL 10 VNK O3 O3 O 0 1 N N N 11.526 -136.214 18.123 -1.320 0.160 -1.464 O VAL 11 VNK C3 C3 C 0 1 N N N 8.788 -137.120 19.478 -2.154 -2.815 -0.399 CB VAL 12 VNK C26 C26 C 0 1 N N N 8.277 -136.737 18.094 -0.901 -3.392 0.264 CG1 VAL 13 VNK C4 C4 C 0 1 N N N 7.854 -138.141 20.114 -3.377 -3.628 0.028 CG2 VAL 14 VNK C10 C10 C 0 1 N N N 11.284 -138.195 14.966 2.434 -0.517 0.073 C QMM 15 VNK C9 C9 C 0 1 N N N 15.482 -139.364 17.325 -0.121 3.728 -0.108 CD QMM 16 VNK C8 C8 C 0 1 N N N 13.999 -139.172 17.523 -0.094 2.288 -0.552 CG QMM 17 VNK N2 N2 N 0 1 N N N 11.290 -138.351 17.452 0.009 -0.574 0.154 N QMM 18 VNK O7 O7 O 0 1 N N N 15.988 -140.454 17.552 0.755 4.157 0.612 OE1 QMM 19 VNK N5 N5 N 0 1 N N N 16.197 -138.309 16.925 -1.117 4.540 -0.516 NE2 QMM 20 VNK C24 C24 C 0 1 N N N 16.765 -138.206 15.586 -2.172 4.022 -1.390 CH1 QMM 21 VNK C25 C25 C 0 1 N N N 16.490 -137.184 17.805 -1.143 5.939 -0.084 CH2 QMM 22 VNK C6 C6 C 0 1 N N S 12.099 -138.204 16.239 1.163 0.133 -0.409 CA QMM 23 VNK C7 C7 C 0 1 N N N 13.245 -139.213 16.203 1.135 1.595 0.041 CB QMM 24 VNK O2 O2 O 0 1 N N N 10.119 -138.574 14.976 2.382 -1.476 0.813 O QMM 25 VNK N3 N3 N 0 1 N N N 11.907 -137.744 13.868 3.629 -0.033 -0.319 N3 05U 26 VNK C11 C11 C 0 1 N N S 11.274 -137.601 12.566 4.861 -0.729 0.059 C11 05U 27 VNK C12 C12 C 0 1 N N N 11.220 -136.076 12.376 5.199 -1.780 -0.999 C12 05U 28 VNK C13 C13 C 0 1 N N N 9.875 -135.367 12.550 6.405 -2.601 -0.537 C13 05U 29 VNK C15 C15 C 0 1 N N N 9.080 -135.789 13.776 6.027 -3.404 0.709 C15 05U 30 VNK C14 C14 C 0 1 N N N 10.079 -133.858 12.596 6.827 -3.559 -1.653 C14 05U 31 VNK C16 C16 C 0 1 N N S 11.991 -138.271 11.373 6.007 0.280 0.159 C16 05U 32 VNK O6 O6 O 0 1 N N N 13.394 -137.964 11.473 6.190 0.920 -1.106 O6 05U 33 VNK C17 C17 C 0 1 N N N 11.822 -139.808 11.201 5.670 1.332 1.218 C17 05U 34 VNK C23 C23 C 0 1 N N N 10.527 -140.292 11.840 5.473 0.648 2.572 C23 05U 35 VNK C18 C18 C 0 1 N N N 12.935 -140.556 11.927 6.815 2.341 1.318 C18 05U 36 VNK H22 H22 H 0 1 N N N 13.344 -136.081 22.166 -5.970 0.581 -0.521 HAC1 6NA 37 VNK H23 H23 H 0 1 N N N 11.652 -135.841 22.719 -6.210 -0.940 -1.413 HAC2 6NA 38 VNK H24 H24 H 0 1 N N N 11.762 -137.713 24.196 -7.260 -1.952 0.592 HBC1 6NA 39 VNK H25 H25 H 0 1 N N N 13.279 -138.314 23.445 -7.020 -0.431 1.485 HBC2 6NA 40 VNK H26 H26 H 0 1 N N N 14.574 -136.559 24.391 -8.437 0.761 -0.164 HGC1 6NA 41 VNK H27 H27 H 0 1 N N N 13.117 -135.589 24.796 -8.677 -0.760 -1.057 HGC2 6NA 42 VNK H28 H28 H 0 1 N N N 12.444 -137.431 26.400 -9.726 -1.772 0.949 HDC1 6NA 43 VNK H29 H29 H 0 1 N N N 14.039 -138.197 26.092 -9.486 -0.251 1.842 HDC2 6NA 44 VNK H30 H30 H 0 1 N N N 14.085 -136.819 28.138 -10.903 0.941 0.192 H6C1 6NA 45 VNK H31 H31 H 0 1 N N N 15.175 -136.150 26.877 -11.143 -0.581 -0.701 H6C2 6NA 46 VNK H32 H32 H 0 1 N N N 13.580 -135.383 27.185 -11.794 -0.403 0.946 H6C3 6NA 47 VNK H21 H21 H 0 1 N N N 10.494 -136.095 20.979 -3.582 -0.346 -1.356 H VAL 48 VNK H13 H13 H 0 1 N N N 10.226 -138.698 19.698 -2.364 -1.302 1.120 HA VAL 49 VNK H14 H14 H 0 1 N N N 8.738 -136.213 20.098 -2.046 -2.862 -1.482 HB VAL 50 VNK H15 H15 H 0 1 N N N 7.232 -136.401 18.168 -0.964 -3.251 1.343 HG11 VAL 51 VNK H16 H16 H 0 1 N N N 8.895 -135.923 17.687 -0.829 -4.456 0.040 HG12 VAL 52 VNK H17 H17 H 0 1 N N N 8.335 -137.610 17.427 -0.019 -2.879 -0.119 HG13 VAL 53 VNK H18 H18 H 0 1 N N N 8.230 -138.411 21.112 -4.270 -3.217 -0.444 HG21 VAL 54 VNK H19 H19 H 0 1 N N N 6.847 -137.709 20.207 -3.249 -4.666 -0.279 HG22 VAL 55 VNK H20 H20 H 0 1 N N N 7.810 -139.041 19.483 -3.485 -3.580 1.112 HG23 VAL 56 VNK H7 H7 H 0 1 N N N 13.827 -138.197 18.002 -0.997 1.784 -0.207 HG1 QMM 57 VNK H8 H8 H 0 1 N N N 13.620 -139.973 18.175 -0.045 2.244 -1.640 HG2 QMM 58 VNK H12 H12 H 0 1 N N N 10.888 -139.244 17.657 0.101 -1.069 0.983 H QMM 59 VNK H4 H4 H 0 1 N N N 17.308 -137.254 15.490 -2.987 3.629 -0.783 HH1 QMM 60 VNK H5 H5 H 0 1 N N N 17.458 -139.043 15.417 -2.546 4.827 -2.023 HH1A QMM 61 VNK H6 H6 H 0 1 N N N 15.957 -138.243 14.841 -1.768 3.226 -2.015 HH1B QMM 62 VNK H1 H1 H 0 1 N N N 16.022 -137.353 18.786 -0.597 6.551 -0.802 HH2 QMM 63 VNK H2 H2 H 0 1 N N N 17.579 -137.090 17.930 -2.177 6.282 -0.027 HH2A QMM 64 VNK H3 H3 H 0 1 N N N 16.091 -136.259 17.363 -0.677 6.026 0.897 HH2B QMM 65 VNK H11 H11 H 0 1 N N N 12.574 -137.214 16.300 1.121 0.087 -1.497 HA QMM 66 VNK H9 H9 H 0 1 N N N 12.839 -140.223 16.044 2.038 2.098 -0.303 HB2 QMM 67 VNK H10 H10 H 0 1 N N N 13.931 -138.960 15.381 1.087 1.639 1.130 HB3 QMM 68 VNK H33 H33 H 0 1 N N N 12.871 -137.489 13.949 3.673 0.777 -0.852 H33 05U 69 VNK H34 H34 H 0 1 N N N 10.244 -137.984 12.612 4.722 -1.216 1.024 H34 05U 70 VNK H35 H35 H 0 1 N N N 11.570 -135.863 11.355 4.343 -2.440 -1.142 H35 05U 71 VNK H36 H36 H 0 1 N N N 11.917 -135.633 13.102 5.436 -1.285 -1.941 H36 05U 72 VNK H37 H37 H 0 1 N N N 9.265 -135.593 11.663 7.231 -1.931 -0.301 H37 05U 73 VNK H38 H38 H 0 1 N N N 8.135 -135.227 13.812 5.255 -4.130 0.453 H38 05U 74 VNK H39 H39 H 0 1 N N N 8.864 -136.866 13.720 6.907 -3.926 1.085 H39 05U 75 VNK H40 H40 H 0 1 N N N 9.666 -135.580 14.683 5.649 -2.728 1.477 H40 05U 76 VNK H41 H41 H 0 1 N N N 9.106 -133.360 12.721 7.096 -2.987 -2.540 H41 05U 77 VNK H42 H42 H 0 1 N N N 10.734 -133.602 13.442 7.686 -4.144 -1.323 H42 05U 78 VNK H43 H43 H 0 1 N N N 10.545 -133.522 11.658 6.001 -4.229 -1.889 H43 05U 79 VNK H44 H44 H 0 1 N N N 11.600 -137.802 10.458 6.924 -0.237 0.441 H44 05U 80 VNK H45 H45 H 0 1 N N N 13.507 -137.027 11.578 5.412 1.401 -1.419 H45 05U 81 VNK H46 H46 H 0 1 N N N 11.833 -140.063 10.131 4.753 1.850 0.936 H46 05U 82 VNK H47 H47 H 0 1 N N N 10.434 -141.380 11.703 4.657 -0.071 2.501 H47 05U 83 VNK H48 H48 H 0 1 N N N 10.538 -140.057 12.915 6.390 0.130 2.854 H48 05U 84 VNK H49 H49 H 0 1 N N N 9.673 -139.789 11.364 5.233 1.397 3.326 H49 05U 85 VNK H50 H50 H 0 1 N N N 12.797 -141.639 11.793 6.955 2.829 0.353 H50 05U 86 VNK H51 H51 H 0 1 N N N 13.909 -140.256 11.513 6.575 3.091 2.072 H51 05U 87 VNK H52 H52 H 0 1 N N N 12.902 -140.312 12.999 7.732 1.824 1.599 H52 05U 88 # # 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 VNK C17 C16 SING N N 1 VNK C17 C23 SING N N 2 VNK C17 C18 SING N N 3 VNK C16 O6 SING N N 4 VNK C16 C11 SING N N 5 VNK C12 C13 SING N N 6 VNK C12 C11 SING N N 7 VNK C13 C14 SING N N 8 VNK C13 C15 SING N N 9 VNK C11 N3 SING N N 10 VNK N3 C10 SING N N 11 VNK C10 O2 DOUB N N 12 VNK C10 C6 SING N N 13 VNK C24 N5 SING N N 14 VNK C7 C6 SING N N 15 VNK C7 C8 SING N N 16 VNK C6 N2 SING N N 17 VNK N5 C9 SING N N 18 VNK N5 C25 SING N N 19 VNK C9 C8 SING N N 20 VNK C9 O7 DOUB N N 21 VNK N2 C5 SING N N 22 VNK C26 C3 SING N N 23 VNK O3 C5 DOUB N N 24 VNK C5 C2 SING N N 25 VNK C3 C2 SING N N 26 VNK C3 C4 SING N N 27 VNK C2 N1 SING N N 28 VNK N1 C1 SING N N 29 VNK O1 C1 DOUB N N 30 VNK C1 C27 SING N N 31 VNK C27 C28 SING N N 32 VNK C28 C29 SING N N 33 VNK C29 C30 SING N N 34 VNK C30 C31 SING N N 35 VNK C25 H1 SING N N 36 VNK C25 H2 SING N N 37 VNK C25 H3 SING N N 38 VNK C24 H4 SING N N 39 VNK C24 H5 SING N N 40 VNK C24 H6 SING N N 41 VNK C8 H7 SING N N 42 VNK C8 H8 SING N N 43 VNK C7 H9 SING N N 44 VNK C7 H10 SING N N 45 VNK C6 H11 SING N N 46 VNK N2 H12 SING N N 47 VNK C2 H13 SING N N 48 VNK C3 H14 SING N N 49 VNK C26 H15 SING N N 50 VNK C26 H16 SING N N 51 VNK C26 H17 SING N N 52 VNK C4 H18 SING N N 53 VNK C4 H19 SING N N 54 VNK C4 H20 SING N N 55 VNK N1 H21 SING N N 56 VNK C27 H22 SING N N 57 VNK C27 H23 SING N N 58 VNK C28 H24 SING N N 59 VNK C28 H25 SING N N 60 VNK C29 H26 SING N N 61 VNK C29 H27 SING N N 62 VNK C30 H28 SING N N 63 VNK C30 H29 SING N N 64 VNK C31 H30 SING N N 65 VNK C31 H31 SING N N 66 VNK C31 H32 SING N N 67 VNK N3 H33 SING N N 68 VNK C11 H34 SING N N 69 VNK C12 H35 SING N N 70 VNK C12 H36 SING N N 71 VNK C13 H37 SING N N 72 VNK C15 H38 SING N N 73 VNK C15 H39 SING N N 74 VNK C15 H40 SING N N 75 VNK C14 H41 SING N N 76 VNK C14 H42 SING N N 77 VNK C14 H43 SING N N 78 VNK C16 H44 SING N N 79 VNK O6 H45 SING N N 80 VNK C17 H46 SING N N 81 VNK C23 H47 SING N N 82 VNK C23 H48 SING N N 83 VNK C23 H49 SING N N 84 VNK C18 H50 SING N N 85 VNK C18 H51 SING N N 86 VNK C18 H52 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 VNK 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" VNK InChI InChI 1.03 "InChI=1S/C27H52N4O5/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/h17-21,24-25,34H,10-16H2,1-9H3,(H,28,36)(H,29,35)(H,30,32)/t20-,21-,24-,25-/m0/s1" VNK InChIKey InChI 1.03 NHNWMUWCUHYJIR-NBMBROAQSA-N VNK 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" VNK 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" VNK 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" VNK 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 VNK "SYSTEMATIC NAME" ACDLabs 12.01 "N-hexanoyl-L-valyl-N~1~-[(3S,4S)-3-hydroxy-2,6-dimethylheptan-4-yl]-N~5~,N~5~-dimethyl-L-glutamamide" VNK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-[(3S,4S)-2,6-dimethyl-3-oxidanyl-heptan-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 VNK "Create component" 2012-11-01 RCSB VNK "Initial release" 2014-01-29 RCSB VNK "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id VNK _pdbx_chem_comp_synonyms.name "vinylketone carmaphycin analogue VNK1, double bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##