data_VJ6 # _chem_comp.id VJ6 _chem_comp.name valerjesomycin _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H41 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(4E,8S,9S,10E,12S,13R,14S)-13,14,20-trimethoxy-4,10,12-trimethyl-3-oxo-16-oxa-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaene-8,9-diyl dicarbamate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-22 _chem_comp.pdbx_modified_date 2021-03-13 _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 563.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VJ6 _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 4JQL _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 VJ6 C1 C1 C 0 1 N N N 36.051 2.689 54.992 2.411 -2.190 -1.234 C1 VJ6 1 VJ6 N1 N1 N 0 1 N N N 35.622 3.632 54.014 3.627 -2.258 -0.692 N1 VJ6 2 VJ6 O1 O1 O 0 1 N N N 36.882 1.883 54.622 2.267 -1.467 -2.201 O1 VJ6 3 VJ6 C2 C2 C 0 1 N N N 35.537 2.677 56.399 1.242 -2.923 -0.760 C2 VJ6 4 VJ6 N2 N2 N 0 1 N N N 38.520 9.819 60.236 -7.026 -0.538 -1.399 N2 VJ6 5 VJ6 O2 O2 O 0 1 N N N 37.083 5.580 59.972 -3.423 -2.467 0.947 O2 VJ6 6 VJ6 C3 C3 C 0 1 N N N 35.648 3.793 57.229 0.086 -2.818 -1.416 C3 VJ6 7 VJ6 N3 N3 N 0 1 N N N 39.340 6.036 60.673 -3.355 -3.775 2.878 N3 VJ6 8 VJ6 O3 O3 O 0 1 N N N 37.007 8.168 59.350 -4.899 -0.878 -0.502 O3 VJ6 9 VJ6 C4 C4 C 0 1 N N N 35.186 3.790 58.668 -1.139 -3.545 -0.925 C4 VJ6 10 VJ6 O4 O4 O 0 1 N N N 36.317 9.677 60.895 -5.232 0.469 -2.234 O4 VJ6 11 VJ6 C5 C5 C 0 1 N N N 34.891 5.198 59.116 -2.380 -2.706 -1.240 C5 VJ6 12 VJ6 O5 O5 O 0 1 N N N 30.208 9.336 58.083 -1.169 4.986 0.407 O5 VJ6 13 VJ6 C6 C6 C 0 1 N N S 36.127 6.037 59.078 -2.669 -1.760 -0.072 C6 VJ6 14 VJ6 O6 O6 O 0 1 N N N 29.953 6.719 59.254 -0.022 1.532 0.754 O6 VJ6 15 VJ6 C7 C7 C 0 1 N N S 35.837 7.453 59.446 -3.483 -0.563 -0.572 C7 VJ6 16 VJ6 O7 O7 O 0 1 N N N 38.778 5.621 58.512 -1.502 -3.063 1.884 O7 VJ6 17 VJ6 C8 C8 C 0 1 N N N 34.822 8.076 58.536 -3.194 0.638 0.290 C8 VJ6 18 VJ6 O8 O8 O 0 1 N N N 34.232 8.162 53.202 7.729 0.026 0.326 O8 VJ6 19 VJ6 C9 C9 C 0 1 N N N 33.639 8.499 59.135 -2.746 1.743 -0.255 C9 VJ6 20 VJ6 O9 O9 O 0 1 N N N 31.190 5.573 56.965 2.191 2.307 -0.076 O9 VJ6 21 VJ6 C10 C10 C 0 1 N N S 32.545 9.256 58.434 -2.429 2.934 0.613 C10 VJ6 22 VJ6 C11 C11 C 0 1 N N R 31.185 8.734 58.844 -1.131 3.585 0.130 C11 VJ6 23 VJ6 C12 C12 C 0 1 N N S 31.079 7.234 58.676 0.060 2.955 0.853 C12 VJ6 24 VJ6 C13 C13 C 0 1 N N N 31.031 6.927 57.208 1.366 3.436 0.214 C13 VJ6 25 VJ6 C14 C14 C 0 1 N N N 29.003 9.739 58.662 -1.004 5.812 -0.748 C14 VJ6 26 VJ6 C15 C15 C 0 1 N N N 31.124 5.140 55.642 3.592 2.596 -0.128 C15 VJ6 27 VJ6 C16 C16 C 0 1 Y N N 32.421 5.395 54.952 4.353 1.293 -0.153 C16 VJ6 28 VJ6 C17 C17 C 0 1 Y N N 32.710 6.739 54.374 5.711 1.265 0.096 C17 VJ6 29 VJ6 C18 C18 C 0 1 Y N N 33.904 6.953 53.764 6.392 0.055 0.086 C18 VJ6 30 VJ6 C19 C19 C 0 1 Y N N 34.908 5.868 53.643 5.708 -1.124 -0.170 C19 VJ6 31 VJ6 C20 C20 C 0 1 Y N N 34.648 4.653 54.176 4.348 -1.091 -0.436 C20 VJ6 32 VJ6 C21 C21 C 0 1 Y N N 33.338 4.392 54.846 3.670 0.125 -0.423 C21 VJ6 33 VJ6 C22 C22 C 0 1 N N N 34.937 1.413 56.921 1.335 -3.797 0.465 C22 VJ6 34 VJ6 C23 C23 C 0 1 N N N 38.431 5.534 59.684 -2.716 -3.100 1.902 C23 VJ6 35 VJ6 C24 C24 C 0 1 N N N 37.209 9.253 60.174 -5.702 -0.288 -1.408 C24 VJ6 36 VJ6 C25 C25 C 0 1 N N N 35.157 8.256 57.078 -3.411 0.568 1.780 C25 VJ6 37 VJ6 C26 C26 C 0 1 N N N 32.657 10.691 58.809 -3.572 3.948 0.525 C26 VJ6 38 VJ6 C27 C27 C 0 1 N N N 29.768 6.848 60.612 0.555 0.838 1.862 C27 VJ6 39 VJ6 C28 C28 C 0 1 N N N 34.901 8.033 51.995 8.366 -1.253 0.300 C28 VJ6 40 VJ6 H1 H1 H 0 1 N N N 36.054 3.568 53.114 4.011 -3.121 -0.474 H1 VJ6 41 VJ6 H2 H2 H 0 1 N N N 38.712 10.566 60.872 -7.401 -1.142 -0.739 H2 VJ6 42 VJ6 H3 H3 H 0 1 N N N 39.245 9.468 59.644 -7.604 -0.113 -2.051 H3 VJ6 43 VJ6 H4 H4 H 0 1 N N N 36.082 4.696 56.827 0.034 -2.219 -2.314 H4 VJ6 44 VJ6 H5 H5 H 0 1 N N N 40.213 6.435 60.393 -2.846 -4.231 3.566 H5 VJ6 45 VJ6 H6 H6 H 0 1 N N N 39.101 5.987 61.643 -4.325 -3.805 2.892 H6 VJ6 46 VJ6 H7 H7 H 0 1 N N N 34.275 3.181 58.757 -1.214 -4.510 -1.426 H7 VJ6 47 VJ6 H8 H8 H 0 1 N N N 35.976 3.363 59.304 -1.065 -3.698 0.152 H8 VJ6 48 VJ6 H9 H9 H 0 1 N N N 34.136 5.638 58.448 -2.204 -2.124 -2.144 H9 VJ6 49 VJ6 H10 H10 H 0 1 N N N 34.502 5.175 60.145 -3.234 -3.365 -1.393 H10 VJ6 50 VJ6 H11 H11 H 0 1 N N N 36.530 6.018 58.055 -1.728 -1.408 0.351 H11 VJ6 51 VJ6 H12 H12 H 0 1 N N N 35.452 7.480 60.476 -3.211 -0.343 -1.604 H12 VJ6 52 VJ6 H13 H13 H 0 1 N N N 33.496 8.266 60.180 -2.597 1.796 -1.322 H13 VJ6 53 VJ6 H14 H14 H 0 1 N N N 32.664 9.147 57.346 -2.310 2.610 1.647 H14 VJ6 54 VJ6 H15 H15 H 0 1 N N N 31.033 8.971 59.907 -1.026 3.430 -0.944 H15 VJ6 55 VJ6 H16 H16 H 0 1 N N N 31.980 6.770 59.104 0.041 3.247 1.903 H16 VJ6 56 VJ6 H17 H17 H 0 1 N N N 31.837 7.478 56.702 1.887 4.099 0.905 H17 VJ6 57 VJ6 H18 H18 H 0 1 N N N 30.059 7.250 56.807 1.144 3.972 -0.709 H18 VJ6 58 VJ6 H19 H19 H 0 1 N N N 28.361 10.195 57.894 -0.057 5.574 -1.232 H19 VJ6 59 VJ6 H20 H20 H 0 1 N N N 28.494 8.865 59.094 -1.823 5.631 -1.444 H20 VJ6 60 VJ6 H21 H21 H 0 1 N N N 29.205 10.475 59.454 -1.007 6.860 -0.449 H21 VJ6 61 VJ6 H22 H22 H 0 1 N N N 30.322 5.684 55.121 3.814 3.167 -1.029 H22 VJ6 62 VJ6 H23 H23 H 0 1 N N N 30.908 4.062 55.623 3.878 3.174 0.751 H23 VJ6 63 VJ6 H24 H24 H 0 1 N N N 31.979 7.532 54.440 6.242 2.184 0.297 H24 VJ6 64 VJ6 H25 H25 H 0 1 N N N 35.842 6.048 53.132 6.235 -2.067 -0.163 H25 VJ6 65 VJ6 H26 H26 H 0 1 N N N 33.119 3.413 55.245 2.609 0.154 -0.625 H26 VJ6 66 VJ6 H27 H27 H 0 1 N N N 34.609 1.564 57.960 2.350 -3.758 0.862 H27 VJ6 67 VJ6 H28 H28 H 0 1 N N N 34.072 1.134 56.301 0.636 -3.439 1.221 H28 VJ6 68 VJ6 H29 H29 H 0 1 N N N 35.687 0.609 56.886 1.088 -4.824 0.199 H29 VJ6 69 VJ6 H30 H30 H 0 1 N N N 36.151 7.831 56.874 -4.096 1.359 2.084 H30 VJ6 70 VJ6 H31 H31 H 0 1 N N N 34.405 7.741 56.463 -3.835 -0.401 2.040 H31 VJ6 71 VJ6 H32 H32 H 0 1 N N N 35.160 9.328 56.832 -2.457 0.697 2.292 H32 VJ6 72 VJ6 H33 H33 H 0 1 N N N 33.645 11.072 58.512 -3.691 4.273 -0.508 H33 VJ6 73 VJ6 H34 H34 H 0 1 N N N 31.873 11.266 58.296 -4.496 3.485 0.870 H34 VJ6 74 VJ6 H35 H35 H 0 1 N N N 32.536 10.796 59.897 -3.342 4.810 1.152 H35 VJ6 75 VJ6 H36 H36 H 0 1 N N N 28.816 6.378 60.899 0.452 -0.237 1.711 H36 VJ6 76 VJ6 H37 H37 H 0 1 N N N 30.595 6.354 61.143 1.611 1.094 1.941 H37 VJ6 77 VJ6 H38 H38 H 0 1 N N N 29.746 7.915 60.879 0.041 1.126 2.779 H38 VJ6 78 VJ6 H39 H39 H 0 1 N N N 35.135 9.031 51.597 9.429 -1.135 0.508 H39 VJ6 79 VJ6 H40 H40 H 0 1 N N N 35.834 7.472 52.151 7.918 -1.897 1.057 H40 VJ6 80 VJ6 H41 H41 H 0 1 N N N 34.264 7.493 51.279 8.235 -1.704 -0.683 H41 VJ6 81 # # 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 VJ6 C28 O8 SING N N 1 VJ6 O8 C18 SING N N 2 VJ6 C19 C18 DOUB Y N 3 VJ6 C19 C20 SING Y N 4 VJ6 C18 C17 SING Y N 5 VJ6 N1 C20 SING N N 6 VJ6 N1 C1 SING N N 7 VJ6 C20 C21 DOUB Y N 8 VJ6 C17 C16 DOUB Y N 9 VJ6 O1 C1 DOUB N N 10 VJ6 C21 C16 SING Y N 11 VJ6 C16 C15 SING N N 12 VJ6 C1 C2 SING N N 13 VJ6 C15 O9 SING N N 14 VJ6 C2 C22 SING N N 15 VJ6 C2 C3 DOUB N E 16 VJ6 O9 C13 SING N N 17 VJ6 C25 C8 SING N N 18 VJ6 C13 C12 SING N N 19 VJ6 C3 C4 SING N N 20 VJ6 O5 C14 SING N N 21 VJ6 O5 C11 SING N N 22 VJ6 C10 C26 SING N N 23 VJ6 C10 C11 SING N N 24 VJ6 C10 C9 SING N N 25 VJ6 O7 C23 DOUB N N 26 VJ6 C8 C9 DOUB N E 27 VJ6 C8 C7 SING N N 28 VJ6 C4 C5 SING N N 29 VJ6 C12 C11 SING N N 30 VJ6 C12 O6 SING N N 31 VJ6 C6 C5 SING N N 32 VJ6 C6 C7 SING N N 33 VJ6 C6 O2 SING N N 34 VJ6 O6 C27 SING N N 35 VJ6 O3 C7 SING N N 36 VJ6 O3 C24 SING N N 37 VJ6 C23 O2 SING N N 38 VJ6 C23 N3 SING N N 39 VJ6 C24 N2 SING N N 40 VJ6 C24 O4 DOUB N N 41 VJ6 N1 H1 SING N N 42 VJ6 N2 H2 SING N N 43 VJ6 N2 H3 SING N N 44 VJ6 C3 H4 SING N N 45 VJ6 N3 H5 SING N N 46 VJ6 N3 H6 SING N N 47 VJ6 C4 H7 SING N N 48 VJ6 C4 H8 SING N N 49 VJ6 C5 H9 SING N N 50 VJ6 C5 H10 SING N N 51 VJ6 C6 H11 SING N N 52 VJ6 C7 H12 SING N N 53 VJ6 C9 H13 SING N N 54 VJ6 C10 H14 SING N N 55 VJ6 C11 H15 SING N N 56 VJ6 C12 H16 SING N N 57 VJ6 C13 H17 SING N N 58 VJ6 C13 H18 SING N N 59 VJ6 C14 H19 SING N N 60 VJ6 C14 H20 SING N N 61 VJ6 C14 H21 SING N N 62 VJ6 C15 H22 SING N N 63 VJ6 C15 H23 SING N N 64 VJ6 C17 H24 SING N N 65 VJ6 C19 H25 SING N N 66 VJ6 C21 H26 SING N N 67 VJ6 C22 H27 SING N N 68 VJ6 C22 H28 SING N N 69 VJ6 C22 H29 SING N N 70 VJ6 C25 H30 SING N N 71 VJ6 C25 H31 SING N N 72 VJ6 C25 H32 SING N N 73 VJ6 C26 H33 SING N N 74 VJ6 C26 H34 SING N N 75 VJ6 C26 H35 SING N N 76 VJ6 C27 H36 SING N N 77 VJ6 C27 H37 SING N N 78 VJ6 C27 H38 SING N N 79 VJ6 C28 H39 SING N N 80 VJ6 C28 H40 SING N N 81 VJ6 C28 H41 SING N N 82 # # 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 VJ6 SMILES ACDLabs 12.01 "O=C2Nc1cc(cc(OC)c1)COCC(OC)C(OC)C(C=C(C(OC(=O)N)C(OC(=O)N)CCC=C2C)C)C" VJ6 InChI InChI 1.03 "InChI=1S/C28H41N3O9/c1-16-8-7-9-22(39-27(29)33)25(40-28(30)34)18(3)10-17(2)24(37-6)23(36-5)15-38-14-19-11-20(31-26(16)32)13-21(12-19)35-4/h8,10-13,17,22-25H,7,9,14-15H2,1-6H3,(H2,29,33)(H2,30,34)(H,31,32)/b16-8+,18-10+/t17-,22-,23-,24+,25-/m0/s1" VJ6 InChIKey InChI 1.03 JUJODNDJFVYZOZ-HJVOAZHASA-N VJ6 SMILES_CANONICAL CACTVS 3.370 "CO[C@H]1COCc2cc(NC(=O)\C(=C\CC[C@H](OC(N)=O)[C@@H](OC(N)=O)\C(=C\[C@H](C)[C@H]1OC)C)C)cc(OC)c2" VJ6 SMILES CACTVS 3.370 "CO[CH]1COCc2cc(NC(=O)C(=CCC[CH](OC(N)=O)[CH](OC(N)=O)C(=C[CH](C)[CH]1OC)C)C)cc(OC)c2" VJ6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1/C=C(/[C@@H]([C@H](CC/C=C(/C(=O)Nc2cc(cc(c2)OC)COC[C@@H]([C@@H]1OC)OC)\C)OC(=O)N)OC(=O)N)\C" VJ6 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C=C(C(C(CCC=C(C(=O)Nc2cc(cc(c2)OC)COCC(C1OC)OC)C)OC(=O)N)OC(=O)N)C" # # 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 VJ6 "SYSTEMATIC NAME" ACDLabs 12.01 "(4E,8S,9S,10E,12S,13R,14S)-13,14,20-trimethoxy-4,10,12-trimethyl-3-oxo-16-oxa-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaene-8,9-diyl dicarbamate" VJ6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(5S,6R,7S,8E,10S,11S,14E)-10-aminocarbonyloxy-5,6,20-trimethoxy-7,9,15-trimethyl-16-oxidanylidene-3-oxa-17-azabicyclo[16.3.1]docosa-1(21),8,14,18(22),19-pentaen-11-yl] carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VJ6 "Create component" 2013-03-22 RCSB VJ6 "Initial release" 2013-04-10 RCSB VJ6 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id VJ6 _pdbx_chem_comp_synonyms.name "(4E,8S,9S,10E,12S,13R,14S)-13,14,20-trimethoxy-4,10,12-trimethyl-3-oxo-16-oxa-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaene-8,9-diyl dicarbamate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##