data_VHA # _chem_comp.id VHA _chem_comp.name "22-methyl-13,18-dioxa-7-thia-3,5-diazatetracyclo[17.3.1.1~2,6~.1~8,12~]pentacosa-1(23),2(25),3,5,8(24),9,11,19,21-nonaen-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-07 _chem_comp.pdbx_modified_date 2012-07-13 _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 379.475 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VHA _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 3VHA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 VHA C1 C1 C 0 1 Y N N 10.671 0.666 15.062 1.558 1.367 -0.110 C1 VHA 1 VHA C2 C2 C 0 1 Y N N 9.753 0.780 14.009 2.351 0.226 0.014 C2 VHA 2 VHA C3 C3 C 0 1 Y N N 9.042 -0.348 13.571 3.733 0.387 0.154 C3 VHA 3 VHA C4 C4 C 0 1 N N N 8.017 -0.313 12.437 4.692 -0.766 0.318 C4 VHA 4 VHA C5 C5 C 0 1 Y N N 9.263 -1.588 14.205 4.289 1.653 0.154 C5 VHA 5 VHA C6 C6 C 0 1 Y N N 10.175 -1.674 15.254 3.493 2.770 0.019 C6 VHA 6 VHA C7 C7 C 0 1 Y N N 10.910 -0.561 15.683 2.118 2.635 -0.111 C7 VHA 7 VHA O8 O8 O 0 1 N N N 11.855 -0.673 16.698 1.362 3.745 -0.242 O8 VHA 8 VHA C9 C9 C 0 1 N N N 12.647 0.523 17.011 0.347 4.029 0.719 C9 VHA 9 VHA C10 C10 C 0 1 N N N 13.899 0.344 17.911 -0.824 4.712 -0.002 C10 VHA 10 VHA C11 C11 C 0 1 N N N 14.644 1.667 18.174 -2.086 3.863 0.157 C11 VHA 11 VHA C12 C12 C 0 1 N N N 15.328 2.206 16.910 -1.769 2.408 -0.185 C12 VHA 12 VHA O13 O13 O 0 1 N N N 14.264 3.001 16.294 -2.864 1.813 -0.872 O13 VHA 13 VHA C14 C14 C 0 1 Y N N 14.435 3.404 15.012 -3.299 0.612 -0.436 C14 VHA 14 VHA C15 C15 C 0 1 Y N N 13.310 3.963 14.408 -2.424 -0.475 -0.412 C15 VHA 15 VHA C16 C16 C 0 1 Y N N 15.646 3.353 14.303 -4.608 0.456 -0.023 C16 VHA 16 VHA C17 C17 C 0 1 Y N N 15.712 3.806 12.986 -5.048 -0.771 0.430 C17 VHA 17 VHA C18 C18 C 0 1 Y N N 14.575 4.376 12.386 -4.186 -1.836 0.479 C18 VHA 18 VHA C19 C19 C 0 1 Y N N 13.386 4.408 13.089 -2.847 -1.697 0.068 C19 VHA 19 VHA S20 S20 S 0 1 N N N 11.991 5.109 12.269 -1.826 -3.108 0.233 S20 VHA 20 VHA C21 C21 C 0 1 Y N N 10.616 4.091 12.671 -0.168 -2.612 0.088 C21 VHA 21 VHA N22 N22 N 0 1 Y N N 9.438 4.664 12.532 0.717 -3.622 -0.061 N22 VHA 22 VHA C23 C23 C 0 1 Y N N 10.755 2.779 13.123 0.350 -1.327 0.164 C23 VHA 23 VHA C24 C24 C 0 1 Y N N 9.618 2.069 13.486 1.716 -1.120 0.004 C24 VHA 24 VHA N25 N25 N 0 1 Y N N 8.422 2.689 13.381 2.493 -2.189 -0.193 N25 VHA 25 VHA C26 C26 C 0 1 Y N N 8.335 3.935 12.865 2.009 -3.410 -0.210 C26 VHA 26 VHA N27 N27 N 0 1 N N N 7.138 4.509 12.796 2.863 -4.485 -0.386 N27 VHA 27 VHA H1 H1 H 0 1 N N N 11.203 1.543 15.399 0.488 1.246 -0.201 H1 VHA 28 VHA H4 H4 H 0 1 N N N 8.521 -0.517 11.480 5.032 -1.098 -0.663 H4 VHA 29 VHA H4A H4A H 0 1 N N N 7.246 -1.077 12.616 5.549 -0.445 0.910 H4A VHA 30 VHA H4B H4B H 0 1 N N N 7.546 0.680 12.399 4.188 -1.589 0.825 H4B VHA 31 VHA H5 H5 H 0 1 N N N 8.727 -2.467 13.879 5.359 1.758 0.263 H5 VHA 32 VHA H6 H6 H 0 1 N N N 10.319 -2.623 15.749 3.938 3.753 0.007 H6 VHA 33 VHA H9 H9 H 0 1 N N N 13.000 0.931 16.052 0.011 3.109 1.193 H9 VHA 34 VHA H9A H9A H 0 1 N N N 11.976 1.221 17.534 0.746 4.702 1.481 H9A VHA 35 VHA H10 H10 H 0 1 N N N 13.574 -0.068 18.878 -0.992 5.699 0.429 H10 VHA 36 VHA H10A H10A H 0 0 N N N 14.590 -0.348 17.408 -0.587 4.813 -1.062 H10A VHA 37 VHA H11 H11 H 0 1 N N N 13.918 2.415 18.526 -2.439 3.925 1.189 H11 VHA 38 VHA H11A H11A H 0 0 N N N 15.413 1.490 18.941 -2.862 4.236 -0.512 H11A VHA 39 VHA H12 H12 H 0 1 N N N 16.211 2.817 17.149 -0.883 2.375 -0.824 H12 VHA 40 VHA H12A H12A H 0 0 N N N 15.669 1.395 16.250 -1.579 1.852 0.734 H12A VHA 41 VHA H15 H15 H 0 1 N N N 12.385 4.051 14.959 -1.434 -0.351 -0.824 H15 VHA 42 VHA H16 H16 H 0 1 N N N 16.532 2.961 14.781 -5.290 1.292 -0.054 H16 VHA 43 VHA H17 H17 H 0 1 N N N 16.633 3.719 12.429 -6.072 -0.891 0.753 H17 VHA 44 VHA H18 H18 H 0 1 N N N 14.631 4.784 11.388 -4.529 -2.800 0.818 H18 VHA 45 VHA H23 H23 H 0 1 N N N 11.731 2.322 13.190 -0.280 -0.479 0.396 H23 VHA 46 VHA HN27 HN27 H 0 0 N N N 7.239 5.455 12.488 2.510 -5.388 -0.400 HN27 VHA 47 VHA HN2A HN2A H 0 0 N N N 6.565 4.007 12.148 3.816 -4.335 -0.496 HN2A VHA 48 # 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 VHA C1 C2 DOUB Y N 1 VHA C1 C7 SING Y N 2 VHA C2 C3 SING Y N 3 VHA C2 C24 SING N N 4 VHA C3 C4 SING N N 5 VHA C3 C5 DOUB Y N 6 VHA C5 C6 SING Y N 7 VHA C6 C7 DOUB Y N 8 VHA C7 O8 SING N N 9 VHA O8 C9 SING N N 10 VHA C9 C10 SING N N 11 VHA C10 C11 SING N N 12 VHA C11 C12 SING N N 13 VHA C12 O13 SING N N 14 VHA O13 C14 SING N N 15 VHA C14 C15 DOUB Y N 16 VHA C14 C16 SING Y N 17 VHA C15 C19 SING Y N 18 VHA C16 C17 DOUB Y N 19 VHA C17 C18 SING Y N 20 VHA C18 C19 DOUB Y N 21 VHA C19 S20 SING N N 22 VHA S20 C21 SING N N 23 VHA C21 N22 DOUB Y N 24 VHA C21 C23 SING Y N 25 VHA N22 C26 SING Y N 26 VHA C23 C24 DOUB Y N 27 VHA C24 N25 SING Y N 28 VHA N25 C26 DOUB Y N 29 VHA C26 N27 SING N N 30 VHA C1 H1 SING N N 31 VHA C4 H4 SING N N 32 VHA C4 H4A SING N N 33 VHA C4 H4B SING N N 34 VHA C5 H5 SING N N 35 VHA C6 H6 SING N N 36 VHA C9 H9 SING N N 37 VHA C9 H9A SING N N 38 VHA C10 H10 SING N N 39 VHA C10 H10A SING N N 40 VHA C11 H11 SING N N 41 VHA C11 H11A SING N N 42 VHA C12 H12 SING N N 43 VHA C12 H12A SING N N 44 VHA C15 H15 SING N N 45 VHA C16 H16 SING N N 46 VHA C17 H17 SING N N 47 VHA C18 H18 SING N N 48 VHA C23 H23 SING N N 49 VHA N27 HN27 SING N N 50 VHA N27 HN2A SING N N 51 # 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 VHA SMILES ACDLabs 12.01 "n1c2c4c(ccc(OCCCCOc3cccc(Sc(nc1N)c2)c3)c4)C" VHA InChI InChI 1.03 "InChI=1S/C21H21N3O2S/c1-14-7-8-16-12-18(14)19-13-20(24-21(22)23-19)27-17-6-4-5-15(11-17)25-9-2-3-10-26-16/h4-8,11-13H,2-3,9-10H2,1H3,(H2,22,23,24)" VHA InChIKey InChI 1.03 ZRQBUFWZLIUDMG-UHFFFAOYSA-N VHA SMILES_CANONICAL CACTVS 3.370 "Cc1ccc2OCCCCOc3cccc(Sc4cc(nc(N)n4)c1c2)c3" VHA SMILES CACTVS 3.370 "Cc1ccc2OCCCCOc3cccc(Sc4cc(nc(N)n4)c1c2)c3" VHA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccc2cc1-c3cc(nc(n3)N)Sc4cccc(c4)OCCCCO2" VHA SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccc2cc1-c3cc(nc(n3)N)Sc4cccc(c4)OCCCCO2" # 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 VHA "SYSTEMATIC NAME" ACDLabs 12.01 "22-methyl-13,18-dioxa-7-thia-3,5-diazatetracyclo[17.3.1.1~2,6~.1~8,12~]pentacosa-1(23),2(25),3,5,8(24),9,11,19,21-nonaen-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VHA "Create component" 2011-09-07 PDBJ #