data_VHC # _chem_comp.id VHC _chem_comp.name "4-amino-20,22-dimethyl-13-oxa-7-thia-3,5,17-triazatetracyclo[17.3.1.1~2,6~.1~8,12~]pentacosa-1(23),2(25),3,5,8(24),9,11,19,21-nonaen-18-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N4 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 406.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VHC _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 3VHC _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 VHC C1 C1 C 0 1 N N N 10.551 -3.084 15.317 5.519 -0.064 -0.124 C1 VHC 1 VHC C2 C2 C 0 1 Y N N 10.354 -1.624 14.867 4.119 0.497 -0.116 C2 VHC 2 VHC C3 C3 C 0 1 Y N N 9.456 -1.400 13.825 3.947 1.867 -0.134 C3 VHC 3 VHC C4 C4 C 0 1 Y N N 9.231 -0.103 13.332 2.682 2.435 -0.115 C4 VHC 4 VHC C5 C5 C 0 1 N N N 8.235 0.067 12.179 2.603 3.940 -0.157 C5 VHC 5 VHC C6 C6 C 0 1 Y N N 9.951 0.978 13.867 1.549 1.612 -0.066 C6 VHC 6 VHC C7 C7 C 0 1 Y N N 10.867 0.744 14.910 1.730 0.230 -0.062 C7 VHC 7 VHC C8 C8 C 0 1 Y N N 11.066 -0.552 15.439 3.003 -0.331 -0.098 C8 VHC 8 VHC C9 C9 C 0 1 N N N 12.014 -0.708 16.632 3.097 -1.807 -0.158 C9 VHC 9 VHC O10 O10 O 0 1 N N N 11.703 -1.430 17.596 4.036 -2.411 -0.640 O10 VHC 10 VHC N11 N11 N 0 1 N N N 13.077 0.087 16.608 2.041 -2.505 0.402 N11 VHC 11 VHC C13 C13 C 0 1 N N N 14.107 0.096 17.673 2.177 -3.977 0.292 C13 VHC 12 VHC C14 C14 C 0 1 N N N 14.659 1.501 17.962 0.774 -4.569 0.488 C14 VHC 13 VHC C15 C15 C 0 1 N N N 15.481 2.047 16.782 -0.239 -3.645 -0.194 C15 VHC 14 VHC O16 O16 O 0 1 N N N 14.428 2.516 15.924 -1.058 -3.036 0.812 O16 VHC 15 VHC C17 C17 C 0 1 Y N N 14.691 3.136 14.745 -2.224 -2.507 0.358 C17 VHC 16 VHC C18 C18 C 0 1 Y N N 13.601 3.791 14.178 -2.378 -1.130 0.352 C18 VHC 17 VHC C19 C19 C 0 1 Y N N 15.911 3.088 14.045 -3.247 -3.333 -0.076 C19 VHC 18 VHC C20 C20 C 0 1 Y N N 15.995 3.709 12.801 -4.422 -2.770 -0.530 C20 VHC 19 VHC C21 C21 C 0 1 Y N N 14.920 4.406 12.257 -4.576 -1.406 -0.561 C21 VHC 20 VHC C22 C22 C 0 1 Y N N 13.698 4.396 12.933 -3.539 -0.559 -0.126 C22 VHC 21 VHC S23 S23 S 0 1 N N N 12.332 5.291 12.221 -3.780 1.159 -0.250 S23 VHC 22 VHC C24 C24 C 0 1 Y N N 10.941 4.311 12.662 -2.230 1.932 -0.083 C24 VHC 23 VHC N25 N25 N 0 1 Y N N 9.771 4.951 12.644 -2.285 3.272 0.121 N25 VHC 24 VHC C26 C26 C 0 1 Y N N 11.026 2.948 12.978 -0.968 1.356 -0.191 C26 VHC 25 VHC C27 C27 C 0 1 Y N N 9.865 2.307 13.405 0.170 2.154 -0.006 C27 VHC 26 VHC N28 N28 N 0 1 Y N N 8.701 2.990 13.412 -0.013 3.446 0.238 N28 VHC 27 VHC C29 C29 C 0 1 Y N N 8.639 4.289 13.015 -1.206 3.993 0.285 C29 VHC 28 VHC N30 N30 N 0 1 N N N 7.443 4.895 12.967 -1.324 5.354 0.511 N30 VHC 29 VHC H1 H1 H 0 1 N N N 11.358 -3.544 14.728 5.868 -0.183 0.902 H1 VHC 30 VHC H1A H1A H 0 1 N N N 10.818 -3.106 16.384 5.520 -1.032 -0.623 H1A VHC 31 VHC H1B H1B H 0 1 N N N 9.618 -3.645 15.161 6.181 0.620 -0.655 H1B VHC 32 VHC H3 H3 H 0 1 N N N 8.926 -2.234 13.390 4.813 2.513 -0.165 H3 VHC 33 VHC H5 H5 H 0 1 N N N 7.230 0.254 12.586 2.554 4.272 -1.194 H5 VHC 34 VHC H5A H5A H 0 1 N N N 8.541 0.918 11.553 1.710 4.272 0.373 H5A VHC 35 VHC H5B H5B H 0 1 N N N 8.219 -0.849 11.570 3.487 4.364 0.319 H5B VHC 36 VHC H7 H7 H 0 1 N N N 11.430 1.572 15.315 0.863 -0.414 -0.030 H7 VHC 37 VHC HN11 HN11 H 0 0 N N N 13.188 0.710 15.834 1.294 -2.073 0.833 HN11 VHC 38 VHC H13 H13 H 0 1 N N N 13.653 -0.294 18.596 2.566 -4.244 -0.692 H13 VHC 39 VHC H13A H13A H 0 0 N N N 14.942 -0.544 17.352 2.853 -4.345 1.067 H13A VHC 40 VHC H14 H14 H 0 1 N N N 13.814 2.180 18.147 0.726 -5.563 0.036 H14 VHC 41 VHC H14A H14A H 0 0 N N N 15.307 1.449 18.849 0.546 -4.646 1.552 H14A VHC 42 VHC H15 H15 H 0 1 N N N 16.170 2.850 17.083 0.278 -2.877 -0.765 H15 VHC 43 VHC H15A H15A H 0 0 N N N 16.101 1.273 16.305 -0.868 -4.231 -0.867 H15A VHC 44 VHC H18 H18 H 0 1 N N N 12.665 3.829 14.716 -1.598 -0.519 0.781 H18 VHC 45 VHC H19 H19 H 0 1 N N N 16.766 2.579 14.465 -3.128 -4.406 -0.059 H19 VHC 46 VHC H20 H20 H 0 1 N N N 16.918 3.648 12.244 -5.227 -3.409 -0.863 H20 VHC 47 VHC H21 H21 H 0 1 N N N 15.029 4.945 11.328 -5.498 -0.972 -0.918 H21 VHC 48 VHC H26 H26 H 0 1 N N N 11.960 2.413 12.893 -0.847 0.319 -0.464 H26 VHC 49 VHC HN30 HN30 H 0 0 N N N 7.557 5.832 12.636 -2.201 5.765 0.548 HN30 VHC 50 VHC HN3A HN3A H 0 0 N N N 6.840 4.394 12.347 -0.528 5.895 0.634 HN3A VHC 51 # 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 VHC C1 C2 SING N N 1 VHC C2 C3 DOUB Y N 2 VHC C2 C8 SING Y N 3 VHC C3 C4 SING Y N 4 VHC C4 C5 SING N N 5 VHC C4 C6 DOUB Y N 6 VHC C6 C7 SING Y N 7 VHC C6 C27 SING N N 8 VHC C7 C8 DOUB Y N 9 VHC C8 C9 SING N N 10 VHC C9 O10 DOUB N N 11 VHC C9 N11 SING N N 12 VHC N11 C13 SING N N 13 VHC C13 C14 SING N N 14 VHC C14 C15 SING N N 15 VHC C15 O16 SING N N 16 VHC O16 C17 SING N N 17 VHC C17 C18 DOUB Y N 18 VHC C17 C19 SING Y N 19 VHC C18 C22 SING Y N 20 VHC C19 C20 DOUB Y N 21 VHC C20 C21 SING Y N 22 VHC C21 C22 DOUB Y N 23 VHC C22 S23 SING N N 24 VHC S23 C24 SING N N 25 VHC C24 N25 DOUB Y N 26 VHC C24 C26 SING Y N 27 VHC N25 C29 SING Y N 28 VHC C26 C27 DOUB Y N 29 VHC C27 N28 SING Y N 30 VHC N28 C29 DOUB Y N 31 VHC C29 N30 SING N N 32 VHC C1 H1 SING N N 33 VHC C1 H1A SING N N 34 VHC C1 H1B SING N N 35 VHC C3 H3 SING N N 36 VHC C5 H5 SING N N 37 VHC C5 H5A SING N N 38 VHC C5 H5B SING N N 39 VHC C7 H7 SING N N 40 VHC N11 HN11 SING N N 41 VHC C13 H13 SING N N 42 VHC C13 H13A SING N N 43 VHC C14 H14 SING N N 44 VHC C14 H14A SING N N 45 VHC C15 H15 SING N N 46 VHC C15 H15A SING N N 47 VHC C18 H18 SING N N 48 VHC C19 H19 SING N N 49 VHC C20 H20 SING N N 50 VHC C21 H21 SING N N 51 VHC C26 H26 SING N N 52 VHC N30 HN30 SING N N 53 VHC N30 HN3A SING N N 54 # 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 VHC SMILES ACDLabs 12.01 "O=C2NCCCOc4cccc(Sc3nc(nc(c1c(cc(c2c1)C)C)c3)N)c4" VHC InChI InChI 1.03 "InChI=1S/C22H22N4O2S/c1-13-9-14(2)18-11-17(13)19-12-20(26-22(23)25-19)29-16-6-3-5-15(10-16)28-8-4-7-24-21(18)27/h3,5-6,9-12H,4,7-8H2,1-2H3,(H,24,27)(H2,23,25,26)" VHC InChIKey InChI 1.03 HDKDXSZAJVZYLD-UHFFFAOYSA-N VHC SMILES_CANONICAL CACTVS 3.370 "Cc1cc(C)c2cc1C(=O)NCCCOc3cccc(Sc4cc2nc(N)n4)c3" VHC SMILES CACTVS 3.370 "Cc1cc(C)c2cc1C(=O)NCCCOc3cccc(Sc4cc2nc(N)n4)c3" VHC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(c2cc1-c3cc(nc(n3)N)Sc4cccc(c4)OCCCNC2=O)C" VHC SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(c2cc1-c3cc(nc(n3)N)Sc4cccc(c4)OCCCNC2=O)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 VHC "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-20,22-dimethyl-13-oxa-7-thia-3,5,17-triazatetracyclo[17.3.1.1~2,6~.1~8,12~]pentacosa-1(23),2(25),3,5,8(24),9,11,19,21-nonaen-18-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VHC "Create component" 2011-09-07 PDBJ #