data_G19 # _chem_comp.id G19 _chem_comp.name "(2S,3AR,4R,5S,6S,8R,9R,9AR,10R)-2,5-DIHYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-6-VINYLDECAHYDRO-3A,9-PROP[1]ENOCYCLOPENTA[8]ANNULEN-8-YL [(6-AMINOPYRIDAZIN-3-YL)CARBONYL]CARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C26 H34 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-17 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 498.571 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G19 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 G19 O3 O3 O 0 1 N N N 55.052 120.607 114.762 -2.045 -0.976 5.021 O3 G19 1 G19 C21 C21 C 0 1 N N N 55.009 121.993 114.353 -3.382 -1.218 5.149 C21 G19 2 G19 O4 O4 O 0 1 N N N 53.927 122.417 113.979 -4.227 -0.936 4.306 O4 G19 3 G19 N1 N1 N 0 1 N N N 56.157 122.699 114.425 -3.623 -1.832 6.370 N1 G19 4 G19 C22 C22 C 0 1 N N N 56.227 123.981 114.113 -4.879 -2.226 6.830 C22 G19 5 G19 C23 C23 C 0 1 Y N N 57.523 124.613 114.250 -4.906 -2.834 8.185 C23 G19 6 G19 O6 O6 O 0 1 N N N 55.307 124.715 113.707 -5.933 -2.081 6.217 O6 G19 7 G19 N2 N2 N 0 1 Y N N 58.586 123.757 114.386 -3.716 -2.922 8.784 N2 G19 8 G19 N3 N3 N 0 1 Y N N 59.850 124.225 114.521 -3.670 -3.469 10.028 N3 G19 9 G19 C24 C24 C 0 1 Y N N 57.751 126.026 114.243 -6.091 -3.248 8.716 C24 G19 10 G19 C25 C25 C 0 1 Y N N 59.091 126.490 114.384 -6.044 -3.805 9.982 C25 G19 11 G19 C26 C26 C 0 1 Y N N 60.147 125.569 114.518 -4.814 -3.897 10.602 C26 G19 12 G19 N4 N4 N 0 1 N N N 61.455 125.978 114.654 -4.767 -4.467 11.895 N4 G19 13 G19 O1 O1 O 0 1 N N N 54.458 115.059 114.471 3.155 -1.783 3.503 O1 G19 14 G19 O2 O2 O 0 1 N N N 49.315 119.083 115.386 -1.781 -4.887 0.616 O2 G19 15 G19 C1 C1 C 0 1 N N N 51.289 116.112 113.348 1.521 -2.332 0.443 C1 G19 16 G19 C2 C2 C 0 1 N N S 52.124 115.040 113.992 2.765 -1.791 1.135 C2 G19 17 G19 C3 C3 C 0 1 N N N 53.417 115.665 114.361 2.348 -1.843 2.583 C3 G19 18 G19 C4 C4 C 0 1 N N R 53.164 117.201 114.524 0.835 -2.063 2.741 C4 G19 19 G19 C5 C5 C 0 1 N N R 54.403 118.177 114.608 0.122 -1.201 3.828 C5 G19 20 G19 C6 C6 C 0 1 N N R 55.206 117.925 113.229 0.324 0.321 3.455 C6 G19 21 G19 C7 C7 C 0 1 N N N 54.323 118.317 112.018 0.130 0.606 1.986 C7 G19 22 G19 C8 C8 C 0 1 N N N 52.899 117.634 111.976 0.129 -0.330 1.028 C8 G19 23 G19 C9 C9 C 0 1 N N R 52.108 117.450 113.334 0.318 -1.823 1.279 C9 G19 24 G19 C10 C10 C 0 1 N N S 51.173 118.705 113.639 -1.024 -2.549 0.865 C10 G19 25 G19 C11 C11 C 0 1 N N S 50.725 118.929 115.188 -1.281 -3.927 1.561 C11 G19 26 G19 C12 C12 C 0 1 N N S 51.450 120.202 115.915 -2.238 -3.891 2.811 C12 G19 27 G19 C13 C13 C 0 1 N N N 53.029 120.040 115.991 -1.658 -3.132 4.042 C13 G19 28 G19 C14 C14 C 0 1 N N R 53.896 119.718 114.738 -1.401 -1.610 3.904 C14 G19 29 G19 C15 C15 C 0 1 N N N 55.278 117.781 115.833 0.776 -1.444 5.219 C15 G19 30 G19 C16 C16 C 0 1 N N N 56.512 118.721 113.037 -0.506 1.317 4.273 C16 G19 31 G19 C17 C17 C 0 1 N N N 49.897 118.694 112.736 -1.160 -2.649 -0.676 C17 G19 32 G19 C18 C18 C 0 1 N N N 51.023 120.390 117.376 -2.501 -5.349 3.272 C18 G19 33 G19 C19 C19 C 0 1 N N N 51.096 121.503 115.158 -3.594 -3.305 2.474 C19 G19 34 G19 C20 C20 C 0 1 N N N 50.528 122.630 115.527 -4.108 -3.270 1.240 C20 G19 35 G19 O5 O5 O 0 1 N N N 51.450 114.601 115.127 3.905 -2.569 0.875 O5 G19 36 G19 HN1 HN1 H 0 1 N N N 56.989 122.233 114.727 -2.809 -1.986 6.957 HN1 G19 37 G19 H24 H24 H 0 1 N N N 56.931 126.721 114.134 -7.036 -3.157 8.191 H24 G19 38 G19 H25 H25 H 0 1 N N N 59.297 127.550 114.388 -6.953 -4.154 10.460 H25 G19 39 G19 HN41 1HN4 H 0 0 N N N 61.870 126.077 113.749 -5.592 -4.461 12.457 HN41 G19 40 G19 HN42 2HN4 H 0 0 N N N 61.481 126.857 115.131 -3.889 -4.776 12.256 HN42 G19 41 G19 HO2 HO2 H 0 1 N N N 49.127 119.117 116.317 -1.012 -5.191 0.117 HO2 G19 42 G19 H11A 1H1 H 0 0 N N N 50.360 116.252 113.920 1.500 -1.995 -0.600 H11A G19 43 G19 H12 2H1 H 0 1 N N N 51.034 115.819 112.319 1.542 -3.429 0.419 H12 G19 44 G19 H2 H2 H 0 1 N N N 52.300 114.183 113.326 2.963 -0.750 0.862 H2 G19 45 G19 H4 H4 H 0 1 N N N 52.796 117.466 115.526 0.785 -3.123 3.004 H4 G19 46 G19 H6 H6 H 0 1 N N N 55.460 116.856 113.290 1.374 0.577 3.660 H6 G19 47 G19 H7 H7 H 0 1 N N N 54.657 119.007 111.257 0.027 1.646 1.683 H7 G19 48 G19 H8 H8 H 0 1 N N N 52.475 117.300 111.041 0.000 0.000 0.000 H8 G19 49 G19 H10 H10 H 0 1 N N N 51.828 119.556 113.402 -1.852 -1.887 1.139 H10 G19 50 G19 H11 H11 H 0 1 N N N 51.059 117.989 115.651 -0.326 -4.363 1.867 H11 G19 51 G19 H131 1H13 H 0 0 N N N 53.203 119.207 116.688 -0.752 -3.650 4.375 H131 G19 52 G19 H132 2H13 H 0 0 N N N 53.358 121.058 116.249 -2.362 -3.283 4.876 H132 G19 53 G19 H14 H14 H 0 1 N N N 53.249 119.872 113.862 -1.933 -1.205 3.044 H14 G19 54 G19 H151 1H15 H 0 0 N N N 56.328 117.688 115.519 1.629 -0.774 5.365 H151 G19 55 G19 H152 2H15 H 0 0 N N N 55.195 118.556 116.609 0.054 -1.262 6.020 H152 G19 56 G19 H153 3H15 H 0 0 N N N 54.929 116.819 116.237 1.131 -2.475 5.301 H153 G19 57 G19 H161 1H16 H 0 0 N N N 56.672 118.911 111.965 0.085 1.724 5.099 H161 G19 58 G19 H162 2H16 H 0 0 N N N 56.439 119.679 113.572 -0.838 2.148 3.644 H162 G19 59 G19 H163 3H16 H 0 0 N N N 57.357 118.141 113.437 -1.391 0.827 4.692 H163 G19 60 G19 H171 1H17 H 0 0 N N N 48.998 118.691 113.370 -2.190 -2.888 -0.956 H171 G19 61 G19 H172 2H17 H 0 0 N N N 49.892 119.590 112.097 -0.885 -1.701 -1.148 H172 G19 62 G19 H173 3H17 H 0 0 N N N 49.903 117.793 112.105 -0.506 -3.433 -1.069 H173 G19 63 G19 H181 1H18 H 0 0 N N N 51.916 120.435 118.017 -2.328 -5.449 4.348 H181 G19 64 G19 H182 2H18 H 0 0 N N N 50.454 121.326 117.474 -3.535 -5.639 3.061 H182 G19 65 G19 H183 3H18 H 0 0 N N N 50.393 119.543 117.685 -1.835 -6.043 2.751 H183 G19 66 G19 H19 H19 H 0 1 N N N 51.371 121.482 114.114 -4.174 -2.892 3.295 H19 G19 67 G19 H201 1H20 H 0 0 N N N 50.268 122.612 116.575 -5.086 -2.835 1.064 H201 G19 68 G19 H202 2H20 H 0 0 N N N 50.345 123.465 114.867 -3.568 -3.669 0.388 H202 G19 69 G19 HO5 HO5 H 0 1 N N N 52.066 114.501 115.843 3.675 -3.501 1.048 HO5 G19 70 # 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 G19 O3 C21 SING N N 1 G19 O3 C14 SING N N 2 G19 C21 O4 DOUB N N 3 G19 C21 N1 SING N N 4 G19 N1 C22 SING N N 5 G19 N1 HN1 SING N N 6 G19 C22 O6 DOUB N N 7 G19 C22 C23 SING N N 8 G19 C23 C24 DOUB Y N 9 G19 C23 N2 SING Y N 10 G19 N2 N3 DOUB Y N 11 G19 N3 C26 SING Y N 12 G19 C24 C25 SING Y N 13 G19 C24 H24 SING N N 14 G19 C25 C26 DOUB Y N 15 G19 C25 H25 SING N N 16 G19 C26 N4 SING N N 17 G19 N4 HN41 SING N N 18 G19 N4 HN42 SING N N 19 G19 O1 C3 DOUB N N 20 G19 O2 C11 SING N N 21 G19 O2 HO2 SING N N 22 G19 C1 C9 SING N N 23 G19 C1 C2 SING N N 24 G19 C1 H11A SING N N 25 G19 C1 H12 SING N N 26 G19 C2 C3 SING N N 27 G19 C2 O5 SING N N 28 G19 C2 H2 SING N N 29 G19 C3 C4 SING N N 30 G19 C4 C9 SING N N 31 G19 C4 C5 SING N N 32 G19 C4 H4 SING N N 33 G19 C5 C6 SING N N 34 G19 C5 C14 SING N N 35 G19 C5 C15 SING N N 36 G19 C6 C7 SING N N 37 G19 C6 C16 SING N N 38 G19 C6 H6 SING N N 39 G19 C7 C8 DOUB N N 40 G19 C7 H7 SING N N 41 G19 C8 C9 SING N N 42 G19 C8 H8 SING N N 43 G19 C9 C10 SING N N 44 G19 C10 C17 SING N N 45 G19 C10 C11 SING N N 46 G19 C10 H10 SING N N 47 G19 C11 C12 SING N N 48 G19 C11 H11 SING N N 49 G19 C12 C19 SING N N 50 G19 C12 C13 SING N N 51 G19 C12 C18 SING N N 52 G19 C13 C14 SING N N 53 G19 C13 H131 SING N N 54 G19 C13 H132 SING N N 55 G19 C14 H14 SING N N 56 G19 C15 H151 SING N N 57 G19 C15 H152 SING N N 58 G19 C15 H153 SING N N 59 G19 C16 H161 SING N N 60 G19 C16 H162 SING N N 61 G19 C16 H163 SING N N 62 G19 C17 H171 SING N N 63 G19 C17 H172 SING N N 64 G19 C17 H173 SING N N 65 G19 C18 H181 SING N N 66 G19 C18 H182 SING N N 67 G19 C18 H183 SING N N 68 G19 C19 C20 DOUB N N 69 G19 C19 H19 SING N N 70 G19 C20 H201 SING N N 71 G19 C20 H202 SING N N 72 G19 O5 HO5 SING N N 73 # 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 G19 SMILES ACDLabs 10.04 "O=C(c1nnc(N)cc1)NC(=O)OC4CC(\C=C)(C)C(O)C(C)C23C=CC(C)C4(C)C3C(=O)C(O)C2" G19 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1C=C[C@@]23C[C@H](O)C(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)NC(=O)c4ccc(N)nn4" G19 SMILES CACTVS 3.341 "C[CH]1C=C[C]23C[CH](O)C(=O)[CH]2[C]1(C)[CH](C[C](C)(C=C)[CH](O)[CH]3C)OC(=O)NC(=O)c4ccc(N)nn4" G19 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C=C[C@@]23C[C@@H](C(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)NC(=O)c4ccc(nn4)N)C)O" G19 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C=CC23CC(C(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)NC(=O)c4ccc(nn4)N)C)O" G19 InChI InChI 1.03 "InChI=1S/C26H34N4O6/c1-6-24(4)12-17(36-23(35)28-22(34)15-7-8-18(27)30-29-15)25(5)13(2)9-10-26(14(3)21(24)33)11-16(31)19(32)20(25)26/h6-10,13-14,16-17,20-21,31,33H,1,11-12H2,2-5H3,(H2,27,30)(H,28,34,35)/t13-,14+,16+,17-,20+,21+,24-,25+,26+/m1/s1" G19 InChIKey InChI 1.03 UQIPGFDHSLPFHW-YEAQTOLVSA-N # 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 G19 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3aR,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-2,5-dihydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-prop[1]enocyclopenta[8]annulen-8-yl [(6-aminopyridazin-3-yl)carbonyl]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 G19 "Create component" 2007-01-17 RCSB G19 "Modify descriptor" 2011-06-04 RCSB #