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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h28H,27H2
;
G19 InChIKey         InChI                1.02b UQIPGFDHSLPFHW-CJIMZODMDX 
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 
# 
_pdbx_chem_comp_identifier.comp_id           G19 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(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" 
# 
