data_DAI
# 
_chem_comp.id                                    DAI 
_chem_comp.name                                  "(3AS,9AS)-2-PENTYL-4-HYDROXYMETHYL-3A,4,9,9A-TETRAHYDRO-4,9[1',2']-BENZENO-1H-BENZ[F]ISOINDOLE-1,3(2H)-DIONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (11S,12S)-9-HYDROXYMETHYL-11,12-(2-PENTYL-1,3-DIOXO-2-AZAPROPANO)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        375.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DAI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YKV 
_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 
DAI O23  O23  O 0 1 N N N 52.811 35.926 24.523 1.739  -1.703 1.578  O23  DAI 1  
DAI C24  C24  C 0 1 N N N 53.967 35.548 24.361 1.216  -0.719 1.101  C24  DAI 2  
DAI C28  C28  C 0 1 N N S 55.166 36.448 24.485 1.540  -0.121 -0.251 C28  DAI 3  
DAI C13  C13  C 0 1 N N N 55.476 36.869 25.928 1.215  -1.164 -1.342 C13  DAI 4  
DAI C15  C15  C 0 1 Y N N 56.773 37.544 25.855 -0.258 -1.493 -1.161 C15  DAI 5  
DAI C16  C16  C 0 1 Y N N 57.794 36.778 25.364 -1.109 -0.394 -1.248 C16  DAI 6  
DAI C17  C17  C 0 1 Y N N 59.058 37.308 25.196 -2.459 -0.543 -1.106 C17  DAI 7  
DAI C18  C18  C 0 1 Y N N 59.275 38.631 25.537 -2.971 -1.812 -0.871 C18  DAI 8  
DAI C19  C19  C 0 1 Y N N 58.231 39.411 26.030 -2.126 -2.903 -0.783 C19  DAI 9  
DAI C14  C14  C 0 1 Y N N 56.966 38.863 26.185 -0.755 -2.744 -0.930 C14  DAI 10 
DAI C12  C12  C 0 1 Y N N 55.668 35.627 26.662 1.294  -0.409 -2.659 C12  DAI 11 
DAI C11  C11  C 0 1 Y N N 56.674 34.823 26.185 0.443  0.690  -2.746 C11  DAI 12 
DAI C9   C9   C 0 1 Y N N 56.923 33.590 26.762 0.411  1.461  -3.872 C9   DAI 13 
DAI C8   C8   C 0 1 Y N N 56.147 33.189 27.850 1.242  1.130  -4.934 C8   DAI 14 
DAI C7   C7   C 0 1 Y N N 55.124 34.020 28.326 2.086  0.038  -4.849 C7   DAI 15 
DAI C6   C6   C 0 1 Y N N 54.879 35.247 27.719 2.114  -0.741 -3.700 C6   DAI 16 
DAI C27  C27  C 0 1 N N S 56.286 35.555 23.949 0.599  1.091  -0.346 C27  DAI 17 
DAI C10  C10  C 0 1 N N N 57.395 35.383 24.999 -0.404 0.928  -1.506 C10  DAI 18 
DAI C5   C5   C 0 1 N N N 58.594 34.560 24.536 -1.372 2.103  -1.658 C5   DAI 19 
DAI O4   O4   O 0 1 N N N 59.698 34.786 25.407 -2.250 1.859  -2.758 O4   DAI 20 
DAI C26  C26  C 0 1 N N N 55.543 34.283 23.694 -0.165 1.053  0.959  C26  DAI 21 
DAI O22  O22  O 0 1 N N N 56.090 33.300 23.203 -1.022 1.841  1.295  O22  DAI 22 
DAI N25  N25  N 0 1 N N N 54.307 34.358 24.055 0.260  0.012  1.687  N25  DAI 23 
DAI C21  C21  C 0 1 N N N 53.401 33.204 24.166 -0.279 -0.302 3.012  C21  DAI 24 
DAI C20  C20  C 0 1 N N N 52.581 33.150 22.880 0.541  0.419  4.082  C20  DAI 25 
DAI C3   C3   C 0 1 N N N 51.093 33.030 23.190 -0.022 0.090  5.466  C3   DAI 26 
DAI C2   C2   C 0 1 N N N 50.261 32.899 21.913 0.799  0.813  6.536  C2   DAI 27 
DAI C1   C1   C 0 1 N N N 49.232 31.785 22.024 0.235  0.483  7.920  C1   DAI 28 
DAI H28  H28  H 0 1 N N N 55.020 37.413 23.946 2.586  0.180  -0.303 H28  DAI 29 
DAI H13  H13  H 0 1 N N N 54.692 37.510 26.395 1.858  -2.043 -1.298 H13  DAI 30 
DAI H17  H17  H 0 1 N N N 59.878 36.687 24.797 -3.117 0.310  -1.175 H17  DAI 31 
DAI H18  H18  H 0 1 N N N 60.282 39.065 25.416 -4.037 -1.948 -0.756 H18  DAI 32 
DAI H19  H19  H 0 1 N N N 58.407 40.466 26.299 -2.536 -3.886 -0.600 H19  DAI 33 
DAI H14  H14  H 0 1 N N N 56.126 39.468 26.565 -0.092 -3.595 -0.863 H14  DAI 34 
DAI H9   H9   H 0 1 N N N 57.722 32.942 26.364 -0.249 2.313  -3.936 H9   DAI 35 
DAI H8   H8   H 0 1 N N N 56.342 32.217 28.333 1.229  1.729  -5.833 H8   DAI 36 
DAI H7   H7   H 0 1 N N N 54.507 33.706 29.185 2.728  -0.209 -5.681 H7   DAI 37 
DAI H6   H6   H 0 1 N N N 54.070 35.909 28.071 2.772  -1.594 -3.631 H6   DAI 38 
DAI H27  H27  H 0 1 N N N 56.815 35.950 23.050 1.166  2.016  -0.452 H27  DAI 39 
DAI H51  1H5  H 0 1 N N N 58.853 34.759 23.470 -1.956 2.213  -0.744 H51  DAI 40 
DAI H52  2H5  H 0 1 N N N 58.348 33.476 24.443 -0.806 3.018  -1.840 H52  DAI 41 
DAI HO4  HO4  H 0 1 N N N 60.444 34.274 25.119 -2.841 2.622  -2.818 HO4  DAI 42 
DAI H211 1H21 H 0 0 N N N 52.771 33.230 25.085 -0.227 -1.378 3.179  H211 DAI 43 
DAI H212 2H21 H 0 0 N N N 53.934 32.249 24.385 -1.317 0.024  3.068  H212 DAI 44 
DAI H201 1H20 H 0 0 N N N 52.928 32.335 22.204 0.490  1.495  3.915  H201 DAI 45 
DAI H202 2H20 H 0 0 N N N 52.795 34.021 22.218 1.580  0.092  4.025  H202 DAI 46 
DAI H31  1H3  H 0 1 N N N 50.739 33.878 23.822 0.029  -0.985 5.633  H31  DAI 47 
DAI H32  2H3  H 0 1 N N N 50.890 32.191 23.896 -1.060 0.417  5.522  H32  DAI 48 
DAI H21  1H2  H 0 1 N N N 50.910 32.765 21.017 0.747  1.888  6.369  H21  DAI 49 
DAI H22  2H2  H 0 1 N N N 49.783 33.868 21.638 1.837  0.486  6.479  H22  DAI 50 
DAI H11  1H1  H 0 1 N N N 48.583 31.919 22.920 0.820  0.998  8.682  H11  DAI 51 
DAI H12  2H1  H 0 1 N N N 48.626 31.690 21.093 -0.803 0.810  7.976  H12  DAI 52 
DAI H13A 3H1  H 0 0 N N N 49.710 30.816 22.299 0.286  -0.592 8.086  H13A DAI 53 
# 
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 
DAI O23 C24  DOUB N N 1  
DAI C24 C28  SING N N 2  
DAI C24 N25  SING N N 3  
DAI C28 C13  SING N N 4  
DAI C28 C27  SING N N 5  
DAI C28 H28  SING N N 6  
DAI C13 C15  SING N N 7  
DAI C13 C12  SING N N 8  
DAI C13 H13  SING N N 9  
DAI C15 C16  DOUB Y N 10 
DAI C15 C14  SING Y N 11 
DAI C16 C17  SING Y N 12 
DAI C16 C10  SING N N 13 
DAI C17 C18  DOUB Y N 14 
DAI C17 H17  SING N N 15 
DAI C18 C19  SING Y N 16 
DAI C18 H18  SING N N 17 
DAI C19 C14  DOUB Y N 18 
DAI C19 H19  SING N N 19 
DAI C14 H14  SING N N 20 
DAI C12 C11  DOUB Y N 21 
DAI C12 C6   SING Y N 22 
DAI C11 C9   SING Y N 23 
DAI C11 C10  SING N N 24 
DAI C9  C8   DOUB Y N 25 
DAI C9  H9   SING N N 26 
DAI C8  C7   SING Y N 27 
DAI C8  H8   SING N N 28 
DAI C7  C6   DOUB Y N 29 
DAI C7  H7   SING N N 30 
DAI C6  H6   SING N N 31 
DAI C27 C10  SING N N 32 
DAI C27 C26  SING N N 33 
DAI C27 H27  SING N N 34 
DAI C10 C5   SING N N 35 
DAI C5  O4   SING N N 36 
DAI C5  H51  SING N N 37 
DAI C5  H52  SING N N 38 
DAI O4  HO4  SING N N 39 
DAI C26 O22  DOUB N N 40 
DAI C26 N25  SING N N 41 
DAI N25 C21  SING N N 42 
DAI C21 C20  SING N N 43 
DAI C21 H211 SING N N 44 
DAI C21 H212 SING N N 45 
DAI C20 C3   SING N N 46 
DAI C20 H201 SING N N 47 
DAI C20 H202 SING N N 48 
DAI C3  C2   SING N N 49 
DAI C3  H31  SING N N 50 
DAI C3  H32  SING N N 51 
DAI C2  C1   SING N N 52 
DAI C2  H21  SING N N 53 
DAI C2  H22  SING N N 54 
DAI C1  H11  SING N N 55 
DAI C1  H12  SING N N 56 
DAI C1  H13A SING N N 57 
# 
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 
DAI SMILES           ACDLabs              10.04 O=C1N(C(=O)C5C1C4c2c(cccc2)C5(c3ccccc34)CO)CCCCC                                                                                                                          
DAI InChI            InChI                1.02b InChI=1/C24H25NO3/c1-2-3-8-13-25-22(27)20-19-15-9-4-6-11-17(15)24(14-26,21(20)23(25)28)18-12-7-5-10-16(18)19/h4-7,9-12,19-21,26H,2-3,8,13-14H2,1H3/t19-,20-,21+,24+/m0/s1 
DAI InChIKey         InChI                1.02b ZXWOIFZYPFUNNQ-VMIIQTFKBJ                                                                                                                                                 
DAI SMILES_CANONICAL CACTVS               3.341 CCCCCN1C(=O)[C@H]2C3c4ccccc4C(CO)([C@H]2C1=O)c5ccccc35                                                                                                                    
DAI SMILES           CACTVS               3.341 CCCCCN1C(=O)[CH]2C3c4ccccc4C(CO)([CH]2C1=O)c5ccccc35                                                                                                                      
DAI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCN1C(=O)[C@H]2C3c4ccccc4C([C@H]2C1=O)(c5c3cccc5)CO                                                                                                                    
DAI SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCN1C(=O)C2C3c4ccccc4C(C2C1=O)(c5c3cccc5)CO                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           DAI 
_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        "(15S,19S)-1-(hydroxymethyl)-17-pentyl-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione (non-preferred name)" 
# 
