data_AN9
# 
_chem_comp.id                                    AN9 
_chem_comp.name                                  "1,5-BIS[3-(DIETHYLAMINO)PROPIONAMIDO]ANTHRACENE-9,10-DIONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H36 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-26 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        492.610 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AN9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1XCU 
_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 
AN9 O19  O19  O 0 1 N N N 13.947 0.911  9.688  0.613  -4.407  -0.897 O19  AN9 1  
AN9 C18  C18  C 0 1 N N N 14.746 0.120  9.205  1.829  -4.459  -1.050 C18  AN9 2  
AN9 C20  C20  C 0 1 N N N 14.579 -0.451 7.842  2.509  -5.661  -1.697 C20  AN9 3  
AN9 N17  N17  N 0 1 N N N 15.849 -0.307 9.811  2.778  -3.511  -0.683 N17  AN9 4  
AN9 C14  C14  C 0 1 Y N N 15.900 -0.860 11.047 2.518  -2.284  -0.064 C14  AN9 5  
AN9 C13  C13  C 0 1 Y N N 15.064 -0.430 12.075 1.290  -1.686  -0.352 C13  AN9 6  
AN9 C12  C12  C 0 1 Y N N 15.134 -0.987 13.355 0.956  -0.463  0.226  C12  AN9 7  
AN9 C3   C3   C 0 1 Y N N 16.893 -1.932 11.336 3.416  -1.654  0.806  C3   AN9 8  
AN9 C2   C2   C 0 1 Y N N 16.927 -2.488 12.716 3.081  -0.428  1.384  C2   AN9 9  
AN9 C37  C37  C 0 1 Y N N 16.046 -1.990 13.673 1.848  0.168   1.093  C37  AN9 10 
AN9 C1   C1   C 0 1 N N N 17.896 -3.559 13.066 4.019  0.248   2.304  C1   AN9 11 
AN9 O15  O15  O 0 1 N N N 17.915 -4.035 14.224 3.692  1.323   2.791  O15  AN9 12 
AN9 C6   C6   C 0 1 Y N N 18.827 -4.068 12.018 5.317  -0.392  2.602  C6   AN9 13 
AN9 C11  C11  C 0 1 Y N N 18.797 -3.510 10.640 5.652  -1.618  2.024  C11  AN9 14 
AN9 C10  C10  C 0 1 Y N N 19.684 -3.996 9.674  6.885  -2.214  2.315  C10  AN9 15 
AN9 C4   C4   C 0 1 N N N 17.829 -2.442 10.295 4.713  -2.294  1.104  C4   AN9 16 
AN9 O16  O16  O 0 1 N N N 17.819 -1.979 9.133  5.042  -3.367  0.615  O16  AN9 17 
AN9 C7   C7   C 0 1 Y N N 19.815 -5.137 12.303 6.215  0.238   3.472  C7   AN9 18 
AN9 N27  N27  N 0 1 N N N 19.901 -5.702 13.531 5.955  1.465   4.091  N27  AN9 19 
AN9 C8   C8   C 0 1 Y N N 20.654 -5.558 11.271 7.443  -0.359  3.759  C8   AN9 20 
AN9 C9   C9   C 0 1 Y N N 20.593 -5.005 9.990  7.777  -1.583  3.182  C9   AN9 21 
AN9 C5   C5   C 0 1 N N N ?      ?      ?      6.438  1.875   5.330  C5   AN9 22 
AN9 O1   O1   O 0 1 N N N ?      ?      ?      7.159  1.252   6.101  O1   AN9 23 
AN9 C15  C15  C 0 1 N N N ?      ?      ?      5.929  3.276   5.654  C15  AN9 24 
AN9 C16  C16  C 0 1 N N N ?      ?      ?      6.413  3.805   6.998  C16  AN9 25 
AN9 N1   N1   N 0 1 N N N ?      ?      ?      5.900  5.118   7.283  N1   AN9 26 
AN9 C17  C17  C 0 1 N N N ?      ?      ?      6.379  5.609   8.584  C17  AN9 27 
AN9 C19  C19  C 0 1 N N N ?      ?      ?      7.868  5.608   8.645  C19  AN9 28 
AN9 C21  C21  C 0 1 N N N ?      ?      ?      4.429  5.135   7.262  C21  AN9 29 
AN9 C22  C22  C 0 1 N N N ?      ?      ?      3.904  6.514   7.473  C22  AN9 30 
AN9 C23  C23  C 0 1 N N N ?      ?      ?      1.539  -6.752  -2.131 C23  AN9 31 
AN9 N2   N2   N 0 1 N N N ?      ?      ?      2.214  -7.878  -2.719 N2   AN9 32 
AN9 C24  C24  C 0 1 N N N ?      ?      ?      1.259  -8.919  -3.130 C24  AN9 33 
AN9 C25  C25  C 0 1 N N N ?      ?      ?      0.241  -8.373  -4.072 C25  AN9 34 
AN9 C26  C26  C 0 1 N N N ?      ?      ?      3.200  -8.455  -1.792 C26  AN9 35 
AN9 C27  C27  C 0 1 N N N ?      ?      ?      3.956  -9.567  -2.435 C27  AN9 36 
AN9 H201 1H20 H 0 0 N N N 15.278 0.104  7.200  3.207  -6.078  -0.960 H201 AN9 37 
AN9 H202 2H20 H 0 0 N N N 14.734 -1.527 8.007  3.095  -5.312  -2.556 H202 AN9 38 
AN9 H17  H17  H 0 1 N N N 16.712 -0.212 9.314  3.750  -3.730  -0.883 H17  AN9 39 
AN9 H13  H13  H 0 1 N N N 14.345 0.352  11.878 0.583  -2.164  -1.026 H13  AN9 40 
AN9 H12  H12  H 0 1 N N N 14.461 -0.629 14.120 0.000  0.000   0.000  H12  AN9 41 
AN9 H37  H37  H 0 1 N N N 16.071 -2.388 14.677 1.562  1.122   1.529  H37  AN9 42 
AN9 H10  H10  H 0 1 N N N 19.665 -3.586 8.675  7.171  -3.168  1.879  H10  AN9 43 
AN9 H27  H27  H 0 1 N N N 20.380 -6.059 14.333 5.357  2.118   3.590  H27  AN9 44 
AN9 H8   H8   H 0 1 N N N 21.375 -6.338 11.469 8.150  0.119   4.433  H8   AN9 45 
AN9 H9   H9   H 0 1 N N N 21.265 -5.367 9.226  8.733  -2.046  3.407  H9   AN9 46 
AN9 H151 1H15 H 0 0 N N N ?      ?      ?      4.834  3.233   5.663  H151 AN9 47 
AN9 H152 2H15 H 0 0 N N N ?      ?      ?      6.234  3.955   4.849  H152 AN9 48 
AN9 H161 1H16 H 0 0 N N N ?      ?      ?      7.505  3.859   7.039  H161 AN9 49 
AN9 H162 2H16 H 0 0 N N N ?      ?      ?      6.070  3.149   7.805  H162 AN9 50 
AN9 H171 1H17 H 0 0 N N N ?      ?      ?      5.990  6.623   8.722  H171 AN9 51 
AN9 H172 2H17 H 0 0 N N N ?      ?      ?      5.958  4.962   9.360  H172 AN9 52 
AN9 H191 1H19 H 0 0 N N N ?      ?      ?      8.263  4.593   8.525  H191 AN9 53 
AN9 H192 2H19 H 0 0 N N N ?      ?      ?      8.291  6.254   7.868  H192 AN9 54 
AN9 H193 3H19 H 0 0 N N N ?      ?      ?      8.201  5.987   9.619  H193 AN9 55 
AN9 H211 1H21 H 0 0 N N N ?      ?      ?      4.105  4.745   6.293  H211 AN9 56 
AN9 H212 2H21 H 0 0 N N N ?      ?      ?      4.077  4.462   8.049  H212 AN9 57 
AN9 H221 1H22 H 0 0 N N N ?      ?      ?      4.211  6.905   8.449  H221 AN9 58 
AN9 H222 2H22 H 0 0 N N N ?      ?      ?      4.257  7.191   6.686  H222 AN9 59 
AN9 H223 3H22 H 0 0 N N N ?      ?      ?      2.808  6.503   7.443  H223 AN9 60 
AN9 H231 1H23 H 0 0 N N N ?      ?      ?      0.817  -6.379  -2.864 H231 AN9 61 
AN9 H232 2H23 H 0 0 N N N ?      ?      ?      0.987  -7.130  -1.265 H232 AN9 62 
AN9 H241 1H24 H 0 0 N N N ?      ?      ?      1.828  -9.724  -3.605 H241 AN9 63 
AN9 H242 2H24 H 0 0 N N N ?      ?      ?      0.782  -9.309  -2.227 H242 AN9 64 
AN9 H251 1H25 H 0 0 N N N ?      ?      ?      -0.344 -7.577  -3.598 H251 AN9 65 
AN9 H252 2H25 H 0 0 N N N ?      ?      ?      0.717  -7.980  -4.977 H252 AN9 66 
AN9 H253 3H25 H 0 0 N N N ?      ?      ?      -0.452 -9.168  -4.372 H253 AN9 67 
AN9 H261 1H26 H 0 0 N N N ?      ?      ?      3.880  -7.654  -1.488 H261 AN9 68 
AN9 H262 2H26 H 0 0 N N N ?      ?      ?      2.660  -8.812  -0.911 H262 AN9 69 
AN9 H271 1H27 H 0 0 N N N ?      ?      ?      3.283  -10.380 -2.727 H271 AN9 70 
AN9 H272 2H27 H 0 0 N N N ?      ?      ?      4.497  -9.211  -3.319 H272 AN9 71 
AN9 H273 3H27 H 0 0 N N N ?      ?      ?      4.691  -9.973  -1.730 H273 AN9 72 
# 
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 
AN9 O19 C18  DOUB N N 1  
AN9 C18 C20  SING N N 2  
AN9 C18 N17  SING N N 3  
AN9 C20 C23  SING N N 4  
AN9 C20 H201 SING N N 5  
AN9 C20 H202 SING N N 6  
AN9 N17 C14  SING N N 7  
AN9 N17 H17  SING N N 8  
AN9 C14 C13  DOUB Y N 9  
AN9 C14 C3   SING Y N 10 
AN9 C13 C12  SING Y N 11 
AN9 C13 H13  SING N N 12 
AN9 C12 C37  DOUB Y N 13 
AN9 C12 H12  SING N N 14 
AN9 C3  C2   DOUB Y N 15 
AN9 C3  C4   SING N N 16 
AN9 C2  C37  SING Y N 17 
AN9 C2  C1   SING N N 18 
AN9 C37 H37  SING N N 19 
AN9 C1  O15  DOUB N N 20 
AN9 C1  C6   SING N N 21 
AN9 C6  C11  DOUB Y N 22 
AN9 C6  C7   SING Y N 23 
AN9 C11 C10  SING Y N 24 
AN9 C11 C4   SING N N 25 
AN9 C10 C9   DOUB Y N 26 
AN9 C10 H10  SING N N 27 
AN9 C4  O16  DOUB N N 28 
AN9 C7  N27  SING N N 29 
AN9 C7  C8   DOUB Y N 30 
AN9 N27 C5   SING N N 31 
AN9 N27 H27  SING N N 32 
AN9 C8  C9   SING Y N 33 
AN9 C8  H8   SING N N 34 
AN9 C9  H9   SING N N 35 
AN9 C5  O1   DOUB N N 36 
AN9 C5  C15  SING N N 37 
AN9 C15 C16  SING N N 38 
AN9 C15 H151 SING N N 39 
AN9 C15 H152 SING N N 40 
AN9 C16 N1   SING N N 41 
AN9 C16 H161 SING N N 42 
AN9 C16 H162 SING N N 43 
AN9 N1  C17  SING N N 44 
AN9 N1  C21  SING N N 45 
AN9 C17 C19  SING N N 46 
AN9 C17 H171 SING N N 47 
AN9 C17 H172 SING N N 48 
AN9 C19 H191 SING N N 49 
AN9 C19 H192 SING N N 50 
AN9 C19 H193 SING N N 51 
AN9 C21 C22  SING N N 52 
AN9 C21 H211 SING N N 53 
AN9 C21 H212 SING N N 54 
AN9 C22 H221 SING N N 55 
AN9 C22 H222 SING N N 56 
AN9 C22 H223 SING N N 57 
AN9 C23 N2   SING N N 58 
AN9 C23 H231 SING N N 59 
AN9 C23 H232 SING N N 60 
AN9 N2  C24  SING N N 61 
AN9 N2  C26  SING N N 62 
AN9 C24 C25  SING N N 63 
AN9 C24 H241 SING N N 64 
AN9 C24 H242 SING N N 65 
AN9 C25 H251 SING N N 66 
AN9 C25 H252 SING N N 67 
AN9 C25 H253 SING N N 68 
AN9 C26 C27  SING N N 69 
AN9 C26 H261 SING N N 70 
AN9 C26 H262 SING N N 71 
AN9 C27 H271 SING N N 72 
AN9 C27 H272 SING N N 73 
AN9 C27 H273 SING N N 74 
# 
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 
AN9 SMILES           ACDLabs              10.04 "O=C(Nc3c2C(=O)c1cccc(c1C(=O)c2ccc3)NC(=O)CCN(CC)CC)CCN(CC)CC"                                                                                                                 
AN9 SMILES_CANONICAL CACTVS               3.341 "CCN(CC)CCC(=O)Nc1cccc2C(=O)c3c(NC(=O)CCN(CC)CC)cccc3C(=O)c12"                                                                                                                 
AN9 SMILES           CACTVS               3.341 "CCN(CC)CCC(=O)Nc1cccc2C(=O)c3c(NC(=O)CCN(CC)CC)cccc3C(=O)c12"                                                                                                                 
AN9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN(CC)CCC(=O)Nc1cccc2c1C(=O)c3cccc(c3C2=O)NC(=O)CCN(CC)CC"                                                                                                                   
AN9 SMILES           "OpenEye OEToolkits" 1.5.0 "CCN(CC)CCC(=O)Nc1cccc2c1C(=O)c3cccc(c3C2=O)NC(=O)CCN(CC)CC"                                                                                                                   
AN9 InChI            InChI                1.03  "InChI=1S/C28H36N4O4/c1-5-31(6-2)17-15-23(33)29-21-13-9-11-19-25(21)27(35)20-12-10-14-22(26(20)28(19)36)30-24(34)16-18-32(7-3)8-4/h9-14H,5-8,15-18H2,1-4H3,(H,29,33)(H,30,34)" 
AN9 InChIKey         InChI                1.03  VJLWMFJSEUYNRS-UHFFFAOYSA-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 
AN9 "SYSTEMATIC NAME" ACDLabs              10.04 
;N,N'-(9,10-dioxo-9,10-dihydroanthracene-1,5-diyl)bis[3-(diethylamino)propanamide] (non-preferred name)
;
AN9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-diethylamino-N-[5-(3-diethylaminopropanoylamino)-9,10-dioxo-anthracen-1-yl]propanamide"               
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AN9 "Create component"  2004-10-26 RCSB 
AN9 "Modify descriptor" 2011-06-04 RCSB 
# 
