data_IDN
# 
_chem_comp.id                                    IDN 
_chem_comp.name                                  (E)-N-METHYL-N-(1-METHYL-1H-INDOL-3-YLMETHYL)-3-(7-OXO-5,6,7,8-TETRAHYDRO-[1,8]NAPHTHYRIDIN-3-YL)-ACRYLAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INDOLE NAPHTHYRIDINONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-28 
_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                        374.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IDN 
_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        1MFP 
_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 
IDN C01  C01  C 0 1 Y N N -1.468 18.022 136.692 -0.773 -0.046 -3.929 C01  IDN 1  
IDN C02  C02  C 0 1 Y N N -1.081 17.999 135.278 0.509  0.370  -4.275 C02  IDN 2  
IDN C03  C03  C 0 1 Y N N -0.362 19.142 134.759 1.487  0.418  -3.320 C03  IDN 3  
IDN C04  C04  C 0 1 Y N N -0.035 20.262 135.605 1.162  0.031  -2.009 C04  IDN 4  
IDN C05  C05  C 0 1 Y N N -0.470 20.196 136.996 -0.146 -0.376 -1.731 C05  IDN 5  
IDN N06  N06  N 0 1 Y N N -1.171 19.095 137.524 -1.055 -0.402 -2.682 N06  IDN 6  
IDN C07  C07  C 0 1 N N N 0.688  21.415 135.020 2.178  0.060  -0.947 C07  IDN 7  
IDN C08  C08  C 0 1 N N N 1.857  21.369 134.265 1.852  -0.309 0.308  C08  IDN 8  
IDN C09  C09  C 0 1 N N N 2.428  22.657 133.694 2.862  -0.280 1.365  C09  IDN 9  
IDN O10  O10  O 0 1 N N N 2.808  23.461 134.556 3.971  0.165  1.134  O10  IDN 10 
IDN N11  N11  N 0 1 N N N 2.498  22.901 132.285 2.566  -0.747 2.594  N11  IDN 11 
IDN C12  C12  C 0 1 N N N 3.047  24.193 131.858 3.536  -0.610 3.683  C12  IDN 12 
IDN C13  C13  C 0 1 N N N 2.053  21.972 131.210 1.273  -1.391 2.841  C13  IDN 13 
IDN C14  C14  C 0 1 Y N N 0.703  22.392 130.682 0.268  -0.352 3.268  C14  IDN 14 
IDN C15  C15  C 0 1 Y N N -0.540 21.933 131.158 0.491  0.963  3.410  C15  IDN 15 
IDN N16  N16  N 0 1 Y N N -1.574 22.521 130.470 -0.656 1.590  3.812  N16  IDN 16 
IDN C17  C17  C 0 1 Y N N -1.033 23.403 129.493 -1.671 0.669  3.943  C17  IDN 17 
IDN C18  C18  C 0 1 Y N N 0.433  23.332 129.616 -1.138 -0.587 3.602  C18  IDN 18 
IDN N19  N19  N 0 1 N N N -2.165 16.950 137.236 -1.768 -0.088 -4.900 N19  IDN 19 
IDN C20  C20  C 0 1 N N N -3.027 22.295 130.690 -0.785 3.027  4.066  C20  IDN 20 
IDN C21  C21  C 0 1 Y N N 0.680  24.992 127.763 -3.258 -1.607 4.018  C21  IDN 21 
IDN C22  C22  C 0 1 Y N N -0.759 25.072 127.629 -3.791 -0.369 4.349  C22  IDN 22 
IDN C23  C23  C 0 1 Y N N -1.610 24.276 128.498 -3.008 0.764  4.314  C23  IDN 23 
IDN C24  C24  C 0 1 Y N N 1.275  24.120 128.760 -1.947 -1.723 3.651  C24  IDN 24 
IDN C25  C25  C 0 1 N N N -1.443 16.777 134.419 0.815  0.771  -5.694 C25  IDN 25 
IDN C26  C26  C 0 1 N N N -1.650 15.461 135.256 -0.015 -0.081 -6.654 C26  IDN 26 
IDN C27  C27  C 0 1 N N N -2.360 15.703 136.639 -1.452 -0.099 -6.207 C27  IDN 27 
IDN O28  O28  O 0 1 N N N -3.004 14.808 137.176 -2.336 -0.123 -7.036 O28  IDN 28 
IDN H03  H03  H 0 1 N N N -0.057 19.159 133.699 2.487  0.743  -3.569 H03  IDN 29 
IDN H05  H05  H 0 1 N N N -0.256 21.027 137.689 -0.412 -0.673 -0.728 H05  IDN 30 
IDN H07  H07  H 0 1 N N N 0.306  22.439 135.165 3.186  0.377  -1.172 H07  IDN 31 
IDN H08  H08  H 0 1 N N N 2.304  20.370 134.127 0.844  -0.625 0.533  H08  IDN 32 
IDN H121 1H12 H 0 0 N N N 3.101  24.383 130.760 4.464  -0.192 3.293  H121 IDN 33 
IDN H122 2H12 H 0 0 N N N 2.481  25.018 132.350 3.132  0.051  4.449  H122 IDN 34 
IDN H123 3H12 H 0 0 N N N 4.056  24.335 132.310 3.734  -1.590 4.118  H123 IDN 35 
IDN H131 1H13 H 0 0 N N N 2.809  21.884 130.395 0.929  -1.876 1.927  H131 IDN 36 
IDN H132 2H13 H 0 0 N N N 2.054  20.910 131.550 1.383  -2.136 3.629  H132 IDN 37 
IDN H15  H15  H 0 1 N N N -0.686 21.201 131.970 1.436  1.454  3.233  H15  IDN 38 
IDN H19  H19  H 0 1 N N N -2.571 17.091 138.160 -2.700 -0.111 -4.632 H19  IDN 39 
IDN H201 1H20 H 0 0 N N N -3.866 22.772 130.131 -1.079 3.533  3.147  H201 IDN 40 
IDN H202 2H20 H 0 0 N N N -3.186 21.194 130.609 -1.543 3.194  4.831  H202 IDN 41 
IDN H203 3H20 H 0 0 N N N -3.214 22.502 131.769 0.170  3.423  4.409  H203 IDN 42 
IDN H21  H21  H 0 1 N N N 1.324  25.597 127.103 -3.885 -2.486 4.050  H21  IDN 43 
IDN H22  H22  H 0 1 N N N -1.204 25.735 126.869 -4.829 -0.293 4.638  H22  IDN 44 
IDN H23  H23  H 0 1 N N N -2.707 24.335 128.401 -3.432 1.723  4.574  H23  IDN 45 
IDN H24  H24  H 0 1 N N N 2.370  24.055 128.867 -1.540 -2.690 3.395  H24  IDN 46 
IDN H251 1H25 H 0 0 N N N -2.338 16.988 133.788 1.875  0.615  -5.895 H251 IDN 47 
IDN H252 2H25 H 0 0 N N N -0.684 16.619 133.617 0.569  1.823  -5.836 H252 IDN 48 
IDN H261 1H26 H 0 0 N N N -2.198 14.695 134.659 0.373  -1.099 -6.665 H261 IDN 49 
IDN H262 2H26 H 0 0 N N N -0.681 14.926 135.397 0.046  0.339  -7.658 H262 IDN 50 
# 
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 
IDN C01 C02  SING Y N 1  
IDN C01 N06  DOUB Y N 2  
IDN C01 N19  SING N N 3  
IDN C02 C03  DOUB Y N 4  
IDN C02 C25  SING N N 5  
IDN C03 C04  SING Y N 6  
IDN C03 H03  SING N N 7  
IDN C04 C05  DOUB Y N 8  
IDN C04 C07  SING N N 9  
IDN C05 N06  SING Y N 10 
IDN C05 H05  SING N N 11 
IDN C07 C08  DOUB N E 12 
IDN C07 H07  SING N N 13 
IDN C08 C09  SING N N 14 
IDN C08 H08  SING N N 15 
IDN C09 O10  DOUB N N 16 
IDN C09 N11  SING N N 17 
IDN N11 C12  SING N N 18 
IDN N11 C13  SING N N 19 
IDN C12 H121 SING N N 20 
IDN C12 H122 SING N N 21 
IDN C12 H123 SING N N 22 
IDN C13 C14  SING N N 23 
IDN C13 H131 SING N N 24 
IDN C13 H132 SING N N 25 
IDN C14 C15  DOUB Y N 26 
IDN C14 C18  SING Y N 27 
IDN C15 N16  SING Y N 28 
IDN C15 H15  SING N N 29 
IDN N16 C17  SING Y N 30 
IDN N16 C20  SING N N 31 
IDN C17 C18  SING Y N 32 
IDN C17 C23  DOUB Y N 33 
IDN C18 C24  DOUB Y N 34 
IDN N19 C27  SING N N 35 
IDN N19 H19  SING N N 36 
IDN C20 H201 SING N N 37 
IDN C20 H202 SING N N 38 
IDN C20 H203 SING N N 39 
IDN C21 C22  DOUB Y N 40 
IDN C21 C24  SING Y N 41 
IDN C21 H21  SING N N 42 
IDN C22 C23  SING Y N 43 
IDN C22 H22  SING N N 44 
IDN C23 H23  SING N N 45 
IDN C24 H24  SING N N 46 
IDN C25 C26  SING N N 47 
IDN C25 H251 SING N N 48 
IDN C25 H252 SING N N 49 
IDN C26 C27  SING N N 50 
IDN C26 H261 SING N N 51 
IDN C26 H262 SING N N 52 
IDN C27 O28  DOUB N N 53 
# 
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 
IDN SMILES           ACDLabs              10.04 O=C2Nc1ncc(cc1CC2)\C=C\C(=O)N(C)Cc4c3ccccc3n(c4)C                                                                                                                
IDN InChI            InChI                1.02b InChI=1/C22H22N4O2/c1-25-13-17(18-5-3-4-6-19(18)25)14-26(2)21(28)10-7-15-11-16-8-9-20(27)24-22(16)23-12-15/h3-7,10-13H,8-9,14H2,1-2H3,(H,23,24,27)/b10-7+/f/h24H 
IDN InChIKey         InChI                1.02b VAZMNDXVXVUKFY-RFQPHBQDDD                                                                                                                                        
IDN SMILES_CANONICAL CACTVS               3.341 CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c3cnc4NC(=O)CCc4c3                                                                                                                
IDN SMILES           CACTVS               3.341 CN(Cc1cn(C)c2ccccc12)C(=O)C=Cc3cnc4NC(=O)CCc4c3                                                                                                                  
IDN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cc(c2c1cccc2)CN(C)C(=O)\C=C\c3cc4c(nc3)NC(=O)CC4                                                                                                              
IDN SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cc(c2c1cccc2)CN(C)C(=O)C=Cc3cc4c(nc3)NC(=O)CC4                                                                                                                
# 
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 
IDN "SYSTEMATIC NAME" ACDLabs              10.04 (2E)-N-methyl-N-[(1-methyl-1H-indol-3-yl)methyl]-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)prop-2-enamide 
IDN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (E)-N-methyl-N-[(1-methylindol-3-yl)methyl]-3-(7-oxo-6,8-dihydro-5H-1,8-naphthyridin-3-yl)prop-2-enamide          
# 
