data_NAZ
# 
_chem_comp.id                                    NAZ 
_chem_comp.name                                  N~3~-{3-[(7-METHYL-1,8-NAPHTHYRIDIN-2-YL)AMINO]-3-OXOPROPYL}-N~1~-[(7-OXO-7,8-DIHYDRO-1,8-NAPHTHYRIDIN-2-YL)METHYL]-BETA-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C24 H25 N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NAPHTYRIDINE-AZAQUINOLONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-25 
_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                        459.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAZ 
_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        1X26 
_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 
NAZ C1  C1  C 0 1 N N N -1.831 0.893  2.918  -5.005  1.597  0.267  C1  NAZ 1  
NAZ O2  O2  O 0 1 N N N -3.594 2.895  2.265  -2.324  1.752  0.039  O2  NAZ 2  
NAZ C3  C3  C 0 1 N N N -2.299 5.235  3.900  -0.378  -0.037 0.259  C3  NAZ 3  
NAZ N4  N4  N 0 1 N N N -2.547 5.780  2.550  0.541   -1.171 0.421  N4  NAZ 4  
NAZ C5  C5  C 0 1 N N N -1.456 6.444  1.807  1.898   -0.647 0.216  C5  NAZ 5  
NAZ C6  C6  C 0 1 N N N -0.953 5.498  0.683  2.912   -1.783 0.371  C6  NAZ 6  
NAZ C7  C7  C 0 1 N N N -2.054 4.783  -0.065 4.304   -1.246 0.161  C7  NAZ 7  
NAZ C8  C8  C 0 1 Y N N -2.683 3.529  -2.075 6.655   -1.558 0.164  C8  NAZ 8  
NAZ C9  C9  C 0 1 Y N N -3.990 3.341  -1.660 7.746   -2.413 0.369  C9  NAZ 9  
NAZ N10 N10 N 0 1 Y N N -2.283 3.017  -3.295 6.820   -0.280 -0.108 N10 NAZ 10 
NAZ C11 C11 C 0 1 Y N N -4.873 2.645  -2.475 9.015   -1.922 0.288  C11 NAZ 11 
NAZ C12 C12 C 0 1 Y N N -3.151 2.326  -4.107 8.040   0.260  -0.200 C12 NAZ 12 
NAZ C13 C13 C 0 1 Y N N -4.456 2.137  -3.696 9.183   -0.554 -0.003 C13 NAZ 13 
NAZ C14 C14 C 0 1 Y N N -4.906 0.936  -5.729 10.547  1.356  -0.389 C14 NAZ 14 
NAZ C15 C15 C 0 1 Y N N -5.328 1.443  -4.510 10.461  0.022  -0.103 C15 NAZ 15 
NAZ C16 C16 C 0 1 Y N N -3.605 1.127  -6.136 9.386   2.101  -0.571 C16 NAZ 16 
NAZ N17 N17 N 0 1 Y N N -2.731 1.820  -5.325 8.195   1.560  -0.472 N17 NAZ 17 
NAZ N18 N18 N 0 1 N N N -1.727 4.227  -1.297 5.366   -2.071 0.250  N18 NAZ 18 
NAZ C19 C19 C 0 1 N N N -3.149 0.578  -7.458 9.499   3.570  -0.885 C19 NAZ 19 
NAZ O20 O20 O 0 1 N N N -3.208 5.036  0.196  4.469   -0.070 -0.089 O20 NAZ 20 
NAZ C21 C21 C 0 1 N N N -3.361 4.170  4.228  -1.817  -0.514 0.461  C21 NAZ 21 
NAZ C22 C22 C 0 1 N N N -3.111 2.956  3.371  -2.760  0.650  0.294  C22 NAZ 22 
NAZ N23 N23 N 0 1 N N N -2.107 2.079  3.737  -4.089  0.466  0.429  N23 NAZ 23 
NAZ C24 C24 C 0 1 Y N N 3.147  -1.223 -0.219 -10.256 -0.799 -1.395 C24 NAZ 24 
NAZ C25 C25 C 0 1 Y N N 4.152  -0.457 0.550  -10.961 -0.725 -0.174 C25 NAZ 25 
NAZ N26 N26 N 0 1 Y N N 1.799  -1.101 0.099  -8.991  -0.362 -1.509 N26 NAZ 26 
NAZ C27 C27 C 0 1 Y N N 3.749  0.348  1.547  -10.362 -0.203 0.926  C27 NAZ 27 
NAZ C28 C28 C 0 1 Y N N 1.374  -0.252 1.153  -8.326  0.179  -0.432 C28 NAZ 28 
NAZ C29 C29 C 0 1 Y N N 2.318  0.469  1.875  -8.984  0.274  0.809  C29 NAZ 29 
NAZ C30 C30 C 0 1 Y N N 0.573  1.420  3.220  -7.008  1.252  1.717  C30 NAZ 30 
NAZ C31 C31 C 0 1 Y N N 1.913  1.300  2.904  -8.308  0.824  1.905  C31 NAZ 31 
NAZ C32 C32 C 0 1 Y N N -0.378 0.709  2.510  -6.423  1.127  0.466  C32 NAZ 32 
NAZ N33 N33 N 0 1 Y N N 0.028  -0.126 1.476  -7.078  0.612  -0.554 N33 NAZ 33 
NAZ O34 O34 O 0 1 N N N 3.500  -1.950 -1.119 -10.811 -1.272 -2.372 O34 NAZ 34 
NAZ H36 H36 H 0 1 N N N -2.088 0.023  3.540  -4.770  2.364  1.005  H36 NAZ 35 
NAZ H37 H37 H 0 1 N N N -2.426 0.980  1.997  -4.897  2.012  -0.735 H37 NAZ 36 
NAZ H38 H38 H 0 1 N N N -1.299 4.777  3.932  -0.142  0.730  0.997  H38 NAZ 37 
NAZ H39 H39 H 0 1 N N N -2.355 6.048  4.639  -0.270  0.378  -0.743 H39 NAZ 38 
NAZ H40 H40 H 0 1 N N N -2.834 5.005  1.987  0.357   -1.805 -0.342 H40 NAZ 39 
NAZ H41 H41 H 0 1 N N N -0.628 6.674  2.494  2.105   0.127  0.954  H41 NAZ 40 
NAZ H42 H42 H 0 1 N N N -1.829 7.378  1.362  1.977   -0.225 -0.786 H42 NAZ 41 
NAZ H43 H43 H 0 1 N N N -0.343 4.723  1.169  2.706   -2.557 -0.367 H43 NAZ 42 
NAZ H44 H44 H 0 1 N N N -0.390 6.104  -0.042 2.833   -2.205 1.373  H44 NAZ 43 
NAZ H45 H45 H 0 1 N N N -4.321 3.733  -0.709 7.582   -3.457 0.590  H45 NAZ 44 
NAZ H46 H46 H 0 1 N N N -5.894 2.498  -2.155 9.869   -2.564 0.442  H46 NAZ 45 
NAZ H47 H47 H 0 1 N N N -5.596 0.393  -6.358 11.514  1.831  -0.473 H47 NAZ 46 
NAZ H48 H48 H 0 1 N N N -6.350 1.293  -4.194 11.351  -0.573 0.042  H48 NAZ 47 
NAZ H49 H49 H 0 1 N N N -0.793 4.322  -1.642 5.230   -3.024 0.374  H49 NAZ 48 
NAZ H50 H50 H 0 1 N N N -3.894 -0.139 -7.833 9.546   3.709  -1.966 H50 NAZ 49 
NAZ H51 H51 H 0 1 N N N -2.182 0.070  -7.330 8.630   4.095  -0.489 H51 NAZ 50 
NAZ H52 H52 H 0 1 N N N -3.038 1.401  -8.179 10.404  3.971  -0.428 H52 NAZ 51 
NAZ H53 H53 H 0 1 N N N -4.366 4.570  4.026  -2.053  -1.281 -0.277 H53 NAZ 52 
NAZ H54 H54 H 0 1 N N N -3.294 3.894  5.291  -1.925  -0.928 1.463  H54 NAZ 53 
NAZ H55 H55 H 0 1 N N N -1.568 2.253  4.561  -4.438  -0.416 0.633  H55 NAZ 54 
NAZ H56 H56 H 0 1 N N N 5.202  -0.544 0.312  -11.977 -1.085 -0.116 H56 NAZ 55 
NAZ H35 H35 H 0 1 N N N 1.120  -1.618 -0.422 -8.538  -0.428 -2.364 H35 NAZ 56 
NAZ H57 H57 H 0 1 N N N 4.478  0.910  2.111  -10.890 -0.142 1.866  H57 NAZ 57 
NAZ H58 H58 H 0 1 N N N 0.267  2.072  4.025  -6.452  1.682  2.537  H58 NAZ 58 
NAZ H59 H59 H 0 1 N N N 2.649  1.858  3.464  -8.788  0.909  2.869  H59 NAZ 59 
# 
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 
NAZ C1  N23 SING N N 1  
NAZ C1  C32 SING N N 2  
NAZ C1  H36 SING N N 3  
NAZ C1  H37 SING N N 4  
NAZ O2  C22 DOUB N N 5  
NAZ C3  N4  SING N N 6  
NAZ C3  C21 SING N N 7  
NAZ C3  H38 SING N N 8  
NAZ C3  H39 SING N N 9  
NAZ N4  C5  SING N N 10 
NAZ N4  H40 SING N N 11 
NAZ C5  C6  SING N N 12 
NAZ C5  H41 SING N N 13 
NAZ C5  H42 SING N N 14 
NAZ C6  C7  SING N N 15 
NAZ C6  H43 SING N N 16 
NAZ C6  H44 SING N N 17 
NAZ C7  N18 SING N N 18 
NAZ C7  O20 DOUB N N 19 
NAZ C8  C9  SING Y N 20 
NAZ C8  N10 DOUB Y N 21 
NAZ C8  N18 SING N N 22 
NAZ C9  C11 DOUB Y N 23 
NAZ C9  H45 SING N N 24 
NAZ N10 C12 SING Y N 25 
NAZ C11 C13 SING Y N 26 
NAZ C11 H46 SING N N 27 
NAZ C12 C13 SING Y N 28 
NAZ C12 N17 DOUB Y N 29 
NAZ C13 C15 DOUB Y N 30 
NAZ C14 C15 SING Y N 31 
NAZ C14 C16 DOUB Y N 32 
NAZ C14 H47 SING N N 33 
NAZ C15 H48 SING N N 34 
NAZ C16 N17 SING Y N 35 
NAZ C16 C19 SING N N 36 
NAZ N18 H49 SING N N 37 
NAZ C19 H50 SING N N 38 
NAZ C19 H51 SING N N 39 
NAZ C19 H52 SING N N 40 
NAZ C21 C22 SING N N 41 
NAZ C21 H53 SING N N 42 
NAZ C21 H54 SING N N 43 
NAZ C22 N23 SING N N 44 
NAZ N23 H55 SING N N 45 
NAZ C24 C25 SING Y N 46 
NAZ C24 N26 SING Y N 47 
NAZ C24 O34 DOUB N N 48 
NAZ C25 C27 DOUB Y N 49 
NAZ C25 H56 SING N N 50 
NAZ N26 C28 SING Y N 51 
NAZ N26 H35 SING N N 52 
NAZ C27 C29 SING Y N 53 
NAZ C27 H57 SING N N 54 
NAZ C28 C29 SING Y N 55 
NAZ C28 N33 DOUB Y N 56 
NAZ C29 C31 DOUB Y N 57 
NAZ C30 C31 SING Y N 58 
NAZ C30 C32 DOUB Y N 59 
NAZ C30 H58 SING N N 60 
NAZ C31 H59 SING N N 61 
NAZ C32 N33 SING Y N 62 
# 
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 
NAZ SMILES           ACDLabs              10.04 O=C(Nc1nc2nc(ccc2cc1)C)CCNCCC(=O)NCc4nc3c(C=CC(=O)N3)cc4                                                                                                                                            
NAZ InChI            InChI                1.02b InChI=1/C24H25N7O3/c1-15-2-3-16-5-8-19(30-23(16)27-15)29-22(34)11-13-25-12-10-20(32)26-14-18-7-4-17-6-9-21(33)31-24(17)28-18/h2-9,25H,10-14H2,1H3,(H,26,32)(H,28,31,33)(H,27,29,30,34)/f/h26,29,31H 
NAZ InChIKey         InChI                1.02b BWINWCKASXYPFA-WBVNXXHRCD                                                                                                                                                                           
NAZ SMILES_CANONICAL CACTVS               3.341 Cc1ccc2ccc(NC(=O)CCNCCC(=O)NCc3ccc4C=CC(=O)Nc4n3)nc2n1                                                                                                                                              
NAZ SMILES           CACTVS               3.341 Cc1ccc2ccc(NC(=O)CCNCCC(=O)NCc3ccc4C=CC(=O)Nc4n3)nc2n1                                                                                                                                              
NAZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2ccc(nc2n1)NC(=O)CCNCCC(=O)NCc3ccc4c(n3)NC(=O)C=C4                                                                                                                                            
NAZ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2ccc(nc2n1)NC(=O)CCNCCC(=O)NCc3ccc4c(n3)NC(=O)C=C4                                                                                                                                            
# 
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 
NAZ "SYSTEMATIC NAME" ACDLabs              10.04 "3-({3-[(7-methyl-1,8-naphthyridin-2-yl)amino]-3-oxopropyl}amino)-N-[(7-oxo-7,8-dihydro-1,8-naphthyridin-2-yl)methyl]propanamide (non-preferred name)" 
NAZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[[3-[(7-methyl-1,8-naphthyridin-2-yl)amino]-3-oxo-propyl]amino]-N-[(7-oxo-8H-1,8-naphthyridin-2-yl)methyl]propanamide                                
# 
