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]-BET A-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 2020-06-17 _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 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" NAZ InChI InChI 1.03 "InChI=1S/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)" NAZ InChIKey InChI 1.03 BWINWCKASXYPFA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NAZ "Create component" 2005-04-25 RCSB NAZ "Modify descriptor" 2011-06-04 RCSB NAZ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NAZ _pdbx_chem_comp_synonyms.name NAPHTYRIDINE-AZAQUINOLONE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##