data_QAZ # _chem_comp.id QAZ _chem_comp.name "(3R,4R)-N-cyclohexyl-4-((3-methyl-2-oxo-1,2-dihydro-1,7-naphthyridin-8-yl)amino)piperidine-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H29 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3~{R},4~{R})-~{N}-cyclohexyl-4-[(3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl)amino]piperidine-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-06-01 _chem_comp.pdbx_modified_date 2020-07-24 _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 383.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QAZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6Z7M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 QAZ C17 C1 C 0 1 N N R 14.662 5.966 5.660 -0.199 2.227 0.160 C17 QAZ 1 QAZ C22 C2 C 0 1 N N N 16.226 6.945 3.973 -0.731 4.626 0.600 C22 QAZ 2 QAZ C01 C3 C 0 1 N N N 11.105 5.652 12.807 5.568 -3.238 0.636 C01 QAZ 3 QAZ C05 C4 C 0 1 N N N 11.942 5.506 11.569 4.609 -2.114 0.342 C05 QAZ 4 QAZ C06 C5 C 0 1 N N N 12.758 4.460 11.362 4.844 -1.280 -0.701 C06 QAZ 5 QAZ C08 C6 C 0 1 Y N N 13.564 4.296 10.184 3.891 -0.200 -0.956 C08 QAZ 6 QAZ C09 C7 C 0 1 Y N N 14.418 3.221 9.946 4.058 0.707 -2.013 C09 QAZ 7 QAZ C11 C8 C 0 1 Y N N 15.122 3.209 8.762 3.126 1.689 -2.189 C11 QAZ 8 QAZ N13 N1 N 0 1 Y N N 15.041 4.171 7.832 2.078 1.800 -1.390 N13 QAZ 9 QAZ C14 C9 C 0 1 Y N N 14.219 5.226 8.012 1.866 0.976 -0.378 C14 QAZ 10 QAZ N15 N2 N 0 1 N N N 14.163 6.141 7.022 0.747 1.141 0.430 N15 QAZ 11 QAZ C19 C10 C 0 1 N N N 15.616 7.117 5.347 0.291 3.511 0.835 C19 QAZ 12 QAZ N25 N3 N 0 1 N N N 15.168 6.844 2.958 -2.030 4.226 1.154 N25 QAZ 13 QAZ C27 C11 C 0 1 N N N 14.242 5.735 3.176 -2.543 3.020 0.487 C27 QAZ 14 QAZ C30 C12 C 0 1 N N R 13.575 5.853 4.558 -1.576 1.857 0.718 C30 QAZ 15 QAZ C32 C13 C 0 1 N N N 12.571 4.714 4.719 -2.091 0.628 0.015 C32 QAZ 16 QAZ O33 O1 O 0 1 N N N 11.428 4.830 4.280 -1.421 0.096 -0.845 O33 QAZ 17 QAZ N34 N4 N 0 1 N N N 13.012 3.579 5.279 -3.295 0.119 0.343 N34 QAZ 18 QAZ C36 C14 C 0 1 N N N 12.149 2.417 5.507 -3.795 -1.077 -0.340 C36 QAZ 19 QAZ C38 C15 C 0 1 N N N 12.432 1.789 6.858 -5.324 -1.095 -0.282 C38 QAZ 20 QAZ C41 C16 C 0 1 N N N 11.504 0.606 7.118 -5.846 -2.344 -0.996 C41 QAZ 21 QAZ C44 C17 C 0 1 N N N 11.615 -0.433 6.019 -5.294 -3.593 -0.307 C44 QAZ 22 QAZ C47 C18 C 0 1 N N N 11.364 0.186 4.655 -3.766 -3.575 -0.365 C47 QAZ 23 QAZ C50 C19 C 0 1 N N N 12.280 1.387 4.400 -3.243 -2.326 0.349 C50 QAZ 24 QAZ C53 C20 C 0 1 Y N N 13.473 5.295 9.224 2.770 -0.062 -0.120 C53 QAZ 25 QAZ N54 N5 N 0 1 N N N 12.632 6.374 9.447 2.586 -0.941 0.924 N54 QAZ 26 QAZ C56 C21 C 0 1 N N N 11.864 6.545 10.555 3.463 -1.936 1.151 C56 QAZ 27 QAZ O57 O2 O 0 1 N N N 11.167 7.552 10.646 3.270 -2.697 2.083 O57 QAZ 28 QAZ H1 H1 H 0 1 N N N 15.250 5.037 5.628 -0.273 2.386 -0.916 H1 QAZ 29 QAZ H2 H2 H 0 1 N N N 16.834 6.028 3.957 -0.392 5.538 1.092 H2 QAZ 30 QAZ H3 H3 H 0 1 N N N 16.864 7.812 3.748 -0.832 4.807 -0.470 H3 QAZ 31 QAZ H4 H4 H 0 1 N N N 11.276 4.791 13.470 6.337 -2.888 1.325 H4 QAZ 32 QAZ H5 H5 H 0 1 N N N 11.384 6.578 13.331 5.027 -4.069 1.088 H5 QAZ 33 QAZ H6 H6 H 0 1 N N N 10.042 5.694 12.528 6.035 -3.569 -0.291 H6 QAZ 34 QAZ H7 H7 H 0 1 N N N 12.812 3.698 12.125 5.714 -1.409 -1.327 H7 QAZ 35 QAZ H8 H8 H 0 1 N N N 14.524 2.423 10.666 4.908 0.630 -2.674 H8 QAZ 36 QAZ H9 H9 H 0 1 N N N 15.779 2.374 8.571 3.248 2.392 -3.000 H9 QAZ 37 QAZ H10 H10 H 0 1 N N N 14.646 6.941 7.377 0.591 0.536 1.172 H10 QAZ 38 QAZ H11 H11 H 0 1 N N N 16.419 7.136 6.099 0.403 3.339 1.905 H11 QAZ 39 QAZ H12 H12 H 0 1 N N N 15.061 8.066 5.380 1.251 3.802 0.410 H12 QAZ 40 QAZ H13 H13 H 0 1 N N N 15.600 6.723 2.064 -2.696 4.982 1.097 H13 QAZ 41 QAZ H15 H15 H 0 1 N N N 13.466 5.753 2.397 -3.521 2.767 0.897 H15 QAZ 42 QAZ H16 H16 H 0 1 N N N 14.795 4.786 3.121 -2.636 3.209 -0.582 H16 QAZ 43 QAZ H17 H17 H 0 1 N N N 13.007 6.795 4.566 -1.494 1.659 1.787 H17 QAZ 44 QAZ H18 H18 H 0 1 N N N 13.972 3.523 5.553 -3.830 0.544 1.031 H18 QAZ 45 QAZ H19 H19 H 0 1 N N N 11.105 2.762 5.515 -3.471 -1.063 -1.381 H19 QAZ 46 QAZ H20 H20 H 0 1 N N N 13.475 1.440 6.881 -5.648 -1.109 0.758 H20 QAZ 47 QAZ H21 H21 H 0 1 N N N 12.281 2.544 7.644 -5.717 -0.205 -0.773 H21 QAZ 48 QAZ H22 H22 H 0 1 N N N 10.466 0.968 7.165 -6.935 -2.357 -0.954 H22 QAZ 49 QAZ H23 H23 H 0 1 N N N 11.775 0.142 8.078 -5.523 -2.330 -2.036 H23 QAZ 50 QAZ H24 H24 H 0 1 N N N 10.872 -1.225 6.197 -5.618 -3.607 0.734 H24 QAZ 51 QAZ H25 H25 H 0 1 N N N 12.625 -0.868 6.036 -5.667 -4.483 -0.815 H25 QAZ 52 QAZ H26 H26 H 0 1 N N N 10.317 0.519 4.602 -3.372 -4.465 0.126 H26 QAZ 53 QAZ H27 H27 H 0 1 N N N 11.547 -0.573 3.880 -3.442 -3.561 -1.406 H27 QAZ 54 QAZ H28 H28 H 0 1 N N N 13.323 1.040 4.353 -2.154 -2.313 0.307 H28 QAZ 55 QAZ H29 H29 H 0 1 N N N 12.005 1.852 3.442 -3.567 -2.340 1.389 H29 QAZ 56 QAZ H30 H30 H 0 1 N N N 12.587 7.079 8.740 1.812 -0.845 1.500 H30 QAZ 57 # # 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 QAZ N25 C27 SING N N 1 QAZ N25 C22 SING N N 2 QAZ C27 C30 SING N N 3 QAZ C22 C19 SING N N 4 QAZ O33 C32 DOUB N N 5 QAZ C50 C47 SING N N 6 QAZ C50 C36 SING N N 7 QAZ C30 C32 SING N N 8 QAZ C30 C17 SING N N 9 QAZ C47 C44 SING N N 10 QAZ C32 N34 SING N N 11 QAZ N34 C36 SING N N 12 QAZ C19 C17 SING N N 13 QAZ C36 C38 SING N N 14 QAZ C17 N15 SING N N 15 QAZ C44 C41 SING N N 16 QAZ C38 C41 SING N N 17 QAZ N15 C14 SING N N 18 QAZ N13 C14 DOUB Y N 19 QAZ N13 C11 SING Y N 20 QAZ C14 C53 SING Y N 21 QAZ C11 C09 DOUB Y N 22 QAZ C53 N54 SING N N 23 QAZ C53 C08 DOUB Y N 24 QAZ N54 C56 SING N N 25 QAZ C09 C08 SING Y N 26 QAZ C08 C06 SING N N 27 QAZ C56 O57 DOUB N N 28 QAZ C56 C05 SING N N 29 QAZ C06 C05 DOUB N N 30 QAZ C05 C01 SING N N 31 QAZ C17 H1 SING N N 32 QAZ C22 H2 SING N N 33 QAZ C22 H3 SING N N 34 QAZ C01 H4 SING N N 35 QAZ C01 H5 SING N N 36 QAZ C01 H6 SING N N 37 QAZ C06 H7 SING N N 38 QAZ C09 H8 SING N N 39 QAZ C11 H9 SING N N 40 QAZ N15 H10 SING N N 41 QAZ C19 H11 SING N N 42 QAZ C19 H12 SING N N 43 QAZ N25 H13 SING N N 44 QAZ C27 H15 SING N N 45 QAZ C27 H16 SING N N 46 QAZ C30 H17 SING N N 47 QAZ N34 H18 SING N N 48 QAZ C36 H19 SING N N 49 QAZ C38 H20 SING N N 50 QAZ C38 H21 SING N N 51 QAZ C41 H22 SING N N 52 QAZ C41 H23 SING N N 53 QAZ C44 H24 SING N N 54 QAZ C44 H25 SING N N 55 QAZ C47 H26 SING N N 56 QAZ C47 H27 SING N N 57 QAZ C50 H28 SING N N 58 QAZ C50 H29 SING N N 59 QAZ N54 H30 SING N N 60 # # 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 QAZ InChI InChI 1.03 "InChI=1S/C21H29N5O2/c1-13-11-14-7-10-23-19(18(14)26-20(13)27)25-17-8-9-22-12-16(17)21(28)24-15-5-3-2-4-6-15/h7,10-11,15-17,22H,2-6,8-9,12H2,1H3,(H,23,25)(H,24,28)(H,26,27)/t16-,17-/m1/s1" QAZ InChIKey InChI 1.03 IKBQHNYWAGFECR-IAGOWNOFSA-N QAZ SMILES_CANONICAL CACTVS 3.385 "CC1=Cc2ccnc(N[C@@H]3CCNC[C@H]3C(=O)NC4CCCCC4)c2NC1=O" QAZ SMILES CACTVS 3.385 "CC1=Cc2ccnc(N[CH]3CCNC[CH]3C(=O)NC4CCCCC4)c2NC1=O" QAZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=Cc2ccnc(c2NC1=O)N[C@@H]3CCNC[C@H]3C(=O)NC4CCCCC4" QAZ SMILES "OpenEye OEToolkits" 2.0.7 "CC1=Cc2ccnc(c2NC1=O)NC3CCNCC3C(=O)NC4CCCCC4" # _pdbx_chem_comp_identifier.comp_id QAZ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(3~{R},4~{R})-~{N}-cyclohexyl-4-[(3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl)amino]piperidine-3-carboxamide" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id QAZ _pdbx_chem_comp_synonyms.name "(3~{R},4~{R})-~{N}-cyclohexyl-4-[(3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl)amino]piperidine-3-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QAZ "Create component" 2020-06-01 PDBE QAZ "Modify synonyms" 2020-06-05 PDBE QAZ "Initial release" 2020-07-29 RCSB ##