data_QWS # _chem_comp.id QWS _chem_comp.name "4-(carbamoylamino)-1-[7-(propan-2-yloxy)naphthalen-1-yl]-1H-pyrazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-09 _chem_comp.pdbx_modified_date 2014-03-28 _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 353.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QWS _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 4M14 _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 QWS N1 N1 N 0 1 Y N N -4.835 8.273 13.225 0.995 0.720 -0.452 N1 QWS 1 QWS N2 N2 N 0 1 Y N N -5.911 7.636 13.713 0.949 -0.431 -1.021 N2 QWS 2 QWS C3 C3 C 0 1 Y N N -5.435 6.733 14.568 2.053 -1.109 -0.771 C3 QWS 3 QWS C4 C4 C 0 1 Y N N -4.023 6.793 14.645 2.873 -0.286 0.045 C4 QWS 4 QWS C5 C5 C 0 1 Y N N -3.657 7.799 13.753 2.168 0.862 0.223 C5 QWS 5 QWS N6 N6 N 0 1 N N N -3.221 5.955 15.429 4.143 -0.593 0.557 N6 QWS 6 QWS C7 C7 C 0 1 N N N -1.862 6.116 15.525 4.796 0.305 1.321 C7 QWS 7 QWS N8 N8 N 0 1 N N N -1.309 5.205 16.379 6.016 0.011 1.814 N8 QWS 8 QWS O9 O9 O 0 1 N N N -1.193 6.949 14.924 4.285 1.381 1.567 O9 QWS 9 QWS C10 C10 C 0 1 N N N -6.288 5.845 15.308 2.374 -2.467 -1.247 C10 QWS 10 QWS N11 N11 N 0 1 N N N -7.622 5.934 14.996 1.495 -3.136 -2.020 N11 QWS 11 QWS O12 O12 O 0 1 N N N -5.817 5.043 16.102 3.432 -2.984 -0.944 O12 QWS 12 QWS C13 C13 C 0 1 Y N N -4.958 9.374 12.344 -0.011 1.688 -0.521 C13 QWS 13 QWS C14 C14 C 0 1 Y N N -4.321 9.289 11.118 0.302 2.995 -0.821 C14 QWS 14 QWS C15 C15 C 0 1 Y N N -4.409 10.351 10.227 -0.693 3.966 -0.898 C15 QWS 15 QWS C16 C16 C 0 1 Y N N -5.131 11.479 10.586 -2.000 3.652 -0.679 C16 QWS 16 QWS C17 C17 C 0 1 Y N N -5.671 10.508 12.710 -1.358 1.333 -0.290 C17 QWS 17 QWS C18 C18 C 0 1 Y N N -5.749 11.569 11.812 -2.362 2.330 -0.371 C18 QWS 18 QWS C19 C19 C 0 1 Y N N -6.449 12.715 12.159 -3.703 1.978 -0.141 C19 QWS 19 QWS C20 C20 C 0 1 Y N N -7.072 12.812 13.383 -4.022 0.689 0.155 C20 QWS 20 QWS C21 C21 C 0 1 Y N N -6.994 11.751 14.278 -3.033 -0.295 0.235 C21 QWS 21 QWS C22 C22 C 0 1 Y N N -6.298 10.614 13.940 -1.719 0.012 0.013 C22 QWS 22 QWS O23 O23 O 0 1 N N N -7.660 11.931 15.483 -3.381 -1.574 0.533 O23 QWS 23 QWS C24 C24 C 0 1 N N N -7.621 10.844 16.444 -4.778 -1.859 0.634 C24 QWS 24 QWS C25 C25 C 0 1 N N N -8.082 11.448 17.761 -5.017 -3.344 0.354 C25 QWS 25 QWS C26 C26 C 0 1 N N N -8.629 9.768 16.085 -5.267 -1.521 2.044 C26 QWS 26 QWS H1 H1 H 0 1 N N N -2.657 8.136 13.524 2.480 1.725 0.794 H1 QWS 27 QWS H2 H2 H 0 1 N N N -3.655 5.212 15.938 4.551 -1.451 0.361 H2 QWS 28 QWS H3 H3 H 0 1 N N N -0.321 5.201 16.534 6.424 -0.847 1.618 H3 QWS 29 QWS H4 H4 H 0 1 N N N -1.892 4.542 16.849 6.486 0.657 2.364 H4 QWS 30 QWS H5 H5 H 0 1 N N N -8.279 5.317 15.429 0.651 -2.723 -2.262 H5 QWS 31 QWS H6 H6 H 0 1 N N N -7.937 6.616 14.336 1.706 -4.029 -2.333 H6 QWS 32 QWS H7 H7 H 0 1 N N N -3.760 8.404 10.856 1.331 3.271 -0.999 H7 QWS 33 QWS H8 H8 H 0 1 N N N -3.920 10.299 9.265 -0.424 4.985 -1.134 H8 QWS 34 QWS H9 H9 H 0 1 N N N -5.210 12.302 9.891 -2.757 4.419 -0.743 H9 QWS 35 QWS H10 H10 H 0 1 N N N -6.506 13.539 11.463 -4.478 2.728 -0.199 H10 QWS 36 QWS H11 H11 H 0 1 N N N -7.618 13.706 13.646 -5.053 0.423 0.331 H11 QWS 37 QWS H12 H12 H 0 1 N N N -6.240 9.795 14.642 -0.964 -0.757 0.073 H12 QWS 38 QWS H13 H13 H 0 1 N N N -6.611 10.419 16.541 -5.325 -1.260 -0.094 H13 QWS 39 QWS H14 H14 H 0 1 N N N -8.077 10.673 18.542 -4.470 -3.944 1.082 H14 QWS 40 QWS H15 H15 H 0 1 N N N -7.401 12.263 18.049 -6.082 -3.562 0.431 H15 QWS 41 QWS H16 H16 H 0 1 N N N -9.101 11.845 17.645 -4.669 -3.585 -0.650 H16 QWS 42 QWS H17 H17 H 0 1 N N N -8.580 8.957 16.827 -4.720 -2.121 2.772 H17 QWS 43 QWS H18 H18 H 0 1 N N N -9.641 10.200 16.080 -5.096 -0.463 2.243 H18 QWS 44 QWS H19 H19 H 0 1 N N N -8.397 9.367 15.087 -6.332 -1.738 2.121 H19 QWS 45 # 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 QWS C15 C16 DOUB Y N 1 QWS C15 C14 SING Y N 2 QWS C16 C18 SING Y N 3 QWS C14 C13 DOUB Y N 4 QWS C18 C19 DOUB Y N 5 QWS C18 C17 SING Y N 6 QWS C19 C20 SING Y N 7 QWS C13 C17 SING Y N 8 QWS C13 N1 SING N N 9 QWS C17 C22 DOUB Y N 10 QWS N1 N2 SING Y N 11 QWS N1 C5 SING Y N 12 QWS C20 C21 DOUB Y N 13 QWS N2 C3 DOUB Y N 14 QWS C5 C4 DOUB Y N 15 QWS C22 C21 SING Y N 16 QWS C21 O23 SING N N 17 QWS C3 C4 SING Y N 18 QWS C3 C10 SING N N 19 QWS C4 N6 SING N N 20 QWS O9 C7 DOUB N N 21 QWS N11 C10 SING N N 22 QWS C10 O12 DOUB N N 23 QWS N6 C7 SING N N 24 QWS O23 C24 SING N N 25 QWS C7 N8 SING N N 26 QWS C26 C24 SING N N 27 QWS C24 C25 SING N N 28 QWS C5 H1 SING N N 29 QWS N6 H2 SING N N 30 QWS N8 H3 SING N N 31 QWS N8 H4 SING N N 32 QWS N11 H5 SING N N 33 QWS N11 H6 SING N N 34 QWS C14 H7 SING N N 35 QWS C15 H8 SING N N 36 QWS C16 H9 SING N N 37 QWS C19 H10 SING N N 38 QWS C20 H11 SING N N 39 QWS C22 H12 SING N N 40 QWS C24 H13 SING N N 41 QWS C25 H14 SING N N 42 QWS C25 H15 SING N N 43 QWS C25 H16 SING N N 44 QWS C26 H17 SING N N 45 QWS C26 H18 SING N N 46 QWS C26 H19 SING N N 47 # 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 QWS SMILES ACDLabs 12.01 "O=C(N)Nc1cn(nc1C(=O)N)c2cccc3c2cc(OC(C)C)cc3" QWS InChI InChI 1.03 "InChI=1S/C18H19N5O3/c1-10(2)26-12-7-6-11-4-3-5-15(13(11)8-12)23-9-14(21-18(20)25)16(22-23)17(19)24/h3-10H,1-2H3,(H2,19,24)(H3,20,21,25)" QWS InChIKey InChI 1.03 GYKHVLWAQGEZTM-UHFFFAOYSA-N QWS SMILES_CANONICAL CACTVS 3.385 "CC(C)Oc1ccc2cccc(n3cc(NC(N)=O)c(n3)C(N)=O)c2c1" QWS SMILES CACTVS 3.385 "CC(C)Oc1ccc2cccc(n3cc(NC(N)=O)c(n3)C(N)=O)c2c1" QWS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)Oc1ccc2cccc(c2c1)n3cc(c(n3)C(=O)N)NC(=O)N" QWS SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)Oc1ccc2cccc(c2c1)n3cc(c(n3)C(=O)N)NC(=O)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 QWS "SYSTEMATIC NAME" ACDLabs 12.01 "4-(carbamoylamino)-1-[7-(propan-2-yloxy)naphthalen-1-yl]-1H-pyrazole-3-carboxamide" QWS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-(aminocarbonylamino)-1-(7-propan-2-yloxynaphthalen-1-yl)pyrazole-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QWS "Create component" 2013-08-09 RCSB QWS "Initial release" 2014-04-02 RCSB #