data_D9B # _chem_comp.id D9B _chem_comp.name "~{N}-[3-[2-(dimethylamino)ethyl]-2-oxidanylidene-1,3-benzoxazol-5-yl]-1-methyl-6-oxidanylidene-pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-10 _chem_comp.pdbx_modified_date 2018-05-25 _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 356.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D9B _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 6FGG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 D9B C01 C1 C 0 1 N N N -30.225 -2.919 -14.741 -2.199 -3.845 -0.120 C01 D9B 1 D9B C03 C2 C 0 1 N N N -28.542 -2.734 -13.095 -3.939 -4.205 1.525 C03 D9B 2 D9B C04 C3 C 0 1 N N N -28.910 -4.842 -14.165 -3.584 -1.995 0.602 C04 D9B 3 D9B C05 C4 C 0 1 N N N -29.131 -5.593 -15.476 -3.402 -1.230 -0.711 C05 D9B 4 D9B C07 C5 C 0 1 N N N -29.787 -8.032 -15.028 -4.554 0.985 -0.459 C07 D9B 5 D9B C10 C6 C 0 1 Y N N -27.701 -8.984 -15.110 -2.874 2.317 0.032 C10 D9B 6 D9B C11 C7 C 0 1 Y N N -27.548 -7.621 -15.343 -2.365 1.030 -0.140 C11 D9B 7 D9B C12 C8 C 0 1 Y N N -26.268 -7.107 -15.574 -1.008 0.794 0.007 C12 D9B 8 D9B C13 C9 C 0 1 Y N N -25.198 -7.994 -15.595 -0.157 1.842 0.323 C13 D9B 9 D9B C15 C10 C 0 1 N N N -23.548 -6.189 -16.083 1.824 0.669 -0.276 C15 D9B 10 D9B C17 C11 C 0 1 N N N -22.129 -5.801 -15.940 3.242 0.341 -0.038 C17 D9B 11 D9B C18 C12 C 0 1 N N N -21.239 -6.640 -15.062 3.871 -0.621 -0.802 C18 D9B 12 D9B C20 C13 C 0 1 N N N -18.998 -6.944 -14.000 5.812 -1.948 -1.412 C20 D9B 13 D9B C21 C14 C 0 1 N N N -19.421 -4.924 -15.388 5.874 -0.300 0.370 C21 D9B 14 D9B C23 C15 C 0 1 N N N -20.335 -4.065 -16.233 5.276 0.692 1.170 C23 D9B 15 D9B C24 C16 C 0 1 N N N -21.706 -4.517 -16.490 3.970 1.015 0.972 C24 D9B 16 D9B C25 C17 C 0 1 Y N N -25.357 -9.356 -15.312 -0.666 3.125 0.492 C25 D9B 17 D9B C26 C18 C 0 1 Y N N -26.618 -9.868 -15.087 -2.019 3.360 0.354 C26 D9B 18 D9B N02 N1 N 0 1 N N N -28.906 -3.392 -14.341 -3.535 -3.439 0.338 N02 D9B 19 D9B N06 N2 N 0 1 N N N -28.845 -7.001 -15.297 -3.451 0.210 -0.448 N06 D9B 20 D9B N14 N3 N 0 1 N N N -23.862 -7.530 -15.717 1.215 1.609 0.473 N14 D9B 21 D9B N19 N4 N 0 1 N N N -19.891 -6.188 -14.832 5.165 -0.924 -0.588 N19 D9B 22 D9B O08 O1 O 0 1 N N N -30.962 -7.907 -14.917 -5.682 0.597 -0.691 O08 D9B 23 D9B O09 O2 O 0 1 N N N -29.092 -9.250 -14.913 -4.214 2.250 -0.168 O09 D9B 24 D9B O16 O3 O 0 1 N N N -24.340 -5.335 -16.305 1.205 0.091 -1.148 O16 D9B 25 D9B O22 O4 O 0 1 N N N -18.332 -4.564 -15.121 7.045 -0.593 0.544 O22 D9B 26 D9B H012 H1 H 0 0 N N N -30.200 -1.827 -14.868 -1.463 -3.604 0.647 H012 D9B 27 D9B H011 H2 H 0 0 N N N -30.511 -3.392 -15.692 -2.191 -4.919 -0.308 H011 D9B 28 D9B H013 H3 H 0 0 N N N -30.959 -3.181 -13.965 -1.954 -3.313 -1.039 H013 D9B 29 D9B H033 H4 H 0 0 N N N -27.547 -3.078 -12.775 -3.266 -3.977 2.351 H033 D9B 30 D9B H032 H5 H 0 0 N N N -28.522 -1.645 -13.248 -4.958 -3.934 1.801 H032 D9B 31 D9B H031 H6 H 0 0 N N N -29.282 -2.981 -12.320 -3.894 -5.271 1.302 H031 D9B 32 D9B H042 H7 H 0 0 N N N -29.716 -5.110 -13.466 -2.786 -1.724 1.294 H042 D9B 33 D9B H041 H8 H 0 0 N N N -27.941 -5.148 -13.743 -4.548 -1.738 1.041 H041 D9B 34 D9B H051 H9 H 0 0 N N N -28.464 -5.182 -16.248 -2.438 -1.487 -1.150 H051 D9B 35 D9B H052 H10 H 0 0 N N N -30.177 -5.472 -15.793 -4.200 -1.501 -1.403 H052 D9B 36 D9B H121 H11 H 0 0 N N N -26.115 -6.050 -15.732 -0.614 -0.203 -0.124 H121 D9B 37 D9B H181 H12 H 0 0 N N N -21.601 -7.555 -14.617 3.322 -1.134 -1.577 H181 D9B 38 D9B H202 H13 H 0 0 N N N -19.500 -7.863 -13.664 6.253 -1.481 -2.293 H202 D9B 39 D9B H201 H14 H 0 0 N N N -18.097 -7.207 -14.574 6.593 -2.441 -0.832 H201 D9B 40 D9B H203 H15 H 0 0 N N N -18.713 -6.341 -13.125 5.071 -2.685 -1.723 H203 D9B 41 D9B H231 H16 H 0 0 N N N -19.982 -3.130 -16.642 5.851 1.193 1.935 H231 D9B 42 D9B H241 H17 H 0 0 N N N -22.387 -3.914 -17.073 3.496 1.773 1.577 H241 D9B 43 D9B H251 H18 H 0 0 N N N -24.494 -10.004 -15.270 -0.001 3.940 0.739 H251 D9B 44 D9B H261 H19 H 0 0 N N N -26.764 -10.921 -14.899 -2.411 4.357 0.491 H261 D9B 45 D9B H141 H21 H 0 0 N N N -23.113 -8.168 -15.539 1.727 2.124 1.116 H141 D9B 46 # 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 D9B C24 C23 DOUB N N 1 D9B C24 C17 SING N N 2 D9B O16 C15 DOUB N N 3 D9B C23 C21 SING N N 4 D9B C15 C17 SING N N 5 D9B C15 N14 SING N N 6 D9B C17 C18 DOUB N N 7 D9B N14 C13 SING N N 8 D9B C13 C12 DOUB Y N 9 D9B C13 C25 SING Y N 10 D9B C12 C11 SING Y N 11 D9B C05 N06 SING N N 12 D9B C05 C04 SING N N 13 D9B C21 O22 DOUB N N 14 D9B C21 N19 SING N N 15 D9B C11 N06 SING N N 16 D9B C11 C10 DOUB Y N 17 D9B C25 C26 DOUB Y N 18 D9B N06 C07 SING N N 19 D9B C10 C26 SING Y N 20 D9B C10 O09 SING N N 21 D9B C18 N19 SING N N 22 D9B C07 O08 DOUB N N 23 D9B C07 O09 SING N N 24 D9B N19 C20 SING N N 25 D9B C01 N02 SING N N 26 D9B N02 C04 SING N N 27 D9B N02 C03 SING N N 28 D9B C01 H012 SING N N 29 D9B C01 H011 SING N N 30 D9B C01 H013 SING N N 31 D9B C03 H033 SING N N 32 D9B C03 H032 SING N N 33 D9B C03 H031 SING N N 34 D9B C04 H042 SING N N 35 D9B C04 H041 SING N N 36 D9B C05 H051 SING N N 37 D9B C05 H052 SING N N 38 D9B C12 H121 SING N N 39 D9B C18 H181 SING N N 40 D9B C20 H202 SING N N 41 D9B C20 H201 SING N N 42 D9B C20 H203 SING N N 43 D9B C23 H231 SING N N 44 D9B C24 H241 SING N N 45 D9B C25 H251 SING N N 46 D9B C26 H261 SING N N 47 D9B N14 H141 SING N N 48 # 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 D9B InChI InChI 1.03 "InChI=1S/C18H20N4O4/c1-20(2)8-9-22-14-10-13(5-6-15(14)26-18(22)25)19-17(24)12-4-7-16(23)21(3)11-12/h4-7,10-11H,8-9H2,1-3H3,(H,19,24)" D9B InChIKey InChI 1.03 RMQWPQCQFPMELT-UHFFFAOYSA-N D9B SMILES_CANONICAL CACTVS 3.385 "CN(C)CCN1C(=O)Oc2ccc(NC(=O)C3=CN(C)C(=O)C=C3)cc12" D9B SMILES CACTVS 3.385 "CN(C)CCN1C(=O)Oc2ccc(NC(=O)C3=CN(C)C(=O)C=C3)cc12" D9B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1C=C(C=CC1=O)C(=O)Nc2ccc3c(c2)N(C(=O)O3)CCN(C)C" D9B SMILES "OpenEye OEToolkits" 2.0.6 "CN1C=C(C=CC1=O)C(=O)Nc2ccc3c(c2)N(C(=O)O3)CCN(C)C" # 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 D9B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[2-(dimethylamino)ethyl]-2-oxidanylidene-1,3-benzoxazol-5-yl]-1-methyl-6-oxidanylidene-pyridine-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 D9B "Create component" 2018-01-10 EBI D9B "Initial release" 2018-05-30 RCSB #