data_Q9J # _chem_comp.id Q9J _chem_comp.name "(5S,6S,8R)-2-(1,3-benzothiazol-5-yl)-6-hydroxy-4,5,6,7,8,9-hexahydro-5,8-methanopyrazolo[1,5-a][1,3]diazocine-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-07 _chem_comp.pdbx_modified_date 2019-11-29 _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 355.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Q9J _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 6UL8 _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 Q9J C10 C1 C 0 1 N N N 35.522 -41.566 -4.212 3.267 -1.790 -0.875 C10 Q9J 1 Q9J C13 C2 C 0 1 N N N 36.593 -41.075 -1.947 3.109 -1.679 1.607 C13 Q9J 2 Q9J C17 C3 C 0 1 Y N N 35.846 -36.610 -0.404 -1.469 0.029 0.459 C17 Q9J 3 Q9J C20 C4 C 0 1 Y N N 35.090 -34.683 1.436 -4.207 0.224 0.074 C20 Q9J 4 Q9J C22 C5 C 0 1 Y N N 35.771 -34.652 3.757 -5.671 -1.628 -0.655 C22 Q9J 5 Q9J C24 C6 C 0 1 Y N N 35.921 -35.735 1.843 -3.569 -1.001 -0.158 C24 Q9J 6 Q9J N01 N1 N 0 1 N N N 37.310 -35.137 -2.890 0.708 2.575 -1.436 N01 Q9J 7 Q9J C02 C7 C 0 1 N N N 37.106 -36.310 -3.487 0.706 2.344 -0.109 C02 Q9J 8 Q9J O03 O1 O 0 1 N N N 37.211 -36.407 -4.719 0.478 3.253 0.667 O03 Q9J 9 Q9J C04 C8 C 0 1 Y N N 36.803 -37.508 -2.698 0.980 0.996 0.400 C04 Q9J 10 Q9J C05 C9 C 0 1 Y N N 37.009 -38.819 -3.112 2.217 0.469 0.730 C05 Q9J 11 Q9J N06 N2 N 0 1 N N N 37.524 -39.198 -4.327 3.453 1.067 0.653 N06 Q9J 12 Q9J C07 C10 C 0 1 N N S 37.590 -40.530 -4.932 4.309 0.383 -0.326 C07 Q9J 13 Q9J C08 C11 C 0 1 N N N 37.939 -41.674 -3.973 5.081 -0.748 0.379 C08 Q9J 14 Q9J C09 C12 C 0 1 N N R 36.637 -41.923 -3.212 4.070 -1.906 0.438 C09 Q9J 15 Q9J C11 C13 C 0 1 N N S 36.237 -41.020 -5.440 3.411 -0.335 -1.353 C11 Q9J 16 Q9J O12 O2 O 0 1 N N N 36.420 -42.059 -6.401 4.022 -0.303 -2.644 O12 Q9J 17 Q9J N14 N3 N 0 1 Y N N 36.618 -39.626 -2.097 2.016 -0.810 1.164 N14 Q9J 18 Q9J N15 N4 N 0 1 Y N N 36.151 -38.908 -1.028 0.657 -1.105 1.109 N15 Q9J 19 Q9J C16 C14 C 0 1 Y N N 36.255 -37.634 -1.383 -0.004 -0.062 0.662 C16 Q9J 20 Q9J C18 C15 C 0 1 Y N N 35.021 -35.554 -0.784 -2.129 1.240 0.690 C18 Q9J 21 Q9J C19 C16 C 0 1 Y N N 34.643 -34.583 0.125 -3.477 1.332 0.500 C19 Q9J 22 Q9J S21 S1 S 0 1 Y N N 34.780 -33.621 2.771 -5.925 0.010 -0.251 S21 Q9J 23 Q9J N23 N5 N 0 1 Y N N 36.294 -35.684 3.186 -4.438 -1.952 -0.551 N23 Q9J 24 Q9J C25 C17 C 0 1 Y N N 36.304 -36.707 0.914 -2.177 -1.083 0.036 C25 Q9J 25 Q9J H1 H1 H 0 1 N N N 34.853 -40.804 -3.786 3.675 -2.471 -1.623 H1 Q9J 26 Q9J H2 H2 H 0 1 N N N 34.939 -42.461 -4.473 2.218 -2.022 -0.693 H2 Q9J 27 Q9J H3 H3 H 0 1 N N N 35.667 -41.333 -1.412 2.703 -2.635 1.937 H3 Q9J 28 Q9J H4 H4 H 0 1 N N N 37.462 -41.356 -1.334 3.642 -1.205 2.432 H4 Q9J 29 Q9J H5 H5 H 0 1 N N N 35.942 -34.439 4.802 -6.454 -2.306 -0.960 H5 Q9J 30 Q9J H6 H6 H 0 1 N N N 37.548 -34.333 -3.435 0.890 1.851 -2.055 H6 Q9J 31 Q9J H7 H7 H 0 1 N N N 37.225 -35.060 -1.897 0.527 3.467 -1.773 H7 Q9J 32 Q9J H8 H8 H 0 1 N N N 38.476 -38.892 -4.298 3.896 1.100 1.559 H8 Q9J 33 Q9J H9 H9 H 0 1 N N N 38.308 -40.529 -5.765 4.992 1.084 -0.807 H9 Q9J 34 Q9J H10 H10 H 0 1 N N N 38.245 -42.572 -4.530 5.957 -1.034 -0.204 H10 Q9J 35 Q9J H11 H11 H 0 1 N N N 38.744 -41.377 -3.285 5.372 -0.443 1.384 H11 Q9J 36 Q9J H12 H12 H 0 1 N N N 36.563 -42.988 -2.946 4.576 -2.869 0.510 H12 Q9J 37 Q9J H13 H13 H 0 1 N N N 35.668 -40.179 -5.863 2.432 0.143 -1.391 H13 Q9J 38 Q9J H14 H14 H 0 1 N N N 35.573 -42.357 -6.711 3.505 -0.739 -3.335 H14 Q9J 39 Q9J H15 H15 H 0 1 N N N 34.671 -35.493 -1.804 -1.571 2.104 1.020 H15 Q9J 40 Q9J H16 H16 H 0 1 N N N 34.011 -33.761 -0.179 -3.982 2.270 0.680 H16 Q9J 41 Q9J H17 H17 H 0 1 N N N 36.946 -37.523 1.211 -1.661 -2.014 -0.145 H17 Q9J 42 # # 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 Q9J O12 C11 SING N N 1 Q9J C11 C07 SING N N 2 Q9J C11 C10 SING N N 3 Q9J C07 N06 SING N N 4 Q9J C07 C08 SING N N 5 Q9J O03 C02 DOUB N N 6 Q9J N06 C05 SING N N 7 Q9J C10 C09 SING N N 8 Q9J C08 C09 SING N N 9 Q9J C02 N01 SING N N 10 Q9J C02 C04 SING N N 11 Q9J C09 C13 SING N N 12 Q9J C05 C04 DOUB Y N 13 Q9J C05 N14 SING Y N 14 Q9J C04 C16 SING Y N 15 Q9J N14 C13 SING N N 16 Q9J N14 N15 SING Y N 17 Q9J C16 N15 DOUB Y N 18 Q9J C16 C17 SING N N 19 Q9J C18 C17 DOUB Y N 20 Q9J C18 C19 SING Y N 21 Q9J C17 C25 SING Y N 22 Q9J C19 C20 DOUB Y N 23 Q9J C25 C24 DOUB Y N 24 Q9J C20 C24 SING Y N 25 Q9J C20 S21 SING Y N 26 Q9J C24 N23 SING Y N 27 Q9J S21 C22 SING Y N 28 Q9J N23 C22 DOUB Y N 29 Q9J C10 H1 SING N N 30 Q9J C10 H2 SING N N 31 Q9J C13 H3 SING N N 32 Q9J C13 H4 SING N N 33 Q9J C22 H5 SING N N 34 Q9J N01 H6 SING N N 35 Q9J N01 H7 SING N N 36 Q9J N06 H8 SING N N 37 Q9J C07 H9 SING N N 38 Q9J C08 H10 SING N N 39 Q9J C08 H11 SING N N 40 Q9J C09 H12 SING N N 41 Q9J C11 H13 SING N N 42 Q9J O12 H14 SING N N 43 Q9J C18 H15 SING N N 44 Q9J C19 H16 SING N N 45 Q9J C25 H17 SING N N 46 # # 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 Q9J SMILES ACDLabs 12.01 "C5C4Cn3c(c(C(N)=O)c(c2cc1c(scn1)cc2)n3)NC(C4)C5O" Q9J InChI InChI 1.03 "InChI=1S/C17H17N5O2S/c18-16(24)14-15(9-1-2-13-11(5-9)19-7-25-13)21-22-6-8-3-10(12(23)4-8)20-17(14)22/h1-2,5,7-8,10,12,20,23H,3-4,6H2,(H2,18,24)/t8-,10+,12+/m1/s1" Q9J InChIKey InChI 1.03 IYLHBITVRJLWLH-QRTLGDNMSA-N Q9J SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1c2N[C@H]3C[C@H](C[C@@H]3O)Cn2nc1c4ccc5scnc5c4" Q9J SMILES CACTVS 3.385 "NC(=O)c1c2N[CH]3C[CH](C[CH]3O)Cn2nc1c4ccc5scnc5c4" Q9J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1c3c(c4n(n3)C[C@@H]5C[C@H](N4)[C@H](C5)O)C(=O)N)ncs2" Q9J SMILES "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1c3c(c4n(n3)CC5CC(N4)C(C5)O)C(=O)N)ncs2" # # 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 Q9J "SYSTEMATIC NAME" ACDLabs 12.01 "(5S,6S,8R)-2-(1,3-benzothiazol-5-yl)-6-hydroxy-4,5,6,7,8,9-hexahydro-5,8-methanopyrazolo[1,5-a][1,3]diazocine-3-carboxamide" Q9J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{S},9~{R},11~{S})-5-(1,3-benzothiazol-5-yl)-11-oxidanyl-2,6,7-triazatricyclo[7.2.1.0^{3,7}]dodeca-3,5-diene-4-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 Q9J "Create component" 2019-10-07 RCSB Q9J "Initial release" 2019-12-04 RCSB ##