data_1WP # _chem_comp.id 1WP _chem_comp.name "(3aR,7aR)-3a-[3-(5-chloropyridin-3-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1,3-benzoxazol-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-11 _chem_comp.pdbx_modified_date 2013-09-13 _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 327.808 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WP _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 4LC7 _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 1WP C1 C1 C 0 1 N N R 23.399 14.351 8.659 2.618 -0.169 -0.345 C1 1WP 1 1WP C2 C2 C 0 1 N N R 23.081 15.464 7.621 3.479 -0.226 0.912 C2 1WP 2 1WP C3 C3 C 0 1 N N N 22.337 14.953 6.369 4.971 -0.128 0.658 C3 1WP 3 1WP C4 C4 C 0 1 N N N 21.136 14.035 6.678 5.418 -0.986 -0.517 C4 1WP 4 1WP C5 C5 C 0 1 N N N 21.239 13.157 7.951 4.666 -0.527 -1.771 C5 1WP 5 1WP C6 C6 C 0 1 N N N 22.699 12.984 8.451 3.198 -0.817 -1.570 C6 1WP 6 1WP N7 N7 N 0 1 N N N 22.816 14.857 9.882 2.394 1.275 -0.523 N7 1WP 7 1WP C8 C8 C 0 1 N N N 22.135 15.969 9.621 2.670 1.856 0.609 C8 1WP 8 1WP O9 O9 O 0 1 N N N 22.139 16.321 8.311 3.060 0.997 1.575 O9 1WP 9 1WP C10 C10 C 0 1 Y N N 24.930 14.291 8.790 1.293 -0.819 -0.043 C10 1WP 10 1WP C11 C11 C 0 1 Y N N 25.683 13.150 8.412 1.253 -2.119 0.427 C11 1WP 11 1WP C12 C12 C 0 1 Y N N 27.094 13.151 8.529 0.040 -2.722 0.706 C12 1WP 12 1WP C13 C13 C 0 1 Y N N 27.784 14.287 9.015 -1.139 -2.027 0.518 C13 1WP 13 1WP C14 C14 C 0 1 Y N N 27.043 15.435 9.397 -1.104 -0.717 0.046 C14 1WP 14 1WP C15 C15 C 0 1 Y N N 25.627 15.424 9.277 0.121 -0.113 -0.230 C15 1WP 15 1WP C16 C16 C 0 1 Y N N 27.653 16.629 9.841 -2.367 0.034 -0.158 C16 1WP 16 1WP N17 N17 N 0 1 N N N 21.282 16.558 10.449 2.573 3.212 0.803 N17 1WP 17 1WP C18 C18 C 0 1 Y N N 28.856 17.095 9.250 -2.343 1.343 -0.636 C18 1WP 18 1WP N19 N19 N 0 1 Y N N 29.436 18.265 9.610 -3.463 2.012 -0.818 N19 1WP 19 1WP C20 C20 C 0 1 Y N N 28.850 19.054 10.534 -4.642 1.479 -0.560 C20 1WP 20 1WP C21 C21 C 0 1 Y N N 27.633 18.690 11.156 -4.751 0.184 -0.083 C21 1WP 21 1WP C22 C22 C 0 1 Y N N 27.023 17.463 10.802 -3.600 -0.561 0.120 C22 1WP 22 1WP CL1 CL1 CL 0 0 N N N 26.922 19.736 12.310 -6.310 -0.500 0.252 CL1 1WP 23 1WP H1 H1 H 0 1 N N N 23.998 16.000 7.337 3.234 -1.102 1.513 H1 1WP 24 1WP H2 H2 H 0 1 N N N 23.051 14.391 5.749 5.226 0.912 0.453 H2 1WP 25 1WP H3 H3 H 0 1 N N N 21.970 15.824 5.806 5.503 -0.450 1.553 H3 1WP 26 1WP H4 H4 H 0 1 N N N 20.247 14.674 6.785 6.490 -0.868 -0.670 H4 1WP 27 1WP H5 H5 H 0 1 N N N 21.002 13.361 5.819 5.187 -2.032 -0.315 H5 1WP 28 1WP H6 H6 H 0 1 N N N 20.648 13.628 8.750 4.813 0.544 -1.916 H6 1WP 29 1WP H7 H7 H 0 1 N N N 20.825 12.163 7.726 5.036 -1.070 -2.641 H7 1WP 30 1WP H8 H8 H 0 1 N N N 22.686 12.441 9.407 3.060 -1.895 -1.490 H8 1WP 31 1WP H9 H9 H 0 1 N N N 23.264 12.404 7.707 2.647 -0.458 -2.440 H9 1WP 32 1WP H11 H11 H 0 1 N N N 25.177 12.275 8.032 2.172 -2.666 0.575 H11 1WP 33 1WP H12 H12 H 0 1 N N N 27.652 12.272 8.243 0.014 -3.738 1.072 H12 1WP 34 1WP H13 H13 H 0 1 N N N 28.861 14.280 9.094 -2.085 -2.499 0.736 H13 1WP 35 1WP H14 H14 H 0 1 N N N 25.068 16.302 9.565 0.154 0.903 -0.592 H14 1WP 36 1WP H15 H15 H 0 1 N N N 20.651 17.253 10.105 2.288 3.786 0.075 H15 1WP 37 1WP H16 H16 H 0 1 N N N 29.326 16.495 8.485 -1.397 1.814 -0.859 H16 1WP 38 1WP H17 H17 H 0 1 N N N 29.322 19.987 10.806 -5.536 2.062 -0.723 H17 1WP 39 1WP H18 H18 H 0 1 N N N 26.090 17.165 11.257 -3.655 -1.576 0.487 H18 1WP 40 1WP H10 H10 H 0 1 N N N 21.270 16.306 11.417 2.791 3.595 1.667 H10 1WP 41 # 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 1WP C3 C4 SING N N 1 1WP C3 C2 SING N N 2 1WP C4 C5 SING N N 3 1WP C2 O9 SING N N 4 1WP C2 C1 SING N N 5 1WP C5 C6 SING N N 6 1WP O9 C8 SING N N 7 1WP C11 C12 DOUB Y N 8 1WP C11 C10 SING Y N 9 1WP C6 C1 SING N N 10 1WP C12 C13 SING Y N 11 1WP C1 C10 SING N N 12 1WP C1 N7 SING N N 13 1WP C10 C15 DOUB Y N 14 1WP C13 C14 DOUB Y N 15 1WP C18 N19 DOUB Y N 16 1WP C18 C16 SING Y N 17 1WP C15 C14 SING Y N 18 1WP C14 C16 SING N N 19 1WP N19 C20 SING Y N 20 1WP C8 N7 DOUB N N 21 1WP C8 N17 SING N N 22 1WP C16 C22 DOUB Y N 23 1WP C20 C21 DOUB Y N 24 1WP C22 C21 SING Y N 25 1WP C21 CL1 SING N N 26 1WP C2 H1 SING N N 27 1WP C3 H2 SING N N 28 1WP C3 H3 SING N N 29 1WP C4 H4 SING N N 30 1WP C4 H5 SING N N 31 1WP C5 H6 SING N N 32 1WP C5 H7 SING N N 33 1WP C6 H8 SING N N 34 1WP C6 H9 SING N N 35 1WP C11 H11 SING N N 36 1WP C12 H12 SING N N 37 1WP C13 H13 SING N N 38 1WP C15 H14 SING N N 39 1WP N17 H15 SING N N 40 1WP C18 H16 SING N N 41 1WP C20 H17 SING N N 42 1WP C22 H18 SING N N 43 1WP N17 H10 SING N N 44 # 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 1WP SMILES ACDLabs 12.01 "Clc1cc(cnc1)c2cccc(c2)C34N=C(OC4CCCC3)N" 1WP InChI InChI 1.03 "InChI=1S/C18H18ClN3O/c19-15-9-13(10-21-11-15)12-4-3-5-14(8-12)18-7-2-1-6-16(18)23-17(20)22-18/h3-5,8-11,16H,1-2,6-7H2,(H2,20,22)/t16-,18-/m1/s1" 1WP InChIKey InChI 1.03 NVRCQOQFKIFZLP-SJLPKXTDSA-N 1WP SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(CCCC[C@H]2O1)c3cccc(c3)c4cncc(Cl)c4" 1WP SMILES CACTVS 3.385 "NC1=N[C]2(CCCC[CH]2O1)c3cccc(c3)c4cncc(Cl)c4" 1WP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)[C@]23CCCC[C@H]2OC(=N3)N)c4cc(cnc4)Cl" 1WP SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)C23CCCCC2OC(=N3)N)c4cc(cnc4)Cl" # 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 1WP "SYSTEMATIC NAME" ACDLabs 12.01 "(3aR,7aR)-3a-[3-(5-chloropyridin-3-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1,3-benzoxazol-2-amine" 1WP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3aR,7aR)-3a-[3-(5-chloranylpyridin-3-yl)phenyl]-5,6,7,7a-tetrahydro-4H-1,3-benzoxazol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1WP "Create component" 2013-07-11 RCSB 1WP "Initial release" 2013-09-18 RCSB #