data_6D7 # _chem_comp.id 6D7 _chem_comp.name "(R)-orteronel" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6-[(7R)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 307.346 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6D7 _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 5IRQ _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 6D7 C11 C1 C 0 1 N N R -24.324 -37.127 57.995 2.891 0.902 -0.198 C11 6D7 1 6D7 C13 C2 C 0 1 N N N -22.887 -37.098 58.139 3.303 0.770 -1.682 C13 6D7 2 6D7 C14 C3 C 0 1 N N N -22.337 -37.258 56.751 4.559 -0.123 -1.589 C14 6D7 3 6D7 C21 C4 C 0 1 Y N N -24.586 -33.303 56.898 -0.593 2.132 0.532 C21 6D7 4 6D7 C22 C5 C 0 1 Y N N -25.068 -32.685 58.257 -1.371 1.010 0.194 C22 6D7 5 6D7 C23 C6 C 0 1 Y N N -25.320 -31.169 58.361 -2.768 1.033 0.312 C23 6D7 6 6D7 C10 C7 C 0 1 Y N N -24.572 -35.693 58.000 1.390 0.927 -0.068 C10 6D7 7 6D7 C16 C8 C 0 1 Y N N -23.627 -38.521 54.741 4.865 -2.002 0.285 C16 6D7 8 6D7 C18 C9 C 0 1 Y N N -25.549 -38.431 55.862 3.379 -1.102 1.564 C18 6D7 9 6D7 C19 C10 C 0 1 Y N N -24.546 -37.799 56.638 3.458 -0.337 0.458 C19 6D7 10 6D7 C20 C11 C 0 1 Y N N -24.336 -34.803 56.790 0.760 2.079 0.399 C20 6D7 11 6D7 C01 C12 C 0 1 N N N -26.816 -27.089 61.025 -7.149 -1.148 -0.120 C01 6D7 12 6D7 N02 N1 N 0 1 N N N -26.579 -28.527 60.960 -5.689 -1.166 -0.242 N02 6D7 13 6D7 C03 C13 C 0 1 N N N -26.025 -29.091 59.751 -4.972 -0.074 0.091 C03 6D7 14 6D7 O04 O1 O 0 1 N N N -25.763 -28.386 58.821 -5.537 0.925 0.493 O04 6D7 15 6D7 C05 C14 C 0 1 Y N N -25.781 -30.575 59.670 -3.500 -0.091 -0.032 C05 6D7 16 6D7 C06 C15 C 0 1 Y N N -26.009 -31.468 60.906 -2.852 -1.250 -0.497 C06 6D7 17 6D7 C07 C16 C 0 1 Y N N -25.760 -32.966 60.802 -1.500 -1.290 -0.618 C07 6D7 18 6D7 C08 C17 C 0 1 Y N N -25.282 -33.565 59.454 -0.729 -0.164 -0.277 C08 6D7 19 6D7 C09 C18 C 0 1 Y N N -25.031 -35.071 59.343 0.671 -0.182 -0.395 C09 6D7 20 6D7 O12 O2 O 0 1 N N N -25.136 -37.573 59.110 3.460 2.080 0.376 O12 6D7 21 6D7 N15 N2 N 0 1 Y N N -23.375 -37.877 55.948 4.401 -0.902 -0.353 N15 6D7 22 6D7 N17 N3 N 0 1 Y N N -24.979 -38.858 54.705 4.249 -2.114 1.429 N17 6D7 23 6D7 H132 H1 H 0 0 N N N -22.549 -37.923 58.783 2.520 0.282 -2.261 H132 6D7 24 6D7 H131 H2 H 0 0 N N N -22.564 -36.140 58.572 3.548 1.744 -2.106 H131 6D7 25 6D7 H141 H3 H 0 0 N N N -21.443 -37.899 56.771 4.612 -0.789 -2.450 H141 6D7 26 6D7 H142 H4 H 0 0 N N N -22.074 -36.275 56.334 5.456 0.494 -1.534 H142 6D7 27 6D7 H211 H5 H 0 0 N N N -24.431 -32.666 56.039 -1.068 3.033 0.891 H211 6D7 28 6D7 H231 H6 H 0 0 N N N -25.168 -30.534 57.501 -3.269 1.921 0.670 H231 6D7 29 6D7 H161 H7 H 0 0 N N N -22.902 -38.724 53.967 5.619 -2.677 -0.092 H161 6D7 30 6D7 H181 H8 H 0 0 N N N -26.585 -38.552 56.141 2.729 -0.931 2.409 H181 6D7 31 6D7 H201 H9 H 0 0 N N N -23.993 -35.231 55.860 1.355 2.942 0.660 H201 6D7 32 6D7 H013 H10 H 0 0 N N N -27.237 -26.830 62.008 -7.425 -0.959 0.917 H013 6D7 33 6D7 H011 H11 H 0 0 N N N -25.866 -26.554 60.881 -7.557 -0.361 -0.755 H011 6D7 34 6D7 H012 H12 H 0 0 N N N -27.524 -26.798 60.235 -7.551 -2.112 -0.433 H012 6D7 35 6D7 H021 H13 H 0 0 N N N -26.797 -29.113 61.740 -5.239 -1.963 -0.562 H021 6D7 36 6D7 H061 H14 H 0 0 N N N -26.342 -31.035 61.837 -3.437 -2.118 -0.761 H061 6D7 37 6D7 H071 H15 H 0 0 N N N -25.915 -33.605 61.659 -1.017 -2.187 -0.976 H071 6D7 38 6D7 H091 H16 H 0 0 N N N -25.175 -35.704 60.206 1.173 -1.067 -0.757 H091 6D7 39 6D7 H121 H17 H 0 0 N N N -24.903 -37.081 59.889 3.257 2.199 1.314 H121 6D7 40 # # 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 6D7 N17 C16 DOUB Y N 1 6D7 N17 C18 SING Y N 2 6D7 C16 N15 SING Y N 3 6D7 C18 C19 DOUB Y N 4 6D7 N15 C19 SING Y N 5 6D7 N15 C14 SING N N 6 6D7 C19 C11 SING N N 7 6D7 C14 C13 SING N N 8 6D7 C20 C21 DOUB Y N 9 6D7 C20 C10 SING Y N 10 6D7 C21 C22 SING Y N 11 6D7 C11 C10 SING N N 12 6D7 C11 C13 SING N N 13 6D7 C11 O12 SING N N 14 6D7 C10 C09 DOUB Y N 15 6D7 C22 C23 DOUB Y N 16 6D7 C22 C08 SING Y N 17 6D7 C23 C05 SING Y N 18 6D7 O04 C03 DOUB N N 19 6D7 C09 C08 SING Y N 20 6D7 C08 C07 DOUB Y N 21 6D7 C05 C03 SING N N 22 6D7 C05 C06 DOUB Y N 23 6D7 C03 N02 SING N N 24 6D7 C07 C06 SING Y N 25 6D7 N02 C01 SING N N 26 6D7 C13 H132 SING N N 27 6D7 C13 H131 SING N N 28 6D7 C14 H141 SING N N 29 6D7 C14 H142 SING N N 30 6D7 C21 H211 SING N N 31 6D7 C23 H231 SING N N 32 6D7 C16 H161 SING N N 33 6D7 C18 H181 SING N N 34 6D7 C20 H201 SING N N 35 6D7 C01 H013 SING N N 36 6D7 C01 H011 SING N N 37 6D7 C01 H012 SING N N 38 6D7 N02 H021 SING N N 39 6D7 C06 H061 SING N N 40 6D7 C07 H071 SING N N 41 6D7 C09 H091 SING N N 42 6D7 O12 H121 SING N N 43 # # 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 6D7 SMILES ACDLabs 12.01 "C3(c1cc2c(cc1)cc(C(NC)=O)cc2)(CCn4cncc34)O" 6D7 InChI InChI 1.03 "InChI=1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m1/s1" 6D7 InChIKey InChI 1.03 OZPFIJIOIVJZMN-GOSISDBHSA-N 6D7 SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1ccc2cc(ccc2c1)[C@]3(O)CCn4cncc34" 6D7 SMILES CACTVS 3.385 "CNC(=O)c1ccc2cc(ccc2c1)[C]3(O)CCn4cncc34" 6D7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CNC(=O)c1ccc2cc(ccc2c1)[C@@]3(CCn4c3cnc4)O" 6D7 SMILES "OpenEye OEToolkits" 2.0.4 "CNC(=O)c1ccc2cc(ccc2c1)C3(CCn4c3cnc4)O" # # 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 6D7 "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(7R)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide" 6D7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-methyl-6-[(7~{R})-7-oxidanyl-5,6-dihydropyrrolo[1,2-c]imidazol-7-yl]naphthalene-2-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 6D7 "Create component" 2016-03-16 RCSB 6D7 "Initial release" 2017-03-15 RCSB 6D7 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6D7 _pdbx_chem_comp_synonyms.name "6-[(7R)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##