data_7D6 # _chem_comp.id 7D6 _chem_comp.name "(S)-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-[(7S)-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 2021-03-13 _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 307.346 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7D6 _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 7D6 C10 C1 C 0 1 Y N N 3.798 -21.992 22.652 0.597 2.141 0.517 C10 7D6 1 7D6 N12 N1 N 0 1 N N N 3.209 -23.927 27.533 5.687 -1.170 -0.237 N12 7D6 2 7D6 C15 C2 C 0 1 N N N 1.871 -20.175 19.032 -3.306 0.795 -1.665 C15 7D6 3 7D6 C21 C3 C 0 1 Y N N 4.783 -22.364 18.261 -3.375 -1.128 1.551 C21 7D6 4 7D6 C22 C4 C 0 1 N N N 3.394 -24.271 28.908 7.147 -1.155 -0.117 C22 7D6 5 7D6 C01 C5 C 0 1 Y N N 1.799 -23.729 25.365 3.499 -0.091 -0.034 C01 7D6 6 7D6 C02 C6 C 0 1 Y N N 0.648 -24.047 24.665 2.849 -1.252 -0.490 C02 7D6 7 7D6 C03 C7 C 0 1 Y N N 0.532 -23.681 23.271 1.498 -1.291 -0.611 C03 7D6 8 7D6 C04 C8 C 0 1 Y N N 1.592 -22.999 22.627 0.728 -0.161 -0.277 C04 7D6 9 7D6 C05 C9 C 0 1 Y N N 2.721 -22.685 23.311 1.372 1.015 0.185 C05 7D6 10 7D6 C06 C10 C 0 1 Y N N 2.840 -23.060 24.733 2.770 1.037 0.303 C06 7D6 11 7D6 C07 C11 C 0 1 Y N N 1.474 -22.649 21.283 -0.672 -0.177 -0.394 C07 7D6 12 7D6 C08 C12 C 0 1 Y N N 2.537 -21.967 20.623 -1.390 0.927 -0.052 C08 7D6 13 7D6 C09 C13 C 0 1 Y N N 3.682 -21.642 21.316 -0.758 2.085 0.396 C09 7D6 14 7D6 C11 C14 C 0 1 N N N 1.944 -24.121 26.880 4.972 -0.075 0.088 C11 7D6 15 7D6 O13 O1 O 0 1 N N N 0.995 -24.585 27.481 5.538 0.925 0.482 O13 7D6 16 7D6 C14 C15 C 0 1 N N S 2.347 -21.596 19.136 -2.892 0.904 -0.180 C14 7D6 17 7D6 C16 C16 C 0 1 N N N 2.386 -19.765 17.572 -4.561 -0.100 -1.584 C16 7D6 18 7D6 N17 N2 N 0 1 Y N N 3.668 -20.587 17.457 -4.401 -0.899 -0.361 N17 7D6 19 7D6 C18 C17 C 0 1 Y N N 3.560 -21.555 18.354 -3.458 -0.345 0.458 C18 7D6 20 7D6 C19 C18 C 0 1 Y N N 4.877 -20.725 16.815 -4.863 -2.009 0.260 C19 7D6 21 7D6 N20 N3 N 0 1 Y N N 5.532 -21.792 17.304 -4.246 -2.138 1.402 N20 7D6 22 7D6 O23 O2 O 0 1 N N N 1.421 -22.478 18.535 -3.461 2.073 0.413 O23 7D6 23 7D6 H101 H1 H 0 0 N N N 4.696 -21.745 23.199 1.073 3.043 0.870 H101 7D6 24 7D6 H121 H2 H 0 0 N N N 3.974 -23.544 27.016 5.235 -1.969 -0.552 H121 7D6 25 7D6 H152 H3 H 0 0 N N N 2.325 -19.542 19.809 -3.553 1.775 -2.073 H152 7D6 26 7D6 H151 H4 H 0 0 N N N 0.775 -20.113 19.102 -2.523 0.316 -2.253 H151 7D6 27 7D6 H211 H5 H 0 0 N N N 5.029 -23.240 18.843 -2.723 -0.971 2.397 H211 7D6 28 7D6 H221 H6 H 0 0 N N N 4.428 -24.044 29.207 7.556 -0.373 -0.757 H221 7D6 29 7D6 H222 H7 H 0 0 N N N 2.697 -23.689 29.528 7.423 -0.958 0.919 H222 7D6 30 7D6 H223 H8 H 0 0 N N N 3.199 -25.345 29.047 7.547 -2.121 -0.423 H223 7D6 31 7D6 H021 H9 H 0 0 N N N -0.160 -24.566 25.158 3.433 -2.123 -0.748 H021 7D6 32 7D6 H031 H10 H 0 0 N N N -0.364 -23.928 22.721 1.013 -2.189 -0.963 H031 7D6 33 7D6 H061 H11 H 0 0 N N N 3.737 -22.814 25.283 3.272 1.926 0.654 H061 7D6 34 7D6 H071 H12 H 0 0 N N N 0.574 -22.896 20.740 -1.176 -1.066 -0.745 H071 7D6 35 7D6 H091 H13 H 0 0 N N N 4.485 -21.117 20.821 -1.351 2.951 0.651 H091 7D6 36 7D6 H161 H14 H 0 0 N N N 2.593 -18.687 17.508 -5.459 0.515 -1.517 H161 7D6 37 7D6 H162 H15 H 0 0 N N N 1.658 -20.045 16.796 -4.616 -0.751 -2.456 H162 7D6 38 7D6 H191 H16 H 0 0 N N N 5.244 -20.074 16.036 -5.618 -2.678 -0.126 H191 7D6 39 7D6 H231 H17 H 0 0 N N N 0.625 -22.502 19.052 -3.233 2.192 1.345 H231 7D6 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 7D6 C19 N20 DOUB Y N 1 7D6 C19 N17 SING Y N 2 7D6 N20 C21 SING Y N 3 7D6 N17 C16 SING N N 4 7D6 N17 C18 SING Y N 5 7D6 C16 C15 SING N N 6 7D6 C21 C18 DOUB Y N 7 7D6 C18 C14 SING N N 8 7D6 O23 C14 SING N N 9 7D6 C15 C14 SING N N 10 7D6 C14 C08 SING N N 11 7D6 C08 C07 DOUB Y N 12 7D6 C08 C09 SING Y N 13 7D6 C07 C04 SING Y N 14 7D6 C09 C10 DOUB Y N 15 7D6 C04 C03 DOUB Y N 16 7D6 C04 C05 SING Y N 17 7D6 C10 C05 SING Y N 18 7D6 C03 C02 SING Y N 19 7D6 C05 C06 DOUB Y N 20 7D6 C02 C01 DOUB Y N 21 7D6 C06 C01 SING Y N 22 7D6 C01 C11 SING N N 23 7D6 C11 O13 DOUB N N 24 7D6 C11 N12 SING N N 25 7D6 N12 C22 SING N N 26 7D6 C10 H101 SING N N 27 7D6 N12 H121 SING N N 28 7D6 C15 H152 SING N N 29 7D6 C15 H151 SING N N 30 7D6 C21 H211 SING N N 31 7D6 C22 H221 SING N N 32 7D6 C22 H222 SING N N 33 7D6 C22 H223 SING N N 34 7D6 C02 H021 SING N N 35 7D6 C03 H031 SING N N 36 7D6 C06 H061 SING N N 37 7D6 C07 H071 SING N N 38 7D6 C09 H091 SING N N 39 7D6 C16 H161 SING N N 40 7D6 C16 H162 SING N N 41 7D6 C19 H191 SING N N 42 7D6 O23 H231 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 7D6 SMILES ACDLabs 12.01 "c2c1c(ccc(C(NC)=O)c1)cc(c2)C4(CCn3c4cnc3)O" 7D6 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-/m0/s1" 7D6 InChIKey InChI 1.03 OZPFIJIOIVJZMN-SFHVURJKSA-N 7D6 SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1ccc2cc(ccc2c1)[C@@]3(O)CCn4cncc34" 7D6 SMILES CACTVS 3.385 "CNC(=O)c1ccc2cc(ccc2c1)[C]3(O)CCn4cncc34" 7D6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CNC(=O)c1ccc2cc(ccc2c1)[C@]3(CCn4c3cnc4)O" 7D6 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 7D6 "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(7S)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide" 7D6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-methyl-6-[(7~{S})-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 7D6 "Create component" 2016-03-16 RCSB 7D6 "Initial release" 2017-03-15 RCSB 7D6 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7D6 _pdbx_chem_comp_synonyms.name "6-[(7S)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##