data_77U # _chem_comp.id 77U _chem_comp.name "2-chloro-4-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]-3-methylbenzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H15 Cl N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-08 _chem_comp.pdbx_modified_date 2017-04-21 _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 250.724 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77U _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 5T8E _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 77U C4 C1 C 0 1 N N S 28.894 -0.317 3.555 -3.629 -0.776 0.195 C4 77U 1 77U C7 C2 C 0 1 N N N 27.509 -0.934 3.274 -3.695 -0.333 -1.290 C7 77U 2 77U C8 C3 C 0 1 N N N 26.614 0.312 3.209 -2.194 -0.167 -1.635 C8 77U 3 77U C10 C4 C 0 1 Y N N 26.652 2.486 4.241 -0.284 -0.075 -0.241 C10 77U 4 77U C13 C5 C 0 1 Y N N 25.756 5.126 4.125 2.306 -1.006 0.091 C13 77U 5 77U C1 C6 C 0 1 N N N 29.125 0.999 5.762 -2.926 1.291 1.446 C1 77U 6 77U C2 C7 C 0 1 N N S 28.611 1.010 4.319 -2.429 0.026 0.743 C2 77U 7 77U O6 O1 O 0 1 N N N 29.690 -1.243 4.301 -4.830 -0.420 0.883 O6 77U 8 77U N9 N1 N 0 1 N N N 27.122 1.167 4.317 -1.584 0.391 -0.409 N9 77U 9 77U C11 C8 C 0 1 Y N N 27.553 3.541 4.031 -0.046 -1.442 -0.120 C11 77U 10 77U C12 C9 C 0 1 Y N N 27.122 4.847 3.970 1.238 -1.907 0.045 C12 77U 11 77U C14 C10 C 0 1 N N N 25.303 6.484 4.052 3.644 -1.487 0.262 C14 77U 12 77U N15 N2 N 0 1 N N N 25.036 7.590 3.982 4.706 -1.868 0.398 N15 77U 13 77U C16 C11 C 0 1 Y N N 24.839 4.075 4.334 2.065 0.366 -0.037 C16 77U 14 77U CL1 CL1 CL 0 0 N N N 23.140 4.397 4.522 3.387 1.490 0.019 CL1 77U 15 77U C18 C12 C 0 1 Y N N 25.282 2.769 4.396 0.776 0.825 -0.202 C18 77U 16 77U C19 C13 C 0 1 N N N 24.258 1.686 4.637 0.514 2.302 -0.340 C19 77U 17 77U H1 H1 H 0 1 N N N 29.379 -0.077 2.597 -3.444 -1.847 0.273 H1 77U 18 77U H2 H2 H 0 1 N N N 27.199 -1.607 4.087 -4.154 -1.105 -1.907 H2 77U 19 77U H3 H3 H 0 1 N N N 27.501 -1.482 2.320 -4.227 0.613 -1.392 H3 77U 20 77U H4 H4 H 0 1 N N N 26.720 0.821 2.240 -1.750 -1.134 -1.873 H4 77U 21 77U H5 H5 H 0 1 N N N 25.559 0.046 3.370 -2.070 0.524 -2.468 H5 77U 22 77U H6 H6 H 0 1 N N N 28.893 1.961 6.242 -3.560 1.013 2.288 H6 77U 23 77U H7 H7 H 0 1 N N N 28.637 0.185 6.319 -2.072 1.864 1.808 H7 77U 24 77U H8 H8 H 0 1 N N N 30.214 0.842 5.762 -3.499 1.896 0.744 H8 77U 25 77U H9 H9 H 0 1 N N N 29.075 1.845 3.773 -1.861 -0.588 1.443 H9 77U 26 77U H10 H10 H 0 1 N N N 30.543 -0.861 4.473 -5.614 -0.896 0.576 H10 77U 27 77U H11 H11 H 0 1 N N N 28.605 3.324 3.915 -0.872 -2.138 -0.154 H11 77U 28 77U H12 H12 H 0 1 N N N 27.828 5.648 3.805 1.421 -2.968 0.139 H12 77U 29 77U H13 H13 H 0 1 N N N 24.147 1.520 5.719 0.348 2.736 0.646 H13 77U 30 77U H14 H14 H 0 1 N N N 23.291 1.995 4.212 1.375 2.781 -0.807 H14 77U 31 77U H15 H15 H 0 1 N N N 24.590 0.754 4.155 -0.369 2.458 -0.960 H15 77U 32 # 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 77U C8 C7 SING N N 1 77U C8 N9 SING N N 2 77U C7 C4 SING N N 3 77U C4 O6 SING N N 4 77U C4 C2 SING N N 5 77U C12 C11 DOUB Y N 6 77U C12 C13 SING Y N 7 77U N15 C14 TRIP N N 8 77U C11 C10 SING Y N 9 77U C14 C13 SING N N 10 77U C13 C16 DOUB Y N 11 77U C10 N9 SING N N 12 77U C10 C18 DOUB Y N 13 77U N9 C2 SING N N 14 77U C2 C1 SING N N 15 77U C16 C18 SING Y N 16 77U C16 CL1 SING N N 17 77U C18 C19 SING N N 18 77U C4 H1 SING N N 19 77U C7 H2 SING N N 20 77U C7 H3 SING N N 21 77U C8 H4 SING N N 22 77U C8 H5 SING N N 23 77U C1 H6 SING N N 24 77U C1 H7 SING N N 25 77U C1 H8 SING N N 26 77U C2 H9 SING N N 27 77U O6 H10 SING N N 28 77U C11 H11 SING N N 29 77U C12 H12 SING N N 30 77U C19 H13 SING N N 31 77U C19 H14 SING N N 32 77U C19 H15 SING N N 33 # 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 77U SMILES ACDLabs 12.01 "C1(O)C(C)N(CC1)c2c(c(c(cc2)C#N)Cl)C" 77U InChI InChI 1.03 "InChI=1S/C13H15ClN2O/c1-8-11(4-3-10(7-15)13(8)14)16-6-5-12(17)9(16)2/h3-4,9,12,17H,5-6H2,1-2H3/t9-,12-/m0/s1" 77U InChIKey InChI 1.03 SSTNLJGXVPIZND-CABZTGNLSA-N 77U SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H](O)CCN1c2ccc(C#N)c(Cl)c2C" 77U SMILES CACTVS 3.385 "C[CH]1[CH](O)CCN1c2ccc(C#N)c(Cl)c2C" 77U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(ccc(c1Cl)C#N)N2CC[C@@H]([C@@H]2C)O" 77U SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(ccc(c1Cl)C#N)N2CCC(C2C)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 77U "SYSTEMATIC NAME" ACDLabs 12.01 "2-chloro-4-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]-3-methylbenzonitrile" 77U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-chloranyl-3-methyl-4-[(2~{S},3~{S})-2-methyl-3-oxidanyl-pyrrolidin-1-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 77U "Create component" 2016-09-08 RCSB 77U "Initial release" 2017-04-26 RCSB #