data_8NH # _chem_comp.id 8NH _chem_comp.name "2-CHLORO-4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-3-METHYLBENZONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-15 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 305.716 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8NH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2NW4 _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 8NH CL1 CL1 CL 0 0 N N N 23.517 5.263 4.399 7.733 2.578 5.209 CL1 8NH 1 8NH C2 C2 C 0 1 Y N N 25.270 4.792 4.318 6.390 3.415 4.493 C2 8NH 2 8NH C3 C3 C 0 1 Y N N 25.630 3.427 4.408 5.425 2.692 3.792 C3 8NH 3 8NH C4 C4 C 0 1 Y N N 26.974 3.066 4.228 4.338 3.350 3.210 C4 8NH 4 8NH C5 C5 C 0 1 Y N N 27.991 4.009 4.030 4.224 4.737 3.336 C5 8NH 5 8NH C7 C7 C 0 1 Y N N 27.651 5.353 4.052 5.189 5.460 4.037 C7 8NH 6 8NH C9 C9 C 0 1 Y N N 26.301 5.754 4.135 6.272 4.799 4.616 C9 8NH 7 8NH C10 C10 C 0 1 N N N 26.064 7.135 3.886 7.237 5.585 5.326 C10 8NH 8 8NH N11 N11 N 0 1 N N N 25.875 8.229 3.575 8.017 6.220 5.901 N11 8NH 9 8NH N12 N12 N 0 1 N N N 27.362 1.787 4.266 3.334 2.631 2.486 N12 8NH 10 8NH C13 C13 C 0 1 N N N 27.136 0.860 3.306 3.426 2.292 1.128 C13 8NH 11 8NH N14 N14 N 0 1 N N N 27.589 -0.311 3.743 2.243 1.625 0.813 N14 8NH 12 8NH C15 C15 C 0 1 N N S 28.321 -0.187 4.971 1.343 1.491 1.921 C15 8NH 13 8NH C17 C17 C 0 1 N N R 29.702 -0.430 4.416 1.017 0.008 1.916 C17 8NH 14 8NH C19 C19 C 0 1 N N N 29.512 -1.510 3.332 0.972 -0.300 0.409 C19 8NH 15 8NH C22 C22 C 0 1 N N N 28.041 -1.392 2.924 2.070 0.589 -0.187 C22 8NH 16 8NH O25 O25 O 0 1 N N N 30.060 0.820 3.830 2.060 -0.739 2.530 O25 8NH 17 8NH C27 C27 C 0 1 N N N 28.209 1.332 5.192 2.173 2.089 3.038 C27 8NH 18 8NH O28 O28 O 0 1 N N N 28.814 1.989 6.040 1.775 2.098 4.195 O28 8NH 19 8NH O29 O29 O 0 1 N N N 26.628 1.084 2.206 4.374 2.418 0.363 O29 8NH 20 8NH C30 C30 C 0 1 N N N 24.618 2.382 4.712 5.534 1.204 3.650 C30 8NH 21 8NH H5 H5 H 0 1 N N N 29.012 3.698 3.865 3.385 5.264 2.888 H5 8NH 22 8NH H7 H7 H 0 1 N N N 28.428 6.101 4.005 5.080 6.539 4.123 H7 8NH 23 8NH H15 H15 H 0 1 N N N 28.050 -0.789 5.851 0.465 2.114 1.717 H15 8NH 24 8NH H17 H17 H 0 1 N N N 30.465 -0.756 5.138 0.080 -0.225 2.427 H17 8NH 25 8NH H191 1H19 H 0 0 N N N 29.735 -2.512 3.727 -0.000 -0.002 -0.001 H191 8NH 26 8NH H192 2H19 H 0 0 N N N 30.192 -1.367 2.479 1.144 -1.355 0.177 H192 8NH 27 8NH H221 1H22 H 0 0 N N N 27.927 -1.173 1.852 3.015 0.050 -0.313 H221 8NH 28 8NH H222 2H22 H 0 0 N N N 27.469 -2.321 3.067 1.776 1.039 -1.139 H222 8NH 29 8NH HO25 HO25 H 0 0 N N N 30.140 1.478 4.511 2.764 -0.832 1.868 HO25 8NH 30 8NH H301 1H30 H 0 0 N N N 24.368 1.834 3.791 6.110 0.789 4.484 H301 8NH 31 8NH H302 2H30 H 0 0 N N N 25.026 1.682 5.456 4.543 0.738 3.638 H302 8NH 32 8NH H303 3H30 H 0 0 N N N 23.711 2.857 5.114 6.029 0.935 2.710 H303 8NH 33 # 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 8NH CL1 C2 SING N N 1 8NH C2 C9 DOUB Y N 2 8NH C2 C3 SING Y N 3 8NH C3 C4 DOUB Y N 4 8NH C3 C30 SING N N 5 8NH C4 C5 SING Y N 6 8NH C4 N12 SING N N 7 8NH C5 C7 DOUB Y N 8 8NH C5 H5 SING N N 9 8NH C7 C9 SING Y N 10 8NH C7 H7 SING N N 11 8NH C9 C10 SING N N 12 8NH C10 N11 TRIP N N 13 8NH N12 C13 SING N N 14 8NH N12 C27 SING N N 15 8NH C13 O29 DOUB N N 16 8NH C13 N14 SING N N 17 8NH N14 C22 SING N N 18 8NH N14 C15 SING N N 19 8NH C15 C17 SING N N 20 8NH C15 C27 SING N N 21 8NH C15 H15 SING N N 22 8NH C17 C19 SING N N 23 8NH C17 O25 SING N N 24 8NH C17 H17 SING N N 25 8NH C19 C22 SING N N 26 8NH C19 H191 SING N N 27 8NH C19 H192 SING N N 28 8NH C22 H221 SING N N 29 8NH C22 H222 SING N N 30 8NH O25 HO25 SING N N 31 8NH C27 O28 DOUB N N 32 8NH C30 H301 SING N N 33 8NH C30 H302 SING N N 34 8NH C30 H303 SING N N 35 # 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 8NH SMILES ACDLabs 10.04 "N#Cc1ccc(c(c1Cl)C)N2C(=O)C3N(C2=O)CCC3O" 8NH SMILES_CANONICAL CACTVS 3.341 "Cc1c(Cl)c(ccc1N2C(=O)[C@@H]3[C@H](O)CCN3C2=O)C#N" 8NH SMILES CACTVS 3.341 "Cc1c(Cl)c(ccc1N2C(=O)[CH]3[CH](O)CCN3C2=O)C#N" 8NH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)N2C(=O)[C@@H]3[C@@H](CCN3C2=O)O" 8NH SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)N2C(=O)C3C(CCN3C2=O)O" 8NH InChI InChI 1.03 "InChI=1S/C14H12ClN3O3/c1-7-9(3-2-8(6-16)11(7)15)18-13(20)12-10(19)4-5-17(12)14(18)21/h2-3,10,12,19H,4-5H2,1H3/t10-,12+/m1/s1" 8NH InChIKey InChI 1.03 KEJORAMIZFOODM-PWSUYJOCSA-N # 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 8NH "SYSTEMATIC NAME" ACDLabs 10.04 "2-chloro-4-[(7R,7aS)-7-hydroxy-1,3-dioxotetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-3-methylbenzonitrile" 8NH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(7R,7aS)-7-hydroxy-1,3-dioxo-5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazol-2-yl]-2-chloro-3-methyl-benzonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8NH "Create component" 2006-11-15 RCSB 8NH "Modify descriptor" 2011-06-04 RCSB #