data_3GN # _chem_comp.id 3GN _chem_comp.name "2-[(2S)-2-methylpyrrolidin-2-yl]-1H-benzimidazole-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H16 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-03-17 _chem_comp.pdbx_modified_date 2011-06-04 _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 244.292 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3GN _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 3GN7 _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 3GN C4 C4 C 0 1 Y N N 26.397 65.337 9.283 -1.138 0.224 0.042 C4 3GN 1 3GN C5 C5 C 0 1 Y N N 26.876 66.112 10.375 -2.476 -0.182 -0.046 C5 3GN 2 3GN C6 C6 C 0 1 Y N N 28.263 66.030 10.725 -3.474 0.776 -0.226 C6 3GN 3 3GN C8 C8 C 0 1 Y N N 25.327 64.292 7.685 1.043 0.495 0.221 C8 3GN 4 3GN C10 C10 C 0 1 N N N 26.020 67.021 11.185 -2.827 -1.612 0.051 C10 3GN 5 3GN C13 C13 C 0 1 N N S 24.197 63.836 6.778 2.512 0.197 0.385 C13 3GN 6 3GN C15 C15 C 0 1 N N N 22.997 65.586 5.677 3.568 -1.689 -0.650 C15 3GN 7 3GN C17 C17 C 0 1 N N N 24.539 63.814 5.288 3.289 0.689 -0.854 C17 3GN 8 3GN C1 C1 C 0 1 Y N N 29.142 65.190 9.995 -3.145 2.116 -0.318 C1 3GN 9 3GN C2 C2 C 0 1 Y N N 28.656 64.423 8.908 -1.832 2.527 -0.232 C2 3GN 10 3GN C3 C3 C 0 1 Y N N 27.312 64.481 8.552 -0.814 1.588 -0.052 C3 3GN 11 3GN N7 N7 N 0 1 Y N N 26.585 63.852 7.562 0.536 1.682 0.066 N7 3GN 12 3GN N9 N9 N 0 1 Y N N 25.159 65.168 8.684 0.054 -0.440 0.219 N9 3GN 13 3GN N11 N11 N 0 1 N N N 24.700 66.765 11.199 -4.116 -1.996 -0.035 N11 3GN 14 3GN O12 O12 O 0 1 N N N 26.462 67.965 11.819 -1.954 -2.443 0.207 O12 3GN 15 3GN N14 N14 N 0 1 N N N 23.030 64.741 6.880 2.721 -1.259 0.482 N14 3GN 16 3GN C16 C16 C 0 1 N N N 24.213 65.222 4.830 4.354 -0.419 -1.061 C16 3GN 17 3GN C18 C18 C 0 1 N N N 23.810 62.406 7.178 3.045 0.888 1.642 C18 3GN 18 3GN H6 H6 H 0 1 N N N 28.642 66.613 11.552 -4.507 0.469 -0.295 H6 3GN 19 3GN H15 H15 H 0 1 N N N 22.072 65.403 5.111 4.255 -2.474 -0.333 H15 3GN 20 3GN H15A H15A H 0 0 N N N 23.021 66.651 5.951 2.949 -2.036 -1.477 H15A 3GN 21 3GN H17 H17 H 0 1 N N N 25.599 63.570 5.121 2.630 0.758 -1.720 H17 3GN 22 3GN H17A H17A H 0 0 N N N 23.980 63.045 4.734 3.765 1.649 -0.654 H17A 3GN 23 3GN H1 H1 H 0 1 N N N 30.185 65.135 10.269 -3.926 2.849 -0.458 H1 3GN 24 3GN H2 H2 H 0 1 N N N 29.332 63.790 8.353 -1.590 3.577 -0.305 H2 3GN 25 3GN HN9 HN9 H 0 1 N N N 24.304 65.615 8.947 0.168 -1.397 0.322 HN9 3GN 26 3GN HN11 HN11 H 0 0 N N N 24.259 67.451 11.778 -4.813 -1.333 -0.160 HN11 3GN 27 3GN HN1A HN1A H 0 0 N N N 24.240 66.020 10.715 -4.347 -2.936 0.029 HN1A 3GN 28 3GN HN14 HN14 H 0 0 N N N 22.188 64.205 6.942 3.144 -1.506 1.365 HN14 3GN 29 3GN H16 H16 H 0 1 N N N 23.984 65.257 3.755 5.213 -0.262 -0.408 H16 3GN 30 3GN H16A H16A H 0 0 N N N 25.052 65.922 4.958 4.664 -0.472 -2.105 H16A 3GN 31 3GN H18 H18 H 0 1 N N N 23.717 61.784 6.275 2.496 0.531 2.513 H18 3GN 32 3GN H18A H18A H 0 0 N N N 24.587 61.986 7.834 4.104 0.659 1.761 H18A 3GN 33 3GN H18B H18B H 0 0 N N N 22.848 62.422 7.712 2.915 1.966 1.547 H18B 3GN 34 # 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 3GN C4 C5 DOUB Y N 1 3GN C4 C3 SING Y N 2 3GN C4 N9 SING Y N 3 3GN C5 C6 SING Y N 4 3GN C5 C10 SING N N 5 3GN C6 C1 DOUB Y N 6 3GN C8 C13 SING N N 7 3GN C8 N7 DOUB Y N 8 3GN C8 N9 SING Y N 9 3GN C10 N11 SING N N 10 3GN C10 O12 DOUB N N 11 3GN C13 C17 SING N N 12 3GN C13 N14 SING N N 13 3GN C13 C18 SING N N 14 3GN C15 N14 SING N N 15 3GN C15 C16 SING N N 16 3GN C17 C16 SING N N 17 3GN C1 C2 SING Y N 18 3GN C2 C3 DOUB Y N 19 3GN C3 N7 SING Y N 20 3GN C6 H6 SING N N 21 3GN C15 H15 SING N N 22 3GN C15 H15A SING N N 23 3GN C17 H17 SING N N 24 3GN C17 H17A SING N N 25 3GN C1 H1 SING N N 26 3GN C2 H2 SING N N 27 3GN N9 HN9 SING N N 28 3GN N11 HN11 SING N N 29 3GN N11 HN1A SING N N 30 3GN N14 HN14 SING N N 31 3GN C16 H16 SING N N 32 3GN C16 H16A SING N N 33 3GN C18 H18 SING N N 34 3GN C18 H18A SING N N 35 3GN C18 H18B SING N N 36 # 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 3GN SMILES ACDLabs 10.04 "O=C(N)c3c1c(nc(n1)C2(NCCC2)C)ccc3" 3GN SMILES_CANONICAL CACTVS 3.341 "C[C@]1(CCCN1)c2[nH]c3c(cccc3C(N)=O)n2" 3GN SMILES CACTVS 3.341 "C[C]1(CCCN1)c2[nH]c3c(cccc3C(N)=O)n2" 3GN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]1(CCCN1)c2[nH]c3c(cccc3n2)C(=O)N" 3GN SMILES "OpenEye OEToolkits" 1.5.0 "CC1(CCCN1)c2[nH]c3c(cccc3n2)C(=O)N" 3GN InChI InChI 1.03 "InChI=1S/C13H16N4O/c1-13(6-3-7-15-13)12-16-9-5-2-4-8(11(14)18)10(9)17-12/h2,4-5,15H,3,6-7H2,1H3,(H2,14,18)(H,16,17)/t13-/m0/s1" 3GN InChIKey InChI 1.03 JNAHVYVRKWKWKQ-ZDUSSCGKSA-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 3GN "SYSTEMATIC NAME" ACDLabs 10.04 "2-[(2S)-2-methylpyrrolidin-2-yl]-1H-benzimidazole-7-carboxamide" 3GN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2S)-2-methylpyrrolidin-2-yl]-3H-benzimidazole-4-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 3GN "Create component" 2009-03-17 RCSB 3GN "Modify aromatic_flag" 2011-06-04 RCSB 3GN "Modify descriptor" 2011-06-04 RCSB #