data_ACF # _chem_comp.id ACF _chem_comp.name "3-{[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHOXY}-4-CHLOROBENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-03-09 _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 381.854 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ACF _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 Y _chem_comp.pdbx_model_coordinates_db_code 2G5T _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 ACF C1 C1 C 0 1 N N N 15.038 -3.178 34.372 -3.303 -0.112 -0.203 C1 ACF 1 ACF C2 C2 C 0 1 N N S 16.264 -2.861 35.298 -2.328 -0.370 0.916 C2 ACF 2 ACF C4 C4 C 0 1 N N N 16.398 -3.742 36.554 -2.204 0.875 1.821 C4 ACF 3 ACF C5 C5 C 0 1 N N N 17.221 -2.885 37.498 -0.715 0.934 2.220 C5 ACF 4 ACF C6 C6 C 0 1 N N R 16.841 -1.442 37.139 -0.065 -0.280 1.523 C6 ACF 5 ACF C9 C9 C 0 1 N N N 15.864 -0.793 38.119 1.339 0.076 1.030 C9 ACF 6 ACF O3 O3 O 0 1 N N N 14.204 -2.308 34.193 -2.895 0.205 -1.301 O3 ACF 7 ACF N7 N7 N 0 1 N N N 16.243 -1.486 35.807 -0.961 -0.580 0.375 N7 ACF 8 ACF N8 N8 N 0 1 N N N 14.951 -4.452 33.766 -4.627 -0.233 0.014 N8 ACF 9 ACF C10 C10 C 0 1 Y N N 13.620 -1.167 38.961 3.203 -0.714 0.074 C10 ACF 10 ACF O11 O11 O 0 1 N N N 14.679 -1.558 38.128 1.966 -1.090 0.494 O11 ACF 11 ACF C12 C12 C 0 1 Y N N 12.446 -1.969 38.930 4.058 -1.650 -0.495 C12 ACF 12 ACF C13 C13 C 0 1 Y N N 11.320 -1.660 39.730 5.317 -1.271 -0.929 C13 ACF 13 ACF C14 C14 C 0 1 Y N N 11.356 -0.531 40.580 5.734 0.036 -0.790 C14 ACF 14 ACF C15 C15 C 0 1 Y N N 12.513 0.294 40.639 4.883 0.983 -0.214 C15 ACF 15 ACF C16 C16 C 0 1 Y N N 13.632 -0.033 39.828 3.612 0.600 0.218 C16 ACF 16 ACF C17 C17 C 0 1 N N S 13.840 -4.846 32.850 -5.691 0.097 -0.946 C17 ACF 17 ACF C18 C18 C 0 1 N N N 14.243 -6.283 32.437 -7.040 -0.227 -0.269 C18 ACF 18 ACF C19 C19 C 0 1 N N N 15.738 -6.314 32.609 -6.642 -1.251 0.827 C19 ACF 19 ACF C20 C20 C 0 1 N N N 15.907 -5.544 33.902 -5.254 -0.718 1.261 C20 ACF 20 ACF C21 C21 C 0 1 N N N 12.438 -5.009 33.450 -5.630 1.584 -1.299 C21 ACF 21 ACF N22 N22 N 0 1 N N N 12.284 -5.263 34.749 -6.645 1.887 -2.317 N22 ACF 22 ACF C24 C24 C 0 1 N N N 12.562 1.482 41.529 5.326 2.383 -0.064 C24 ACF 23 ACF CL23 CL23 CL 0 0 N N N 12.368 -3.368 37.894 3.541 -3.297 -0.674 CL23 ACF 24 ACF O25 O25 O 0 1 N N N 13.583 2.166 41.554 6.553 2.750 -0.482 O25 ACF 25 ACF O26 O26 O 0 1 N N N 11.587 1.753 42.219 4.584 3.205 0.436 O26 ACF 26 ACF H2 H2 H 0 1 N N N 17.106 -3.055 34.618 -2.643 -1.235 1.501 H2 ACF 27 ACF H41 1H4 H 0 1 N N N 15.415 -3.986 36.983 -2.485 1.773 1.269 H41 ACF 28 ACF H42 2H4 H 0 1 N N N 16.865 -4.716 36.345 -2.830 0.763 2.707 H42 ACF 29 ACF H51 1H5 H 0 1 N N N 16.982 -3.109 38.548 -0.265 1.861 1.864 H51 ACF 30 ACF H52 2H5 H 0 1 N N N 18.300 -3.069 37.392 -0.610 0.851 3.301 H52 ACF 31 ACF H6 H6 H 0 1 N N N 17.749 -0.823 37.181 -0.023 -1.131 2.203 H6 ACF 32 ACF H91 1H9 H 0 1 N N N 16.304 -0.771 39.127 1.268 0.840 0.255 H91 ACF 33 ACF H92 2H9 H 0 1 N N N 15.647 0.241 37.811 1.931 0.457 1.862 H92 ACF 34 ACF HN7 HN7 H 0 1 N N N 16.764 -0.896 35.190 -0.869 -1.567 0.186 HN7 ACF 35 ACF H13 H13 H 0 1 N N N 10.439 -2.283 39.691 5.976 -2.002 -1.374 H13 ACF 36 ACF H14 H14 H 0 1 N N N 10.497 -0.293 41.190 6.718 0.328 -1.126 H14 ACF 37 ACF H16 H16 H 0 1 N N N 14.513 0.591 39.868 2.949 1.328 0.663 H16 ACF 38 ACF H17 H17 H 0 1 N N N 13.747 -4.055 32.092 -5.575 -0.503 -1.848 H17 ACF 39 ACF H181 1H18 H 0 0 N N N 13.957 -6.493 31.396 -7.472 0.668 0.178 H181 ACF 40 ACF H182 2H18 H 0 0 N N N 13.737 -7.049 33.042 -7.731 -0.675 -0.983 H182 ACF 41 ACF H191 1H19 H 0 0 N N N 16.128 -7.340 32.681 -7.347 -1.228 1.657 H191 ACF 42 ACF H192 2H19 H 0 0 N N N 16.294 -5.889 31.760 -6.562 -2.256 0.412 H192 ACF 43 ACF H201 1H20 H 0 0 N N N 15.685 -6.170 34.779 -5.368 0.100 1.973 H201 ACF 44 ACF H202 2H20 H 0 0 N N N 16.938 -5.195 34.062 -4.659 -1.520 1.696 H202 ACF 45 ACF H211 1H21 H 0 0 N N N 11.917 -4.058 33.264 -4.641 1.825 -1.689 H211 ACF 46 ACF H212 2H21 H 0 0 N N N 12.058 -5.921 32.966 -5.823 2.178 -0.406 H212 ACF 47 ACF H221 1H22 H 0 0 N N N 12.245 -6.252 34.894 -6.645 2.889 -2.438 H221 ACF 48 ACF H222 2H22 H 0 0 N N N 13.057 -4.882 35.257 -6.313 1.491 -3.184 H222 ACF 49 ACF HO26 HO26 H 0 0 N N N 11.768 2.532 42.732 ? ? ? HO26 ACF 50 # 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 ACF C1 C2 SING N N 1 ACF C1 O3 DOUB N N 2 ACF C1 N8 SING N N 3 ACF C2 C4 SING N N 4 ACF C2 N7 SING N N 5 ACF C2 H2 SING N N 6 ACF C4 C5 SING N N 7 ACF C4 H41 SING N N 8 ACF C4 H42 SING N N 9 ACF C5 C6 SING N N 10 ACF C5 H51 SING N N 11 ACF C5 H52 SING N N 12 ACF C6 C9 SING N N 13 ACF C6 N7 SING N N 14 ACF C6 H6 SING N N 15 ACF C9 O11 SING N N 16 ACF C9 H91 SING N N 17 ACF C9 H92 SING N N 18 ACF N7 HN7 SING N N 19 ACF N8 C17 SING N N 20 ACF N8 C20 SING N N 21 ACF C10 O11 SING N N 22 ACF C10 C12 DOUB Y N 23 ACF C10 C16 SING Y N 24 ACF C12 C13 SING Y N 25 ACF C12 CL23 SING N N 26 ACF C13 C14 DOUB Y N 27 ACF C13 H13 SING N N 28 ACF C14 C15 SING Y N 29 ACF C14 H14 SING N N 30 ACF C15 C16 DOUB Y N 31 ACF C15 C24 SING N N 32 ACF C16 H16 SING N N 33 ACF C17 C18 SING N N 34 ACF C17 C21 SING N N 35 ACF C17 H17 SING N N 36 ACF C18 C19 SING N N 37 ACF C18 H181 SING N N 38 ACF C18 H182 SING N N 39 ACF C19 C20 SING N N 40 ACF C19 H191 SING N N 41 ACF C19 H192 SING N N 42 ACF C20 H201 SING N N 43 ACF C20 H202 SING N N 44 ACF C21 N22 SING N N 45 ACF C21 H211 SING N N 46 ACF C21 H212 SING N N 47 ACF N22 H221 SING N N 48 ACF N22 H222 SING N N 49 ACF C24 O25 DOUB N N 50 ACF C24 O26 SING N N 51 ACF O26 HO26 SING N N 52 # 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 ACF SMILES ACDLabs 10.04 "O=C(O)c3cc(OCC2NC(C(=O)N1C(CN)CCC1)CC2)c(Cl)cc3" ACF SMILES_CANONICAL CACTVS 3.341 "NC[C@@H]1CCCN1C(=O)[C@@H]2CC[C@H](COc3cc(ccc3Cl)C(O)=O)N2" ACF SMILES CACTVS 3.341 "NC[CH]1CCCN1C(=O)[CH]2CC[CH](COc3cc(ccc3Cl)C(O)=O)N2" ACF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1C(=O)O)OC[C@H]2CC[C@H](N2)C(=O)N3CCC[C@H]3CN)Cl" ACF SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1C(=O)O)OCC2CCC(N2)C(=O)N3CCCC3CN)Cl" ACF InChI InChI 1.03 "InChI=1S/C18H24ClN3O4/c19-14-5-3-11(18(24)25)8-16(14)26-10-12-4-6-15(21-12)17(23)22-7-1-2-13(22)9-20/h3,5,8,12-13,15,21H,1-2,4,6-7,9-10,20H2,(H,24,25)/t12-,13+,15+/m1/s1" ACF InChIKey InChI 1.03 DUMYZIXJYDQLTO-IPYPFGDCSA-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 ACF "SYSTEMATIC NAME" ACDLabs 10.04 "3-{[(2R,5S)-5-{[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonyl}pyrrolidin-2-yl]methoxy}-4-chlorobenzoic acid" ACF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(2R,5S)-5-[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonylpyrrolidin-2-yl]methoxy]-4-chloro-benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ACF "Create component" 2006-03-09 RCSB ACF "Modify descriptor" 2011-06-04 RCSB #