data_CR3 # _chem_comp.id CR3 _chem_comp.name "2-{5-[AMINO(IMINIO)METHYL]-1H-INDOL-2-YL}-6-(CYCLOPENTYLOXY)BENZENOLATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CRA_10433 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 335.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CR3 _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 1O2H _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 CR3 C1 C1 C 0 1 Y N N 44.140 -3.104 25.944 -5.341 0.227 -0.039 C1 CR3 1 CR3 C2 C2 C 0 1 Y N N 44.519 -1.755 25.965 -4.967 1.435 0.563 C2 CR3 2 CR3 C3 C3 C 0 1 Y N N 44.478 -1.023 27.131 -3.657 1.700 0.835 C3 CR3 3 CR3 C4 C4 C 0 1 Y N N 44.062 -1.644 28.270 -2.671 0.769 0.517 C4 CR3 4 CR3 C5 C5 C 0 1 Y N N 43.694 -2.932 28.302 -3.034 -0.451 -0.089 C5 CR3 5 CR3 C6 C6 C 0 1 Y N N 43.719 -3.710 27.147 -4.375 -0.721 -0.362 C6 CR3 6 CR3 C7 C7 C 0 1 N N N 44.187 -3.796 24.722 -6.765 -0.044 -0.327 C7 CR3 7 CR3 N1 N1 N 0 1 N N N 43.763 -5.034 24.637 -7.123 -1.193 -0.900 N1 CR3 8 CR3 N2 N2 N 1 1 N N N 44.652 -3.171 23.666 -7.692 0.860 -0.014 N2 CR3 9 CR3 N3 N3 N 0 1 Y N N 43.931 -1.195 29.466 -1.304 0.761 0.669 N3 CR3 10 CR3 CN4 CN4 C 0 1 Y N N 43.326 -3.299 29.510 -1.791 -1.195 -0.292 CN4 CR3 11 CR3 C8 C8 C 0 1 Y N N 43.497 -2.172 30.206 -0.786 -0.418 0.183 C8 CR3 12 CR3 "C1'" "C1'" C 0 1 Y N N 43.273 -2.023 31.587 0.647 -0.781 0.178 "C1'" CR3 13 CR3 "C2'" "C2'" C 0 1 Y N N 42.938 -3.133 32.360 1.040 -2.087 0.478 "C2'" CR3 14 CR3 "C3'" "C3'" C 0 1 Y N N 42.753 -3.009 33.734 2.378 -2.423 0.472 "C3'" CR3 15 CR3 "C4'" "C4'" C 0 1 Y N N 42.901 -1.785 34.351 3.336 -1.470 0.171 "C4'" CR3 16 CR3 "C5'" "C5'" C 0 1 Y N N 43.238 -0.665 33.603 2.959 -0.170 -0.129 "C5'" CR3 17 CR3 "O5'" "O5'" O 0 1 N N N 43.420 0.585 34.179 3.905 0.761 -0.425 "O5'" CR3 18 CR3 "C6'" "C6'" C 0 1 Y N N 43.419 -0.777 32.233 1.614 0.180 -0.133 "C6'" CR3 19 CR3 "O6'" "O6'" O -1 1 N N N 43.723 0.389 31.552 1.241 1.454 -0.427 "O6'" CR3 20 CR3 C1B "C1''" C 0 1 N N N 43.282 2.334 35.796 6.158 0.886 -1.332 C1B CR3 21 CR3 C2B "C2''" C 0 1 N N N 43.609 0.851 35.575 5.155 0.071 -0.498 C2B CR3 22 CR3 C3B "C3''" C 0 1 N N N 45.125 0.710 35.868 5.765 -0.069 0.912 C3B CR3 23 CR3 C4B "C4''" C 0 1 N N N 45.592 2.056 36.438 7.286 0.111 0.687 C4B CR3 24 CR3 C5B "C5''" C 0 1 N N N 44.329 2.840 36.772 7.343 1.213 -0.400 C5B CR3 25 CR3 HC2 HC2 H 0 1 N N N 44.857 -1.252 25.078 -5.723 2.164 0.814 HC2 CR3 26 CR3 HC3 HC3 H 0 1 N N N 44.772 0.014 27.151 -3.383 2.636 1.299 HC3 CR3 27 CR3 HC6 HC6 H 0 1 N N N 43.423 -4.748 27.178 -4.660 -1.656 -0.821 HC6 CR3 28 CR3 HH11 HH11 H 0 0 N N N 43.440 -5.502 25.472 -8.057 -1.371 -1.089 HH11 CR3 29 CR3 HH12 HH12 H 0 0 N N N 43.783 -5.592 23.810 -6.448 -1.851 -1.128 HH12 CR3 30 CR3 HH21 HH21 H 0 0 N N N 45.003 -2.229 23.747 -7.432 1.697 0.403 HH21 CR3 31 CR3 HH22 HH22 H 0 0 N N N 44.756 -3.613 22.780 -8.626 0.684 -0.206 HH22 CR3 32 CR3 HN3 HN3 H 0 1 N N N 44.125 -0.297 29.823 -0.782 1.479 1.061 HN3 CR3 33 CR3 HCN4 HCN4 H 0 0 N N N 42.992 -4.218 29.835 -1.693 -2.175 -0.734 HCN4 CR3 34 CR3 "HC2'" "HC2'" H 0 0 N N N 42.822 -4.099 31.893 0.297 -2.834 0.714 "HC2'" CR3 35 CR3 "HC3'" "HC3'" H 0 0 N N N 42.491 -3.873 34.327 2.679 -3.433 0.705 "HC3'" CR3 36 CR3 "HC4'" "HC4'" H 0 0 N N N 42.759 -1.720 35.417 4.381 -1.741 0.169 "HC4'" CR3 37 CR3 H1A H1A H 0 1 N N N 43.376 2.893 34.878 6.503 0.297 -2.182 H1A CR3 38 CR3 H1B H1B H 0 1 N N N 42.293 2.448 36.208 5.692 1.808 -1.681 H1B CR3 39 CR3 H2A H2A H 0 1 N N N 43.012 0.203 36.193 5.012 -0.913 -0.943 H2A CR3 40 CR3 H3A H3A H 0 1 N N N 45.304 -0.072 36.595 5.382 0.709 1.572 H3A CR3 41 CR3 H3B H3B H 0 1 N N N 45.694 0.480 34.977 5.554 -1.057 1.322 H3B CR3 42 CR3 H4A H4A H 0 1 N N N 46.223 2.580 35.733 7.735 -0.813 0.324 H4A CR3 43 CR3 H4B H4B H 0 1 N N N 46.157 1.880 37.335 7.775 0.446 1.602 H4B CR3 44 CR3 H5A H5A H 0 1 N N N 44.509 3.895 36.664 8.285 1.161 -0.947 H5A CR3 45 CR3 H5B H5B H 0 1 N N N 44.043 2.628 37.793 7.215 2.198 0.049 H5B CR3 46 # # 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 CR3 C1 C2 DOUB Y N 1 CR3 C1 C6 SING Y N 2 CR3 C1 C7 SING N N 3 CR3 C2 C3 SING Y N 4 CR3 C2 HC2 SING N N 5 CR3 C3 C4 DOUB Y N 6 CR3 C3 HC3 SING N N 7 CR3 C4 C5 SING Y N 8 CR3 C4 N3 SING Y N 9 CR3 C5 C6 DOUB Y N 10 CR3 C5 CN4 SING Y N 11 CR3 C6 HC6 SING N N 12 CR3 C7 N1 SING N N 13 CR3 C7 N2 DOUB N N 14 CR3 N1 HH11 SING N N 15 CR3 N1 HH12 SING N N 16 CR3 N2 HH21 SING N N 17 CR3 N2 HH22 SING N N 18 CR3 N3 C8 SING Y N 19 CR3 N3 HN3 SING N N 20 CR3 CN4 C8 DOUB Y N 21 CR3 CN4 HCN4 SING N N 22 CR3 C8 "C1'" SING Y N 23 CR3 "C1'" "C2'" DOUB Y N 24 CR3 "C1'" "C6'" SING Y N 25 CR3 "C2'" "C3'" SING Y N 26 CR3 "C2'" "HC2'" SING N N 27 CR3 "C3'" "C4'" DOUB Y N 28 CR3 "C3'" "HC3'" SING N N 29 CR3 "C4'" "C5'" SING Y N 30 CR3 "C4'" "HC4'" SING N N 31 CR3 "C5'" "O5'" SING N N 32 CR3 "C5'" "C6'" DOUB Y N 33 CR3 "O5'" C2B SING N N 34 CR3 "C6'" "O6'" SING N N 35 CR3 C1B C2B SING N N 36 CR3 C1B C5B SING N N 37 CR3 C1B H1A SING N N 38 CR3 C1B H1B SING N N 39 CR3 C2B C3B SING N N 40 CR3 C2B H2A SING N N 41 CR3 C3B C4B SING N N 42 CR3 C3B H3A SING N N 43 CR3 C3B H3B SING N N 44 CR3 C4B C5B SING N N 45 CR3 C4B H4A SING N N 46 CR3 C4B H4B SING N N 47 CR3 C5B H5A SING N N 48 CR3 C5B H5B SING N N 49 # # 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 CR3 SMILES ACDLabs 10.04 "[O-]c4c(OC1CCCC1)cccc4c3cc2cc(ccc2n3)\C(=[NH2+])N" CR3 SMILES_CANONICAL CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cccc(OC4CCCC4)c3[O-]" CR3 SMILES CACTVS 3.341 "NC(=[NH2+])c1ccc2[nH]c(cc2c1)c3cccc(OC4CCCC4)c3[O-]" CR3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(ccc4[nH]3)C(=[NH2+])N" CR3 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(ccc4[nH]3)C(=[NH2+])N" CR3 InChI InChI 1.03 "InChI=1S/C20H21N3O2/c21-20(22)12-8-9-16-13(10-12)11-17(23-16)15-6-3-7-18(19(15)24)25-14-4-1-2-5-14/h3,6-11,14,23-24H,1-2,4-5H2,(H3,21,22)" CR3 InChIKey InChI 1.03 CFSQPEBVGUSQII-UHFFFAOYSA-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 CR3 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{5-[amino(iminio)methyl]-1H-indol-2-yl}-6-(cyclopentyloxy)phenolate" CR3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-(amino-azaniumylidene-methyl)-1H-indol-2-yl]-6-cyclopentyloxy-phenolate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CR3 "Create component" 2003-03-14 RCSB CR3 "Modify aromatic_flag" 2011-06-04 RCSB CR3 "Modify descriptor" 2011-06-04 RCSB CR3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CR3 _pdbx_chem_comp_synonyms.name CRA_10433 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##