data_8CA # _chem_comp.id 8CA _chem_comp.name "9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-13 _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 305.370 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8CA _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 3FR2 _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 8CA O1 O1 O 0 1 N N N 17.602 5.164 1.055 -1.787 2.082 -1.859 O1 8CA 1 8CA C7 C7 C 0 1 N N N 18.040 6.088 1.723 -1.647 2.276 -0.667 C7 8CA 2 8CA O2 O2 O 0 1 N N N 17.400 7.254 1.638 -2.728 2.458 0.117 O2 8CA 3 8CA C1 C1 C 0 1 Y N N 19.146 5.840 2.700 -0.296 2.305 -0.079 C1 8CA 4 8CA C2 C2 C 0 1 Y N N 18.843 6.032 4.038 0.172 3.461 0.545 C2 8CA 5 8CA C3 C3 C 0 1 Y N N 19.770 5.823 5.053 1.438 3.494 1.099 C3 8CA 6 8CA C4 C4 C 0 1 Y N N 21.078 5.400 4.829 2.258 2.387 1.044 C4 8CA 7 8CA C5 C5 C 0 1 Y N N 21.479 5.167 3.526 1.814 1.217 0.425 C5 8CA 8 8CA C8 C8 C 0 1 Y N N 22.736 4.743 2.894 2.400 -0.100 0.194 C8 8CA 9 8CA C13 C13 C 0 1 N N N 24.041 4.360 3.535 3.764 -0.593 0.603 C13 8CA 10 8CA C12 C12 C 0 1 N N N 25.109 4.173 2.465 3.773 -2.125 0.516 C12 8CA 11 8CA C11 C11 C 0 1 N N N 24.645 3.603 1.123 3.217 -2.557 -0.844 C11 8CA 12 8CA C10 C10 C 0 1 N N N 23.483 4.345 0.441 1.713 -2.265 -0.899 C10 8CA 13 8CA C9 C9 C 0 1 Y N N 22.423 4.735 1.444 1.487 -0.834 -0.469 C9 8CA 14 8CA N1 N1 N 0 1 Y N N 21.119 5.100 1.220 0.362 -0.085 -0.676 N1 8CA 15 8CA C6 C6 C 0 1 Y N N 20.532 5.372 2.401 0.525 1.167 -0.139 C6 8CA 16 8CA C20 C20 C 0 1 N N N 20.511 5.260 -0.100 -0.843 -0.552 -1.366 C20 8CA 17 8CA C19 C19 C 0 1 Y N N 20.190 4.050 -0.926 -1.717 -1.305 -0.396 C19 8CA 18 8CA C18 C18 C 0 1 Y N N 20.298 2.777 -0.400 -2.754 -0.656 0.248 C18 8CA 19 8CA C17 C17 C 0 1 Y N N 19.997 1.679 -1.208 -3.555 -1.346 1.138 C17 8CA 20 8CA C16 C16 C 0 1 Y N N 19.566 1.873 -2.520 -3.319 -2.685 1.385 C16 8CA 21 8CA C15 C15 C 0 1 Y N N 19.461 3.161 -3.041 -2.283 -3.335 0.742 C15 8CA 22 8CA C14 C14 C 0 1 Y N N 19.770 4.257 -2.239 -1.485 -2.646 -0.153 C14 8CA 23 8CA HO2 HO2 H 0 1 N N N 16.668 7.171 1.039 -3.593 2.427 -0.314 HO2 8CA 24 8CA H2 H2 H 0 1 N N N 17.848 6.357 4.303 -0.459 4.336 0.596 H2 8CA 25 8CA H3 H3 H 0 1 N N N 19.458 5.998 6.072 1.788 4.396 1.579 H3 8CA 26 8CA H4 H4 H 0 1 N N N 21.762 5.257 5.652 3.246 2.425 1.480 H4 8CA 27 8CA H13 H13 H 0 1 N N N 24.354 5.156 4.227 4.518 -0.184 -0.069 H13 8CA 28 8CA H13A H13A H 0 0 N N N 23.911 3.417 4.086 3.975 -0.280 1.625 H13A 8CA 29 8CA H12 H12 H 0 1 N N N 25.543 5.164 2.264 4.794 -2.489 0.624 H12 8CA 30 8CA H12A H12A H 0 0 N N N 25.807 3.428 2.874 3.152 -2.538 1.311 H12A 8CA 31 8CA H11 H11 H 0 1 N N N 25.504 3.638 0.437 3.724 -2.005 -1.636 H11 8CA 32 8CA H11A H11A H 0 0 N N N 24.270 2.592 1.340 3.384 -3.625 -0.982 H11A 8CA 33 8CA H10 H10 H 0 1 N N N 23.873 5.255 -0.038 1.351 -2.403 -1.918 H10 8CA 34 8CA H10A H10A H 0 0 N N N 23.030 3.675 -0.305 1.184 -2.938 -0.225 H10A 8CA 35 8CA H20 H20 H 0 1 N N N 19.556 5.780 0.064 -1.391 0.303 -1.760 H20 8CA 36 8CA H20A H20A H 0 0 N N N 21.287 5.776 -0.684 -0.560 -1.212 -2.186 H20A 8CA 37 8CA H18 H18 H 0 1 N N N 20.611 2.633 0.623 -2.938 0.391 0.056 H18 8CA 38 8CA H17 H17 H 0 1 N N N 20.098 0.678 -0.816 -4.365 -0.838 1.641 H17 8CA 39 8CA H16 H16 H 0 1 N N N 19.313 1.022 -3.135 -3.945 -3.224 2.081 H16 8CA 40 8CA H15 H15 H 0 1 N N N 19.141 3.309 -4.062 -2.098 -4.381 0.935 H15 8CA 41 8CA H14 H14 H 0 1 N N N 19.685 5.260 -2.631 -0.675 -3.153 -0.656 H14 8CA 42 # 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 8CA O1 C7 DOUB N N 1 8CA O2 C7 SING N N 2 8CA C7 C1 SING N N 3 8CA O2 HO2 SING N N 4 8CA C6 C1 DOUB Y N 5 8CA C1 C2 SING Y N 6 8CA C2 C3 DOUB Y N 7 8CA C2 H2 SING N N 8 8CA C4 C3 SING Y N 9 8CA C3 H3 SING N N 10 8CA C5 C4 DOUB Y N 11 8CA C4 H4 SING N N 12 8CA C6 C5 SING Y N 13 8CA C8 C5 SING Y N 14 8CA C9 C8 DOUB Y N 15 8CA C8 C13 SING N N 16 8CA C12 C13 SING N N 17 8CA C13 H13 SING N N 18 8CA C13 H13A SING N N 19 8CA C11 C12 SING N N 20 8CA C12 H12 SING N N 21 8CA C12 H12A SING N N 22 8CA C10 C11 SING N N 23 8CA C11 H11 SING N N 24 8CA C11 H11A SING N N 25 8CA C10 C9 SING N N 26 8CA C10 H10 SING N N 27 8CA C10 H10A SING N N 28 8CA N1 C9 SING Y N 29 8CA C20 N1 SING N N 30 8CA N1 C6 SING Y N 31 8CA C19 C20 SING N N 32 8CA C20 H20 SING N N 33 8CA C20 H20A SING N N 34 8CA C14 C19 DOUB Y N 35 8CA C19 C18 SING Y N 36 8CA C17 C18 DOUB Y N 37 8CA C18 H18 SING N N 38 8CA C16 C17 SING Y N 39 8CA C17 H17 SING N N 40 8CA C15 C16 DOUB Y N 41 8CA C16 H16 SING N N 42 8CA C15 C14 SING Y N 43 8CA C15 H15 SING N N 44 8CA C14 H14 SING N N 45 # 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 8CA SMILES ACDLabs 10.04 "O=C(O)c4c1c(c3c(n1Cc2ccccc2)CCCC3)ccc4" 8CA SMILES_CANONICAL CACTVS 3.341 "OC(=O)c1cccc2c3CCCCc3n(Cc4ccccc4)c12" 8CA SMILES CACTVS 3.341 "OC(=O)c1cccc2c3CCCCc3n(Cc4ccccc4)c12" 8CA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cn2c3c(c4c2c(ccc4)C(=O)O)CCCC3" 8CA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cn2c3c(c4c2c(ccc4)C(=O)O)CCCC3" 8CA InChI InChI 1.03 "InChI=1S/C20H19NO2/c22-20(23)17-11-6-10-16-15-9-4-5-12-18(15)21(19(16)17)13-14-7-2-1-3-8-14/h1-3,6-8,10-11H,4-5,9,12-13H2,(H,22,23)" 8CA InChIKey InChI 1.03 VDOXYKGIKBUISK-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 8CA "SYSTEMATIC NAME" ACDLabs 10.04 "9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid" 8CA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "9-(phenylmethyl)-5,6,7,8-tetrahydrocarbazole-1-carboxylic 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 8CA "Create component" 2009-01-13 RCSB 8CA "Modify aromatic_flag" 2011-06-04 RCSB 8CA "Modify descriptor" 2011-06-04 RCSB #