data_18E # _chem_comp.id 18E _chem_comp.name "7-chloro-10-methyl-11H-benzo[g]pyrido[4,3-b]indol-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H11 Cl N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-21 _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 282.724 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18E _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 3OWK _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 18E C1 C1 C 0 1 Y N N 23.182 9.778 11.027 4.648 -0.106 0.012 C1 18E 1 18E O1 O1 O 0 1 N N N 23.327 10.680 10.026 6.001 0.021 0.014 O1 18E 2 18E C2 C2 C 0 1 Y N N 23.009 10.204 12.351 4.073 -1.380 0.011 C2 18E 3 18E C3 C3 C 0 1 Y N N 22.867 9.292 13.400 2.721 -1.535 0.009 C3 18E 4 18E C4 C4 C 0 1 Y N N 22.886 7.937 13.099 1.887 -0.406 0.007 C4 18E 5 18E C5 C5 C 0 1 Y N N 23.073 7.481 11.685 2.461 0.888 0.009 C5 18E 6 18E C6 C6 C 0 1 Y N N 23.211 8.426 10.685 3.858 1.021 0.016 C6 18E 7 18E C7 C7 C 0 1 Y N N 22.760 6.937 14.051 0.480 -0.542 0.004 C7 18E 8 18E C8 C8 C 0 1 Y N N 22.806 5.533 13.626 -0.312 0.606 0.002 C8 18E 9 18E C9 C9 C 0 1 Y N N 22.975 5.132 12.307 0.278 1.880 0.003 C9 18E 10 18E C10 C10 C 0 1 Y N N 23.109 6.128 11.343 1.627 2.024 0.007 C10 18E 11 18E N11 N11 N 0 1 Y N N 22.579 6.990 15.400 -0.344 -1.649 0.002 N11 18E 12 18E C12 C12 C 0 1 Y N N 22.496 5.734 15.946 -1.663 -1.261 -0.001 C12 18E 13 18E C13 C13 C 0 1 Y N N 22.634 4.768 14.847 -1.711 0.145 -0.001 C13 18E 14 18E C14 C14 C 0 1 Y N N 22.314 5.137 17.298 -2.872 -1.958 -0.003 C14 18E 15 18E C15 C15 C 0 1 N N N 22.159 6.002 18.521 -2.887 -3.464 -0.002 C15 18E 16 18E C16 C16 C 0 1 Y N N 22.285 3.742 17.413 -4.051 -1.247 -0.005 C16 18E 17 18E N17 N17 N 0 1 Y N N 22.415 2.895 16.364 -4.060 0.076 -0.005 N17 18E 18 18E C18 C18 C 0 1 Y N N 22.588 3.307 15.081 -2.947 0.784 -0.003 C18 18E 19 18E CL18 CL18 CL 0 0 N N N 22.742 2.146 13.760 -3.025 2.518 -0.003 CL18 18E 20 18E HO1 HO1 H 0 1 N N N 23.290 11.559 10.384 6.394 0.058 -0.869 HO1 18E 21 18E H2 H2 H 0 1 N N N 22.985 11.262 12.565 4.710 -2.252 0.012 H2 18E 22 18E H3 H3 H 0 1 N N N 22.746 9.632 14.418 2.290 -2.525 0.007 H3 18E 23 18E H6 H6 H 0 1 N N N 23.339 8.122 9.656 4.311 2.002 0.017 H6 18E 24 18E H9 H9 H 0 1 N N N 23.002 4.086 12.039 -0.351 2.758 0.002 H9 18E 25 18E H10 H10 H 0 1 N N N 23.244 5.848 10.309 2.063 3.012 0.008 H10 18E 26 18E H15 H15 H 0 1 N N N 21.093 6.221 18.683 -2.892 -3.828 1.025 H15 18E 27 18E H15A H15A H 0 0 N N N 22.561 5.473 19.397 -3.779 -3.819 -0.518 H15A 18E 28 18E H15B H15B H 0 0 N N N 22.709 6.943 18.376 -1.999 -3.837 -0.514 H15B 18E 29 18E H16 H16 H 0 1 N N N 22.151 3.316 18.396 -4.990 -1.781 -0.008 H16 18E 30 18E HN11 HN11 H 0 0 N N N 22.515 7.838 15.926 -0.037 -2.569 0.002 HN11 18E 31 # 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 18E O1 C1 SING N N 1 18E C6 C1 DOUB Y N 2 18E C1 C2 SING Y N 3 18E O1 HO1 SING N N 4 18E C2 C3 DOUB Y N 5 18E C2 H2 SING N N 6 18E C4 C3 SING Y N 7 18E C3 H3 SING N N 8 18E C5 C4 SING Y N 9 18E C4 C7 DOUB Y N 10 18E C6 C5 SING Y N 11 18E C10 C5 DOUB Y N 12 18E C6 H6 SING N N 13 18E C8 C7 SING Y N 14 18E C7 N11 SING Y N 15 18E C9 C8 DOUB Y N 16 18E C8 C13 SING Y N 17 18E C10 C9 SING Y N 18 18E C9 H9 SING N N 19 18E C10 H10 SING N N 20 18E N11 C12 SING Y N 21 18E C13 C12 DOUB Y N 22 18E C12 C14 SING Y N 23 18E C13 C18 SING Y N 24 18E C14 C16 DOUB Y N 25 18E C14 C15 SING N N 26 18E C15 H15 SING N N 27 18E C15 H15A SING N N 28 18E C15 H15B SING N N 29 18E N17 C16 SING Y N 30 18E C16 H16 SING N N 31 18E C18 N17 DOUB Y N 32 18E CL18 C18 SING N N 33 18E N11 HN11 SING N N 34 # 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 18E SMILES ACDLabs 12.01 "Clc4ncc(c3c4c2c(c1ccc(O)cc1cc2)n3)C" 18E SMILES_CANONICAL CACTVS 3.370 "Cc1cnc(Cl)c2c1[nH]c3c4ccc(O)cc4ccc23" 18E SMILES CACTVS 3.370 "Cc1cnc(Cl)c2c1[nH]c3c4ccc(O)cc4ccc23" 18E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cnc(c2c1[nH]c3c2ccc4c3ccc(c4)O)Cl" 18E SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cnc(c2c1[nH]c3c2ccc4c3ccc(c4)O)Cl" 18E InChI InChI 1.03 "InChI=1S/C16H11ClN2O/c1-8-7-18-16(17)13-12-4-2-9-6-10(20)3-5-11(9)15(12)19-14(8)13/h2-7,19-20H,1H3" 18E InChIKey InChI 1.03 YHLDLIFRSUMEPD-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 18E "SYSTEMATIC NAME" ACDLabs 12.01 "7-chloro-10-methyl-11H-benzo[g]pyrido[4,3-b]indol-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 18E "Create component" 2010-09-21 RCSB 18E "Modify aromatic_flag" 2011-06-04 RCSB 18E "Modify descriptor" 2011-06-04 RCSB #