data_4BH # _chem_comp.id 4BH _chem_comp.name "4-CHLORO-6-(4-PIPERAZIN-1-YL-1H-PYRAZOL-5-YL)BENZENE-1,3-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H15 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-18 _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 294.737 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4BH _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 2CCS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 4BH CL CL CL 0 0 N N N 33.418 12.412 23.068 3.834 0.102 -1.624 CL 4BH 1 4BH C1 C1 C 0 1 Y N N 31.858 11.732 23.593 2.595 0.168 -0.410 C1 4BH 2 4BH C2 C2 C 0 1 Y N N 30.728 11.971 22.870 2.803 -0.433 0.825 C2 4BH 3 4BH O2 O2 O 0 1 N N N 30.854 12.717 21.686 3.978 -1.066 1.081 O2 4BH 4 4BH C3 C3 C 0 1 Y N N 29.478 11.476 23.229 1.817 -0.384 1.801 C3 4BH 5 4BH C4 C4 C 0 1 Y N N 29.414 10.744 24.403 0.620 0.259 1.544 C4 4BH 6 4BH O4 O4 O 0 1 N N N 28.168 10.257 24.808 -0.346 0.307 2.499 O4 4BH 7 4BH C5 C5 C 0 1 Y N N 31.822 10.956 24.730 1.402 0.807 -0.678 C5 4BH 8 4BH C6 C6 C 0 1 Y N N 30.566 10.478 25.142 0.405 0.860 0.297 C6 4BH 9 4BH C7 C7 C 0 1 Y N N 30.491 9.603 26.343 -0.872 1.549 0.016 C7 4BH 10 4BH N1 N1 N 0 1 Y N N 29.690 9.649 27.380 -1.145 2.872 0.224 N1 4BH 11 4BH N2 N2 N 0 1 Y N N 29.962 8.610 28.163 -2.466 3.106 -0.177 N2 4BH 12 4BH C8 C8 C 0 1 Y N N 30.923 7.814 27.691 -2.981 1.983 -0.611 C8 4BH 13 4BH C9 C9 C 0 1 Y N N 31.286 8.441 26.496 -2.013 0.978 -0.513 C9 4BH 14 4BH N3 N3 N 0 1 N N N 32.199 7.809 25.681 -2.174 -0.369 -0.879 N3 4BH 15 4BH C11 C11 C 0 1 N N N 31.817 7.356 24.343 -3.330 -0.875 -0.128 C11 4BH 16 4BH C12 C12 C 0 1 N N N 32.993 7.164 23.371 -3.494 -2.374 -0.383 C12 4BH 17 4BH C15 C15 C 0 1 N N N 33.483 7.388 26.254 -0.995 -1.087 -0.380 C15 4BH 18 4BH C14 C14 C 0 1 N N N 34.603 7.189 25.226 -1.158 -2.586 -0.635 C14 4BH 19 4BH N4 N4 N 0 1 N N N 34.134 6.439 24.018 -2.314 -3.091 0.116 N4 4BH 20 4BH H2 H2 H 0 1 N N N 30.882 13.643 21.896 3.864 -1.988 0.813 H2 4BH 21 4BH H3 H3 H 0 1 N N N 28.602 11.654 22.623 1.985 -0.849 2.761 H3 4BH 22 4BH H4 H4 H 0 1 N N N 28.162 10.147 25.752 -0.142 1.065 3.064 H4 4BH 23 4BH H5 H5 H 0 1 N N N 32.721 10.724 25.282 1.241 1.269 -1.641 H5 4BH 24 4BH H1 H1 H 0 1 N N N 28.994 10.346 27.552 -0.533 3.532 0.585 H1 4BH 25 4BH H8 H8 H 0 1 N N N 31.322 6.909 28.125 -3.986 1.855 -0.986 H8 4BH 26 4BH H111 1H11 H 0 0 N N N 31.180 8.144 23.914 -3.174 -0.703 0.937 H111 4BH 27 4BH H112 2H11 H 0 0 N N N 31.307 6.387 24.449 -4.230 -0.352 -0.451 H112 4BH 28 4BH H121 1H12 H 0 0 N N N 33.348 8.158 23.060 -4.383 -2.735 0.133 H121 4BH 29 4BH H122 2H12 H 0 0 N N N 32.646 6.577 22.508 -3.599 -2.550 -1.454 H122 4BH 30 4BH H151 1H15 H 0 0 N N N 33.312 6.410 26.728 -0.105 -0.726 -0.896 H151 4BH 31 4BH H152 2H15 H 0 0 N N N 33.808 8.166 26.960 -0.889 -0.910 0.690 H152 4BH 32 4BH H141 1H14 H 0 0 N N N 35.401 6.600 25.703 -0.258 -3.109 -0.312 H141 4BH 33 4BH H142 2H14 H 0 0 N N N 34.965 8.177 24.906 -1.314 -2.757 -1.700 H142 4BH 34 4BH HA HA H 0 1 N N N 33.831 5.527 24.293 -2.430 -4.058 -0.147 HA 4BH 35 # 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 4BH CL C1 SING N N 1 4BH C1 C2 DOUB Y N 2 4BH C1 C5 SING Y N 3 4BH C2 O2 SING N N 4 4BH C2 C3 SING Y N 5 4BH O2 H2 SING N N 6 4BH C3 C4 DOUB Y N 7 4BH C3 H3 SING N N 8 4BH C4 O4 SING N N 9 4BH C4 C6 SING Y N 10 4BH O4 H4 SING N N 11 4BH C5 C6 DOUB Y N 12 4BH C5 H5 SING N N 13 4BH C6 C7 SING Y N 14 4BH C7 N1 SING Y N 15 4BH C7 C9 DOUB Y N 16 4BH N1 N2 SING Y N 17 4BH N1 H1 SING N N 18 4BH N2 C8 DOUB Y N 19 4BH C8 C9 SING Y N 20 4BH C8 H8 SING N N 21 4BH C9 N3 SING N N 22 4BH N3 C11 SING N N 23 4BH N3 C15 SING N N 24 4BH C11 C12 SING N N 25 4BH C11 H111 SING N N 26 4BH C11 H112 SING N N 27 4BH C12 N4 SING N N 28 4BH C12 H121 SING N N 29 4BH C12 H122 SING N N 30 4BH C15 C14 SING N N 31 4BH C15 H151 SING N N 32 4BH C15 H152 SING N N 33 4BH C14 N4 SING N N 34 4BH C14 H141 SING N N 35 4BH C14 H142 SING N N 36 4BH N4 HA SING N N 37 # 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 4BH SMILES ACDLabs 10.04 "Clc1cc(c(O)cc1O)c2c(cnn2)N3CCNCC3" 4BH SMILES_CANONICAL CACTVS 3.341 "Oc1cc(O)c(cc1Cl)c2[nH]ncc2N3CCNCC3" 4BH SMILES CACTVS 3.341 "Oc1cc(O)c(cc1Cl)c2[nH]ncc2N3CCNCC3" 4BH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c(cc(c1Cl)O)O)c2c(cn[nH]2)N3CCNCC3" 4BH SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c(cc(c1Cl)O)O)c2c(cn[nH]2)N3CCNCC3" 4BH InChI InChI 1.03 "InChI=1S/C13H15ClN4O2/c14-9-5-8(11(19)6-12(9)20)13-10(7-16-17-13)18-3-1-15-2-4-18/h5-7,15,19-20H,1-4H2,(H,16,17)" 4BH InChIKey InChI 1.03 RFPHEBUOQYYPDO-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 4BH "SYSTEMATIC NAME" ACDLabs 10.04 "4-chloro-6-(4-piperazin-1-yl-1H-pyrazol-5-yl)benzene-1,3-diol" 4BH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-chloro-6-(4-piperazin-1-yl-2H-pyrazol-3-yl)benzene-1,3-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4BH "Create component" 2006-01-18 EBI 4BH "Modify aromatic_flag" 2011-06-04 RCSB 4BH "Modify descriptor" 2011-06-04 RCSB #