data_2E1
# 
_chem_comp.id                                    2E1 
_chem_comp.name                                  5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-N-ETHYL-4-PIPERAZIN-1-YL-1H-PYRAZOLE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 Cl N5 O3" 
_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                    2008-10-14 
_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                        365.815 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2E1 
_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        2CCT 
_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 
2E1 C19  C19  C  0 1 N N N 33.295 6.358  23.872 -0.839 -2.892 0.911  C19  2E1 1  
2E1 C20  C20  C  0 1 N N N 32.302 7.421  24.339 -0.540 -1.409 0.692  C20  2E1 2  
2E1 C17  C17  C  0 1 N N N 34.094 8.219  25.923 1.303  -1.980 -0.664 C17  2E1 3  
2E1 C16  C16  C  0 1 N N N 35.030 7.158  25.361 1.004  -3.464 -0.445 C16  2E1 4  
2E1 N21  N21  N  0 1 N N N 32.698 8.035  25.588 0.906  -1.216 0.524  N21  2E1 5  
2E1 C3   C3   C  0 1 Y N N 31.787 8.609  26.399 1.098  0.136  0.216  C3   2E1 6  
2E1 C2   C2   C  0 1 Y N N 31.377 8.336  27.676 2.327  0.799  -0.020 C2   2E1 7  
2E1 C8   C8   C  0 1 N N N 31.848 7.224  28.437 3.669  0.187  0.008  C8   2E1 8  
2E1 N24  N24  N  0 1 N N N 34.692 6.919  23.921 -0.441 -3.657 -0.278 N24  2E1 9  
2E1 O9   O9   O  0 1 N N N 32.381 6.291  27.843 3.800  -0.975 0.343  O9   2E1 10 
2E1 N10  N10  N  0 1 N N N 31.717 7.295  29.765 4.749  0.915  -0.337 N10  2E1 11 
2E1 C26  C26  C  0 1 N N N 31.974 6.174  30.517 6.082  0.307  -0.310 C26  2E1 12 
2E1 C27  C27  C  0 1 N N N 33.454 5.848  30.790 7.123  1.341  -0.743 C27  2E1 13 
2E1 N1   N1   N  0 1 Y N N 30.541 9.270  28.114 2.050  2.064  -0.275 N1   2E1 14 
2E1 N5   N5   N  0 1 Y N N 30.349 10.164 27.135 0.785  2.274  -0.221 N5   2E1 15 
2E1 C4   C4   C  0 1 Y N N 31.092 9.812  26.068 0.129  1.115  0.085  C4   2E1 16 
2E1 C6   C6   C  0 1 Y N N 31.126 10.617 24.836 -1.331 0.939  0.239  C6   2E1 17 
2E1 C11  C11  C  0 1 Y N N 32.341 11.103 24.370 -2.138 0.768  -0.887 C11  2E1 18 
2E1 C12  C12  C  0 1 Y N N 32.374 11.865 23.207 -3.500 0.604  -0.739 C12  2E1 19 
2E1 CL25 CL25 CL 0 0 N N N 33.873 12.500 22.640 -4.503 0.390  -2.140 CL25 2E1 20 
2E1 C13  C13  C  0 1 Y N N 31.239 12.195 22.490 -4.071 0.611  0.528  C13  2E1 21 
2E1 O24  O24  O  0 1 N N N 31.341 12.944 21.348 -5.414 0.449  0.667  O24  2E1 22 
2E1 C14  C14  C  0 1 Y N N 30.008 11.700 22.967 -3.276 0.780  1.652  C14  2E1 23 
2E1 C15  C15  C  0 1 Y N N 29.978 10.926 24.138 -1.908 0.940  1.515  C15  2E1 24 
2E1 O23  O23  O  0 1 N N N 28.837 10.516 24.597 -1.128 1.106  2.615  O23  2E1 25 
2E1 H191 1H19 H  0 0 N N N 33.229 5.480  24.532 -1.906 -3.025 1.088  H191 2E1 26 
2E1 H192 2H19 H  0 0 N N N 33.055 6.061  22.840 -0.281 -3.251 1.776  H192 2E1 27 
2E1 H201 1H20 H  0 0 N N N 31.331 6.929  24.498 -0.885 -0.838 1.554  H201 2E1 28 
2E1 H202 2H20 H  0 0 N N N 32.241 8.204  23.569 -1.058 -1.062 -0.203 H202 2E1 29 
2E1 H171 1H17 H  0 0 N N N 34.165 8.150  27.019 0.745  -1.621 -1.529 H171 2E1 30 
2E1 H172 2H17 H  0 0 N N N 34.410 9.192  25.520 2.370  -1.847 -0.841 H172 2E1 31 
2E1 H161 1H16 H  0 0 N N N 34.914 6.223  25.929 1.349  -4.034 -1.307 H161 2E1 32 
2E1 H162 2H16 H  0 0 N N N 36.071 7.504  25.443 1.522  -3.810 0.449  H162 2E1 33 
2E1 H24  H24  H  0 1 N N N 35.338 6.270  23.519 -0.580 -4.631 -0.056 H24  2E1 34 
2E1 H10  H10  H  0 1 N N N 31.437 8.149  30.204 4.644  1.841  -0.604 H10  2E1 35 
2E1 H261 1H26 H  0 0 N N N 31.592 5.330  29.924 6.107  -0.543 -0.992 H261 2E1 36 
2E1 H262 2H26 H  0 0 N N N 31.489 6.321  31.493 6.305  -0.032 0.702  H262 2E1 37 
2E1 H271 1H27 H  0 0 N N N 33.525 4.892  31.330 8.114  0.888  -0.722 H271 2E1 38 
2E1 H272 2H27 H  0 0 N N N 33.899 6.648  31.399 6.899  1.680  -1.754 H272 2E1 39 
2E1 H273 3H27 H  0 0 N N N 33.995 5.770  29.835 7.097  2.190  -0.061 H273 2E1 40 
2E1 H5   H5   H  0 1 N N N 29.751 10.964 27.188 0.357  3.131  -0.375 H5   2E1 41 
2E1 H11  H11  H  0 1 N N N 33.254 10.891 24.907 -1.697 0.763  -1.872 H11  2E1 42 
2E1 HA   HA   H  0 1 N N N 31.365 13.866 21.575 -5.574 -0.501 0.752  HA   2E1 43 
2E1 H14  H14  H  0 1 N N N 29.093 11.915 22.435 -3.724 0.785  2.634  H14  2E1 44 
2E1 H23  H23  H  0 1 N N N 28.892 10.416 25.540 -0.927 0.222  2.951  H23  2E1 45 
# 
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 
2E1 C19 C20  SING N N 1  
2E1 C19 N24  SING N N 2  
2E1 C19 H191 SING N N 3  
2E1 C19 H192 SING N N 4  
2E1 C20 N21  SING N N 5  
2E1 C20 H201 SING N N 6  
2E1 C20 H202 SING N N 7  
2E1 C17 C16  SING N N 8  
2E1 C17 N21  SING N N 9  
2E1 C17 H171 SING N N 10 
2E1 C17 H172 SING N N 11 
2E1 C16 N24  SING N N 12 
2E1 C16 H161 SING N N 13 
2E1 C16 H162 SING N N 14 
2E1 N21 C3   SING N N 15 
2E1 C3  C2   SING Y N 16 
2E1 C3  C4   DOUB Y N 17 
2E1 C2  C8   SING N N 18 
2E1 C2  N1   DOUB Y N 19 
2E1 C8  O9   DOUB N N 20 
2E1 C8  N10  SING N N 21 
2E1 N24 H24  SING N N 22 
2E1 N10 C26  SING N N 23 
2E1 N10 H10  SING N N 24 
2E1 C26 C27  SING N N 25 
2E1 C26 H261 SING N N 26 
2E1 C26 H262 SING N N 27 
2E1 C27 H271 SING N N 28 
2E1 C27 H272 SING N N 29 
2E1 C27 H273 SING N N 30 
2E1 N1  N5   SING Y N 31 
2E1 N5  C4   SING Y N 32 
2E1 N5  H5   SING N N 33 
2E1 C4  C6   SING N N 34 
2E1 C6  C11  DOUB Y N 35 
2E1 C6  C15  SING Y N 36 
2E1 C11 C12  SING Y N 37 
2E1 C11 H11  SING N N 38 
2E1 C12 CL25 SING N N 39 
2E1 C12 C13  DOUB Y N 40 
2E1 C13 O24  SING N N 41 
2E1 C13 C14  SING Y N 42 
2E1 O24 HA   SING N N 43 
2E1 C14 C15  DOUB Y N 44 
2E1 C14 H14  SING N N 45 
2E1 C15 O23  SING N N 46 
2E1 O23 H23  SING N N 47 
# 
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 
2E1 SMILES           ACDLabs              10.04 Clc1cc(c(O)cc1O)c2c(c(nn2)C(=O)NCC)N3CCNCC3                                                                                                           
2E1 InChI            InChI                1.02b InChI=1/C16H20ClN5O3/c1-2-19-16(25)14-15(22-5-3-18-4-6-22)13(20-21-14)9-7-10(17)12(24)8-11(9)23/h7-8,18,23-24H,2-6H2,1H3,(H,19,25)(H,20,21)/f/h19-20H 
2E1 InChIKey         InChI                1.02b SORAKBHHTGVZCS-NPVYFSBICR                                                                                                                             
2E1 SMILES_CANONICAL CACTVS               3.341 CCNC(=O)c1n[nH]c(c2cc(Cl)c(O)cc2O)c1N3CCNCC3                                                                                                          
2E1 SMILES           CACTVS               3.341 CCNC(=O)c1n[nH]c(c2cc(Cl)c(O)cc2O)c1N3CCNCC3                                                                                                          
2E1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1c(c([nH]n1)c2cc(c(cc2O)O)Cl)N3CCNCC3                                                                                                        
2E1 SMILES           "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1c(c([nH]n1)c2cc(c(cc2O)O)Cl)N3CCNCC3                                                                                                        
# 
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 
2E1 "SYSTEMATIC NAME" ACDLabs              10.04 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-piperazin-1-yl-1H-pyrazole-3-carboxamide  
2E1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(5-chloro-2,4-dihydroxy-phenyl)-N-ethyl-4-piperazin-1-yl-1H-pyrazole-3-carboxamide 
# 
