data_2EQ
# 
_chem_comp.id                                    2EQ 
_chem_comp.name                                  5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]isoxazole-3-carboxamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 Cl N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        457.907 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2EQ 
_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        2VCJ 
_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 
2EQ C20  C20  C  0 1 N N N 36.092 4.776  23.948 36.092 4.776  23.948 C20  2EQ 1  
2EQ C21  C21  C  0 1 N N N 37.030 3.626  23.689 37.030 3.626  23.689 C21  2EQ 2  
2EQ O4   O4   O  0 1 N N N 37.407 3.788  22.346 37.407 3.788  22.346 O4   2EQ 3  
2EQ C22  C22  C  0 1 N N N 36.411 3.329  21.506 36.411 3.329  21.506 C22  2EQ 4  
2EQ C23  C23  C  0 1 N N N 35.478 4.510  21.496 35.478 4.510  21.496 C23  2EQ 5  
2EQ N4   N4   N  0 1 N N N 35.705 5.355  22.666 35.705 5.355  22.666 N4   2EQ 6  
2EQ C19  C19  C  0 1 N N N 35.533 6.790  22.539 35.533 6.790  22.539 C19  2EQ 7  
2EQ C16  C16  C  0 1 Y N N 34.553 7.294  23.570 34.553 7.294  23.570 C16  2EQ 8  
2EQ C17  C17  C  0 1 Y N N 35.010 7.995  24.665 35.010 7.995  24.665 C17  2EQ 9  
2EQ C18  C18  C  0 1 Y N N 34.133 8.462  25.615 34.133 8.462  25.615 C18  2EQ 10 
2EQ C15  C15  C  0 1 Y N N 33.211 7.060  23.411 33.211 7.060  23.411 C15  2EQ 11 
2EQ C14  C14  C  0 1 Y N N 32.330 7.525  24.363 32.330 7.525  24.363 C14  2EQ 12 
2EQ C13  C13  C  0 1 Y N N 32.789 8.222  25.463 32.789 8.222  25.463 C13  2EQ 13 
2EQ C9   C9   C  0 1 Y N N 31.879 8.700  26.377 31.879 8.700  26.377 C9   2EQ 14 
2EQ C8   C8   C  0 1 Y N N 31.553 8.205  27.614 31.553 8.205  27.614 C8   2EQ 15 
2EQ C10  C10  C  0 1 N N N 32.159 7.011  28.304 32.159 7.011  28.304 C10  2EQ 16 
2EQ O3   O3   O  0 1 N N N 32.835 6.197  27.707 32.835 6.197  27.707 O3   2EQ 17 
2EQ N3   N3   N  0 1 N N N 32.004 7.018  29.607 32.004 7.018  29.607 N3   2EQ 18 
2EQ C11  C11  C  0 1 N N N 32.527 5.963  30.470 32.527 5.963  30.470 C11  2EQ 19 
2EQ C12  C12  C  0 1 N N N 34.028 6.110  30.646 34.028 6.110  30.646 C12  2EQ 20 
2EQ N2   N2   N  0 1 Y N N 30.636 8.974  28.152 30.636 8.974  28.152 N2   2EQ 21 
2EQ O5   O5   O  0 1 Y N N 30.343 9.989  27.247 30.343 9.989  27.247 O5   2EQ 22 
2EQ C7   C7   C  0 1 Y N N 31.112 9.814  26.161 31.112 9.814  26.161 C7   2EQ 23 
2EQ C5   C5   C  0 1 Y N N 31.135 10.616 25.032 31.135 10.616 25.032 C5   2EQ 24 
2EQ C6   C6   C  0 1 Y N N 32.342 11.012 24.487 32.342 11.012 24.487 C6   2EQ 25 
2EQ C4   C4   C  0 1 Y N N 32.368 11.817 23.356 32.368 11.817 23.356 C4   2EQ 26 
2EQ CL1  CL1  CL 0 0 N N N 33.832 12.330 22.633 33.832 12.330 22.633 CL1  2EQ 27 
2EQ C3   C3   C  0 1 Y N N 31.191 12.223 22.783 31.191 12.223 22.783 C3   2EQ 28 
2EQ O2   O2   O  0 1 N N N 31.228 12.999 21.691 31.228 12.999 21.691 O2   2EQ 29 
2EQ C2   C2   C  0 1 Y N N 29.988 11.828 23.332 29.988 11.828 23.332 C2   2EQ 30 
2EQ C1   C1   C  0 1 Y N N 29.967 11.034 24.455 29.967 11.034 24.455 C1   2EQ 31 
2EQ O1   O1   O  0 1 N N N 28.803 10.663 24.984 28.803 10.663 24.984 O1   2EQ 32 
2EQ H201 1H20 H  0 0 N N N 35.199 4.416  24.479 35.199 4.416  24.479 H201 2EQ 33 
2EQ H202 2H20 H  0 0 N N N 36.590 5.535  24.569 36.590 5.535  24.569 H202 2EQ 34 
2EQ H211 1H21 H  0 0 N N N 37.903 3.664  24.357 37.903 3.664  24.357 H211 2EQ 35 
2EQ H212 2H21 H  0 0 N N N 36.560 2.650  23.879 36.560 2.650  23.879 H212 2EQ 36 
2EQ H221 1H22 H  0 0 N N N 36.789 3.084  20.502 36.789 3.084  20.502 H221 2EQ 37 
2EQ H222 2H22 H  0 0 N N N 35.944 2.388  21.833 35.944 2.388  21.833 H222 2EQ 38 
2EQ H231 1H23 H  0 0 N N N 35.656 5.101  20.585 35.656 5.101  20.585 H231 2EQ 39 
2EQ H232 2H23 H  0 0 N N N 34.441 4.144  21.518 34.441 4.143  21.518 H232 2EQ 40 
2EQ H191 1H19 H  0 0 N N N 36.504 7.285  22.690 36.504 7.285  22.690 H191 2EQ 41 
2EQ H192 2H19 H  0 0 N N N 35.145 7.017  21.535 35.145 7.016  21.535 H192 2EQ 42 
2EQ H17  H17  H  0 1 N N N 36.068 8.179  24.778 36.068 8.179  24.778 H17  2EQ 43 
2EQ H15  H15  H  0 1 N N N 32.849 6.518  22.550 32.849 6.518  22.550 H15  2EQ 44 
2EQ H18  H18  H  0 1 N N N 34.496 9.011  26.471 34.496 9.011  26.471 H18  2EQ 45 
2EQ H14  H14  H  0 1 N N N 31.272 7.343  24.248 31.272 7.343  24.248 H14  2EQ 46 
2EQ H3   H3   H  0 1 N N N 31.507 7.778  30.026 31.507 7.778  30.026 H3   2EQ 47 
2EQ H111 1H11 H  0 0 N N N 32.041 6.030  31.455 32.041 6.030  31.455 H111 2EQ 48 
2EQ H112 2H11 H  0 0 N N N 32.318 4.988  30.005 32.318 4.988  30.005 H112 2EQ 49 
2EQ H121 1H12 H  0 0 N N N 34.512 6.146  29.659 34.512 6.146  29.659 H121 2EQ 50 
2EQ H122 2H12 H  0 0 N N N 34.244 7.039  31.193 34.243 7.040  31.193 H122 2EQ 51 
2EQ H123 3H12 H  0 0 N N N 34.416 5.251  31.213 34.416 5.251  31.213 H123 2EQ 52 
2EQ H6   H6   H  0 1 N N N 33.268 10.694 24.943 33.268 10.694 24.943 H6   2EQ 53 
2EQ H2   H2   H  0 1 N N N 31.237 13.913 21.951 31.237 13.913 21.951 H2   2EQ 54 
2EQ HA   HA   H  0 1 N N N 29.060 12.143 22.878 29.060 12.143 22.878 HA   2EQ 55 
2EQ H1   H1   H  0 1 N N N 28.896 10.575 25.925 28.896 10.575 25.925 H1   2EQ 56 
# 
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 
2EQ C20 C21  SING N N 1  
2EQ C20 N4   SING N N 2  
2EQ C21 O4   SING N N 3  
2EQ O4  C22  SING N N 4  
2EQ C22 C23  SING N N 5  
2EQ C23 N4   SING N N 6  
2EQ N4  C19  SING N N 7  
2EQ C19 C16  SING N N 8  
2EQ C16 C17  SING N N 9  
2EQ C16 C15  DOUB N N 10 
2EQ C17 C18  DOUB N N 11 
2EQ C18 C13  SING N N 12 
2EQ C15 C14  SING N N 13 
2EQ C14 C13  DOUB N N 14 
2EQ C13 C9   SING N N 15 
2EQ C9  C8   SING N N 16 
2EQ C9  C7   DOUB N N 17 
2EQ C8  C10  SING N N 18 
2EQ C8  N2   DOUB Y N 19 
2EQ C10 O3   DOUB Y N 20 
2EQ C10 N3   SING Y N 21 
2EQ N3  C11  SING N N 22 
2EQ C11 C12  SING Y N 23 
2EQ N2  O5   SING N N 24 
2EQ O5  C7   SING Y N 25 
2EQ C7  C5   SING N N 26 
2EQ C5  C6   SING Y N 27 
2EQ C5  C1   DOUB N N 28 
2EQ C6  C4   DOUB N N 29 
2EQ C4  CL1  SING Y N 30 
2EQ C4  C3   SING Y N 31 
2EQ C3  O2   SING N N 32 
2EQ C3  C2   DOUB Y N 33 
2EQ C2  C1   SING N N 34 
2EQ C1  O1   SING N N 35 
2EQ C20 H201 SING N N 36 
2EQ C20 H202 SING N N 37 
2EQ C21 H211 SING N N 38 
2EQ C21 H212 SING N N 39 
2EQ C22 H221 SING N N 40 
2EQ C22 H222 SING N N 41 
2EQ C23 H231 SING N N 42 
2EQ C23 H232 SING N N 43 
2EQ C19 H191 SING Y N 44 
2EQ C19 H192 SING Y N 45 
2EQ C17 H17  SING N N 46 
2EQ C15 H15  SING Y N 47 
2EQ C18 H18  SING Y N 48 
2EQ C14 H14  SING Y N 49 
2EQ N3  H3   SING N N 50 
2EQ C11 H111 SING N N 51 
2EQ C11 H112 SING Y N 52 
2EQ C12 H121 SING N N 53 
2EQ C12 H122 SING Y N 54 
2EQ C12 H123 SING N N 55 
2EQ C6  H6   SING Y N 56 
2EQ O2  H2   SING N N 57 
2EQ C2  HA   SING N N 58 
2EQ O1  H1   SING N N 59 
# 
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 
2EQ SMILES           ACDLabs              10.04 Clc1cc(c(O)cc1O)c2onc(C(=O)NCC)c2c3ccc(cc3)CN4CCOCC4                                                                                                                        
2EQ InChI            InChI                1.02b InChI=1/C23H24ClN3O5/c1-2-25-23(30)21-20(22(32-26-21)16-11-17(24)19(29)12-18(16)28)15-5-3-14(4-6-15)13-27-7-9-31-10-8-27/h3-6,11-12,28-29H,2,7-10,13H2,1H3,(H,25,30)/f/h25H 
2EQ InChIKey         InChI                1.02b APGOABVITLQCKW-LNNLXFCOCO                                                                                                                                                   
2EQ SMILES_CANONICAL CACTVS               3.341 CCNC(=O)c1noc(c2cc(Cl)c(O)cc2O)c1c3ccc(CN4CCOCC4)cc3                                                                                                                        
2EQ SMILES           CACTVS               3.341 CCNC(=O)c1noc(c2cc(Cl)c(O)cc2O)c1c3ccc(CN4CCOCC4)cc3                                                                                                                        
2EQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1c(c(on1)c2cc(c(cc2O)O)Cl)c3ccc(cc3)CN4CCOCC4                                                                                                                      
2EQ SMILES           "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1c(c(on1)c2cc(c(cc2O)O)Cl)c3ccc(cc3)CN4CCOCC4                                                                                                                      
# 
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 
2EQ "SYSTEMATIC NAME" ACDLabs              10.04 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]isoxazole-3-carboxamide     
2EQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(5-chloro-2,4-dihydroxy-phenyl)-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]-1,2-oxazole-3-carboxamide 
# 
