data_RL3
# 
_chem_comp.id                                    RL3 
_chem_comp.name                                  "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](4-methylpiperazin-1-yl)methanone" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 Br N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-06-24 
_chem_comp.pdbx_modified_date                    2014-06-13 
_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                        432.271 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RL3 
_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        4L90 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
RL3 C01 C01 C  0 1 Y N N -0.773 11.534 24.930 -2.286 -2.008 1.682  C01 RL3 1  
RL3 C02 C02 C  0 1 Y N N -0.595 12.121 23.659 -1.560 -3.167 1.466  C02 RL3 2  
RL3 C03 C03 C  0 1 Y N N 0.723  12.272 23.125 -0.428 -3.141 0.670  C03 RL3 3  
RL3 C04 C04 C  0 1 Y N N 1.799  11.873 23.863 -0.011 -1.939 0.076  C04 RL3 4  
RL3 C05 C05 C  0 1 Y N N 1.606  11.293 25.126 -0.736 -0.772 0.289  C05 RL3 5  
RL3 C06 C06 C  0 1 Y N N 0.308  11.128 25.659 -1.880 -0.802 1.089  C06 RL3 6  
RL3 C07 C07 C  0 1 N N N 0.145  10.473 27.032 -2.656 0.430  1.314  C07 RL3 7  
RL3 O08 O08 O  0 1 N N N -0.363 11.078 27.944 -2.917 0.786  2.447  O08 RL3 8  
RL3 O09 O09 O  0 1 N N N 0.894  12.844 21.888 0.280  -4.280 0.462  O09 RL3 9  
RL3 O10 O10 O  0 1 N N N -2.061 11.373 25.479 -3.395 -2.038 2.464  O10 RL3 10 
RL3 C11 C11 C  0 1 Y N N 3.224  11.897 23.439 1.198  -1.913 -0.773 C11 RL3 11 
RL3 N12 N12 N  0 1 Y N N 4.289  12.731 23.859 2.206  -0.989 -0.723 N12 RL3 12 
RL3 C13 C13 C  0 1 Y N N 5.376  12.301 23.242 3.109  -1.366 -1.688 C13 RL3 13 
RL3 N14 N14 N  0 1 Y N N 5.016  11.201 22.474 2.629  -2.459 -2.261 N14 RL3 14 
RL3 N15 N15 N  0 1 Y N N 3.736  10.983 22.637 1.509  -2.780 -1.716 N15 RL3 15 
RL3 C16 C16 C  0 1 Y N N 4.307  13.790 24.703 2.432  0.117  0.042  C16 RL3 16 
RL3 C17 C17 C  0 1 Y N N 5.521  14.437 24.898 3.546  0.859  -0.138 C17 RL3 17 
RL3 C18 C18 C  0 1 Y N N 6.691  14.051 24.303 4.487  0.500  -1.118 C18 RL3 18 
RL3 C19 C19 C  0 1 Y N N 6.613  12.934 23.437 4.275  -0.603 -1.887 C19 RL3 19 
RL3 N20 N20 N  0 1 N N N 0.614  9.129  27.227 -3.077 1.163  0.264  N20 RL3 20 
RL3 N21 N21 N  0 1 N N N 2.600  7.158  27.946 -4.703 2.012  -1.834 N21 RL3 21 
RL3 C22 C22 C  0 1 N N N 3.907  6.638  28.200 -5.835 2.064  -2.768 C22 RL3 22 
RL3 BR1 BR1 BR 0 0 N N N 5.523  15.906 26.093 3.840  2.390  0.932  BR1 RL3 23 
RL3 C24 C24 C  0 1 N N N 1.207  8.397  26.180 -2.704 0.796  -1.111 C24 RL3 24 
RL3 C25 C25 C  0 1 N N N 2.407  7.530  26.546 -3.977 0.741  -1.962 C25 RL3 25 
RL3 C26 C26 C  0 1 N N N 1.871  7.905  28.934 -5.148 2.228  -0.455 C26 RL3 26 
RL3 C27 C27 C  0 1 N N N 0.522  8.424  28.472 -3.927 2.347  0.462  C27 RL3 27 
RL3 H1  H1  H  0 1 N N N -1.451 12.455 23.092 -1.877 -4.094 1.921  H1  RL3 28 
RL3 H2  H2  H  0 1 N N N 2.462  10.968 25.699 -0.417 0.154  -0.166 H2  RL3 29 
RL3 H3  H3  H  0 1 N N N 1.820  12.872 21.677 -0.058 -4.827 -0.260 H3  RL3 30 
RL3 H4  H4  H  0 1 N N N -1.993 10.964 26.334 -4.211 -2.229 1.982  H4  RL3 31 
RL3 H5  H5  H  0 1 N N N 3.410  14.120 25.206 1.714  0.402  0.797  H5  RL3 32 
RL3 H6  H6  H  0 1 N N N 7.621  14.569 24.484 5.377  1.096  -1.260 H6  RL3 33 
RL3 H7  H7  H  0 1 N N N 7.496  12.573 22.932 4.992  -0.888 -2.642 H7  RL3 34 
RL3 H9  H9  H  0 1 N N N 3.997  6.375  29.264 -6.314 3.042  -2.704 H9  RL3 35 
RL3 H10 H10 H  0 1 N N N 4.070  5.740  27.586 -5.476 1.901  -3.784 H10 RL3 36 
RL3 H11 H11 H  0 1 N N N 4.660  7.398  27.945 -6.556 1.289  -2.508 H11 RL3 37 
RL3 H12 H12 H  0 1 N N N 1.536  9.116  25.415 -2.023 1.543  -1.517 H12 RL3 38 
RL3 H13 H13 H  0 1 N N N 0.436  7.737  25.756 -2.221 -0.182 -1.111 H13 RL3 39 
RL3 H14 H14 H  0 1 N N N 2.320  6.596  25.971 -4.610 -0.076 -1.618 H14 RL3 40 
RL3 H15 H15 H  0 1 N N N 3.309  8.073  26.228 -3.709 0.579  -3.007 H15 RL3 41 
RL3 H16 H16 H  0 1 N N N 1.707  7.252  29.804 -5.734 3.146  -0.402 H16 RL3 42 
RL3 H17 H17 H  0 1 N N N 2.485  8.767  29.233 -5.763 1.386  -0.136 H17 RL3 43 
RL3 H18 H18 H  0 1 N N N 0.123  9.106  29.237 -4.252 2.394  1.501  H18 RL3 44 
RL3 H19 H19 H  0 1 N N N -0.162 7.572  28.348 -3.365 3.246  0.209  H19 RL3 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 
RL3 O09 C03 SING N N 1  
RL3 N14 N15 SING Y N 2  
RL3 N14 C13 DOUB Y N 3  
RL3 N15 C11 DOUB Y N 4  
RL3 C03 C02 DOUB Y N 5  
RL3 C03 C04 SING Y N 6  
RL3 C13 C19 SING Y N 7  
RL3 C13 N12 SING Y N 8  
RL3 C19 C18 DOUB Y N 9  
RL3 C11 N12 SING Y N 10 
RL3 C11 C04 SING N N 11 
RL3 C02 C01 SING Y N 12 
RL3 N12 C16 SING Y N 13 
RL3 C04 C05 DOUB Y N 14 
RL3 C18 C17 SING Y N 15 
RL3 C16 C17 DOUB Y N 16 
RL3 C17 BR1 SING N N 17 
RL3 C01 O10 SING N N 18 
RL3 C01 C06 DOUB Y N 19 
RL3 C05 C06 SING Y N 20 
RL3 C06 C07 SING N N 21 
RL3 C24 C25 SING N N 22 
RL3 C24 N20 SING N N 23 
RL3 C25 N21 SING N N 24 
RL3 C07 N20 SING N N 25 
RL3 C07 O08 DOUB N N 26 
RL3 N20 C27 SING N N 27 
RL3 N21 C22 SING N N 28 
RL3 N21 C26 SING N N 29 
RL3 C27 C26 SING N N 30 
RL3 C02 H1  SING N N 31 
RL3 C05 H2  SING N N 32 
RL3 O09 H3  SING N N 33 
RL3 O10 H4  SING N N 34 
RL3 C16 H5  SING N N 35 
RL3 C18 H6  SING N N 36 
RL3 C19 H7  SING N N 37 
RL3 C22 H9  SING N N 38 
RL3 C22 H10 SING N N 39 
RL3 C22 H11 SING N N 40 
RL3 C24 H12 SING N N 41 
RL3 C24 H13 SING N N 42 
RL3 C25 H14 SING N N 43 
RL3 C25 H15 SING N N 44 
RL3 C26 H16 SING N N 45 
RL3 C26 H17 SING N N 46 
RL3 C27 H18 SING N N 47 
RL3 C27 H19 SING N N 48 
# 
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 
RL3 SMILES           ACDLabs              12.01 "O=C(N1CCN(C)CC1)c4cc(c3nnc2ccc(Br)cn23)c(O)cc4O"                                                                                       
RL3 InChI            InChI                1.03  "InChI=1S/C18H18BrN5O3/c1-22-4-6-23(7-5-22)18(27)13-8-12(14(25)9-15(13)26)17-21-20-16-3-2-11(19)10-24(16)17/h2-3,8-10,25-26H,4-7H2,1H3" 
RL3 InChIKey         InChI                1.03  MORDYVAZUXQMHB-UHFFFAOYSA-N                                                                                                             
RL3 SMILES_CANONICAL CACTVS               3.385 "CN1CCN(CC1)C(=O)c2cc(c(O)cc2O)c3nnc4ccc(Br)cn34"                                                                                       
RL3 SMILES           CACTVS               3.385 "CN1CCN(CC1)C(=O)c2cc(c(O)cc2O)c3nnc4ccc(Br)cn34"                                                                                       
RL3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)c2cc(c(cc2O)O)c3nnc4n3cc(cc4)Br"                                                                                       
RL3 SMILES           "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C(=O)c2cc(c(cc2O)O)c3nnc4n3cc(cc4)Br"                                                                                       
# 
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 
RL3 "SYSTEMATIC NAME" ACDLabs              12.01 "[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](4-methylpiperazin-1-yl)methanone"          
RL3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[5-(6-bromanyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-bis(oxidanyl)phenyl]-(4-methylpiperazin-1-yl)methanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RL3 "Create component" 2013-06-24 PDBJ 
RL3 "Initial release"  2014-06-18 RCSB 
# 
