data_LZD
# 
_chem_comp.id                                    LZD 
_chem_comp.name                                  4-{[(2,6-difluorophenyl)carbonyl]amino}-N-[(3S)-piperidin-3-yl]-1H-pyrazole-3-carboxamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C16 H17 F2 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-15 
_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                        349.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LZD 
_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        2VTT 
_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 
LZD C2   C2   C 0 1 N N N 33.000 9.661  65.065 33.000 9.661  65.065 C2   LZD 1  
LZD C3   C3   C 0 1 N N N 32.327 9.372  66.403 32.327 9.372  66.403 C3   LZD 2  
LZD C4   C4   C 0 1 N N N 31.588 8.039  66.369 31.588 8.039  66.369 C4   LZD 3  
LZD C5   C5   C 0 1 N N S 30.588 8.014  65.213 30.588 8.014  65.213 C5   LZD 4  
LZD N6   N6   N 0 1 N N N 29.880 6.733  65.139 29.880 6.733  65.139 N6   LZD 5  
LZD C7   C7   C 0 1 N N N 28.643 6.657  64.598 28.643 6.657  64.598 C7   LZD 6  
LZD O8   O8   O 0 1 N N N 28.066 7.635  64.130 28.066 7.635  64.130 O8   LZD 7  
LZD C9   C9   C 0 1 Y N N 28.011 5.323  64.560 28.011 5.323  64.560 C9   LZD 8  
LZD N10  N10  N 0 1 Y N N 28.467 4.259  65.277 28.467 4.259  65.277 N10  LZD 9  
LZD N11  N11  N 0 1 Y N N 27.634 3.232  64.962 27.634 3.232  64.962 N11  LZD 10 
LZD C12  C12  C 0 1 Y N N 26.671 3.618  64.094 26.671 3.618  64.094 C12  LZD 11 
LZD C13  C13  C 0 1 Y N N 26.899 4.962  63.810 26.899 4.962  63.810 C13  LZD 12 
LZD N14  N14  N 0 1 N N N 26.230 5.835  62.963 26.230 5.835  62.963 N14  LZD 13 
LZD C15  C15  C 0 1 N N N 25.284 5.499  62.066 25.284 5.499  62.066 C15  LZD 14 
LZD O16  O16  O 0 1 N N N 24.809 4.363  61.981 24.809 4.363  61.981 O16  LZD 15 
LZD C17  C17  C 0 1 Y N N 24.831 6.597  61.158 24.831 6.597  61.158 C17  LZD 16 
LZD C18  C18  C 0 1 Y N N 25.721 7.234  60.286 25.721 7.234  60.286 C18  LZD 17 
LZD F19  F19  F 0 1 N N N 27.013 6.846  60.285 27.013 6.846  60.285 F19  LZD 18 
LZD C20  C20  C 0 1 Y N N 25.299 8.258  59.436 25.299 8.258  59.436 C20  LZD 19 
LZD C21  C21  C 0 1 Y N N 23.969 8.647  59.443 23.969 8.647  59.443 C21  LZD 20 
LZD C22  C22  C 0 1 Y N N 23.071 8.022  60.298 23.071 8.022  60.298 C22  LZD 21 
LZD C23  C23  C 0 1 Y N N 23.514 7.003  61.141 23.514 7.003  61.141 C23  LZD 22 
LZD F24  F24  F 0 1 N N N 22.650 6.398  61.977 22.650 6.398  61.977 F24  LZD 23 
LZD C25  C25  C 0 1 N N N 31.295 8.335  63.884 31.295 8.335  63.884 C25  LZD 24 
LZD N26  N26  N 0 1 N N N 31.997 9.648  63.962 31.997 9.648  63.962 N26  LZD 25 
LZD H2C1 1H2C H 0 0 N N N 33.476 10.652 65.108 33.476 10.652 65.108 H2C1 LZD 26 
LZD H2C2 2H2C H 0 0 N N N 33.754 8.884  64.870 33.754 8.884  64.870 H2C2 LZD 27 
LZD H3C1 1H3C H 0 0 N N N 33.096 9.334  67.188 33.096 9.334  67.188 H3C1 LZD 28 
LZD H3C2 2H3C H 0 0 N N N 31.599 10.171 66.609 31.599 10.171 66.609 H3C2 LZD 29 
LZD H26  H26  H 0 1 N N N 31.322 10.366 64.130 31.322 10.366 64.130 H26  LZD 30 
LZD H4C1 1H4C H 0 0 N N N 32.316 7.226  66.234 32.316 7.226  66.234 H4C1 LZD 31 
LZD H4C2 2H4C H 0 0 N N N 31.043 7.908  67.316 31.043 7.908  67.316 H4C2 LZD 32 
LZD H5   H5   H 0 1 N N N 29.833 8.791  65.402 29.833 8.792  65.402 H5   LZD 33 
LZD H6   H6   H 0 1 N N N 30.317 5.906  65.493 30.317 5.906  65.493 H6   LZD 34 
LZD H251 1H25 H 0 0 N N N 32.031 7.547  63.670 32.032 7.547  63.670 H251 LZD 35 
LZD H252 2H25 H 0 0 N N N 30.540 8.385  63.085 30.540 8.384  63.085 H252 LZD 36 
LZD H12  H12  H 0 1 N N N 25.878 3.002  63.697 25.878 3.002  63.697 H12  LZD 37 
LZD H20  H20  H 0 1 N N N 26.004 8.744  58.778 26.004 8.743  58.778 H20  LZD 38 
LZD H21  H21  H 0 1 N N N 23.632 9.434  58.785 23.632 9.434  58.785 H21  LZD 39 
LZD H22  H22  H 0 1 N N N 22.034 8.324  60.310 22.034 8.324  60.310 H22  LZD 40 
LZD H11  H11  H 0 1 N N N 27.722 2.305  65.327 27.722 2.305  65.327 H11  LZD 41 
LZD H14  H14  H 0 1 N N N 26.473 6.803  63.025 26.473 6.803  63.025 H14  LZD 42 
# 
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 
LZD C2  C3   SING N N 1  
LZD C2  N26  SING N N 2  
LZD C3  C4   SING N N 3  
LZD C4  C5   SING N N 4  
LZD C5  N6   SING N N 5  
LZD C5  C25  SING N N 6  
LZD N6  C7   SING N N 7  
LZD C7  O8   DOUB N N 8  
LZD C7  C9   SING N N 9  
LZD C9  N10  DOUB N N 10 
LZD C9  C13  SING N N 11 
LZD N10 N11  SING N N 12 
LZD N11 C12  SING N N 13 
LZD C12 C13  DOUB N N 14 
LZD C13 N14  SING N N 15 
LZD N14 C15  SING N N 16 
LZD C15 O16  DOUB N N 17 
LZD C15 C17  SING Y N 18 
LZD C17 C18  SING Y N 19 
LZD C17 C23  DOUB Y N 20 
LZD C18 F19  SING Y N 21 
LZD C18 C20  DOUB N N 22 
LZD C20 C21  SING Y N 23 
LZD C21 C22  DOUB N N 24 
LZD C22 C23  SING N N 25 
LZD C23 F24  SING N N 26 
LZD C25 N26  SING N N 27 
LZD C2  H2C1 SING N N 28 
LZD C2  H2C2 SING N N 29 
LZD C3  H3C1 SING Y N 30 
LZD C3  H3C2 SING Y N 31 
LZD N26 H26  SING N N 32 
LZD C4  H4C1 SING Y N 33 
LZD C4  H4C2 SING Y N 34 
LZD C5  H5   SING N N 35 
LZD N6  H6   SING Y N 36 
LZD C25 H251 SING N N 37 
LZD C25 H252 SING Y N 38 
LZD C12 H12  SING N N 39 
LZD C20 H20  SING N N 40 
LZD C21 H21  SING N N 41 
LZD C22 H22  SING N N 42 
LZD N11 H11  SING N N 43 
LZD N14 H14  SING N N 44 
# 
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 
LZD SMILES           ACDLabs              10.04 O=C(NC1CCCNC1)c3nncc3NC(=O)c2c(F)cccc2F                                                                                                                                  
LZD InChI            InChI                1.02b InChI=1/C16H17F2N5O2/c17-10-4-1-5-11(18)13(10)15(24)22-12-8-20-23-14(12)16(25)21-9-3-2-6-19-7-9/h1,4-5,8-9,19H,2-3,6-7H2,(H,20,23)(H,21,25)(H,22,24)/t9-/m0/s1/f/h20-22H 
LZD InChIKey         InChI                1.02b KOMNQBZWMCFDTQ-MPRZEQRODI                                                                                                                                                
LZD SMILES_CANONICAL CACTVS               3.341 Fc1cccc(F)c1C(=O)Nc2c[nH]nc2C(=O)N[C@H]3CCCNC3                                                                                                                           
LZD SMILES           CACTVS               3.341 Fc1cccc(F)c1C(=O)Nc2c[nH]nc2C(=O)N[CH]3CCCNC3                                                                                                                            
LZD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)F)C(=O)Nc2c[nH]nc2C(=O)N[C@H]3CCCNC3)F                                                                                                                       
LZD SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)F)C(=O)Nc2c[nH]nc2C(=O)NC3CCCNC3)F                                                                                                                           
# 
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 
LZD "SYSTEMATIC NAME" ACDLabs              10.04 4-{[(2,6-difluorophenyl)carbonyl]amino}-N-[(3S)-piperidin-3-yl]-1H-pyrazole-3-carboxamide 
LZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[(2,6-difluorophenyl)carbonylamino]-N-[(3S)-piperidin-3-yl]-1H-pyrazole-3-carboxamide   
# 
