data_DZO
# 
_chem_comp.id                                    DZO 
_chem_comp.name                                  3-(3-aminophenyl)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H14 Cl N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-20 
_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                        335.790 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DZO 
_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        3E7V 
_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 
DZO C4   C4   C  0 1 Y N N 8.475  -15.984 -11.942 3.810  1.464  0.400  C4   DZO 1  
DZO C3   C3   C  0 1 Y N N 11.937 -13.279 -12.898 -0.562 2.380  -0.190 C3   DZO 2  
DZO C2   C2   C  0 1 Y N N 9.157  -15.106 -11.204 2.652  0.684  0.301  C2   DZO 3  
DZO C1   C1   C  0 1 Y N N 10.155 -14.582 -12.035 1.576  1.562  0.119  C1   DZO 4  
DZO C10  C10  C  0 1 Y N N 12.471 -11.511 -10.518 -3.651 0.524  0.067  C10  DZO 5  
DZO C12  C12  C  0 1 Y N N 12.787 -10.584 -9.535  -4.127 -0.770 -0.038 C12  DZO 6  
DZO CL1  CL1  CL 0 0 N N N 11.961 -10.616 -8.021  -5.687 -1.176 0.606  CL1  DZO 7  
DZO C17  C17  C  0 1 Y N N 13.760 -9.618  -9.764  -3.360 -1.742 -0.658 C17  DZO 8  
DZO C15  C15  C  0 1 Y N N 14.414 -9.560  -10.987 -2.117 -1.422 -1.172 C15  DZO 9  
DZO C16  C16  C  0 1 Y N N 14.106 -10.486 -11.978 -1.636 -0.131 -1.069 C16  DZO 10 
DZO C9   C9   C  0 1 Y N N 13.130 -11.472 -11.764 -2.403 0.847  -0.449 C9   DZO 11 
DZO N4   N4   N  0 1 N N N 12.910 -12.342 -12.784 -1.919 2.155  -0.344 N4   DZO 12 
DZO C5   C5   C  0 1 Y N N 11.815 -13.923 -14.129 -0.061 3.699  -0.200 C5   DZO 13 
DZO C7   C7   C  0 1 Y N N 10.844 -14.912 -14.312 1.267  3.905  -0.049 C7   DZO 14 
DZO N1   N1   N  0 1 Y N N 11.101 -13.611 -11.894 0.263  1.361  -0.031 N1   DZO 15 
DZO N2   N2   N  0 1 Y N N 9.984  -15.242 -13.254 2.096  2.829  0.113  N2   DZO 16 
DZO N3   N3   N  0 1 Y N N 9.004  -16.023 -13.169 3.480  2.727  0.290  N3   DZO 17 
DZO C6   C6   C  0 1 Y N N 8.921  -14.656 -9.898  2.578  -0.794 0.374  C6   DZO 18 
DZO C8   C8   C  0 1 Y N N 7.603  -14.500 -9.459  3.425  -1.575 -0.410 C8   DZO 19 
DZO C13  C13  C  0 1 Y N N 9.954  -14.240 -9.061  1.665  -1.407 1.232  C13  DZO 20 
DZO C14  C14  C  0 1 Y N N 9.702  -13.743 -7.791  1.598  -2.784 1.299  C14  DZO 21 
DZO C18  C18  C  0 1 Y N N 8.394  -13.639 -7.359  2.434  -3.560 0.517  C18  DZO 22 
DZO C11  C11  C  0 1 Y N N 7.324  -13.979 -8.193  3.351  -2.958 -0.337 C11  DZO 23 
DZO N5   N5   N  0 1 N N N 6.056  -13.835 -7.741  4.198  -3.746 -1.120 N5   DZO 24 
DZO H4   H4   H  0 1 N N N 7.632  -16.568 -11.603 4.811  1.086  0.549  H4   DZO 25 
DZO H10  H10  H  0 1 N N N 11.720 -12.263 -10.329 -4.252 1.283  0.546  H10  DZO 26 
DZO H17  H17  H  0 1 N N N 14.008 -8.910  -8.987  -3.733 -2.752 -0.739 H17  DZO 27 
DZO H15  H15  H  0 1 N N N 15.159 -8.799  -11.168 -1.521 -2.182 -1.654 H15  DZO 28 
DZO H16  H16  H  0 1 N N N 14.625 -10.446 -12.925 -0.665 0.118  -1.471 H16  DZO 29 
DZO HN4  HN4  H  0 1 N N N 13.549 -12.284 -13.551 -2.535 2.904  -0.380 HN4  DZO 30 
DZO H5   H5   H  0 1 N N N 12.473 -13.657 -14.943 -0.731 4.536  -0.329 H5   DZO 31 
DZO H7   H7   H  0 1 N N N 10.757 -15.419 -15.262 1.668  4.907  -0.055 H7   DZO 32 
DZO H8   H8   H  0 1 N N N 6.789  -14.786 -10.108 4.136  -1.105 -1.073 H8   DZO 33 
DZO H13  H13  H  0 1 N N N 10.974 -14.306 -9.409  1.010  -0.805 1.844  H13  DZO 34 
DZO H14  H14  H  0 1 N N N 10.517 -13.442 -7.149  0.891  -3.257 1.964  H14  DZO 35 
DZO H18  H18  H  0 1 N N N 8.194  -13.288 -6.357  2.378  -4.637 0.574  H18  DZO 36 
DZO HN5  HN5  H  0 1 N N N 6.060  -13.799 -6.742  4.838  -3.325 -1.716 HN5  DZO 37 
DZO HN5A HN5A H  0 0 N N N 5.667  -12.988 -8.103  4.146  -4.713 -1.069 HN5A DZO 38 
# 
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 
DZO C4  C2   SING Y N 1  
DZO C4  N3   DOUB Y N 2  
DZO C3  N4   SING N N 3  
DZO C3  C5   SING N N 4  
DZO C3  N1   DOUB Y N 5  
DZO C2  C1   DOUB Y N 6  
DZO C2  C6   SING Y N 7  
DZO C1  N1   SING N N 8  
DZO C1  N2   SING Y N 9  
DZO C10 C12  DOUB Y N 10 
DZO C10 C9   SING Y N 11 
DZO C12 CL1  SING Y N 12 
DZO C12 C17  SING N N 13 
DZO C17 C15  DOUB N N 14 
DZO C15 C16  SING Y N 15 
DZO C16 C9   DOUB Y N 16 
DZO C9  N4   SING N N 17 
DZO C5  C7   DOUB Y N 18 
DZO C7  N2   SING N N 19 
DZO N2  N3   SING Y N 20 
DZO C6  C8   DOUB N N 21 
DZO C6  C13  SING N N 22 
DZO C8  C11  SING N N 23 
DZO C13 C14  DOUB Y N 24 
DZO C14 C18  SING N N 25 
DZO C18 C11  DOUB Y N 26 
DZO C11 N5   SING N N 27 
DZO C4  H4   SING Y N 28 
DZO C10 H10  SING Y N 29 
DZO C17 H17  SING Y N 30 
DZO C15 H15  SING Y N 31 
DZO C16 H16  SING N N 32 
DZO N4  HN4  SING Y N 33 
DZO C5  H5   SING N N 34 
DZO C7  H7   SING Y N 35 
DZO C8  H8   SING N N 36 
DZO C13 H13  SING Y N 37 
DZO C14 H14  SING N N 38 
DZO C18 H18  SING N N 39 
DZO N5  HN5  SING N N 40 
DZO N5  HN5A SING N N 41 
# 
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 
DZO SMILES           ACDLabs              10.04 Clc1cccc(c1)Nc2nc3c(cnn3cc2)c4cccc(N)c4                                                                                     
DZO InChI            InChI                1.02b InChI=1/C18H14ClN5/c19-13-4-2-6-15(10-13)22-17-7-8-24-18(23-17)16(11-21-24)12-3-1-5-14(20)9-12/h1-11H,20H2,(H,22,23)/f/h22H 
DZO InChIKey         InChI                1.02b JDNMRPIWJIDDAY-QWOVJGMICJ                                                                                                   
DZO SMILES_CANONICAL CACTVS               3.341 Nc1cccc(c1)c2cnn3ccc(Nc4cccc(Cl)c4)nc23                                                                                     
DZO SMILES           CACTVS               3.341 Nc1cccc(c1)c2cnn3ccc(Nc4cccc(Cl)c4)nc23                                                                                     
DZO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)N)c2cnn3c2nc(cc3)Nc4cccc(c4)Cl                                                                                   
DZO SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)N)c2cnn3c2nc(cc3)Nc4cccc(c4)Cl                                                                                   
# 
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 
DZO "SYSTEMATIC NAME" ACDLabs              10.04 3-(3-aminophenyl)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine 
DZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(3-aminophenyl)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine 
# 
