data_OZN
# 
_chem_comp.id                                    OZN 
_chem_comp.name                                  "2-[4-[4-[[(6Z)-5-chloranyl-6-pyrazolo[1,5-a]pyridin-3-ylidene-1H-pyrimidin-2-yl]amino]-3,5-dimethyl-pyrazol-1-yl]piperidin-1-yl]-N,N-dimethyl-ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H30 Cl N9 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-03-02 
_chem_comp.pdbx_modified_date                    2025-12-15 
_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                        508.018 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OZN 
_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        5FXS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
OZN C28  C28  C  0 1 Y N N N N N 16.279 -4.386 52.821 6.215   1.734  0.891  C28  OZN 1  
OZN C23  C23  C  0 1 Y N N N N N 14.275 -1.227 55.372 2.046   1.947  -0.796 C23  OZN 2  
OZN C27  C27  C  0 1 Y N N N N N 14.933 -4.159 53.177 5.387   0.720  0.395  C27  OZN 3  
OZN C3   C3   C  0 1 Y N N N N N 10.267 -2.566 53.477 -0.400  -1.025 0.497  C3   OZN 4  
OZN C24  C24  C  0 1 Y N N N N N 14.985 -2.205 54.728 3.411   1.900  -0.581 C24  OZN 5  
OZN C25  C25  C  0 1 Y N N N N N 14.301 -3.090 53.924 3.936   0.818  0.139  C25  OZN 6  
OZN C31  C31  C  0 1 Y N N N N N 14.255 -5.193 52.580 6.197   -0.407 0.186  C31  OZN 7  
OZN C2   C2   C  0 1 Y N N N N N 10.518 -2.865 52.099 -1.259  0.083  0.538  C2   OZN 8  
OZN C4   C4   C  0 1 Y N N N N N 9.108  -3.169 53.767 -1.118  -2.092 0.064  C4   OZN 9  
OZN C21  C21  C  0 1 Y N N N N N 12.395 -1.987 54.431 1.803   -0.036 0.359  C21  OZN 10 
OZN C32  C32  C  0 1 Y N N N N N 12.914 -5.588 52.515 5.931   -1.699 -0.291 C32  OZN 11 
OZN C33  C33  C  0 1 Y N N N N N 12.549 -6.707 51.816 6.952   -2.598 -0.384 C33  OZN 12 
OZN C34  C34  C  0 1 Y N N N N N 13.488 -7.466 51.160 8.246   -2.215 -0.001 C34  OZN 13 
OZN C35  C35  C  0 1 Y N N N N N 14.811 -7.095 51.217 8.482   -0.966 0.455  C35  OZN 14 
OZN C14  C14  C  0 1 N N N N N N 3.375  -5.559 49.533 -7.515  0.643  0.242  C14  OZN 15 
OZN C8   C8   C  0 1 N N N N N N 7.444  -5.725 51.685 -4.025  -1.928 -1.963 C8   OZN 16 
OZN C12  C12  C  0 1 N N N N N N 6.321  -3.640 51.966 -4.632  -2.473 0.396  C12  OZN 17 
OZN C9   C9   C  0 1 N N N N N N 6.148  -6.461 51.796 -4.559  -0.512 -1.734 C9   OZN 18 
OZN C11  C11  C  0 1 N N N N N N 4.999  -4.319 52.123 -5.148  -1.042 0.556  C11  OZN 19 
OZN C7   C7   C  0 1 N N N N N N 7.390  -4.504 52.506 -3.503  -2.491 -0.638 C7   OZN 20 
OZN C1   C1   C  0 1 N N N N N N 11.638 -2.463 51.194 -0.879  1.479  0.962  C1   OZN 21 
OZN C19  C19  C  0 1 N N N N N N 8.276  -3.054 55.010 -0.600  -3.493 -0.132 C19  OZN 22 
OZN C17  C17  C  0 1 N N N N N N 1.221  -6.576 49.890 -9.474  1.610  1.320  C17  OZN 23 
OZN C18  C18  C  0 1 N N N N N N 3.172  -7.182 51.303 -7.861  3.041  -0.017 C18  OZN 24 
OZN C13  C13  C  0 1 N N N N N N 4.830  -5.463 49.968 -6.267  0.770  -0.595 C13  OZN 25 
OZN N22  N22  N  0 1 Y N N N N N 12.964 -1.088 55.237 1.280   0.977  -0.319 N22  OZN 26 
OZN N29  N29  N  0 1 Y N N N N N 16.443 -5.459 52.079 7.438   1.274  0.983  N29  OZN 27 
OZN N26  N26  N  0 1 Y N N N N N 12.992 -2.982 53.770 3.103   -0.122 0.588  N26  OZN 28 
OZN N6   N6   N  0 1 Y N N N N N 9.531  -3.621 51.613 -2.446  -0.301 0.144  N6   OZN 29 
OZN N30  N30  N  0 1 Y N N N N N 15.192 -5.989 51.913 7.468   -0.058 0.553  N30  OZN 30 
OZN N5   N5   N  0 1 Y N N N N N 8.671  -3.812 52.678 -2.389  -1.667 -0.162 N5   OZN 31 
OZN N10  N10  N  0 1 N N N N N N 4.948  -5.636 51.416 -5.637  -0.549 -0.738 N10  OZN 32 
OZN N20  N20  N  0 1 N N N N N N 11.046 -1.829 54.284 0.965   -1.028 0.840  N20  OZN 33 
OZN N16  N16  N  0 1 N N N N N N 2.610  -6.418 50.227 -8.262  1.733  0.507  N16  OZN 34 
OZN O15  O15  O  0 1 N N N N N N 2.907  -4.901 48.619 -7.846  -0.440 0.675  O15  OZN 35 
OZN CL36 CL36 CL 0 0 N N N N N N 16.683 -2.267 54.959 4.450   3.150  -1.190 CL36 OZN 36 
OZN H28  H28  H  0 1 N N N N N N 17.092 -3.744 53.127 5.898   2.733  1.151  H28  OZN 37 
OZN H23  H23  H  0 1 N N N N N N 14.805 -0.541 56.016 1.608   2.769  -1.343 H23  OZN 38 
OZN H20  H20  H  0 1 N N N N N N 10.605 -1.109 54.819 1.320   -1.726 1.413  H20  OZN 39 
OZN H32  H32  H  0 1 N N N N N N 12.160 -5.004 53.021 4.929   -1.979 -0.581 H32  OZN 40 
OZN H11C H11C H  0 0 N N N N N N 11.468 -2.881 50.191 -0.670  2.083  0.079  H11C OZN 41 
OZN H12C H12C H  0 0 N N N N N N 11.682 -1.366 51.131 -1.701  1.925  1.521  H12C OZN 42 
OZN H13C H13C H  0 0 N N N N N N 12.588 -2.846 51.594 0.009   1.438  1.592  H13C OZN 43 
OZN H191 H191 H  0 0 N N N N N N 7.613  -2.180 54.929 -0.724  -4.059 0.792  H191 OZN 44 
OZN H192 H192 H  0 0 N N N N N N 7.669  -3.964 55.131 -1.159  -3.979 -0.932 H192 OZN 45 
OZN H193 H193 H  0 0 N N N N N N 8.935  -2.935 55.883 0.456   -3.457 -0.397 H193 OZN 46 
OZN H33  H33  H  0 1 N N N N N N 11.509 -6.997 51.780 6.766   -3.598 -0.748 H33  OZN 47 
OZN H34  H34  H  0 1 N N N N N N 13.190 -8.344 50.606 9.059   -2.923 -0.072 H34  OZN 48 
OZN H35  H35  H  0 1 N N N N N N 15.555 -7.687 50.705 9.483   -0.683 0.747  H35  OZN 49 
OZN H131 H131 H  0 0 N N N N N N 5.411  -6.248 49.462 -6.528  1.157  -1.580 H131 OZN 50 
OZN H132 H132 H  0 0 N N N N N N 5.226  -4.476 49.689 -5.572  1.454  -0.108 H132 OZN 51 
OZN H81C H81C H  0 0 N N N N N N 8.262  -6.369 52.040 -4.828  -2.563 -2.337 H81C OZN 52 
OZN H82C H82C H  0 0 N N N N N N 7.621  -5.452 50.634 -3.214  -1.898 -2.691 H82C OZN 53 
OZN H91C H91C H  0 0 N N N N N N 6.189  -7.339 51.134 -3.753  0.127  -1.373 H91C OZN 54 
OZN H92C H92C H  0 0 N N N N N N 6.025  -6.793 52.838 -4.945  -0.113 -2.673 H92C OZN 55 
OZN H7   H7   H  0 1 N N N N N N 7.063  -4.815 53.509 -3.161  -3.515 -0.788 H7   OZN 56 
OZN H121 H121 H  0 0 N N N N N N 6.509  -3.448 50.899 -4.254  -2.833 1.353  H121 OZN 57 
OZN H122 H122 H  0 0 N N N N N N 6.310  -2.686 52.514 -5.444  -3.118 0.058  H122 OZN 58 
OZN H111 H111 H  0 0 N N N N N N 4.812  -4.485 53.194 -5.962  -1.028 1.281  H111 OZN 59 
OZN H112 H112 H  0 0 N N N N N N 4.215  -3.666 51.711 -4.339  -0.401 0.906  H112 OZN 60 
OZN H171 H171 H  0 0 N N N N N N 0.762  -7.316 50.562 -9.223  1.750  2.372  H171 OZN 61 
OZN H172 H172 H  0 0 N N N N N N 0.705  -5.611 50.000 -10.195 2.368  1.015  H172 OZN 62 
OZN H173 H173 H  0 0 N N N N N N 1.133  -6.922 48.849 -9.906  0.619  1.180  H173 OZN 63 
OZN H181 H181 H  0 0 N N N N N N 2.394  -7.823 51.744 -6.942  2.936  -0.593 H181 OZN 64 
OZN H182 H182 H  0 0 N N N N N N 3.989  -7.810 50.919 -8.650  3.432  -0.660 H182 OZN 65 
OZN H183 H183 H  0 0 N N N N N N 3.564  -6.500 52.072 -7.694  3.729  0.812  H183 OZN 66 
# 
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 
OZN C28 C27  SING Y N 1  
OZN C28 N29  DOUB Y N 2  
OZN C23 C24  SING Y N 3  
OZN C23 N22  DOUB Y N 4  
OZN C27 C25  SING N N 5  
OZN C27 C31  DOUB Y N 6  
OZN C3  C2   SING Y N 7  
OZN C3  C4   DOUB Y N 8  
OZN C3  N20  SING N N 9  
OZN C24 C25  DOUB Y N 10 
OZN C24 CL36 SING N N 11 
OZN C25 N26  SING Y N 12 
OZN C31 C32  SING Y N 13 
OZN C31 N30  SING Y N 14 
OZN C2  C1   SING N N 15 
OZN C2  N6   DOUB Y N 16 
OZN C4  C19  SING N N 17 
OZN C4  N5   SING Y N 18 
OZN C21 N22  SING Y N 19 
OZN C21 N26  DOUB Y N 20 
OZN C21 N20  SING N N 21 
OZN C32 C33  DOUB Y N 22 
OZN C33 C34  SING Y N 23 
OZN C34 C35  DOUB Y N 24 
OZN C35 N30  SING Y N 25 
OZN C14 C13  SING N N 26 
OZN C14 N16  SING N N 27 
OZN C14 O15  DOUB N N 28 
OZN C8  C9   SING N N 29 
OZN C8  C7   SING N N 30 
OZN C12 C11  SING N N 31 
OZN C12 C7   SING N N 32 
OZN C9  N10  SING N N 33 
OZN C11 N10  SING N N 34 
OZN C7  N5   SING N N 35 
OZN C17 N16  SING N N 36 
OZN C18 N16  SING N N 37 
OZN C13 N10  SING N N 38 
OZN N29 N30  SING Y N 39 
OZN N6  N5   SING Y N 40 
OZN C28 H28  SING N N 41 
OZN C23 H23  SING N N 42 
OZN N20 H20  SING N N 43 
OZN C32 H32  SING N N 44 
OZN C1  H11C SING N N 45 
OZN C1  H12C SING N N 46 
OZN C1  H13C SING N N 47 
OZN C19 H191 SING N N 48 
OZN C19 H192 SING N N 49 
OZN C19 H193 SING N N 50 
OZN C33 H33  SING N N 51 
OZN C34 H34  SING N N 52 
OZN C35 H35  SING N N 53 
OZN C13 H131 SING N N 54 
OZN C13 H132 SING N N 55 
OZN C8  H81C SING N N 56 
OZN C8  H82C SING N N 57 
OZN C9  H91C SING N N 58 
OZN C9  H92C SING N N 59 
OZN C7  H7   SING N N 60 
OZN C12 H121 SING N N 61 
OZN C12 H122 SING N N 62 
OZN C11 H111 SING N N 63 
OZN C11 H112 SING N N 64 
OZN C17 H171 SING N N 65 
OZN C17 H172 SING N N 66 
OZN C17 H173 SING N N 67 
OZN C18 H181 SING N N 68 
OZN C18 H182 SING N N 69 
OZN C18 H183 SING N N 70 
# 
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 
OZN InChI            InChI                1.06  "InChI=1S/C25H30ClN9O/c1-16-23(17(2)35(31-16)18-8-11-33(12-9-18)15-22(36)32(3)4)29-25-27-14-20(26)24(30-25)19-13-28-34-10-6-5-7-21(19)34/h5-7,10,13-14,18H,8-9,11-12,15H2,1-4H3,(H,27,29,30)" 
OZN InChIKey         InChI                1.06  FDWQWRCUIAECJN-UHFFFAOYSA-N                                                                                                                                                                   
OZN SMILES_CANONICAL CACTVS               3.385 "CN(C)C(=O)CN1CCC(CC1)n2nc(C)c(Nc3ncc(Cl)c(n3)c4cnn5ccccc45)c2C"                                                                                                                              
OZN SMILES           CACTVS               3.385 "CN(C)C(=O)CN1CCC(CC1)n2nc(C)c(Nc3ncc(Cl)c(n3)c4cnn5ccccc45)c2C"                                                                                                                              
OZN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(c(n(n1)C2CCN(CC2)CC(=O)N(C)C)C)Nc3ncc(c(n3)c4cnn5c4cccc5)Cl"                                                                                                                            
OZN SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(c(n(n1)C2CCN(CC2)CC(=O)N(C)C)C)Nc3ncc(c(n3)c4cnn5c4cccc5)Cl"                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           OZN 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "2-[4-[4-[(5-chloranyl-4-pyrazolo[1,5-a]pyridin-3-yl-pyrimidin-2-yl)amino]-3,5-dimethyl-pyrazol-1-yl]piperidin-1-yl]-~{N},~{N}-dimethyl-ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
OZN "Create component"   2016-03-02 EBI  
OZN "Initial release"    2016-10-19 RCSB 
OZN "Modify value order" 2025-12-15 PDBE 
# 
