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 H31 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 2016-10-14 _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 509.026 _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 Y _chem_comp.pdbx_model_coordinates_db_code 5FXS _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 OZN C28 C28 C 0 1 N N N 16.279 -4.386 52.821 ? ? ? C28 OZN 1 OZN C23 C23 C 0 1 N N N 14.275 -1.227 55.372 ? ? ? C23 OZN 2 OZN C27 C27 C 0 1 N N N 14.933 -4.159 53.177 ? ? ? C27 OZN 3 OZN C3 C3 C 0 1 Y N N 10.267 -2.566 53.477 ? ? ? C3 OZN 4 OZN C24 C24 C 0 1 N N N 14.985 -2.205 54.728 ? ? ? C24 OZN 5 OZN C25 C25 C 0 1 N N N 14.301 -3.090 53.924 ? ? ? C25 OZN 6 OZN C31 C31 C 0 1 Y N N 14.255 -5.193 52.580 ? ? ? C31 OZN 7 OZN C2 C2 C 0 1 Y N N 10.518 -2.865 52.099 ? ? ? C2 OZN 8 OZN C4 C4 C 0 1 Y N N 9.108 -3.169 53.767 ? ? ? C4 OZN 9 OZN C21 C21 C 0 1 N N N 12.395 -1.987 54.431 ? ? ? C21 OZN 10 OZN C32 C32 C 0 1 Y N N 12.914 -5.588 52.515 ? ? ? C32 OZN 11 OZN C33 C33 C 0 1 Y N N 12.549 -6.707 51.816 ? ? ? C33 OZN 12 OZN C34 C34 C 0 1 Y N N 13.488 -7.466 51.160 ? ? ? C34 OZN 13 OZN C35 C35 C 0 1 Y N N 14.811 -7.095 51.217 ? ? ? C35 OZN 14 OZN C14 C14 C 0 1 N N N 3.375 -5.559 49.533 ? ? ? C14 OZN 15 OZN C8 C8 C 0 1 N N N 7.444 -5.725 51.685 ? ? ? C8 OZN 16 OZN C12 C12 C 0 1 N N N 6.321 -3.640 51.966 ? ? ? C12 OZN 17 OZN C9 C9 C 0 1 N N N 6.148 -6.461 51.796 ? ? ? C9 OZN 18 OZN C11 C11 C 0 1 N N N 4.999 -4.319 52.123 ? ? ? C11 OZN 19 OZN C7 C7 C 0 1 N N N 7.390 -4.504 52.506 ? ? ? C7 OZN 20 OZN C1 C1 C 0 1 N N N 11.638 -2.463 51.194 ? ? ? C1 OZN 21 OZN C19 C19 C 0 1 N N N 8.276 -3.054 55.010 ? ? ? C19 OZN 22 OZN C17 C17 C 0 1 N N N 1.221 -6.576 49.890 ? ? ? C17 OZN 23 OZN C18 C18 C 0 1 N N N 3.172 -7.182 51.303 ? ? ? C18 OZN 24 OZN C13 C13 C 0 1 N N N 4.830 -5.463 49.968 ? ? ? C13 OZN 25 OZN N22 N22 N 0 1 N N N 12.964 -1.088 55.237 ? ? ? N22 OZN 26 OZN N29 N29 N 0 1 N N N 16.443 -5.459 52.079 ? ? ? N29 OZN 27 OZN N26 N26 N 0 1 N N N 12.992 -2.982 53.770 ? ? ? N26 OZN 28 OZN N6 N6 N 0 1 Y N N 9.531 -3.621 51.613 ? ? ? N6 OZN 29 OZN N30 N30 N 0 1 Y N N 15.192 -5.989 51.913 ? ? ? N30 OZN 30 OZN N5 N5 N 0 1 Y N N 8.671 -3.812 52.678 ? ? ? N5 OZN 31 OZN N10 N10 N 0 1 N N N 4.948 -5.636 51.416 ? ? ? N10 OZN 32 OZN N20 N20 N 0 1 N N N 11.046 -1.829 54.284 ? ? ? N20 OZN 33 OZN N16 N16 N 0 1 N N N 2.610 -6.418 50.227 ? ? ? N16 OZN 34 OZN O15 O15 O 0 1 N N N 2.907 -4.901 48.619 ? ? ? O15 OZN 35 OZN CL36 CL36 CL 0 0 N N N 16.683 -2.267 54.959 ? ? ? CL36 OZN 36 OZN H28 H28 H 0 1 N N N 17.092 -3.744 53.127 ? ? ? H28 OZN 37 OZN H23 H23 H 0 1 N N N 14.805 -0.541 56.016 ? ? ? H23 OZN 38 OZN H20 H20 H 0 1 N N N 10.605 -1.109 54.819 ? ? ? H20 OZN 39 OZN H26 H26 H 0 1 N N N 12.476 -3.612 53.189 ? ? ? H26 OZN 40 OZN H32 H32 H 0 1 N N N 12.160 -5.004 53.021 ? ? ? H32 OZN 41 OZN H11C H11C H 0 0 N N N 11.468 -2.881 50.191 ? ? ? H11C OZN 42 OZN H12C H12C H 0 0 N N N 11.682 -1.366 51.131 ? ? ? H12C OZN 43 OZN H13C H13C H 0 0 N N N 12.588 -2.846 51.594 ? ? ? H13C OZN 44 OZN H191 H191 H 0 0 N N N 7.613 -2.180 54.929 ? ? ? H191 OZN 45 OZN H192 H192 H 0 0 N N N 7.669 -3.964 55.131 ? ? ? H192 OZN 46 OZN H193 H193 H 0 0 N N N 8.935 -2.935 55.883 ? ? ? H193 OZN 47 OZN H33 H33 H 0 1 N N N 11.509 -6.997 51.780 ? ? ? H33 OZN 48 OZN H34 H34 H 0 1 N N N 13.190 -8.344 50.606 ? ? ? H34 OZN 49 OZN H35 H35 H 0 1 N N N 15.555 -7.687 50.705 ? ? ? H35 OZN 50 OZN H131 H131 H 0 0 N N N 5.411 -6.248 49.462 ? ? ? H131 OZN 51 OZN H132 H132 H 0 0 N N N 5.226 -4.476 49.689 ? ? ? H132 OZN 52 OZN H81C H81C H 0 0 N N N 8.262 -6.369 52.040 ? ? ? H81C OZN 53 OZN H82C H82C H 0 0 N N N 7.621 -5.452 50.634 ? ? ? H82C OZN 54 OZN H91C H91C H 0 0 N N N 6.189 -7.339 51.134 ? ? ? H91C OZN 55 OZN H92C H92C H 0 0 N N N 6.025 -6.793 52.838 ? ? ? H92C OZN 56 OZN H7 H7 H 0 1 N N N 7.063 -4.815 53.509 ? ? ? H7 OZN 57 OZN H121 H121 H 0 0 N N N 6.509 -3.448 50.899 ? ? ? H121 OZN 58 OZN H122 H122 H 0 0 N N N 6.310 -2.686 52.514 ? ? ? H122 OZN 59 OZN H111 H111 H 0 0 N N N 4.812 -4.485 53.194 ? ? ? H111 OZN 60 OZN H112 H112 H 0 0 N N N 4.215 -3.666 51.711 ? ? ? H112 OZN 61 OZN H171 H171 H 0 0 N N N 0.762 -7.316 50.562 ? ? ? H171 OZN 62 OZN H172 H172 H 0 0 N N N 0.705 -5.611 50.000 ? ? ? H172 OZN 63 OZN H173 H173 H 0 0 N N N 1.133 -6.922 48.849 ? ? ? H173 OZN 64 OZN H181 H181 H 0 0 N N N 2.394 -7.823 51.744 ? ? ? H181 OZN 65 OZN H182 H182 H 0 0 N N N 3.989 -7.810 50.919 ? ? ? H182 OZN 66 OZN H183 H183 H 0 0 N N N 3.564 -6.500 52.072 ? ? ? H183 OZN 67 # # 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 N N 1 OZN C28 N29 DOUB N N 2 OZN C23 C24 DOUB N N 3 OZN C23 N22 SING N N 4 OZN C27 C25 DOUB N Z 5 OZN C27 C31 SING N 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 SING N N 10 OZN C24 CL36 SING N N 11 OZN C25 N26 SING N N 12 OZN C31 C32 SING Y N 13 OZN C31 N30 DOUB 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 DOUB N N 19 OZN C21 N26 SING N 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 N 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 N26 H26 SING N N 44 OZN C32 H32 SING N N 45 OZN C1 H11C SING N N 46 OZN C1 H12C SING N N 47 OZN C1 H13C SING N N 48 OZN C19 H191 SING N N 49 OZN C19 H192 SING N N 50 OZN C19 H193 SING N N 51 OZN C33 H33 SING N N 52 OZN C34 H34 SING N N 53 OZN C35 H35 SING N N 54 OZN C13 H131 SING N N 55 OZN C13 H132 SING N N 56 OZN C8 H81C SING N N 57 OZN C8 H82C SING N N 58 OZN C9 H91C SING N N 59 OZN C9 H92C SING N N 60 OZN C7 H7 SING N N 61 OZN C12 H121 SING N N 62 OZN C12 H122 SING N N 63 OZN C11 H111 SING N N 64 OZN C11 H112 SING N N 65 OZN C17 H171 SING N N 66 OZN C17 H172 SING N N 67 OZN C17 H173 SING N N 68 OZN C18 H181 SING N N 69 OZN C18 H182 SING N N 70 OZN C18 H183 SING N N 71 # # 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 1.03 "InChI=1S/C25H31ClN9O/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,(H2,27,29,30)/b24-19-" OZN InChIKey InChI 1.03 AMADJQZSXUFWNT-CLCOLTQESA-N OZN SMILES_CANONICAL CACTVS 3.385 "CN(C)C(=O)CN1CCC(CC1)n2nc(C)c(NC3=NC=C(Cl)\C(N3)=C4/C=Nn5ccccc45)c2C" OZN SMILES CACTVS 3.385 "CN(C)C(=O)CN1CCC(CC1)n2nc(C)c(NC3=NC=C(Cl)C(N3)=C4C=Nn5ccccc45)c2C" OZN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n(n1)C2CCN(CC2)CC(=O)N(C)C)C)NC3=NC=C(/C(=C/4\C=N[N]5=C4C=CC=C5)/N3)Cl" OZN SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n(n1)C2CCN(CC2)CC(=O)N(C)C)C)NC3=NC=C(C(=C4C=N[N]5=C4C=CC=C5)N3)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 1.7.6 _pdbx_chem_comp_identifier.identifier "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" # # 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 ##