data_7YS
# 
_chem_comp.id                                    7YS 
_chem_comp.name                                  "(10R)-7-amino-11-chloro-12-fluoro-1-(2-hydroxyethyl)-3,10,16-trimethyl-16,17-dihydro-1H-8,4-(azeno)pyrazolo[4,3-h][2,5,11]benzoxadiazacyclotetradecin-15(10H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 Cl F N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-12-13 
_chem_comp.pdbx_modified_date                    2017-07-21 
_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                        460.889 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7YS 
_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        5U6C 
_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 
7YS N3   N1  N  0 1 Y N N -2.053 -22.949 -18.048 -0.833 -3.831 0.577  N3   7YS 1  
7YS C4   C1  C  0 1 Y N N -2.092 -22.018 -17.048 -1.889 -3.042 0.468  C4   7YS 2  
7YS C5   C2  C  0 1 Y N N -2.941 -20.898 -17.100 -1.747 -1.699 -0.056 C5   7YS 3  
7YS C7   C3  C  0 1 Y N N -2.957 -19.891 -16.033 -2.933 -0.828 -0.239 C7   7YS 4  
7YS C8   C4  C  0 1 Y N N -2.723 -20.012 -14.608 -4.268 -1.261 -0.469 C8   7YS 5  
7YS C15  C5  C  0 1 Y N N -4.733 -17.922 -20.271 1.867  1.241  -0.501 C15  7YS 6  
7YS C17  C6  C  0 1 N N R -5.381 -20.418 -20.434 2.585  -1.130 0.212  C17  7YS 7  
7YS C20  C7  C  0 1 Y N N -3.725 -19.221 -22.114 4.143  0.775  0.045  C20  7YS 8  
7YS C21  C8  C  0 1 Y N N -3.039 -18.037 -22.524 4.481  2.079  -0.243 C21  7YS 9  
7YS C22  C9  C  0 1 Y N N -3.190 -16.818 -21.831 3.492  2.979  -0.651 C22  7YS 10 
7YS C28  C10 C  0 1 N N N -3.254 -16.565 -14.555 -4.770 2.293  -0.309 C28  7YS 11 
7YS C1   C11 C  0 1 Y N N -3.719 -21.674 -19.203 0.468  -2.064 -0.339 C1   7YS 12 
7YS C2   C12 C  0 1 Y N N -2.865 -22.789 -19.144 0.310  -3.431 0.227  C2   7YS 13 
7YS N6   N2  N  0 1 Y N N -3.758 -20.731 -18.187 -0.593 -1.347 -0.465 N6   7YS 14 
7YS N9   N3  N  0 1 Y N N -2.817 -18.841 -13.989 -5.071 -0.186 -0.522 N9   7YS 15 
7YS N10  N4  N  0 1 Y N N -3.105 -17.961 -14.959 -4.219 0.924  -0.370 N10  7YS 16 
7YS C11  C13 C  0 1 Y N N -3.213 -18.519 -16.223 -2.975 0.488  -0.346 C11  7YS 17 
7YS C12  C14 C  0 1 N N N -3.537 -17.702 -17.461 -1.837 1.512  -0.398 C12  7YS 18 
7YS N13  N5  N  0 1 N N N -5.027 -17.658 -17.776 -0.571 1.196  0.263  N13  7YS 19 
7YS C14  C15 C  0 1 N N N -5.605 -17.761 -19.068 0.453  0.966  -0.629 C14  7YS 20 
7YS C16  C16 C  0 1 Y N N -4.604 -19.190 -20.955 2.842  0.423  -0.056 C16  7YS 21 
7YS O18  O1  O  0 1 N N N -4.515 -21.560 -20.334 1.699  -1.699 -0.785 O18  7YS 22 
7YS C19  C17 C  0 1 N N N -6.562 -20.781 -21.347 2.004  -1.219 1.593  C19  7YS 23 
7YS C23  C18 C  0 1 Y N N -4.032 -16.749 -20.709 2.191  2.636  -0.739 C23  7YS 24 
7YS F24  F1  F  0 1 N N N -2.230 -18.053 -23.589 5.811  2.480  -0.166 F24  7YS 25 
7YS CL25 CL1 CL 0 0 N N N -3.437 -20.655 -23.077 5.354  -0.289 0.518  CL25 7YS 26 
7YS O26  O2  O  0 1 N N N -6.832 -17.728 -19.303 0.086  0.474  -1.686 O26  7YS 27 
7YS C27  C19 C  0 1 N N N -5.984 -17.494 -16.662 -0.458 1.088  1.710  C27  7YS 28 
7YS C29  C20 C  0 1 N N N -1.871 -15.913 -14.414 -5.073 2.656  1.146  C29  7YS 29 
7YS O30  O3  O  0 1 N N N -1.170 -16.003 -15.656 -5.606 3.981  1.205  O30  7YS 30 
7YS C31  C21 C  0 1 N N N -2.404 -21.203 -13.778 -4.720 -2.627 -0.759 C31  7YS 31 
7YS N32  N6  N  0 1 N N N -2.828 -23.733 -20.186 1.390  -4.265 0.308  N32  7YS 32 
7YS H1   H1  H  0 1 N N N -1.450 -22.147 -16.189 -2.847 -3.376 0.894  H1   7YS 33 
7YS H2   H2  H  0 1 N N N -5.780 -20.172 -19.439 3.567  -1.621 0.164  H2   7YS 34 
7YS H3   H3  H  0 1 N N N -2.659 -15.938 -22.163 3.764  3.990  -0.832 H3   7YS 35 
7YS H4   H4  H  0 1 N N N -3.836 -16.025 -15.316 -4.042 2.996  -0.715 H4   7YS 36 
7YS H5   H5  H  0 1 N N N -3.780 -16.518 -13.590 -5.688 2.341  -0.894 H5   7YS 37 
7YS H6   H6  H  0 1 N N N -3.011 -18.144 -18.320 -1.650 1.811  -1.395 H6   7YS 38 
7YS H7   H7  H  0 1 N N N -3.182 -16.673 -17.304 -2.219 2.433  0.106  H7   7YS 39 
7YS H8   H8  H  0 1 N N N -7.085 -21.658 -20.939 1.831  -2.265 1.847  H8   7YS 40 
7YS H9   H9  H  0 1 N N N -7.258 -19.931 -21.401 2.700  -0.781 2.309  H9   7YS 41 
7YS H10  H10 H  0 1 N N N -6.188 -21.013 -22.355 1.060  -0.676 1.625  H10  7YS 42 
7YS H11  H11 H  0 1 N N N -4.151 -15.816 -20.178 1.397  3.300  -1.045 H11  7YS 43 
7YS H12  H12 H  0 1 N N N -5.433 -17.425 -15.712 -0.650 0.059  2.013  H12  7YS 44 
7YS H13  H13 H  0 1 N N N -6.570 -16.575 -16.814 0.547  1.376  2.018  H13  7YS 45 
7YS H14  H14 H  0 1 N N N -6.662 -18.360 -16.631 -1.186 1.748  2.181  H14  7YS 46 
7YS H15  H15 H  0 1 N N N -1.299 -16.434 -13.632 -5.800 1.954  1.552  H15  7YS 47 
7YS H16  H16 H  0 1 N N N -1.991 -14.855 -14.137 -4.154 2.608  1.732  H16  7YS 48 
7YS H17  H17 H  0 1 N N N -0.315 -15.599 -15.567 -5.821 4.279  2.100  H17  7YS 49 
7YS H18  H18 H  0 1 N N N -2.292 -20.899 -12.727 -4.948 -3.141 0.175  H18  7YS 50 
7YS H19  H19 H  0 1 N N N -3.219 -21.937 -13.862 -5.614 -2.590 -1.381 H19  7YS 51 
7YS H20  H20 H  0 1 N N N -1.465 -21.655 -14.131 -3.932 -3.166 -1.287 H20  7YS 52 
7YS H21  H21 H  0 1 N N N -2.163 -24.446 -19.967 2.258  -3.966 -0.004 H21  7YS 53 
7YS H22  H22 H  0 1 N N N -3.733 -24.144 -20.296 1.288  -5.156 0.677  H22  7YS 54 
# 
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 
7YS F24  C21 SING N N 1  
7YS CL25 C20 SING N N 2  
7YS C21  C20 DOUB Y N 3  
7YS C21  C22 SING Y N 4  
7YS C20  C16 SING Y N 5  
7YS C22  C23 DOUB Y N 6  
7YS C19  C17 SING N N 7  
7YS C16  C17 SING N N 8  
7YS C16  C15 DOUB Y N 9  
7YS C23  C15 SING Y N 10 
7YS C17  O18 SING N N 11 
7YS O18  C1  SING N N 12 
7YS C15  C14 SING N N 13 
7YS N32  C2  SING N N 14 
7YS O26  C14 DOUB N N 15 
7YS C1   C2  DOUB Y N 16 
7YS C1   N6  SING Y N 17 
7YS C2   N3  SING Y N 18 
7YS C14  N13 SING N N 19 
7YS N6   C5  DOUB Y N 20 
7YS N3   C4  DOUB Y N 21 
7YS N13  C12 SING N N 22 
7YS N13  C27 SING N N 23 
7YS C12  C11 SING N N 24 
7YS C5   C4  SING Y N 25 
7YS C5   C7  SING N N 26 
7YS C11  C7  DOUB Y N 27 
7YS C11  N10 SING Y N 28 
7YS C7   C8  SING Y N 29 
7YS O30  C29 SING N N 30 
7YS N10  C28 SING N N 31 
7YS N10  N9  SING Y N 32 
7YS C8   N9  DOUB Y N 33 
7YS C8   C31 SING N N 34 
7YS C28  C29 SING N N 35 
7YS C4   H1  SING N N 36 
7YS C17  H2  SING N N 37 
7YS C22  H3  SING N N 38 
7YS C28  H4  SING N N 39 
7YS C28  H5  SING N N 40 
7YS C12  H6  SING N N 41 
7YS C12  H7  SING N N 42 
7YS C19  H8  SING N N 43 
7YS C19  H9  SING N N 44 
7YS C19  H10 SING N N 45 
7YS C23  H11 SING N N 46 
7YS C27  H12 SING N N 47 
7YS C27  H13 SING N N 48 
7YS C27  H14 SING N N 49 
7YS C29  H15 SING N N 50 
7YS C29  H16 SING N N 51 
7YS O30  H17 SING N N 52 
7YS C31  H18 SING N N 53 
7YS C31  H19 SING N N 54 
7YS C31  H20 SING N N 55 
7YS N32  H21 SING N N 56 
7YS N32  H22 SING N N 57 
# 
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 
7YS SMILES           ACDLabs              12.01 "n2cc3c1c(nn(CCO)c1CN(C)C(c4c(C(Oc(c2N)n3)C)c(c(cc4)F)Cl)=O)C"                                                                                                                 
7YS InChI            InChI                1.03  "InChI=1S/C21H22ClFN6O3/c1-10-16-14-8-25-19(24)20(26-14)32-11(2)17-12(4-5-13(23)18(17)22)21(31)28(3)9-15(16)29(27-10)6-7-30/h4-5,8,11,30H,6-7,9H2,1-3H3,(H2,24,25)/t11-/m1/s1" 
7YS InChIKey         InChI                1.03  VFRJEYJOQSRCNK-LLVKDONJSA-N                                                                                                                                                    
7YS SMILES_CANONICAL CACTVS               3.385 "C[C@H]1Oc2nc(cnc2N)c3c(C)nn(CCO)c3CN(C)C(=O)c4ccc(F)c(Cl)c14"                                                                                                                 
7YS SMILES           CACTVS               3.385 "C[CH]1Oc2nc(cnc2N)c3c(C)nn(CCO)c3CN(C)C(=O)c4ccc(F)c(Cl)c14"                                                                                                                  
7YS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c-2c(n(n1)CCO)CN(C(=O)c3ccc(c(c3[C@H](Oc4c(ncc2n4)N)C)Cl)F)C"                                                                                                              
7YS SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c-2c(n(n1)CCO)CN(C(=O)c3ccc(c(c3C(Oc4c(ncc2n4)N)C)Cl)F)C"                                                                                                                  
# 
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 
7YS "SYSTEMATIC NAME" ACDLabs 12.01 "(10R)-7-amino-11-chloro-12-fluoro-1-(2-hydroxyethyl)-3,10,16-trimethyl-16,17-dihydro-1H-8,4-(azeno)pyrazolo[4,3-h][2,5,11]benzoxadiazacyclotetradecin-15(10H)-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
7YS "Create component" 2016-12-13 RCSB 
7YS "Initial release"  2017-07-26 RCSB 
# 
