data_JYO
# 
_chem_comp.id                                    JYO 
_chem_comp.name                                  "(4~{S})-4-(2-azanylethyl)-6-phenyl-7-[3-(trifluoromethyloxy)phenyl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 F3 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-16 
_chem_comp.pdbx_modified_date                    2022-09-30 
_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                        415.408 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JYO 
_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        7ZUN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
JYO C4   C1  C 0 1 Y N N 20.206 31.722 -0.759 -2.034 1.903  -0.057 C4   JYO 1  
JYO C6   C2  C 0 1 N N S 19.977 31.015 -3.096 -3.773 0.235  -0.662 C6   JYO 2  
JYO C7   C3  C 0 1 N N N 18.880 30.074 -2.602 -4.390 1.410  -1.429 C7   JYO 3  
JYO C10  C4  C 0 1 Y N N 21.358 35.162 -0.281 1.158  0.185  0.472  C10  JYO 4  
JYO C15  C5  C 0 1 Y N N 21.952 35.243 0.976  1.405  -0.867 1.352  C15  JYO 5  
JYO C17  C6  C 0 1 Y N N 22.303 37.609 0.728  3.758  -0.632 0.976  C17  JYO 6  
JYO C26  C7  C 0 1 Y N N 22.220 34.562 -3.719 -2.123 -2.487 0.407  C26  JYO 7  
JYO C1   C8  C 0 1 Y N N 20.713 33.316 -2.148 -1.304 -0.200 -0.144 C1   JYO 8  
JYO C2   C9  C 0 1 Y N N 20.556 32.768 0.054  -0.721 1.944  0.254  C2   JYO 9  
JYO C3   C10 C 0 1 Y N N 20.886 33.831 -0.757 -0.234 0.621  0.206  C3   JYO 10 
JYO C9   C11 C 0 1 N N N 19.764 30.389 -0.340 -3.036 2.979  -0.157 C9   JYO 11 
JYO C11  C12 C 0 1 N N N 21.166 30.087 -3.364 -4.592 -0.042 0.600  C11  JYO 12 
JYO C12  C13 C 0 1 N N N 22.171 30.643 -4.343 -5.985 -0.536 0.205  C12  JYO 13 
JYO C16  C14 C 0 1 Y N N 22.423 36.459 1.477  2.702  -1.270 1.599  C16  JYO 14 
JYO C18  C15 C 0 1 Y N N 21.731 37.526 -0.524 3.521  0.423  0.105  C18  JYO 15 
JYO C25  C16 C 0 1 Y N N 20.951 34.092 -3.396 -1.255 -1.666 -0.316 C25  JYO 16 
JYO F24  F1  F 0 1 N N N 22.067 40.073 -2.827 5.972  -0.781 -0.577 F24  JYO 17 
JYO C21  C17 C 0 1 N N N 22.522 38.983 -2.276 5.874  0.564  -0.206 C21  JYO 18 
JYO F22  F2  F 0 1 N N N 22.556 38.013 -3.161 6.114  0.688  1.167  F22  JYO 19 
JYO F23  F3  F 0 1 N N N 23.726 39.228 -1.808 6.820  1.313  -0.914 F23  JYO 20 
JYO O20  O1  O 0 1 N N N 21.635 38.662 -1.227 4.563  1.047  -0.505 O20  JYO 21 
JYO C19  C18 C 0 1 Y N N 21.253 36.326 -1.040 2.223  0.831  -0.152 C19  JYO 22 
JYO O14  O2  O 0 1 N N N 19.943 29.965 0.907  -2.816 4.204  0.376  O14  JYO 23 
JYO N8   N1  N 0 1 N N N 19.204 29.675 -1.226 -4.147 2.694  -0.786 N8   JYO 24 
JYO N13  N2  N 0 1 N N N 21.907 30.146 -5.681 -6.772 -0.802 1.417  N13  JYO 25 
JYO N5   N3  N 0 1 Y N N 20.299 32.034 -2.050 -2.396 0.584  -0.298 N5   JYO 26 
JYO C27  C19 C 0 1 Y N N 22.414 35.300 -4.896 -2.068 -3.855 0.245  C27  JYO 27 
JYO C28  C20 C 0 1 Y N N 21.350 35.558 -5.757 -1.154 -4.416 -0.630 C28  JYO 28 
JYO C29  C21 C 0 1 Y N N 20.070 35.097 -5.425 -0.291 -3.608 -1.350 C29  JYO 29 
JYO C30  C22 C 0 1 Y N N 19.867 34.387 -4.242 -0.339 -2.237 -1.203 C30  JYO 30 
JYO H6   H1  H 0 1 N N N 19.663 31.505 -4.029 -3.765 -0.651 -1.297 H6   JYO 31 
JYO H72  H2  H 0 1 N N N 17.909 30.591 -2.621 -3.973 1.431  -2.436 H72  JYO 32 
JYO H71  H3  H 0 1 N N N 18.834 29.184 -3.247 -5.467 1.255  -1.500 H71  JYO 33 
JYO H15  H4  H 0 1 N N N 22.050 34.349 1.574  0.582  -1.367 1.841  H15  JYO 34 
JYO H17  H5  H 0 1 N N N 22.650 38.556 1.114  4.771  -0.951 1.173  H17  JYO 35 
JYO H26  H6  H 0 1 N N N 23.055 34.359 -3.064 -2.834 -2.051 1.094  H26  JYO 36 
JYO H2   H7  H 0 1 N N N 20.570 32.760 1.134  -0.148 2.828  0.494  H2   JYO 37 
JYO H112 H8  H 0 0 N N N 20.780 29.138 -3.766 -4.092 -0.803 1.198  H112 JYO 38 
JYO H111 H9  H 0 0 N N N 21.680 29.899 -2.410 -4.683 0.876  1.182  H111 JYO 39 
JYO H122 H10 H 0 0 N N N 23.182 30.337 -4.036 -6.485 0.226  -0.393 H122 JYO 40 
JYO H121 H11 H 0 0 N N N 22.105 31.741 -4.345 -5.894 -1.453 -0.377 H121 JYO 41 
JYO H16  H12 H 0 1 N N N 22.882 36.498 2.454  2.892  -2.086 2.281  H16  JYO 42 
JYO H19  H13 H 0 1 N N N 20.804 36.297 -2.022 2.037  1.652  -0.829 H19  JYO 43 
JYO HO14 H14 H 0 0 N N N 19.594 29.086 0.996  -3.546 4.826  0.247  HO14 JYO 44 
JYO HN12 H15 H 0 0 N N N 22.581 30.523 -6.316 -6.817 0.017  2.006  HN12 JYO 45 
JYO HN11 H16 H 0 1 N N N 21.969 29.148 -5.684 -7.697 -1.130 1.183  H1   JYO 46 
JYO H27  H18 H 0 1 N N N 23.399 35.672 -5.137 -2.738 -4.491 0.804  H27  JYO 47 
JYO H28  H19 H 0 1 N N N 21.511 36.108 -6.672 -1.111 -5.488 -0.749 H28  JYO 48 
JYO H29  H20 H 0 1 N N N 19.239 35.292 -6.086 0.420  -4.052 -2.031 H29  JYO 49 
JYO H30  H21 H 0 1 N N N 18.872 34.062 -3.974 0.335  -1.609 -1.765 H30  JYO 50 
# 
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 
JYO C28 C29  DOUB Y N 1  
JYO C28 C27  SING Y N 2  
JYO N13 C12  SING N N 3  
JYO C29 C30  SING Y N 4  
JYO C27 C26  DOUB Y N 5  
JYO C12 C11  SING N N 6  
JYO C30 C25  DOUB Y N 7  
JYO C26 C25  SING Y N 8  
JYO C25 C1   SING N N 9  
JYO C11 C6   SING N N 10 
JYO F22 C21  SING N N 11 
JYO C6  C7   SING N N 12 
JYO C6  N5   SING N N 13 
JYO F24 C21  SING N N 14 
JYO C7  N8   SING N N 15 
JYO C21 F23  SING N N 16 
JYO C21 O20  SING N N 17 
JYO C1  N5   SING Y N 18 
JYO C1  C3   DOUB Y N 19 
JYO N5  C4   SING Y N 20 
JYO O20 C18  SING N N 21 
JYO N8  C9   DOUB N N 22 
JYO C19 C18  DOUB Y N 23 
JYO C19 C10  SING Y N 24 
JYO C4  C9   SING N N 25 
JYO C4  C2   DOUB Y N 26 
JYO C3  C10  SING N N 27 
JYO C3  C2   SING Y N 28 
JYO C18 C17  SING Y N 29 
JYO C9  O14  SING N N 30 
JYO C10 C15  DOUB Y N 31 
JYO C17 C16  DOUB Y N 32 
JYO C15 C16  SING Y N 33 
JYO C6  H6   SING N N 34 
JYO C7  H72  SING N N 35 
JYO C7  H71  SING N N 36 
JYO C15 H15  SING N N 37 
JYO C17 H17  SING N N 38 
JYO C26 H26  SING N N 39 
JYO C2  H2   SING N N 40 
JYO C11 H112 SING N N 41 
JYO C11 H111 SING N N 42 
JYO C12 H122 SING N N 43 
JYO C12 H121 SING N N 44 
JYO C16 H16  SING N N 45 
JYO C19 H19  SING N N 46 
JYO O14 HO14 SING N N 47 
JYO N13 HN12 SING N N 48 
JYO N13 HN11 SING N N 49 
JYO C27 H27  SING N N 50 
JYO C28 H28  SING N N 51 
JYO C29 H29  SING N N 52 
JYO C30 H30  SING N N 53 
# 
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 
JYO InChI            InChI                1.06  "InChI=1S/C22H20F3N3O2/c23-22(24,25)30-17-8-4-7-15(11-17)18-12-19-21(29)27-13-16(9-10-26)28(19)20(18)14-5-2-1-3-6-14/h1-8,11-12,16H,9-10,13,26H2,(H,27,29)/t16-/m0/s1" 
JYO InChIKey         InChI                1.06  WTGCKCDNZFLRCX-INIZCTEOSA-N                                                                                                                                            
JYO SMILES_CANONICAL CACTVS               3.385 "NCC[C@H]1CN=C(O)c2cc(c3cccc(OC(F)(F)F)c3)c(n12)c4ccccc4"                                                                                                              
JYO SMILES           CACTVS               3.385 "NCC[CH]1CN=C(O)c2cc(c3cccc(OC(F)(F)F)c3)c(n12)c4ccccc4"                                                                                                               
JYO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2c(cc3n2[C@H](CN=C3O)CCN)c4cccc(c4)OC(F)(F)F"                                                                                                              
JYO SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2c(cc3n2C(CN=C3O)CCN)c4cccc(c4)OC(F)(F)F"                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           JYO 
_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        "(4~{S})-4-(2-azanylethyl)-6-phenyl-7-[3-(trifluoromethyloxy)phenyl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JYO "Create component"  2022-05-16 PDBE 
JYO "Modify descriptor" 2022-08-22 RCSB 
JYO "Modify atom id"    2022-09-29 PDBE 
JYO "Initial release"   2022-10-05 RCSB 
# 
