data_A1IJ8
# 
_chem_comp.id                                    A1IJ8 
_chem_comp.name                                  NVL-655 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 Cl F N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;(14R)-5-Chloro-7-ethyl-16-fluoro-2,14-dihydro-2,14-dimethyl-7H-8,12-metheno-4H-dipyrazolo[3,4-h:4',3'-k][2,5]benzoxaazacyclotetradecin-11-amine; 7H-8,12-Metheno-4H-dipyrazolo[3,4-h:4',3'-k][2,5]benzoxaazacyclotetradecin- 11-amine, 5-chloro-7-ethyl-16-fluoro-2,14-dihydro- 2,14-dimethyl-, (14R)-
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-06 
_chem_comp.pdbx_modified_date                    2024-09-13 
_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                        452.912 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IJ8 
_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        9GBE 
_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.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 
A1IJ8 C2   C1  C  0 1 Y N N N N N -17.392 11.331 -11.007 -4.670 -1.018 0.979  C2   A1IJ8 1  
A1IJ8 C3   C2  C  0 1 Y N N N N N -17.061 10.122 -10.433 -4.001 -2.136 1.445  C3   A1IJ8 2  
A1IJ8 C4   C3  C  0 1 Y N N N N N -17.486 9.835  -9.153  -2.720 -2.381 1.029  C4   A1IJ8 3  
A1IJ8 C5   C4  C  0 1 Y N N N N N -18.269 10.735 -8.433  -2.034 -1.521 0.120  C5   A1IJ8 4  
A1IJ8 C6   C5  C  0 1 Y N N N N N -18.626 10.278 -7.074  -0.682 -2.065 -0.150 C6   A1IJ8 5  
A1IJ8 C11  C6  C  0 1 Y N N N N N -19.564 9.271  -6.714  0.549  -1.756 -0.711 C11  A1IJ8 6  
A1IJ8 C12  C7  C  0 1 N N N N N N -20.408 8.409  -7.642  1.156  -0.535 -1.345 C12  A1IJ8 7  
A1IJ8 C15  C8  C  0 1 Y N N N N N -22.913 10.354 -8.434  1.159  2.217  0.036  C15  A1IJ8 8  
A1IJ8 C16  C9  C  0 1 Y N N N N N -21.856 11.268 -8.325  -0.128 1.684  -0.098 C16  A1IJ8 9  
A1IJ8 C17  C10 C  0 1 Y N N N N N -21.776 12.403 -9.132  -1.172 2.541  -0.391 C17  A1IJ8 10 
A1IJ8 C19  C11 C  0 1 N N R N N N -19.456 13.094 -8.398  -2.211 0.646  -1.281 C19  A1IJ8 11 
A1IJ8 C21  C12 C  0 1 N N N N N N -18.719 14.393 -8.159  -3.069 0.641  -2.553 C21  A1IJ8 12 
A1IJ8 C23  C13 C  0 1 Y N N N N N -18.160 12.241 -10.301 -4.023 -0.172 0.105  C23  A1IJ8 13 
A1IJ8 C24  C14 C  0 1 Y N N N N N -22.829 12.603 -10.054 -0.948 3.912  -0.433 C24  A1IJ8 14 
A1IJ8 C27  C15 C  0 1 Y N N N N N -23.907 10.657 -9.371  1.319  3.595  0.017  C27  A1IJ8 15 
A1IJ8 C30  C16 C  0 1 N N N N N N -26.317 8.181  -7.687  3.141  1.780  3.306  C30  A1IJ8 16 
A1IJ8 C32  C17 C  0 1 Y N N N N N -22.371 7.341  -6.353  3.550  -0.508 -0.334 C32  A1IJ8 17 
A1IJ8 F1   F1  F  0 1 N N N N N N -16.962 11.602 -12.257 -5.938 -0.766 1.370  F1   A1IJ8 18 
A1IJ8 N7   N1  N  0 1 Y N N N N N -18.123 10.792 -6.002  -0.581 -3.347 0.294  N7   A1IJ8 19 
A1IJ8 N8   N2  N  0 1 Y N N N N N -18.669 10.147 -4.906  0.675  -3.846 0.013  N8   A1IJ8 20 
A1IJ8 C9   C18 C  0 1 N N N N N N -18.298 10.481 -3.531  1.188  -5.178 0.347  C9   A1IJ8 21 
A1IJ8 C10  C19 C  0 1 Y N N N N N -19.550 9.223  -5.358  1.341  -2.877 -0.624 C10  A1IJ8 22 
A1IJ8 C13  C20 C  0 1 Y N N N N N -21.882 8.344  -7.207  2.275  0.033  -0.502 C13  A1IJ8 23 
A1IJ8 C14  C21 C  0 1 Y N N N N N -22.950 9.161  -7.552  2.254  1.231  0.158  C14  A1IJ8 24 
A1IJ8 O18  O1  O  0 1 N N N N N N -20.740 13.284 -9.031  -2.373 1.920  -0.594 O18  A1IJ8 25 
A1IJ8 C22  C22 C  0 1 Y N N N N N -18.622 11.973 -8.992  -2.716 -0.411 -0.331 C22  A1IJ8 26 
A1IJ8 N25  N3  N  0 1 N N N N N N -22.811 13.716 -10.873 -1.999 4.784  -0.693 N25  A1IJ8 27 
A1IJ8 N26  N4  N  0 1 Y N N N N N -23.844 11.745 -10.141 0.280  4.385  -0.216 N26  A1IJ8 28 
A1IJ8 N28  N5  N  0 1 Y N N N N N -24.054 8.664  -6.907  3.372  1.292  0.921  N28  A1IJ8 29 
A1IJ8 C29  C23 C  0 1 N N N N N N -25.446 9.133  -6.894  3.665  2.282  1.959  C29  A1IJ8 30 
A1IJ8 N31  N6  N  0 1 Y N N N N N -23.649 7.541  -6.179  4.203  0.232  0.531  N31  A1IJ8 31 
A1IJ8 CL33 CL1 CL 0 0 N N N N N N -21.464 6.054  -5.608  4.189  -1.908 -1.135 CL33 A1IJ8 32 
A1IJ8 H1   H1  H  0 1 N N N N N N -16.472 9.403  -10.983 -4.487 -2.813 2.134  H1   A1IJ8 33 
A1IJ8 H2   H2  H  0 1 N N N N N N -17.207 8.895  -8.700  -2.212 -3.254 1.411  H2   A1IJ8 34 
A1IJ8 H3   H3  H  0 1 N N N N N N -19.996 7.389  -7.647  1.597  -0.852 -2.307 H3   A1IJ8 35 
A1IJ8 H4   H4  H  0 1 N N N N N N -20.358 8.830  -8.657  0.419  0.216  -1.560 H4   A1IJ8 36 
A1IJ8 H5   H5  H  0 1 N N N N N N -21.081 11.088 -7.595  -0.304 0.625  0.009  H5   A1IJ8 37 
A1IJ8 H6   H6  H  0 1 N N N N N N -19.696 12.736 -7.386  -1.185 0.462  -1.549 H6   A1IJ8 38 
A1IJ8 H7   H7  H  0 1 N N N N N N -17.753 14.184 -7.677  -2.720 1.421  -3.230 H7   A1IJ8 39 
A1IJ8 H8   H8  H  0 1 N N N N N N -18.547 14.899 -9.120  -2.986 -0.329 -3.043 H8   A1IJ8 40 
A1IJ8 H9   H9  H  0 1 N N N N N N -19.322 15.042 -7.506  -4.110 0.827  -2.290 H9   A1IJ8 41 
A1IJ8 H10  H10 H  0 1 N N N N N N -18.414 13.183 -10.764 -4.541 0.711  -0.241 H10  A1IJ8 42 
A1IJ8 H11  H11 H  0 1 N N N N N N -24.750 9.990  -9.474  2.301  4.025  0.160  H11  A1IJ8 43 
A1IJ8 H12  H12 H  0 1 N N N N N N -27.358 8.538  -7.673  2.064  1.628  3.243  H12  A1IJ8 44 
A1IJ8 H13  H13 H  0 1 N N N N N N -25.959 8.135  -8.726  3.627  0.836  3.556  H13  A1IJ8 45 
A1IJ8 H14  H14 H  0 1 N N N N N N -26.267 7.178  -7.238  3.360  2.517  4.079  H14  A1IJ8 46 
A1IJ8 H15  H15 H  0 1 N N N N N N -17.552 11.289 -3.538  0.972  -5.866 -0.470 H15  A1IJ8 47 
A1IJ8 H16  H16 H  0 1 N N N N N N -19.191 10.811 -2.980  2.266  -5.125 0.501  H16  A1IJ8 48 
A1IJ8 H17  H17 H  0 1 N N N N N N -17.872 9.593  -3.040  0.708  -5.535 1.259  H17  A1IJ8 49 
A1IJ8 H18  H18 H  0 1 N N N N N N -20.141 8.560  -4.743  2.334  -2.967 -1.030 H18  A1IJ8 50 
A1IJ8 H19  H19 H  0 1 N N N N N N -23.624 13.715 -11.455 -2.891 4.436  -0.846 H19  A1IJ8 51 
A1IJ8 H20  H20 H  0 1 N N N N N N -22.805 14.543 -10.311 -1.841 5.741  -0.721 H20  A1IJ8 52 
A1IJ8 H21  H21 H  0 1 N N N N N N -25.498 10.135 -7.344  3.180  3.226  1.709  H21  A1IJ8 53 
A1IJ8 H22  H22 H  0 1 N N N N N N -25.806 9.178  -5.856  4.743  2.434  2.023  H22  A1IJ8 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 
A1IJ8 F1  C2   SING N N 1  
A1IJ8 C2  C3   SING Y N 2  
A1IJ8 C2  C23  DOUB Y N 3  
A1IJ8 N25 C24  SING N N 4  
A1IJ8 C3  C4   DOUB Y N 5  
A1IJ8 C23 C22  SING Y N 6  
A1IJ8 N26 C24  DOUB Y N 7  
A1IJ8 N26 C27  SING Y N 8  
A1IJ8 C24 C17  SING Y N 9  
A1IJ8 C27 C15  DOUB Y N 10 
A1IJ8 C4  C5   SING Y N 11 
A1IJ8 C17 O18  SING N N 12 
A1IJ8 C17 C16  DOUB Y N 13 
A1IJ8 O18 C19  SING N N 14 
A1IJ8 C22 C5   DOUB Y N 15 
A1IJ8 C22 C19  SING N N 16 
A1IJ8 C15 C16  SING Y N 17 
A1IJ8 C15 C14  SING N N 18 
A1IJ8 C5  C6   SING N N 19 
A1IJ8 C19 C21  SING N N 20 
A1IJ8 C30 C29  SING N N 21 
A1IJ8 C12 C13  SING N N 22 
A1IJ8 C12 C11  SING N N 23 
A1IJ8 C14 C13  DOUB Y N 24 
A1IJ8 C14 N28  SING Y N 25 
A1IJ8 C13 C32  SING Y N 26 
A1IJ8 C6  C11  SING Y N 27 
A1IJ8 C6  N7   DOUB Y N 28 
A1IJ8 N28 C29  SING N N 29 
A1IJ8 N28 N31  SING Y N 30 
A1IJ8 C11 C10  DOUB Y N 31 
A1IJ8 C32 N31  DOUB Y N 32 
A1IJ8 C32 CL33 SING N N 33 
A1IJ8 N7  N8   SING Y N 34 
A1IJ8 C10 N8   SING Y N 35 
A1IJ8 N8  C9   SING N N 36 
A1IJ8 C3  H1   SING N N 37 
A1IJ8 C4  H2   SING N N 38 
A1IJ8 C12 H3   SING N N 39 
A1IJ8 C12 H4   SING N N 40 
A1IJ8 C16 H5   SING N N 41 
A1IJ8 C19 H6   SING N N 42 
A1IJ8 C21 H7   SING N N 43 
A1IJ8 C21 H8   SING N N 44 
A1IJ8 C21 H9   SING N N 45 
A1IJ8 C23 H10  SING N N 46 
A1IJ8 C27 H11  SING N N 47 
A1IJ8 C30 H12  SING N N 48 
A1IJ8 C30 H13  SING N N 49 
A1IJ8 C30 H14  SING N N 50 
A1IJ8 C9  H15  SING N N 51 
A1IJ8 C9  H16  SING N N 52 
A1IJ8 C9  H17  SING N N 53 
A1IJ8 C10 H18  SING N N 54 
A1IJ8 N25 H19  SING N N 55 
A1IJ8 N25 H20  SING N N 56 
A1IJ8 C29 H21  SING N N 57 
A1IJ8 C29 H22  SING N N 58 
# 
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 
A1IJ8 InChI            InChI                1.06  "InChI=1S/C23H22ClFN6O/c1-4-31-21-13-8-19(23(26)27-10-13)32-12(2)17-9-15(25)5-6-16(17)20-14(11-30(3)28-20)7-18(21)22(24)29-31/h5-6,8-12H,4,7H2,1-3H3,(H2,26,27)/t12-/m1/s1" 
A1IJ8 InChIKey         InChI                1.06  FWZSCAQEBTVTOM-GFCCVEGCSA-N                                                                                                                                                 
A1IJ8 SMILES_CANONICAL CACTVS               3.385 "CCn1nc(Cl)c2Cc3cn(C)nc3c4ccc(F)cc4[C@@H](C)Oc5cc(cnc5N)c12"                                                                                                                
A1IJ8 SMILES           CACTVS               3.385 "CCn1nc(Cl)c2Cc3cn(C)nc3c4ccc(F)cc4[CH](C)Oc5cc(cnc5N)c12"                                                                                                                  
A1IJ8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCn1c-2c(c(n1)Cl)Cc3cn(nc3-c4ccc(cc4[C@H](Oc5cc2cnc5N)C)F)C"                                                                                                               
A1IJ8 SMILES           "OpenEye OEToolkits" 2.0.7 "CCn1c-2c(c(n1)Cl)Cc3cn(nc3-c4ccc(cc4C(Oc5cc2cnc5N)C)F)C"                                                                                                                   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IJ8 "Create component" 2024-08-06 PDBE 
A1IJ8 "Modify synonyms"  2024-08-15 PDBE 
A1IJ8 "Modify synonyms"  2024-09-10 PDBE 
A1IJ8 "Initial release"  2024-09-18 RCSB 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1IJ8 "(14R)-5-Chloro-7-ethyl-16-fluoro-2,14-dihydro-2,14-dimethyl-7H-8,12-metheno-4H-dipyrazolo[3,4-h:4',3'-k][2,5]benzoxaazacyclotetradecin-11-amine"       PUBCHEM ? 
2 A1IJ8 
;7H-8,12-Metheno-4H-dipyrazolo[3,4-h:4',3'-k][2,5]benzoxaazacyclotetradecin- 11-amine, 5-chloro-7-ethyl-16-fluoro-2,14-dihydro- 2,14-dimethyl-, (14R)-
;
AUTHOR  ? 
# 
