data_N78
# 
_chem_comp.id                                    N78 
_chem_comp.name                                  "~{N}-[5-[4-[[4-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]phenyl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidin-5-yl]-2-(2-hydroxyethyloxy)phenyl]propanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H28 N6 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-11-14 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        576.602 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N78 
_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        6TG0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
N78 C4  C1  C 0 1 Y N N N N N -42.434 11.827 -0.883 -2.679 4.314  -1.120 C4  N78 1  
N78 C5  C2  C 0 1 Y N N N N N -43.673 11.213 -0.777 -2.243 3.027  -0.762 C5  N78 2  
N78 C6  C3  C 0 1 Y N N N N N -43.684 9.832  -0.760 -0.984 2.884  -0.161 C6  N78 3  
N78 N1  N1  N 0 1 Y N N N N N -42.553 9.102  -0.816 -0.255 3.978  0.044  N1  N78 4  
N78 N3  N2  N 0 1 Y N N N N N -41.285 11.101 -0.941 -1.877 5.349  -0.874 N3  N78 5  
N78 C2  C4  C 0 1 Y N N N N N -41.335 9.745  -0.896 -0.703 5.169  -0.308 C2  N78 6  
N78 CAK C5  C 0 1 Y N N N N N -43.914 13.415 -0.814 -4.299 2.868  -1.695 CAK N78 7  
N78 CAL C6  C 0 1 Y N N N N N -44.589 12.245 -0.758 -3.320 2.107  -1.149 CAL N78 8  
N78 CAM C7  C 0 1 Y N N N N N -45.977 12.285 -0.619 -3.333 0.634  -0.977 CAM N78 9  
N78 CAN C8  C 0 1 Y N N N N N -44.916 7.742  -0.614 0.797  1.496  0.680  CAN N78 10 
N78 CAO C9  C 0 1 Y N N N N N -45.792 6.991  -1.424 1.117  0.461  1.548  CAO N78 11 
N78 CAP C10 C 0 1 Y N N N N N -45.899 5.595  -1.286 2.412  0.321  2.006  CAP N78 12 
N78 CAQ C11 C 0 1 Y N N N N N -45.133 4.914  -0.316 3.390  1.212  1.602  CAQ N78 13 
N78 CAR C12 C 0 1 Y N N N N N -44.294 5.665  0.517  3.074  2.244  0.738  CAR N78 14 
N78 CAS C13 C 0 1 Y N N N N N -44.191 7.066  0.385  1.781  2.388  0.275  CAS N78 15 
N78 CAT C14 C 0 1 Y N N N N N -46.804 13.074 -1.448 -4.432 0.010  -0.390 CAT N78 16 
N78 CAU C15 C 0 1 Y N N N N N -48.193 13.084 -1.267 -4.441 -1.366 -0.232 CAU N78 17 
N78 CAV C16 C 0 1 Y N N N N N -48.795 12.351 -0.226 -3.351 -2.122 -0.660 CAV N78 18 
N78 CAW C17 C 0 1 Y N N N N N -48.020 11.601 0.648  -2.259 -1.500 -1.243 CAW N78 19 
N78 CAX C18 C 0 1 Y N N N N N -46.628 11.572 0.434  -2.249 -0.129 -1.408 CAX N78 20 
N78 CAY C19 C 0 1 N N N N N N -45.233 3.496  -0.152 4.802  1.057  2.104  CAY N78 21 
N78 CAZ C20 C 0 1 N N N N N N -43.173 2.357  -1.016 5.645  -1.143 1.307  CAZ N78 22 
N78 CBA C21 C 0 1 Y N N N N N -42.725 1.735  -2.134 6.484  -1.656 0.203  CBA N78 23 
N78 CBB C22 C 0 1 Y N N N N N -43.753 1.752  -3.005 6.869  -0.526 -0.547 CBB N78 24 
N78 CBC C23 C 0 1 N N N N N N -44.774 2.389  -2.404 6.251  0.635  0.127  CBC N78 25 
N78 CBD C24 C 0 1 Y N N N N N -41.557 1.175  -2.478 6.911  -2.917 -0.182 CBD N78 26 
N78 CBE C25 C 0 1 Y N N N N N -41.379 0.599  -3.733 7.715  -3.058 -1.303 CBE N78 27 
N78 CBF C26 C 0 1 Y N N N N N -42.440 0.615  -4.631 8.093  -1.949 -2.038 CBF N78 28 
N78 CBG C27 C 0 1 Y N N N N N -43.623 1.212  -4.225 7.676  -0.682 -1.662 CBG N78 29 
N78 CBH C28 C 0 1 N N N N N N -50.822 11.176 -0.059 -2.209 -4.186 -0.965 CBH N78 30 
N78 CBI C29 C 0 1 N N N N N N -52.329 11.433 -0.097 -2.400 -5.682 -0.708 CBI N78 31 
N78 CBJ C30 C 0 1 N N N N N N -49.550 13.162 -3.163 -6.348 -1.308 1.192  CBJ N78 32 
N78 CBK C31 C 0 1 N N N N N N -50.493 13.984 -4.093 -7.600 -1.950 1.733  CBK N78 33 
N78 CBL C32 C 0 1 N N N N N N -50.090 13.805 -5.563 -8.326 -0.961 2.647  CBL N78 34 
N78 NAC N3  N 0 1 Y N N N N N -42.583 13.140 -0.901 -3.924 4.184  -1.675 NAC N78 35 
N78 NAD N4  N 0 1 N N N N N N -44.863 9.117  -0.727 -0.512 1.637  0.210  NAD N78 36 
N78 NAE N5  N 0 1 N N N N N N -49.015 13.810 -2.105 -5.544 -1.997 0.359  NAE N78 37 
N78 NAF N6  N 0 1 N N N N N N -44.436 2.758  -1.160 5.554  0.194  1.189  NAF N78 38 
N78 OBM O1  O 0 1 N N N N N N -50.167 12.449 -0.051 -3.359 -3.473 -0.504 OBM N78 39 
N78 OBN O2  O 0 1 N N N N N N -42.528 2.549  0.019  5.122  -1.816 2.171  OBN N78 40 
N78 OBO O3  O 0 1 N N N N N N -45.882 2.567  -2.926 6.352  1.794  -0.223 OBO N78 41 
N78 OBP O4  O 0 1 N N N N N N -52.605 12.292 -1.214 -3.487 -6.167 -1.498 OBP N78 42 
N78 OBQ O5  O 0 1 N N N N N N -49.345 11.981 -3.446 -6.065 -0.171 1.507  OBQ N78 43 
N78 H1  H1  H 0 1 N N N N N N -40.421 9.170  -0.923 -0.079 6.032  -0.123 H1  N78 44 
N78 H2  H2  H 0 1 N N N N N N -44.355 14.400 -0.793 -5.235 2.494  -2.083 H2  N78 45 
N78 H3  H3  H 0 1 N N N N N N -46.393 7.497  -2.165 0.354  -0.235 1.865  H3  N78 46 
N78 H4  H4  H 0 1 N N N N N N -46.571 5.042  -1.926 2.662  -0.484 2.682  H4  N78 47 
N78 H5  H5  H 0 1 N N N N N N -43.714 5.161  1.276  3.840  2.938  0.424  H5  N78 48 
N78 H6  H6  H 0 1 N N N N N N -43.552 7.623  1.054  1.535  3.195  -0.400 H6  N78 49 
N78 H7  H7  H 0 1 N N N N N N -46.362 13.675 -2.229 -5.275 0.598  -0.058 H7  N78 50 
N78 H8  H8  H 0 1 N N N N N N -48.470 11.057 1.466  -1.416 -2.088 -1.573 H8  N78 51 
N78 H9  H9  H 0 1 N N N N N N -46.020 10.979 1.102  -1.398 0.353  -1.867 H9  N78 52 
N78 H10 H10 H 0 1 N N N N N N -46.288 3.202  -0.250 5.279  2.035  2.155  H10 N78 53 
N78 H11 H11 H 0 1 N N N N N N -44.870 3.229  0.851  4.787  0.608  3.097  H11 N78 54 
N78 H12 H12 H 0 1 N N N N N N -40.741 1.170  -1.771 6.620  -3.786 0.389  H12 N78 55 
N78 H13 H13 H 0 1 N N N N N N -40.435 0.149  -4.003 8.048  -4.040 -1.604 H13 N78 56 
N78 H14 H14 H 0 1 N N N N N N -42.345 0.176  -5.613 8.722  -2.071 -2.907 H14 N78 57 
N78 H15 H15 H 0 1 N N N N N N -44.460 1.243  -4.907 7.974  0.180  -2.240 H15 N78 58 
N78 H16 H16 H 0 1 N N N N N N -50.560 10.613 0.849  -1.326 -3.836 -0.432 H16 N78 59 
N78 H17 H17 H 0 1 N N N N N N -50.517 10.602 -0.947 -2.080 -4.015 -2.034 H17 N78 60 
N78 H18 H18 H 0 1 N N N N N N -52.648 11.920 0.836  -1.489 -6.216 -0.977 H18 N78 61 
N78 H19 H19 H 0 1 N N N N N N -52.867 10.481 -0.216 -2.618 -5.845 0.348  H19 N78 62 
N78 H20 H20 H 0 1 N N N N N N -50.425 15.049 -3.826 -8.253 -2.227 0.905  H20 N78 63 
N78 H21 H21 H 0 1 N N N N N N -51.528 13.637 -3.957 -7.335 -2.842 2.301  H21 N78 64 
N78 H22 H22 H 0 1 N N N N N N -50.766 14.391 -6.203 -9.231 -1.425 3.038  H22 N78 65 
N78 H23 H23 H 0 1 N N N N N N -49.056 14.154 -5.705 -7.673 -0.684 3.474  H23 N78 66 
N78 H24 H24 H 0 1 N N N N N N -50.159 12.741 -5.835 -8.591 -0.069 2.079  H24 N78 67 
N78 H25 H25 H 0 1 N N N N N N -41.847 13.814 -0.967 -4.460 4.919  -2.011 H25 N78 68 
N78 H26 H26 H 0 1 N N N N N N -45.725 9.621  -0.788 -1.090 0.860  0.143  H26 N78 69 
N78 H27 H27 H 0 1 N N N N N N -49.207 14.777 -1.936 -5.728 -2.930 0.168  H27 N78 70 
N78 H28 H28 H 0 1 N N N N N N -53.538 12.466 -1.258 -3.666 -7.111 -1.385 H28 N78 71 
# 
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 
N78 CBL CBK SING N N 1  
N78 CBF CBG DOUB Y N 2  
N78 CBF CBE SING Y N 3  
N78 CBG CBB SING Y N 4  
N78 CBK CBJ SING N N 5  
N78 CBE CBD DOUB Y N 6  
N78 OBQ CBJ DOUB N N 7  
N78 CBJ NAE SING N N 8  
N78 CBB CBC SING N N 9  
N78 CBB CBA DOUB Y N 10 
N78 OBO CBC DOUB N N 11 
N78 CBD CBA SING Y N 12 
N78 CBC NAF SING N N 13 
N78 CBA CAZ SING N N 14 
N78 NAE CAU SING N N 15 
N78 CAT CAU DOUB Y N 16 
N78 CAT CAM SING Y N 17 
N78 CAO CAP DOUB Y N 18 
N78 CAO CAN SING Y N 19 
N78 CAP CAQ SING Y N 20 
N78 CAU CAV SING Y N 21 
N78 OBP CBI SING N N 22 
N78 NAF CAZ SING N N 23 
N78 NAF CAY SING N N 24 
N78 CAZ OBN DOUB N N 25 
N78 N3  C2  DOUB Y N 26 
N78 N3  C4  SING Y N 27 
N78 NAC C4  SING Y N 28 
N78 NAC CAK SING Y N 29 
N78 C2  N1  SING Y N 30 
N78 C4  C5  DOUB Y N 31 
N78 N1  C6  DOUB Y N 32 
N78 CAK CAL DOUB Y N 33 
N78 C5  C6  SING Y N 34 
N78 C5  CAL SING Y N 35 
N78 C6  NAD SING N N 36 
N78 CAL CAM SING N N 37 
N78 NAD CAN SING N N 38 
N78 CAM CAX DOUB Y N 39 
N78 CAN CAS DOUB Y N 40 
N78 CAQ CAY SING N N 41 
N78 CAQ CAR DOUB Y N 42 
N78 CAV OBM SING N N 43 
N78 CAV CAW DOUB Y N 44 
N78 CBI CBH SING N N 45 
N78 CBH OBM SING N N 46 
N78 CAS CAR SING Y N 47 
N78 CAX CAW SING Y N 48 
N78 C2  H1  SING N N 49 
N78 CAK H2  SING N N 50 
N78 CAO H3  SING N N 51 
N78 CAP H4  SING N N 52 
N78 CAR H5  SING N N 53 
N78 CAS H6  SING N N 54 
N78 CAT H7  SING N N 55 
N78 CAW H8  SING N N 56 
N78 CAX H9  SING N N 57 
N78 CAY H10 SING N N 58 
N78 CAY H11 SING N N 59 
N78 CBD H12 SING N N 60 
N78 CBE H13 SING N N 61 
N78 CBF H14 SING N N 62 
N78 CBG H15 SING N N 63 
N78 CBH H16 SING N N 64 
N78 CBH H17 SING N N 65 
N78 CBI H18 SING N N 66 
N78 CBI H19 SING N N 67 
N78 CBK H20 SING N N 68 
N78 CBK H21 SING N N 69 
N78 CBL H22 SING N N 70 
N78 CBL H23 SING N N 71 
N78 CBL H24 SING N N 72 
N78 NAC H25 SING N N 73 
N78 NAD H26 SING N N 74 
N78 NAE H27 SING N N 75 
N78 OBP H28 SING N N 76 
# 
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 
N78 InChI            InChI                1.03  "InChI=1S/C32H28N6O5/c1-2-27(40)37-25-15-20(9-12-26(25)43-14-13-39)24-16-33-29-28(24)30(35-18-34-29)36-21-10-7-19(8-11-21)17-38-31(41)22-5-3-4-6-23(22)32(38)42/h3-12,15-16,18,39H,2,13-14,17H2,1H3,(H,37,40)(H2,33,34,35,36)" 
N78 InChIKey         InChI                1.03  ZTEPVLSNULOZJI-UHFFFAOYSA-N                                                                                                                                                                                                    
N78 SMILES_CANONICAL CACTVS               3.385 "CCC(=O)Nc1cc(ccc1OCCO)c2c[nH]c3ncnc(Nc4ccc(CN5C(=O)c6ccccc6C5=O)cc4)c23"                                                                                                                                                      
N78 SMILES           CACTVS               3.385 "CCC(=O)Nc1cc(ccc1OCCO)c2c[nH]c3ncnc(Nc4ccc(CN5C(=O)c6ccccc6C5=O)cc4)c23"                                                                                                                                                      
N78 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)Nc1cc(ccc1OCCO)c2c[nH]c3c2c(ncn3)Nc4ccc(cc4)CN5C(=O)c6ccccc6C5=O"                                                                                                                                                      
N78 SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(=O)Nc1cc(ccc1OCCO)c2c[nH]c3c2c(ncn3)Nc4ccc(cc4)CN5C(=O)c6ccccc6C5=O"                                                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           N78 
_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        "~{N}-[5-[4-[[4-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]phenyl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidin-5-yl]-2-(2-hydroxyethyloxy)phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
N78 "Create component" 2019-11-14 PDBE 
N78 "Initial release"  2020-09-30 RCSB 
N78 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            N78 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               CBL 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
