data_A1EN3
# 
_chem_comp.id                                    A1EN3 
_chem_comp.name                                  "(3~{R})-1-[2-[[(8~{S})-6-[bis(fluoranyl)methylidene]-2,3,5,7-tetrahydro-1~{H}-pyrrolizin-8-yl]methoxy]-7-(8-ethynyl-7-fluoranyl-3-oxidanyl-naphthalen-1-yl)-8-fluoranyl-pyrido[4,3-d]pyrimidin-4-yl]-3-methyl-piperidin-3-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H31 F4 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-03-25 
_chem_comp.pdbx_modified_date                    2025-07-25 
_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                        633.635 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EN3 
_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        9U5T 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1EN3 C4  C1  C 0 1 Y N N N N N 2.593  13.445 17.849 -0.167 -2.492 0.574  C4  A1EN3 1  
A1EN3 C5  C2  C 0 1 Y N N N N N 3.337  14.630 17.836 0.907  -1.573 0.653  C5  A1EN3 2  
A1EN3 C6  C3  C 0 1 Y N N N N N 4.461  14.799 18.636 0.600  -0.196 0.809  C6  A1EN3 3  
A1EN3 N1  N1  N 0 1 Y N N N N N 4.856  13.767 19.360 -0.682 0.179  0.875  N1  A1EN3 4  
A1EN3 N3  N2  N 0 1 Y N N N N N 3.066  12.454 18.545 -1.403 -2.019 0.649  N3  A1EN3 5  
A1EN3 FBR F1  F 0 1 N N N N N N 6.618  8.507  24.227 -6.745 1.307  -2.755 FBR A1EN3 6  
A1EN3 CBQ C4  C 0 1 N N N N N N 7.230  8.770  23.087 -6.232 2.390  -2.131 CBQ A1EN3 7  
A1EN3 FBS F2  F 0 1 N N N N N N 8.641  8.441  23.037 -6.350 3.612  -2.693 FBS A1EN3 8  
A1EN3 CBM C5  C 0 1 N N N N N N 6.542  9.183  22.013 -5.617 2.253  -0.974 CBM A1EN3 9  
A1EN3 CBN C6  C 0 1 N N N N N N 5.158  9.510  22.003 -5.394 0.966  -0.202 CBN A1EN3 10 
A1EN3 CBL C7  C 0 1 N N N N N N 7.094  9.412  20.725 -4.979 3.351  -0.141 CBL A1EN3 11 
A1EN3 NBJ N3  N 0 1 N N N N N N 6.034  8.933  19.795 -4.968 2.830  1.248  NBJ A1EN3 12 
A1EN3 CBI C8  C 0 1 N N N N N N 6.005  7.519  19.420 -6.331 2.895  1.810  CBI A1EN3 13 
A1EN3 CBH C9  C 0 1 N N N N N N 4.655  7.018  19.326 -6.617 1.548  2.496  CBH A1EN3 14 
A1EN3 CBG C10 C 0 1 N N N N N N 3.966  7.850  20.491 -5.335 0.711  2.297  CBG A1EN3 15 
A1EN3 CBK C11 C 0 1 N N S N N N 4.736  9.190  20.535 -4.652 1.377  1.083  CBK A1EN3 16 
A1EN3 CBO C12 C 0 1 N N N N N N 4.005  10.288 19.816 -3.149 1.099  1.024  CBO A1EN3 17 
A1EN3 OBP O1  O 0 1 N N N N N N 4.690  11.544 19.952 -2.930 -0.304 0.866  OBP A1EN3 18 
A1EN3 C2  C13 C 0 1 Y N N N N N 4.201  12.588 19.255 -1.643 -0.721 0.796  C2  A1EN3 19 
A1EN3 CAX C14 C 0 1 Y N N N N N 5.152  16.006 18.584 1.663  0.716  0.888  CAX A1EN3 20 
A1EN3 FAY F3  F 0 1 N N N N N N 6.228  15.980 19.492 1.431  2.039  1.037  FAY A1EN3 21 
A1EN3 NAT N4  N 0 1 N N N N N N 1.395  13.256 17.221 0.067  -3.841 0.417  NAT A1EN3 22 
A1EN3 CBD C15 C 0 1 N N N N N N 0.387  14.256 17.283 -0.505 -4.331 -0.844 CBD A1EN3 23 
A1EN3 CBC C16 C 0 1 N N R N N N -0.474 14.058 18.538 -0.103 -5.792 -1.054 CBC A1EN3 24 
A1EN3 CBE C17 C 0 1 N N N N N N -1.563 15.134 18.517 1.421  -5.897 -1.131 CBE A1EN3 25 
A1EN3 OBF O2  O 0 1 N N N N N N 0.416  14.322 19.657 -0.677 -6.275 -2.271 OBF A1EN3 26 
A1EN3 CBB C18 C 0 1 N N N N N N -1.119 12.698 18.663 -0.615 -6.631 0.120  CBB A1EN3 27 
A1EN3 CBA C19 C 0 1 N N N N N N -0.023 11.627 18.518 -0.043 -6.071 1.425  CBA A1EN3 28 
A1EN3 CAZ C20 C 0 1 N N N N N N 0.753  11.946 17.212 -0.447 -4.601 1.564  CAZ A1EN3 29 
A1EN3 CAU C21 C 0 1 Y N N N N N 2.997  15.695 17.032 2.246  -1.970 0.585  CAU A1EN3 30 
A1EN3 NAV N5  N 0 1 Y N N N N N 3.720  16.864 17.005 3.204  -1.076 0.664  NAV A1EN3 31 
A1EN3 CAW C22 C 0 1 Y N N N N N 4.682  17.179 17.829 2.960  0.228  0.810  CAW A1EN3 32 
A1EN3 CAA C23 C 0 1 Y N N N N N 5.568  18.298 17.875 4.097  1.173  0.891  CAA A1EN3 33 
A1EN3 CAB C24 C 0 1 Y N N N N N 5.893  19.056 19.018 4.652  1.721  -0.286 CAB A1EN3 34 
A1EN3 CAF C25 C 0 1 Y N N N N N 6.325  18.487 16.724 4.619  1.530  2.123  CAF A1EN3 35 
A1EN3 CAE C26 C 0 1 Y N N N N N 7.386  19.378 16.698 5.689  2.419  2.208  CAE A1EN3 36 
A1EN3 OBT O3  O 0 1 N N N N N N 8.059  19.573 15.497 6.187  2.756  3.427  OBT A1EN3 37 
A1EN3 CAD C27 C 0 1 Y N N N N N 7.712  20.142 17.806 6.249  2.961  1.072  CAD A1EN3 38 
A1EN3 CAC C28 C 0 1 Y N N N N N 6.980  19.967 18.993 5.738  2.623  -0.192 CAC A1EN3 39 
A1EN3 CAJ C29 C 0 1 Y N N N N N 7.284  20.754 20.084 6.294  3.164  -1.366 CAJ A1EN3 40 
A1EN3 CAI C30 C 0 1 Y N N N N N 6.505  20.677 21.230 5.785  2.825  -2.583 CAI A1EN3 41 
A1EN3 CAH C31 C 0 1 Y N N N N N 5.433  19.753 21.294 4.714  1.943  -2.694 CAH A1EN3 42 
A1EN3 FAK F4  F 0 1 N N N N N N 4.679  19.672 22.428 4.232  1.626  -3.916 FAK A1EN3 43 
A1EN3 CAG C32 C 0 1 Y N N N N N 5.115  18.974 20.203 4.139  1.383  -1.560 CAG A1EN3 44 
A1EN3 CAL C33 C 0 1 N N N N N N 4.003  18.144 20.256 3.041  0.473  -1.681 CAL A1EN3 45 
A1EN3 CAM C34 C 0 1 N N N N N N 3.100  17.508 20.389 2.140  -0.274 -1.779 CAM A1EN3 46 
A1EN3 H1  H1  H 0 1 N N N N N N 5.001  10.573 22.237 -6.350 0.505  0.046  H1  A1EN3 47 
A1EN3 H2  H2  H 0 1 N N N N N N 4.599  8.890  22.720 -4.784 0.277  -0.787 H2  A1EN3 48 
A1EN3 H3  H3  H 0 1 N N N N N N 8.023  8.839  20.589 -3.962 3.541  -0.482 H3  A1EN3 49 
A1EN3 H4  H4  H 0 1 N N N N N N 7.297  10.482 20.570 -5.573 4.263  -0.199 H4  A1EN3 50 
A1EN3 H6  H6  H 0 1 N N N N N N 6.549  6.938  20.179 -6.391 3.702  2.541  H6  A1EN3 51 
A1EN3 H7  H7  H 0 1 N N N N N N 6.498  7.399  18.444 -7.052 3.066  1.012  H7  A1EN3 52 
A1EN3 H8  H8  H 0 1 N N N N N N 4.206  7.239  18.347 -6.810 1.698  3.558  H8  A1EN3 53 
A1EN3 H9  H9  H 0 1 N N N N N N 4.608  5.935  19.515 -7.467 1.056  2.022  H9  A1EN3 54 
A1EN3 H10 H10 H 0 1 N N N N N N 2.903  8.022  20.267 -4.697 0.772  3.178  H10 A1EN3 55 
A1EN3 H11 H11 H 0 1 N N N N N N 4.057  7.320  21.451 -5.585 -0.326 2.074  H11 A1EN3 56 
A1EN3 H12 H12 H 0 1 N N N N N N 2.994  10.383 20.239 -2.714 1.633  0.179  H12 A1EN3 57 
A1EN3 H13 H13 H 0 1 N N N N N N 3.933  10.032 18.749 -2.680 1.439  1.948  H13 A1EN3 58 
A1EN3 H14 H14 H 0 1 N N N N N N 0.860  15.248 17.319 -1.592 -4.255 -0.803 H14 A1EN3 59 
A1EN3 H15 H15 H 0 1 N N N N N N -0.251 14.186 16.389 -0.130 -3.728 -1.671 H15 A1EN3 60 
A1EN3 H16 H16 H 0 1 N N N N N N -2.204 15.025 19.404 1.858  -5.530 -0.202 H16 A1EN3 61 
A1EN3 H17 H17 H 0 1 N N N N N N -1.095 16.129 18.523 1.707  -6.938 -1.281 H17 A1EN3 62 
A1EN3 H18 H18 H 0 1 N N N N N N -2.173 15.021 17.608 1.785  -5.297 -1.965 H18 A1EN3 63 
A1EN3 H19 H19 H 0 1 N N N N N N -0.060 14.216 20.472 -0.463 -7.197 -2.468 H19 A1EN3 64 
A1EN3 H20 H20 H 0 1 N N N N N N -1.872 12.569 17.871 -1.704 -6.588 0.151  H20 A1EN3 65 
A1EN3 H21 H21 H 0 1 N N N N N N -1.602 12.605 19.647 -0.295 -7.666 -0.004 H21 A1EN3 66 
A1EN3 H22 H22 H 0 1 N N N N N N -0.478 10.628 18.453 -0.438 -6.637 2.269  H22 A1EN3 67 
A1EN3 H23 H23 H 0 1 N N N N N N 0.658  11.664 19.381 1.044  -6.150 1.410  H23 A1EN3 68 
A1EN3 H24 H24 H 0 1 N N N N N N 0.046  11.911 16.370 -0.029 -4.195 2.485  H24 A1EN3 69 
A1EN3 H25 H25 H 0 1 N N N N N N 1.529  11.179 17.072 -1.533 -4.524 1.593  H25 A1EN3 70 
A1EN3 H26 H26 H 0 1 N N N N N N 2.128  15.608 16.397 2.492  -3.015 0.467  H26 A1EN3 71 
A1EN3 H27 H27 H 0 1 N N N N N N 6.081  17.928 15.833 4.194  1.116  3.025  H27 A1EN3 72 
A1EN3 H28 H28 H 0 1 N N N N N N 8.757  20.204 15.624 6.897  2.177  3.736  H28 A1EN3 73 
A1EN3 H29 H29 H 0 1 N N N N N N 8.516  20.861 17.759 7.078  3.649  1.154  H29 A1EN3 74 
A1EN3 H30 H30 H 0 1 N N N N N N 8.126  21.429 20.047 7.125  3.850  -1.301 H30 A1EN3 75 
A1EN3 H31 H31 H 0 1 N N N N N N 6.716  21.320 22.072 6.221  3.247  -3.476 H31 A1EN3 76 
A1EN3 H32 H32 H 0 1 N N N N N N 2.240  16.902 20.516 1.335  -0.942 -1.867 H32 A1EN3 77 
# 
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 
A1EN3 OBT CAE SING N N 1  
A1EN3 CAE CAF DOUB Y N 2  
A1EN3 CAE CAD SING Y N 3  
A1EN3 CAF CAA SING Y N 4  
A1EN3 NAV CAU DOUB Y N 5  
A1EN3 NAV CAW SING Y N 6  
A1EN3 CAU C5  SING Y N 7  
A1EN3 CAZ NAT SING N N 8  
A1EN3 CAZ CBA SING N N 9  
A1EN3 NAT CBD SING N N 10 
A1EN3 NAT C4  SING N N 11 
A1EN3 CBD CBC SING N N 12 
A1EN3 CAD CAC DOUB Y N 13 
A1EN3 CAW CAA SING N N 14 
A1EN3 CAW CAX DOUB Y N 15 
A1EN3 C5  C4  DOUB Y N 16 
A1EN3 C5  C6  SING Y N 17 
A1EN3 C4  N3  SING Y N 18 
A1EN3 CAA CAB DOUB Y N 19 
A1EN3 CBE CBC SING N N 20 
A1EN3 CBA CBB SING N N 21 
A1EN3 CBC CBB SING N N 22 
A1EN3 CBC OBF SING N N 23 
A1EN3 N3  C2  DOUB Y N 24 
A1EN3 CAX C6  SING Y N 25 
A1EN3 CAX FAY SING N N 26 
A1EN3 C6  N1  DOUB Y N 27 
A1EN3 CAC CAB SING Y N 28 
A1EN3 CAC CAJ SING Y N 29 
A1EN3 CAB CAG SING Y N 30 
A1EN3 C2  N1  SING Y N 31 
A1EN3 C2  OBP SING N N 32 
A1EN3 CBH CBI SING N N 33 
A1EN3 CBH CBG SING N N 34 
A1EN3 CBI NBJ SING N N 35 
A1EN3 NBJ CBK SING N N 36 
A1EN3 NBJ CBL SING N N 37 
A1EN3 CBO OBP SING N N 38 
A1EN3 CBO CBK SING N N 39 
A1EN3 CAJ CAI DOUB Y N 40 
A1EN3 CAG CAL SING N N 41 
A1EN3 CAG CAH DOUB Y N 42 
A1EN3 CAL CAM TRIP N N 43 
A1EN3 CBG CBK SING N N 44 
A1EN3 CBK CBN SING N N 45 
A1EN3 CBL CBM SING N N 46 
A1EN3 CAI CAH SING Y N 47 
A1EN3 CAH FAK SING N N 48 
A1EN3 CBN CBM SING N N 49 
A1EN3 CBM CBQ DOUB N N 50 
A1EN3 FBS CBQ SING N N 51 
A1EN3 CBQ FBR SING N N 52 
A1EN3 CBN H1  SING N N 53 
A1EN3 CBN H2  SING N N 54 
A1EN3 CBL H3  SING N N 55 
A1EN3 CBL H4  SING N N 56 
A1EN3 CBI H6  SING N N 57 
A1EN3 CBI H7  SING N N 58 
A1EN3 CBH H8  SING N N 59 
A1EN3 CBH H9  SING N N 60 
A1EN3 CBG H10 SING N N 61 
A1EN3 CBG H11 SING N N 62 
A1EN3 CBO H12 SING N N 63 
A1EN3 CBO H13 SING N N 64 
A1EN3 CBD H14 SING N N 65 
A1EN3 CBD H15 SING N N 66 
A1EN3 CBE H16 SING N N 67 
A1EN3 CBE H17 SING N N 68 
A1EN3 CBE H18 SING N N 69 
A1EN3 OBF H19 SING N N 70 
A1EN3 CBB H20 SING N N 71 
A1EN3 CBB H21 SING N N 72 
A1EN3 CBA H22 SING N N 73 
A1EN3 CBA H23 SING N N 74 
A1EN3 CAZ H24 SING N N 75 
A1EN3 CAZ H25 SING N N 76 
A1EN3 CAU H26 SING N N 77 
A1EN3 CAF H27 SING N N 78 
A1EN3 OBT H28 SING N N 79 
A1EN3 CAD H29 SING N N 80 
A1EN3 CAJ H30 SING N N 81 
A1EN3 CAI H31 SING N N 82 
A1EN3 CAM H32 SING N N 83 
# 
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 
A1EN3 InChI            InChI                1.06  "InChI=1S/C34H31F4N5O3/c1-3-22-25(35)7-6-19-12-21(44)13-23(26(19)22)28-27(36)29-24(15-39-28)31(42-10-4-8-33(2,45)17-42)41-32(40-29)46-18-34-9-5-11-43(34)16-20(14-34)30(37)38/h1,6-7,12-13,15,44-45H,4-5,8-11,14,16-18H2,2H3/t33-,34+/m1/s1" 
A1EN3 InChIKey         InChI                1.06  UBTUDOPGKDULSC-NOCHOARKSA-N                                                                                                                                                                                                                  
A1EN3 SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(O)CCCN(C1)c2nc(OC[C@@]34CCCN3CC(C4)=C(F)F)nc5c(F)c(ncc25)c6cc(O)cc7ccc(F)c(C#C)c67"                                                                                                                                                 
A1EN3 SMILES           CACTVS               3.385 "C[C]1(O)CCCN(C1)c2nc(OC[C]34CCCN3CC(C4)=C(F)F)nc5c(F)c(ncc25)c6cc(O)cc7ccc(F)c(C#C)c67"                                                                                                                                                     
A1EN3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@]1(CCCN(C1)c2c3cnc(c(c3nc(n2)OC[C@@]45CCCN4CC(=C(F)F)C5)F)c6cc(cc7c6c(c(cc7)F)C#C)O)O"                                                                                                                                                  
A1EN3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCCN(C1)c2c3cnc(c(c3nc(n2)OCC45CCCN4CC(=C(F)F)C5)F)c6cc(cc7c6c(c(cc7)F)C#C)O)O"                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1EN3 
_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        "(3~{R})-1-[2-[[(8~{S})-6-[bis(fluoranyl)methylidene]-2,3,5,7-tetrahydro-1~{H}-pyrrolizin-8-yl]methoxy]-7-(8-ethynyl-7-fluoranyl-3-oxidanyl-naphthalen-1-yl)-8-fluoranyl-pyrido[4,3-d]pyrimidin-4-yl]-3-methyl-piperidin-3-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 
A1EN3 "Create component" 2025-03-25 PDBC 
A1EN3 "Initial release"  2025-07-30 RCSB 
# 
