data_ESN
# 
_chem_comp.id                                    ESN 
_chem_comp.name                                  "(2~{R})-2-[5-[5-chloranyl-2-(oxan-4-ylamino)pyrimidin-4-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]-~{N}-[(1~{S})-1-(3-methylphenyl)-2-oxidanyl-ethyl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H32 Cl N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-04-11 
_chem_comp.pdbx_modified_date                    2018-05-25 
_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                        550.048 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ESN 
_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        6G9N 
_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 
ESN C1  C1  C  0 1 N N N 1.536  10.212 45.156 3.565   0.301  -2.686 C1   ESN 1  
ESN C2  C2  C  0 1 N N R 2.163  8.879  45.547 3.477   1.283  -1.516 C2   ESN 2  
ESN C5  C3  C  0 1 Y N N 5.828  9.507  45.457 -0.000  2.712  -0.918 C5   ESN 3  
ESN C6  C4  C  0 1 Y N N 7.050  10.145 45.432 -1.066  3.576  -0.803 C6   ESN 4  
ESN C7  C5  C  0 1 Y N N 8.193  9.434  45.133 -2.311  3.097  -0.438 C7   ESN 5  
ESN C8  C6  C  0 1 Y N N 8.139  8.069  44.821 -2.490  1.737  -0.185 C8   ESN 6  
ESN C10 C7  C  0 1 Y N N 5.755  8.144  45.185 -0.164  1.345  -0.674 C10  ESN 7  
ESN C11 C8  C  0 1 N N N 4.334  7.732  45.235 1.137   0.679  -0.878 C11  ESN 8  
ESN C13 C9  C  0 1 Y N N 9.408  7.344  44.565 -3.824  1.227  0.213  C13  ESN 9  
ESN C15 C10 C  0 1 Y N N 11.482 7.465  43.624 -5.425  -0.433 0.168  C15  ESN 10 
ESN C19 C11 C  0 1 N N N 13.145 11.463 41.195 -9.548  -2.327 -0.513 C19  ESN 11 
ESN C21 C12 C  0 1 N N N 11.182 10.579 40.197 -8.502  -4.281 0.403  C21  ESN 12 
ESN C22 C13 C  0 1 N N N 11.335 9.278  40.954 -7.105  -3.743 0.081  C22  ESN 13 
ESN C24 C14 C  0 1 Y N N 10.980 5.585  44.778 -5.909  1.484  1.354  C24  ESN 14 
ESN C25 C15 C  0 1 Y N N 9.724  6.088  45.072 -4.673  2.003  1.008  C25  ESN 15 
ESN C27 C16 C  0 1 N N N 1.778  8.496  46.977 4.118   0.672  -0.297 C27  ESN 16 
ESN C31 C17 C  0 1 N N N -1.069 6.774  48.200 6.517   0.832  1.797  C31  ESN 17 
ESN C35 C18 C  0 1 Y N N -1.896 10.060 51.059 9.137   -1.456 -0.951 C35  ESN 18 
ESN C36 C19 C  0 1 Y N N -2.311 11.143 50.300 9.376   -2.668 -0.331 C36  ESN 19 
ESN C37 C20 C  0 1 Y N N -2.036 11.211 48.940 8.535   -3.107 0.674  C37  ESN 20 
ESN C38 C21 C  0 1 N N N -2.454 12.405 48.120 8.794   -4.429 1.349  C38  ESN 21 
ESN C39 C22 C  0 1 Y N N -1.314 10.174 48.365 7.456   -2.334 1.060  C39  ESN 22 
ESN N3  N1  N  0 1 N N N 3.612  8.883  45.409 2.071   1.579  -1.232 N3   ESN 23 
ESN C4  C23 C  0 1 N N N 4.452  10.042 45.716 1.450   2.908  -1.286 C4   ESN 24 
ESN C9  C24 C  0 1 Y N N 6.898  7.423  44.847 -1.416  0.860  -0.299 C9   ESN 25 
ESN O12 O1  O  0 1 N N N 3.857  6.614  45.140 1.337   -0.512 -0.745 O12  ESN 26 
ESN N14 N2  N  0 1 Y N N 10.287 8.037  43.836 -4.235  0.025  -0.186 N14  ESN 27 
ESN N16 N3  N  0 1 N N N 12.365 8.171  42.874 -5.821  -1.687 -0.265 N16  ESN 28 
ESN C17 C25 C  0 1 N N N 12.114 9.472  42.245 -7.135  -2.212 0.116  C17  ESN 29 
ESN C18 C26 C  0 1 N N N 13.416 10.199 41.972 -8.193  -1.711 -0.872 C18  ESN 30 
ESN O20 O2  O  0 1 N N N 12.452 11.198 39.958 -9.442  -3.752 -0.534 O20  ESN 31 
ESN N23 N4  N  0 1 Y N N 11.875 6.260  44.061 -6.248  0.278  0.925  N23  ESN 32 
ESN CL1 CL1 CL 0 0 N N N 8.650  5.135  46.040 -4.187  3.579  1.550  CL26 ESN 33 
ESN O28 O3  O  0 1 N N N 2.630  8.342  47.853 3.464   0.500  0.710  O28  ESN 34 
ESN N29 N5  N  0 1 N N N 0.470  8.353  47.176 5.417   0.315  -0.326 N29  ESN 35 
ESN C30 C27 C  0 1 N N S -0.130 7.940  48.449 6.040   -0.279 0.860  C30  ESN 36 
ESN O32 O4  O  0 1 N N N -2.092 7.118  47.302 7.555   1.580  1.159  O32  ESN 37 
ESN C33 C28 C  0 1 Y N N -0.885 9.077  49.111 7.217   -1.122 0.440  C33  ESN 38 
ESN C34 C29 C  0 1 Y N N -1.194 9.025  50.464 8.061   -0.680 -0.562 C34  ESN 39 
ESN H44 H1  H  0 1 N N N 0.444  10.154 45.278 4.611   0.080  -2.897 H44  ESN 40 
ESN H43 H2  H  0 1 N N N 1.936  11.008 45.801 3.045   -0.621 -2.426 H43  ESN 41 
ESN H42 H3  H  0 1 N N N 1.776  10.436 44.106 3.102   0.743  -3.568 H42  ESN 42 
ESN H40 H4  H  0 1 N N N 1.752  8.110  44.877 3.997   2.205  -1.776 H40  ESN 43 
ESN H47 H5  H  0 1 N N N 7.112  11.202 45.647 -0.930  4.629  -0.998 H47  ESN 44 
ESN H48 H6  H  0 1 N N N 9.148  9.939  45.139 -3.145  3.777  -0.349 H48  ESN 45 
ESN H54 H7  H  0 1 N N N 14.103 11.953 40.967 -9.844  -1.999 0.483  H54  ESN 46 
ESN H55 H8  H  0 1 N N N 12.528 12.133 41.811 -10.296 -2.007 -1.239 H55  ESN 47 
ESN H57 H9  H  0 1 N N N 10.555 11.264 40.786 -8.496  -5.369 0.338  H57  ESN 48 
ESN H56 H10 H  0 1 N N N 10.696 10.376 39.231 -8.784  -3.978 1.412  H56  ESN 49 
ESN H58 H11 H  0 1 N N N 10.336 8.885  41.195 -6.394  -4.110 0.821  H58  ESN 50 
ESN H59 H12 H  0 1 N N N 11.870 8.556  40.319 -6.805  -4.079 -0.911 H59  ESN 51 
ESN H60 H13 H  0 1 N N N 11.244 4.604  45.146 -6.589  2.056  1.968  H60  ESN 52 
ESN H62 H14 H  0 1 N N N -1.520 6.469  49.156 5.683   1.494  2.030  H62  ESN 53 
ESN H63 H15 H  0 1 N N N -0.494 5.935  47.782 6.900   0.391  2.717  H63  ESN 54 
ESN H66 H16 H  0 1 N N N -2.120 10.023 52.115 9.794   -1.112 -1.737 H66  ESN 55 
ESN H67 H17 H  0 1 N N N -2.856 11.946 50.773 10.219  -3.271 -0.632 H67  ESN 56 
ESN H69 H18 H  0 1 N N N -3.452 12.226 47.693 9.444   -4.275 2.211  H69  ESN 57 
ESN H68 H19 H  0 1 N N N -2.484 13.298 48.762 7.849   -4.860 1.680  H68  ESN 58 
ESN H70 H20 H  0 1 N N N -1.731 12.562 47.306 9.277   -5.108 0.646  H70  ESN 59 
ESN H71 H21 H  0 1 N N N -1.078 10.218 47.312 6.798   -2.678 1.845  H71  ESN 60 
ESN H46 H22 H  0 1 N N N 4.221  10.889 45.054 1.528   3.312  -2.296 H46  ESN 61 
ESN H45 H23 H  0 1 N N N 4.335  10.354 46.764 1.930   3.580  -0.575 H45  ESN 62 
ESN H49 H24 H  0 1 N N N 6.827  6.372  44.607 -1.553  -0.193 -0.104 H49  ESN 63 
ESN H50 H25 H  0 1 N N N 12.618 7.561  42.123 -5.229  -2.218 -0.820 H50  ESN 64 
ESN H51 H26 H  0 1 N N N 11.508 10.089 42.925 -7.385  -1.875 1.122  H51  ESN 65 
ESN H52 H27 H  0 1 N N N 14.082 9.547  41.387 -7.915  -2.006 -1.884 H52  ESN 66 
ESN H53 H28 H  0 1 N N N 13.898 10.454 42.927 -8.260  -0.624 -0.814 H53  ESN 67 
ESN H61 H29 H  0 1 N N N -0.143 8.539  46.408 5.940   0.452  -1.131 H61  ESN 68 
ESN H41 H30 H  0 1 N N N 0.666  7.607  49.131 5.312   -0.904 1.378  H41  ESN 69 
ESN H64 H31 H  0 1 N N N -2.661 6.369  47.168 7.906   2.303  1.697  H64  ESN 70 
ESN H65 H32 H  0 1 N N N -0.886 8.175  51.054 7.875   0.267  -1.046 H65  ESN 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 
ESN O20 C21 SING N N 1  
ESN O20 C19 SING N N 2  
ESN C21 C22 SING N N 3  
ESN C22 C17 SING N N 4  
ESN C19 C18 SING N N 5  
ESN C18 C17 SING N N 6  
ESN C17 N16 SING N N 7  
ESN N16 C15 SING N N 8  
ESN C15 N14 DOUB Y N 9  
ESN C15 N23 SING Y N 10 
ESN N14 C13 SING Y N 11 
ESN N23 C24 DOUB Y N 12 
ESN C13 C8  SING N N 13 
ESN C13 C25 DOUB Y N 14 
ESN C24 C25 SING Y N 15 
ESN C8  C9  DOUB Y N 16 
ESN C8  C7  SING Y N 17 
ESN C9  C10 SING Y N 18 
ESN C25 CL1 SING N N 19 
ESN C7  C6  DOUB Y N 20 
ESN O12 C11 DOUB N N 21 
ESN C1  C2  SING N N 22 
ESN C10 C11 SING N N 23 
ESN C10 C5  DOUB Y N 24 
ESN C11 N3  SING N N 25 
ESN N3  C2  SING N N 26 
ESN N3  C4  SING N N 27 
ESN C6  C5  SING Y N 28 
ESN C5  C4  SING N N 29 
ESN C2  C27 SING N N 30 
ESN C27 N29 SING N N 31 
ESN C27 O28 DOUB N N 32 
ESN N29 C30 SING N N 33 
ESN O32 C31 SING N N 34 
ESN C38 C37 SING N N 35 
ESN C31 C30 SING N N 36 
ESN C39 C37 DOUB Y N 37 
ESN C39 C33 SING Y N 38 
ESN C30 C33 SING N N 39 
ESN C37 C36 SING Y N 40 
ESN C33 C34 DOUB Y N 41 
ESN C36 C35 DOUB Y N 42 
ESN C34 C35 SING Y N 43 
ESN C1  H44 SING N N 44 
ESN C1  H43 SING N N 45 
ESN C1  H42 SING N N 46 
ESN C2  H40 SING N N 47 
ESN C6  H47 SING N N 48 
ESN C7  H48 SING N N 49 
ESN C19 H54 SING N N 50 
ESN C19 H55 SING N N 51 
ESN C21 H57 SING N N 52 
ESN C21 H56 SING N N 53 
ESN C22 H58 SING N N 54 
ESN C22 H59 SING N N 55 
ESN C24 H60 SING N N 56 
ESN C31 H62 SING N N 57 
ESN C31 H63 SING N N 58 
ESN C35 H66 SING N N 59 
ESN C36 H67 SING N N 60 
ESN C38 H69 SING N N 61 
ESN C38 H68 SING N N 62 
ESN C38 H70 SING N N 63 
ESN C39 H71 SING N N 64 
ESN C4  H46 SING N N 65 
ESN C4  H45 SING N N 66 
ESN C9  H49 SING N N 67 
ESN N16 H50 SING N N 68 
ESN C17 H51 SING N N 69 
ESN C18 H52 SING N N 70 
ESN C18 H53 SING N N 71 
ESN N29 H61 SING N N 72 
ESN C30 H41 SING N N 73 
ESN O32 H64 SING N N 74 
ESN C34 H65 SING N N 75 
# 
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 
ESN InChI            InChI                1.03  
"InChI=1S/C29H32ClN5O4/c1-17-4-3-5-19(12-17)25(16-36)33-27(37)18(2)35-15-21-7-6-20(13-23(21)28(35)38)26-24(30)14-31-29(34-26)32-22-8-10-39-11-9-22/h3-7,12-14,18,22,25,36H,8-11,15-16H2,1-2H3,(H,33,37)(H,31,32,34)/t18-,25-/m1/s1" 
ESN InChIKey         InChI                1.03  XHOJEECXVUMYMF-IQGLISFBSA-N 
ESN SMILES_CANONICAL CACTVS               3.385 "C[C@@H](N1Cc2ccc(cc2C1=O)c3nc(NC4CCOCC4)ncc3Cl)C(=O)N[C@H](CO)c5cccc(C)c5" 
ESN SMILES           CACTVS               3.385 "C[CH](N1Cc2ccc(cc2C1=O)c3nc(NC4CCOCC4)ncc3Cl)C(=O)N[CH](CO)c5cccc(C)c5" 
ESN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1)[C@@H](CO)NC(=O)[C@@H](C)N2Cc3ccc(cc3C2=O)c4c(cnc(n4)NC5CCOCC5)Cl" 
ESN SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1)C(CO)NC(=O)C(C)N2Cc3ccc(cc3C2=O)c4c(cnc(n4)NC5CCOCC5)Cl" 
# 
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 
ESN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-[5-[5-chloranyl-2-(oxan-4-ylamino)pyrimidin-4-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]-~{N}-[(1~{S})-1-(3-methylphenyl)-2-oxidanyl-ethyl]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 
ESN "Create component" 2018-04-11 RCSB 
ESN "Initial release"  2018-05-30 RCSB 
# 
