# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 08:37:36 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: ~{N}-[4-(4-methoxyphenoxy)phenyl]-7~{H}-pyrrolo[2,3-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Oc2ccc(Nc3ncnc4[nH]ccc34)cc2)cc1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 9IS  9IS  "~{N}-[4-(4-methoxyphenoxy)phenyl]-7~{H}-pyrrolo[2,3-d]pyrimidin-4-amine"
  ligand  41  25  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9IS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 9IS  N1   N  NR15  0  -0.658  25.2680  -29.8568  44.4831
 9IS  C2   C  CR16  0  -0.377  17.8886  -23.4582  35.9308
 9IS  N3   N  N     0  -0.487  22.4821  -27.0832  43.7442
 9IS  C4   C  CR16  0  -0.333  19.7348  -22.3217  36.9713
 9IS  C5   C  CR16  0  -0.290  19.5480  -23.0594  38.1239
 9IS  C6   C  CR6   0   0.300  18.5312  -24.0078  38.1840
 9IS  C    C  CH3   0  -0.435  18.3844  -21.9366  33.6231
 9IS  C1   C  CR6   0   0.376  18.9085  -22.5145  35.8609
 9IS  C3   C  CR16  0  -0.312  17.7102  -24.2060  37.0907
 9IS  C7   C  CR6   0   0.332  19.3181  -25.4609  39.8555
 9IS  C18  C  CR16  0  -0.325  19.3967  -25.5678  41.2354
 9IS  C17  C  CR16  0  -0.295  20.3780  -26.3443  41.8335
 9IS  C10  C  CR6   0   0.357  21.3145  -27.0200  41.0498
 9IS  C9   C  CR16  0  -0.347  21.2271  -26.8994  39.6608
 9IS  C8   C  CR16  0  -0.311  20.2395  -26.1363  39.0642
 9IS  N    N  NH1   0  -0.770  22.3156  -27.8553  41.5512
 9IS  C11  C  CR6   0   0.502  22.8611  -27.9260  42.7902
 9IS  C16  C  CR16  0   0.044  23.0473  -27.1814  44.9490
 9IS  N2   N  N     0  -0.444  23.9700  -28.0302  45.3455
 9IS  C13  C  CR56  0   0.481  24.3457  -28.8725  44.3794
 9IS  C14  C  CR15  0  -0.007  25.3705  -30.5094  43.2814
 9IS  C15  C  CR15  0  -0.440  24.5105  -29.9520  42.3811
 9IS  C12  C  CR56  0  -0.098  23.8444  -28.8956  43.0717
 9IS  H1   H  HNR5  0   0.413  25.7945  -30.0756  45.3140
 9IS  H2   H  HCR6  0   0.281  17.2246  -23.6378  35.0963
 9IS  H3   H  HCR6  0   0.266  20.5258  -21.5836  36.9248
 9IS  H4   H  HCR6  0   0.275  20.1946  -22.8916  38.9767
 9IS  H5   H  HCH3  0   0.258  18.7659  -21.2450  32.8759
 9IS  H6   H  HCH3  0   0.227  18.4640  -22.9550  33.2331
 9IS  H7   H  HCH3  0   0.227  17.3295  -21.7117  33.8028
 9IS  H8   H  HCR6  0   0.269  16.9184  -24.9432  37.1352
 9IS  H9   H  HCR6  0   0.266  18.6798  -25.0456  41.8566
 9IS  H10  H  HCR6  0   0.279  20.4139  -26.4105  42.9084
 9IS  H11  H  HCR6  0   0.271  21.9396  -27.4197  39.0309
 9IS  H12  H  HCR6  0   0.277  20.1981  -26.0749  37.9841
 9IS  H13  H  HNH1  0   0.419  22.7367  -28.4600  40.8628
 9IS  H14  H  HCR6  0   0.245  22.6973  -26.4669  45.6866
 9IS  H15  H  HCR5  0   0.288  26.0564  -31.3318  43.1615
 9IS  H16  H  HCR5  0   0.257  24.3777  -30.2663  41.3580
 9IS  O1   O  O2    0  -0.515  18.2943  -24.7234  39.3306
 9IS  O    O  O2    0  -0.468  19.1704  -21.7516  34.7817

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 9IS  C    O    single    1.412  0.020  1.412
 9IS  O    C1   single    1.347  0.020  1.347
 9IS  C2   C1   aromatic  1.391  0.020  1.391
 9IS  C2   C3   aromatic  1.392  0.020  1.392
 9IS  C1   C4   aromatic  1.397  0.020  1.397
 9IS  C3   C6   aromatic  1.382  0.020  1.382
 9IS  C4   C5   aromatic  1.381  0.020  1.381
 9IS  C5   C6   aromatic  1.392  0.020  1.392
 9IS  C6   O1   single    1.372  0.020  1.372
 9IS  C8   C9   aromatic  1.383  0.020  1.383
 9IS  C8   C7   aromatic  1.390  0.020  1.390
 9IS  O1   C7   single    1.367  0.020  1.367
 9IS  C9   C10  aromatic  1.397  0.020  1.397
 9IS  C7   C18  aromatic  1.386  0.020  1.386
 9IS  C10  N    single    1.397  0.020  1.397
 9IS  C10  C17  aromatic  1.396  0.020  1.396
 9IS  C18  C17  aromatic  1.387  0.020  1.387
 9IS  N    C11  single    1.356  0.020  1.356
 9IS  C15  C12  aromatic  1.427  0.020  1.427
 9IS  C15  C14  aromatic  1.364  0.020  1.364
 9IS  C11  C12  aromatic  1.409  0.020  1.409
 9IS  C11  N3   aromatic  1.328  0.020  1.328
 9IS  C12  C13  aromatic  1.401  0.020  1.401
 9IS  C14  N1   aromatic  1.371  0.020  1.371
 9IS  N3   C16  aromatic  1.334  0.020  1.334
 9IS  C13  N1   aromatic  1.353  0.020  1.353
 9IS  C13  N2   aromatic  1.336  0.020  1.336
 9IS  C16  N2   aromatic  1.315  0.020  1.315
 9IS  N1   H1   single    0.860  0.020  1.020
 9IS  C2   H2   single    0.930  0.020  1.080
 9IS  C4   H3   single    0.930  0.020  1.080
 9IS  C5   H4   single    0.930  0.020  1.080
 9IS  C    H5   single    0.970  0.020  1.090
 9IS  C    H6   single    0.970  0.020  1.090
 9IS  C    H7   single    0.970  0.020  1.090
 9IS  C3   H8   single    0.930  0.020  1.080
 9IS  C18  H9   single    0.930  0.020  1.080
 9IS  C17  H10  single    0.930  0.020  1.080
 9IS  C9   H11  single    0.930  0.020  1.080
 9IS  C8   H12  single    0.930  0.020  1.080
 9IS  N    H13  single    0.860  0.020  1.020
 9IS  C16  H14  single    0.930  0.020  1.080
 9IS  C14  H15  single    0.930  0.020  1.080
 9IS  C15  H16  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 9IS  H1   N1   C14  125.47  3.000
 9IS  H1   N1   C13  125.26  3.000
 9IS  C14  N1   C13  109.27  3.000
 9IS  H2   C2   C3   118.36  3.000
 9IS  H2   C2   C1   121.61  3.000
 9IS  C3   C2   C1   120.03  3.000
 9IS  C16  N3   C11  118.75  3.000
 9IS  H3   C4   C1   119.46  3.000
 9IS  H3   C4   C5   119.92  3.000
 9IS  C1   C4   C5   120.63  3.000
 9IS  H4   C5   C6   120.51  3.000
 9IS  H4   C5   C4   119.57  3.000
 9IS  C6   C5   C4   119.92  3.000
 9IS  O1   C6   C3   118.93  3.000
 9IS  O1   C6   C5   121.17  3.000
 9IS  C3   C6   C5   119.85  3.000
 9IS  H7   C    H6   108.69  3.000
 9IS  H7   C    H5   108.69  3.000
 9IS  H6   C    H5   108.77  3.000
 9IS  H7   C    O    112.04  3.000
 9IS  H6   C    O    111.97  3.000
 9IS  H5   C    O    106.57  3.000
 9IS  O    C1   C4   116.32  3.000
 9IS  C4   C1   C2   119.15  3.000
 9IS  O    C1   C2   124.52  3.000
 9IS  H8   C3   C6   119.98  3.000
 9IS  H8   C3   C2   119.60  3.000
 9IS  C6   C3   C2   120.41  3.000
 9IS  C8   C7   C18  119.46  3.000
 9IS  C18  C7   O1   117.80  3.000
 9IS  C8   C7   O1   122.70  3.000
 9IS  H9   C18  C17  119.41  3.000
 9IS  H9   C18  C7   119.76  3.000
 9IS  C17  C18  C7   120.83  3.000
 9IS  H10  C17  C10  120.53  3.000
 9IS  H10  C17  C18  119.22  3.000
 9IS  C10  C17  C18  120.25  3.000
 9IS  N    C10  C9   116.95  3.000
 9IS  N    C10  C17  124.67  3.000
 9IS  C9   C10  C17  118.33  3.000
 9IS  H11  C9   C8   118.91  3.000
 9IS  H11  C9   C10  119.69  3.000
 9IS  C8   C9   C10  121.40  3.000
 9IS  H12  C8   C9   119.26  3.000
 9IS  H12  C8   C7   121.01  3.000
 9IS  C9   C8   C7   119.73  3.000
 9IS  H13  N    C11  115.13  3.000
 9IS  H13  N    C10  114.38  3.000
 9IS  C11  N    C10  130.36  3.000
 9IS  C12  C11  N    119.95  3.000
 9IS  C12  C11  N3   119.48  3.000
 9IS  N    C11  N3   120.57  3.000
 9IS  H14  C16  N2   116.52  3.000
 9IS  H14  C16  N3   115.39  3.000
 9IS  N2   C16  N3   128.09  3.000
 9IS  C13  N2   C16  112.73  3.000
 9IS  C12  C13  N2   125.81  3.000
 9IS  N2   C13  N1   126.53  3.000
 9IS  C12  C13  N1   107.67  3.000
 9IS  H15  C14  C15  129.77  3.000
 9IS  H15  C14  N1   120.55  3.000
 9IS  C15  C14  N1   109.68  3.000
 9IS  H16  C15  C12  128.13  3.000
 9IS  H16  C15  C14  125.78  3.000
 9IS  C12  C15  C14  106.10  3.000
 9IS  C15  C12  C13  107.28  3.000
 9IS  C13  C12  C11  115.14  3.000
 9IS  C15  C12  C11  137.58  3.000
 9IS  C7   O1   C6   118.23  3.000
 9IS  C1   O    C    118.35  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 9IS  CONST_01  C12  C15  C14  N1      0.00   0.0  0
 9IS  CONST_02  C15  C12  C13  N1      0.00   0.0  0
 9IS  CONST_03  C11  C12  C13  N1    180.00   0.0  0
 9IS  CONST_04  C16  N2   C13  N1    180.00   0.0  0
 9IS  CONST_05  C5   C4   C1   C2      0.00   0.0  0
 9IS  CONST_06  C5   C6   C3   C2      0.00   0.0  0
 9IS  CONST_07  C15  C12  C11  N3    180.00   0.0  0
 9IS  CONST_08  C13  C12  C11  N3      0.00   0.0  0
 9IS  CONST_09  C13  N2   C16  N3      0.00   0.0  0
 9IS  CONST_10  C3   C2   C1   C4      0.00   0.0  0
 9IS  CONST_11  C3   C6   C5   C4      0.00   0.0  0
 9IS  CONST_12  C1   C2   C3   C6      0.00   0.0  0
 9IS  CONST_13  C1   C4   C5   C6      0.00   0.0  0
 9IS  CONST_14  C10  C9   C8   C7      0.00   0.0  0
 9IS  CONST_15  C10  C17  C18  C7      0.00   0.0  0
 9IS  CONST_16  C9   C8   C7   C18     0.00   0.0  0
 9IS  CONST_17  C9   C10  C17  C18     0.00   0.0  0
 9IS  CONST_18  C8   C9   C10  C17     0.00   0.0  0
 9IS  CONST_19  C8   C7   C18  C17     0.00   0.0  0
 9IS  CONST_20  C14  C15  C12  C11   180.00   0.0  0
 9IS  CONST_21  N2   C13  C12  C11     0.00   0.0  0
 9IS  CONST_22  N2   C16  N3   C11     0.00   0.0  0
 9IS  CONST_23  C12  C11  N3   C16     0.00   0.0  0
 9IS  CONST_24  C12  C13  N2   C16     0.00   0.0  0
 9IS  CONST_25  C15  C12  C13  N2    180.00   0.0  0
 9IS  CONST_26  C14  N1   C13  N2    180.00   0.0  0
 9IS  CONST_27  C14  C15  C12  C13     0.00   0.0  0
 9IS  CONST_28  C15  C14  N1   C13     0.00   0.0  0
 9IS  CONST_29  C12  C13  N1   C14     0.00   0.0  0
 9IS  CONST_30  O1   C6   C3   C2    180.00   0.0  0
 9IS  CONST_31  O1   C6   C5   C4    180.00   0.0  0
 9IS  CONST_32  O    C1   C4   C5    180.00   0.0  0
 9IS  CONST_33  C3   C2   C1   O     180.00   0.0  0
 9IS  CONST_34  C9   C8   C7   O1    180.00   0.0  0
 9IS  CONST_35  C17  C18  C7   O1    180.00   0.0  0
 9IS  CONST_36  N    C10  C17  C18   180.00   0.0  0
 9IS  CONST_37  N    C10  C9   C8    180.00   0.0  0
 9IS  CONST_38  C15  C12  C11  N       0.00   0.0  0
 9IS  CONST_39  C13  C12  C11  N     180.00   0.0  0
 9IS  CONST_40  C16  N3   C11  N     180.00   0.0  0
 9IS  CONST_41  H16  C15  C14  N1    180.00   0.0  0
 9IS  CONST_42  H3   C4   C1   C2    180.00   0.0  0
 9IS  CONST_43  H2   C2   C1   C4    180.00   0.0  0
 9IS  CONST_44  H8   C3   C6   C5    180.00   0.0  0
 9IS  CONST_45  H2   C2   C3   C6    180.00   0.0  0
 9IS  CONST_46  H3   C4   C5   C6    180.00   0.0  0
 9IS  CONST_47  H8   C3   C2   C1    180.00   0.0  0
 9IS  CONST_48  H4   C5   C4   C1    180.00   0.0  0
 9IS  CONST_49  H4   C5   C6   C3    180.00   0.0  0
 9IS  CONST_50  H11  C9   C8   C7    180.00   0.0  0
 9IS  CONST_51  H10  C17  C18  C7    180.00   0.0  0
 9IS  CONST_52  H12  C8   C7   C18   180.00   0.0  0
 9IS  CONST_53  H11  C9   C10  C17   180.00   0.0  0
 9IS  CONST_54  H12  C8   C9   C10   180.00   0.0  0
 9IS  CONST_55  H9   C18  C17  C10   180.00   0.0  0
 9IS  CONST_56  H10  C17  C10  C9    180.00   0.0  0
 9IS  CONST_57  H9   C18  C7   C8    180.00   0.0  0
 9IS  CONST_58  H16  C15  C12  C11     0.00   0.0  0
 9IS  CONST_59  H14  C16  N3   C11   180.00   0.0  0
 9IS  CONST_60  H1   N1   C13  N2      0.00   0.0  0
 9IS  CONST_61  H16  C15  C12  C13   180.00   0.0  0
 9IS  CONST_62  H15  C14  N1   C13   180.00   0.0  0
 9IS  CONST_63  H14  C16  N2   C13   180.00   0.0  0
 9IS  CONST_64  H1   N1   C14  C15   180.00   0.0  0
 9IS  CONST_65  H15  C14  C15  C12   180.00   0.0  0
 9IS  CONST_66  H1   N1   C13  C12   180.00   0.0  0
 9IS  Var_01    C10  N    C11  N3     -2.40  30.0  1
 9IS  Var_02    C7   O1   C6   C5    -57.26  30.0  2
 9IS  Var_03    C8   C7   O1   C6    -36.96  30.0  2
 9IS  Var_04    C18  C7   O1   C6    145.41  30.0  2
 9IS  Var_05    C7   O1   C6   C3    125.05  30.0  2
 9IS  Var_06    C11  N    C10  C17   -20.66  30.0  2
 9IS  Var_07    C12  C11  N    C10   177.95  30.0  2
 9IS  Var_08    C11  N    C10  C9    161.71  30.0  2
 9IS  Var_09    C    O    C1   C2     -1.70  30.0  2
 9IS  Var_10    C    O    C1   C4    178.32  30.0  2
 9IS  Var_11    H13  N    C11  N3    173.20  30.0  1
 9IS  Var_12    H13  N    C10  C17   163.72  30.0  2
 9IS  Var_13    H13  N    C10  C9    -13.91  30.0  2
 9IS  Var_14    H13  N    C11  C12    -6.45  30.0  1
 9IS  Var_15    H5   C    O    C1   -179.06  30.0  3
 9IS  Var_16    H6   C    O    C1    -60.24  30.0  3
 9IS  Var_17    H7   C    O    C1     62.18  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 9IS  plan-1  C2   0.020
 9IS  plan-1  C4   0.020
 9IS  plan-1  C5   0.020
 9IS  plan-1  C6   0.020
 9IS  plan-1  C1   0.020
 9IS  plan-1  C3   0.020
 9IS  plan-1  H2   0.020
 9IS  plan-1  H3   0.020
 9IS  plan-1  H4   0.020
 9IS  plan-1  H8   0.020
 9IS  plan-1  O1   0.020
 9IS  plan-1  O    0.020
 9IS  plan-2  C7   0.020
 9IS  plan-2  C18  0.020
 9IS  plan-2  C17  0.020
 9IS  plan-2  C10  0.020
 9IS  plan-2  C9   0.020
 9IS  plan-2  C8   0.020
 9IS  plan-2  N    0.020
 9IS  plan-2  H9   0.020
 9IS  plan-2  H10  0.020
 9IS  plan-2  H11  0.020
 9IS  plan-2  H12  0.020
 9IS  plan-2  O1   0.020
 9IS  plan-3  N1   0.020
 9IS  plan-3  N3   0.020
 9IS  plan-3  N    0.020
 9IS  plan-3  C11  0.020
 9IS  plan-3  C16  0.020
 9IS  plan-3  N2   0.020
 9IS  plan-3  C13  0.020
 9IS  plan-3  C14  0.020
 9IS  plan-3  C15  0.020
 9IS  plan-3  C12  0.020
 9IS  plan-3  H1   0.020
 9IS  plan-3  H14  0.020
 9IS  plan-3  H15  0.020
 9IS  plan-3  H16  0.020

