# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 08:54:59 2021
#   Inital geometry file: a 140 line input string
#   Ligand name: 2-[[6-(dimethylamino)-1,3-benzodioxol-5-yl]sulfanyl]-1-[2-(2,2-dimethylpropylamino)ethyl]imidazo[4,5-c]pyridin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1cc2OCOc2cc1Sc3nc4c(N)nccc4n3CCNCC(C)(C)C
#
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
 EOR  EOR  2-[[6-(dimethylamino)-1,3-benzodioxol-5-yl]sulfanyl]-1-[2-(2,2-dimethylpropylamino)ethyl]imidazo[4,5-c]pyridin-4-amine  ligand  61  31  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EOR
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
 EOR  C10  C  CR56  0   0.315   5.0513  31.5943  23.7113
 EOR  C11  C  CR16  0  -0.328   4.1023  32.4607  24.1892
 EOR  C12  C  CR6   0  -0.223   4.5518  33.4672  25.0539
 EOR  C14  C  CR5   0   0.185   2.0734  34.5574  24.7465
 EOR  C20  C  CR16  0  -0.085  -1.0891  34.8932  21.6607
 EOR  C22  C  CR56  0   0.424   0.8365  34.9203  22.9743
 EOR  C25  C  CH2   0  -0.265   3.2466  37.2532  23.1352
 EOR  C27  C  CH2   0  -0.225   2.1400  39.3755  22.7661
 EOR  C01  C  CH3   0  -0.528   6.5718  35.8723  25.6156
 EOR  C03  C  CH3   0  -0.535   7.2073  34.2941  27.3246
 EOR  C04  C  CR6   0   0.295   5.8912  33.5843  25.4201
 EOR  C05  C  CR16  0  -0.379   6.8355  32.6735  24.9184
 EOR  C06  C  CR56  0   0.306   6.3844  31.6933  24.0719
 EOR  C08  C  CH2   0   0.072   6.1498  29.9038  22.7669
 EOR  C16  C  CR56  0  -0.020   0.1185  34.2900  23.9865
 EOR  C17  C  CR6   0   0.393  -1.2403  33.9746  23.7715
 EOR  C21  C  CR16  0  -0.391   0.2364  35.2508  21.7532
 EOR  C28  C  CT    0  -0.111   1.0084  40.1031  22.0286
 EOR  C29  C  CH3   0  -0.632   1.1119  39.8474  20.5254
 EOR  C30  C  CH3   0  -0.655  -0.3582  39.6344  22.5350
 EOR  C31  C  CH3   0  -0.639   1.1583  41.5992  22.3057
 EOR  N02  N  NT    0  -0.491   6.2389  34.6347  26.3021
 EOR  N15  N  N     0  -0.420   0.9127  34.0685  25.0781
 EOR  N18  N  NH2   0  -0.826  -1.9846  33.4014  24.7462
 EOR  N19  N  N     0  -0.472  -1.8093  34.2789  22.6149
 EOR  N23  N  NR5   0  -0.494   2.0928  35.0891  23.4802
 EOR  N26  N  NH1   0  -0.597   2.1014  37.9389  22.5812
 EOR  O07  O  O     0  -0.486   7.0912  30.7147  23.4602
 EOR  O09  O  O     0  -0.486   4.8851  30.5482  22.8695
 EOR  S13  S  S2    0   0.141   3.4484  34.6300  25.8236
 EOR  H1   H  HCR6  0   0.287   3.0598  32.3482  23.9236
 EOR  H2   H  HCR6  0   0.256  -1.6309  35.1158  20.7481
 EOR  H3   H  HCH2  0   0.241   4.1519  37.6493  22.6671
 EOR  H4   H  HCH2  0   0.202   3.3704  37.3972  24.2203
 EOR  H5   H  HCH2  0   0.218   3.0970  39.7395  22.3764
 EOR  H6   H  HCH2  0   0.194   2.1140  39.6613  23.8315
 EOR  H7   H  HCH3  0   0.239   6.6212  36.6888  26.3369
 EOR  H8   H  HCH3  0   0.214   7.5346  35.8204  25.0899
 EOR  H9   H  HCH3  0   0.241   5.8000  36.1214  24.8876
 EOR  H10  H  HCH3  0   0.246   7.2259  35.0851  28.0751
 EOR  H11  H  HCH3  0   0.245   6.9186  33.3678  27.8194
 EOR  H12  H  HCH3  0   0.208   8.2317  34.1786  26.9460
 EOR  H13  H  HCR6  0   0.278   7.8811  32.7436  25.1885
 EOR  H14  H  HCH2  0   0.238   6.0995  28.9143  23.2302
 EOR  H15  H  HCR6  0   0.270   0.7471  35.7586  20.9487
 EOR  H16  H  HCH2  0   0.278   3.1068  35.6038  21.7563
 EOR  H17  H  HCH2  0   0.280   4.1300  35.2898  23.1423
 EOR  H18  H  HCH3  0   0.215   2.0737  40.1870  20.1326
 EOR  H19  H  HCH3  0   0.227   1.0172  38.7852  20.2983
 EOR  H20  H  HCH3  0   0.216   0.3262  40.3797  19.9848
 EOR  H21  H  HCH3  0   0.223  -0.4550  39.7723  23.6146
 EOR  H22  H  HCH3  0   0.229  -1.1595  40.2013  22.0565
 EOR  H23  H  HCH3  0   0.219  -0.5411  38.5808  22.3123
 EOR  H24  H  HCH3  0   0.221   1.0834  41.8166  23.3738
 EOR  H25  H  HCH3  0   0.221   2.1248  41.9727  21.9584
 EOR  H26  H  HCH3  0   0.225   0.3796  42.1718  21.7975
 EOR  H27  H  HNH2  0   0.389  -2.8624  32.9887  24.4785
 EOR  H28  H  HNH2  0   0.396  -1.5082  32.9502  25.5084
 EOR  H29  H  HNH1  0   0.351   1.2565  37.5793  23.0071
 EOR  H31  H  HCH2  0   0.245   6.4374  29.8202  21.7177
 EOR  C24  C  CH2   0  -0.355   3.2019  35.7656  22.8297

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
 EOR  C29  C28  single    1.528  0.020  1.528
 EOR  C20  C21  aromatic  1.376  0.020  1.376
 EOR  C20  N19  aromatic  1.344  0.020  1.344
 EOR  C21  C22  aromatic  1.400  0.020  1.400
 EOR  C28  C30  single    1.531  0.020  1.531
 EOR  C28  C31  single    1.529  0.020  1.529
 EOR  C28  C27  single    1.534  0.020  1.534
 EOR  N19  C17  aromatic  1.324  0.020  1.324
 EOR  N26  C27  single    1.449  0.020  1.449
 EOR  N26  C25  single    1.445  0.020  1.445
 EOR  C24  C25  single    1.519  0.020  1.519
 EOR  C24  N23  single    1.453  0.020  1.453
 EOR  C22  N23  aromatic  1.365  0.020  1.365
 EOR  C22  C16  aromatic  1.392  0.020  1.392
 EOR  C08  O09  single    1.423  0.020  1.423
 EOR  C08  O07  single    1.423  0.020  1.423
 EOR  O09  C10  single    1.353  0.020  1.353
 EOR  N23  C14  aromatic  1.374  0.020  1.374
 EOR  C17  C16  aromatic  1.411  0.020  1.411
 EOR  C17  N18  single    1.354  0.020  1.354
 EOR  O07  C06  single    1.353  0.020  1.353
 EOR  C16  N15  aromatic  1.368  0.020  1.368
 EOR  C10  C06  aromatic  1.385  0.020  1.385
 EOR  C10  C11  aromatic  1.371  0.020  1.371
 EOR  C06  C05  aromatic  1.371  0.020  1.371
 EOR  C11  C12  aromatic  1.401  0.020  1.401
 EOR  C14  N15  aromatic  1.302  0.020  1.302
 EOR  C14  S13  single    1.748  0.020  1.748
 EOR  C05  C04  aromatic  1.405  0.020  1.405
 EOR  C12  C04  aromatic  1.394  0.020  1.394
 EOR  C12  S13  single    1.778  0.020  1.778
 EOR  C04  N02  single    1.415  0.020  1.415
 EOR  C01  N02  single    1.454  0.020  1.454
 EOR  N02  C03  single    1.449  0.020  1.449
 EOR  C11  H1   single    0.930  0.020  1.080
 EOR  C20  H2   single    0.930  0.020  1.080
 EOR  C25  H3   single    0.970  0.020  1.090
 EOR  C25  H4   single    0.970  0.020  1.090
 EOR  C27  H5   single    0.970  0.020  1.090
 EOR  C27  H6   single    0.970  0.020  1.090
 EOR  C01  H7   single    0.970  0.020  1.090
 EOR  C01  H8   single    0.970  0.020  1.090
 EOR  C01  H9   single    0.970  0.020  1.090
 EOR  C03  H10  single    0.970  0.020  1.090
 EOR  C03  H11  single    0.970  0.020  1.090
 EOR  C03  H12  single    0.970  0.020  1.090
 EOR  C05  H13  single    0.930  0.020  1.080
 EOR  C08  H14  single    0.970  0.020  1.090
 EOR  C21  H15  single    0.930  0.020  1.080
 EOR  C24  H16  single    0.970  0.020  1.090
 EOR  C24  H17  single    0.970  0.020  1.090
 EOR  C29  H18  single    0.970  0.020  1.090
 EOR  C29  H19  single    0.970  0.020  1.090
 EOR  C29  H20  single    0.970  0.020  1.090
 EOR  C30  H21  single    0.970  0.020  1.090
 EOR  C30  H22  single    0.970  0.020  1.090
 EOR  C30  H23  single    0.970  0.020  1.090
 EOR  C31  H24  single    0.970  0.020  1.090
 EOR  C31  H25  single    0.970  0.020  1.090
 EOR  C31  H26  single    0.970  0.020  1.090
 EOR  N18  H27  single    0.890  0.020  1.040
 EOR  N18  H28  single    0.890  0.020  1.040
 EOR  N26  H29  single    0.890  0.020  1.040
 EOR  C08  H31  single    0.970  0.020  1.090

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
 EOR  O09  C10  C06  109.61  3.000
 EOR  C06  C10  C11  122.04  3.000
 EOR  O09  C10  C11  128.35  3.000
 EOR  H1   C11  C12  122.38  3.000
 EOR  H1   C11  C10  121.05  3.000
 EOR  C12  C11  C10  116.56  3.000
 EOR  S13  C12  C04  115.33  3.000
 EOR  S13  C12  C11  122.54  3.000
 EOR  C04  C12  C11  122.07  3.000
 EOR  S13  C14  N23  122.74  3.000
 EOR  S13  C14  N15  124.04  3.000
 EOR  N23  C14  N15  113.12  3.000
 EOR  H2   C20  N19  115.06  3.000
 EOR  H2   C20  C21  118.98  3.000
 EOR  N19  C20  C21  125.96  3.000
 EOR  N23  C22  C21  133.52  3.000
 EOR  N23  C22  C16  105.15  3.000
 EOR  C21  C22  C16  121.33  3.000
 EOR  H4   C25  H3   106.33  3.000
 EOR  H4   C25  N26  113.87  3.000
 EOR  H3   C25  N26  108.67  3.000
 EOR  H4   C25  C24  109.23  3.000
 EOR  H3   C25  C24  107.04  3.000
 EOR  N26  C25  C24  111.36  3.000
 EOR  H6   C27  H5   106.14  3.000
 EOR  H6   C27  N26  112.30  3.000
 EOR  H5   C27  N26  107.90  3.000
 EOR  H6   C27  C28  108.90  3.000
 EOR  H5   C27  C28  108.40  3.000
 EOR  N26  C27  C28  112.91  3.000
 EOR  H9   C01  H8   108.17  3.000
 EOR  H9   C01  H7   107.62  3.000
 EOR  H8   C01  H7   108.19  3.000
 EOR  H9   C01  N02  110.36  3.000
 EOR  H8   C01  N02  112.74  3.000
 EOR  H7   C01  N02  109.60  3.000
 EOR  H12  C03  H11  108.32  3.000
 EOR  H12  C03  H10  107.31  3.000
 EOR  H11  C03  H10  107.98  3.000
 EOR  H12  C03  N02  113.89  3.000
 EOR  H11  C03  N02  110.08  3.000
 EOR  H10  C03  N02  109.06  3.000
 EOR  N02  C04  C05  122.60  3.000
 EOR  N02  C04  C12  117.54  3.000
 EOR  C05  C04  C12  119.86  3.000
 EOR  H13  C05  C06  121.21  3.000
 EOR  H13  C05  C04  121.22  3.000
 EOR  C06  C05  C04  117.57  3.000
 EOR  O07  C06  C05  128.62  3.000
 EOR  C05  C06  C10  121.91  3.000
 EOR  O07  C06  C10  109.48  3.000
 EOR  H31  C08  H14  110.50  3.000
 EOR  H31  C08  O09  109.77  3.000
 EOR  H14  C08  O09  109.77  3.000
 EOR  H31  C08  O07  109.74  3.000
 EOR  H14  C08  O07  109.85  3.000
 EOR  O09  C08  O07  107.15  3.000
 EOR  N15  C16  C17  130.12  3.000
 EOR  N15  C16  C22  110.73  3.000
 EOR  C17  C16  C22  119.14  3.000
 EOR  N19  C17  N18  119.33  3.000
 EOR  N18  C17  C16  120.94  3.000
 EOR  N19  C17  C16  119.69  3.000
 EOR  H15  C21  C22  123.92  3.000
 EOR  H15  C21  C20  121.85  3.000
 EOR  C22  C21  C20  114.21  3.000
 EOR  C31  C28  C30  109.10  3.000
 EOR  C31  C28  C29  109.59  3.000
 EOR  C30  C28  C29  109.54  3.000
 EOR  C31  C28  C27  107.74  3.000
 EOR  C30  C28  C27  110.74  3.000
 EOR  C29  C28  C27  110.09  3.000
 EOR  H20  C29  H19  108.02  3.000
 EOR  H20  C29  H18  107.68  3.000
 EOR  H19  C29  H18  107.71  3.000
 EOR  H20  C29  C28  110.89  3.000
 EOR  H19  C29  C28  111.22  3.000
 EOR  H18  C29  C28  111.16  3.000
 EOR  H23  C30  H22  106.77  3.000
 EOR  H23  C30  H21  107.97  3.000
 EOR  H22  C30  H21  107.60  3.000
 EOR  H23  C30  C28  112.17  3.000
 EOR  H22  C30  C28  110.56  3.000
 EOR  H21  C30  C28  111.54  3.000
 EOR  H26  C31  H25  107.68  3.000
 EOR  H26  C31  H24  107.56  3.000
 EOR  H25  C31  H24  107.66  3.000
 EOR  H26  C31  C28  111.03  3.000
 EOR  H25  C31  C28  111.32  3.000
 EOR  H24  C31  C28  111.41  3.000
 EOR  C04  N02  C03  115.44  3.000
 EOR  C03  N02  C01  112.35  3.000
 EOR  C04  N02  C01  113.19  3.000
 EOR  C16  N15  C14  104.69  3.000
 EOR  H28  N18  H27  115.52  3.000
 EOR  H28  N18  C17  118.38  3.000
 EOR  H27  N18  C17  117.49  3.000
 EOR  C17  N19  C20  119.66  3.000
 EOR  C24  N23  C22  126.46  3.000
 EOR  C22  N23  C14  106.31  3.000
 EOR  C24  N23  C14  127.15  3.000
 EOR  H29  N26  C27  108.71  3.000
 EOR  H29  N26  C25  109.37  3.000
 EOR  C27  N26  C25  113.60  3.000
 EOR  C08  O07  C06  106.67  3.000
 EOR  C08  O09  C10  106.60  3.000
 EOR  C14  S13  C12  101.20  3.000
 EOR  H17  C24  H16  107.00  3.000
 EOR  H17  C24  N23  108.58  3.000
 EOR  H16  C24  N23  107.78  3.000
 EOR  H17  C24  C25  110.18  3.000
 EOR  H16  C24  C25  110.24  3.000
 EOR  N23  C24  C25  112.85  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
 EOR  CONST_01  C04  C05  C06  C10     0.00   0.0  0
 EOR  CONST_02  C04  C12  C11  C10     0.00   0.0  0
 EOR  CONST_03  C05  C06  C10  C11     0.00   0.0  0
 EOR  CONST_04  C05  C04  C12  C11     0.00   0.0  0
 EOR  CONST_05  C06  C10  C11  C12     0.00   0.0  0
 EOR  CONST_06  C06  C05  C04  C12     0.00   0.0  0
 EOR  CONST_07  C21  C22  N23  C14   180.00   0.0  0
 EOR  CONST_08  C16  C22  N23  C14     0.00   0.0  0
 EOR  CONST_09  C22  C16  N15  C14     0.00   0.0  0
 EOR  CONST_10  C17  C16  N15  C14   180.00   0.0  0
 EOR  CONST_11  N23  C22  C21  C20   180.00   0.0  0
 EOR  CONST_12  C16  C22  C21  C20     0.00   0.0  0
 EOR  CONST_13  C16  C17  N19  C20     0.00   0.0  0
 EOR  CONST_14  N19  C20  C21  C22     0.00   0.0  0
 EOR  CONST_15  N15  C14  N23  C22     0.00   0.0  0
 EOR  CONST_16  N19  C17  C16  C22     0.00   0.0  0
 EOR  CONST_17  N23  C14  N15  C16     0.00   0.0  0
 EOR  CONST_18  C21  C20  N19  C17     0.00   0.0  0
 EOR  CONST_19  C21  C22  C16  C17     0.00   0.0  0
 EOR  CONST_20  N23  C22  C16  C17   180.00   0.0  0
 EOR  CONST_21  N15  C16  C22  C21   180.00   0.0  0
 EOR  CONST_22  N23  C22  C16  N15     0.00   0.0  0
 EOR  CONST_23  N19  C17  C16  N15   180.00   0.0  0
 EOR  CONST_24  S13  C12  C11  C10   180.00   0.0  0
 EOR  CONST_25  N02  C04  C12  C11   180.00   0.0  0
 EOR  CONST_26  N18  C17  N19  C20   180.00   0.0  0
 EOR  CONST_27  S13  C14  N23  C22   180.00   0.0  0
 EOR  CONST_28  N18  C17  C16  C22   180.00   0.0  0
 EOR  CONST_29  S13  C12  C04  C05   180.00   0.0  0
 EOR  CONST_30  N02  C04  C05  C06   180.00   0.0  0
 EOR  CONST_31  C24  N23  C22  C16   180.00   0.0  0
 EOR  CONST_32  S13  C14  N15  C16   180.00   0.0  0
 EOR  CONST_33  C24  N23  C22  C21     0.00   0.0  0
 EOR  CONST_34  N15  C14  N23  C24   180.00   0.0  0
 EOR  CONST_35  N18  C17  C16  N15     0.00   0.0  0
 EOR  CONST_36  H13  C05  C06  C10   180.00   0.0  0
 EOR  CONST_37  H2   C20  C21  C22   180.00   0.0  0
 EOR  CONST_38  H1   C11  C12  C04   180.00   0.0  0
 EOR  CONST_39  H15  C21  C22  C16   180.00   0.0  0
 EOR  Var_01    O07  C08  O09  C10    -6.76  30.0  1
 EOR  Var_02    O09  C08  O07  C06     6.93  30.0  1
 EOR  Var_03    N23  C14  S13  C12   -71.65  30.0  3
 EOR  Var_04    C04  C12  S13  C14   160.99  30.0  3
 EOR  Var_05    C25  C24  N23  C14   -86.85  30.0  1
 EOR  Var_06    N26  C25  C24  N23   -65.66  30.0  3
 EOR  Var_07    H7   C01  N02  C04   168.02  30.0  3
 EOR  Var_08    H10  C03  N02  C04  -166.90  30.0  3
 EOR  Var_09    C28  C27  N26  C25   173.07  30.0  3
 EOR  Var_10    C24  C25  N26  C27  -176.07  30.0  3
 EOR  Var_11    N26  C27  C28  C29   -60.70  30.0  3
 EOR  Var_12    H18  C29  C28  C27   -58.86  30.0  3
 EOR  Var_13    H21  C30  C28  C27    56.52  30.0  3
 EOR  Var_14    H24  C31  C28  C27   -60.53  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
 EOR  plan-1  C14  0.020
 EOR  plan-1  C20  0.020
 EOR  plan-1  C22  0.020
 EOR  plan-1  C16  0.020
 EOR  plan-1  C17  0.020
 EOR  plan-1  C21  0.020
 EOR  plan-1  N15  0.020
 EOR  plan-1  N18  0.020
 EOR  plan-1  N19  0.020
 EOR  plan-1  N23  0.020
 EOR  plan-1  S13  0.020
 EOR  plan-1  H2   0.020
 EOR  plan-1  H15  0.020
 EOR  plan-1  C24  0.020
 EOR  plan-2  C10  0.020
 EOR  plan-2  C11  0.020
 EOR  plan-2  C12  0.020
 EOR  plan-2  C04  0.020
 EOR  plan-2  C05  0.020
 EOR  plan-2  C06  0.020
 EOR  plan-2  N02  0.020
 EOR  plan-2  O07  0.020
 EOR  plan-2  O09  0.020
 EOR  plan-2  S13  0.020
 EOR  plan-2  H1   0.020
 EOR  plan-2  H13  0.020
 EOR  plan-3  C01  0.020
 EOR  plan-3  C03  0.020
 EOR  plan-3  C04  0.020
 EOR  plan-3  N02  0.020
 EOR  plan-4  C17  0.020
 EOR  plan-4  N18  0.020
 EOR  plan-4  H27  0.020
 EOR  plan-4  H28  0.020

