# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 14:58:44 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cnc2n1cc(nc2Nc3ccc(cc3)N4CCOCC4)c5cccnc5
#
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
 ASH  ASH  3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine  ligand  48  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ASH
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
 ASH  C10   C   CR16  0  -0.173  -1.2566  -3.2009   0.3418
 ASH  C11   C   CR16  0  -0.315  -1.1679  -4.5747   0.1995
 ASH  C12   C   CR16  0  -0.067  -2.2199  -5.2506  -0.4003
 ASH  C14   C   CR16  0  -0.102  -3.3829  -3.3217  -0.7192
 ASH  C16   C   CR6   0   0.481  -1.4088   0.9189   0.2068
 ASH  C19   C   CR16  0  -0.348   1.9688   2.3762   0.4175
 ASH  C21   C   CR6   0   0.352   3.8403   0.8680   0.0980
 ASH  C24   C   CH2   0  -0.183   7.1669  -0.7908   0.2608
 ASH  C02   C   CR5   0   0.182  -4.8304   1.7408   0.3731
 ASH  C03   C   CR15  0  -0.161  -4.2645   2.9877   0.4741
 ASH  N04   N   N     0  -0.458  -2.9172   2.8936   0.4285
 ASH  C05   C   CR56  0   0.411  -2.6599   1.6109   0.3007
 ASH  N06   N   N     0  -0.495  -3.7985   0.8587   0.2603
 ASH  C07   C   CR16  0  -0.062  -3.7642  -0.5098   0.1347
 ASH  C08   C   CR6   0   0.165  -2.5374  -1.0838   0.0305
 ASH  C09   C   CR6   0  -0.039  -2.3970  -2.5434  -0.1129
 ASH  N13   N   N     0  -0.398  -3.3057  -4.6369  -0.8571
 ASH  N15   N   N     0  -0.494  -1.3726  -0.3779   0.0730
 ASH  C18   C   CR6   0   0.343   1.0466   1.3474   0.2004
 ASH  C20   C   CR16  0  -0.313   3.3264   2.1438   0.3731
 ASH  N22   N   NT    0  -0.520   5.2208   0.6534   0.0914
 ASH  C23   C   CH2   0  -0.329   5.6877  -0.7091  -0.0682
 ASH  O25   O   O2    0  -0.482   7.9327   0.0973  -0.5199
 ASH  C26   C   CH2   0  -0.187   7.4952   1.4233  -0.3297
 ASH  C27   C   CH2   0  -0.324   6.0301   1.5865  -0.6824
 ASH  C28   C   CR16  0  -0.345   2.9121  -0.1501  -0.1248
 ASH  C29   C   CR16  0  -0.304   1.5412   0.0752  -0.0678
 ASH  H10   H   HCR6  0   0.270  -0.4555  -2.6452   0.8102
 ASH  H11   H   HCR6  0   0.275  -0.2999  -5.1155   0.5502
 ASH  H12   H   HCR6  0   0.268  -2.1822  -6.3271  -0.5223
 ASH  H14   H   HCR6  0   0.261  -4.2703  -2.8524  -1.1312
 ASH  H24   H   HCH2  0   0.204   7.3095  -0.5844   1.3310
 ASH  H24A  H   HCH2  0   0.241   7.5299  -1.8004   0.0627
 ASH  H03   H   HCR5  0   0.287  -4.7803   3.9294   0.5760
 ASH  H07   H   HCR6  0   0.315  -4.7037  -1.0391   0.1462
 ASH  H20   H   HCR6  0   0.265   3.9941   2.9703   0.5776
 ASH  H23   H   HCH2  0   0.217   5.5086  -1.0887  -1.0863
 ASH  H23A  H   HCH2  0   0.255   5.1566  -1.3659   0.6230
 ASH  H26   H   HCH2  0   0.205   7.6532   1.7356   0.7121
 ASH  H26A  H   HCH2  0   0.241   8.1011   2.0658  -0.9698
 ASH  H27   H   HCH2  0   0.221   5.8849   1.4294  -1.7619
 ASH  H27A  H   HCH2  0   0.257   5.7451   2.6145  -0.4633
 ASH  H28   H   HCR6  0   0.268   3.2386  -1.1540  -0.3588
 ASH  H29   H   HCR6  0   0.287   0.8678  -0.7466  -0.2476
 ASH  N17   N   NH1   0  -0.781  -0.3057   1.6918   0.2621
 ASH  CL    CL  CL    0  -0.077  -6.4480   1.2395   0.3689
 ASH  H19   H   HCR6  0   0.268   1.6164   3.3766   0.6412
 ASH  HN17  H   HNH1  0   0.420  -0.4898   2.6769   0.3899

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
 ASH  C09  C10   aromatic  1.393  0.020  1.393
 ASH  C10  C11   aromatic  1.384  0.020  1.384
 ASH  C10  H10   single    0.930  0.020  1.080
 ASH  C11  C12   aromatic  1.387  0.020  1.387
 ASH  C11  H11   single    0.930  0.020  1.080
 ASH  N13  C12   aromatic  1.328  0.020  1.328
 ASH  C12  H12   single    0.930  0.020  1.080
 ASH  C09  C14   aromatic  1.395  0.020  1.395
 ASH  C14  N13   aromatic  1.325  0.020  1.325
 ASH  C14  H14   single    0.930  0.020  1.080
 ASH  C05  C16   aromatic  1.433  0.020  1.433
 ASH  C16  N17   single    1.348  0.020  1.348
 ASH  C16  N15   aromatic  1.304  0.020  1.304
 ASH  C18  C19   aromatic  1.399  0.020  1.399
 ASH  C19  C20   aromatic  1.378  0.020  1.378
 ASH  C19  H19   single    0.930  0.020  1.080
 ASH  C28  C21   aromatic  1.396  0.020  1.396
 ASH  C21  C20   aromatic  1.403  0.020  1.403
 ASH  C21  N22   single    1.397  0.020  1.397
 ASH  C23  C24   single    1.518  0.020  1.518
 ASH  O25  C24   single    1.409  0.020  1.409
 ASH  C24  H24   single    0.970  0.020  1.090
 ASH  C24  H24A  single    0.970  0.020  1.090
 ASH  CL   C02   single    1.694  0.020  1.694
 ASH  C03  C02   aromatic  1.373  0.020  1.373
 ASH  C02  N06   aromatic  1.362  0.020  1.362
 ASH  C03  N04   aromatic  1.351  0.020  1.351
 ASH  C03  H03   single    0.930  0.020  1.080
 ASH  N04  C05   aromatic  1.314  0.020  1.314
 ASH  C05  N06   aromatic  1.365  0.020  1.365
 ASH  N06  C07   aromatic  1.375  0.020  1.375
 ASH  C07  C08   aromatic  1.358  0.020  1.358
 ASH  C07  H07   single    0.930  0.020  1.080
 ASH  C08  N15   aromatic  1.363  0.020  1.363
 ASH  C08  C09   single    1.473  0.020  1.473
 ASH  N17  C18   single    1.397  0.020  1.397
 ASH  N17  HN17  single    0.860  0.020  1.020
 ASH  C29  C18   aromatic  1.391  0.020  1.391
 ASH  C20  H20   single    0.930  0.020  1.080
 ASH  C27  N22   single    1.458  0.020  1.458
 ASH  N22  C23   single    1.449  0.020  1.449
 ASH  C23  H23   single    0.970  0.020  1.090
 ASH  C23  H23A  single    0.970  0.020  1.090
 ASH  C26  O25   single    1.409  0.020  1.409
 ASH  C27  C26   single    1.516  0.020  1.516
 ASH  C26  H26   single    0.970  0.020  1.090
 ASH  C26  H26A  single    0.970  0.020  1.090
 ASH  C27  H27   single    0.970  0.020  1.090
 ASH  C27  H27A  single    0.970  0.020  1.090
 ASH  C29  C28   aromatic  1.390  0.020  1.390
 ASH  C28  H28   single    0.930  0.020  1.080
 ASH  C29  H29   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
 ASH  H10   C10  C09  120.34  3.000
 ASH  H10   C10  C11  120.47  3.000
 ASH  C09   C10  C11  119.18  3.000
 ASH  H11   C11  C12  120.37  3.000
 ASH  H11   C11  C10  120.97  3.000
 ASH  C12   C11  C10  118.66  3.000
 ASH  H12   C12  N13  116.66  3.000
 ASH  H12   C12  C11  120.41  3.000
 ASH  N13   C12  C11  122.93  3.000
 ASH  H14   C14  N13  115.94  3.000
 ASH  H14   C14  C09  120.12  3.000
 ASH  N13   C14  C09  123.92  3.000
 ASH  N17   C16  N15  123.48  3.000
 ASH  N15   C16  C05  120.74  3.000
 ASH  N17   C16  C05  115.78  3.000
 ASH  H19   C19  C20  118.85  3.000
 ASH  H19   C19  C18  119.77  3.000
 ASH  C20   C19  C18  121.37  3.000
 ASH  C28   C21  N22  122.98  3.000
 ASH  N22   C21  C20  120.18  3.000
 ASH  C28   C21  C20  116.82  3.000
 ASH  H24A  C24  H24  107.91  3.000
 ASH  H24A  C24  O25  107.57  3.000
 ASH  H24   C24  O25  110.52  3.000
 ASH  H24A  C24  C23  109.55  3.000
 ASH  H24   C24  C23  109.11  3.000
 ASH  O25   C24  C23  112.07  3.000
 ASH  N06   C02  C03  106.38  3.000
 ASH  N06   C02  CL   122.11  3.000
 ASH  C03   C02  CL   131.51  3.000
 ASH  H03   C03  N04  122.74  3.000
 ASH  H03   C03  C02  127.07  3.000
 ASH  N04   C03  C02  110.19  3.000
 ASH  C05   N04  C03  105.45  3.000
 ASH  N06   C05  N04  112.17  3.000
 ASH  N06   C05  C16  117.40  3.000
 ASH  N04   C05  C16  130.43  3.000
 ASH  C07   N06  C05  122.03  3.000
 ASH  C07   N06  C02  132.15  3.000
 ASH  C05   N06  C02  105.81  3.000
 ASH  H07   C07  C08  125.47  3.000
 ASH  H07   C07  N06  117.77  3.000
 ASH  C08   C07  N06  116.75  3.000
 ASH  N15   C08  C09  115.77  3.000
 ASH  C09   C08  C07  120.80  3.000
 ASH  N15   C08  C07  123.42  3.000
 ASH  C08   C09  C14  121.85  3.000
 ASH  C08   C09  C10  120.93  3.000
 ASH  C14   C09  C10  117.21  3.000
 ASH  C14   N13  C12  118.07  3.000
 ASH  C08   N15  C16  119.64  3.000
 ASH  C29   C18  N17  125.33  3.000
 ASH  C29   C18  C19  117.92  3.000
 ASH  N17   C18  C19  116.75  3.000
 ASH  H20   C20  C21  120.38  3.000
 ASH  H20   C20  C19  118.23  3.000
 ASH  C21   C20  C19  121.38  3.000
 ASH  C27   N22  C23  111.38  3.000
 ASH  C23   N22  C21  117.60  3.000
 ASH  C27   N22  C21  116.93  3.000
 ASH  H23A  C23  H23  107.40  3.000
 ASH  H23A  C23  N22  109.84  3.000
 ASH  H23   C23  N22  111.93  3.000
 ASH  H23A  C23  C24  107.73  3.000
 ASH  H23   C23  C24  109.90  3.000
 ASH  N22   C23  C24  109.92  3.000
 ASH  C26   O25  C24  110.47  3.000
 ASH  H26A  C26  H26  108.00  3.000
 ASH  H26A  C26  C27  109.69  3.000
 ASH  H26   C26  C27  109.20  3.000
 ASH  H26A  C26  O25  107.62  3.000
 ASH  H26   C26  O25  110.53  3.000
 ASH  C27   C26  O25  111.72  3.000
 ASH  H27A  C27  H27  107.31  3.000
 ASH  H27A  C27  C26  107.93  3.000
 ASH  H27   C27  C26  109.91  3.000
 ASH  H27A  C27  N22  110.62  3.000
 ASH  H27   C27  N22  110.86  3.000
 ASH  C26   C27  N22  110.13  3.000
 ASH  H28   C28  C29  117.20  3.000
 ASH  H28   C28  C21  120.73  3.000
 ASH  C29   C28  C21  122.07  3.000
 ASH  H29   C29  C28  119.06  3.000
 ASH  H29   C29  C18  120.49  3.000
 ASH  C28   C29  C18  120.44  3.000
 ASH  HN17  N17  C18  114.99  3.000
 ASH  HN17  N17  C16  114.53  3.000
 ASH  C18   N17  C16  130.47  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
 ASH  CONST_01  N13  C14  C09  C10     0.00   0.0  0
 ASH  CONST_04  N13  C12  C11  C10     0.00   0.0  0
 ASH  CONST_05  C14  C09  C10  C11     0.00   0.0  0
 ASH  CONST_06  C08  C09  C10  C11   180.00   0.0  0
 ASH  CONST_07  C14  N13  C12  C11     0.00   0.0  0
 ASH  CONST_08  C09  C10  C11  C12     0.00   0.0  0
 ASH  CONST_09  C09  C14  N13  C12     0.00   0.0  0
 ASH  CONST_12  C03  N04  C05  C16   180.00   0.0  0
 ASH  CONST_13  C02  N06  C05  C16   180.00   0.0  0
 ASH  CONST_14  C07  N06  C05  C16     0.00   0.0  0
 ASH  CONST_15  C07  C08  N15  C16     0.00   0.0  0
 ASH  CONST_16  C09  C08  N15  C16   180.00   0.0  0
 ASH  CONST_17  C28  C29  C18  C19     0.00   0.0  0
 ASH  CONST_18  C28  C21  C20  C19     0.00   0.0  0
 ASH  CONST_19  C18  C29  C28  C21     0.00   0.0  0
 ASH  CONST_20  C18  C19  C20  C21     0.00   0.0  0
 ASH  CONST_21  C05  N04  C03  C02     0.00   0.0  0
 ASH  CONST_22  N04  C05  N06  C02     0.00   0.0  0
 ASH  CONST_23  C08  C07  N06  C02   180.00   0.0  0
 ASH  CONST_24  C05  N06  C02  C03     0.00   0.0  0
 ASH  CONST_25  C07  N06  C02  C03   180.00   0.0  0
 ASH  CONST_26  N06  C05  N04  C03     0.00   0.0  0
 ASH  CONST_27  N06  C02  C03  N04     0.00   0.0  0
 ASH  CONST_28  N15  C16  C05  N04   180.00   0.0  0
 ASH  CONST_29  C07  N06  C05  N04   180.00   0.0  0
 ASH  CONST_30  C08  N15  C16  C05     0.00   0.0  0
 ASH  CONST_31  C08  C07  N06  C05     0.00   0.0  0
 ASH  CONST_32  N15  C16  C05  N06     0.00   0.0  0
 ASH  CONST_33  N15  C08  C07  N06     0.00   0.0  0
 ASH  CONST_34  C09  C08  C07  N06   180.00   0.0  0
 ASH  CONST_35  N13  C14  C09  C08   180.00   0.0  0
 ASH  CONST_36  C29  C18  C19  C20     0.00   0.0  0
 ASH  CONST_37  C29  C28  C21  C20     0.00   0.0  0
 ASH  CONST_38  N22  C21  C20  C19   180.00   0.0  0
 ASH  CONST_39  C29  C28  C21  N22   180.00   0.0  0
 ASH  CONST_40  N04  C03  C02  CL    180.00   0.0  0
 ASH  CONST_41  C05  N06  C02  CL    180.00   0.0  0
 ASH  CONST_42  C07  N06  C02  CL      0.00   0.0  0
 ASH  CONST_43  N17  C16  C05  N04     0.00   0.0  0
 ASH  CONST_44  N17  C16  C05  N06   180.00   0.0  0
 ASH  CONST_45  N17  C16  N15  C08   180.00   0.0  0
 ASH  CONST_46  C20  C19  C18  N17   180.00   0.0  0
 ASH  CONST_47  C28  C29  C18  N17   180.00   0.0  0
 ASH  CONST_48  H14  C14  C09  C10   180.00   0.0  0
 ASH  CONST_49  H12  C12  C11  C10   180.00   0.0  0
 ASH  CONST_50  H10  C10  C11  C12   180.00   0.0  0
 ASH  CONST_51  H29  C29  C18  C19   180.00   0.0  0
 ASH  CONST_52  H19  C19  C20  C21   180.00   0.0  0
 ASH  CONST_53  H07  C07  N06  C02     0.00   0.0  0
 ASH  CONST_54  H03  C03  N04  C05   180.00   0.0  0
 ASH  CONST_55  H11  C11  C10  C09   180.00   0.0  0
 ASH  CONST_56  H20  C20  C19  C18   180.00   0.0  0
 ASH  CONST_57  H28  C28  C29  C18   180.00   0.0  0
 ASH  Var_01    C26  C27  N22  C21   166.70  30.0  1
 ASH  Var_02    C24  C23  N22  C21  -167.22  30.0  1
 ASH  Var_03    C27  C26  O25  C24   -58.26  30.0  1
 ASH  Var_04    O25  C26  C27  N22    56.16  30.0  1
 ASH  Var_05    O25  C24  C23  N22   -56.20  30.0  1
 ASH  Var_06    C19  C18  N17  C16  -173.94  30.0  2
 ASH  Var_07    C18  N17  C16  C05  -179.98  30.0  2

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
 ASH  plan-1  C10  0.020
 ASH  plan-1  C11  0.020
 ASH  plan-1  C12  0.020
 ASH  plan-1  C14  0.020
 ASH  plan-1  C08  0.020
 ASH  plan-1  C09  0.020
 ASH  plan-1  N13  0.020
 ASH  plan-1  H10  0.020
 ASH  plan-1  H11  0.020
 ASH  plan-1  H12  0.020
 ASH  plan-1  H14  0.020
 ASH  plan-2  C19  0.020
 ASH  plan-2  C21  0.020
 ASH  plan-2  C18  0.020
 ASH  plan-2  C20  0.020
 ASH  plan-2  N22  0.020
 ASH  plan-2  C28  0.020
 ASH  plan-2  C29  0.020
 ASH  plan-2  H20  0.020
 ASH  plan-2  H28  0.020
 ASH  plan-2  H29  0.020
 ASH  plan-2  N17  0.020
 ASH  plan-2  H19  0.020
 ASH  plan-3  C16  0.020
 ASH  plan-3  C02  0.020
 ASH  plan-3  C03  0.020
 ASH  plan-3  N04  0.020
 ASH  plan-3  C05  0.020
 ASH  plan-3  N06  0.020
 ASH  plan-3  C07  0.020
 ASH  plan-3  C08  0.020
 ASH  plan-3  C09  0.020
 ASH  plan-3  N15  0.020
 ASH  plan-3  H03  0.020
 ASH  plan-3  H07  0.020
 ASH  plan-3  N17  0.020
 ASH  plan-3  CL   0.020

