# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 02:30:03 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (E)-3-[4-[(1R)-1-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydroisoquinolin-1-yl]phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CN1CCc2cc(O)ccc2[C@@]1(C)c3ccc(\C=C\C(O)=O)cc3
#
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
 J0W  J0W  '(E)-3-[4-[(1R)-1-methyl-2-(2-methylpropyl)-6-oxidanyl-3,4-dihydroisoquinolin-1-yl]phenyl]prop-2-enoic acid'  ligand  53  27  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_J0W
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
 J0W  C1    C  CH3    0  -0.653  -0.8071   5.0776   0.4763
 J0W  C2    C  CH1    0  -0.256  -1.4715   3.8772  -0.1907
 J0W  C3    C  CH3    0  -0.644  -0.7726   3.5117  -1.4932
 J0W  C4    C  CH2    0  -0.243  -1.4918   2.7087   0.7974
 J0W  N5    N  NT     0  -0.436  -2.0559   1.4863   0.2543
 J0W  C6    C  CH2    0  -0.309  -3.4940   1.5362   0.1054
 J0W  C7    C  CH2    0  -0.495  -3.9350   0.4901  -0.8945
 J0W  C8    C  CR6    0   0.054  -3.3969  -0.8575  -0.5143
 J0W  C9    C  CR16   0  -0.394  -4.0143  -2.0087  -0.9986
 J0W  C10   C  CR6    0   0.348  -3.5445  -3.2694  -0.6602
 J0W  C11   C  CR16   0  -0.390  -2.4412  -3.3787   0.1842
 J0W  C12   C  CR16   0  -0.268  -1.8337  -2.2318   0.6613
 J0W  C13   C  CR6    0   0.100  -2.2880  -0.9577   0.3236
 J0W  C14   C  CT     0   0.009  -1.5661   0.2637   0.8974
 J0W  C15   C  CH3    0  -0.682  -1.7924   0.2741   2.4203
 J0W  C16   C  C      0   0.122  -0.0867   0.1260   0.5313
 J0W  C17   C  C1     0  -0.238   0.2764   0.1802  -0.8131
 J0W  C18   C  C1     0  -0.308   1.5962   0.0491  -1.2022
 J0W  C19   C  C      0   0.135   2.6175  -0.1345  -0.2634
 J0W  C20   C  C1     0  -0.310   2.2498  -0.1933   1.0805
 J0W  C21   C  C1     0  -0.301   0.9232  -0.0662   1.4682
 J0W  C22   C  C1     0  -0.251   4.0010  -0.2493  -0.7278
 J0W  C23   C  C1     0  -0.441   5.0983  -0.3385   0.0279
 J0W  C24   C  C      0   0.401   6.4929  -0.4459  -0.5428
 J0W  O25   O  O      0  -0.601   6.6176  -0.4577  -1.7841
 J0W  O26   O  OC    -1  -0.618   7.4121  -0.5120   0.3004
 J0W  O27   O  OH1    0  -0.637  -4.1852  -4.3447  -1.1665
 J0W  H11C  H  HCH3   0   0.227  -0.8128   5.9488  -0.1805
 J0W  H12C  H  HCH3   0   0.223  -1.3186   5.3560   1.3998
 J0W  H13C  H  HCH3   0   0.213   0.2341   4.8599   0.7274
 J0W  H2    H  HCH1   0   0.217  -2.5019   4.1652  -0.4271
 J0W  H31C  H  HCH3   0   0.209   0.2598   3.2029  -1.3118
 J0W  H32C  H  HCH3   0   0.230  -1.2755   2.6854  -1.9952
 J0W  H33C  H  HCH3   0   0.217  -0.7535   4.3628  -2.1762
 J0W  H41C  H  HCH2   0   0.228  -0.4567   2.5117   1.0906
 J0W  H42C  H  HCH2   0   0.203  -2.0132   3.0315   1.7133
 J0W  H61C  H  HCH2   0   0.203  -4.0315   1.3978   1.0577
 J0W  H62C  H  HCH2   0   0.245  -3.7761   2.5239  -0.2594
 J0W  H71C  H  HCH2   0   0.241  -5.0249   0.4579  -0.9579
 J0W  H72C  H  HCH2   0   0.245  -3.5677   0.7671  -1.8875
 J0W  H9    H  HCR6   0   0.250  -4.8788  -1.9185  -1.6476
 J0W  H11   H  HCR6   0   0.265  -2.0550  -4.3523   0.4643
 J0W  H27   H  HOH1   0   0.472  -3.7703  -5.1571  -0.8565
 J0W  H12   H  HCR6   0   0.251  -0.9742  -2.3408   1.3121
 J0W  H151  H  HCH3   0   0.248  -2.8517   0.4119   2.6397
 J0W  H152  H  HCH3   0   0.239  -1.4897  -0.6661   2.8813
 J0W  H153  H  HCH3   0   0.235  -1.2432   1.0781   2.9119
 J0W  H17   H  H      0   0.245  -0.4895   0.3343  -1.5616
 J0W  H21   H  H      0   0.249   0.6941  -0.1163   2.5245
 J0W  H18   H  H      0   0.245   1.8456   0.0941  -2.2563
 J0W  H20   H  H      0   0.246   3.0030  -0.3364   1.8451
 J0W  H22   H  H      0   0.234   4.1296  -0.2518  -1.8066
 J0W  H23   H  H      0   0.227   5.0208  -0.3312   1.1115

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
 J0W  C1   C2    single    1.526  0.020  1.526
 J0W  C2   C3    single    1.523  0.020  1.523
 J0W  C2   C4    single    1.530  0.020  1.530
 J0W  C4   N5    single    1.452  0.020  1.452
 J0W  N5   C6    single    1.447  0.020  1.447
 J0W  N5   C14   single    1.466  0.020  1.466
 J0W  C6   C7    single    1.513  0.020  1.513
 J0W  C7   C8    single    1.500  0.020  1.500
 J0W  C8   C9    aromatic  1.393  0.020  1.393
 J0W  C8   C13   aromatic  1.394  0.020  1.394
 J0W  C9   C10   aromatic  1.387  0.020  1.387
 J0W  C10  C11   aromatic  1.394  0.020  1.394
 J0W  C10  O27   single    1.350  0.020  1.350
 J0W  C11  C12   aromatic  1.383  0.020  1.383
 J0W  C12  C13   aromatic  1.394  0.020  1.394
 J0W  C13  C14   single    1.530  0.020  1.530
 J0W  C14  C15   single    1.540  0.020  1.540
 J0W  C14  C16   single    1.530  0.020  1.530
 J0W  C16  C17   aromatic  1.394  0.020  1.394
 J0W  C16  C21   aromatic  1.391  0.020  1.391
 J0W  C17  C18   aromatic  1.382  0.020  1.382
 J0W  C18  C19   aromatic  1.399  0.020  1.399
 J0W  C19  C20   aromatic  1.395  0.020  1.395
 J0W  C19  C22   single    1.464  0.020  1.464
 J0W  C20  C21   aromatic  1.388  0.020  1.388
 J0W  C22  C23   double    1.335  0.020  1.335
 J0W  C23  C24   single    1.511  0.020  1.511
 J0W  C24  O25   deloc     1.248  0.020  1.248
 J0W  C24  O26   deloc     1.249  0.020  1.249
 J0W  C1   H11C  single    0.970  0.020  1.090
 J0W  C1   H12C  single    0.970  0.020  1.090
 J0W  C1   H13C  single    0.970  0.020  1.090
 J0W  C2   H2    single    0.970  0.020  1.090
 J0W  C3   H31C  single    0.970  0.020  1.090
 J0W  C3   H32C  single    0.970  0.020  1.090
 J0W  C3   H33C  single    0.970  0.020  1.090
 J0W  C4   H41C  single    0.970  0.020  1.090
 J0W  C4   H42C  single    0.970  0.020  1.090
 J0W  C6   H61C  single    0.970  0.020  1.090
 J0W  C6   H62C  single    0.970  0.020  1.090
 J0W  C7   H71C  single    0.970  0.020  1.090
 J0W  C7   H72C  single    0.970  0.020  1.090
 J0W  C9   H9    single    0.930  0.020  1.080
 J0W  C11  H11   single    0.930  0.020  1.080
 J0W  O27  H27   single    0.850  0.020  0.980
 J0W  C12  H12   single    0.930  0.020  1.080
 J0W  C15  H151  single    0.970  0.020  1.090
 J0W  C15  H152  single    0.970  0.020  1.090
 J0W  C15  H153  single    0.970  0.020  1.090
 J0W  C17  H17   single    0.930  0.020  1.080
 J0W  C21  H21   single    0.930  0.020  1.080
 J0W  C18  H18   single    0.930  0.020  1.080
 J0W  C20  H20   single    0.930  0.020  1.080
 J0W  C22  H22   single    0.930  0.020  1.080
 J0W  C23  H23   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
 J0W  H13C  C1   H12C  107.62  3.000
 J0W  H13C  C1   H11C  107.60  3.000
 J0W  H12C  C1   H11C  107.64  3.000
 J0W  H13C  C1   C2    111.02  3.000
 J0W  H12C  C1   C2    111.50  3.000
 J0W  H11C  C1   C2    111.28  3.000
 J0W  H2    C2   C4    109.12  3.000
 J0W  H2    C2   C3    108.07  3.000
 J0W  C4    C2   C3    112.03  3.000
 J0W  H2    C2   C1    107.29  3.000
 J0W  C4    C2   C1    108.92  3.000
 J0W  C3    C2   C1    111.28  3.000
 J0W  H33C  C3   H32C  108.12  3.000
 J0W  H33C  C3   H31C  107.92  3.000
 J0W  H32C  C3   H31C  107.35  3.000
 J0W  H33C  C3   C2    110.86  3.000
 J0W  H32C  C3   C2    111.36  3.000
 J0W  H31C  C3   C2    111.07  3.000
 J0W  H42C  C4   H41C  106.12  3.000
 J0W  H42C  C4   N5    111.94  3.000
 J0W  H41C  C4   N5    108.45  3.000
 J0W  H42C  C4   C2    108.61  3.000
 J0W  H41C  C4   C2    107.34  3.000
 J0W  N5    C4   C2    113.99  3.000
 J0W  C14   N5   C6    113.96  3.000
 J0W  C14   N5   C4    114.10  3.000
 J0W  C6    N5   C4    113.31  3.000
 J0W  H62C  C6   H61C  106.06  3.000
 J0W  H62C  C6   C7    109.26  3.000
 J0W  H61C  C6   C7    110.00  3.000
 J0W  H62C  C6   N5    108.84  3.000
 J0W  H61C  C6   N5    113.05  3.000
 J0W  C7    C6   N5    109.51  3.000
 J0W  H72C  C7   H71C  106.84  3.000
 J0W  H72C  C7   C8    109.69  3.000
 J0W  H71C  C7   C8    110.25  3.000
 J0W  H72C  C7   C6    109.08  3.000
 J0W  H71C  C7   C6    110.46  3.000
 J0W  C8    C7   C6    110.43  3.000
 J0W  C13   C8   C9    120.15  3.000
 J0W  C13   C8   C7    120.16  3.000
 J0W  C9    C8   C7    119.69  3.000
 J0W  H9    C9   C10   119.43  3.000
 J0W  H9    C9   C8    119.50  3.000
 J0W  C10   C9   C8    121.07  3.000
 J0W  O27   C10  C11   122.71  3.000
 J0W  O27   C10  C9    118.13  3.000
 J0W  C11   C10  C9    119.16  3.000
 J0W  H11   C11  C12   119.95  3.000
 J0W  H11   C11  C10   120.60  3.000
 J0W  C12   C11  C10   119.45  3.000
 J0W  H12   C12  C13   119.73  3.000
 J0W  H12   C12  C11   118.18  3.000
 J0W  C13   C12  C11   122.09  3.000
 J0W  C14   C13  C12   119.00  3.000
 J0W  C14   C13  C8    122.91  3.000
 J0W  C12   C13  C8    118.08  3.000
 J0W  C16   C14  C15   112.29  3.000
 J0W  C16   C14  C13   107.12  3.000
 J0W  C15   C14  C13   107.88  3.000
 J0W  C16   C14  N5    107.04  3.000
 J0W  C15   C14  N5    112.29  3.000
 J0W  C13   C14  N5    110.10  3.000
 J0W  H153  C15  H152  107.78  3.000
 J0W  H153  C15  H151  107.77  3.000
 J0W  H152  C15  H151  107.07  3.000
 J0W  H153  C15  C14   112.14  3.000
 J0W  H152  C15  C14   111.82  3.000
 J0W  H151  C15  C14   110.04  3.000
 J0W  C21   C16  C17   117.78  3.000
 J0W  C21   C16  C14   123.58  3.000
 J0W  C17   C16  C14   118.64  3.000
 J0W  H17   C17  C18   119.65  3.000
 J0W  H17   C17  C16   119.24  3.000
 J0W  C18   C17  C16   121.11  3.000
 J0W  H18   C18  C19   119.33  3.000
 J0W  H18   C18  C17   119.31  3.000
 J0W  C19   C18  C17   121.37  3.000
 J0W  C22   C19  C20   123.48  3.000
 J0W  C22   C19  C18   119.16  3.000
 J0W  C20   C19  C18   117.36  3.000
 J0W  H20   C20  C21   118.66  3.000
 J0W  H20   C20  C19   120.17  3.000
 J0W  C21   C20  C19   121.16  3.000
 J0W  H21   C21  C20   118.10  3.000
 J0W  H21   C21  C16   120.68  3.000
 J0W  C20   C21  C16   121.23  3.000
 J0W  H22   C22  C23   117.68  3.000
 J0W  H22   C22  C19   115.28  3.000
 J0W  C23   C22  C19   127.04  3.000
 J0W  H23   C23  C24   116.31  3.000
 J0W  H23   C23  C22   120.35  3.000
 J0W  C24   C23  C22   123.34  3.000
 J0W  O26   C24  O25   126.69  3.000
 J0W  O26   C24  C23   115.35  3.000
 J0W  O25   C24  C23   117.96  3.000
 J0W  H27   O27  C10   110.28  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
 J0W  CONST_01  C11   C10  C9   C8      0.00   0.0  0
 J0W  CONST_02  C11   C12  C13  C8      0.00   0.0  0
 J0W  CONST_03  C12   C13  C8   C9      0.00   0.0  0
 J0W  CONST_04  C12   C11  C10  C9      0.00   0.0  0
 J0W  CONST_05  C13   C8   C9   C10     0.00   0.0  0
 J0W  CONST_06  C13   C12  C11  C10     0.00   0.0  0
 J0W  CONST_07  C19   C18  C17  C16     0.00   0.0  0
 J0W  CONST_08  C19   C20  C21  C16     0.00   0.0  0
 J0W  CONST_09  C20   C21  C16  C17     0.00   0.0  0
 J0W  CONST_10  C20   C19  C18  C17     0.00   0.0  0
 J0W  CONST_11  C21   C16  C17  C18     0.00   0.0  0
 J0W  CONST_12  C21   C20  C19  C18     0.00   0.0  0
 J0W  CONST_13  C18   C17  C16  C14   180.00   0.0  0
 J0W  CONST_14  C20   C21  C16  C14   180.00   0.0  0
 J0W  CONST_15  O27   C10  C9   C8    180.00   0.0  0
 J0W  CONST_16  O27   C10  C11  C12   180.00   0.0  0
 J0W  CONST_17  C22   C19  C18  C17   180.00   0.0  0
 J0W  CONST_18  C22   C19  C20  C21   180.00   0.0  0
 J0W  CONST_19  H9    C9   C8   C7      0.00   0.0  0
 J0W  CONST_20  H12   C12  C13  C8    180.00   0.0  0
 J0W  CONST_21  H11   C11  C10  C9    180.00   0.0  0
 J0W  CONST_22  H17   C17  C16  C14     0.00   0.0  0
 J0W  CONST_23  H21   C21  C16  C14     0.00   0.0  0
 J0W  CONST_24  H18   C18  C17  C16   180.00   0.0  0
 J0W  CONST_25  H20   C20  C21  C16   180.00   0.0  0
 J0W  Var_01    C8    C7   C6   N5     53.11  30.0  1
 J0W  Var_02    C9    C8   C7   C6    158.49  30.0  1
 J0W  Var_03    C14   N5   C6   C7    -67.84  30.0  1
 J0W  Var_04    C6    N5   C4   C2    -73.34  30.0  3
 J0W  Var_05    C23   C22  C19  C18   175.27  30.0  2
 J0W  Var_06    C24   C23  C22  C19  -179.61   0.0  2
 J0W  Var_07    N5    C4   C2   C1   -177.68  30.0  3
 J0W  Var_08    O25   C24  C23  C22    -0.35  30.0  2
 J0W  Var_09    H31C  C3   C2   C1     63.19  30.0  3
 J0W  Var_10    H11C  C1   C2   C3     58.59  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 J0W  chir_01  C14  C13  N5  C16  positiv

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
 J0W  plan-1  C14  0.020
 J0W  plan-1  C16  0.020
 J0W  plan-1  C17  0.020
 J0W  plan-1  C18  0.020
 J0W  plan-1  C19  0.020
 J0W  plan-1  C20  0.020
 J0W  plan-1  C21  0.020
 J0W  plan-1  C22  0.020
 J0W  plan-1  H17  0.020
 J0W  plan-1  H21  0.020
 J0W  plan-1  H18  0.020
 J0W  plan-1  H20  0.020
 J0W  plan-2  C7   0.020
 J0W  plan-2  C8   0.020
 J0W  plan-2  C9   0.020
 J0W  plan-2  C10  0.020
 J0W  plan-2  C11  0.020
 J0W  plan-2  C12  0.020
 J0W  plan-2  C13  0.020
 J0W  plan-2  C14  0.020
 J0W  plan-2  O27  0.020
 J0W  plan-2  H9   0.020
 J0W  plan-2  H11  0.020
 J0W  plan-2  H12  0.020
 J0W  plan-3  C23  0.020
 J0W  plan-3  C24  0.020
 J0W  plan-3  O25  0.020
 J0W  plan-3  O26  0.020
 J0W  plan-4  C19  0.020
 J0W  plan-4  C22  0.020
 J0W  plan-4  C23  0.020
 J0W  plan-4  C24  0.020
 J0W  plan-4  H22  0.020
 J0W  plan-4  H23  0.020

