# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 13:38:45 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (2-ethoxy-4-{[3-(isoquinolin-7-yl)prop-2-yn-1-yl]oxy}phenyl)methanaminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc(OCC#Cc2ccc3ccncc3c2)ccc1C[NH3+]
#
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
 0V0  0V0  (2-ethoxy-4-{[3-(isoquinolin-7-yl)prop-2-yn-1-yl]oxy}phenyl)methanaminium  ligand  46  25  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0V0
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
 0V0  C1    C  CH3   0  -0.682  -5.8450   3.7436   0.0042
 0V0  C2    C  CH2   0  -0.192  -4.7561   2.6995  -0.0065
 0V0  O3    O  O2    0  -0.481  -5.3730   1.4164   0.0730
 0V0  C4    C  CR6   0   0.413  -4.6095   0.3123   0.0880
 0V0  C5    C  CR16  0  -0.481  -3.2272   0.3205   0.0083
 0V0  C6    C  CR6   0   0.416  -2.5251  -0.8878   0.0260
 0V0  O7    O  O2    0  -0.469  -1.1851  -0.7697  -0.0468
 0V0  C8    C  CH2   0  -0.412  -0.4069  -1.9496   0.0393
 0V0  C9    C  CSP   0   0.054   0.9943  -1.5631   0.0211
 0V0  C10   C  CSP   0   0.210   2.1608  -1.2676   0.0112
 0V0  C11   C  CR6   0  -0.122   3.5410  -0.9145   0.0095
 0V0  C12   C  CR16  0  -0.270   4.5281  -1.9352   0.0792
 0V0  C13   C  CR16  0  -0.299   5.8569  -1.6246   0.0850
 0V0  C14   C  CR66  0   0.202   6.2756  -0.2755   0.0202
 0V0  C15   C  CR16  0  -0.374   7.6283   0.1240   0.0225
 0V0  C16   C  CR16  0  -0.078   7.9296   1.4557  -0.0435
 0V0  N17   N  N     0  -0.404   6.9967   2.4328  -0.1133
 0V0  C18   C  CR16  0  -0.089   5.7400   2.0829  -0.1167
 0V0  C19   C  CR66  0   0.013   5.2955   0.7402  -0.0514
 0V0  C20   C  CR16  0  -0.347   3.9279   0.4042  -0.0555
 0V0  C21   C  CR16  0  -0.396  -3.2006  -2.0986   0.1108
 0V0  C22   C  CR16  0  -0.260  -4.5883  -2.0811   0.1872
 0V0  C23   C  CR6   0  -0.028  -5.3111  -0.9023   0.1834
 0V0  C24   C  CH2   0  -0.398  -6.7994  -0.9107   0.3152
 0V0  N25   N  NT3   1  -0.771  -7.4679  -0.4382  -0.9339
 0V0  HN25  H  HNT3  0   0.478  -8.4834  -0.4775  -0.8500
 0V0  HN2A  H  HNT3  0   0.465  -7.2209   0.5288  -1.1443
 0V0  HN2B  H  HNT3  0   0.471  -7.2096  -1.0056  -1.7405
 0V0  H1    H  HCH3  0   0.243  -5.3920   4.7334  -0.0431
 0V0  H1A   H  HCH3  0   0.237  -6.5078   3.6379  -0.8545
 0V0  H1B   H  HCH3  0   0.239  -6.4390   3.6888   0.9162
 0V0  H2    H  HCH2  0   0.233  -4.1612   2.7688  -0.9222
 0V0  H2A   H  HCH2  0   0.234  -4.0798   2.8356   0.8425
 0V0  H5    H  HCR6  0   0.295  -2.6664   1.2429  -0.0639
 0V0  H8    H  HCH2  0   0.273  -0.6257  -2.4985   0.9623
 0V0  H8A   H  HCH2  0   0.273  -0.6163  -2.6243  -0.7988
 0V0  H12   H  HCR6  0   0.271   4.2121  -2.9686   0.1298
 0V0  H13   H  HCR6  0   0.270   6.5998  -2.4099   0.1391
 0V0  H15   H  HCR6  0   0.273   8.4170  -0.6151   0.0758
 0V0  H16   H  HCR6  0   0.268   8.9619   1.7841  -0.0429
 0V0  H18   H  HCR6  0   0.270   5.0013   2.8775  -0.1735
 0V0  H20   H  HCR6  0   0.269   3.1849   1.1901  -0.1079
 0V0  H21   H  HCR6  0   0.289  -2.6840  -3.0479   0.1212
 0V0  H22   H  HCR6  0   0.270  -5.1186  -3.0226   0.2621
 0V0  H24   H  HCH2  0   0.314  -7.1669  -1.9161   0.5029
 0V0  H24A  H  HCH2  0   0.310  -7.1566  -0.2635   1.1143

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
 0V0  C1   C2    single    1.509  0.020  1.509
 0V0  C1   H1    single    0.970  0.020  1.090
 0V0  C1   H1A   single    0.970  0.020  1.090
 0V0  C1   H1B   single    0.970  0.020  1.090
 0V0  C2   O3    single    1.426  0.020  1.426
 0V0  C2   H2    single    0.970  0.020  1.090
 0V0  C2   H2A   single    0.970  0.020  1.090
 0V0  O3   C4    single    1.342  0.020  1.342
 0V0  C4   C5    aromatic  1.385  0.020  1.385
 0V0  C4   C23   aromatic  1.406  0.020  1.406
 0V0  C5   C6    aromatic  1.398  0.020  1.398
 0V0  C5   H5    single    0.930  0.020  1.080
 0V0  C6   O7    single    1.347  0.020  1.347
 0V0  C6   C21   aromatic  1.389  0.020  1.389
 0V0  O7   C8    single    1.416  0.020  1.416
 0V0  C8   C9    single    1.454  0.020  1.454
 0V0  C8   H8    single    0.970  0.020  1.090
 0V0  C8   H8A   single    0.970  0.020  1.090
 0V0  C9   C10   triple    1.203  0.020  1.203
 0V0  C10  C11   single    1.425  0.020  1.425
 0V0  C11  C12   aromatic  1.422  0.020  1.422
 0V0  C11  C20   aromatic  1.376  0.020  1.376
 0V0  C12  C13   aromatic  1.365  0.020  1.365
 0V0  C12  H12   single    0.930  0.020  1.080
 0V0  C13  C14   aromatic  1.414  0.020  1.414
 0V0  C13  H13   single    0.930  0.020  1.080
 0V0  C14  C15   aromatic  1.411  0.020  1.411
 0V0  C14  C19   aromatic  1.413  0.020  1.413
 0V0  C15  C16   aromatic  1.367  0.020  1.367
 0V0  C15  H15   single    0.930  0.020  1.080
 0V0  C16  N17   aromatic  1.353  0.020  1.353
 0V0  C16  H16   single    0.930  0.020  1.080
 0V0  N17  C18   aromatic  1.305  0.020  1.305
 0V0  C18  C19   aromatic  1.416  0.020  1.416
 0V0  C18  H18   single    0.930  0.020  1.080
 0V0  C19  C20   aromatic  1.408  0.020  1.408
 0V0  C20  H20   single    0.930  0.020  1.080
 0V0  C21  C22   aromatic  1.390  0.020  1.390
 0V0  C21  H21   single    0.930  0.020  1.080
 0V0  C22  C23   aromatic  1.383  0.020  1.383
 0V0  C22  H22   single    0.930  0.020  1.080
 0V0  C23  C24   single    1.494  0.020  1.494
 0V0  C24  N25   single    1.493  0.020  1.493
 0V0  C24  H24   single    0.970  0.020  1.090
 0V0  C24  H24A  single    0.970  0.020  1.090
 0V0  N25  HN25  single    0.890  0.020  1.040
 0V0  N25  HN2A  single    0.890  0.020  1.040
 0V0  N25  HN2B  single    0.890  0.020  1.040

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
 0V0  H1B   C1   H1A   108.85  3.000
 0V0  H1B   C1   H1    107.98  3.000
 0V0  H1A   C1   H1    107.86  3.000
 0V0  H1B   C1   C2    111.38  3.000
 0V0  H1A   C1   C2    111.48  3.000
 0V0  H1    C1   C2    109.16  3.000
 0V0  H2A   C2   H2    107.79  3.000
 0V0  H2A   C2   O3    109.64  3.000
 0V0  H2    C2   O3    109.81  3.000
 0V0  H2A   C2   C1    110.77  3.000
 0V0  H2    C2   C1    110.77  3.000
 0V0  O3    C2   C1    108.06  3.000
 0V0  C4    O3   C2    119.64  3.000
 0V0  C23   C4   C5    120.48  3.000
 0V0  C23   C4   O3    115.31  3.000
 0V0  C5    C4   O3    124.21  3.000
 0V0  H5    C5   C6    118.53  3.000
 0V0  H5    C5   C4    121.76  3.000
 0V0  C6    C5   C4    119.71  3.000
 0V0  C21   C6   O7    124.29  3.000
 0V0  C21   C6   C5    120.67  3.000
 0V0  O7    C6   C5    115.04  3.000
 0V0  C8    O7   C6    118.06  3.000
 0V0  H8A   C8   H8    107.31  3.000
 0V0  H8A   C8   C9    109.77  3.000
 0V0  H8    C8   C9    109.65  3.000
 0V0  H8A   C8   O7    111.18  3.000
 0V0  H8    C8   O7    111.03  3.000
 0V0  C9    C8   O7    107.90  3.000
 0V0  C10   C9   C8    180.00  3.000
 0V0  C11   C10  C9    180.00  3.000
 0V0  C20   C11  C12   119.69  3.000
 0V0  C20   C11  C10   120.66  3.000
 0V0  C12   C11  C10   119.65  3.000
 0V0  H12   C12  C13   120.11  3.000
 0V0  H12   C12  C11   119.03  3.000
 0V0  C13   C12  C11   120.86  3.000
 0V0  H13   C13  C14   119.42  3.000
 0V0  H13   C13  C12   120.23  3.000
 0V0  C14   C13  C12   120.35  3.000
 0V0  C19   C14  C15   117.49  3.000
 0V0  C19   C14  C13   118.86  3.000
 0V0  C15   C14  C13   123.65  3.000
 0V0  H15   C15  C16   120.47  3.000
 0V0  H15   C15  C14   120.37  3.000
 0V0  C16   C15  C14   119.16  3.000
 0V0  H16   C16  N17   115.99  3.000
 0V0  H16   C16  C15   120.35  3.000
 0V0  N17   C16  C15   123.66  3.000
 0V0  C18   N17  C16   118.08  3.000
 0V0  H18   C18  C19   118.85  3.000
 0V0  H18   C18  N17   117.32  3.000
 0V0  C19   C18  N17   123.83  3.000
 0V0  C20   C19  C18   122.08  3.000
 0V0  C20   C19  C14   120.14  3.000
 0V0  C18   C19  C14   117.79  3.000
 0V0  H20   C20  C19   119.56  3.000
 0V0  H20   C20  C11   120.33  3.000
 0V0  C19   C20  C11   120.11  3.000
 0V0  H21   C21  C22   119.20  3.000
 0V0  H21   C21  C6    122.26  3.000
 0V0  C22   C21  C6    118.55  3.000
 0V0  H22   C22  C23   119.03  3.000
 0V0  H22   C22  C21   118.79  3.000
 0V0  C23   C22  C21   122.17  3.000
 0V0  C24   C23  C22   121.04  3.000
 0V0  C24   C23  C4    120.52  3.000
 0V0  C22   C23  C4    118.41  3.000
 0V0  H24A  C24  H24   108.20  3.000
 0V0  H24A  C24  N25   106.20  3.000
 0V0  H24   C24  N25   106.61  3.000
 0V0  H24A  C24  C23   112.85  3.000
 0V0  H24   C24  C23   110.93  3.000
 0V0  N25   C24  C23   111.73  3.000
 0V0  HN2B  N25  HN2A  107.65  3.000
 0V0  HN2B  N25  HN25  107.21  3.000
 0V0  HN2A  N25  HN25  107.14  3.000
 0V0  HN2B  N25  C24   111.86  3.000
 0V0  HN2A  N25  C24   111.35  3.000
 0V0  HN25  N25  C24   111.39  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
 0V0  CONST_01  C21   C6   C5   C4      0.00   0.0  0
 0V0  CONST_02  C21   C22  C23  C4      0.00   0.0  0
 0V0  CONST_03  C22   C23  C4   C5      0.00   0.0  0
 0V0  CONST_04  C22   C21  C6   C5      0.00   0.0  0
 0V0  CONST_05  C23   C4   C5   C6      0.00   0.0  0
 0V0  CONST_06  C23   C22  C21  C6      0.00   0.0  0
 0V0  CONST_07  C14   C13  C12  C11     0.00   0.0  0
 0V0  CONST_08  C14   C19  C20  C11     0.00   0.0  0
 0V0  CONST_09  C18   C19  C20  C11   180.00   0.0  0
 0V0  CONST_10  C19   C20  C11  C12     0.00   0.0  0
 0V0  CONST_11  C15   C14  C13  C12   180.00   0.0  0
 0V0  CONST_12  C19   C14  C13  C12     0.00   0.0  0
 0V0  CONST_13  C20   C11  C12  C13     0.00   0.0  0
 0V0  CONST_14  C16   C15  C14  C13   180.00   0.0  0
 0V0  CONST_15  C18   C19  C14  C13   180.00   0.0  0
 0V0  CONST_16  C20   C19  C14  C13     0.00   0.0  0
 0V0  CONST_17  N17   C16  C15  C14     0.00   0.0  0
 0V0  CONST_18  N17   C18  C19  C14     0.00   0.0  0
 0V0  CONST_19  C18   C19  C14  C15     0.00   0.0  0
 0V0  CONST_20  C20   C19  C14  C15   180.00   0.0  0
 0V0  CONST_21  C18   N17  C16  C15     0.00   0.0  0
 0V0  CONST_22  C19   C14  C15  C16     0.00   0.0  0
 0V0  CONST_23  C19   C18  N17  C16     0.00   0.0  0
 0V0  CONST_24  C20   C19  C18  N17   180.00   0.0  0
 0V0  CONST_25  C6    C5   C4   O3    180.00   0.0  0
 0V0  CONST_26  C22   C23  C4   O3    180.00   0.0  0
 0V0  CONST_27  O7    C6   C5   C4    180.00   0.0  0
 0V0  CONST_28  C24   C23  C4   C5    180.00   0.0  0
 0V0  CONST_29  C22   C21  C6   O7    180.00   0.0  0
 0V0  CONST_30  C13   C12  C11  C10   180.00   0.0  0
 0V0  CONST_31  C19   C20  C11  C10   180.00   0.0  0
 0V0  CONST_32  C24   C23  C22  C21   180.00   0.0  0
 0V0  CONST_33  H22   C22  C23  C4    180.00   0.0  0
 0V0  CONST_34  H21   C21  C6   C5    180.00   0.0  0
 0V0  CONST_35  H13   C13  C12  C11   180.00   0.0  0
 0V0  CONST_36  H20   C20  C11  C12   180.00   0.0  0
 0V0  CONST_37  H15   C15  C14  C13     0.00   0.0  0
 0V0  CONST_38  H12   C12  C13  C14   180.00   0.0  0
 0V0  CONST_39  H16   C16  C15  C14   180.00   0.0  0
 0V0  CONST_40  H18   C18  C19  C14   180.00   0.0  0
 0V0  CONST_41  H5    C5   C6   C21   180.00   0.0  0
 0V0  Var_01    C5    C4   O3   C2     -1.12  30.0  2
 0V0  Var_02    N25   C24  C23  C4     68.38  30.0  2
 0V0  Var_03    C21   C6   O7   C8     -3.49  30.0  2
 0V0  Var_04    C9    C8   O7   C6   -176.50  30.0  3
 0V0  Var_05    H2    C2   O3   C4     59.47  30.0  1
 0V0  Var_06    HN25  N25  C24  C23   177.97  30.0  3
 0V0  Var_07    H1    C1   C2   O3    179.28  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
 0V0  plan-1  O3   0.020
 0V0  plan-1  C4   0.020
 0V0  plan-1  C5   0.020
 0V0  plan-1  C6   0.020
 0V0  plan-1  O7   0.020
 0V0  plan-1  C21  0.020
 0V0  plan-1  C22  0.020
 0V0  plan-1  C23  0.020
 0V0  plan-1  C24  0.020
 0V0  plan-1  H5   0.020
 0V0  plan-1  H21  0.020
 0V0  plan-1  H22  0.020
 0V0  plan-2  C9   0.020
 0V0  plan-2  C10  0.020
 0V0  plan-2  C11  0.020
 0V0  plan-2  C12  0.020
 0V0  plan-2  C13  0.020
 0V0  plan-2  C14  0.020
 0V0  plan-2  C15  0.020
 0V0  plan-2  C16  0.020
 0V0  plan-2  N17  0.020
 0V0  plan-2  C18  0.020
 0V0  plan-2  C19  0.020
 0V0  plan-2  C20  0.020
 0V0  plan-2  H12  0.020
 0V0  plan-2  H13  0.020
 0V0  plan-2  H15  0.020
 0V0  plan-2  H16  0.020
 0V0  plan-2  H18  0.020
 0V0  plan-2  H20  0.020

