# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 14:06:04 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: butyl-[(2~{S})-1-(2-cycloheptylethylamino)-3-(1~{H}-indol-3-yl)-1-oxidanylidene-propan-2-yl]azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC[NH2+][C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCC3CCCCCC3
#
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
 HUN  HUN  butyl-[(2~{S})-1-(2-cycloheptylethylamino)-3-(1~{H}-indol-3-yl)-1-oxidanylidene-propan-2-yl]azanium  ligand  66  28  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HUN
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
 HUN  C10  C  CH2   0  -0.439  -6.7605  -0.5553   0.7625
 HUN  C11  C  CH2   0  -0.427  -5.9157   0.2320   1.7647
 HUN  C16  C  CR15  0  -0.065   0.5197   0.9820  -2.2556
 HUN  C18  C  CR56  0   0.359  -0.4341   2.4055  -0.8334
 HUN  C19  C  CR56  0   0.028   0.7320   1.8949  -0.2219
 HUN  C20  C  CR16  0  -0.384   1.0527   2.3008   1.0784
 HUN  C21  C  CR16  0  -0.264   0.2159   3.1888   1.7259
 HUN  C25  C  CH2   0  -0.291   4.8284  -1.4118   0.1633
 HUN  C02  C  C     0   0.566   1.0300  -1.6387  -0.1239
 HUN  C04  C  CH2   0  -0.252  -1.3636  -1.5592   0.4250
 HUN  C05  C  CH2   0  -0.475  -2.2231  -0.3908   0.8882
 HUN  C06  C  CH1   0  -0.226  -3.7205  -0.5481   0.6064
 HUN  C07  C  CH2   0  -0.420  -3.9892  -0.5026  -0.9025
 HUN  C08  C  CH2   0  -0.426  -5.3886  -0.9029  -1.3577
 HUN  C09  C  CH2   0  -0.434  -6.5609  -0.1740  -0.7042
 HUN  C12  C  CH2   0  -0.430  -4.4901   0.5693   1.3269
 HUN  C13  C  CH1   0  -0.218   2.3530  -0.9216   0.1233
 HUN  C14  C  CH2   0  -0.564   2.5530   0.1600  -0.9528
 HUN  C15  C  CR5   0   0.002   1.3290   0.9875  -1.1548
 HUN  C22  C  CR16  0  -0.274  -0.9382   3.6852   1.0983
 HUN  C23  C  CR16  0  -0.303  -1.2780   3.3053  -0.1857
 HUN  N03  N  NH1   0  -0.618   0.0341  -1.2564   0.6688
 HUN  N17  N  NR15  0  -0.683  -0.5291   1.8332  -2.0687
 HUN  N24  N  NT2   1  -0.678   3.4379  -1.9412   0.0611
 HUN  O01  O  O     0  -0.478   0.9444  -2.4553  -1.0298
 HUN  C26  C  CH2   0  -0.454   5.8382  -2.5407   0.1883
 HUN  C27  C  CH2   0  -0.428   7.2573  -1.9919   0.2923
 HUN  C28  C  CH3   0  -0.663   8.3050  -3.0947   0.2954
 HUN  H1   H  HCH2  0   0.211  -6.5528  -1.6254   0.8653
 HUN  H2   H  HCH2  0   0.226  -7.8121  -0.4352   1.0363
 HUN  H3   H  HCH2  0   0.217  -6.4220   1.1717   2.0036
 HUN  H4   H  HCH2  0   0.216  -5.8796  -0.3302   2.7025
 HUN  H5   H  HCR5  0   0.287   0.6209   0.4252  -3.1740
 HUN  H6   H  HCR6  0   0.243   1.9428   1.9290   1.5738
 HUN  H7   H  HCR6  0   0.248   0.4499   3.5094   2.7327
 HUN  H8   H  HCH2  0   0.299   4.9918  -0.7610  -0.6921
 HUN  H9   H  HCH2  0   0.294   4.8719  -0.8111   1.0712
 HUN  H10  H  HCH2  0   0.241  -1.6559  -2.4737   0.9496
 HUN  H11  H  HCH2  0   0.242  -1.4858  -1.7483  -0.6411
 HUN  H12  H  HCH2  0   0.234  -2.0774  -0.2635   1.9662
 HUN  H13  H  HCH2  0   0.254  -1.8642   0.5307   0.4189
 HUN  H14  H  HCH1  0   0.215  -4.0406  -1.5214   1.0041
 HUN  H15  H  HCH2  0   0.205  -3.7676   0.5150  -1.2475
 HUN  H16  H  HCH2  0   0.224  -3.2836  -1.1519  -1.4279
 HUN  H17  H  HCH2  0   0.222  -5.4405  -0.7636  -2.4415
 HUN  H18  H  HCH2  0   0.208  -5.5219  -1.9772  -1.1881
 HUN  H19  H  HCH2  0   0.225  -7.4651  -0.4337  -1.2613
 HUN  H20  H  HCH2  0   0.212  -6.4459   0.9105  -0.8099
 HUN  H21  H  HCH2  0   0.214  -4.5007   1.4502   0.6757
 HUN  H22  H  HCH2  0   0.225  -3.9378   0.8801   2.2184
 HUN  H23  H  HCH1  0   0.323   2.3960  -0.4898   1.1240
 HUN  H24  H  HCH2  0   0.288   3.3952   0.7937  -0.6662
 HUN  H25  H  HCH2  0   0.279   2.8263  -0.3230  -1.8945
 HUN  H26  H  HCR6  0   0.250  -1.5754   4.3773   1.6334
 HUN  H27  H  HCR6  0   0.259  -2.1723   3.6832  -0.6647
 HUN  H28  H  HNH1  0   0.407   0.2333  -0.5915   1.4011
 HUN  H29  H  HNR5  0   0.410  -1.2547   2.0063  -2.7438
 HUN  H30  H  HNT2  0   0.461   3.3347  -2.4772  -0.8059
 HUN  H31  H  HNT2  0   0.473   3.2963  -2.6171   0.8147
 HUN  H32  H  HCH2  0   0.247   5.6377  -3.2044   1.0345
 HUN  H33  H  HCH2  0   0.247   5.7416  -3.1419  -0.7206
 HUN  H34  H  HCH2  0   0.228   7.4422  -1.3100  -0.5423
 HUN  H35  H  HCH2  0   0.229   7.3471  -1.3933   1.2028
 HUN  H36  H  HCH3  0   0.223   8.1679  -3.7691   1.1419
 HUN  H37  H  HCH3  0   0.222   8.2523  -3.6915  -0.6165
 HUN  H38  H  HCH3  0   0.234   9.3108  -2.6801   0.3618

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
 HUN  C27  C26  single    1.525  0.020  1.525
 HUN  C27  C28  single    1.521  0.020  1.521
 HUN  C26  C25  single    1.515  0.020  1.515
 HUN  C25  N24  single    1.491  0.020  1.491
 HUN  N24  C13  single    1.490  0.020  1.490
 HUN  C14  C15  single    1.491  0.020  1.491
 HUN  C14  C13  single    1.539  0.020  1.539
 HUN  C16  C15  aromatic  1.366  0.020  1.366
 HUN  C16  N17  aromatic  1.364  0.020  1.364
 HUN  C15  C19  aromatic  1.432  0.020  1.432
 HUN  C13  C02  single    1.525  0.020  1.525
 HUN  O01  C02  double    1.223  0.020  1.223
 HUN  N17  C18  aromatic  1.365  0.020  1.365
 HUN  C19  C18  aromatic  1.412  0.020  1.412
 HUN  C19  C20  aromatic  1.399  0.020  1.399
 HUN  C02  N03  single    1.329  0.020  1.329
 HUN  C18  C23  aromatic  1.393  0.020  1.393
 HUN  C20  C21  aromatic  1.381  0.020  1.381
 HUN  C23  C22  aromatic  1.382  0.020  1.382
 HUN  C21  C22  aromatic  1.404  0.020  1.404
 HUN  C07  C06  single    1.533  0.020  1.533
 HUN  C07  C08  single    1.525  0.020  1.525
 HUN  N03  C04  single    1.451  0.020  1.451
 HUN  C05  C04  single    1.523  0.020  1.523
 HUN  C05  C06  single    1.532  0.020  1.532
 HUN  C06  C12  single    1.536  0.020  1.536
 HUN  C08  C09  single    1.527  0.020  1.527
 HUN  C12  C11  single    1.529  0.020  1.529
 HUN  C10  C09  single    1.529  0.020  1.529
 HUN  C10  C11  single    1.529  0.020  1.529
 HUN  C10  H1   single    0.970  0.020  1.090
 HUN  C10  H2   single    0.970  0.020  1.090
 HUN  C11  H3   single    0.970  0.020  1.090
 HUN  C11  H4   single    0.970  0.020  1.090
 HUN  C16  H5   single    0.930  0.020  1.080
 HUN  C20  H6   single    0.930  0.020  1.080
 HUN  C21  H7   single    0.930  0.020  1.080
 HUN  C25  H8   single    0.970  0.020  1.090
 HUN  C25  H9   single    0.970  0.020  1.090
 HUN  C04  H10  single    0.970  0.020  1.090
 HUN  C04  H11  single    0.970  0.020  1.090
 HUN  C05  H12  single    0.970  0.020  1.090
 HUN  C05  H13  single    0.970  0.020  1.090
 HUN  C06  H14  single    0.970  0.020  1.090
 HUN  C07  H15  single    0.970  0.020  1.090
 HUN  C07  H16  single    0.970  0.020  1.090
 HUN  C08  H17  single    0.970  0.020  1.090
 HUN  C08  H18  single    0.970  0.020  1.090
 HUN  C09  H19  single    0.970  0.020  1.090
 HUN  C09  H20  single    0.970  0.020  1.090
 HUN  C12  H21  single    0.970  0.020  1.090
 HUN  C12  H22  single    0.970  0.020  1.090
 HUN  C13  H23  single    0.970  0.020  1.090
 HUN  C14  H24  single    0.970  0.020  1.090
 HUN  C14  H25  single    0.970  0.020  1.090
 HUN  C22  H26  single    0.930  0.020  1.080
 HUN  C23  H27  single    0.930  0.020  1.080
 HUN  N03  H28  single    0.860  0.020  1.020
 HUN  N17  H29  single    0.860  0.020  1.020
 HUN  N24  H30  single    0.890  0.020  1.040
 HUN  N24  H31  single    0.890  0.020  1.040
 HUN  C26  H32  single    0.970  0.020  1.090
 HUN  C26  H33  single    0.970  0.020  1.090
 HUN  C27  H34  single    0.970  0.020  1.090
 HUN  C27  H35  single    0.970  0.020  1.090
 HUN  C28  H36  single    0.970  0.020  1.090
 HUN  C28  H37  single    0.970  0.020  1.090
 HUN  C28  H38  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
 HUN  H2   C10  H1   105.45  3.000
 HUN  H2   C10  C09  109.79  3.000
 HUN  H1   C10  C09  108.01  3.000
 HUN  H2   C10  C11  108.11  3.000
 HUN  H1   C10  C11  109.69  3.000
 HUN  C09  C10  C11  115.36  3.000
 HUN  H4   C11  H3   105.64  3.000
 HUN  H4   C11  C12  109.15  3.000
 HUN  H3   C11  C12  107.74  3.000
 HUN  H4   C11  C10  108.39  3.000
 HUN  H3   C11  C10  109.25  3.000
 HUN  C12  C11  C10  116.17  3.000
 HUN  H5   C16  N17  120.73  3.000
 HUN  H5   C16  C15  129.23  3.000
 HUN  N17  C16  C15  110.04  3.000
 HUN  N17  C18  C23  130.50  3.000
 HUN  C23  C18  C19  122.16  3.000
 HUN  N17  C18  C19  107.32  3.000
 HUN  C15  C19  C20  133.92  3.000
 HUN  C20  C19  C18  119.13  3.000
 HUN  C15  C19  C18  106.93  3.000
 HUN  H6   C20  C21  120.23  3.000
 HUN  H6   C20  C19  120.87  3.000
 HUN  C21  C20  C19  118.89  3.000
 HUN  H7   C21  C22  119.25  3.000
 HUN  H7   C21  C20  119.71  3.000
 HUN  C22  C21  C20  121.04  3.000
 HUN  H9   C25  H8   108.64  3.000
 HUN  H9   C25  C26  111.75  3.000
 HUN  H8   C25  C26  111.03  3.000
 HUN  H9   C25  N24  106.86  3.000
 HUN  H8   C25  N24  107.38  3.000
 HUN  C26  C25  N24  110.99  3.000
 HUN  O01  C02  N03  125.57  3.000
 HUN  N03  C02  C13  114.71  3.000
 HUN  O01  C02  C13  119.67  3.000
 HUN  H11  C04  H10  107.11  3.000
 HUN  H11  C04  N03  107.98  3.000
 HUN  H10  C04  N03  110.57  3.000
 HUN  H11  C04  C05  111.56  3.000
 HUN  H10  C04  C05  110.17  3.000
 HUN  N03  C04  C05  109.42  3.000
 HUN  H13  C05  H12  106.29  3.000
 HUN  H13  C05  C06  109.16  3.000
 HUN  H12  C05  C06  108.84  3.000
 HUN  H13  C05  C04  109.30  3.000
 HUN  H12  C05  C04  108.27  3.000
 HUN  C06  C05  C04  114.65  3.000
 HUN  H14  C06  C12  109.18  3.000
 HUN  H14  C06  C07  109.35  3.000
 HUN  C12  C06  C07  110.62  3.000
 HUN  H14  C06  C05  108.01  3.000
 HUN  C12  C06  C05  109.19  3.000
 HUN  C07  C06  C05  110.44  3.000
 HUN  H16  C07  H15  105.63  3.000
 HUN  H16  C07  C08  107.03  3.000
 HUN  H15  C07  C08  109.57  3.000
 HUN  H16  C07  C06  110.01  3.000
 HUN  H15  C07  C06  107.55  3.000
 HUN  C08  C07  C06  116.53  3.000
 HUN  H18  C08  H17  105.81  3.000
 HUN  H18  C08  C09  107.96  3.000
 HUN  H17  C08  C09  109.07  3.000
 HUN  H18  C08  C07  108.83  3.000
 HUN  H17  C08  C07  107.81  3.000
 HUN  C09  C08  C07  116.83  3.000
 HUN  H20  C09  H19  105.83  3.000
 HUN  H20  C09  C08  110.53  3.000
 HUN  H19  C09  C08  107.66  3.000
 HUN  H20  C09  C10  110.68  3.000
 HUN  H19  C09  C10  108.76  3.000
 HUN  C08  C09  C10  113.07  3.000
 HUN  H22  C12  H21  105.12  3.000
 HUN  H22  C12  C06  109.63  3.000
 HUN  H21  C12  C06  108.12  3.000
 HUN  H22  C12  C11  107.46  3.000
 HUN  H21  C12  C11  109.79  3.000
 HUN  C06  C12  C11  116.16  3.000
 HUN  H23  C13  N24  106.29  3.000
 HUN  H23  C13  C14  110.99  3.000
 HUN  N24  C13  C14  110.93  3.000
 HUN  H23  C13  C02  111.66  3.000
 HUN  C14  C13  C02  109.26  3.000
 HUN  N24  C13  C02  107.64  3.000
 HUN  H25  C14  H24  106.83  3.000
 HUN  H25  C14  C15  109.49  3.000
 HUN  H24  C14  C15  110.28  3.000
 HUN  H25  C14  C13  108.93  3.000
 HUN  H24  C14  C13  108.94  3.000
 HUN  C15  C14  C13  112.22  3.000
 HUN  C14  C15  C19  127.27  3.000
 HUN  C19  C15  C16  106.29  3.000
 HUN  C14  C15  C16  126.38  3.000
 HUN  H26  C22  C23  119.38  3.000
 HUN  H26  C22  C21  119.27  3.000
 HUN  C23  C22  C21  121.35  3.000
 HUN  H27  C23  C22  121.23  3.000
 HUN  H27  C23  C18  121.34  3.000
 HUN  C22  C23  C18  117.43  3.000
 HUN  H28  N03  C04  116.73  3.000
 HUN  H28  N03  C02  118.33  3.000
 HUN  C04  N03  C02  124.17  3.000
 HUN  H29  N17  C18  125.82  3.000
 HUN  H29  N17  C16  124.77  3.000
 HUN  C18  N17  C16  109.41  3.000
 HUN  H31  N24  H30  105.31  3.000
 HUN  H31  N24  C13  108.71  3.000
 HUN  H30  N24  C13  108.66  3.000
 HUN  H31  N24  C25  108.26  3.000
 HUN  H30  N24  C25  109.73  3.000
 HUN  C13  N24  C25  115.66  3.000
 HUN  H33  C26  H32  107.04  3.000
 HUN  H33  C26  C27  109.67  3.000
 HUN  H32  C26  C27  109.64  3.000
 HUN  H33  C26  C25  109.69  3.000
 HUN  H32  C26  C25  110.04  3.000
 HUN  C27  C26  C25  110.69  3.000
 HUN  H35  C27  H34  106.27  3.000
 HUN  H35  C27  C28  109.80  3.000
 HUN  H34  C27  C28  109.71  3.000
 HUN  H35  C27  C26  109.28  3.000
 HUN  H34  C27  C26  109.25  3.000
 HUN  C28  C27  C26  112.35  3.000
 HUN  H38  C28  H37  107.67  3.000
 HUN  H38  C28  H36  107.69  3.000
 HUN  H37  C28  H36  107.71  3.000
 HUN  H38  C28  C27  111.10  3.000
 HUN  H37  C28  C27  111.19  3.000
 HUN  H36  C28  C27  111.30  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
 HUN  CONST_01  C18  C19  C15  C16     0.00   0.0  0
 HUN  CONST_02  C20  C19  C15  C16   180.00   0.0  0
 HUN  CONST_03  C19  C18  N17  C16     0.00   0.0  0
 HUN  CONST_04  C23  C18  N17  C16   180.00   0.0  0
 HUN  CONST_05  C15  C16  N17  C18     0.00   0.0  0
 HUN  CONST_06  C21  C20  C19  C18     0.00   0.0  0
 HUN  CONST_07  C21  C22  C23  C18     0.00   0.0  0
 HUN  CONST_08  N17  C16  C15  C19     0.00   0.0  0
 HUN  CONST_09  C22  C23  C18  C19     0.00   0.0  0
 HUN  CONST_10  C22  C21  C20  C19     0.00   0.0  0
 HUN  CONST_11  N17  C18  C19  C20   180.00   0.0  0
 HUN  CONST_12  C23  C18  C19  C20     0.00   0.0  0
 HUN  CONST_13  C23  C22  C21  C20     0.00   0.0  0
 HUN  CONST_14  C15  C19  C20  C21   180.00   0.0  0
 HUN  CONST_15  N17  C18  C19  C15     0.00   0.0  0
 HUN  CONST_16  C23  C18  C19  C15   180.00   0.0  0
 HUN  CONST_17  N17  C18  C23  C22   180.00   0.0  0
 HUN  CONST_18  C14  C15  C19  C18   180.00   0.0  0
 HUN  CONST_19  C14  C15  C19  C20     0.00   0.0  0
 HUN  CONST_20  N17  C16  C15  C14   180.00   0.0  0
 HUN  CONST_21  H5   C16  N17  C18   180.00   0.0  0
 HUN  CONST_22  H6   C20  C19  C18   180.00   0.0  0
 HUN  CONST_23  H26  C22  C23  C18   180.00   0.0  0
 HUN  CONST_24  H29  N17  C18  C19   180.00   0.0  0
 HUN  CONST_25  H27  C23  C18  C19   180.00   0.0  0
 HUN  CONST_26  H7   C21  C20  C19   180.00   0.0  0
 HUN  CONST_27  C13  C02  N03  C04   180.00   0.0  0
 HUN  CONST_28  O01  C02  N03  C04     0.00   0.0  0
 HUN  CONST_29  H28  N03  C02  C13     0.00   0.0  0
 HUN  Var_01    C13  C14  C15  C16  -110.37  30.0  2
 HUN  Var_02    N03  C04  C05  C06   176.40  30.0  3
 HUN  Var_03    C28  C27  C26  C25  -178.98  30.0  1
 HUN  Var_04    C05  C04  N03  C02  -144.90  30.0  3
 HUN  Var_05    C26  C25  N24  C13   175.94  30.0  1
 HUN  Var_06    C27  C26  C25  N24   179.98  30.0  1
 HUN  Var_07    H36  C28  C27  C26   -60.48  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
 HUN  chir_01  C06  C07  C05  C12  negativ
 HUN  chir_02  C13  N24  C14  C02  negativ

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
 HUN  plan-1  C16  0.020
 HUN  plan-1  C18  0.020
 HUN  plan-1  C19  0.020
 HUN  plan-1  C20  0.020
 HUN  plan-1  C21  0.020
 HUN  plan-1  C14  0.020
 HUN  plan-1  C15  0.020
 HUN  plan-1  C22  0.020
 HUN  plan-1  C23  0.020
 HUN  plan-1  N17  0.020
 HUN  plan-1  H5   0.020
 HUN  plan-1  H6   0.020
 HUN  plan-1  H7   0.020
 HUN  plan-1  H26  0.020
 HUN  plan-1  H27  0.020
 HUN  plan-1  H29  0.020
 HUN  plan-2  C02  0.020
 HUN  plan-2  C04  0.020
 HUN  plan-2  C13  0.020
 HUN  plan-2  N03  0.020
 HUN  plan-2  O01  0.020
 HUN  plan-2  H28  0.020

