# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 03:17:50 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: (2~{S})-2-(butylamino)-~{N}-(3-cycloheptylpropyl)-3-(1~{H}-indol-3-yl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCN[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCCC3CCCCCC3
#
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
 HUT  HUT  (2~{S})-2-(butylamino)-~{N}-(3-cycloheptylpropyl)-3-(1~{H}-indol-3-yl)propanamide  ligand  68  29  .  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_HUT
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
 HUT  C01  C  CH3   0  -0.661   5.3747  -5.2880   0.6699
 HUT  C02  C  CH2   0  -0.423   4.1050  -4.5068   0.9781
 HUT  C03  C  CH2   0  -0.436   3.9356  -3.2855   0.0841
 HUT  C04  C  CH2   0  -0.250   2.6562  -2.5151   0.3677
 HUT  C06  C  CH1   0  -0.198   1.4308  -0.4930  -0.2280
 HUT  C07  C  CH2   0  -0.541   1.6344   0.9003  -0.8497
 HUT  C08  C  CR5   0   0.037   2.6163   1.7550  -0.1176
 HUT  C09  C  CR15  0  -0.094   2.2921   2.7858   0.7202
 HUT  C11  C  CR56  0   0.347   4.5166   2.7453   0.6939
 HUT  C12  C  CR56  0   0.023   4.0508   1.7088  -0.1476
 HUT  C13  C  CR16  0  -0.350   4.9898   0.9076  -0.8093
 HUT  C14  C  CR16  0  -0.276   6.3354   1.1574  -0.6264
 HUT  C15  C  CR16  0  -0.286   6.7747   2.1935   0.2158
 HUT  C16  C  CR16  0  -0.309   5.8751   2.9979   0.8870
 HUT  C17  C  C     0   0.527   0.1756  -1.1125  -0.8513
 HUT  C19  C  CH2   0  -0.239  -2.2611  -1.3790  -0.6124
 HUT  C20  C  CH2   0  -0.470  -3.3623  -0.5527   0.0338
 HUT  C21  C  CH2   0  -0.417  -4.7442  -0.9982  -0.4278
 HUT  C22  C  CH1   0  -0.217  -5.8953  -0.1412   0.1119
 HUT  C23  C  CH2   0  -0.411  -7.2226  -0.8730  -0.1182
 HUT  C24  C  CH2   0  -0.429  -8.4522  -0.3131   0.5901
 HUT  C25  C  CH2   0  -0.432  -8.7575   1.1682   0.3762
 HUT  C26  C  CH2   0  -0.440  -7.7486   2.0942   1.0550
 HUT  C27  C  CH2   0  -0.423  -6.4829   2.3937   0.2507
 HUT  C28  C  CH2   0  -0.440  -5.9063   1.2368  -0.5647
 HUT  N05  N  NH1   0  -0.565   2.6070  -1.2985  -0.4176
 HUT  N10  N  NR15  0  -0.686   3.4231   3.3746   1.2110
 HUT  N18  N  NH1   0  -0.634  -0.9553  -0.9541  -0.1527
 HUT  O29  O  O     0  -0.507   0.2203  -1.6669  -1.9432
 HUT  H1   H  HCH3  0   0.217   5.3680  -5.6640  -0.3549
 HUT  H2   H  HCH3  0   0.216   6.2612  -4.6608   0.7831
 HUT  H3   H  HCH3  0   0.226   5.4894  -6.1447   1.3350
 HUT  H4   H  HCH2  0   0.213   3.2363  -5.1633   0.8705
 HUT  H5   H  HCH2  0   0.213   4.1158  -4.1874   2.0247
 HUT  H6   H  HCH2  0   0.217   4.7879  -2.6109   0.2112
 HUT  H7   H  HCH2  0   0.211   3.9445  -3.5995  -0.9660
 HUT  H8   H  HCH2  0   0.186   1.7920  -3.1800   0.2048
 HUT  H9   H  HCH2  0   0.212   2.6284  -2.2353   1.4260
 HUT  H10  H  HCH1  0   0.250   1.2773  -0.3645   0.8493
 HUT  H11  H  HCH2  0   0.242   1.9406   0.7710  -1.8926
 HUT  H12  H  HCH2  0   0.253   0.6729   1.4203  -0.8792
 HUT  H13  H  HCR5  0   0.278   1.3166   3.1541   0.9994
 HUT  H14  H  HCR6  0   0.229   4.6623   0.0893  -1.4353
 HUT  H15  H  HCR6  0   0.241   7.0675   0.5419  -1.1335
 HUT  H16  H  HCR6  0   0.245   7.8363   2.3632   0.3424
 HUT  H17  H  HCR6  0   0.255   6.2126   3.7971   1.5352
 HUT  H18  H  HCH2  0   0.228  -2.4139  -2.4420  -0.3977
 HUT  H19  H  HCH2  0   0.236  -2.3037  -1.2660  -1.6969
 HUT  H20  H  HCH2  0   0.226  -3.2996  -0.6413   1.1238
 HUT  H21  H  HCH2  0   0.232  -3.1978   0.5011  -0.2049
 HUT  H22  H  HCH2  0   0.212  -4.7845  -0.9937  -1.5239
 HUT  H23  H  HCH2  0   0.221  -4.8940  -2.0392  -0.1245
 HUT  H24  H  HCH1  0   0.208  -5.7410  -0.0188   1.1929
 HUT  H25  H  HCH2  0   0.204  -7.4085  -0.9023  -1.1986
 HUT  H26  H  HCH2  0   0.216  -7.1095  -1.9169   0.1919
 HUT  H27  H  HCH2  0   0.221  -9.3172  -0.9042   0.2743
 HUT  H28  H  HCH2  0   0.206  -8.3507  -0.4847   1.6675
 HUT  H29  H  HCH2  0   0.212  -8.8363   1.3960  -0.6925
 HUT  H30  H  HCH2  0   0.224  -9.7485   1.3676   0.7930
 HUT  H31  H  HCH2  0   0.225  -8.2276   3.0458   1.2998
 HUT  H32  H  HCH2  0   0.211  -7.4769   1.6507   2.0181
 HUT  H33  H  HCH2  0   0.215  -6.6817   3.2196  -0.4387
 HUT  H34  H  HCH2  0   0.214  -5.7184   2.7648   0.9396
 HUT  H35  H  HCH2  0   0.229  -4.8921   1.5237  -0.8560
 HUT  H36  H  HCH2  0   0.213  -6.4541   1.1387  -1.5078
 HUT  H37  H  HNH1  0   0.335   2.7016  -1.5226  -1.4017
 HUT  H39  H  HNR5  0   0.406   3.4391   4.1637   1.8343
 HUT  H40  H  HNH1  0   0.397  -0.8961  -0.5465   0.7669

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
 HUT  C07  C06  single    1.539  0.020  1.539
 HUT  C07  C08  single    1.494  0.020  1.494
 HUT  C03  C02  single    1.523  0.020  1.523
 HUT  C03  C04  single    1.520  0.020  1.520
 HUT  O29  C17  double    1.225  0.020  1.225
 HUT  N05  C06  single    1.438  0.020  1.438
 HUT  N05  C04  single    1.449  0.020  1.449
 HUT  C01  C02  single    1.522  0.020  1.522
 HUT  C06  C17  single    1.532  0.020  1.532
 HUT  C08  C09  aromatic  1.367  0.020  1.367
 HUT  C08  C12  aromatic  1.436  0.020  1.436
 HUT  C09  N10  aromatic  1.366  0.020  1.366
 HUT  C17  N18  single    1.339  0.020  1.339
 HUT  C12  C13  aromatic  1.401  0.020  1.401
 HUT  C12  C11  aromatic  1.414  0.020  1.414
 HUT  N10  C11  aromatic  1.363  0.020  1.363
 HUT  C13  C14  aromatic  1.381  0.020  1.381
 HUT  N18  C19  single    1.448  0.020  1.448
 HUT  C11  C16  aromatic  1.395  0.020  1.395
 HUT  C19  C20  single    1.521  0.020  1.521
 HUT  C21  C22  single    1.533  0.020  1.533
 HUT  C21  C20  single    1.524  0.020  1.524
 HUT  C28  C22  single    1.535  0.020  1.535
 HUT  C28  C27  single    1.528  0.020  1.528
 HUT  C14  C15  aromatic  1.406  0.020  1.406
 HUT  C16  C15  aromatic  1.381  0.020  1.381
 HUT  C24  C23  single    1.525  0.020  1.525
 HUT  C24  C25  single    1.528  0.020  1.528
 HUT  C22  C23  single    1.533  0.020  1.533
 HUT  C27  C26  single    1.529  0.020  1.529
 HUT  C25  C26  single    1.528  0.020  1.528
 HUT  C01  H1   single    0.970  0.020  1.090
 HUT  C01  H2   single    0.970  0.020  1.090
 HUT  C01  H3   single    0.970  0.020  1.090
 HUT  C02  H4   single    0.970  0.020  1.090
 HUT  C02  H5   single    0.970  0.020  1.090
 HUT  C03  H6   single    0.970  0.020  1.090
 HUT  C03  H7   single    0.970  0.020  1.090
 HUT  C04  H8   single    0.970  0.020  1.090
 HUT  C04  H9   single    0.970  0.020  1.090
 HUT  C06  H10  single    0.970  0.020  1.090
 HUT  C07  H11  single    0.970  0.020  1.090
 HUT  C07  H12  single    0.970  0.020  1.090
 HUT  C09  H13  single    0.930  0.020  1.080
 HUT  C13  H14  single    0.930  0.020  1.080
 HUT  C14  H15  single    0.930  0.020  1.080
 HUT  C15  H16  single    0.930  0.020  1.080
 HUT  C16  H17  single    0.930  0.020  1.080
 HUT  C19  H18  single    0.970  0.020  1.090
 HUT  C19  H19  single    0.970  0.020  1.090
 HUT  C20  H20  single    0.970  0.020  1.090
 HUT  C20  H21  single    0.970  0.020  1.090
 HUT  C21  H22  single    0.970  0.020  1.090
 HUT  C21  H23  single    0.970  0.020  1.090
 HUT  C22  H24  single    0.970  0.020  1.090
 HUT  C23  H25  single    0.970  0.020  1.090
 HUT  C23  H26  single    0.970  0.020  1.090
 HUT  C24  H27  single    0.970  0.020  1.090
 HUT  C24  H28  single    0.970  0.020  1.090
 HUT  C25  H29  single    0.970  0.020  1.090
 HUT  C25  H30  single    0.970  0.020  1.090
 HUT  C26  H31  single    0.970  0.020  1.090
 HUT  C26  H32  single    0.970  0.020  1.090
 HUT  C27  H33  single    0.970  0.020  1.090
 HUT  C27  H34  single    0.970  0.020  1.090
 HUT  C28  H35  single    0.970  0.020  1.090
 HUT  C28  H36  single    0.970  0.020  1.090
 HUT  N05  H37  single    0.890  0.020  1.040
 HUT  N10  H39  single    0.860  0.020  1.020
 HUT  N18  H40  single    0.860  0.020  1.020

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
 HUT  H3   C01  H2   107.61  3.000
 HUT  H3   C01  H1   107.61  3.000
 HUT  H2   C01  H1   107.46  3.000
 HUT  H3   C01  C02  111.55  3.000
 HUT  H2   C01  C02  111.19  3.000
 HUT  H1   C01  C02  111.21  3.000
 HUT  H5   C02  H4   106.08  3.000
 HUT  H5   C02  C03  109.17  3.000
 HUT  H4   C02  C03  109.58  3.000
 HUT  H5   C02  C01  109.59  3.000
 HUT  H4   C02  C01  109.53  3.000
 HUT  C03  C02  C01  112.67  3.000
 HUT  H7   C03  H6   106.35  3.000
 HUT  H7   C03  C04  109.31  3.000
 HUT  H6   C03  C04  108.75  3.000
 HUT  H7   C03  C02  109.38  3.000
 HUT  H6   C03  C02  109.84  3.000
 HUT  C04  C03  C02  112.99  3.000
 HUT  H9   C04  H8   106.08  3.000
 HUT  H9   C04  N05  107.97  3.000
 HUT  H8   C04  N05  113.56  3.000
 HUT  H9   C04  C03  109.34  3.000
 HUT  H8   C04  C03  109.05  3.000
 HUT  N05  C04  C03  110.67  3.000
 HUT  H10  C06  N05  108.05  3.000
 HUT  H10  C06  C17  109.43  3.000
 HUT  N05  C06  C17  112.95  3.000
 HUT  H10  C06  C07  108.03  3.000
 HUT  C17  C06  C07  108.06  3.000
 HUT  N05  C06  C07  110.21  3.000
 HUT  H12  C07  H11  106.05  3.000
 HUT  H12  C07  C08  108.61  3.000
 HUT  H11  C07  C08  110.53  3.000
 HUT  H12  C07  C06  108.97  3.000
 HUT  H11  C07  C06  108.36  3.000
 HUT  C08  C07  C06  114.01  3.000
 HUT  C12  C08  C09  105.90  3.000
 HUT  C12  C08  C07  128.92  3.000
 HUT  C09  C08  C07  125.17  3.000
 HUT  H13  C09  N10  120.54  3.000
 HUT  H13  C09  C08  129.05  3.000
 HUT  N10  C09  C08  110.41  3.000
 HUT  N10  C11  C16  130.15  3.000
 HUT  C16  C11  C12  122.40  3.000
 HUT  N10  C11  C12  107.45  3.000
 HUT  C13  C12  C11  118.66  3.000
 HUT  C11  C12  C08  107.04  3.000
 HUT  C13  C12  C08  134.29  3.000
 HUT  H14  C13  C14  120.58  3.000
 HUT  H14  C13  C12  120.23  3.000
 HUT  C14  C13  C12  119.16  3.000
 HUT  H15  C14  C15  119.24  3.000
 HUT  H15  C14  C13  119.62  3.000
 HUT  C15  C14  C13  121.15  3.000
 HUT  H16  C15  C16  119.39  3.000
 HUT  H16  C15  C14  119.47  3.000
 HUT  C16  C15  C14  121.13  3.000
 HUT  H17  C16  C15  121.18  3.000
 HUT  H17  C16  C11  121.33  3.000
 HUT  C15  C16  C11  117.49  3.000
 HUT  O29  C17  N18  123.33  3.000
 HUT  N18  C17  C06  115.59  3.000
 HUT  O29  C17  C06  121.03  3.000
 HUT  H19  C19  H18  106.85  3.000
 HUT  H19  C19  N18  108.69  3.000
 HUT  H18  C19  N18  110.38  3.000
 HUT  H19  C19  C20  109.75  3.000
 HUT  H18  C19  C20  110.06  3.000
 HUT  N18  C19  C20  111.01  3.000
 HUT  H21  C20  H20  106.66  3.000
 HUT  H21  C20  C21  110.62  3.000
 HUT  H20  C20  C21  109.25  3.000
 HUT  H21  C20  C19  108.79  3.000
 HUT  H20  C20  C19  109.72  3.000
 HUT  C21  C20  C19  111.66  3.000
 HUT  H23  C21  H22  106.00  3.000
 HUT  H23  C21  C22  109.35  3.000
 HUT  H22  C21  C22  108.78  3.000
 HUT  H23  C21  C20  108.56  3.000
 HUT  H22  C21  C20  109.57  3.000
 HUT  C22  C21  C20  114.26  3.000
 HUT  H24  C22  C28  109.55  3.000
 HUT  H24  C22  C23  108.81  3.000
 HUT  C28  C22  C23  110.86  3.000
 HUT  H24  C22  C21  107.65  3.000
 HUT  C23  C22  C21  109.29  3.000
 HUT  C28  C22  C21  110.61  3.000
 HUT  H26  C23  H25  105.73  3.000
 HUT  H26  C23  C24  107.56  3.000
 HUT  H25  C23  C24  109.30  3.000
 HUT  H26  C23  C22  108.86  3.000
 HUT  H25  C23  C22  107.90  3.000
 HUT  C24  C23  C22  116.93  3.000
 HUT  H28  C24  H27  105.81  3.000
 HUT  H28  C24  C25  107.94  3.000
 HUT  H27  C24  C25  108.99  3.000
 HUT  H28  C24  C23  108.93  3.000
 HUT  H27  C24  C23  107.75  3.000
 HUT  C25  C24  C23  116.87  3.000
 HUT  H30  C25  H29  105.59  3.000
 HUT  H30  C25  C26  108.57  3.000
 HUT  H29  C25  C26  110.78  3.000
 HUT  H30  C25  C24  107.73  3.000
 HUT  H29  C25  C24  110.64  3.000
 HUT  C26  C25  C24  113.17  3.000
 HUT  H32  C26  H31  105.34  3.000
 HUT  H32  C26  C27  109.67  3.000
 HUT  H31  C26  C27  108.06  3.000
 HUT  H32  C26  C25  108.01  3.000
 HUT  H31  C26  C25  109.73  3.000
 HUT  C27  C26  C25  115.56  3.000
 HUT  H34  C27  H33  105.53  3.000
 HUT  H34  C27  C28  109.22  3.000
 HUT  H33  C27  C28  107.69  3.000
 HUT  H34  C27  C26  108.27  3.000
 HUT  H33  C27  C26  109.20  3.000
 HUT  C28  C27  C26  116.40  3.000
 HUT  H36  C28  H35  104.95  3.000
 HUT  H36  C28  C27  109.79  3.000
 HUT  H35  C28  C27  107.06  3.000
 HUT  H36  C28  C22  107.62  3.000
 HUT  H35  C28  C22  110.26  3.000
 HUT  C27  C28  C22  116.56  3.000
 HUT  H37  N05  C06  109.16  3.000
 HUT  H37  N05  C04  109.71  3.000
 HUT  C06  N05  C04  115.25  3.000
 HUT  H39  N10  C11  125.76  3.000
 HUT  H39  N10  C09  125.03  3.000
 HUT  C11  N10  C09  109.19  3.000
 HUT  H40  N18  C19  117.48  3.000
 HUT  H40  N18  C17  118.33  3.000
 HUT  C19  N18  C17  124.15  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
 HUT  CONST_01  C11  N10  C09  C08     0.00   0.0  0
 HUT  CONST_02  C14  C13  C12  C08   180.00   0.0  0
 HUT  CONST_03  N10  C11  C12  C08     0.00   0.0  0
 HUT  CONST_04  C16  C11  C12  C08   180.00   0.0  0
 HUT  CONST_05  C13  C12  C08  C09   180.00   0.0  0
 HUT  CONST_06  C11  C12  C08  C09     0.00   0.0  0
 HUT  CONST_07  C12  C11  N10  C09     0.00   0.0  0
 HUT  CONST_08  C16  C11  N10  C09   180.00   0.0  0
 HUT  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 HUT  CONST_10  C14  C15  C16  C11     0.00   0.0  0
 HUT  CONST_11  N10  C09  C08  C12     0.00   0.0  0
 HUT  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 HUT  CONST_13  C15  C16  C11  C12     0.00   0.0  0
 HUT  CONST_14  N10  C11  C12  C13   180.00   0.0  0
 HUT  CONST_15  C16  C11  C12  C13     0.00   0.0  0
 HUT  CONST_16  C16  C15  C14  C13     0.00   0.0  0
 HUT  CONST_17  N10  C11  C16  C15   180.00   0.0  0
 HUT  CONST_18  N10  C09  C08  C07   180.00   0.0  0
 HUT  CONST_19  C13  C12  C08  C07     0.00   0.0  0
 HUT  CONST_20  C11  C12  C08  C07   180.00   0.0  0
 HUT  CONST_21  H39  N10  C09  C08   180.00   0.0  0
 HUT  CONST_22  H14  C13  C12  C08     0.00   0.0  0
 HUT  CONST_23  H13  C09  N10  C11   180.00   0.0  0
 HUT  CONST_24  H16  C15  C16  C11   180.00   0.0  0
 HUT  CONST_25  H15  C14  C13  C12   180.00   0.0  0
 HUT  CONST_26  H17  C16  C11  C12   180.00   0.0  0
 HUT  CONST_27  C19  N18  C17  C06   180.00   0.0  0
 HUT  CONST_28  O29  C17  N18  C19     0.00   0.0  0
 HUT  CONST_29  H40  N18  C17  C06     0.00   0.0  0
 HUT  Var_01    C09  C08  C07  C06  -103.09  30.0  2
 HUT  Var_02    C22  C21  C20  C19  -175.96  30.0  1
 HUT  Var_03    C04  C03  C02  C01   178.89  30.0  1
 HUT  Var_04    N05  C04  C03  C02   174.55  30.0  3
 HUT  Var_05    C06  N05  C04  C03   179.81  30.0  1
 HUT  Var_06    C20  C19  N18  C17  -154.36  30.0  3
 HUT  Var_07    N18  C19  C20  C21  -179.35  30.0  1
 HUT  Var_08    H1   C01  C02  C03   -61.15  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
 HUT  chir_01  C06  C07  N05  C17  positiv
 HUT  chir_02  C22  C21  C28  C23  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
 HUT  plan-1  C07  0.020
 HUT  plan-1  C08  0.020
 HUT  plan-1  C09  0.020
 HUT  plan-1  C11  0.020
 HUT  plan-1  C12  0.020
 HUT  plan-1  C13  0.020
 HUT  plan-1  C14  0.020
 HUT  plan-1  C15  0.020
 HUT  plan-1  C16  0.020
 HUT  plan-1  N10  0.020
 HUT  plan-1  H13  0.020
 HUT  plan-1  H14  0.020
 HUT  plan-1  H15  0.020
 HUT  plan-1  H16  0.020
 HUT  plan-1  H17  0.020
 HUT  plan-1  H39  0.020
 HUT  plan-2  C06  0.020
 HUT  plan-2  C17  0.020
 HUT  plan-2  C19  0.020
 HUT  plan-2  N18  0.020
 HUT  plan-2  O29  0.020
 HUT  plan-2  H40  0.020

