# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 00:13:19 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: (5E)-15-chloro-16,18-dihydroxy-2-methyl-3,4,7,8,9,10,11,12-octahydro-2-benzazacyclohexadecine-1,13(2H,14H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CC/C=C/CCCCCCC(=O)Cc2c(Cl)c(O)cc(O)c2C1=O
#
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
 7FK  7FK  (5E)-15-chloro-16,18-dihydroxy-2-methyl-3,4,7,8,9,10,11,12-octahydro-2-benzazacyclohexadecine-1,13(2H,14H)-dione  ligand  52  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7FK
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
 7FK  O3    O   O     0  -0.472   0.6155   1.5920   1.4733
 7FK  C19   C   C     0   0.500  -0.0415   1.8071   0.4653
 7FK  N     N   NT    0  -0.419   0.3979   2.5635  -0.5545
 7FK  C     C   CH3   0  -0.528  -0.3521   2.8006  -1.7705
 7FK  C18   C   CR6   0  -0.295  -1.4359   1.2560   0.3548
 7FK  C17   C   CR6   0   0.412  -2.4816   2.0393   0.8507
 7FK  O2    O   OH1   0  -0.620  -2.1636   3.2735   1.2752
 7FK  C16   C   CR16  0  -0.499  -3.7774   1.5519   0.8867
 7FK  C15   C   CR6   0   0.454  -4.0477   0.2643   0.4367
 7FK  O1    O   OH1   0  -0.611  -5.3130  -0.1641   0.5061
 7FK  C14   C   CR6   0  -0.281  -3.0006  -0.5065  -0.0636
 7FK  CL    CL  CL    0  -0.115  -3.3577  -2.1148  -0.6185
 7FK  C13   C   CR6   0   0.305  -1.6962  -0.0223  -0.1159
 7FK  C12   C   CH2   0  -0.722  -0.6153  -0.8763  -0.6963
 7FK  C11   C   C     0   0.416  -0.1793  -2.0030   0.2144
 7FK  O     O   O     0  -0.386  -0.4277  -1.9971   1.3964
 7FK  C10   C   CH2   0  -0.557   0.6012  -3.1202  -0.4335
 7FK  C9    C   CH2   0  -0.428   1.9602  -3.3455   0.2233
 7FK  C8    C   CH2   0  -0.422   2.9456  -2.2208  -0.0722
 7FK  C7    C   CH2   0  -0.414   4.2984  -2.4545   0.5867
 7FK  C6    C   CH2   0  -0.440   5.4178  -1.5323   0.1170
 7FK  C5    C   CH2   0  -0.476   5.2489  -0.0472   0.4414
 7FK  C4    C   C1    0  -0.217   4.3340   0.7305  -0.4599
 7FK  C3    C   C1    0  -0.196   3.5894   1.7622  -0.0731
 7FK  C2    C   CH2   0  -0.475   2.8779   2.7107  -0.9917
 7FK  C1    C   CH2   0  -0.319   1.6143   3.3474  -0.4150
 7FK  HC1   H   HCH3  0   0.264  -1.1445   2.0703  -1.8990
 7FK  HC2   H   HCH3  0   0.246  -0.7955   3.7988  -1.7722
 7FK  HC3   H   HCH3  0   0.251   0.3116   2.7223  -2.6319
 7FK  H11C  H   HCH2  0   0.254   1.4300   4.2956  -0.9238
 7FK  H12C  H   HCH2  0   0.253   1.7688   3.5850   0.6376
 7FK  H2    H   HOH1  0   0.483  -2.9452   3.7367   1.5981
 7FK  H16   H   HCR6  0   0.290  -4.5904   2.1590   1.2690
 7FK  H1    H   HOH1  0   0.471  -5.3926  -1.0755   0.1960
 7FK  H121  H   HCH2  0   0.306  -0.9168  -1.2883  -1.6626
 7FK  H122  H   HCH2  0   0.307   0.2873  -0.2934  -0.9163
 7FK  H101  H   HCH2  0   0.281  -0.0133  -4.0225  -0.3511
 7FK  H102  H   HCH2  0   0.248   0.7286  -2.9275  -1.5007
 7FK  H91C  H   HCH2  0   0.226   1.8318  -3.4670   1.3021
 7FK  H92C  H   HCH2  0   0.234   2.3715  -4.2890  -0.1443
 7FK  H81C  H   HCH2  0   0.209   3.0756  -2.1395  -1.1571
 7FK  H82C  H   HCH2  0   0.228   2.5386  -1.2581   0.2542
 7FK  H71C  H   HCH2  0   0.212   4.1914  -2.3701   1.6735
 7FK  H72C  H   HCH2  0   0.215   4.6085  -3.4876   0.3949
 7FK  H61C  H   HCH2  0   0.227   6.3484  -1.8736   0.5775
 7FK  H62C  H   HCH2  0   0.213   5.5597  -1.6506  -0.9630
 7FK  H51C  H   HCH2  0   0.227   4.9464   0.0809   1.4859
 7FK  H52C  H   HCH2  0   0.237   6.2414   0.4117   0.3651
 7FK  H4    H   H     0   0.220   4.3713   0.4728  -1.5175
 7FK  H3    H   H     0   0.219   3.5620   2.0193   0.9838
 7FK  H21C  H   HCH2  0   0.242   3.5610   3.5399  -1.2081
 7FK  H22C  H   HCH2  0   0.241   2.6683   2.2416  -1.9574

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
 7FK  O3   C19   double    1.222  0.020  1.222
 7FK  C19  N     single    1.344  0.020  1.344
 7FK  C19  C18   single    1.503  0.020  1.503
 7FK  N    C     single    1.448  0.020  1.448
 7FK  N    C1    single    1.454  0.020  1.454
 7FK  C18  C17   single    1.397  0.020  1.397
 7FK  C18  C13   aromatic  1.387  0.020  1.387
 7FK  C17  O2    single    1.343  0.020  1.343
 7FK  C17  C16   aromatic  1.385  0.020  1.385
 7FK  C16  C15   aromatic  1.390  0.020  1.390
 7FK  C15  O1    single    1.338  0.020  1.338
 7FK  C15  C14   aromatic  1.393  0.020  1.393
 7FK  C14  CL    single    1.738  0.020  1.738
 7FK  C14  C13   single    1.392  0.020  1.392
 7FK  C13  C12   single    1.495  0.020  1.495
 7FK  C12  C11   single    1.513  0.020  1.513
 7FK  C11  O     double    1.208  0.020  1.208
 7FK  C11  C10   single    1.509  0.020  1.509
 7FK  C10  C9    single    1.526  0.020  1.526
 7FK  C9   C8    single    1.524  0.020  1.524
 7FK  C8   C7    single    1.523  0.020  1.523
 7FK  C7   C6    single    1.524  0.020  1.524
 7FK  C6   C5    single    1.529  0.020  1.529
 7FK  C5   C4    single    1.501  0.020  1.501
 7FK  C4   C3    double    1.330  0.020  1.330
 7FK  C3   C2    single    1.500  0.020  1.500
 7FK  C2   C1    single    1.528  0.020  1.528
 7FK  C    HC1   single    0.970  0.020  1.090
 7FK  C    HC2   single    0.970  0.020  1.090
 7FK  C    HC3   single    0.970  0.020  1.090
 7FK  C1   H11C  single    0.970  0.020  1.090
 7FK  C1   H12C  single    0.970  0.020  1.090
 7FK  O2   H2    single    0.850  0.020  0.980
 7FK  C16  H16   single    0.930  0.020  1.080
 7FK  O1   H1    single    0.850  0.020  0.980
 7FK  C12  H121  single    0.970  0.020  1.090
 7FK  C12  H122  single    0.970  0.020  1.090
 7FK  C10  H101  single    0.970  0.020  1.090
 7FK  C10  H102  single    0.970  0.020  1.090
 7FK  C9   H91C  single    0.970  0.020  1.090
 7FK  C9   H92C  single    0.970  0.020  1.090
 7FK  C8   H81C  single    0.970  0.020  1.090
 7FK  C8   H82C  single    0.970  0.020  1.090
 7FK  C7   H71C  single    0.970  0.020  1.090
 7FK  C7   H72C  single    0.970  0.020  1.090
 7FK  C6   H61C  single    0.970  0.020  1.090
 7FK  C6   H62C  single    0.970  0.020  1.090
 7FK  C5   H51C  single    0.970  0.020  1.090
 7FK  C5   H52C  single    0.970  0.020  1.090
 7FK  C4   H4    single    0.930  0.020  1.080
 7FK  C3   H3    single    0.930  0.020  1.080
 7FK  C2   H21C  single    0.970  0.020  1.090
 7FK  C2   H22C  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
 7FK  C18   C19  N     116.99  3.000
 7FK  C18   C19  O3    119.64  3.000
 7FK  N     C19  O3    123.32  3.000
 7FK  C1    N    C     115.19  3.000
 7FK  C1    N    C19   120.29  3.000
 7FK  C     N    C19   124.07  3.000
 7FK  HC3   C    HC2   108.15  3.000
 7FK  HC3   C    HC1   107.62  3.000
 7FK  HC2   C    HC1   108.56  3.000
 7FK  HC3   C    N     109.66  3.000
 7FK  HC2   C    N     111.17  3.000
 7FK  HC1   C    N     111.56  3.000
 7FK  C13   C18  C17   119.78  3.000
 7FK  C13   C18  C19   122.47  3.000
 7FK  C17   C18  C19   117.55  3.000
 7FK  C16   C17  O2    122.46  3.000
 7FK  C16   C17  C18   120.81  3.000
 7FK  O2    C17  C18   116.74  3.000
 7FK  H2    O2   C17   110.81  3.000
 7FK  H16   C16  C15   119.13  3.000
 7FK  H16   C16  C17   120.91  3.000
 7FK  C15   C16  C17   119.96  3.000
 7FK  C14   C15  O1    123.53  3.000
 7FK  C14   C15  C16   118.85  3.000
 7FK  O1    C15  C16   117.62  3.000
 7FK  H1    O1   C15   111.31  3.000
 7FK  C13   C14  CL    120.14  3.000
 7FK  C13   C14  C15   121.68  3.000
 7FK  CL    C14  C15   118.18  3.000
 7FK  C12   C13  C14   119.56  3.000
 7FK  C12   C13  C18   121.51  3.000
 7FK  C14   C13  C18   118.92  3.000
 7FK  H122  C12  H121  104.48  3.000
 7FK  H122  C12  C11   106.22  3.000
 7FK  H121  C12  C11   109.33  3.000
 7FK  H122  C12  C13   111.68  3.000
 7FK  H121  C12  C13   111.05  3.000
 7FK  C11   C12  C13   113.58  3.000
 7FK  C10   C11  O     122.02  3.000
 7FK  C10   C11  C12   116.23  3.000
 7FK  O     C11  C12   121.74  3.000
 7FK  H102  C10  H101  106.53  3.000
 7FK  H102  C10  C9    110.05  3.000
 7FK  H101  C10  C9    110.23  3.000
 7FK  H102  C10  C11   110.44  3.000
 7FK  H101  C10  C11   106.71  3.000
 7FK  C9    C10  C11   112.65  3.000
 7FK  H92C  C9   H91C  106.27  3.000
 7FK  H92C  C9   C8    109.18  3.000
 7FK  H91C  C9   C8    110.44  3.000
 7FK  H92C  C9   C10   108.53  3.000
 7FK  H91C  C9   C10   109.66  3.000
 7FK  C8    C9   C10   112.55  3.000
 7FK  H82C  C8   H81C  105.90  3.000
 7FK  H82C  C8   C7    109.64  3.000
 7FK  H81C  C8   C7    109.54  3.000
 7FK  H82C  C8   C9    110.53  3.000
 7FK  H81C  C8   C9    108.87  3.000
 7FK  C7    C8   C9    112.16  3.000
 7FK  H72C  C7   H71C  105.90  3.000
 7FK  H72C  C7   C6    107.98  3.000
 7FK  H71C  C7   C6    109.32  3.000
 7FK  H72C  C7   C8    108.69  3.000
 7FK  H71C  C7   C8    109.31  3.000
 7FK  C6    C7   C8    115.22  3.000
 7FK  H62C  C6   H61C  105.74  3.000
 7FK  H62C  C6   C5    109.16  3.000
 7FK  H61C  C6   C5    107.93  3.000
 7FK  H62C  C6   C7    109.48  3.000
 7FK  H61C  C6   C7    107.85  3.000
 7FK  C5    C6   C7    116.17  3.000
 7FK  H52C  C5   H51C  105.52  3.000
 7FK  H52C  C5   C4    107.05  3.000
 7FK  H51C  C5   C4    110.10  3.000
 7FK  H52C  C5   C6    106.97  3.000
 7FK  H51C  C5   C6    110.27  3.000
 7FK  C4    C5   C6    116.29  3.000
 7FK  H4    C4   C3    119.02  3.000
 7FK  H4    C4   C5    116.07  3.000
 7FK  C3    C4   C5    124.65  3.000
 7FK  H3    C3   C2    115.70  3.000
 7FK  H3    C3   C4    118.68  3.000
 7FK  C2    C3   C4    125.32  3.000
 7FK  H22C  C2   H21C  105.64  3.000
 7FK  H22C  C2   C1    110.70  3.000
 7FK  H21C  C2   C1    105.94  3.000
 7FK  H22C  C2   C3    111.12  3.000
 7FK  H21C  C2   C3    107.68  3.000
 7FK  C1    C2   C3    115.13  3.000
 7FK  H12C  C1   H11C  106.54  3.000
 7FK  H12C  C1   C2    109.76  3.000
 7FK  H11C  C1   C2    109.01  3.000
 7FK  H12C  C1   N     109.19  3.000
 7FK  H11C  C1   N     106.39  3.000
 7FK  C2    C1   N     115.54  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
 7FK  CONST_01  C15  C16  C17  C18     0.00   0.0  0
 7FK  CONST_02  C15  C14  C13  C18     0.00   0.0  0
 7FK  CONST_03  C14  C13  C18  C17     0.00   0.0  0
 7FK  CONST_04  C14  C15  C16  C17     0.00   0.0  0
 7FK  CONST_05  C13  C18  C17  C16     0.00   0.0  0
 7FK  CONST_06  C13  C14  C15  C16     0.00   0.0  0
 7FK  CONST_07  C1   N    C19  C18   180.00   0.0  0
 7FK  CONST_08  O2   C17  C18  C19     0.00   0.0  0
 7FK  CONST_09  CL   C14  C13  C18   180.00   0.0  0
 7FK  CONST_10  O1   C15  C16  C17   180.00   0.0  0
 7FK  CONST_11  C13  C18  C17  O2    180.00   0.0  0
 7FK  CONST_12  C15  C16  C17  O2    180.00   0.0  0
 7FK  CONST_13  CL   C14  C15  C16   180.00   0.0  0
 7FK  CONST_14  C13  C14  C15  O1    180.00   0.0  0
 7FK  CONST_15  C12  C13  C14  CL      0.00   0.0  0
 7FK  CONST_16  C1   N    C19  O3      0.00   0.0  0
 7FK  CONST_17  C18  C19  N    C       0.00   0.0  0
 7FK  CONST_18  H16  C16  C17  C18   180.00   0.0  0
 7FK  CONST_19  C    N    C19  O3    180.00   0.0  0
 7FK  Var_01    C2   C3   C4   C5    167.60   0.0  0
 7FK  Var_02    C2   C1   N    C19    97.74  30.0  1
 7FK  Var_03    C17  C18  C19  N     -89.17  30.0  1
 7FK  Var_04    C3   C2   C1   N     -85.20  30.0  1
 7FK  Var_05    C11  C12  C13  C18   106.27  30.0  1
 7FK  Var_06    C10  C11  C12  C13   163.16  30.0  1
 7FK  Var_07    C9   C10  C11  C12   123.37  30.0  1
 7FK  Var_08    C8   C9   C10  C11   -71.08  30.0  1
 7FK  Var_09    C7   C8   C9   C10  -179.98  30.0  1
 7FK  Var_10    C6   C7   C8   C9    168.17  30.0  1
 7FK  Var_11    C5   C6   C7   C8     64.99  30.0  1
 7FK  Var_12    C4   C5   C6   C7    -79.65  30.0  1
 7FK  Var_13    C3   C4   C5   C6    147.93  30.0  1
 7FK  Var_14    C1   C2   C3   C4    151.73  30.0  1
 7FK  Var_15    H4   C4   C3   C2     -6.25   0.0  0
 7FK  Var_16    HC1  C    N    C19   -17.81  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
 7FK  plan-1  C19  0.020
 7FK  plan-1  C18  0.020
 7FK  plan-1  C17  0.020
 7FK  plan-1  O2   0.020
 7FK  plan-1  C16  0.020
 7FK  plan-1  C15  0.020
 7FK  plan-1  O1   0.020
 7FK  plan-1  C14  0.020
 7FK  plan-1  CL   0.020
 7FK  plan-1  C13  0.020
 7FK  plan-1  C12  0.020
 7FK  plan-1  H16  0.020
 7FK  plan-2  O3   0.020
 7FK  plan-2  C19  0.020
 7FK  plan-2  N    0.020
 7FK  plan-2  C    0.020
 7FK  plan-2  C18  0.020
 7FK  plan-2  C1   0.020
 7FK  plan-3  C12  0.020
 7FK  plan-3  C11  0.020
 7FK  plan-3  O    0.020
 7FK  plan-3  C10  0.020
 7FK  plan-4  C5   0.020
 7FK  plan-4  C4   0.020
 7FK  plan-4  C3   0.020
 7FK  plan-4  C2   0.020
 7FK  plan-4  H4   0.020
 7FK  plan-4  H3   0.020

