# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 02:44:18 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: methyl 4-[(2-oxidanylidene-1,5,6,7-tetrahydrocyclopenta[b]pyridin-3-yl)carbonylamino]butanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)CCCNC(=O)C1=CC2=C(CCC2)NC1=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
 FHH  FHH  'methyl 4-[(2-oxidanylidene-1,5,6,7-tetrahydrocyclopenta[b]pyridin-3-yl)carbonylamino]butanoate'  ligand  38  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FHH
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
 FHH  C    C  C     0   0.576  -0.5538   1.1845   0.0920
 FHH  O    O  O     0  -0.513  -0.5527   2.4135   0.1191
 FHH  C1   C  CH2   0  -0.232   1.8818   1.0881   0.0523
 FHH  C10  C  CR56  0   0.369  -4.2900  -0.8396   0.0659
 FHH  C11  C  CH2   0  -0.487  -5.6514   1.0794   0.1554
 FHH  C12  C  CR6   0   0.549  -1.8846  -1.0209   0.0504
 FHH  C13  C  CH2   0  -0.465  -6.5143  -0.1341  -0.2474
 FHH  C14  C  CH2   0  -0.500  -5.6782  -1.3836   0.0885
 FHH  C2   C  CH2   0  -0.479   2.9667   0.0237   0.0486
 FHH  C3   C  CH2   0  -0.581   4.3456   0.6609   0.0276
 FHH  C4   C  C     0   0.603   5.4639  -0.3457   0.0143
 FHH  C6   C  CH3   0  -0.425   7.8063  -0.5898  -0.0518
 FHH  C7   C  CR6   0  -0.331  -1.8383   0.4229   0.0879
 FHH  C8   C  CR16  0  -0.173  -3.0081   1.1501   0.1170
 FHH  C9   C  CR56  0   0.001  -4.2564   0.5242   0.1011
 FHH  N11  N  NR16  0  -0.704  -3.1585  -1.5591   0.0463
 FHH  NA   N  NH1   0  -0.687   0.5760   0.4698   0.0643
 FHH  O2   O  O     0  -0.452   5.3217  -1.5425   0.0436
 FHH  O4   O  O2    0  -0.456   6.6502   0.2475  -0.0349
 FHH  H1   H  HCH2  0   0.231   1.9986   1.7365   0.9258
 FHH  H2   H  HCH2  0   0.231   1.9876   1.7300  -0.8278
 FHH  H3   H  HCH2  0   0.253  -5.7988   1.9288  -0.5125
 FHH  H4   H  HCH2  0   0.249  -5.8904   1.4211   1.1666
 FHH  H5   H  HCH2  0   0.249  -7.4823  -0.1426   0.2505
 FHH  H6   H  HCH2  0   0.276  -5.8263  -2.2042  -0.6148
 FHH  H7   H  HCH2  0   0.244   2.8608  -0.6102   0.9323
 FHH  H8   H  HCH2  0   0.244   2.8418  -0.6229  -0.8236
 FHH  H9   H  HCH2  0   0.279   4.4574   1.3108  -0.8460
 FHH  H10  H  HCH2  0   0.280   4.4818   1.3132   0.8962
 FHH  H11  H  HCH3  0   0.238   7.8246  -1.2264  -0.9363
 FHH  H12  H  HCH3  0   0.251   8.6609   0.0799  -0.0743
 FHH  H13  H  HCH3  0   0.238   7.8615  -1.2132   0.8404
 FHH  H15  H  HCR6  0   0.270  -2.9441   2.2310   0.1483
 FHH  H16  H  HNH1  0   0.413   0.4906  -0.5396   0.0356
 FHH  H17  H  HCH2  0   0.251  -6.6985  -0.1065  -1.3222
 FHH  H18  H  HCH2  0   0.277  -5.9019  -1.7703   1.0878
 FHH  H14  H  HNR6  0   0.423  -3.2131  -2.5699   0.0170
 FHH  O13  O  O     0  -0.513  -0.9185  -1.7902   0.0191

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
 FHH  C2   C1   single  1.520  0.020  1.520
 FHH  C2   C3   single  1.519  0.020  1.519
 FHH  C1   NA   single  1.445  0.020  1.445
 FHH  C3   C4   single  1.505  0.020  1.505
 FHH  NA   C    single  1.337  0.020  1.337
 FHH  O4   C4   single  1.327  0.020  1.327
 FHH  O4   C6   single  1.428  0.020  1.428
 FHH  C4   O2   double  1.206  0.020  1.206
 FHH  O    C    double  1.229  0.020  1.229
 FHH  C    C7   single  1.493  0.020  1.493
 FHH  O13  C12  double  1.235  0.020  1.235
 FHH  C7   C12  single  1.445  0.020  1.445
 FHH  C7   C8   double  1.378  0.020  1.378
 FHH  C12  N11  single  1.383  0.020  1.383
 FHH  C8   C9   single  1.397  0.020  1.397
 FHH  N11  C10  single  1.341  0.020  1.341
 FHH  C9   C10  double  1.365  0.020  1.365
 FHH  C9   C11  single  1.502  0.020  1.502
 FHH  C10  C14  single  1.491  0.020  1.491
 FHH  C11  C13  single  1.543  0.020  1.543
 FHH  C14  C13  single  1.541  0.020  1.541
 FHH  C1   H1   single  0.970  0.020  1.090
 FHH  C1   H2   single  0.970  0.020  1.090
 FHH  C11  H3   single  0.970  0.020  1.090
 FHH  C11  H4   single  0.970  0.020  1.090
 FHH  C13  H5   single  0.970  0.020  1.090
 FHH  C14  H6   single  0.970  0.020  1.090
 FHH  C2   H7   single  0.970  0.020  1.090
 FHH  C2   H8   single  0.970  0.020  1.090
 FHH  C3   H9   single  0.970  0.020  1.090
 FHH  C3   H10  single  0.970  0.020  1.090
 FHH  C6   H11  single  0.970  0.020  1.090
 FHH  C6   H12  single  0.970  0.020  1.090
 FHH  C6   H13  single  0.970  0.020  1.090
 FHH  C8   H15  single  0.930  0.020  1.080
 FHH  NA   H16  single  0.860  0.020  1.020
 FHH  C13  H17  single  0.970  0.020  1.090
 FHH  C14  H18  single  0.970  0.020  1.090
 FHH  N11  H14  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
 FHH  NA   C    C7   117.01  3.000
 FHH  C7   C    O    120.71  3.000
 FHH  NA   C    O    122.28  3.000
 FHH  H2   C1   H1   106.51  3.000
 FHH  H2   C1   NA   110.18  3.000
 FHH  H1   C1   NA   110.09  3.000
 FHH  H2   C1   C2   109.86  3.000
 FHH  H1   C1   C2   109.93  3.000
 FHH  NA   C1   C2   110.21  3.000
 FHH  N11  C10  C9   121.05  3.000
 FHH  C9   C10  C14  112.77  3.000
 FHH  N11  C10  C14  126.16  3.000
 FHH  H4   C11  H3   107.06  3.000
 FHH  H4   C11  C9   110.59  3.000
 FHH  H3   C11  C9   113.03  3.000
 FHH  H4   C11  C13  111.40  3.000
 FHH  H3   C11  C13  112.16  3.000
 FHH  C9   C11  C13  102.66  3.000
 FHH  O13  C12  N11  118.55  3.000
 FHH  N11  C12  C7   114.73  3.000
 FHH  O13  C12  C7   126.72  3.000
 FHH  H17  C13  H5   107.50  3.000
 FHH  H17  C13  C14  109.09  3.000
 FHH  H5   C13  C14  112.12  3.000
 FHH  H17  C13  C11  109.38  3.000
 FHH  H5   C13  C11  112.59  3.000
 FHH  C14  C13  C11  106.11  3.000
 FHH  H18  C14  H6   107.17  3.000
 FHH  H18  C14  C13  112.01  3.000
 FHH  H6   C14  C13  113.32  3.000
 FHH  H18  C14  C10  109.45  3.000
 FHH  H6   C14  C10  113.02  3.000
 FHH  C13  C14  C10  101.89  3.000
 FHH  H8   C2   H7   106.92  3.000
 FHH  H8   C2   C3   109.93  3.000
 FHH  H7   C2   C3   110.03  3.000
 FHH  H8   C2   C1   109.56  3.000
 FHH  H7   C2   C1   109.58  3.000
 FHH  C3   C2   C1   110.75  3.000
 FHH  H10  C3   H9   105.47  3.000
 FHH  H10  C3   C4   108.25  3.000
 FHH  H9   C3   C4   108.32  3.000
 FHH  H10  C3   C2   110.60  3.000
 FHH  H9   C3   C2   110.66  3.000
 FHH  C4   C3   C2   113.21  3.000
 FHH  O4   C4   O2   123.37  3.000
 FHH  O2   C4   C3   125.19  3.000
 FHH  O4   C4   C3   111.45  3.000
 FHH  H13  C6   H12  109.26  3.000
 FHH  H13  C6   H11  109.24  3.000
 FHH  H12  C6   H11  109.27  3.000
 FHH  H13  C6   O4   111.52  3.000
 FHH  H12  C6   O4   106.01  3.000
 FHH  H11  C6   O4   111.45  3.000
 FHH  C8   C7   C12  120.05  3.000
 FHH  C8   C7   C    117.46  3.000
 FHH  C12  C7   C    122.49  3.000
 FHH  H15  C8   C9   120.02  3.000
 FHH  H15  C8   C7   118.50  3.000
 FHH  C9   C8   C7   121.47  3.000
 FHH  C8   C9   C11  131.60  3.000
 FHH  C11  C9   C10  110.33  3.000
 FHH  C8   C9   C10  118.05  3.000
 FHH  H14  N11  C12  115.98  3.000
 FHH  H14  N11  C10  119.37  3.000
 FHH  C12  N11  C10  124.64  3.000
 FHH  H16  NA   C1   120.15  3.000
 FHH  H16  NA   C    117.50  3.000
 FHH  C1   NA   C    122.35  3.000
 FHH  C6   O4   C4   117.52  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
 FHH  CONST_01  C7   C12  N11  C10     0.00   0.0  0
 FHH  CONST_02  O13  C12  N11  C10   180.00   0.0  0
 FHH  CONST_03  H14  N11  C12  C7    180.00   0.0  0
 FHH  CONST_04  C7   C    NA   C1    180.00   0.0  0
 FHH  CONST_05  H16  NA   C    C7      0.00   0.0  0
 FHH  CONST_06  C1   NA   C    O       0.00   0.0  0
 FHH  Var_01    C13  C11  C9   C10   -15.21  30.0  1
 FHH  Var_02    N11  C10  C14  C13  -166.53  30.0  1
 FHH  Var_03    C9   C11  C13  C14    23.95  30.0  1
 FHH  Var_04    C12  C7   C    O     179.71  30.0  2
 FHH  Var_05    C2   C1   NA   C     178.87  30.0  2
 FHH  Var_06    C4   C3   C2   C1   -179.64  30.0  3
 FHH  Var_07    O4   C4   C3   C2    178.56  30.0  3
 FHH  Var_08    NA   C1   C2   C3    179.66  30.0  3
 FHH  Var_09    H11  C6   O4   C4     62.20  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
 FHH  plan-1  C    0.020
 FHH  plan-1  O    0.020
 FHH  plan-1  C1   0.020
 FHH  plan-1  C7   0.020
 FHH  plan-1  NA   0.020
 FHH  plan-1  H16  0.020
 FHH  plan-2  C    0.020
 FHH  plan-2  C10  0.020
 FHH  plan-2  C11  0.020
 FHH  plan-2  C12  0.020
 FHH  plan-2  C14  0.020
 FHH  plan-2  C7   0.020
 FHH  plan-2  C8   0.020
 FHH  plan-2  C9   0.020
 FHH  plan-2  N11  0.020
 FHH  plan-2  H15  0.020
 FHH  plan-2  H14  0.020
 FHH  plan-2  O13  0.020
 FHH  plan-3  C3   0.020
 FHH  plan-3  C4   0.020
 FHH  plan-3  O2   0.020
 FHH  plan-3  O4   0.020

