# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 20:45:18 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (2R)-9-(2-amino-2-oxoethyl)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)Cn1c2C[C@@H](CCc2c3cc(Cl)ccc13)C(O)=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
 2VF  2VF  '(2R)-9-(2-amino-2-oxoethyl)-6-chloro-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid'  ligand  35  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2VF
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
 2VF  O2   O   O      0  -0.471  -0.3542   2.7133  -1.5649
 2VF  C13  C   C      0   0.507  -0.5008   3.2448  -0.4787
 2VF  N1   N   NH2    0  -0.799  -0.8145   4.5340  -0.3060
 2VF  C12  C   CH2    0  -0.475  -0.3441   2.4636   0.8247
 2VF  N    N   NR5    0  -0.587   0.0441   1.1082   0.5972
 2VF  C3   C   CR56   0   0.365   1.3295   0.6735   0.4210
 2VF  C2   C   CR16   0  -0.322   2.5359   1.3534   0.5396
 2VF  C1   C   CR16   0  -0.248   3.7063   0.6461   0.3258
 2VF  C11  C   CR5    0   0.357  -0.8140   0.0639   0.3398
 2VF  C10  C   CH2    0  -0.511  -2.2966   0.1623   0.4074
 2VF  C8   C   CH1    0  -0.399  -2.9301  -1.0685  -0.2436
 2VF  C9   C   C      0   0.438  -4.4555  -1.1536  -0.0119
 2VF  O1   O   O      0  -0.599  -5.0115  -0.1928   0.5563
 2VF  O    O   OC    -1  -0.616  -5.0189  -2.1829  -0.4369
 2VF  C7   C   CH2    0  -0.439  -2.2130  -2.3500   0.1912
 2VF  C6   C   CH2    0  -0.510  -0.7496  -2.3744  -0.2510
 2VF  C5   C   CR5    0  -0.040  -0.1024  -1.0622   0.0417
 2VF  C4   C   CR56   0   0.042   1.2774  -0.6990   0.0843
 2VF  C14  C   CR16   0  -0.347   2.4658  -1.4023  -0.1253
 2VF  C    C   CR6    0  -0.051   3.6552  -0.7136   0.0002
 2VF  CL   CL  CL     0  -0.153   5.1555  -1.5619  -0.2561
 2VF  H1   H   HNH2   0   0.406  -0.9689   5.1331  -1.1005
 2VF  H2   H   HNH2   0   0.411  -0.9406   4.9364   0.6073
 2VF  H3   H   HCH2   0   0.306   0.3878   2.9563   1.4687
 2VF  H4   H   HCH2   0   0.314  -1.2864   2.4878   1.3758
 2VF  H5   H   HCR6   0   0.267   2.5824   2.4061   0.7880
 2VF  H6   H   HCR6   0   0.269   4.6606   1.1470   0.4130
 2VF  H7   H   HCH2   0   0.245  -2.6195   0.2493   1.4504
 2VF  H8   H   HCH2   0   0.243  -2.6473   1.0705  -0.0908
 2VF  H9   H   HCH1   0   0.230  -2.7893  -0.9759  -1.3302
 2VF  H11  H   HCH2   0   0.215  -2.2644  -2.4375   1.2825
 2VF  H12  H   HCH2   0   0.230  -2.7345  -3.2144  -0.2187
 2VF  H13  H   HCH2   0   0.233  -0.2219  -3.1892   0.2534
 2VF  H14  H   HCH2   0   0.226  -0.6904  -2.5973  -1.3226
 2VF  H15  H   HCR6   0   0.262   2.4547  -2.4546  -0.3787

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
 2VF  O2   C13  double    1.218  0.020  1.218
 2VF  C12  C13  single    1.528  0.020  1.528
 2VF  C12  N    single    1.428  0.020  1.428
 2VF  C13  N1   single    1.338  0.020  1.338
 2VF  C2   C3   aromatic  1.390  0.020  1.390
 2VF  C2   C1   aromatic  1.384  0.020  1.384
 2VF  N    C3   aromatic  1.368  0.020  1.368
 2VF  N    C11  aromatic  1.376  0.020  1.376
 2VF  C3   C4   aromatic  1.414  0.020  1.414
 2VF  C1   C    aromatic  1.399  0.020  1.399
 2VF  C10  C11  single    1.487  0.020  1.487
 2VF  C10  C8   single    1.530  0.020  1.530
 2VF  C11  C5   aromatic  1.365  0.020  1.365
 2VF  C    CL   single    1.743  0.020  1.743
 2VF  C    C14  aromatic  1.380  0.020  1.380
 2VF  C4   C5   aromatic  1.428  0.020  1.428
 2VF  C4   C14  aromatic  1.397  0.020  1.397
 2VF  C8   C9   single    1.545  0.020  1.545
 2VF  C8   C7   single    1.531  0.020  1.531
 2VF  C5   C6   single    1.492  0.020  1.492
 2VF  O1   C9   deloc     1.247  0.020  1.247
 2VF  C9   O    deloc     1.248  0.020  1.248
 2VF  C6   C7   single    1.529  0.020  1.529
 2VF  N1   H1   single    0.860  0.020  1.020
 2VF  N1   H2   single    0.860  0.020  1.020
 2VF  C12  H3   single    0.970  0.020  1.090
 2VF  C12  H4   single    0.970  0.020  1.090
 2VF  C2   H5   single    0.930  0.020  1.080
 2VF  C1   H6   single    0.930  0.020  1.080
 2VF  C10  H7   single    0.970  0.020  1.090
 2VF  C10  H8   single    0.970  0.020  1.090
 2VF  C8   H9   single    0.970  0.020  1.090
 2VF  C7   H11  single    0.970  0.020  1.090
 2VF  C7   H12  single    0.970  0.020  1.090
 2VF  C6   H13  single    0.970  0.020  1.090
 2VF  C6   H14  single    0.970  0.020  1.090
 2VF  C14  H15  single    0.930  0.020  1.080

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
 2VF  C12  C13  N1   113.99  3.000
 2VF  N1   C13  O2   124.31  3.000
 2VF  C12  C13  O2   121.70  3.000
 2VF  H2   N1   H1   117.33  3.000
 2VF  H2   N1   C13  122.14  3.000
 2VF  H1   N1   C13  120.49  3.000
 2VF  H4   C12  H3   105.71  3.000
 2VF  H4   C12  N    109.63  3.000
 2VF  H3   C12  N    109.87  3.000
 2VF  H4   C12  C13  109.32  3.000
 2VF  H3   C12  C13  109.95  3.000
 2VF  N    C12  C13  112.16  3.000
 2VF  C11  N    C3   108.70  3.000
 2VF  C11  N    C12  125.50  3.000
 2VF  C3   N    C12  125.27  3.000
 2VF  C4   C3   C2   121.81  3.000
 2VF  C4   C3   N    107.72  3.000
 2VF  C2   C3   N    130.47  3.000
 2VF  H5   C2   C1   119.74  3.000
 2VF  H5   C2   C3   122.17  3.000
 2VF  C1   C2   C3   118.09  3.000
 2VF  H6   C1   C    120.08  3.000
 2VF  H6   C1   C2   119.81  3.000
 2VF  C    C1   C2   120.11  3.000
 2VF  C5   C11  C10  125.74  3.000
 2VF  C5   C11  N    109.99  3.000
 2VF  C10  C11  N    124.26  3.000
 2VF  H8   C10  H7   105.87  3.000
 2VF  H8   C10  C8   109.97  3.000
 2VF  H7   C10  C8   110.30  3.000
 2VF  H8   C10  C11  110.73  3.000
 2VF  H7   C10  C11  110.02  3.000
 2VF  C8   C10  C11  109.89  3.000
 2VF  H9   C8   C7   106.92  3.000
 2VF  H9   C8   C9   106.21  3.000
 2VF  C7   C8   C9   111.94  3.000
 2VF  H9   C8   C10  107.44  3.000
 2VF  C7   C8   C10  111.01  3.000
 2VF  C9   C8   C10  112.91  3.000
 2VF  O    C9   O1   126.11  3.000
 2VF  O    C9   C8   116.10  3.000
 2VF  O1   C9   C8   117.78  3.000
 2VF  H12  C7   H11  106.78  3.000
 2VF  H12  C7   C6   109.68  3.000
 2VF  H11  C7   C6   109.37  3.000
 2VF  H12  C7   C8   109.45  3.000
 2VF  H11  C7   C8   109.12  3.000
 2VF  C6   C7   C8   112.30  3.000
 2VF  H14  C6   H13  105.86  3.000
 2VF  H14  C6   C5   110.32  3.000
 2VF  H13  C6   C5   110.81  3.000
 2VF  H14  C6   C7   109.73  3.000
 2VF  H13  C6   C7   109.89  3.000
 2VF  C5   C6   C7   110.14  3.000
 2VF  C4   C5   C6   130.46  3.000
 2VF  C6   C5   C11  122.84  3.000
 2VF  C4   C5   C11  106.70  3.000
 2VF  C14  C4   C5   133.61  3.000
 2VF  C14  C4   C3   119.55  3.000
 2VF  C5   C4   C3   106.84  3.000
 2VF  H15  C14  C    121.01  3.000
 2VF  H15  C14  C4   121.06  3.000
 2VF  C    C14  C4   117.92  3.000
 2VF  CL   C    C14  119.06  3.000
 2VF  C14  C    C1   122.52  3.000
 2VF  CL   C    C1   118.42  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
 2VF  CONST_01  C1   C2   C3   N    180.00   0.0  0
 2VF  CONST_02  C5   C4   C3   N      0.00   0.0  0
 2VF  CONST_03  C14  C4   C3   N    180.00   0.0  0
 2VF  CONST_04  C4   C5   C11  N      0.00   0.0  0
 2VF  CONST_05  C    C1   C2   C3     0.00   0.0  0
 2VF  CONST_06  C5   C11  N    C3     0.00   0.0  0
 2VF  CONST_07  C11  C5   C4   C3     0.00   0.0  0
 2VF  CONST_08  C    C14  C4   C3     0.00   0.0  0
 2VF  CONST_09  C11  N    C3   C2   180.00   0.0  0
 2VF  CONST_10  C5   C4   C3   C2   180.00   0.0  0
 2VF  CONST_11  C14  C4   C3   C2     0.00   0.0  0
 2VF  CONST_12  C14  C    C1   C2     0.00   0.0  0
 2VF  CONST_13  C4   C3   C2   C1     0.00   0.0  0
 2VF  CONST_14  C4   C14  C    C1     0.00   0.0  0
 2VF  CONST_15  C4   C3   N    C11    0.00   0.0  0
 2VF  CONST_16  C14  C4   C5   C11  180.00   0.0  0
 2VF  CONST_17  C    C14  C4   C5   180.00   0.0  0
 2VF  CONST_18  C2   C3   N    C12    0.00   0.0  0
 2VF  CONST_19  C4   C3   N    C12  180.00   0.0  0
 2VF  CONST_20  C10  C11  N    C12    0.00   0.0  0
 2VF  CONST_21  C5   C11  N    C12  180.00   0.0  0
 2VF  CONST_22  CL   C    C1   C2   180.00   0.0  0
 2VF  CONST_23  CL   C    C14  C4   180.00   0.0  0
 2VF  CONST_24  H5   C2   C3   N      0.00   0.0  0
 2VF  CONST_25  H6   C1   C2   C3   180.00   0.0  0
 2VF  CONST_26  H15  C14  C4   C3   180.00   0.0  0
 2VF  CONST_27  H1   N1   C13  O2     0.00   0.0  0
 2VF  CONST_28  H2   N1   C13  O2   180.00   0.0  0
 2VF  Var_01    C8   C10  C11  N    166.92  30.0  1
 2VF  Var_02    C7   C6   C5   C11  -14.99  30.0  1
 2VF  Var_03    C5   C6   C7   C8    45.60  30.0  1
 2VF  Var_04    C3   N    C12  C13   84.77  30.0  2
 2VF  Var_05    N    C12  C13  O2     2.78  30.0  1

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
 2VF  chir_01  C8  C10  C9  C7  positiv

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
 2VF  plan-1  O2   0.020
 2VF  plan-1  C13  0.020
 2VF  plan-1  N1   0.020
 2VF  plan-1  C12  0.020
 2VF  plan-1  H1   0.020
 2VF  plan-1  H2   0.020
 2VF  plan-2  C12  0.020
 2VF  plan-2  N    0.020
 2VF  plan-2  C3   0.020
 2VF  plan-2  C2   0.020
 2VF  plan-2  C1   0.020
 2VF  plan-2  C11  0.020
 2VF  plan-2  C10  0.020
 2VF  plan-2  C6   0.020
 2VF  plan-2  C5   0.020
 2VF  plan-2  C4   0.020
 2VF  plan-2  C14  0.020
 2VF  plan-2  C    0.020
 2VF  plan-2  CL   0.020
 2VF  plan-2  H5   0.020
 2VF  plan-2  H6   0.020
 2VF  plan-2  H15  0.020
 2VF  plan-3  C8   0.020
 2VF  plan-3  C9   0.020
 2VF  plan-3  O1   0.020
 2VF  plan-3  O    0.020

