# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 12:02:13 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: 2-[(carboxycarbonyl)amino]-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)Nc1sc2CNCCc2c1C(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
 OTA  OTA  '2-[(carboxycarbonyl)amino]-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid'  ligand  26  18  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OTA
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
 OTA  N1    N  NH1    0  -0.599  -1.3408   0.4130  -4.2821
 OTA  C2    C  CH2    0  -0.321  -2.0704  -0.0333  -3.1092
 OTA  C3    C  CR5    0  -0.300  -1.1404  -0.0208  -1.9373
 OTA  C4    C  CR5    0   0.190   0.2155   0.0272  -2.0122
 OTA  C5    C  CH2    0  -0.467   0.8868   0.0466  -3.3550
 OTA  C6    C  CH2    0  -0.311  -0.1048  -0.3334  -4.4478
 OTA  S13   S  S2     0   0.201  -1.7137  -0.0731  -0.3074
 OTA  C14   C  CR5    0   0.067  -0.0913  -0.0266   0.2885
 OTA  C15   C  CR5    0  -0.175   0.8443   0.0367  -0.7185
 OTA  C16   C  C      0   0.420   2.3228   0.1261  -0.4469
 OTA  O17   O  OC    -1  -0.611   2.6861   0.0544   0.7563
 OTA  O18   O  O      0  -0.570   3.0806   0.2731  -1.4200
 OTA  N19   N  NH1    0  -0.687   0.1975  -0.0488   1.6306
 OTA  C20   C  C      0   0.345  -0.7070  -0.0914   2.6277
 OTA  C21   C  C      0   0.335  -0.0837  -0.1108   4.0507
 OTA  O22   O  OC    -1  -0.576  -0.9004  -0.1407   4.9783
 OTA  O23   O  O      0  -0.578   1.1578  -0.0938   4.0957
 OTA  O24   O  O      0  -0.477  -1.9112  -0.1130   2.4209
 OTA  H1    H  HNH1   0   0.356  -1.9267   0.2893  -5.0970
 OTA  H21   H  HCH2   0   0.213  -2.4957  -1.0432  -3.2310
 OTA  H22A  H  HCH2   0   0.242  -2.9161   0.6387  -2.9374
 OTA  H51   H  HCH2   0   0.234   1.7315  -0.6411  -3.3692
 OTA  H52   H  HCH2   0   0.226   1.2989   1.0399  -3.5532
 OTA  H61   H  HCH2   0   0.191  -0.2688  -1.4233  -4.4241
 OTA  H62   H  HCH2   0   0.234   0.3173  -0.0978  -5.4260
 OTA  H19   H  HNH1   0   0.418   1.2067  -0.0318   1.8145

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
 OTA  N1   C2    single    1.452  0.020  1.452
 OTA  N1   C6    single    1.453  0.020  1.453
 OTA  N1   H1    single    0.890  0.020  1.040
 OTA  C2   C3    single    1.496  0.020  1.496
 OTA  C2   H21   single    0.970  0.020  1.090
 OTA  C2   H22A  single    0.970  0.020  1.090
 OTA  C3   C4    aromatic  1.359  0.020  1.359
 OTA  C3   S13   aromatic  1.729  0.020  1.729
 OTA  C4   C5    single    1.501  0.020  1.501
 OTA  C4   C15   aromatic  1.438  0.020  1.438
 OTA  C5   C6    single    1.524  0.020  1.524
 OTA  C5   H51   single    0.970  0.020  1.090
 OTA  C5   H52   single    0.970  0.020  1.090
 OTA  C6   H61   single    0.970  0.020  1.090
 OTA  C6   H62   single    0.970  0.020  1.090
 OTA  S13  C14   aromatic  1.729  0.020  1.729
 OTA  C14  C15   aromatic  1.376  0.020  1.376
 OTA  C14  N19   single    1.373  0.020  1.373
 OTA  C15  C16   single    1.506  0.020  1.506
 OTA  C16  O17   deloc     1.259  0.020  1.259
 OTA  C16  O18   deloc     1.242  0.020  1.242
 OTA  N19  C20   single    1.347  0.020  1.347
 OTA  N19  H19   single    0.860  0.020  1.020
 OTA  C20  C21   single    1.554  0.020  1.554
 OTA  C20  O24   double    1.222  0.020  1.222
 OTA  C21  O22   deloc     1.236  0.020  1.236
 OTA  C21  O23   deloc     1.242  0.020  1.242

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
 OTA  H1    N1   C6   109.75  3.000
 OTA  H1    N1   C2   108.80  3.000
 OTA  C6    N1   C2   111.20  3.000
 OTA  H22A  C2   H21  106.37  3.000
 OTA  H22A  C2   C3   110.63  3.000
 OTA  H21   C2   C3   109.51  3.000
 OTA  H22A  C2   N1   109.06  3.000
 OTA  H21   C2   N1   112.72  3.000
 OTA  C3    C2   N1   108.54  3.000
 OTA  S13   C3   C4   112.58  3.000
 OTA  S13   C3   C2   122.15  3.000
 OTA  C4    C3   C2   125.27  3.000
 OTA  C15   C4   C5   127.50  3.000
 OTA  C15   C4   C3   112.76  3.000
 OTA  C5    C4   C3   119.73  3.000
 OTA  H52   C5   H51  106.19  3.000
 OTA  H52   C5   C6   109.98  3.000
 OTA  H51   C5   C6   109.74  3.000
 OTA  H52   C5   C4   110.02  3.000
 OTA  H51   C5   C4   110.51  3.000
 OTA  C6    C5   C4   110.32  3.000
 OTA  H62   C6   H61  106.88  3.000
 OTA  H62   C6   C5   109.71  3.000
 OTA  H61   C6   C5   109.14  3.000
 OTA  H62   C6   N1   108.69  3.000
 OTA  H61   C6   N1   112.26  3.000
 OTA  C5    C6   N1   110.09  3.000
 OTA  C14   S13  C3    90.74  3.000
 OTA  N19   C14  C15  124.96  3.000
 OTA  N19   C14  S13  122.27  3.000
 OTA  C15   C14  S13  112.77  3.000
 OTA  C16   C15  C14  122.57  3.000
 OTA  C16   C15  C4   126.28  3.000
 OTA  C14   C15  C4   111.14  3.000
 OTA  O18   C16  O17  125.41  3.000
 OTA  O18   C16  C15  117.70  3.000
 OTA  O17   C16  C15  116.89  3.000
 OTA  H19   N19  C20  121.90  3.000
 OTA  H19   N19  C14  112.45  3.000
 OTA  C20   N19  C14  125.65  3.000
 OTA  O24   C20  C21  123.37  3.000
 OTA  O24   C20  N19  122.49  3.000
 OTA  C21   C20  N19  114.14  3.000
 OTA  O23   C21  O22  129.30  3.000
 OTA  O23   C21  C20  115.71  3.000
 OTA  O22   C21  C20  114.99  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
 OTA  CONST_01  C14  C15  C4   C3      0.00   0.0  0
 OTA  CONST_02  C15  C14  S13  C3      0.00   0.0  0
 OTA  CONST_03  C14  S13  C3   C4      0.00   0.0  0
 OTA  CONST_04  S13  C14  C15  C4      0.00   0.0  0
 OTA  CONST_05  C15  C4   C3   S13     0.00   0.0  0
 OTA  CONST_06  C16  C15  C4   C3    180.00   0.0  0
 OTA  CONST_07  N19  C14  S13  C3    180.00   0.0  0
 OTA  CONST_08  N19  C14  C15  C4    180.00   0.0  0
 OTA  CONST_09  C16  C15  C4   C5      0.00   0.0  0
 OTA  CONST_10  C16  C15  C14  S13   180.00   0.0  0
 OTA  CONST_11  C20  N19  C14  S13     0.00   0.0  0
 OTA  CONST_12  C20  N19  C14  C15   180.00   0.0  0
 OTA  CONST_13  H19  N19  C14  S13   180.00   0.0  0
 OTA  CONST_14  C21  C20  N19  C14   180.00   0.0  0
 OTA  CONST_15  O24  C20  N19  C14     0.00   0.0  0
 OTA  Var_01    C4   C3   C2   N1    -16.95  30.0  1
 OTA  Var_02    C4   C5   C6   N1     47.50  30.0  1
 OTA  Var_03    C5   C6   N1   C2    -69.96  30.0  1
 OTA  Var_04    C6   N1   C2   C3     51.53  30.0  1
 OTA  Var_05    C6   C5   C4   C3    -13.80  30.0  1
 OTA  Var_06    O17  C16  C15  C4   -176.63  30.0  2
 OTA  Var_07    O22  C21  C20  N19   179.53  30.0  2

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
 OTA  plan-1  C14  0.020
 OTA  plan-1  N19  0.020
 OTA  plan-1  C20  0.020
 OTA  plan-1  C21  0.020
 OTA  plan-1  O24  0.020
 OTA  plan-1  H19  0.020
 OTA  plan-2  C2   0.020
 OTA  plan-2  C3   0.020
 OTA  plan-2  C4   0.020
 OTA  plan-2  C5   0.020
 OTA  plan-2  S13  0.020
 OTA  plan-2  C14  0.020
 OTA  plan-2  C15  0.020
 OTA  plan-2  C16  0.020
 OTA  plan-2  N19  0.020
 OTA  plan-3  C15  0.020
 OTA  plan-3  C16  0.020
 OTA  plan-3  O17  0.020
 OTA  plan-3  O18  0.020
 OTA  plan-4  C20  0.020
 OTA  plan-4  C21  0.020
 OTA  plan-4  O22  0.020
 OTA  plan-4  O23  0.020

