# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 16:18:32 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 2-(butanoylamino)thiophene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC(=O)Nc1sccc1C(N)=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
 55D  55D  2-(butanoylamino)thiophene-3-carboxamide  ligand  26  14  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_55D
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
 55D  O2   O  O     0  -0.458   1.8196  -1.5056  -0.0323
 55D  C6   C  C     0   0.569   1.6876  -0.2954  -0.0282
 55D  C7   C  CH2   0  -0.589   2.8304   0.6866  -0.0336
 55D  C8   C  CH2   0  -0.421   4.2030   0.0319  -0.0320
 55D  C9   C  CH3   0  -0.666   5.3155   1.0704  -0.0374
 55D  N2   N  NH1   0  -0.717   0.4521   0.2776  -0.0179
 55D  C4   C  CR5   0   0.099  -0.7331  -0.4096  -0.0138
 55D  C1   C  CR5   0  -0.088  -1.9926   0.1586  -0.0004
 55D  C5   C  C     0   0.522  -2.1939   1.6183   0.0131
 55D  N1   N  NH2   0  -0.816  -3.4589   2.0580   0.0397
 55D  O1   O  O     0  -0.514  -1.2401   2.4018  -0.0003
 55D  S1   S  S2    0   0.253  -0.8018  -2.1320  -0.0243
 55D  C3   C  CR15  0  -0.484  -2.5257  -2.1014  -0.0127
 55D  C2   C  CR15  0  -0.194  -3.0147  -0.8412  -0.0007
 55D  H1   H  HCH2  0   0.275   2.7198   1.3374  -0.9080
 55D  H2   H  HCH2  0   0.275   2.7219   1.3454   0.8349
 55D  H3   H  HCH2  0   0.229   4.3031  -0.6102   0.8455
 55D  H4   H  HCH2  0   0.229   4.3022  -0.6187  -0.9032
 55D  H5   H  HCH3  0   0.221   5.2595   1.7064  -0.9224
 55D  H6   H  HCH3  0   0.221   5.2575   1.7175   0.8393
 55D  H7   H  HCH3  0   0.233   6.2963   0.5949  -0.0336
 55D  H8   H  HNH1  0   0.435   0.3426   1.2885  -0.0163
 55D  H9   H  HNH2  0   0.414  -4.2578   1.4502   0.0694
 55D  H10  H  HNH2  0   0.408  -3.6385   3.0486   0.0587
 55D  H11  H  HCR5  0   0.297  -3.0799  -3.0268  -0.0155
 55D  H12  H  HCR5  0   0.267  -4.0760  -0.6383   0.0065

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
 55D  C9  C8   single    1.522  0.020  1.522
 55D  O1  C5   double    1.234  0.020  1.234
 55D  C7  C8   single    1.521  0.020  1.521
 55D  C7  C6   single    1.507  0.020  1.507
 55D  N1  C5   single    1.339  0.020  1.339
 55D  C5  C1   single    1.474  0.020  1.474
 55D  N2  C6   single    1.362  0.020  1.362
 55D  N2  C4   single    1.370  0.020  1.370
 55D  C6  O2   double    1.217  0.020  1.217
 55D  C1  C4   aromatic  1.382  0.020  1.382
 55D  C1  C2   aromatic  1.430  0.020  1.430
 55D  C4  S1   aromatic  1.724  0.020  1.724
 55D  C2  C3   aromatic  1.352  0.020  1.352
 55D  S1  C3   aromatic  1.724  0.020  1.724
 55D  C7  H1   single    0.970  0.020  1.090
 55D  C7  H2   single    0.970  0.020  1.090
 55D  C8  H3   single    0.970  0.020  1.090
 55D  C8  H4   single    0.970  0.020  1.090
 55D  C9  H5   single    0.970  0.020  1.090
 55D  C9  H6   single    0.970  0.020  1.090
 55D  C9  H7   single    0.970  0.020  1.090
 55D  N2  H8   single    0.860  0.020  1.020
 55D  N1  H9   single    0.860  0.020  1.020
 55D  N1  H10  single    0.860  0.020  1.020
 55D  C3  H11  single    0.930  0.020  1.080
 55D  C2  H12  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
 55D  N2   C6  C7  114.45  3.000
 55D  N2   C6  O2  121.11  3.000
 55D  C7   C6  O2  124.44  3.000
 55D  H2   C7  H1  105.40  3.000
 55D  H2   C7  C8  110.33  3.000
 55D  H1   C7  C8  110.35  3.000
 55D  H2   C7  C6  108.29  3.000
 55D  H1   C7  C6  108.26  3.000
 55D  C8   C7  C6  113.83  3.000
 55D  H4   C8  H3  106.41  3.000
 55D  H4   C8  C9  109.72  3.000
 55D  H3   C8  C9  109.70  3.000
 55D  H4   C8  C7  109.74  3.000
 55D  H3   C8  C7  109.68  3.000
 55D  C9   C8  C7  111.47  3.000
 55D  H7   C9  H6  107.68  3.000
 55D  H7   C9  H5  107.66  3.000
 55D  H6   C9  H5  107.65  3.000
 55D  H7   C9  C8  111.10  3.000
 55D  H6   C9  C8  111.28  3.000
 55D  H5   C9  C8  111.29  3.000
 55D  H8   N2  C4  113.92  3.000
 55D  H8   N2  C6  121.06  3.000
 55D  C4   N2  C6  125.02  3.000
 55D  S1   C4  C1  111.99  3.000
 55D  S1   C4  N2  122.39  3.000
 55D  C1   C4  N2  125.62  3.000
 55D  C2   C1  C5  126.51  3.000
 55D  C2   C1  C4  111.35  3.000
 55D  C5   C1  C4  122.13  3.000
 55D  O1   C5  N1  121.44  3.000
 55D  N1   C5  C1  117.03  3.000
 55D  O1   C5  C1  121.54  3.000
 55D  H10  N1  H9  116.93  3.000
 55D  H10  N1  C5  119.46  3.000
 55D  H9   N1  C5  123.58  3.000
 55D  C3   S1  C4   91.27  3.000
 55D  H11  C3  C2  127.87  3.000
 55D  H11  C3  S1  119.90  3.000
 55D  C2   C3  S1  112.23  3.000
 55D  H12  C2  C3  122.03  3.000
 55D  H12  C2  C1  124.81  3.000
 55D  C3   C2  C1  113.16  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
 55D  CONST_01  C3   C2  C1  C4     0.00   0.0  0
 55D  CONST_02  C2   C3  S1  C4     0.00   0.0  0
 55D  CONST_03  C3   S1  C4  C1     0.00   0.0  0
 55D  CONST_04  S1   C3  C2  C1     0.00   0.0  0
 55D  CONST_05  C2   C1  C4  S1     0.00   0.0  0
 55D  CONST_06  C2   C1  C4  N2   180.00   0.0  0
 55D  CONST_07  C3   S1  C4  N2   180.00   0.0  0
 55D  CONST_08  S1   C4  C1  C5   180.00   0.0  0
 55D  CONST_09  C3   C2  C1  C5   180.00   0.0  0
 55D  CONST_10  H12  C2  C1  C4   180.00   0.0  0
 55D  CONST_11  H11  C3  S1  C4   180.00   0.0  0
 55D  CONST_12  N1   C5  C1  C4   180.00   0.0  0
 55D  CONST_13  C1   C4  N2  C6   180.00   0.0  0
 55D  CONST_14  S1   C4  N2  C6     0.00   0.0  0
 55D  CONST_15  H8   N2  C4  C1     0.00   0.0  0
 55D  CONST_16  C4   N2  C6  O2     0.00   0.0  0
 55D  CONST_17  C4   N2  C6  C7   180.00   0.0  0
 55D  CONST_18  H9   N1  C5  C1     0.00   0.0  0
 55D  CONST_19  H10  N1  C5  C1   180.00   0.0  0
 55D  Var_01    C8   C7  C6  O2    -0.53  30.0  1
 55D  Var_02    C9   C8  C7  C6  -179.99  30.0  3
 55D  Var_03    H5   C9  C8  C7   -60.19  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
 55D  plan-1  O2   0.020
 55D  plan-1  C6   0.020
 55D  plan-1  C7   0.020
 55D  plan-1  N2   0.020
 55D  plan-1  C4   0.020
 55D  plan-1  H8   0.020
 55D  plan-2  N2   0.020
 55D  plan-2  C4   0.020
 55D  plan-2  C1   0.020
 55D  plan-2  C5   0.020
 55D  plan-2  N1   0.020
 55D  plan-2  O1   0.020
 55D  plan-2  S1   0.020
 55D  plan-2  C3   0.020
 55D  plan-2  C2   0.020
 55D  plan-2  H9   0.020
 55D  plan-2  H10  0.020
 55D  plan-2  H11  0.020
 55D  plan-2  H12  0.020

