# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 10:32:23 2021
#   Inital geometry file: a 147 line input string
#   Ligand name: ~{N}-[2-(2,4-dimethylphenyl)-4,6-dihydrothieno[3,4-c]pyrazol-3-yl]-4-(phenylcarbonyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(n2nc3CSCc3c2NC(=O)c4ccc(cc4)C(=O)c5ccccc5)c(C)c1
#
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
 GOC  GOC  ~{N}-[2-(2,4-dimethylphenyl)-4,6-dihydrothieno[3,4-c]pyrazol-3-yl]-4-(phenylcarbonyl)benzamide  ligand  56  33  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GOC
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
 GOC  C14  C  CR16  0  -0.240  12.7150  -3.3704   -9.7439
 GOC  C11  C  CR16  0  -0.266  13.0254  -4.4676   -7.2103
 GOC  C10  C  CR6   0  -0.036  12.7412  -3.1075   -7.3464
 GOC  C12  C  CR16  0  -0.244  13.1286  -5.2742   -8.3307
 GOC  C13  C  CR16  0  -0.246  12.9767  -4.7258   -9.5995
 GOC  C03  C  CR6   0  -0.037  10.2117   1.2283   -5.9767
 GOC  C04  C  CR16  0  -0.248   9.8064   0.1290   -6.7271
 GOC  C05  C  CR16  0  -0.266  10.6050  -0.9995   -6.7979
 GOC  C06  C  CR16  0  -0.271  11.4326   1.1876   -5.3047
 GOC  C07  C  CR16  0  -0.252  12.2267   0.0570   -5.3700
 GOC  C08  C  CR6   0  -0.036  11.8240  -1.0433   -6.1237
 GOC  C09  C  C     0   0.366  12.6812  -2.2632   -6.1267
 GOC  C15  C  CR16  0  -0.281  12.5893  -2.5641   -8.6220
 GOC  C18  C  CR5   0   0.593   8.7492   4.3996   -4.6806
 GOC  C19  C  CR55  0  -0.103   7.5049   4.8573   -5.0363
 GOC  C20  C  CH2   0  -0.605   6.2848   4.3689   -5.7265
 GOC  C22  C  CH2   0  -0.602   6.2127   6.9325   -4.7389
 GOC  C23  C  CR55  0   0.267   7.4646   6.1552   -4.5187
 GOC  C26  C  CR6   0   0.193  10.6497   5.3793   -3.4307
 GOC  C27  C  CR6   0   0.128  11.7780   5.4411   -4.2498
 GOC  C28  C  CH3   0  -0.736  11.6695   5.5880   -5.7383
 GOC  C29  C  CR16  0  -0.360  13.0232   5.3666   -3.6326
 GOC  C30  C  CR16  0  -0.224  10.7654   5.2666   -2.0531
 GOC  C31  C  CR16  0  -0.330  12.0188   5.2082   -1.4671
 GOC  C32  C  CR6   0   0.127  13.1678   5.2517   -2.2526
 GOC  C33  C  CH3   0  -0.721  14.5312   5.2092   -1.6284
 GOC  N17  N  NH1   0  -0.763   9.4079   3.1921   -4.8400
 GOC  N24  N  N     0  -0.300   8.5669   6.4943   -3.8901
 GOC  N25  N  NR5   0  -0.446   9.3553   5.4157   -4.0101
 GOC  O01  O  O     0  -0.433   8.6334   2.7299   -6.9146
 GOC  O16  O  O     0  -0.382  13.3202  -2.5536   -5.1359
 GOC  S21  S  S2    0  -0.045   5.0322   5.6801   -5.3809
 GOC  H1   H  HCR6  0   0.267  12.6072  -2.9391  -10.7301
 GOC  H2   H  HCR6  0   0.266  13.1512  -4.8961   -6.2246
 GOC  H3   H  HCR6  0   0.266  13.3302  -6.3310   -8.2169
 GOC  H4   H  HCR6  0   0.268  13.0658  -5.3562  -10.4745
 GOC  H5   H  HCR6  0   0.274   8.8612   0.1489   -7.2525
 GOC  H6   H  HCR6  0   0.281  10.2628  -1.8526   -7.3688
 GOC  H7   H  HCR6  0   0.256  11.7933   2.0389   -4.7402
 GOC  H8   H  HCR6  0   0.275  13.1736   0.0410   -4.8472
 GOC  H9   H  HCR6  0   0.274  12.3980  -1.5065   -8.7490
 GOC  H10  H  HCH2  0   0.280   5.9124   3.4243   -5.3307
 GOC  H11  H  HCH2  0   0.282   6.4259   4.2570   -6.8004
 GOC  H12  H  HCH2  0   0.287   6.3501   7.7345   -5.4652
 GOC  H13  H  HCH2  0   0.290   5.8116   7.3634   -3.8221
 GOC  H14  H  HCH3  0   0.248  11.3931   4.6475   -6.2193
 GOC  H15  H  HCH3  0   0.254  10.9183   6.3260   -6.0189
 GOC  H16  H  HCH3  0   0.262  12.6219   5.8979   -6.1647
 GOC  H17  H  HCR6  0   0.250  13.9108   5.4103   -4.2539
 GOC  H18  H  HCR6  0   0.270   9.8734   5.2198   -1.4418
 GOC  H19  H  HCR6  0   0.256  12.1015   5.1207   -0.3909
 GOC  H20  H  HCH3  0   0.253  14.9078   6.2190   -1.4527
 GOC  H21  H  HCH3  0   0.247  14.5135   4.6970   -0.6671
 GOC  H22  H  HCH3  0   0.247  15.2507   4.7027   -2.2710
 GOC  H23  H  HNH1  0   0.428   9.9128   2.8314   -4.0433
 GOC  C02  C  C     0   0.517   9.3409   2.4396   -5.9711

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
 GOC  C13  C14  aromatic  1.388  0.020  1.388
 GOC  C13  C12  aromatic  1.391  0.020  1.391
 GOC  C14  C15  aromatic  1.387  0.020  1.387
 GOC  C12  C11  aromatic  1.384  0.020  1.384
 GOC  C15  C10  aromatic  1.395  0.020  1.395
 GOC  C11  C10  aromatic  1.396  0.020  1.396
 GOC  C10  C09  single    1.485  0.020  1.485
 GOC  C05  C04  aromatic  1.384  0.020  1.384
 GOC  C05  C08  aromatic  1.394  0.020  1.394
 GOC  C04  C03  aromatic  1.391  0.020  1.391
 GOC  O01  C02  double    1.214  0.020  1.214
 GOC  C09  C08  single    1.491  0.020  1.491
 GOC  C09  O16  double    1.214  0.020  1.214
 GOC  C08  C07  aromatic  1.393  0.020  1.393
 GOC  C28  C27  single    1.500  0.020  1.500
 GOC  C03  C02  single    1.492  0.020  1.492
 GOC  C03  C06  aromatic  1.394  0.020  1.394
 GOC  C02  N17  single    1.360  0.020  1.360
 GOC  C20  S21  single    1.846  0.020  1.846
 GOC  C20  C19  single    1.484  0.020  1.484
 GOC  S21  C22  single    1.837  0.020  1.837
 GOC  C07  C06  aromatic  1.383  0.020  1.383
 GOC  C19  C23  aromatic  1.398  0.020  1.398
 GOC  C19  C18  aromatic  1.373  0.020  1.373
 GOC  C22  C23  single    1.490  0.020  1.490
 GOC  N17  C18  single    1.385  0.020  1.385
 GOC  C23  N24  aromatic  1.313  0.020  1.313
 GOC  C18  N25  aromatic  1.360  0.020  1.360
 GOC  C27  C29  aromatic  1.392  0.020  1.392
 GOC  C27  C26  aromatic  1.396  0.020  1.396
 GOC  N25  N24  aromatic  1.341  0.020  1.341
 GOC  N25  C26  single    1.419  0.020  1.419
 GOC  C29  C32  aromatic  1.392  0.020  1.392
 GOC  C26  C30  aromatic  1.387  0.020  1.387
 GOC  C32  C33  single    1.500  0.020  1.500
 GOC  C32  C31  aromatic  1.393  0.020  1.393
 GOC  C30  C31  aromatic  1.385  0.020  1.385
 GOC  C14  H1   single    0.930  0.020  1.080
 GOC  C11  H2   single    0.930  0.020  1.080
 GOC  C12  H3   single    0.930  0.020  1.080
 GOC  C13  H4   single    0.930  0.020  1.080
 GOC  C04  H5   single    0.930  0.020  1.080
 GOC  C05  H6   single    0.930  0.020  1.080
 GOC  C06  H7   single    0.930  0.020  1.080
 GOC  C07  H8   single    0.930  0.020  1.080
 GOC  C15  H9   single    0.930  0.020  1.080
 GOC  C20  H10  single    0.970  0.020  1.090
 GOC  C20  H11  single    0.970  0.020  1.090
 GOC  C22  H12  single    0.970  0.020  1.090
 GOC  C22  H13  single    0.970  0.020  1.090
 GOC  C28  H14  single    0.970  0.020  1.090
 GOC  C28  H15  single    0.970  0.020  1.090
 GOC  C28  H16  single    0.970  0.020  1.090
 GOC  C29  H17  single    0.930  0.020  1.080
 GOC  C30  H18  single    0.930  0.020  1.080
 GOC  C31  H19  single    0.930  0.020  1.080
 GOC  C33  H20  single    0.970  0.020  1.090
 GOC  C33  H21  single    0.970  0.020  1.090
 GOC  C33  H22  single    0.970  0.020  1.090
 GOC  N17  H23  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
 GOC  H1   C14  C15  119.77  3.000
 GOC  H1   C14  C13  120.20  3.000
 GOC  C15  C14  C13  120.03  3.000
 GOC  H2   C11  C12  119.85  3.000
 GOC  H2   C11  C10  119.88  3.000
 GOC  C12  C11  C10  120.26  3.000
 GOC  C15  C10  C09  121.69  3.000
 GOC  C09  C10  C11  118.83  3.000
 GOC  C15  C10  C11  119.40  3.000
 GOC  H3   C12  C13  120.10  3.000
 GOC  H3   C12  C11  119.87  3.000
 GOC  C13  C12  C11  120.03  3.000
 GOC  H4   C13  C12  119.94  3.000
 GOC  H4   C13  C14  120.02  3.000
 GOC  C12  C13  C14  120.04  3.000
 GOC  C06  C03  C04  119.47  3.000
 GOC  C06  C03  C02  122.21  3.000
 GOC  C04  C03  C02  118.26  3.000
 GOC  H5   C04  C05  119.62  3.000
 GOC  H5   C04  C03  120.13  3.000
 GOC  C05  C04  C03  120.24  3.000
 GOC  H6   C05  C08  120.47  3.000
 GOC  H6   C05  C04  119.16  3.000
 GOC  C08  C05  C04  120.36  3.000
 GOC  H7   C06  C07  118.42  3.000
 GOC  H7   C06  C03  121.32  3.000
 GOC  C07  C06  C03  120.26  3.000
 GOC  H8   C07  C08  120.19  3.000
 GOC  H8   C07  C06  119.46  3.000
 GOC  C08  C07  C06  120.34  3.000
 GOC  C09  C08  C07  118.75  3.000
 GOC  C07  C08  C05  119.33  3.000
 GOC  C09  C08  C05  121.84  3.000
 GOC  O16  C09  C08  119.78  3.000
 GOC  O16  C09  C10  120.87  3.000
 GOC  C08  C09  C10  119.35  3.000
 GOC  H9   C15  C10  120.48  3.000
 GOC  H9   C15  C14  119.28  3.000
 GOC  C10  C15  C14  120.22  3.000
 GOC  N25  C18  N17  119.75  3.000
 GOC  N25  C18  C19  106.42  3.000
 GOC  N17  C18  C19  133.80  3.000
 GOC  C23  C19  C20  117.00  3.000
 GOC  C23  C19  C18  103.87  3.000
 GOC  C20  C19  C18  139.10  3.000
 GOC  H11  C20  H10  108.26  3.000
 GOC  H11  C20  S21  110.22  3.000
 GOC  H10  C20  S21  108.41  3.000
 GOC  H11  C20  C19  112.70  3.000
 GOC  H10  C20  C19  113.40  3.000
 GOC  S21  C20  C19  103.71  3.000
 GOC  H13  C22  H12  108.41  3.000
 GOC  H13  C22  S21  109.09  3.000
 GOC  H12  C22  S21  110.46  3.000
 GOC  H13  C22  C23  113.03  3.000
 GOC  H12  C22  C23  112.10  3.000
 GOC  S21  C22  C23  103.65  3.000
 GOC  N24  C23  C22  129.89  3.000
 GOC  N24  C23  C19  113.12  3.000
 GOC  C22  C23  C19  116.99  3.000
 GOC  N25  C26  C30  118.94  3.000
 GOC  C30  C26  C27  121.27  3.000
 GOC  N25  C26  C27  119.79  3.000
 GOC  C29  C27  C28  120.67  3.000
 GOC  C29  C27  C26  117.43  3.000
 GOC  C28  C27  C26  121.90  3.000
 GOC  H16  C28  H15  108.02  3.000
 GOC  H16  C28  H14  107.11  3.000
 GOC  H15  C28  H14  107.18  3.000
 GOC  H16  C28  C27  110.69  3.000
 GOC  H15  C28  C27  111.83  3.000
 GOC  H14  C28  C27  111.79  3.000
 GOC  H17  C29  C32  119.09  3.000
 GOC  H17  C29  C27  118.44  3.000
 GOC  C32  C29  C27  122.47  3.000
 GOC  H18  C30  C31  120.34  3.000
 GOC  H18  C30  C26  119.71  3.000
 GOC  C31  C30  C26  119.95  3.000
 GOC  H19  C31  C32  120.01  3.000
 GOC  H19  C31  C30  119.54  3.000
 GOC  C32  C31  C30  120.45  3.000
 GOC  C33  C32  C31  120.95  3.000
 GOC  C31  C32  C29  118.42  3.000
 GOC  C33  C32  C29  120.61  3.000
 GOC  H22  C33  H21  108.22  3.000
 GOC  H22  C33  H20  107.28  3.000
 GOC  H21  C33  H20  107.36  3.000
 GOC  H22  C33  C32  111.59  3.000
 GOC  H21  C33  C32  111.45  3.000
 GOC  H20  C33  C32  110.74  3.000
 GOC  H23  N17  C18  117.30  3.000
 GOC  H23  N17  C02  118.89  3.000
 GOC  C18  N17  C02  123.69  3.000
 GOC  N25  N24  C23  104.06  3.000
 GOC  N24  N25  C26  121.36  3.000
 GOC  C26  N25  C18  126.07  3.000
 GOC  N24  N25  C18  112.52  3.000
 GOC  C22  S21  C20   96.52  3.000
 GOC  O01  C02  N17  122.85  3.000
 GOC  N17  C02  C03  115.06  3.000
 GOC  O01  C02  C03  122.09  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
 GOC  CONST_01  C11  C12  C13  C14     0.00   0.0  0
 GOC  CONST_02  C11  C10  C15  C14     0.00   0.0  0
 GOC  CONST_03  C13  C14  C15  C10     0.00   0.0  0
 GOC  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 GOC  CONST_05  C15  C14  C13  C12     0.00   0.0  0
 GOC  CONST_06  C15  C10  C11  C12     0.00   0.0  0
 GOC  CONST_07  C08  C05  C04  C03     0.00   0.0  0
 GOC  CONST_08  C08  C07  C06  C03     0.00   0.0  0
 GOC  CONST_09  C07  C08  C05  C04     0.00   0.0  0
 GOC  CONST_10  C07  C06  C03  C04     0.00   0.0  0
 GOC  CONST_11  C06  C03  C04  C05     0.00   0.0  0
 GOC  CONST_12  C06  C07  C08  C05     0.00   0.0  0
 GOC  CONST_13  N24  C23  C19  C18     0.00   0.0  0
 GOC  CONST_14  C23  N24  N25  C18     0.00   0.0  0
 GOC  CONST_17  N25  N24  C23  C19     0.00   0.0  0
 GOC  CONST_18  N24  N25  C18  C19     0.00   0.0  0
 GOC  CONST_19  C26  N25  C18  C19   180.00   0.0  0
 GOC  CONST_20  N25  C18  C19  C23     0.00   0.0  0
 GOC  CONST_21  C26  N25  N24  C23   180.00   0.0  0
 GOC  CONST_22  C32  C29  C27  C26     0.00   0.0  0
 GOC  CONST_23  C32  C31  C30  C26     0.00   0.0  0
 GOC  CONST_24  C31  C32  C29  C27     0.00   0.0  0
 GOC  CONST_26  C31  C30  C26  C27     0.00   0.0  0
 GOC  CONST_27  N25  C26  C27  C29   180.00   0.0  0
 GOC  CONST_28  C30  C26  C27  C29     0.00   0.0  0
 GOC  CONST_29  C30  C31  C32  C29     0.00   0.0  0
 GOC  CONST_31  N25  C26  C30  C31   180.00   0.0  0
 GOC  CONST_32  C09  C10  C15  C14   180.00   0.0  0
 GOC  CONST_33  C09  C10  C11  C12   180.00   0.0  0
 GOC  CONST_34  C05  C04  C03  C02   180.00   0.0  0
 GOC  CONST_35  C07  C06  C03  C02   180.00   0.0  0
 GOC  CONST_36  C09  C08  C05  C04   180.00   0.0  0
 GOC  CONST_37  C09  C08  C07  C06   180.00   0.0  0
 GOC  CONST_38  N17  C18  C19  C20     0.00   0.0  0
 GOC  CONST_39  N17  C18  C19  C23   180.00   0.0  0
 GOC  CONST_40  N17  C18  N25  C26     0.00   0.0  0
 GOC  CONST_41  C33  C32  C29  C27   180.00   0.0  0
 GOC  CONST_42  C32  C29  C27  C28   180.00   0.0  0
 GOC  CONST_43  N25  C26  C27  C28     0.00   0.0  0
 GOC  CONST_44  C30  C26  C27  C28   180.00   0.0  0
 GOC  CONST_45  C33  C32  C31  C30   180.00   0.0  0
 GOC  CONST_46  N24  N25  C18  N17   180.00   0.0  0
 GOC  CONST_47  H3   C12  C13  C14   180.00   0.0  0
 GOC  CONST_48  H4   C13  C12  C11   180.00   0.0  0
 GOC  CONST_49  H9   C15  C10  C11   180.00   0.0  0
 GOC  CONST_50  H1   C14  C15  C10   180.00   0.0  0
 GOC  CONST_51  H2   C11  C12  C13   180.00   0.0  0
 GOC  CONST_52  H6   C05  C04  C03   180.00   0.0  0
 GOC  CONST_53  H8   C07  C06  C03   180.00   0.0  0
 GOC  CONST_54  H7   C06  C03  C04   180.00   0.0  0
 GOC  CONST_55  H5   C04  C03  C06   180.00   0.0  0
 GOC  CONST_56  H17  C29  C27  C26   180.00   0.0  0
 GOC  CONST_57  H19  C31  C30  C26   180.00   0.0  0
 GOC  CONST_58  H18  C30  C26  C27   180.00   0.0  0
 GOC  CONST_59  C18  N17  C02  C03   180.00   0.0  0
 GOC  CONST_63  O01  C02  N17  C18     0.00   0.0  0
 GOC  Var_01    S21  C20  C19  C18   168.93  30.0  1
 GOC  Var_02    S21  C22  C23  C19    10.65  30.0  1
 GOC  Var_03    C23  C22  S21  C20   -13.24  30.0  1
 GOC  Var_04    C08  C09  C10  C11  -152.54  30.0  2
 GOC  Var_05    C05  C08  C09  C10    35.49  30.0  2
 GOC  Var_06    O01  C02  C03  C04   -29.22  30.0  2
 GOC  Var_07    H14  C28  C27  C26   -76.77  30.0  2
 GOC  Var_08    H20  C33  C32  C29    85.63  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
 GOC  plan-1  C14  0.020
 GOC  plan-1  C11  0.020
 GOC  plan-1  C10  0.020
 GOC  plan-1  C12  0.020
 GOC  plan-1  C13  0.020
 GOC  plan-1  C09  0.020
 GOC  plan-1  C15  0.020
 GOC  plan-1  H1   0.020
 GOC  plan-1  H2   0.020
 GOC  plan-1  H3   0.020
 GOC  plan-1  H4   0.020
 GOC  plan-1  H9   0.020
 GOC  plan-2  C03  0.020
 GOC  plan-2  C04  0.020
 GOC  plan-2  C05  0.020
 GOC  plan-2  C06  0.020
 GOC  plan-2  C07  0.020
 GOC  plan-2  C08  0.020
 GOC  plan-2  C09  0.020
 GOC  plan-2  H5   0.020
 GOC  plan-2  H6   0.020
 GOC  plan-2  H7   0.020
 GOC  plan-2  H8   0.020
 GOC  plan-2  C02  0.020
 GOC  plan-3  C26  0.020
 GOC  plan-3  C27  0.020
 GOC  plan-3  C28  0.020
 GOC  plan-3  C29  0.020
 GOC  plan-3  C30  0.020
 GOC  plan-3  C31  0.020
 GOC  plan-3  C32  0.020
 GOC  plan-3  C33  0.020
 GOC  plan-3  N25  0.020
 GOC  plan-3  H17  0.020
 GOC  plan-3  H18  0.020
 GOC  plan-3  H19  0.020
 GOC  plan-4  C03  0.020
 GOC  plan-4  C18  0.020
 GOC  plan-4  N17  0.020
 GOC  plan-4  O01  0.020
 GOC  plan-4  H23  0.020
 GOC  plan-4  C02  0.020
 GOC  plan-5  C18  0.020
 GOC  plan-5  C19  0.020
 GOC  plan-5  C20  0.020
 GOC  plan-5  C22  0.020
 GOC  plan-5  C23  0.020
 GOC  plan-5  C26  0.020
 GOC  plan-5  N17  0.020
 GOC  plan-5  N24  0.020
 GOC  plan-5  N25  0.020
 GOC  plan-6  C10  0.020
 GOC  plan-6  C08  0.020
 GOC  plan-6  C09  0.020
 GOC  plan-6  O16  0.020

