# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 04:39:56 2022
#   Inital geometry file: a 91 line input string
#   Ligand name: 4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)N1CCN(CC1)c2scc(n2)c3ccccc3
#
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
 8X6  8X6  "4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide"
  ligand  36  20  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8X6
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
 8X6  C6   C  CR16  0  -0.236  -27.1741  10.4924  -14.7915
 8X6  C1   C  CR5   0   0.399  -24.1548  10.1912  -17.0125
 8X6  C2   C  CR6   0   0.052  -25.5553  10.2104  -16.5680
 8X6  C5   C  CR16  0  -0.266  -28.2126  10.2454  -15.6780
 8X6  C4   C  CR16  0  -0.234  -27.9221   9.9813  -17.0113
 8X6  C3   C  CR16  0  -0.328  -26.6087   9.9634  -17.4518
 8X6  C9   C  CH2   0  -0.344  -19.5605   9.9472  -16.4777
 8X6  C10  C  CH2   0  -0.315  -19.2729   8.4848  -16.1431
 8X6  C13  C  CH2   0  -0.334  -20.8669  10.1743  -14.4597
 8X6  O    O  O     0  -0.526  -18.2904   8.3215  -12.6871
 8X6  N3   N  NH2   0  -0.841  -17.0716   7.7658  -14.5083
 8X6  N2   N  NT    0  -0.474  -19.3325   8.2820  -14.7057
 8X6  C12  C  CH2   0  -0.315  -20.5925   8.7132  -14.1262
 8X6  N1   N  NT    0  -0.472  -20.8258  10.3660  -15.9035
 8X6  C    C  CR5   0   0.320  -21.9821  10.2451  -16.6005
 8X6  S    S  S2    0   0.178  -21.9959  10.0968  -18.3431
 8X6  C8   C  CR15  0  -0.610  -23.7211  10.0949  -18.2968
 8X6  N    N  N     0  -0.487  -23.1642  10.2710  -16.0679
 8X6  C7   C  CR16  0  -0.297  -25.8584  10.4743  -15.2308
 8X6  H1   H  HCR6  0   0.254  -27.3866  10.7007  -13.7507
 8X6  H2   H  HCR6  0   0.255  -29.2391  10.2574  -15.3353
 8X6  H3   H  HCR6  0   0.256  -28.7228   9.7827  -17.7120
 8X6  H4   H  HCR6  0   0.248  -26.4100   9.7451  -18.4935
 8X6  H5   H  HCH2  0   0.276  -19.5468  10.1026  -17.5572
 8X6  H6   H  HCH2  0   0.270  -18.7728  10.5789  -16.0608
 8X6  H7   H  HCH2  0   0.254  -20.0155   7.8428  -16.6269
 8X6  H8   H  HCH2  0   0.267  -18.3037   8.2139  -16.5525
 8X6  H9   H  HCH2  0   0.261  -20.1010  10.8122  -14.0119
 8X6  H10  H  HCH2  0   0.275  -21.8335  10.4870  -14.0736
 8X6  H11  H  HNH2  0   0.393  -16.3398   7.4962  -13.8711
 8X6  H12  H  HNH2  0   0.395  -17.0900   7.2087  -15.3466
 8X6  H13  H  HCH2  0   0.251  -21.3954   8.0931  -14.5370
 8X6  H14  H  HCH2  0   0.271  -20.5776   8.5633  -13.0506
 8X6  H15  H  HCR5  0   0.295  -24.2895  10.0267  -19.2103
 8X6  H16  H  HCR6  0   0.252  -25.0567  10.6668  -14.5309
 8X6  C11  C  C     0   0.660  -18.2393   8.1306  -13.8964

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
 8X6  S    C8   aromatic  1.726  0.020  1.726
 8X6  S    C    aromatic  1.749  0.020  1.749
 8X6  C8   C1   aromatic  1.359  0.020  1.359
 8X6  C3   C4   aromatic  1.385  0.020  1.385
 8X6  C3   C2   aromatic  1.397  0.020  1.397
 8X6  C4   C5   aromatic  1.390  0.020  1.390
 8X6  C1   C2   single    1.469  0.020  1.469
 8X6  C1   N    aromatic  1.371  0.020  1.371
 8X6  C    N    aromatic  1.297  0.020  1.297
 8X6  C    N1   single    1.356  0.020  1.356
 8X6  C2   C7   aromatic  1.396  0.020  1.396
 8X6  C9   N1   single    1.451  0.020  1.451
 8X6  C9   C10  single    1.528  0.020  1.528
 8X6  N1   C13  single    1.457  0.020  1.457
 8X6  C10  N2   single    1.453  0.020  1.453
 8X6  C5   C6   aromatic  1.388  0.020  1.388
 8X6  C7   C6   aromatic  1.387  0.020  1.387
 8X6  N3   C11  single    1.368  0.020  1.368
 8X6  N2   C12  single    1.452  0.020  1.452
 8X6  N2   C11  single    1.369  0.020  1.369
 8X6  C13  C12  single    1.524  0.020  1.524
 8X6  C11  O    double    1.225  0.020  1.225
 8X6  C6   H1   single    0.930  0.020  1.080
 8X6  C5   H2   single    0.930  0.020  1.080
 8X6  C4   H3   single    0.930  0.020  1.080
 8X6  C3   H4   single    0.930  0.020  1.080
 8X6  C9   H5   single    0.970  0.020  1.090
 8X6  C9   H6   single    0.970  0.020  1.090
 8X6  C10  H7   single    0.970  0.020  1.090
 8X6  C10  H8   single    0.970  0.020  1.090
 8X6  C13  H9   single    0.970  0.020  1.090
 8X6  C13  H10  single    0.970  0.020  1.090
 8X6  N3   H11  single    0.890  0.020  1.040
 8X6  N3   H12  single    0.890  0.020  1.040
 8X6  C12  H13  single    0.970  0.020  1.090
 8X6  C12  H14  single    0.970  0.020  1.090
 8X6  C8   H15  single    0.930  0.020  1.080
 8X6  C7   H16  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
 8X6  H1   C6   C7   119.55  3.000
 8X6  H1   C6   C5   120.11  3.000
 8X6  C7   C6   C5   120.34  3.000
 8X6  N    C1   C8   115.13  3.000
 8X6  N    C1   C2   118.64  3.000
 8X6  C8   C1   C2   126.23  3.000
 8X6  C7   C2   C3   118.39  3.000
 8X6  C7   C2   C1   119.94  3.000
 8X6  C3   C2   C1   121.66  3.000
 8X6  H2   C5   C4   120.28  3.000
 8X6  H2   C5   C6   120.37  3.000
 8X6  C4   C5   C6   119.36  3.000
 8X6  H3   C4   C3   119.54  3.000
 8X6  H3   C4   C5   120.08  3.000
 8X6  C3   C4   C5   120.37  3.000
 8X6  H4   C3   C4   118.85  3.000
 8X6  H4   C3   C2   120.39  3.000
 8X6  C4   C3   C2   120.76  3.000
 8X6  H6   C9   H5   106.64  3.000
 8X6  H6   C9   N1   108.11  3.000
 8X6  H5   C9   N1   111.19  3.000
 8X6  H6   C9   C10  109.53  3.000
 8X6  H5   C9   C10  110.54  3.000
 8X6  N1   C9   C10  110.72  3.000
 8X6  H8   C10  H7   107.01  3.000
 8X6  H8   C10  N2   112.00  3.000
 8X6  H7   C10  N2   109.13  3.000
 8X6  H8   C10  C9   108.91  3.000
 8X6  H7   C10  C9   109.70  3.000
 8X6  N2   C10  C9   110.04  3.000
 8X6  H10  C13  H9   108.05  3.000
 8X6  H10  C13  N1   109.83  3.000
 8X6  H9   C13  N1   108.03  3.000
 8X6  H10  C13  C12  111.00  3.000
 8X6  H9   C13  C12  110.11  3.000
 8X6  N1   C13  C12  109.75  3.000
 8X6  H12  N3   H11  113.08  3.000
 8X6  H12  N3   C11  120.30  3.000
 8X6  H11  N3   C11  114.12  3.000
 8X6  C12  N2   C11  119.33  3.000
 8X6  C11  N2   C10  124.59  3.000
 8X6  C12  N2   C10  112.89  3.000
 8X6  H14  C12  H13  107.67  3.000
 8X6  H14  C12  N2   110.02  3.000
 8X6  H13  C12  N2   108.57  3.000
 8X6  H14  C12  C13  110.59  3.000
 8X6  H13  C12  C13  109.21  3.000
 8X6  N2   C12  C13  110.71  3.000
 8X6  C    N1   C13  118.28  3.000
 8X6  C13  N1   C9   112.26  3.000
 8X6  C    N1   C9   120.97  3.000
 8X6  N    C    S    113.81  3.000
 8X6  N    C    N1   124.38  3.000
 8X6  S    C    N1   121.78  3.000
 8X6  C8   S    C     88.93  3.000
 8X6  H15  C8   S    120.29  3.000
 8X6  H15  C8   C1   129.57  3.000
 8X6  S    C8   C1   110.14  3.000
 8X6  C    N    C1   111.99  3.000
 8X6  H16  C7   C2   119.50  3.000
 8X6  H16  C7   C6   119.72  3.000
 8X6  C2   C7   C6   120.78  3.000
 8X6  N2   C11  N3   116.55  3.000
 8X6  N2   C11  O    122.21  3.000
 8X6  N3   C11  O    121.24  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
 8X6  CONST_01  C3   C4   C5   C6      0.00   0.0  0
 8X6  CONST_02  C3   C2   C7   C6      0.00   0.0  0
 8X6  CONST_03  C1   C2   C7   C6    180.00   0.0  0
 8X6  CONST_04  C    S    C8   C1      0.00   0.0  0
 8X6  CONST_05  C4   C3   C2   C1    180.00   0.0  0
 8X6  CONST_06  S    C    N    C1      0.00   0.0  0
 8X6  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 8X6  CONST_08  S    C8   C1   C2    180.00   0.0  0
 8X6  CONST_09  C    N    C1   C2    180.00   0.0  0
 8X6  CONST_10  C5   C6   C7   C2      0.00   0.0  0
 8X6  CONST_11  C7   C2   C3   C4      0.00   0.0  0
 8X6  CONST_12  C7   C6   C5   C4      0.00   0.0  0
 8X6  CONST_13  C8   C1   C2   C3      0.00   0.0  0
 8X6  CONST_14  N    C1   C2   C3    180.00   0.0  0
 8X6  CONST_15  C8   C1   N    C       0.00   0.0  0
 8X6  CONST_16  N    C1   C8   S       0.00   0.0  0
 8X6  CONST_17  N    C    S    C8      0.00   0.0  0
 8X6  CONST_18  C7   C2   C1   C8    180.00   0.0  0
 8X6  CONST_19  C7   C2   C1   N       0.00   0.0  0
 8X6  CONST_20  N1   C    N    C1    180.00   0.0  0
 8X6  CONST_21  C8   S    C    N1    180.00   0.0  0
 8X6  CONST_22  H3   C4   C5   C6    180.00   0.0  0
 8X6  CONST_23  H4   C3   C2   C1      0.00   0.0  0
 8X6  CONST_24  H16  C7   C2   C1      0.00   0.0  0
 8X6  CONST_25  H3   C4   C3   C2    180.00   0.0  0
 8X6  CONST_26  H15  C8   C1   C2      0.00   0.0  0
 8X6  CONST_27  H1   C6   C7   C2    180.00   0.0  0
 8X6  CONST_28  H4   C3   C4   C5    180.00   0.0  0
 8X6  CONST_29  H16  C7   C6   C5    180.00   0.0  0
 8X6  CONST_30  H1   C6   C5   C4    180.00   0.0  0
 8X6  CONST_31  H2   C5   C4   C3    180.00   0.0  0
 8X6  CONST_32  H16  C7   C2   C3    180.00   0.0  0
 8X6  CONST_33  H15  C8   S    C     180.00   0.0  0
 8X6  CONST_34  H15  C8   C1   N     180.00   0.0  0
 8X6  CONST_35  H4   C3   C2   C7    180.00   0.0  0
 8X6  CONST_36  H2   C5   C6   C7    180.00   0.0  0
 8X6  CONST_38  C12  N2   C11  O       0.00   0.0  0
 8X6  CONST_40  C12  N2   C11  N3    180.00   0.0  0
 8X6  CONST_41  H11  N3   C11  N2    180.00   0.0  0
 8X6  CONST_43  H11  N3   C11  O       0.00   0.0  0
 8X6  Var_01    S    C    N1   C9    -20.49  30.0  2
 8X6  Var_02    N    C    N1   C9    161.85  30.0  2
 8X6  Var_03    C12  C13  N1   C9    -56.94  30.0  1
 8X6  Var_04    C12  N2   C10  C9     55.25  30.0  1
 8X6  Var_05    C    N1   C9   C10   -90.42  30.0  1
 8X6  Var_06    C13  N1   C9   C10    56.99  30.0  1
 8X6  Var_07    C13  C12  N2   C10   -56.11  30.0  1
 8X6  Var_08    S    C    N1   C13  -166.01  30.0  2
 8X6  Var_09    N    C    N1   C13    16.33  30.0  2
 8X6  Var_10    N1   C9   C10  N2    -54.67  30.0  1
 8X6  Var_11    N1   C13  C12  N2     55.37  30.0  1
 8X6  Var_12    C    N1   C13  C12    91.42  30.0  1
 8X6  Var_13    C11  N2   C10  C9   -104.32  30.0  1
 8X6  Var_14    C11  N2   C12  C13   104.65  30.0  1
 8X6  Var_15    H9   C13  N1   C9     63.13  30.0  1
 8X6  Var_16    H10  C13  N1   C9   -179.24  30.0  1
 8X6  Var_17    H13  C12  N2   C10    63.76  30.0  1
 8X6  Var_18    H14  C12  N2   C10  -178.64  30.0  1
 8X6  Var_19    H5   C9   N1   C13  -179.72  30.0  1
 8X6  Var_20    H6   C9   N1   C13   -62.99  30.0  1
 8X6  Var_21    H5   C9   C10  N2   -178.34  30.0  1
 8X6  Var_22    H6   C9   C10  N2     64.45  30.0  1
 8X6  Var_23    H9   C13  C12  N2    -63.44  30.0  1
 8X6  Var_24    H10  C13  C12  N2    176.97  30.0  1
 8X6  Var_25    H7   C10  N2   C12   -65.16  30.0  1
 8X6  Var_26    H8   C10  N2   C12   176.54  30.0  1
 8X6  Var_27    H7   C10  C9   N1     65.40  30.0  1
 8X6  Var_28    H8   C10  C9   N1   -177.80  30.0  1
 8X6  Var_29    H13  C12  C13  N1    -64.12  30.0  1
 8X6  Var_30    H14  C12  C13  N1    177.56  30.0  1
 8X6  Var_31    H5   C9   N1   C      32.87  30.0  1
 8X6  Var_32    H6   C9   N1   C     149.60  30.0  1
 8X6  Var_33    H9   C13  N1   C    -148.50  30.0  1
 8X6  Var_34    H10  C13  N1   C     -30.87  30.0  1
 8X6  Var_35    H7   C10  N2   C11   135.27  30.0  1
 8X6  Var_36    H8   C10  N2   C11    16.97  30.0  1
 8X6  Var_37    H13  C12  N2   C11  -135.48  30.0  1
 8X6  Var_38    H14  C12  N2   C11   -17.88  30.0  1

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
 8X6  plan-1  C1   0.020
 8X6  plan-1  C2   0.020
 8X6  plan-1  N1   0.020
 8X6  plan-1  C    0.020
 8X6  plan-1  S    0.020
 8X6  plan-1  C8   0.020
 8X6  plan-1  N    0.020
 8X6  plan-1  H15  0.020
 8X6  plan-2  C6   0.020
 8X6  plan-2  C1   0.020
 8X6  plan-2  C2   0.020
 8X6  plan-2  C5   0.020
 8X6  plan-2  C4   0.020
 8X6  plan-2  C3   0.020
 8X6  plan-2  C7   0.020
 8X6  plan-2  H1   0.020
 8X6  plan-2  H2   0.020
 8X6  plan-2  H3   0.020
 8X6  plan-2  H4   0.020
 8X6  plan-2  H16  0.020
 8X6  plan-3  C10  0.020
 8X6  plan-3  O    0.020
 8X6  plan-3  N3   0.020
 8X6  plan-3  N2   0.020
 8X6  plan-3  C12  0.020
 8X6  plan-3  H11  0.020
 8X6  plan-3  H12  0.020
 8X6  plan-3  C11  0.020

