# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 12 23:36:11 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-(piperazin-1-yl)phenyl]-1,3-thiazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccccc1N2CCNCC2)c3csc(n3)c4ccc5OCCc5c4
#
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
 09H  09H  2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-(piperazin-1-yl)phenyl]-1,3-thiazole-4-carboxamide  ligand  51  29  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_09H
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
 09H  C01  C  CR16  0  -0.270   6.3450   0.2777   0.6542
 09H  C02  C  CR16  0  -0.257   6.0378   1.6271   0.5842
 09H  C03  C  CR16  0  -0.324   4.7270   2.0503   0.4040
 09H  C04  C  CR6   0   0.334   3.7076   1.1089   0.2855
 09H  C05  C  CR6   0   0.237   4.0149  -0.2662   0.3334
 09H  C06  C  CR16  0  -0.293   5.3304  -0.6629   0.5239
 09H  N07  N  NT    0  -0.529   2.9382  -1.1715   0.1858
 09H  C08  C  CH2   0  -0.296   2.9360  -2.3294   1.0646
 09H  C09  C  CH2   0  -0.329   1.5832  -3.0238   0.9697
 09H  N10  N  NH1   0  -0.576   1.2035  -3.3847  -0.3845
 09H  C11  C  CH2   0  -0.327   1.3209  -2.2518  -1.2863
 09H  C12  C  CH2   0  -0.311   2.6652  -1.5426  -1.2012
 09H  N13  N  NH1   0  -0.749   2.3561   1.4112   0.1530
 09H  C14  C  C     0   0.499   1.7538   2.5869  -0.1144
 09H  O15  O  O     0  -0.463   2.3171   3.6559  -0.2863
 09H  C16  C  CR5   0   0.237   0.2759   2.4671  -0.1942
 09H  N17  N  N     0  -0.440  -0.3309   1.2613  -0.0132
 09H  C18  C  CR5   0   0.035  -1.6191   1.3415  -0.1290
 09H  S19  S  S2    0   0.266  -2.1721   2.9557  -0.4712
 09H  C20  C  CR15  0  -0.523  -0.5583   3.5085  -0.4565
 09H  C21  C  CR6   0   0.073  -2.5298   0.2124   0.0141
 09H  C22  C  CR16  0  -0.284  -2.0359  -1.0009   0.5008
 09H  C23  C  CR16  0  -0.341  -2.8507  -2.1129   0.6473
 09H  C24  C  CR56  0   0.418  -4.1846  -1.9805   0.2960
 09H  C25  C  CR56  0  -0.016  -4.7008  -0.7837  -0.1892
 09H  C26  C  CR16  0  -0.380  -3.8831   0.3124  -0.3371
 09H  O27  O  O     0  -0.484  -5.0988  -2.9575   0.3734
 09H  C28  C  CH2   0  -0.187  -6.3959  -2.3859   0.0985
 09H  C29  C  CH2   0  -0.522  -6.1469  -1.0023  -0.5220
 09H  H1   H  HCR6  0   0.255   7.3668  -0.0459   0.8025
 09H  H2   H  HCR6  0   0.257   6.8207   2.3680   0.6793
 09H  H3   H  HCR6  0   0.274   4.5077   3.1056   0.3709
 09H  H4   H  HCR6  0   0.258   5.5700  -1.7181   0.5705
 09H  H5   H  HCH2  0   0.204   3.7297  -3.0500   0.8122
 09H  H6   H  HCH2  0   0.246   3.1129  -1.9983   2.0897
 09H  H7   H  HCH2  0   0.242   1.5901  -3.9210   1.5912
 09H  H8   H  HCH2  0   0.225   0.8184  -2.3575   1.3814
 09H  H9   H  HNH1  0   0.343   1.8123  -4.1278  -0.7095
 09H  H11  H  HCH2  0   0.241   1.1523  -2.5917  -2.3097
 09H  H12  H  HCH2  0   0.223   0.5269  -1.5327  -1.0565
 09H  H13  H  HCH2  0   0.248   2.6517  -0.6427  -1.8202
 09H  H14  H  HCH2  0   0.218   3.4590  -2.1952  -1.5980
 09H  H15  H  HNH1  0   0.419   1.7546   0.5968   0.2520
 09H  H16  H  HCR5  0   0.318  -0.3100   4.5420  -0.6386
 09H  H17  H  HCR6  0   0.262  -0.9937  -1.0701   0.7814
 09H  H18  H  HCR6  0   0.269  -2.4545  -3.0452   1.0272
 09H  H19  H  HCR6  0   0.258  -4.2925   1.2352  -0.7329
 09H  H20  H  HCH2  0   0.251  -6.9328  -3.0656  -0.5603
 09H  H21  H  HCH2  0   0.245  -6.9408  -2.3098   1.0414
 09H  H22  H  HCH2  0   0.275  -6.8045  -0.2453  -0.0955
 09H  H23  H  HCH2  0   0.273  -6.3036  -1.0045  -1.6027

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
 09H  C23  C22  aromatic  1.386  0.020  1.386
 09H  C23  C24  aromatic  1.386  0.020  1.386
 09H  C22  C21  aromatic  1.397  0.020  1.397
 09H  S19  C18  aromatic  1.740  0.020  1.740
 09H  S19  C20  aromatic  1.706  0.020  1.706
 09H  O27  C24  single    1.340  0.020  1.340
 09H  O27  C28  single    1.444  0.020  1.444
 09H  C24  C25  aromatic  1.391  0.020  1.391
 09H  C21  C18  single    1.458  0.020  1.458
 09H  C21  C26  aromatic  1.402  0.020  1.402
 09H  C18  N17  aromatic  1.296  0.020  1.296
 09H  C20  C16  aromatic  1.360  0.020  1.360
 09H  C25  C26  aromatic  1.375  0.020  1.375
 09H  C25  C29  single    1.500  0.020  1.500
 09H  C28  C29  single    1.537  0.020  1.537
 09H  N17  C16  aromatic  1.362  0.020  1.362
 09H  C16  C14  single    1.485  0.020  1.485
 09H  C14  O15  double    1.220  0.020  1.220
 09H  C14  N13  single    1.348  0.020  1.348
 09H  N13  C04  single    1.391  0.020  1.391
 09H  C04  C03  aromatic  1.393  0.020  1.393
 09H  C04  C05  aromatic  1.410  0.020  1.410
 09H  C03  C02  aromatic  1.389  0.020  1.389
 09H  C05  N07  single    1.414  0.020  1.414
 09H  C05  C06  aromatic  1.387  0.020  1.387
 09H  N07  C08  single    1.454  0.020  1.454
 09H  N07  C12  single    1.462  0.020  1.462
 09H  C02  C01  aromatic  1.386  0.020  1.386
 09H  C09  C08  single    1.524  0.020  1.524
 09H  C09  N10  single    1.452  0.020  1.452
 09H  C01  C06  aromatic  1.390  0.020  1.390
 09H  C11  C12  single    1.522  0.020  1.522
 09H  C11  N10  single    1.453  0.020  1.453
 09H  C01  H1   single    0.930  0.020  1.080
 09H  C02  H2   single    0.930  0.020  1.080
 09H  C03  H3   single    0.930  0.020  1.080
 09H  C06  H4   single    0.930  0.020  1.080
 09H  C08  H5   single    0.970  0.020  1.090
 09H  C08  H6   single    0.970  0.020  1.090
 09H  C09  H7   single    0.970  0.020  1.090
 09H  C09  H8   single    0.970  0.020  1.090
 09H  N10  H9   single    0.890  0.020  1.040
 09H  C11  H11  single    0.970  0.020  1.090
 09H  C11  H12  single    0.970  0.020  1.090
 09H  C12  H13  single    0.970  0.020  1.090
 09H  C12  H14  single    0.970  0.020  1.090
 09H  N13  H15  single    0.860  0.020  1.020
 09H  C20  H16  single    0.930  0.020  1.080
 09H  C22  H17  single    0.930  0.020  1.080
 09H  C23  H18  single    0.930  0.020  1.080
 09H  C26  H19  single    0.930  0.020  1.080
 09H  C28  H20  single    0.970  0.020  1.090
 09H  C28  H21  single    0.970  0.020  1.090
 09H  C29  H22  single    0.970  0.020  1.090
 09H  C29  H23  single    0.970  0.020  1.090

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
 09H  H1   C01  C06  120.00  3.000
 09H  H1   C01  C02  120.50  3.000
 09H  C06  C01  C02  119.50  3.000
 09H  H2   C02  C03  119.04  3.000
 09H  H2   C02  C01  120.12  3.000
 09H  C03  C02  C01  120.83  3.000
 09H  H3   C03  C04  120.66  3.000
 09H  H3   C03  C02  119.61  3.000
 09H  C04  C03  C02  119.72  3.000
 09H  N13  C04  C05  115.27  3.000
 09H  C05  C04  C03  119.80  3.000
 09H  N13  C04  C03  124.92  3.000
 09H  N07  C05  C06  123.59  3.000
 09H  C06  C05  C04  119.36  3.000
 09H  N07  C05  C04  117.06  3.000
 09H  H4   C06  C05  119.62  3.000
 09H  H4   C06  C01  119.60  3.000
 09H  C05  C06  C01  120.78  3.000
 09H  C12  N07  C08  111.79  3.000
 09H  C12  N07  C05  113.81  3.000
 09H  C08  N07  C05  116.61  3.000
 09H  H6   C08  H5   107.27  3.000
 09H  H6   C08  C09  109.91  3.000
 09H  H5   C08  C09  109.12  3.000
 09H  H6   C08  N07  109.02  3.000
 09H  H5   C08  N07  112.43  3.000
 09H  C09  C08  N07  109.07  3.000
 09H  H8   C09  H7   106.89  3.000
 09H  H8   C09  N10  108.63  3.000
 09H  H7   C09  N10  109.17  3.000
 09H  H8   C09  C08  108.64  3.000
 09H  H7   C09  C08  109.49  3.000
 09H  N10  C09  C08  113.80  3.000
 09H  H9   N10  C11  108.90  3.000
 09H  H9   N10  C09  108.91  3.000
 09H  C11  N10  C09  111.34  3.000
 09H  H12  C11  H11  106.80  3.000
 09H  H12  C11  C12  108.81  3.000
 09H  H11  C11  C12  109.50  3.000
 09H  H12  C11  N10  108.85  3.000
 09H  H11  C11  N10  109.07  3.000
 09H  C12  C11  N10  113.58  3.000
 09H  H14  C12  H13  107.03  3.000
 09H  H14  C12  C11  109.89  3.000
 09H  H13  C12  C11  109.95  3.000
 09H  H14  C12  N07  110.96  3.000
 09H  H13  C12  N07  109.33  3.000
 09H  C11  C12  N07  109.65  3.000
 09H  H15  N13  C14  116.96  3.000
 09H  H15  N13  C04  113.04  3.000
 09H  C14  N13  C04  129.98  3.000
 09H  C16  C14  O15  121.50  3.000
 09H  O15  C14  N13  125.86  3.000
 09H  C16  C14  N13  112.64  3.000
 09H  C20  C16  N17  115.49  3.000
 09H  N17  C16  C14  120.52  3.000
 09H  C20  C16  C14  123.99  3.000
 09H  C18  N17  C16  112.10  3.000
 09H  C21  C18  S19  122.63  3.000
 09H  C21  C18  N17  124.36  3.000
 09H  S19  C18  N17  113.01  3.000
 09H  C20  S19  C18   89.90  3.000
 09H  H16  C20  S19  121.80  3.000
 09H  H16  C20  C16  128.70  3.000
 09H  S19  C20  C16  109.50  3.000
 09H  C26  C21  C22  119.37  3.000
 09H  C26  C21  C18  121.56  3.000
 09H  C22  C21  C18  119.07  3.000
 09H  H17  C22  C23  119.18  3.000
 09H  H17  C22  C21  119.11  3.000
 09H  C23  C22  C21  121.70  3.000
 09H  H18  C23  C24  121.59  3.000
 09H  H18  C23  C22  120.87  3.000
 09H  C24  C23  C22  117.54  3.000
 09H  O27  C24  C25  113.22  3.000
 09H  C25  C24  C23  121.87  3.000
 09H  O27  C24  C23  124.91  3.000
 09H  C29  C25  C26  131.72  3.000
 09H  C29  C25  C24  108.05  3.000
 09H  C26  C25  C24  120.17  3.000
 09H  H19  C26  C25  119.54  3.000
 09H  H19  C26  C21  121.11  3.000
 09H  C25  C26  C21  119.35  3.000
 09H  C28  O27  C24  108.25  3.000
 09H  H21  C28  H20  108.67  3.000
 09H  H21  C28  C29  111.53  3.000
 09H  H20  C28  C29  113.45  3.000
 09H  H21  C28  O27  108.15  3.000
 09H  H20  C28  O27  108.13  3.000
 09H  C29  C28  O27  106.72  3.000
 09H  H23  C29  H22  107.58  3.000
 09H  H23  C29  C28  111.99  3.000
 09H  H22  C29  C28  111.69  3.000
 09H  H23  C29  C25  110.99  3.000
 09H  H22  C29  C25  113.19  3.000
 09H  C28  C29  C25  101.42  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
 09H  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 09H  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 09H  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 09H  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 09H  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 09H  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 09H  CONST_07  C18  S19  C20  C16     0.00   0.0  0
 09H  CONST_08  S19  C18  N17  C16     0.00   0.0  0
 09H  CONST_09  C21  C18  N17  C16   180.00   0.0  0
 09H  CONST_10  C20  S19  C18  N17     0.00   0.0  0
 09H  CONST_11  C22  C21  C18  N17     0.00   0.0  0
 09H  CONST_12  C26  C21  C18  N17   180.00   0.0  0
 09H  CONST_13  S19  C20  C16  N17     0.00   0.0  0
 09H  CONST_14  C23  C22  C21  C18   180.00   0.0  0
 09H  CONST_15  C25  C26  C21  C18   180.00   0.0  0
 09H  CONST_16  C20  C16  N17  C18     0.00   0.0  0
 09H  CONST_17  C22  C21  C18  S19   180.00   0.0  0
 09H  CONST_18  C26  C21  C18  S19     0.00   0.0  0
 09H  CONST_19  C21  C18  S19  C20   180.00   0.0  0
 09H  CONST_20  C24  C23  C22  C21     0.00   0.0  0
 09H  CONST_21  C24  C25  C26  C21     0.00   0.0  0
 09H  CONST_22  C25  C24  C23  C22     0.00   0.0  0
 09H  CONST_23  C25  C26  C21  C22     0.00   0.0  0
 09H  CONST_24  C26  C21  C22  C23     0.00   0.0  0
 09H  CONST_25  C26  C25  C24  C23     0.00   0.0  0
 09H  CONST_26  N07  C05  C06  C01   180.00   0.0  0
 09H  CONST_27  N07  C05  C04  C03   180.00   0.0  0
 09H  CONST_28  N13  C04  C03  C02   180.00   0.0  0
 09H  CONST_29  N13  C04  C05  C06   180.00   0.0  0
 09H  CONST_30  N13  C04  C05  N07     0.00   0.0  0
 09H  CONST_31  S19  C20  C16  C14   180.00   0.0  0
 09H  CONST_32  C18  N17  C16  C14   180.00   0.0  0
 09H  CONST_33  H3   C03  C02  C01   180.00   0.0  0
 09H  CONST_34  H4   C06  C01  C02   180.00   0.0  0
 09H  CONST_35  H1   C01  C02  C03   180.00   0.0  0
 09H  CONST_36  H2   C02  C03  C04   180.00   0.0  0
 09H  CONST_37  H16  C20  C16  N17   180.00   0.0  0
 09H  CONST_38  H17  C22  C21  C18     0.00   0.0  0
 09H  CONST_39  H19  C26  C21  C18     0.00   0.0  0
 09H  CONST_40  H18  C23  C22  C21   180.00   0.0  0
 09H  CONST_41  C16  C14  N13  C04   180.00   0.0  0
 09H  CONST_42  C14  N13  C04  C03     0.00   0.0  0
 09H  CONST_43  C14  N13  C04  C05   180.00   0.0  0
 09H  CONST_44  H15  N13  C04  C03   180.00   0.0  0
 09H  CONST_45  O15  C14  N13  C04     0.00   0.0  0
 09H  Var_01    C08  N07  C05  C04  -138.18  30.0  2
 09H  Var_02    C09  C08  N07  C05   168.40  30.0  1
 09H  Var_03    C11  C12  N07  C05  -167.28  30.0  1
 09H  Var_04    N10  C09  C08  N07    54.90  30.0  1
 09H  Var_05    N10  C11  C12  N07   -53.74  30.0  1
 09H  Var_06    C11  N10  C09  C08   -51.08  30.0  1
 09H  Var_07    C12  C11  N10  C09    50.38  30.0  1
 09H  Var_08    C29  C28  O27  C24    14.56  30.0  1
 09H  Var_09    C28  C29  C25  C24    10.34  30.0  1
 09H  Var_10    O27  C28  C29  C25   -14.81  30.0  1
 09H  Var_11    C20  C16  C14  N13  -179.78  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
 09H  plan-1  C14  0.020
 09H  plan-1  C16  0.020
 09H  plan-1  N17  0.020
 09H  plan-1  C18  0.020
 09H  plan-1  S19  0.020
 09H  plan-1  C20  0.020
 09H  plan-1  C21  0.020
 09H  plan-1  H16  0.020
 09H  plan-2  C01  0.020
 09H  plan-2  C02  0.020
 09H  plan-2  C03  0.020
 09H  plan-2  C04  0.020
 09H  plan-2  C05  0.020
 09H  plan-2  C06  0.020
 09H  plan-2  N07  0.020
 09H  plan-2  N13  0.020
 09H  plan-2  H1   0.020
 09H  plan-2  H2   0.020
 09H  plan-2  H3   0.020
 09H  plan-2  H4   0.020
 09H  plan-3  C18  0.020
 09H  plan-3  C21  0.020
 09H  plan-3  C22  0.020
 09H  plan-3  C23  0.020
 09H  plan-3  C24  0.020
 09H  plan-3  C25  0.020
 09H  plan-3  C26  0.020
 09H  plan-3  O27  0.020
 09H  plan-3  C29  0.020
 09H  plan-3  H17  0.020
 09H  plan-3  H18  0.020
 09H  plan-3  H19  0.020
 09H  plan-4  C04  0.020
 09H  plan-4  N13  0.020
 09H  plan-4  C14  0.020
 09H  plan-4  O15  0.020
 09H  plan-4  C16  0.020
 09H  plan-4  H15  0.020

