# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 03:41:36 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2Z)-2-(1H-indazol-3-ylmethylidene)-6-methoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2C(=O)C(/Oc2c1CN3CCNCC3)=C/c4n[nH]c5ccccc45
#
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
 596  596  (2Z)-2-(1H-indazol-3-ylmethylidene)-6-methoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3(2H)-one  ligand  51  29  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_596
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
 596  C1    C  CH2   0  -0.323   1.5797  -3.8306  -0.5722
 596  C2    C  CH2   0  -0.283   1.8112  -2.9028   0.6132
 596  N3    N  NT    0  -0.408   2.2833  -1.6105   0.1542
 596  C4    C  CH2   0  -0.282   3.4911  -1.7425  -0.6373
 596  C5    C  CH2   0  -0.321   3.2551  -2.6759  -1.8168
 596  N6    N  NH1   0  -0.580   2.7453  -3.9804  -1.4280
 596  C7    C  CH2   0  -0.329   2.4354  -0.6658   1.2447
 596  C8    C  CR6   0  -0.126   2.4684   0.7466   0.7292
 596  C9    C  CR56  0   0.435   1.3186   1.3317   0.2428
 596  C10   C  CR56  0  -0.146   1.2527   2.6150  -0.2872
 596  C11   C  CR16  0  -0.285   2.4071   3.3850  -0.3553
 596  C12   C  CR16  0  -0.402   3.5876   2.8493   0.1158
 596  C13   C  CR6   0   0.378   3.6218   1.5456   0.6534
 596  O14   O  O2    0  -0.453   4.7430   0.9893   1.1168
 596  C15   C  CH3   0  -0.442   5.9701   1.6931   1.0259
 596  O16   O  O     0  -0.470   0.1114   0.7136   0.2504
 596  C17   C  CR5   0   0.298  -0.8050   1.5793  -0.2741
 596  C18   C  CR5   0   0.329  -0.1295   2.8472  -0.6620
 596  O19   O  O     0  -0.408  -0.6555   3.8201  -1.1682
 596  C20   C  C1    0  -0.467  -2.1069   1.3015  -0.3938
 596  C21   C  CR5   0   0.240  -2.7977   0.0994  -0.0081
 596  N22   N  N     0  -0.226  -2.1994  -0.9516   0.5254
 596  N23   N  NR15  0  -0.529  -3.1385  -1.8523   0.7584
 596  C24   C  CR56  0   0.408  -4.3769  -1.4343   0.3948
 596  C25   C  CR56  0  -0.074  -4.2026  -0.1421  -0.1224
 596  C26   C  CR16  0  -0.336  -5.3100   0.5772  -0.5874
 596  C27   C  CR16  0  -0.264  -6.5478  -0.0214  -0.5166
 596  C28   C  CR16  0  -0.268  -6.7022  -1.3219   0.0074
 596  C29   C  CR16  0  -0.290  -5.6298  -2.0505   0.4696
 596  H1    H  HCH2  0   0.234   1.2671  -4.8135  -0.2147
 596  H1A   H  HCH2  0   0.217   0.7590  -3.4307  -1.1761
 596  H2    H  HCH2  0   0.231   0.8710  -2.7636   1.1541
 596  H2A   H  HCH2  0   0.183   2.5228  -3.3793   1.3127
 596  H4    H  HCH2  0   0.235   3.7912  -0.7603  -1.0101
 596  H4A   H  HCH2  0   0.183   4.3327  -2.1307  -0.0350
 596  H5    H  HCH2  0   0.217   2.5348  -2.2137  -2.4993
 596  H5A   H  HCH2  0   0.234   4.1864  -2.8047  -2.3717
 596  HN6   H  HNH1  0   0.338   3.4679  -4.4709  -0.9117
 596  H7    H  HCH2  0   0.249   1.5699  -0.7731   1.9032
 596  H7A   H  HCH2  0   0.227   3.3178  -0.8760   1.8648
 596  H11   H  HCR6  0   0.275   2.3871   4.3856  -0.7669
 596  H12   H  HCR6  0   0.289   4.4874   3.4450   0.0648
 596  H15   H  HCH3  0   0.266   6.7319   1.0238   1.4159
 596  H15A  H  HCH3  0   0.237   6.2155   1.9463  -0.0075
 596  H15B  H  HCH3  0   0.237   5.9594   2.6055   1.6260
 596  H20   H  H     0   0.287  -2.7087   2.0903  -0.8300
 596  HN23  H  HNR5  0   0.423  -2.8858  -2.7361   1.1713
 596  H26   H  HCR6  0   0.257  -5.2016   1.5765  -0.9900
 596  H27   H  HCR6  0   0.261  -7.4231   0.5106  -0.8647
 596  H28   H  HCR6  0   0.264  -7.6926  -1.7558   0.0488
 596  H29   H  HCR6  0   0.275  -5.7528  -3.0468   0.8725

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
 596  C1   C2    single    1.523  0.020  1.523
 596  C1   N6    single    1.454  0.020  1.454
 596  C2   N3    single    1.450  0.020  1.450
 596  N3   C4    single    1.450  0.020  1.450
 596  N3   C7    single    1.451  0.020  1.451
 596  C4   C5    single    1.523  0.020  1.523
 596  C5   N6    single    1.454  0.020  1.454
 596  C7   C8    single    1.504  0.020  1.504
 596  C8   C9    aromatic  1.379  0.020  1.379
 596  C8   C13   aromatic  1.405  0.020  1.405
 596  C9   C10   aromatic  1.390  0.020  1.390
 596  C9   O16   single    1.356  0.020  1.356
 596  C10  C11   aromatic  1.389  0.020  1.389
 596  C10  C18   single    1.451  0.020  1.451
 596  C11  C12   aromatic  1.379  0.020  1.379
 596  C12  C13   aromatic  1.411  0.020  1.411
 596  C13  O14   single    1.335  0.020  1.335
 596  O14  C15   single    1.418  0.020  1.418
 596  O16  C17   single    1.365  0.020  1.365
 596  C17  C18   single    1.488  0.020  1.488
 596  C17  C20   double    1.337  0.020  1.337
 596  C18  O19   double    1.216  0.020  1.216
 596  C20  C21   single    1.439  0.020  1.439
 596  C21  N22   aromatic  1.322  0.020  1.322
 596  C21  C25   aromatic  1.430  0.020  1.430
 596  N22  N23   aromatic  1.322  0.020  1.322
 596  N23  C24   aromatic  1.357  0.020  1.357
 596  C24  C25   aromatic  1.403  0.020  1.403
 596  C24  C29   aromatic  1.398  0.020  1.398
 596  C25  C26   aromatic  1.400  0.020  1.400
 596  C26  C27   aromatic  1.377  0.020  1.377
 596  C27  C28   aromatic  1.411  0.020  1.411
 596  C28  C29   aromatic  1.376  0.020  1.376
 596  C1   H1    single    0.970  0.020  1.090
 596  C1   H1A   single    0.970  0.020  1.090
 596  C2   H2    single    0.970  0.020  1.090
 596  C2   H2A   single    0.970  0.020  1.090
 596  C4   H4    single    0.970  0.020  1.090
 596  C4   H4A   single    0.970  0.020  1.090
 596  C5   H5    single    0.970  0.020  1.090
 596  C5   H5A   single    0.970  0.020  1.090
 596  N6   HN6   single    0.890  0.020  1.040
 596  C7   H7    single    0.970  0.020  1.090
 596  C7   H7A   single    0.970  0.020  1.090
 596  C11  H11   single    0.930  0.020  1.080
 596  C12  H12   single    0.930  0.020  1.080
 596  C15  H15   single    0.970  0.020  1.090
 596  C15  H15A  single    0.970  0.020  1.090
 596  C15  H15B  single    0.970  0.020  1.090
 596  C20  H20   single    0.930  0.020  1.080
 596  N23  HN23  single    0.860  0.020  1.020
 596  C26  H26   single    0.930  0.020  1.080
 596  C27  H27   single    0.930  0.020  1.080
 596  C28  H28   single    0.930  0.020  1.080
 596  C29  H29   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
 596  H1A   C1   H1    107.16  3.000
 596  H1A   C1   N6    108.30  3.000
 596  H1    C1   N6    109.25  3.000
 596  H1A   C1   C2    108.71  3.000
 596  H1    C1   C2    109.70  3.000
 596  N6    C1   C2    113.52  3.000
 596  H2A   C2   H2    107.17  3.000
 596  H2A   C2   N3    112.01  3.000
 596  H2    C2   N3    108.84  3.000
 596  H2A   C2   C1    109.13  3.000
 596  H2    C2   C1    109.38  3.000
 596  N3    C2   C1    110.24  3.000
 596  C7    N3   C4    112.47  3.000
 596  C7    N3   C2    112.11  3.000
 596  C4    N3   C2    111.27  3.000
 596  H4A   C4   H4    107.01  3.000
 596  H4A   C4   C5    108.95  3.000
 596  H4    C4   C5    109.23  3.000
 596  H4A   C4   N3    111.64  3.000
 596  H4    C4   N3    109.47  3.000
 596  C5    C4   N3    110.46  3.000
 596  H5A   C5   H5    107.12  3.000
 596  H5A   C5   N6    109.22  3.000
 596  H5    C5   N6    108.35  3.000
 596  H5A   C5   C4    109.51  3.000
 596  H5    C5   C4    109.04  3.000
 596  N6    C5   C4    113.41  3.000
 596  HN6   N6   C5    108.68  3.000
 596  HN6   N6   C1    108.74  3.000
 596  C5    N6   C1    110.25  3.000
 596  H7A   C7   H7    106.09  3.000
 596  H7A   C7   C8    110.82  3.000
 596  H7    C7   C8    108.43  3.000
 596  H7A   C7   N3    112.58  3.000
 596  H7    C7   N3    107.81  3.000
 596  C8    C7   N3    110.86  3.000
 596  C13   C8   C9    115.10  3.000
 596  C13   C8   C7    124.79  3.000
 596  C9    C8   C7    120.08  3.000
 596  O16   C9   C10   112.38  3.000
 596  O16   C9   C8    123.15  3.000
 596  C10   C9   C8    124.46  3.000
 596  C18   C10  C11   133.65  3.000
 596  C18   C10  C9    106.95  3.000
 596  C11   C10  C9    119.40  3.000
 596  H11   C11  C12   120.32  3.000
 596  H11   C11  C10   121.05  3.000
 596  C12   C11  C10   118.64  3.000
 596  H12   C12  C13   120.49  3.000
 596  H12   C12  C11   118.86  3.000
 596  C13   C12  C11   120.65  3.000
 596  O14   C13  C12   122.54  3.000
 596  O14   C13  C8    115.71  3.000
 596  C12   C13  C8    121.75  3.000
 596  C15   O14  C13   119.87  3.000
 596  H15B  C15  H15A  109.18  3.000
 596  H15B  C15  H15   108.92  3.000
 596  H15A  C15  H15   108.96  3.000
 596  H15B  C15  O14   111.78  3.000
 596  H15A  C15  O14   111.74  3.000
 596  H15   C15  O14   106.15  3.000
 596  C17   O16  C9    107.83  3.000
 596  C20   C17  C18   126.57  3.000
 596  C20   C17  O16   123.81  3.000
 596  C18   C17  O16   109.62  3.000
 596  O19   C18  C17   126.42  3.000
 596  O19   C18  C10   130.36  3.000
 596  C17   C18  C10   103.22  3.000
 596  H20   C20  C21   116.70  3.000
 596  H20   C20  C17   115.19  3.000
 596  C21   C20  C17   128.10  3.000
 596  C25   C21  N22   110.04  3.000
 596  C25   C21  C20   126.24  3.000
 596  N22   C21  C20   123.72  3.000
 596  N23   N22  C21   106.94  3.000
 596  HN23  N23  C24   127.51  3.000
 596  HN23  N23  N22   119.45  3.000
 596  C24   N23  N22   113.04  3.000
 596  C29   C24  C25   122.48  3.000
 596  C29   C24  N23   131.90  3.000
 596  C25   C24  N23   105.62  3.000
 596  C26   C25  C24   119.83  3.000
 596  C26   C25  C21   135.80  3.000
 596  C24   C25  C21   104.37  3.000
 596  H26   C26  C27   120.69  3.000
 596  H26   C26  C25   121.23  3.000
 596  C27   C26  C25   118.08  3.000
 596  H27   C27  C28   118.97  3.000
 596  H27   C27  C26   119.81  3.000
 596  C28   C27  C26   121.22  3.000
 596  H28   C28  C29   119.21  3.000
 596  H28   C28  C27   118.96  3.000
 596  C29   C28  C27   121.84  3.000
 596  H29   C29  C28   121.60  3.000
 596  H29   C29  C24   121.85  3.000
 596  C28   C29  C24   116.55  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
 596  CONST_01  C11   C10  C9   C8      0.00   0.0  0
 596  CONST_02  C11   C12  C13  C8      0.00   0.0  0
 596  CONST_03  C12   C13  C8   C9      0.00   0.0  0
 596  CONST_04  C12   C11  C10  C9      0.00   0.0  0
 596  CONST_05  C13   C8   C9   C10     0.00   0.0  0
 596  CONST_06  C13   C12  C11  C10     0.00   0.0  0
 596  CONST_07  C24   N23  N22  C21     0.00   0.0  0
 596  CONST_08  N23   C24  C25  C21     0.00   0.0  0
 596  CONST_09  C29   C24  C25  C21   180.00   0.0  0
 596  CONST_10  C27   C26  C25  C21   180.00   0.0  0
 596  CONST_11  C24   C25  C21  N22     0.00   0.0  0
 596  CONST_12  C26   C25  C21  N22   180.00   0.0  0
 596  CONST_13  C25   C24  N23  N22     0.00   0.0  0
 596  CONST_14  C29   C24  N23  N22   180.00   0.0  0
 596  CONST_15  C25   C21  N22  N23     0.00   0.0  0
 596  CONST_16  C26   C25  C24  N23   180.00   0.0  0
 596  CONST_17  C28   C29  C24  N23   180.00   0.0  0
 596  CONST_18  C27   C26  C25  C24     0.00   0.0  0
 596  CONST_19  C27   C28  C29  C24     0.00   0.0  0
 596  CONST_20  C28   C29  C24  C25     0.00   0.0  0
 596  CONST_21  C28   C27  C26  C25     0.00   0.0  0
 596  CONST_22  C29   C24  C25  C26     0.00   0.0  0
 596  CONST_23  C29   C28  C27  C26     0.00   0.0  0
 596  CONST_24  C10   C9   C8   C7    180.00   0.0  0
 596  CONST_25  O16   C9   C8   C7      0.00   0.0  0
 596  CONST_26  C12   C13  C8   C7    180.00   0.0  0
 596  CONST_27  O14   C13  C8   C9    180.00   0.0  0
 596  CONST_28  O14   C13  C12  C11   180.00   0.0  0
 596  CONST_29  N23   N22  C21  C20   180.00   0.0  0
 596  CONST_30  C24   C25  C21  C20   180.00   0.0  0
 596  CONST_31  C26   C25  C21  C20     0.00   0.0  0
 596  CONST_32  H12   C12  C13  C8    180.00   0.0  0
 596  CONST_33  H11   C11  C10  C9    180.00   0.0  0
 596  CONST_34  HN23  N23  N22  C21   180.00   0.0  0
 596  CONST_35  H26   C26  C25  C21     0.00   0.0  0
 596  CONST_36  H29   C29  C24  N23     0.00   0.0  0
 596  CONST_37  H28   C28  C29  C24   180.00   0.0  0
 596  CONST_38  H27   C27  C26  C25   180.00   0.0  0
 596  Var_01    C4    N3   C2   C1    -56.77  30.0  1
 596  Var_02    C4    C5   N6   C1     51.79  30.0  1
 596  Var_03    C5    N6   C1   C2    -51.97  30.0  1
 596  Var_04    C5    C4   N3   C2     56.79  30.0  1
 596  Var_05    N6    C1   C2   N3     55.00  30.0  1
 596  Var_06    N6    C5   C4   N3    -54.82  30.0  1
 596  Var_07    C8    C7   N3   C2   -160.97  30.0  3
 596  Var_08    C9    C8   C7   N3     71.63  30.0  2
 596  Var_09    C21   C20  C17  O16     0.54  30.0  2
 596  Var_10    N22   C21  C20  C17    -1.11  30.0  2
 596  Var_11    H15   C15  O14  C13  -177.17  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
 596  plan-1  C7    0.020
 596  plan-1  C8    0.020
 596  plan-1  C9    0.020
 596  plan-1  C10   0.020
 596  plan-1  C11   0.020
 596  plan-1  C12   0.020
 596  plan-1  C13   0.020
 596  plan-1  O14   0.020
 596  plan-1  O16   0.020
 596  plan-1  C17   0.020
 596  plan-1  C18   0.020
 596  plan-1  O19   0.020
 596  plan-1  C20   0.020
 596  plan-1  H11   0.020
 596  plan-1  H12   0.020
 596  plan-2  C20   0.020
 596  plan-2  C21   0.020
 596  plan-2  N22   0.020
 596  plan-2  N23   0.020
 596  plan-2  C24   0.020
 596  plan-2  C25   0.020
 596  plan-2  C26   0.020
 596  plan-2  C27   0.020
 596  plan-2  C28   0.020
 596  plan-2  C29   0.020
 596  plan-2  HN23  0.020
 596  plan-2  H26   0.020
 596  plan-2  H27   0.020
 596  plan-2  H28   0.020
 596  plan-2  H29   0.020

