# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 07:11:24 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: N-benzyl-6-hydroxy-N-methyl-3-(3-methylbenzyl)-1H-indazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1ccccc1)C(=O)c2cc3c(Cc4cccc(C)c4)n[nH]c3cc2O
#
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
 EFU  EFU  N-benzyl-6-hydroxy-N-methyl-3-(3-methylbenzyl)-1H-indazole-5-carboxamide  ligand  52  29  .  2022-07-24  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_EFU
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
 EFU  C1   C  CR6   0  -0.199  -0.3605   1.2012   0.4028
 EFU  C2   C  CR6   0   0.355  -0.3699   2.5701   0.8275
 EFU  C3   C  CR16  0  -0.406   0.5958   3.4596   0.3984
 EFU  C4   C  CR16  0  -0.333   0.6897   0.7249  -0.3600
 EFU  O5   O  OH1   0  -0.639  -1.3260   3.0295   1.6443
 EFU  C6   C  C     0   0.584  -1.4399   0.3116   0.9023
 EFU  N7   N  NT    0  -0.437  -1.9010  -0.6852   0.1299
 EFU  O8   O  O     0  -0.541  -1.8952   0.5142   2.0385
 EFU  C9   C  CR56  0  -0.104   1.6892   1.5994  -0.7724
 EFU  C10  C  CR56  0   0.448   1.6144   2.9556  -0.4106
 EFU  N11  N  NR15  0  -0.564   2.6927   3.5401  -0.9691
 EFU  N12  N  N     0  -0.254   3.4513   2.6662  -1.6556
 EFU  C13  C  CR5   0   0.257   2.8771   1.4970  -1.5575
 EFU  C14  C  CH2   0  -0.614   3.4416   0.2752  -2.2007
 EFU  C15  C  CR6   0   0.152   3.7958  -0.7906  -1.1910
 EFU  C16  C  CR16  0  -0.346   3.1528  -2.0219  -1.1943
 EFU  C17  C  CR16  0  -0.313   4.4646  -2.7279   0.6967
 EFU  C18  C  CR6   0   0.117   5.1272  -1.4995   0.7158
 EFU  C19  C  CR16  0  -0.227   3.4869  -2.9864  -0.2502
 EFU  C20  C  CR16  0  -0.344   4.7758  -0.5443  -0.2316
 EFU  C21  C  CH3   0  -0.554  -1.6995  -0.8074  -1.3023
 EFU  C22  C  CH2   0  -0.408  -2.7975  -1.6840   0.7014
 EFU  C23  C  CR6   0   0.118  -4.2458  -1.4571   0.3432
 EFU  C24  C  CR16  0  -0.295  -4.9311  -0.3327   0.8029
 EFU  C25  C  CR16  0  -0.265  -6.9307  -1.0571  -0.3277
 EFU  C26  C  CR16  0  -0.243  -6.2582  -2.1796  -0.7873
 EFU  C27  C  CR16  0  -0.240  -6.2627  -0.1343   0.4698
 EFU  C28  C  CR16  0  -0.307  -4.9229  -2.3751  -0.4533
 EFU  C29  C  CH3   0  -0.723   6.2108  -1.2297   1.7195
 EFU  H1   H  HCR6  0   0.276   0.5694   4.4944   0.7141
 EFU  H2   H  HCR6  0   0.266   0.7463  -0.3224  -0.6252
 EFU  H3   H  HOH1  0   0.474  -1.7626   2.2530   2.0530
 EFU  H4   H  HNR5  0   0.416   2.9703   4.5062  -0.9171
 EFU  H5   H  HCH2  0   0.269   2.7223  -0.1299  -2.9170
 EFU  H6   H  HCH2  0   0.275   4.3280   0.5620  -2.7707
 EFU  H7   H  HCR6  0   0.249   2.3882  -2.2290  -1.9344
 EFU  H8   H  HCR6  0   0.246   4.7172  -3.4859   1.4292
 EFU  H9   H  HCR6  0   0.252   2.9793  -3.9427  -0.2549
 EFU  H10  H  HCR6  0   0.240   5.2788   0.4176  -0.2233
 EFU  H11  H  HCH3  0   0.250  -0.9590  -1.5709  -1.5454
 EFU  H12  H  HCH3  0   0.268  -2.6429  -1.0995  -1.7634
 EFU  H13  H  HCH3  0   0.273  -1.4026   0.1370  -1.7468
 EFU  H14  H  HCH2  0   0.275  -2.4780  -2.6594   0.3275
 EFU  H15  H  HCH2  0   0.282  -2.6687  -1.6996   1.7817
 EFU  H16  H  HCR6  0   0.255  -4.4229   0.3887   1.4300
 EFU  H17  H  HCR6  0   0.257  -7.9693  -0.8997  -0.5881
 EFU  H18  H  HCR6  0   0.257  -6.7692  -2.9043  -1.4078
 EFU  H19  H  HCR6  0   0.256  -6.7828   0.7415   0.8363
 EFU  H20  H  HCR6  0   0.256  -4.4033  -3.2535  -0.8181
 EFU  H21  H  HCH3  0   0.248   7.1428  -1.7172   1.4262
 EFU  H22  H  HCH3  0   0.243   6.4169  -0.1639   1.8109
 EFU  H23  H  HCH3  0   0.244   5.9464  -1.6102   2.7063

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
 EFU  N12  N11  aromatic  1.345  0.020  1.345
 EFU  N12  C13  aromatic  1.306  0.020  1.306
 EFU  N11  C10  aromatic  1.348  0.020  1.348
 EFU  C13  C14  single    1.492  0.020  1.492
 EFU  C13  C9   aromatic  1.428  0.020  1.428
 EFU  C10  C3   aromatic  1.395  0.020  1.395
 EFU  C10  C9   aromatic  1.406  0.020  1.406
 EFU  C14  C15  single    1.510  0.020  1.510
 EFU  C27  C24  aromatic  1.387  0.020  1.387
 EFU  C27  C25  aromatic  1.391  0.020  1.391
 EFU  C3   C2   aromatic  1.381  0.020  1.381
 EFU  C9   C4   aromatic  1.391  0.020  1.391
 EFU  C24  C23  aromatic  1.395  0.020  1.395
 EFU  C25  C26  aromatic  1.387  0.020  1.387
 EFU  C20  C15  aromatic  1.393  0.020  1.393
 EFU  C20  C18  aromatic  1.390  0.020  1.390
 EFU  C15  C16  aromatic  1.389  0.020  1.389
 EFU  C2   O5   single    1.339  0.020  1.339
 EFU  C2   C1   aromatic  1.433  0.020  1.433
 EFU  C4   C1   aromatic  1.383  0.020  1.383
 EFU  C29  C18  single    1.502  0.020  1.502
 EFU  C18  C17  aromatic  1.396  0.020  1.396
 EFU  C23  C22  single    1.509  0.020  1.509
 EFU  C23  C28  aromatic  1.391  0.020  1.391
 EFU  C16  C19  aromatic  1.390  0.020  1.390
 EFU  C1   C6   single    1.485  0.020  1.485
 EFU  C26  C28  aromatic  1.390  0.020  1.390
 EFU  C22  N7   single    1.459  0.020  1.459
 EFU  C17  C19  aromatic  1.385  0.020  1.385
 EFU  C6   N7   single    1.343  0.020  1.343
 EFU  C6   O8   double    1.241  0.020  1.241
 EFU  N7   C21  single    1.451  0.020  1.451
 EFU  C3   H1   single    0.930  0.020  1.080
 EFU  C4   H2   single    0.930  0.020  1.080
 EFU  O5   H3   single    0.850  0.020  0.980
 EFU  N11  H4   single    0.860  0.020  1.020
 EFU  C14  H5   single    0.970  0.020  1.090
 EFU  C14  H6   single    0.970  0.020  1.090
 EFU  C16  H7   single    0.930  0.020  1.080
 EFU  C17  H8   single    0.930  0.020  1.080
 EFU  C19  H9   single    0.930  0.020  1.080
 EFU  C20  H10  single    0.930  0.020  1.080
 EFU  C21  H11  single    0.970  0.020  1.090
 EFU  C21  H12  single    0.970  0.020  1.090
 EFU  C21  H13  single    0.970  0.020  1.090
 EFU  C22  H14  single    0.970  0.020  1.090
 EFU  C22  H15  single    0.970  0.020  1.090
 EFU  C24  H16  single    0.930  0.020  1.080
 EFU  C25  H17  single    0.930  0.020  1.080
 EFU  C26  H18  single    0.930  0.020  1.080
 EFU  C27  H19  single    0.930  0.020  1.080
 EFU  C28  H20  single    0.930  0.020  1.080
 EFU  C29  H21  single    0.970  0.020  1.090
 EFU  C29  H22  single    0.970  0.020  1.090
 EFU  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
 EFU  C6   C1   C4   122.09  3.000
 EFU  C6   C1   C2   117.88  3.000
 EFU  C4   C1   C2   119.83  3.000
 EFU  O5   C2   C3   117.89  3.000
 EFU  O5   C2   C1   120.87  3.000
 EFU  C3   C2   C1   121.23  3.000
 EFU  H1   C3   C10  122.17  3.000
 EFU  H1   C3   C2   120.54  3.000
 EFU  C10  C3   C2   117.25  3.000
 EFU  H2   C4   C9   119.90  3.000
 EFU  H2   C4   C1   120.56  3.000
 EFU  C9   C4   C1   119.53  3.000
 EFU  H3   O5   C2   107.50  3.000
 EFU  O8   C6   N7   121.47  3.000
 EFU  O8   C6   C1   118.48  3.000
 EFU  N7   C6   C1   120.05  3.000
 EFU  C22  N7   C21  114.47  3.000
 EFU  C21  N7   C6   125.62  3.000
 EFU  C22  N7   C6   119.60  3.000
 EFU  C13  C9   C10  104.77  3.000
 EFU  C10  C9   C4   119.48  3.000
 EFU  C13  C9   C4   135.73  3.000
 EFU  N11  C10  C9   105.62  3.000
 EFU  C9   C10  C3   122.46  3.000
 EFU  N11  C10  C3   131.90  3.000
 EFU  H4   N11  N12  119.62  3.000
 EFU  H4   N11  C10  127.99  3.000
 EFU  N12  N11  C10  112.38  3.000
 EFU  C13  N12  N11  107.17  3.000
 EFU  C14  C13  N12  122.31  3.000
 EFU  C14  C13  C9   127.64  3.000
 EFU  N12  C13  C9   110.05  3.000
 EFU  H6   C14  H5   106.82  3.000
 EFU  H6   C14  C15  110.11  3.000
 EFU  H5   C14  C15  109.33  3.000
 EFU  H6   C14  C13  108.49  3.000
 EFU  H5   C14  C13  109.70  3.000
 EFU  C15  C14  C13  112.24  3.000
 EFU  C20  C15  C16  118.94  3.000
 EFU  C16  C15  C14  121.02  3.000
 EFU  C20  C15  C14  120.04  3.000
 EFU  H7   C16  C19  120.03  3.000
 EFU  H7   C16  C15  119.83  3.000
 EFU  C19  C16  C15  120.14  3.000
 EFU  H8   C17  C19  119.73  3.000
 EFU  H8   C17  C18  119.71  3.000
 EFU  C19  C17  C18  120.56  3.000
 EFU  C29  C18  C20  120.96  3.000
 EFU  C29  C18  C17  120.65  3.000
 EFU  C20  C18  C17  118.38  3.000
 EFU  H9   C19  C17  119.91  3.000
 EFU  H9   C19  C16  119.81  3.000
 EFU  C17  C19  C16  120.28  3.000
 EFU  H10  C20  C18  119.11  3.000
 EFU  H10  C20  C15  119.19  3.000
 EFU  C18  C20  C15  121.70  3.000
 EFU  H13  C21  H12  107.26  3.000
 EFU  H13  C21  H11  109.39  3.000
 EFU  H12  C21  H11  107.80  3.000
 EFU  H13  C21  N7   111.65  3.000
 EFU  H12  C21  N7   108.66  3.000
 EFU  H11  C21  N7   111.90  3.000
 EFU  H15  C22  H14  107.01  3.000
 EFU  H15  C22  C23  110.57  3.000
 EFU  H14  C22  C23  109.50  3.000
 EFU  H15  C22  N7   109.03  3.000
 EFU  H14  C22  N7   107.31  3.000
 EFU  C23  C22  N7   113.20  3.000
 EFU  C28  C23  C24  118.79  3.000
 EFU  C28  C23  C22  120.25  3.000
 EFU  C24  C23  C22  120.97  3.000
 EFU  H16  C24  C27  119.64  3.000
 EFU  H16  C24  C23  119.84  3.000
 EFU  C27  C24  C23  120.52  3.000
 EFU  H17  C25  C27  120.16  3.000
 EFU  H17  C25  C26  120.22  3.000
 EFU  C27  C25  C26  119.62  3.000
 EFU  H18  C26  C28  119.81  3.000
 EFU  H18  C26  C25  120.20  3.000
 EFU  C28  C26  C25  119.99  3.000
 EFU  H19  C27  C25  120.02  3.000
 EFU  H19  C27  C24  119.72  3.000
 EFU  C25  C27  C24  120.27  3.000
 EFU  H20  C28  C26  119.57  3.000
 EFU  H20  C28  C23  119.62  3.000
 EFU  C26  C28  C23  120.81  3.000
 EFU  H23  C29  H22  108.15  3.000
 EFU  H23  C29  H21  107.12  3.000
 EFU  H22  C29  H21  107.33  3.000
 EFU  H23  C29  C18  111.55  3.000
 EFU  H22  C29  C18  111.62  3.000
 EFU  H21  C29  C18  110.86  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
 EFU  CONST_01  C10  C3   C2   C1     0.00   0.0  0
 EFU  CONST_02  C13  C9   C4   C1   180.00   0.0  0
 EFU  CONST_03  C10  C9   C4   C1     0.00   0.0  0
 EFU  CONST_04  N11  C10  C3   C2   180.00   0.0  0
 EFU  CONST_05  C9   C10  C3   C2     0.00   0.0  0
 EFU  CONST_06  C9   C4   C1   C2     0.00   0.0  0
 EFU  CONST_07  N12  N11  C10  C3   180.00   0.0  0
 EFU  CONST_08  C13  C9   C10  C3   180.00   0.0  0
 EFU  CONST_09  C4   C9   C10  C3     0.00   0.0  0
 EFU  CONST_10  C4   C1   C2   C3     0.00   0.0  0
 EFU  CONST_11  N12  C13  C9   C4   180.00   0.0  0
 EFU  CONST_12  N11  C10  C9   C4   180.00   0.0  0
 EFU  CONST_13  N11  N12  C13  C9     0.00   0.0  0
 EFU  CONST_14  N12  N11  C10  C9     0.00   0.0  0
 EFU  CONST_15  C13  N12  N11  C10    0.00   0.0  0
 EFU  CONST_16  N12  C13  C9   C10    0.00   0.0  0
 EFU  CONST_17  C13  C9   C10  N11    0.00   0.0  0
 EFU  CONST_18  C17  C18  C20  C15    0.00   0.0  0
 EFU  CONST_19  C17  C19  C16  C15    0.00   0.0  0
 EFU  CONST_20  C18  C20  C15  C16    0.00   0.0  0
 EFU  CONST_21  C18  C17  C19  C16    0.00   0.0  0
 EFU  CONST_22  C20  C15  C16  C19    0.00   0.0  0
 EFU  CONST_23  C20  C18  C17  C19    0.00   0.0  0
 EFU  CONST_24  C25  C27  C24  C23    0.00   0.0  0
 EFU  CONST_25  C25  C26  C28  C23    0.00   0.0  0
 EFU  CONST_26  C26  C25  C27  C24    0.00   0.0  0
 EFU  CONST_27  C26  C28  C23  C24    0.00   0.0  0
 EFU  CONST_28  C28  C23  C24  C27    0.00   0.0  0
 EFU  CONST_29  C28  C26  C25  C27    0.00   0.0  0
 EFU  CONST_30  C6   C1   C2   C3   180.00   0.0  0
 EFU  CONST_31  C14  C13  C9   C4     0.00   0.0  0
 EFU  CONST_32  O5   C2   C1   C4   180.00   0.0  0
 EFU  CONST_33  C10  C3   C2   O5   180.00   0.0  0
 EFU  CONST_34  C9   C4   C1   C6   180.00   0.0  0
 EFU  CONST_35  C14  C13  C9   C10  180.00   0.0  0
 EFU  CONST_36  C14  C13  N12  N11  180.00   0.0  0
 EFU  CONST_37  C18  C20  C15  C14  180.00   0.0  0
 EFU  CONST_38  C19  C16  C15  C14  180.00   0.0  0
 EFU  CONST_39  C29  C18  C20  C15  180.00   0.0  0
 EFU  CONST_40  C29  C18  C17  C19  180.00   0.0  0
 EFU  CONST_41  C27  C24  C23  C22  180.00   0.0  0
 EFU  CONST_42  C26  C28  C23  C22  180.00   0.0  0
 EFU  CONST_43  H1   C3   C2   C1   180.00   0.0  0
 EFU  CONST_44  H2   C4   C1   C2   180.00   0.0  0
 EFU  CONST_45  H4   N11  C10  C3     0.00   0.0  0
 EFU  CONST_46  H9   C19  C16  C15  180.00   0.0  0
 EFU  CONST_47  H10  C20  C15  C16  180.00   0.0  0
 EFU  CONST_48  H8   C17  C19  C16  180.00   0.0  0
 EFU  CONST_49  H7   C16  C19  C17  180.00   0.0  0
 EFU  CONST_50  H19  C27  C24  C23  180.00   0.0  0
 EFU  CONST_51  H18  C26  C28  C23  180.00   0.0  0
 EFU  CONST_52  H17  C25  C27  C24  180.00   0.0  0
 EFU  CONST_53  H20  C28  C23  C24  180.00   0.0  0
 EFU  CONST_54  H16  C24  C27  C25  180.00   0.0  0
 EFU  CONST_55  C22  N7   C6   C1   180.00   0.0  0
 EFU  CONST_57  C22  N7   C6   O8     0.00   0.0  0
 EFU  Var_01    C15  C14  C13  C9   -61.20  30.0  2
 EFU  Var_02    C20  C15  C14  C13  -62.90  30.0  2
 EFU  Var_03    N7   C6   C1   C2   147.20  30.0  2
 EFU  Var_04    C24  C23  C22  N7   -65.76  30.0  2
 EFU  Var_05    H21  C29  C18  C17   77.57  30.0  2
 EFU  Var_06    C23  C22  N7   C6   101.54  30.0  1
 EFU  Var_07    H11  C21  N7   C6   105.17  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
 EFU  plan-1  C14  0.020
 EFU  plan-1  C15  0.020
 EFU  plan-1  C16  0.020
 EFU  plan-1  C17  0.020
 EFU  plan-1  C18  0.020
 EFU  plan-1  C19  0.020
 EFU  plan-1  C20  0.020
 EFU  plan-1  C29  0.020
 EFU  plan-1  H7   0.020
 EFU  plan-1  H8   0.020
 EFU  plan-1  H9   0.020
 EFU  plan-1  H10  0.020
 EFU  plan-2  C22  0.020
 EFU  plan-2  C23  0.020
 EFU  plan-2  C24  0.020
 EFU  plan-2  C25  0.020
 EFU  plan-2  C26  0.020
 EFU  plan-2  C27  0.020
 EFU  plan-2  C28  0.020
 EFU  plan-2  H16  0.020
 EFU  plan-2  H17  0.020
 EFU  plan-2  H18  0.020
 EFU  plan-2  H19  0.020
 EFU  plan-2  H20  0.020
 EFU  plan-3  C1   0.020
 EFU  plan-3  C2   0.020
 EFU  plan-3  C3   0.020
 EFU  plan-3  C4   0.020
 EFU  plan-3  O5   0.020
 EFU  plan-3  C6   0.020
 EFU  plan-3  C9   0.020
 EFU  plan-3  C10  0.020
 EFU  plan-3  N11  0.020
 EFU  plan-3  N12  0.020
 EFU  plan-3  C13  0.020
 EFU  plan-3  C14  0.020
 EFU  plan-3  H1   0.020
 EFU  plan-3  H2   0.020
 EFU  plan-3  H4   0.020
 EFU  plan-4  C1   0.020
 EFU  plan-4  C6   0.020
 EFU  plan-4  N7   0.020
 EFU  plan-4  O8   0.020
 EFU  plan-4  C21  0.020
 EFU  plan-4  C22  0.020

