# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:07:29 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: methyl 5-(6-{[(cis-4-hydroxycyclohexyl)amino]methyl}-2,4-dihydroindeno[1,2-c]pyrazol-3-yl)furan-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1oc(cc1)c2[nH]nc3c2Cc4cc(CN[C@@H]5CC[C@H](O)CC5)ccc34
#
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
 H7K  H7K  'methyl 5-(6-{[(cis-4-hydroxycyclohexyl)amino]methyl}-2,4-dihydroindeno[1,2-c]pyrazol-3-yl)furan-2-carboxylate'  ligand  55  30  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H7K
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
 H7K  O3   O  O     0  -0.446   7.7212  -2.2382   0.3475
 H7K  C21  C  C     0   0.504   6.5765  -1.8525   0.3226
 H7K  O4   O  O2    0  -0.453   5.5191  -2.5938   0.5986
 H7K  C22  C  CH3   0  -0.424   5.7522  -3.9578   0.9553
 H7K  C18  C  CR5   0   0.227   6.2215  -0.4820  -0.0276
 H7K  O2   O  O     0  -0.421   4.9243  -0.1049  -0.0453
 H7K  C19  C  CR15  0  -0.296   7.0173   0.5686  -0.3669
 H7K  C20  C  CR15  0  -0.353   6.1510   1.6601  -0.6072
 H7K  C17  C  CR5   0   0.361   4.8865   1.1885  -0.3955
 H7K  C16  C  CR5   0   0.261   3.5804   1.7822  -0.4652
 H7K  N3   N  NR15  0  -0.531   3.3677   3.0827  -0.8032
 H7K  N2   N  N     0  -0.262   2.0839   3.4365  -0.8013
 H7K  C15  C  CR55  0   0.160   1.4589   2.3297  -0.4507
 H7K  C11  C  CR56  0   0.084   0.0901   1.8973  -0.2216
 H7K  C10  C  CR16  0  -0.301  -1.1319   2.5469  -0.3046
 H7K  C9   C  CR16  0  -0.302  -2.2892   1.8371  -0.0140
 H7K  C14  C  CR55  0  -0.072   2.3322   1.2580  -0.2264
 H7K  C13  C  CH2   0  -0.555   1.5834   0.0285   0.1653
 H7K  C12  C  CR56  0   0.048   0.1542   0.5430   0.1451
 H7K  C23  C  CR16  0  -0.377  -1.0063  -0.1525   0.4276
 H7K  C8   C  CR6   0   0.088  -2.2419   0.4926   0.3577
 H7K  C7   C  CH2   0  -0.315  -3.4997  -0.2551   0.7236
 H7K  N1   N  NH1   0  -0.595  -4.6335   0.1635  -0.0715
 H7K  C4   C  CH1   0  -0.061  -5.9228  -0.3277   0.3881
 H7K  C3   C  CH2   0  -0.447  -6.0765  -1.8516   0.3589
 H7K  C2   C  CH2   0  -0.452  -7.4653  -2.2874   0.8196
 H7K  C5   C  CH2   0  -0.429  -7.0317   0.3327  -0.4250
 H7K  C6   C  CH2   0  -0.483  -8.4160  -0.1130   0.0349
 H7K  C1   C  CH1   0   0.043  -8.5771  -1.6303   0.0154
 H7K  O1   O  OH1   0  -0.678  -8.5169  -2.1504  -1.3018
 H7K  H23  H  HCH3  0   0.243   6.3884  -4.0348   1.8362
 H7K  H24  H  HCH3  0   0.257   4.7757  -4.3775   1.1760
 H7K  H25  H  HCH3  0   0.243   6.2059  -4.5099   0.1328
 H7K  H20  H  HCR5  0   0.286   8.0926   0.5623  -0.4355
 H7K  H21  H  HCR5  0   0.279   6.4306   2.6601  -0.8961
 H7K  H3   H  HNR5  0   0.423   4.0650   3.7680  -1.0494
 H7K  H17  H  HCR6  0   0.248  -1.1892   3.5896  -0.5907
 H7K  H16  H  HCR6  0   0.247  -3.2509   2.3280  -0.0855
 H7K  H18  H  HCH2  0   0.278   1.7226  -0.7974  -0.5373
 H7K  H19  H  HCH2  0   0.277   1.8630  -0.3473   1.1530
 H7K  H22  H  HCR6  0   0.246  -0.9627  -1.2017   0.6999
 H7K  H15  H  HCH2  0   0.215  -3.2917  -1.3337   0.6779
 H7K  H14  H  HCH2  0   0.239  -3.7379  -0.0454   1.7728
 H7K  H13  H  HNH1  0   0.335  -4.4916  -0.1148  -1.0366
 H7K  H2   H  HCH1  0   0.210  -6.0300  -0.0008   1.4319
 H7K  H8   H  HCH2  0   0.211  -5.8860  -2.2094  -0.6585
 H7K  H7   H  HCH2  0   0.233  -5.3241  -2.3202   0.9988
 H7K  H6   H  HCH2  0   0.234  -7.5613  -3.3755   0.7710
 H7K  H5   H  HCH2  0   0.221  -7.6021  -2.0149   1.8706
 H7K  H9   H  HCH2  0   0.230  -6.9416   1.4185  -0.3429
 H7K  H10  H  HCH2  0   0.211  -6.8967   0.0886  -1.4843
 H7K  H12  H  HCH2  0   0.221  -8.5944   0.2375   1.0564
 H7K  H11  H  HCH2  0   0.235  -9.1901   0.3542  -0.5825
 H7K  H1   H  HCH1  0   0.208  -9.5427  -1.8854   0.4755
 H7K  H4   H  HOH1  0   0.445  -9.1465  -1.6663  -1.8451

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
 H7K  C2   C3   single    1.527  0.020  1.527
 H7K  C2   C1   single    1.521  0.020  1.521
 H7K  C3   C4   single    1.532  0.020  1.532
 H7K  O1   C1   single    1.417  0.020  1.417
 H7K  C1   C6   single    1.526  0.020  1.526
 H7K  N2   N3   aromatic  1.332  0.020  1.332
 H7K  N2   C15  aromatic  1.319  0.020  1.319
 H7K  C10  C9   aromatic  1.388  0.020  1.388
 H7K  C10  C11  aromatic  1.386  0.020  1.386
 H7K  C4   N1   single    1.454  0.020  1.454
 H7K  C4   C5   single    1.525  0.020  1.525
 H7K  C6   C5   single    1.525  0.020  1.525
 H7K  N1   C7   single    1.447  0.020  1.447
 H7K  C9   C8   aromatic  1.396  0.020  1.396
 H7K  N3   C16  aromatic  1.360  0.020  1.360
 H7K  C15  C11  aromatic  1.454  0.020  1.454
 H7K  C15  C14  aromatic  1.400  0.020  1.400
 H7K  C11  C12  aromatic  1.405  0.020  1.405
 H7K  C8   C7   single    1.508  0.020  1.508
 H7K  C8   C23  aromatic  1.396  0.020  1.396
 H7K  C16  C14  aromatic  1.375  0.020  1.375
 H7K  C16  C17  single    1.436  0.020  1.436
 H7K  C14  C13  single    1.492  0.020  1.492
 H7K  C12  C23  aromatic  1.382  0.020  1.382
 H7K  C12  C13  single    1.519  0.020  1.519
 H7K  C17  C20  aromatic  1.366  0.020  1.366
 H7K  C17  O2   aromatic  1.340  0.020  1.340
 H7K  C20  C19  aromatic  1.414  0.020  1.414
 H7K  O2   C18  aromatic  1.351  0.020  1.351
 H7K  C19  C18  aromatic  1.361  0.020  1.361
 H7K  C18  C21  single    1.458  0.020  1.458
 H7K  C21  O4   single    1.321  0.020  1.321
 H7K  C21  O3   double    1.208  0.020  1.208
 H7K  O4   C22  single    1.429  0.020  1.429
 H7K  C22  H23  single    0.970  0.020  1.090
 H7K  C22  H24  single    0.970  0.020  1.090
 H7K  C22  H25  single    0.970  0.020  1.090
 H7K  C19  H20  single    0.930  0.020  1.080
 H7K  C20  H21  single    0.930  0.020  1.080
 H7K  N3   H3   single    0.860  0.020  1.020
 H7K  C10  H17  single    0.930  0.020  1.080
 H7K  C9   H16  single    0.930  0.020  1.080
 H7K  C13  H18  single    0.970  0.020  1.090
 H7K  C13  H19  single    0.970  0.020  1.090
 H7K  C23  H22  single    0.930  0.020  1.080
 H7K  C7   H15  single    0.970  0.020  1.090
 H7K  C7   H14  single    0.970  0.020  1.090
 H7K  N1   H13  single    0.890  0.020  1.040
 H7K  C4   H2   single    0.970  0.020  1.090
 H7K  C3   H8   single    0.970  0.020  1.090
 H7K  C3   H7   single    0.970  0.020  1.090
 H7K  C2   H6   single    0.970  0.020  1.090
 H7K  C2   H5   single    0.970  0.020  1.090
 H7K  C5   H9   single    0.970  0.020  1.090
 H7K  C5   H10  single    0.970  0.020  1.090
 H7K  C6   H12  single    0.970  0.020  1.090
 H7K  C6   H11  single    0.970  0.020  1.090
 H7K  C1   H1   single    0.970  0.020  1.090
 H7K  O1   H4   single    0.850  0.020  0.980

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
 H7K  C18  C21  O4   112.51  3.000
 H7K  O4   C21  O3   125.11  3.000
 H7K  C18  C21  O3   122.38  3.000
 H7K  C22  O4   C21  117.22  3.000
 H7K  H25  C22  H24  109.40  3.000
 H7K  H25  C22  H23  109.36  3.000
 H7K  H24  C22  H23  109.50  3.000
 H7K  H25  C22  O4   111.29  3.000
 H7K  H24  C22  O4   105.84  3.000
 H7K  H23  C22  O4   111.38  3.000
 H7K  C19  C18  O2   110.04  3.000
 H7K  C19  C18  C21  130.02  3.000
 H7K  O2   C18  C21  119.94  3.000
 H7K  C17  O2   C18  107.44  3.000
 H7K  H20  C19  C20  127.23  3.000
 H7K  H20  C19  C18  126.50  3.000
 H7K  C20  C19  C18  106.26  3.000
 H7K  H21  C20  C17  127.01  3.000
 H7K  H21  C20  C19  127.07  3.000
 H7K  C17  C20  C19  105.91  3.000
 H7K  C16  C17  C20  133.74  3.000
 H7K  C20  C17  O2   110.34  3.000
 H7K  C16  C17  O2   115.92  3.000
 H7K  C14  C16  N3   105.41  3.000
 H7K  C14  C16  C17  131.27  3.000
 H7K  N3   C16  C17  123.32  3.000
 H7K  H3   N3   N2   119.11  3.000
 H7K  H3   N3   C16  127.04  3.000
 H7K  N2   N3   C16  113.85  3.000
 H7K  C15  N2   N3   103.55  3.000
 H7K  C14  C15  C11  109.53  3.000
 H7K  C14  C15  N2   112.91  3.000
 H7K  C11  C15  N2   137.56  3.000
 H7K  C12  C11  C10  120.51  3.000
 H7K  C12  C11  C15  106.56  3.000
 H7K  C10  C11  C15  132.93  3.000
 H7K  H17  C10  C9   120.24  3.000
 H7K  H17  C10  C11  120.91  3.000
 H7K  C9   C10  C11  118.86  3.000
 H7K  H16  C9   C8   119.00  3.000
 H7K  H16  C9   C10  119.67  3.000
 H7K  C8   C9   C10  121.33  3.000
 H7K  C13  C14  C15  111.09  3.000
 H7K  C13  C14  C16  144.64  3.000
 H7K  C15  C14  C16  104.27  3.000
 H7K  H19  C13  H18  106.76  3.000
 H7K  H19  C13  C12  111.66  3.000
 H7K  H18  C13  C12  111.54  3.000
 H7K  H19  C13  C14  113.09  3.000
 H7K  H18  C13  C14  112.95  3.000
 H7K  C12  C13  C14  100.93  3.000
 H7K  C23  C12  C13  128.08  3.000
 H7K  C13  C12  C11  111.90  3.000
 H7K  C23  C12  C11  120.01  3.000
 H7K  H22  C23  C8   119.69  3.000
 H7K  H22  C23  C12  120.28  3.000
 H7K  C8   C23  C12  120.03  3.000
 H7K  C7   C8   C23  119.80  3.000
 H7K  C23  C8   C9   119.25  3.000
 H7K  C7   C8   C9   120.92  3.000
 H7K  H14  C7   H15  105.58  3.000
 H7K  H14  C7   N1   107.48  3.000
 H7K  H15  C7   N1   114.16  3.000
 H7K  H14  C7   C8   108.57  3.000
 H7K  H15  C7   C8   108.57  3.000
 H7K  N1   C7   C8   112.14  3.000
 H7K  H13  N1   C4   109.39  3.000
 H7K  H13  N1   C7   109.50  3.000
 H7K  C4   N1   C7   115.05  3.000
 H7K  H2   C4   C5   107.85  3.000
 H7K  H2   C4   C3   107.71  3.000
 H7K  C5   C4   C3   110.34  3.000
 H7K  H2   C4   N1   106.63  3.000
 H7K  C5   C4   N1   109.25  3.000
 H7K  C3   C4   N1   114.77  3.000
 H7K  H7   C3   H8   106.50  3.000
 H7K  H7   C3   C2   109.09  3.000
 H7K  H8   C3   C2   110.20  3.000
 H7K  H7   C3   C4   110.26  3.000
 H7K  H8   C3   C4   108.98  3.000
 H7K  C2   C3   C4   111.68  3.000
 H7K  H5   C2   H6   106.23  3.000
 H7K  H5   C2   C1   107.99  3.000
 H7K  H6   C2   C1   110.01  3.000
 H7K  H5   C2   C3   109.41  3.000
 H7K  H6   C2   C3   110.52  3.000
 H7K  C1   C2   C3   112.46  3.000
 H7K  H10  C5   H9   106.50  3.000
 H7K  H10  C5   C6   109.77  3.000
 H7K  H9   C5   C6   110.03  3.000
 H7K  H10  C5   C4   109.23  3.000
 H7K  H9   C5   C4   109.29  3.000
 H7K  C6   C5   C4   111.87  3.000
 H7K  H11  C6   H12  105.92  3.000
 H7K  H11  C6   C1   110.03  3.000
 H7K  H12  C6   C1   108.24  3.000
 H7K  H11  C6   C5   110.30  3.000
 H7K  H12  C6   C5   109.62  3.000
 H7K  C1   C6   C5   112.49  3.000
 H7K  H1   C1   O1   109.94  3.000
 H7K  H1   C1   C6   108.54  3.000
 H7K  O1   C1   C6   111.85  3.000
 H7K  H1   C1   C2   108.68  3.000
 H7K  C6   C1   C2   110.21  3.000
 H7K  O1   C1   C2   107.56  3.000
 H7K  H4   O1   C1   108.20  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
 H7K  CONST_01  C16  C17  O2   C18   180.00   0.0  0
 H7K  CONST_02  C20  C17  O2   C18     0.00   0.0  0
 H7K  CONST_03  C17  C20  C19  C18     0.00   0.0  0
 H7K  CONST_04  N3   C16  C17  O2    180.00   0.0  0
 H7K  CONST_05  C14  C16  C17  O2      0.00   0.0  0
 H7K  CONST_06  C19  C20  C17  O2      0.00   0.0  0
 H7K  CONST_07  C20  C19  C18  O2      0.00   0.0  0
 H7K  CONST_08  C16  C17  C20  C19   180.00   0.0  0
 H7K  CONST_09  C17  O2   C18  C19     0.00   0.0  0
 H7K  CONST_10  N3   C16  C17  C20     0.00   0.0  0
 H7K  CONST_11  C14  C16  C17  C20   180.00   0.0  0
 H7K  CONST_12  N2   N3   C16  C17   180.00   0.0  0
 H7K  CONST_13  C15  C14  C16  C17   180.00   0.0  0
 H7K  CONST_14  C15  N2   N3   C16     0.00   0.0  0
 H7K  CONST_15  N2   C15  C14  C16     0.00   0.0  0
 H7K  CONST_16  C11  C15  C14  C16   180.00   0.0  0
 H7K  CONST_17  C11  C15  N2   N3    180.00   0.0  0
 H7K  CONST_18  C14  C15  N2   N3      0.00   0.0  0
 H7K  CONST_19  C15  C14  C16  N3      0.00   0.0  0
 H7K  CONST_20  C14  C16  N3   N2      0.00   0.0  0
 H7K  CONST_21  C10  C11  C15  N2      0.00   0.0  0
 H7K  CONST_22  C12  C11  C15  N2    180.00   0.0  0
 H7K  CONST_23  C9   C10  C11  C15   180.00   0.0  0
 H7K  CONST_24  C23  C12  C11  C15   180.00   0.0  0
 H7K  CONST_25  C8   C9   C10  C11     0.00   0.0  0
 H7K  CONST_26  C8   C23  C12  C11     0.00   0.0  0
 H7K  CONST_27  C23  C8   C9   C10     0.00   0.0  0
 H7K  CONST_28  C14  C15  C11  C10   180.00   0.0  0
 H7K  CONST_29  C23  C12  C11  C10     0.00   0.0  0
 H7K  CONST_30  C12  C11  C10  C9      0.00   0.0  0
 H7K  CONST_31  C12  C23  C8   C9      0.00   0.0  0
 H7K  CONST_32  C12  C11  C15  C14     0.00   0.0  0
 H7K  CONST_33  C13  C14  C16  C17     0.00   0.0  0
 H7K  CONST_34  C17  O2   C18  C21   180.00   0.0  0
 H7K  CONST_35  C20  C19  C18  C21   180.00   0.0  0
 H7K  CONST_36  C7   C8   C9   C10   180.00   0.0  0
 H7K  CONST_37  C7   C8   C23  C12   180.00   0.0  0
 H7K  CONST_38  H21  C20  C19  C18   180.00   0.0  0
 H7K  CONST_39  H20  C19  C18  O2    180.00   0.0  0
 H7K  CONST_40  H3   N3   C16  C17     0.00   0.0  0
 H7K  CONST_41  H17  C10  C11  C15     0.00   0.0  0
 H7K  CONST_42  H16  C9   C10  C11   180.00   0.0  0
 H7K  CONST_43  H22  C23  C12  C11   180.00   0.0  0
 H7K  Var_01    C1   C2   C3   C4     55.42  30.0  1
 H7K  Var_02    C1   C6   C5   C4    -55.19  30.0  1
 H7K  Var_03    H18  C13  C14  C16   -61.14  30.0  1
 H7K  Var_04    O2   C18  C21  O3    179.72  30.0  3
 H7K  Var_05    N1   C7   C8   C9     35.71  30.0  2
 H7K  Var_06    C4   N1   C7   C8   -169.05  30.0  2
 H7K  Var_07    C18  C21  O4   C22   179.99  30.0  1
 H7K  Var_08    H23  C22  O4   C21    59.07  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 H7K  chir_01  C4  C3  N1  C5  negativ
 H7K  chir_02  C1  O1  C6  C2  positiv

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
 H7K  plan-1  C21  0.020
 H7K  plan-1  C18  0.020
 H7K  plan-1  O2   0.020
 H7K  plan-1  C19  0.020
 H7K  plan-1  C20  0.020
 H7K  plan-1  C17  0.020
 H7K  plan-1  C16  0.020
 H7K  plan-1  H20  0.020
 H7K  plan-1  H21  0.020
 H7K  plan-2  C17  0.020
 H7K  plan-2  C16  0.020
 H7K  plan-2  N3   0.020
 H7K  plan-2  N2   0.020
 H7K  plan-2  C15  0.020
 H7K  plan-2  C11  0.020
 H7K  plan-2  C10  0.020
 H7K  plan-2  C9   0.020
 H7K  plan-2  C14  0.020
 H7K  plan-2  C13  0.020
 H7K  plan-2  C12  0.020
 H7K  plan-2  C23  0.020
 H7K  plan-2  C8   0.020
 H7K  plan-2  C7   0.020
 H7K  plan-2  H3   0.020
 H7K  plan-2  H17  0.020
 H7K  plan-2  H16  0.020
 H7K  plan-2  H22  0.020
 H7K  plan-3  O3   0.020
 H7K  plan-3  C21  0.020
 H7K  plan-3  O4   0.020
 H7K  plan-3  C18  0.020

