# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 15:26:10 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 2-[(4-oxidanylcyclohexyl)amino]-4-(3,6,6-trimethyl-4-oxidanylidene-5,7-dihydroindol-1-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cn(c2ccc(C(N)=O)c(N[C@H]3CC[C@H](O)CC3)c2)c4CC(C)(C)CC(=O)c14
#
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
 74E  74E  2-[(4-oxidanylcyclohexyl)amino]-4-(3,6,6-trimethyl-4-oxidanylidene-5,7-dihydroindol-1-yl)benzamide  ligand  61  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_74E
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
 74E  C4   C  CH2   0  -0.541   4.8456   1.0650   1.2816
 74E  C5   C  CR5   0   0.397   2.6298   0.2310  -0.2283
 74E  C6   C  CR5   0  -0.180   3.3860   1.2735  -0.7329
 74E  C7   C  CR5   0   0.035   2.7533   1.7461  -1.9282
 74E  C8   C  CR15  0  -0.125   1.6379   0.9803  -2.0848
 74E  C13  C  CR6   0   0.326   0.5326  -0.8913  -0.9056
 74E  C14  C  CR16  0  -0.317   0.8158  -2.2502  -0.9619
 74E  C15  C  CR16  0  -0.287  -0.2376  -3.1330  -0.8255
 74E  C1   C  C     0   0.316   4.5813   1.7241  -0.0574
 74E  C2   C  CH2   0  -0.478   2.9009  -0.5018   1.0353
 74E  C3   C  CT    0  -0.134   4.3927  -0.3986   1.3960
 74E  N9   N  NR5   0  -0.606   1.5739   0.0571  -1.0547
 74E  O12  O  O     0  -0.434   5.3111   2.6015  -0.4924
 74E  C16  C  CR6   0  -0.143  -1.5546  -2.7126  -0.6430
 74E  C17  C  CR6   0   0.400  -1.8334  -1.3199  -0.5586
 74E  C18  C  CR16  0  -0.385  -0.7521  -0.4305  -0.7073
 74E  C19  C  C     0   0.520  -2.6424  -3.7196  -0.4990
 74E  N20  N  NH2   0  -0.806  -2.4280  -4.9228  -1.0517
 74E  N21  N  NH1   0  -0.710  -3.0940  -0.8533  -0.3786
 74E  C22  C  CH1   0  -0.076  -3.4212   0.5221  -0.0669
 74E  C23  C  CH2   0  -0.452  -4.9122   0.7498  -0.2991
 74E  C24  C  CH2   0  -0.464  -5.3128   2.1846   0.0265
 74E  C25  C  CH1   0   0.084  -4.9336   2.5571   1.4509
 74E  C26  C  CH2   0  -0.478  -3.4410   2.3432   1.6777
 74E  C27  C  CH2   0  -0.449  -3.0420   0.9059   1.3656
 74E  O28  O  OH1   0  -0.678  -5.3214   3.8983   1.6706
 74E  C29  C  CH3   0  -0.738   3.2061   2.8446  -2.8290
 74E  O30  O  O     0  -0.503  -3.6871  -3.4729   0.1047
 74E  H1   H  HCH2  0   0.255   5.9091   1.1527   1.5181
 74E  H2   H  HCH2  0   0.268   4.3107   1.6627   2.0318
 74E  H3   H  HCR5  0   0.284   0.8845   0.9900  -2.8563
 74E  H4   H  HCH3  0   0.228   4.0204  -0.2562   3.5364
 74E  H5   H  HCH3  0   0.232   4.2729  -1.9037   2.9570
 74E  H6   H  HCH3  0   0.233   5.6439  -0.8085   3.1229
 74E  H7   H  HCH3  0   0.232   6.2898  -1.1767   0.6868
 74E  H8   H  HCH3  0   0.231   4.9655  -2.3357   0.6018
 74E  H9   H  HCH3  0   0.232   5.0808  -1.0426  -0.5870
 74E  H10  H  HCR6  0   0.269   1.8244  -2.6058  -1.1213
 74E  H11  H  HCR6  0   0.262  -0.0117  -4.1910  -0.8483
 74E  H12  H  HCH2  0   0.266   2.2994  -0.0615   1.8404
 74E  H13  H  HCH2  0   0.265   2.6015  -1.5505   0.9712
 74E  H14  H  HCR6  0   0.282  -0.9078   0.6373  -0.6451
 74E  H15  H  HNH2  0   0.413  -1.6619  -5.1132  -1.6728
 74E  H16  H  HNH2  0   0.406  -3.1351  -5.6347  -0.9676
 74E  H17  H  HNH1  0   0.393  -3.7572  -1.5514  -0.0714
 74E  H18  H  HCH1  0   0.234  -2.8833   1.1752  -0.7632
 74E  H19  H  HCH2  0   0.249  -5.1650   0.5145  -1.3350
 74E  H20  H  HCH2  0   0.223  -5.4836   0.0584   0.3308
 74E  H21  H  HCH2  0   0.221  -4.8178   2.8721  -0.6687
 74E  H22  H  HCH2  0   0.242  -6.3891   2.3069  -0.1180
 74E  H23  H  HCH1  0   0.187  -5.4780   1.8859   2.1343
 74E  H24  H  HCH2  0   0.220  -2.8808   3.0336   1.0376
 74E  H25  H  HCH2  0   0.237  -3.1788   2.5855   2.7117
 74E  H26  H  HCH2  0   0.223  -3.5458   0.2193   2.0551
 74E  H27  H  HCH2  0   0.245  -1.9693   0.7737   1.5241
 74E  H28  H  HOH1  0   0.446  -5.1166   4.1231   2.5835
 74E  H29  H  HCH3  0   0.237   4.1871   2.6355  -3.2565
 74E  H30  H  HCH3  0   0.235   2.5053   2.9836  -3.6513
 74E  H31  H  HCH3  0   0.237   3.2897   3.7922  -2.2961
 74E  C10  C  CH3   0  -0.644   4.5922  -0.8667   2.8349
 74E  C11  C  CH3   0  -0.637   5.2259  -1.2841   0.4671

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
 74E  O28  C25  single    1.413  0.020  1.413
 74E  C26  C25  single    1.525  0.020  1.525
 74E  C26  C27  single    1.524  0.020  1.524
 74E  C25  C24  single    1.520  0.020  1.520
 74E  C27  C22  single    1.531  0.020  1.531
 74E  C24  C23  single    1.525  0.020  1.525
 74E  C22  C23  single    1.526  0.020  1.526
 74E  C22  N21  single    1.448  0.020  1.448
 74E  N21  C17  single    1.356  0.020  1.356
 74E  C29  C7   single    1.491  0.020  1.491
 74E  C17  C18  aromatic  1.408  0.020  1.408
 74E  C17  C16  aromatic  1.423  0.020  1.423
 74E  C18  C13  aromatic  1.379  0.020  1.379
 74E  C8   C7   aromatic  1.362  0.020  1.362
 74E  C8   N9   aromatic  1.385  0.020  1.385
 74E  C7   C6   aromatic  1.433  0.020  1.433
 74E  O30  C19  double    1.232  0.020  1.232
 74E  C16  C19  single    1.489  0.020  1.489
 74E  C16  C15  aromatic  1.394  0.020  1.394
 74E  C19  N20  single    1.341  0.020  1.341
 74E  C13  N9   single    1.416  0.020  1.416
 74E  C13  C14  aromatic  1.389  0.020  1.389
 74E  N9   C5   aromatic  1.352  0.020  1.352
 74E  C6   C5   aromatic  1.383  0.020  1.383
 74E  C6   C1   single    1.445  0.020  1.445
 74E  C15  C14  aromatic  1.381  0.020  1.381
 74E  C5   C2   single    1.486  0.020  1.486
 74E  O12  C1   double    1.221  0.020  1.221
 74E  C1   C4   single    1.516  0.020  1.516
 74E  C2   C3   single    1.538  0.020  1.538
 74E  C11  C3   single    1.530  0.020  1.530
 74E  C4   C3   single    1.536  0.020  1.536
 74E  C3   C10  single    1.526  0.020  1.526
 74E  C4   H1   single    0.970  0.020  1.090
 74E  C4   H2   single    0.970  0.020  1.090
 74E  C8   H3   single    0.930  0.020  1.080
 74E  C10  H4   single    0.970  0.020  1.090
 74E  C10  H5   single    0.970  0.020  1.090
 74E  C10  H6   single    0.970  0.020  1.090
 74E  C11  H7   single    0.970  0.020  1.090
 74E  C11  H8   single    0.970  0.020  1.090
 74E  C11  H9   single    0.970  0.020  1.090
 74E  C14  H10  single    0.930  0.020  1.080
 74E  C15  H11  single    0.930  0.020  1.080
 74E  C2   H12  single    0.970  0.020  1.090
 74E  C2   H13  single    0.970  0.020  1.090
 74E  C18  H14  single    0.930  0.020  1.080
 74E  N20  H15  single    0.860  0.020  1.020
 74E  N20  H16  single    0.860  0.020  1.020
 74E  N21  H17  single    0.890  0.020  1.040
 74E  C22  H18  single    0.970  0.020  1.090
 74E  C23  H19  single    0.970  0.020  1.090
 74E  C23  H20  single    0.970  0.020  1.090
 74E  C24  H21  single    0.970  0.020  1.090
 74E  C24  H22  single    0.970  0.020  1.090
 74E  C25  H23  single    0.970  0.020  1.090
 74E  C26  H24  single    0.970  0.020  1.090
 74E  C26  H25  single    0.970  0.020  1.090
 74E  C27  H26  single    0.970  0.020  1.090
 74E  C27  H27  single    0.970  0.020  1.090
 74E  O28  H28  single    0.850  0.020  0.980
 74E  C29  H29  single    0.970  0.020  1.090
 74E  C29  H30  single    0.970  0.020  1.090
 74E  C29  H31  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
 74E  H2   C4   H1   106.41  3.000
 74E  H2   C4   C3   108.91  3.000
 74E  H1   C4   C3   110.32  3.000
 74E  H2   C4   C1   106.37  3.000
 74E  H1   C4   C1   109.02  3.000
 74E  C3   C4   C1   115.38  3.000
 74E  N9   C5   C2   126.79  3.000
 74E  C2   C5   C6   125.61  3.000
 74E  N9   C5   C6   107.51  3.000
 74E  C1   C6   C7   130.73  3.000
 74E  C1   C6   C5   121.12  3.000
 74E  C7   C6   C5   108.15  3.000
 74E  C29  C7   C8   126.40  3.000
 74E  C8   C7   C6   105.79  3.000
 74E  C29  C7   C6   127.81  3.000
 74E  H3   C8   N9   120.39  3.000
 74E  H3   C8   C7   130.49  3.000
 74E  N9   C8   C7   109.10  3.000
 74E  C18  C13  N9   118.44  3.000
 74E  N9   C13  C14  120.06  3.000
 74E  C18  C13  C14  121.50  3.000
 74E  H10  C14  C15  121.05  3.000
 74E  H10  C14  C13  121.18  3.000
 74E  C15  C14  C13  117.76  3.000
 74E  H11  C15  C16  119.65  3.000
 74E  H11  C15  C14  117.62  3.000
 74E  C16  C15  C14  122.72  3.000
 74E  O12  C1   C6   123.49  3.000
 74E  O12  C1   C4   121.53  3.000
 74E  C6   C1   C4   114.93  3.000
 74E  H13  C2   H12  106.14  3.000
 74E  H13  C2   C3   110.12  3.000
 74E  H12  C2   C3   109.43  3.000
 74E  H13  C2   C5   111.94  3.000
 74E  H12  C2   C5   109.03  3.000
 74E  C3   C2   C5   110.08  3.000
 74E  C2   C3   C11  110.30  3.000
 74E  C11  C3   C10  108.88  3.000
 74E  C2   C3   C10  109.10  3.000
 74E  C10  C3   C4   108.89  3.000
 74E  C11  C3   C4   110.22  3.000
 74E  C2   C3   C4   109.42  3.000
 74E  C13  N9   C8   123.97  3.000
 74E  C13  N9   C5   126.58  3.000
 74E  C8   N9   C5   109.44  3.000
 74E  C19  C16  C17  120.86  3.000
 74E  C19  C16  C15  119.91  3.000
 74E  C17  C16  C15  119.20  3.000
 74E  N21  C17  C18  120.70  3.000
 74E  C18  C17  C16  117.48  3.000
 74E  N21  C17  C16  121.79  3.000
 74E  H14  C18  C17  120.48  3.000
 74E  H14  C18  C13  118.20  3.000
 74E  C17  C18  C13  121.30  3.000
 74E  O30  C19  N20  121.15  3.000
 74E  N20  C19  C16  116.74  3.000
 74E  O30  C19  C16  122.11  3.000
 74E  H16  N20  H15  116.95  3.000
 74E  H16  N20  C19  119.18  3.000
 74E  H15  N20  C19  123.15  3.000
 74E  H17  N21  C22  116.26  3.000
 74E  H17  N21  C17  114.37  3.000
 74E  C22  N21  C17  124.44  3.000
 74E  H18  C22  C27  108.88  3.000
 74E  H18  C22  C23  107.09  3.000
 74E  C27  C22  C23  110.30  3.000
 74E  H18  C22  N21  108.57  3.000
 74E  C23  C22  N21  109.26  3.000
 74E  C27  C22  N21  112.56  3.000
 74E  H20  C23  H19  106.77  3.000
 74E  H20  C23  C24  109.50  3.000
 74E  H19  C23  C24  110.16  3.000
 74E  H20  C23  C22  109.13  3.000
 74E  H19  C23  C22  109.78  3.000
 74E  C24  C23  C22  111.38  3.000
 74E  H22  C24  H21  106.90  3.000
 74E  H22  C24  C25  110.00  3.000
 74E  H21  C24  C25  109.15  3.000
 74E  H22  C24  C23  109.63  3.000
 74E  H21  C24  C23  109.64  3.000
 74E  C25  C24  C23  111.41  3.000
 74E  H23  C25  O28  110.25  3.000
 74E  H23  C25  C26  107.82  3.000
 74E  O28  C25  C26  112.25  3.000
 74E  H23  C25  C24  107.97  3.000
 74E  C26  C25  C24  110.43  3.000
 74E  O28  C25  C24  108.04  3.000
 74E  H25  C26  H24  106.87  3.000
 74E  H25  C26  C27  109.86  3.000
 74E  H24  C26  C27  109.92  3.000
 74E  H25  C26  C25  110.13  3.000
 74E  H24  C26  C25  108.98  3.000
 74E  C27  C26  C25  110.99  3.000
 74E  H27  C27  H26  106.52  3.000
 74E  H27  C27  C26  109.97  3.000
 74E  H26  C27  C26  109.99  3.000
 74E  H27  C27  C22  110.41  3.000
 74E  H26  C27  C22  108.53  3.000
 74E  C26  C27  C22  111.30  3.000
 74E  H28  O28  C25  108.11  3.000
 74E  H31  C29  H30  107.90  3.000
 74E  H31  C29  H29  106.81  3.000
 74E  H30  C29  H29  107.90  3.000
 74E  H31  C29  C7   111.61  3.000
 74E  H30  C29  C7   110.78  3.000
 74E  H29  C29  C7   111.64  3.000
 74E  H6   C10  H5   107.62  3.000
 74E  H6   C10  H4   107.77  3.000
 74E  H5   C10  H4   107.82  3.000
 74E  H6   C10  C3   110.99  3.000
 74E  H5   C10  C3   111.01  3.000
 74E  H4   C10  C3   111.46  3.000
 74E  H9   C11  H8   107.50  3.000
 74E  H9   C11  H7   107.59  3.000
 74E  H8   C11  H7   107.60  3.000
 74E  H9   C11  C3   112.70  3.000
 74E  H8   C11  C3   110.65  3.000
 74E  H7   C11  C3   110.59  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
 74E  CONST_01  C7   C8   N9   C5     0.00   0.0  0
 74E  CONST_04  C8   C7   C6   C5     0.00   0.0  0
 74E  CONST_05  N9   C8   C7   C6     0.00   0.0  0
 74E  CONST_06  C8   N9   C5   C6     0.00   0.0  0
 74E  CONST_07  C13  N9   C5   C6   180.00   0.0  0
 74E  CONST_08  C13  N9   C8   C7   180.00   0.0  0
 74E  CONST_09  N9   C5   C6   C7     0.00   0.0  0
 74E  CONST_12  C16  C17  C18  C13    0.00   0.0  0
 74E  CONST_13  C16  C15  C14  C13    0.00   0.0  0
 74E  CONST_14  C17  C18  C13  C14    0.00   0.0  0
 74E  CONST_15  C17  C16  C15  C14    0.00   0.0  0
 74E  CONST_16  C18  C17  C16  C15    0.00   0.0  0
 74E  CONST_17  C18  C13  C14  C15    0.00   0.0  0
 74E  CONST_18  N9   C13  C14  C15  180.00   0.0  0
 74E  CONST_19  C17  C18  C13  N9   180.00   0.0  0
 74E  CONST_20  C2   C5   N9   C13    0.00   0.0  0
 74E  CONST_21  C29  C7   C6   C5   180.00   0.0  0
 74E  CONST_22  N21  C17  C18  C13  180.00   0.0  0
 74E  CONST_23  C19  C16  C15  C14  180.00   0.0  0
 74E  CONST_24  N21  C17  C16  C15  180.00   0.0  0
 74E  CONST_25  C29  C7   C6   C1     0.00   0.0  0
 74E  CONST_26  C29  C7   C8   N9   180.00   0.0  0
 74E  CONST_27  C19  C16  C17  C18  180.00   0.0  0
 74E  CONST_28  C22  N21  C17  C16  180.00   0.0  0
 74E  CONST_29  C22  N21  C17  C18    0.00   0.0  0
 74E  CONST_30  H3   C8   N9   C5   180.00   0.0  0
 74E  CONST_31  H11  C15  C14  C13  180.00   0.0  0
 74E  CONST_32  H14  C18  C13  C14  180.00   0.0  0
 74E  CONST_33  H10  C14  C13  N9     0.00   0.0  0
 74E  CONST_35  H15  N20  C19  C16    0.00   0.0  0
 74E  CONST_36  H16  N20  C19  C16  180.00   0.0  0
 74E  Var_01    C7   C6   C1   C4   173.30  30.0  1
 74E  Var_02    C5   C2   C3   C4    47.93  30.0  1
 74E  Var_03    C3   C2   C5   C6   -24.45  30.0  1
 74E  Var_04    C3   C4   C1   C6    33.03  30.0  1
 74E  Var_05    C2   C3   C4   C1   -54.94  30.0  1
 74E  Var_06    C25  C26  C27  C22   56.78  30.0  1
 74E  Var_07    C25  C24  C23  C22  -56.15  30.0  1
 74E  Var_08    O30  C19  C16  C15  154.13  30.0  2
 74E  Var_09    H7   C11  C3   C4    56.28  30.0  3
 74E  Var_10    H4   C10  C3   C4    59.34  30.0  3
 74E  Var_11    H29  C29  C7   C6    60.68  30.0  2

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
 74E  chir_01  C22  C27  C23  N21  positiv
 74E  chir_02  C25  O28  C26  C24  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
 74E  plan-1  C13  0.020
 74E  plan-1  C14  0.020
 74E  plan-1  C15  0.020
 74E  plan-1  N9   0.020
 74E  plan-1  C16  0.020
 74E  plan-1  C17  0.020
 74E  plan-1  C18  0.020
 74E  plan-1  C19  0.020
 74E  plan-1  N21  0.020
 74E  plan-1  H10  0.020
 74E  plan-1  H11  0.020
 74E  plan-1  H14  0.020
 74E  plan-2  C5   0.020
 74E  plan-2  C6   0.020
 74E  plan-2  C7   0.020
 74E  plan-2  C8   0.020
 74E  plan-2  C13  0.020
 74E  plan-2  C1   0.020
 74E  plan-2  C2   0.020
 74E  plan-2  N9   0.020
 74E  plan-2  C29  0.020
 74E  plan-2  H3   0.020
 74E  plan-3  C16  0.020
 74E  plan-3  C19  0.020
 74E  plan-3  N20  0.020
 74E  plan-3  O30  0.020
 74E  plan-3  H15  0.020
 74E  plan-3  H16  0.020
 74E  plan-4  C17  0.020
 74E  plan-4  N21  0.020
 74E  plan-4  C22  0.020
 74E  plan-4  H17  0.020
 74E  plan-5  C4   0.020
 74E  plan-5  C6   0.020
 74E  plan-5  C1   0.020
 74E  plan-5  O12  0.020

