# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 10:33:28 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: (8alpha)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34
#
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
 7LD  7LD  (8alpha)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide  ligand  49  24  .  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_7LD
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
 7LD  N1   N  NR15  0  -0.697   5.1396   0.3885   0.3708
 7LD  N3   N  NT    0  -0.441  -3.8528   0.4659   0.2842
 7LD  C4   C  CR16  0  -0.327   3.9712   2.5941  -0.1202
 7LD  C5   C  CR16  0  -0.263   2.6923   3.0826  -0.3506
 7LD  C6   C  CR66  0   0.133   1.6653   0.8994  -0.1330
 7LD  C7   C  CR56  0  -0.013   3.3209  -0.9210   0.3763
 7LD  C8   C  CR15  0  -0.099   4.6777  -0.9012   0.5283
 7LD  C10  C  C1    0  -0.282  -0.6748   0.1912   0.1232
 7LD  C13  C  CH2   0  -0.263  -1.2938  -1.9910  -0.8159
 7LD  C15  C  C     0  -0.532   2.2497  -1.9560   0.4540
 7LD  C17  C  CH2   0  -0.346  -3.6579   0.5660   1.7246
 7LD  C20  C  CH3   0  -0.656  -4.7681   2.5398  -0.7155
 7LD  N2   N  NT    0  -0.446  -0.0411  -2.4904  -0.2796
 7LD  C12  C  CH3   0  -0.535   0.2783  -3.7775  -0.8656
 7LD  C11  C  CR16  0  -0.090   1.0493  -1.5389  -0.4330
 7LD  C3   C  C     0  -0.028   2.9476   0.4148   0.1041
 7LD  C1   C  CR56  0   0.368   4.0906   1.2229   0.1091
 7LD  C2   C  CR16  0  -0.390   1.5503   2.2619  -0.3669
 7LD  C9   C  CR6   0   0.037   0.5986  -0.1141  -0.1283
 7LD  C14  C  CH1   0  -0.453  -1.7756  -0.8246   0.0323
 7LD  C16  C  C     0   0.578  -3.0202  -0.1732  -0.5609
 7LD  O1   O  O     0  -0.501  -3.2310  -0.2163  -1.7674
 7LD  C19  C  CH2   0  -0.317  -5.0410   1.1181  -0.2510
 7LD  C18  C  CH3   0  -0.649  -4.3406  -0.5545   2.4935
 7LD  H1   H  HNR5  0   0.407   6.1070   0.6576   0.4323
 7LD  H2   H  HCR6  0   0.259   4.8270   3.2565  -0.1252
 7LD  H3   H  HCR6  0   0.249   2.5687   4.1418  -0.5373
 7LD  H4   H  HCR5  0   0.279   5.3707  -1.7004   0.7403
 7LD  H5   H  H     0   0.252  -0.9354   1.2135   0.3792
 7LD  H6   H  HCH2  0   0.210  -1.2011  -1.6854  -1.8679
 7LD  H7   H  HCH2  0   0.245  -2.0288  -2.7976  -0.7801
 7LD  H8   H  H     0   0.254   2.6267  -2.9316   0.1461
 7LD  H9   H  H     0   0.242   1.8852  -2.0671   1.4806
 7LD  H10  H  HCH2  0   0.261  -2.5974   0.6016   1.9675
 7LD  H11  H  HCH2  0   0.262  -4.0581   1.5304   2.0418
 7LD  H12  H  HCH3  0   0.232  -5.6896   3.0076  -1.0634
 7LD  H13  H  HCH3  0   0.225  -4.3707   3.1525   0.0950
 7LD  H14  H  HCH3  0   0.231  -4.0521   2.5550  -1.5367
 7LD  H16  H  HCH3  0   0.242   1.1317  -4.2389  -0.3717
 7LD  H17  H  HCH3  0   0.240  -0.5663  -4.4552  -0.7416
 7LD  H18  H  HCH3  0   0.197   0.5059  -3.7157  -1.9408
 7LD  H19  H  HCR6  0   0.216   1.4129  -1.5322  -1.4796
 7LD  H20  H  HCR6  0   0.238   0.5879   2.7075  -0.5877
 7LD  H21  H  HCH1  0   0.281  -2.0007  -1.2159   1.0302
 7LD  H22  H  HCH2  0   0.249  -5.4434   0.5218  -1.0684
 7LD  H23  H  HCH2  0   0.245  -5.7974   1.1204   0.5353
 7LD  H24  H  HCH3  0   0.233  -5.4153  -0.5646   2.3088
 7LD  H25  H  HCH3  0   0.229  -3.9413  -1.5292   2.2100
 7LD  H26  H  HCH3  0   0.236  -4.1859  -0.4264   3.5649

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
 7LD  C12  N2   single    1.450  0.020  1.450
 7LD  C8   C7   aromatic  1.365  0.020  1.365
 7LD  C8   N1   aromatic  1.379  0.020  1.379
 7LD  C15  C7   single    1.491  0.020  1.491
 7LD  C15  C11  single    1.550  0.020  1.550
 7LD  C7   C3   aromatic  1.414  0.020  1.414
 7LD  N1   C1   aromatic  1.366  0.020  1.366
 7LD  N2   C11  single    1.455  0.020  1.455
 7LD  N2   C13  single    1.451  0.020  1.451
 7LD  C11  C9   single    1.525  0.020  1.525
 7LD  C3   C1   aromatic  1.400  0.020  1.400
 7LD  C3   C6   aromatic  1.391  0.020  1.391
 7LD  C13  C14  single    1.521  0.020  1.521
 7LD  C1   C4   aromatic  1.395  0.020  1.395
 7LD  C9   C6   single    1.471  0.020  1.471
 7LD  C9   C10  double    1.333  0.020  1.333
 7LD  C6   C2   aromatic  1.387  0.020  1.387
 7LD  C4   C5   aromatic  1.388  0.020  1.388
 7LD  C14  C10  single    1.501  0.020  1.501
 7LD  C14  C16  single    1.525  0.020  1.525
 7LD  C17  N3   single    1.457  0.020  1.457
 7LD  C17  C18  single    1.521  0.020  1.521
 7LD  C2   C5   aromatic  1.406  0.020  1.406
 7LD  C16  N3   single    1.348  0.020  1.348
 7LD  C16  O1   double    1.226  0.020  1.226
 7LD  N3   C19  single    1.457  0.020  1.457
 7LD  C20  C19  single    1.520  0.020  1.520
 7LD  N1   H1   single    0.860  0.020  1.020
 7LD  C4   H2   single    0.930  0.020  1.080
 7LD  C5   H3   single    0.930  0.020  1.080
 7LD  C8   H4   single    0.930  0.020  1.080
 7LD  C10  H5   single    0.930  0.020  1.080
 7LD  C13  H6   single    0.970  0.020  1.090
 7LD  C13  H7   single    0.970  0.020  1.090
 7LD  C15  H8   single    0.970  0.020  1.090
 7LD  C15  H9   single    0.970  0.020  1.090
 7LD  C17  H10  single    0.970  0.020  1.090
 7LD  C17  H11  single    0.970  0.020  1.090
 7LD  C20  H12  single    0.970  0.020  1.090
 7LD  C20  H13  single    0.970  0.020  1.090
 7LD  C20  H14  single    0.970  0.020  1.090
 7LD  C12  H16  single    0.970  0.020  1.090
 7LD  C12  H17  single    0.970  0.020  1.090
 7LD  C12  H18  single    0.970  0.020  1.090
 7LD  C11  H19  single    0.970  0.020  1.090
 7LD  C2   H20  single    0.930  0.020  1.080
 7LD  C14  H21  single    0.970  0.020  1.090
 7LD  C19  H22  single    0.970  0.020  1.090
 7LD  C19  H23  single    0.970  0.020  1.090
 7LD  C18  H24  single    0.970  0.020  1.090
 7LD  C18  H25  single    0.970  0.020  1.090
 7LD  C18  H26  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
 7LD  H1   N1   C1   125.93  3.000
 7LD  H1   N1   C8   124.43  3.000
 7LD  C1   N1   C8   109.64  3.000
 7LD  C19  N3   C16  119.06  3.000
 7LD  C19  N3   C17  116.20  3.000
 7LD  C16  N3   C17  124.75  3.000
 7LD  H2   C4   C1   122.31  3.000
 7LD  H2   C4   C5   120.82  3.000
 7LD  C1   C4   C5   116.87  3.000
 7LD  H3   C5   C2   118.44  3.000
 7LD  H3   C5   C4   118.56  3.000
 7LD  C2   C5   C4   123.00  3.000
 7LD  C9   C6   C2   128.10  3.000
 7LD  C2   C6   C3   116.57  3.000
 7LD  C9   C6   C3   115.32  3.000
 7LD  C3   C7   C15  118.43  3.000
 7LD  C3   C7   C8   105.67  3.000
 7LD  C15  C7   C8   135.89  3.000
 7LD  H4   C8   C7   130.49  3.000
 7LD  H4   C8   N1   120.01  3.000
 7LD  C7   C8   N1   109.50  3.000
 7LD  H5   C10  C14  118.40  3.000
 7LD  H5   C10  C9   119.29  3.000
 7LD  C14  C10  C9   122.29  3.000
 7LD  H7   C13  H6   107.07  3.000
 7LD  H7   C13  C14  109.58  3.000
 7LD  H6   C13  C14  110.32  3.000
 7LD  H7   C13  N2   108.35  3.000
 7LD  H6   C13  N2   112.12  3.000
 7LD  C14  C13  N2   109.35  3.000
 7LD  H9   C15  H8   106.80  3.000
 7LD  H9   C15  C11  107.82  3.000
 7LD  H8   C15  C11  110.31  3.000
 7LD  H9   C15  C7   110.99  3.000
 7LD  H8   C15  C7   110.97  3.000
 7LD  C11  C15  C7   109.86  3.000
 7LD  H11  C17  H10  105.28  3.000
 7LD  H11  C17  C18  109.85  3.000
 7LD  H10  C17  C18  110.41  3.000
 7LD  H11  C17  N3   107.40  3.000
 7LD  H10  C17  N3   110.68  3.000
 7LD  C18  C17  N3   112.90  3.000
 7LD  H14  C20  H13  108.22  3.000
 7LD  H14  C20  H12  108.00  3.000
 7LD  H13  C20  H12  107.69  3.000
 7LD  H14  C20  C19  111.18  3.000
 7LD  H13  C20  C19  111.32  3.000
 7LD  H12  C20  C19  110.30  3.000
 7LD  C11  N2   C12  111.89  3.000
 7LD  C11  N2   C13  112.51  3.000
 7LD  C12  N2   C13  110.26  3.000
 7LD  H18  C12  H17  107.84  3.000
 7LD  H18  C12  H16  107.75  3.000
 7LD  H17  C12  H16  107.00  3.000
 7LD  H18  C12  N2   112.99  3.000
 7LD  H17  C12  N2   109.59  3.000
 7LD  H16  C12  N2   111.44  3.000
 7LD  H19  C11  C9   106.27  3.000
 7LD  H19  C11  N2   110.45  3.000
 7LD  C9   C11  N2   111.61  3.000
 7LD  H19  C11  C15  106.75  3.000
 7LD  C9   C11  C15  111.47  3.000
 7LD  N2   C11  C15  110.13  3.000
 7LD  C1   C3   C7   109.22  3.000
 7LD  C1   C3   C6   123.52  3.000
 7LD  C7   C3   C6   127.26  3.000
 7LD  C3   C1   C4   119.79  3.000
 7LD  C4   C1   N1   134.24  3.000
 7LD  C3   C1   N1   105.97  3.000
 7LD  H20  C2   C6   120.80  3.000
 7LD  H20  C2   C5   118.92  3.000
 7LD  C6   C2   C5   120.26  3.000
 7LD  C11  C9   C10  122.26  3.000
 7LD  C10  C9   C6   122.36  3.000
 7LD  C11  C9   C6   115.38  3.000
 7LD  H21  C14  C16  109.84  3.000
 7LD  H21  C14  C13  107.42  3.000
 7LD  C16  C14  C13  111.67  3.000
 7LD  H21  C14  C10  109.72  3.000
 7LD  C16  C14  C10  109.46  3.000
 7LD  C13  C14  C10  108.70  3.000
 7LD  O1   C16  C14  120.56  3.000
 7LD  O1   C16  N3   121.86  3.000
 7LD  C14  C16  N3   117.57  3.000
 7LD  H23  C19  H22  106.62  3.000
 7LD  H23  C19  C20  110.04  3.000
 7LD  H22  C19  C20  110.43  3.000
 7LD  H23  C19  N3   107.55  3.000
 7LD  H22  C19  N3   109.39  3.000
 7LD  C20  C19  N3   112.60  3.000
 7LD  H26  C18  H25  107.96  3.000
 7LD  H26  C18  H24  107.91  3.000
 7LD  H25  C18  H24  107.96  3.000
 7LD  H26  C18  C17  110.28  3.000
 7LD  H25  C18  C17  111.26  3.000
 7LD  H24  C18  C17  111.33  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
 7LD  CONST_01  C3   C7   C8   N1      0.00   0.0  0
 7LD  CONST_02  C7   C3   C1   N1      0.00   0.0  0
 7LD  CONST_03  C6   C3   C1   N1    180.00   0.0  0
 7LD  CONST_04  C5   C4   C1   N1    180.00   0.0  0
 7LD  CONST_05  C8   N1   C1   C4    180.00   0.0  0
 7LD  CONST_06  C7   C3   C1   C4    180.00   0.0  0
 7LD  CONST_07  C6   C3   C1   C4      0.00   0.0  0
 7LD  CONST_08  C6   C2   C5   C4      0.00   0.0  0
 7LD  CONST_09  C3   C1   C4   C5      0.00   0.0  0
 7LD  CONST_10  C3   C6   C2   C5      0.00   0.0  0
 7LD  CONST_11  C8   C7   C3   C6    180.00   0.0  0
 7LD  CONST_12  C1   N1   C8   C7      0.00   0.0  0
 7LD  CONST_13  C2   C6   C3   C7    180.00   0.0  0
 7LD  CONST_14  C1   C3   C7   C8      0.00   0.0  0
 7LD  CONST_15  C3   C1   N1   C8      0.00   0.0  0
 7LD  CONST_16  C2   C6   C3   C1      0.00   0.0  0
 7LD  CONST_17  C2   C5   C4   C1      0.00   0.0  0
 7LD  CONST_18  H2   C4   C1   N1      0.00   0.0  0
 7LD  CONST_19  H1   N1   C1   C4      0.00   0.0  0
 7LD  CONST_20  H20  C2   C5   C4    180.00   0.0  0
 7LD  CONST_21  H3   C5   C2   C6    180.00   0.0  0
 7LD  CONST_22  H4   C8   C7   C15     0.00   0.0  0
 7LD  CONST_23  C14  C16  N3   C17     0.00   0.0  0
 7LD  CONST_24  C19  N3   C16  C14   180.00   0.0  0
 7LD  CONST_25  O1   C16  N3   C17   180.00   0.0  0
 7LD  CONST_26  C19  N3   C16  O1      0.00   0.0  0
 7LD  Var_01    C14  C10  C9   C6    175.57  30.0  1
 7LD  Var_02    C11  C15  C7   C8   -153.43  30.0  1
 7LD  Var_03    C3   C6   C9   C10   156.26  30.0  1
 7LD  Var_04    C14  C13  N2   C11   -67.60  30.0  1
 7LD  Var_05    H16  C12  N2   C13  -171.48  30.0  3
 7LD  Var_06    C20  C19  N3   C17    93.06  30.0  3
 7LD  Var_07    C18  C17  N3   C16   -91.75  30.0  1
 7LD  Var_08    H24  C18  C17  N3    -59.04  30.0  3
 7LD  Var_09    H12  C20  C19  N3   -177.28  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
 7LD  chir_01  C11  C15  N2   C9   negativ
 7LD  chir_02  C14  C16  C10  C13  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
 7LD  plan-1  N3   0.020
 7LD  plan-1  C17  0.020
 7LD  plan-1  C14  0.020
 7LD  plan-1  C16  0.020
 7LD  plan-1  O1   0.020
 7LD  plan-1  C19  0.020
 7LD  plan-2  N1   0.020
 7LD  plan-2  C4   0.020
 7LD  plan-2  C5   0.020
 7LD  plan-2  C6   0.020
 7LD  plan-2  C7   0.020
 7LD  plan-2  C8   0.020
 7LD  plan-2  C15  0.020
 7LD  plan-2  C3   0.020
 7LD  plan-2  C1   0.020
 7LD  plan-2  C2   0.020
 7LD  plan-2  C9   0.020
 7LD  plan-2  H1   0.020
 7LD  plan-2  H2   0.020
 7LD  plan-2  H3   0.020
 7LD  plan-2  H4   0.020
 7LD  plan-2  H20  0.020

