# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 06:50:33 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 9-hydroxy-5,11-dimethyl-4,6-dihydro-1H-pyrido[4,3-b]carbazol-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c2CC=NC(=O)c2c(C)c3c1[nH]c4ccc(O)cc34
#
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
 1EL  1EL  9-hydroxy-5,11-dimethyl-4,6-dihydro-1H-pyrido[4,3-b]carbazol-1-one  ligand  35  21  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1EL
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
 1EL  C1    C  CR6   0   0.376   4.1633   0.7734   0.0719
 1EL  O1    O  OH1   0  -0.644   5.1400   1.7119   0.0741
 1EL  C2    C  CR16  0  -0.358   4.5742  -0.5671   0.0749
 1EL  C3    C  CR16  0  -0.298   3.6484  -1.5925   0.0561
 1EL  C4    C  CR56  0   0.307   2.3005  -1.2588   0.0446
 1EL  C5    C  CR56  0   0.107   1.8650   0.0782   0.0600
 1EL  C6    C  CR16  0  -0.548   2.8164   1.1029   0.0606
 1EL  N7    N  NR15  0  -0.795   1.2028  -2.0862   0.0049
 1EL  C8    C  CR56  0   0.353   0.0659  -1.3396  -0.0119
 1EL  C9    C  CR56  0   0.029   0.4166   0.0313   0.0349
 1EL  C10   C  CR6   0   0.003  -1.2548  -1.7850  -0.0479
 1EL  C11   C  CH3   0  -0.745  -1.6044  -3.2436  -0.0695
 1EL  C12   C  CR66  0   0.073  -2.2278  -0.7981  -0.0461
 1EL  C13   C  CR66  0  -0.176  -1.9048   0.5788  -0.0348
 1EL  C14   C  CR6   0  -0.007  -0.5724   1.0147   0.0456
 1EL  C15   C  CH3   0  -0.762  -0.1706   2.4514   0.2076
 1EL  C16   C  C     0  -0.607  -3.6687  -1.2015  -0.0483
 1EL  C17   C  CR16  0   0.004  -4.5957  -0.0840   0.2434
 1EL  N18   N  N     0  -0.398  -4.3108   1.1517   0.1883
 1EL  C19   C  CR6   0   0.408  -3.0180   1.5299  -0.2106
 1EL  O19   O  O     0  -0.411  -2.8841   2.6328  -0.6996
 1EL  HO1   H  HOH1  0   0.472   4.7540   2.5944   0.0716
 1EL  H2    H  HCR6  0   0.266   5.6327  -0.7948   0.0842
 1EL  H3    H  HCR6  0   0.267   3.9718  -2.6252   0.0471
 1EL  H6    H  HCR6  0   0.267   2.5218   2.1443   0.0397
 1EL  H11   H  HCH3  0   0.260  -2.0162  -3.5712   0.8875
 1EL  H11A  H  HCH3  0   0.256  -2.3500  -3.4641  -0.8338
 1EL  H11B  H  HCH3  0   0.248  -0.7431  -3.8749  -0.2805
 1EL  H15   H  HCH3  0   0.252   0.1401   2.8932  -0.7416
 1EL  H15A  H  HCH3  0   0.262  -0.9658   3.0705   0.6082
 1EL  H15B  H  HCH3  0   0.242   0.6725   2.5233   0.8926
 1EL  H16   H  H     0   0.311  -3.9621  -1.6382  -1.0124
 1EL  H16A  H  H     0   0.295  -3.8584  -1.9933   0.6818
 1EL  H17   H  HCR6  0   0.281  -5.6102  -0.3529   0.5295
 1EL  HN7   H  HNR5  0   0.410   1.2462  -3.0910  -0.0085

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
 1EL  O1   C1    single    1.354  0.020  1.354
 1EL  C2   C1    aromatic  1.402  0.020  1.402
 1EL  C1   C6    aromatic  1.387  0.020  1.387
 1EL  O1   HO1   single    0.850  0.020  0.980
 1EL  C2   C3    aromatic  1.382  0.020  1.382
 1EL  C2   H2    single    0.930  0.020  1.080
 1EL  C3   C4    aromatic  1.389  0.020  1.389
 1EL  C3   H3    single    0.930  0.020  1.080
 1EL  C4   C5    aromatic  1.406  0.020  1.406
 1EL  C4   N7    aromatic  1.375  0.020  1.375
 1EL  C6   C5    aromatic  1.398  0.020  1.398
 1EL  C5   C9    aromatic  1.449  0.020  1.449
 1EL  C6   H6    single    0.930  0.020  1.080
 1EL  N7   C8    aromatic  1.360  0.020  1.360
 1EL  C9   C8    aromatic  1.416  0.020  1.416
 1EL  C8   C10   aromatic  1.394  0.020  1.394
 1EL  C9   C14   aromatic  1.395  0.020  1.395
 1EL  C10  C11   single    1.500  0.020  1.500
 1EL  C10  C12   aromatic  1.386  0.020  1.386
 1EL  C11  H11   single    0.970  0.020  1.090
 1EL  C11  H11A  single    0.970  0.020  1.090
 1EL  C11  H11B  single    0.970  0.020  1.090
 1EL  C13  C12   aromatic  1.414  0.020  1.414
 1EL  C12  C16   single    1.496  0.020  1.496
 1EL  C14  C13   aromatic  1.404  0.020  1.404
 1EL  C13  C19   single    1.475  0.020  1.475
 1EL  C15  C14   single    1.501  0.020  1.501
 1EL  C15  H15   single    0.970  0.020  1.090
 1EL  C15  H15A  single    0.970  0.020  1.090
 1EL  C15  H15B  single    0.970  0.020  1.090
 1EL  C16  C17   single    1.481  0.020  1.481
 1EL  C16  H16   single    0.970  0.020  1.090
 1EL  C16  H16A  single    0.970  0.020  1.090
 1EL  N18  C17   double    1.269  0.020  1.269
 1EL  C17  H17   single    0.930  0.020  1.080
 1EL  C19  N18   single    1.405  0.020  1.405
 1EL  O19  C19   double    1.214  0.020  1.214
 1EL  N7   HN7   single    0.860  0.020  1.020

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
 1EL  C6    C1   C2    120.78  3.000
 1EL  C6    C1   O1    122.40  3.000
 1EL  C2    C1   O1    116.82  3.000
 1EL  HO1   O1   C1    110.24  3.000
 1EL  H2    C2   C3    119.94  3.000
 1EL  H2    C2   C1    119.18  3.000
 1EL  C3    C2   C1    120.87  3.000
 1EL  H3    C3   C4    121.28  3.000
 1EL  H3    C3   C2    120.54  3.000
 1EL  C4    C3   C2    118.18  3.000
 1EL  N7    C4   C5    108.97  3.000
 1EL  N7    C4   C3    129.09  3.000
 1EL  C5    C4   C3    121.94  3.000
 1EL  C9    C5   C6    134.72  3.000
 1EL  C9    C5   C4    106.17  3.000
 1EL  C6    C5   C4    119.08  3.000
 1EL  H6    C6   C5    121.33  3.000
 1EL  H6    C6   C1    119.54  3.000
 1EL  C5    C6   C1    119.13  3.000
 1EL  HN7   N7   C8    125.74  3.000
 1EL  HN7   N7   C4    124.54  3.000
 1EL  C8    N7   C4    109.72  3.000
 1EL  C10   C8   C9    123.01  3.000
 1EL  C10   C8   N7    128.08  3.000
 1EL  C9    C8   N7    108.90  3.000
 1EL  C14   C9   C8    120.48  3.000
 1EL  C14   C9   C5    133.29  3.000
 1EL  C8    C9   C5    106.23  3.000
 1EL  C12   C10  C11   121.92  3.000
 1EL  C12   C10  C8    115.95  3.000
 1EL  C11   C10  C8    122.12  3.000
 1EL  H11B  C11  H11A  106.74  3.000
 1EL  H11B  C11  H11   107.11  3.000
 1EL  H11A  C11  H11   107.21  3.000
 1EL  H11B  C11  C10   112.48  3.000
 1EL  H11A  C11  C10   111.48  3.000
 1EL  H11   C11  C10   111.52  3.000
 1EL  C16   C12  C13   118.85  3.000
 1EL  C16   C12  C10   118.95  3.000
 1EL  C13   C12  C10   122.20  3.000
 1EL  C19   C13  C14   121.53  3.000
 1EL  C19   C13  C12   117.03  3.000
 1EL  C14   C13  C12   121.29  3.000
 1EL  C15   C14  C13   123.88  3.000
 1EL  C15   C14  C9    119.07  3.000
 1EL  C13   C14  C9    116.97  3.000
 1EL  H15B  C15  H15A  107.32  3.000
 1EL  H15B  C15  H15   107.45  3.000
 1EL  H15A  C15  H15   107.38  3.000
 1EL  H15B  C15  C14   109.79  3.000
 1EL  H15A  C15  C14   112.96  3.000
 1EL  H15   C15  C14   111.69  3.000
 1EL  H16A  C16  H16   104.58  3.000
 1EL  H16A  C16  C17   107.83  3.000
 1EL  H16   C16  C17   107.80  3.000
 1EL  H16A  C16  C12   111.19  3.000
 1EL  H16   C16  C12   111.45  3.000
 1EL  C17   C16  C12   113.52  3.000
 1EL  H17   C17  N18   117.48  3.000
 1EL  H17   C17  C16   116.68  3.000
 1EL  N18   C17  C16   125.84  3.000
 1EL  C19   N18  C17   118.75  3.000
 1EL  O19   C19  N18   117.42  3.000
 1EL  O19   C19  C13   123.42  3.000
 1EL  N18   C19  C13   119.16  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
 1EL  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 1EL  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 1EL  CONST_03  C9   C5   C6   C1   180.00   0.0  0
 1EL  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 1EL  CONST_05  C5   C4   C3   C2     0.00   0.0  0
 1EL  CONST_06  N7   C4   C3   C2   180.00   0.0  0
 1EL  CONST_07  C6   C1   C2   C3     0.00   0.0  0
 1EL  CONST_08  C6   C5   C4   C3     0.00   0.0  0
 1EL  CONST_09  C9   C5   C4   C3   180.00   0.0  0
 1EL  CONST_10  C8   N7   C4   C3   180.00   0.0  0
 1EL  CONST_11  C8   C9   C5   C4     0.00   0.0  0
 1EL  CONST_12  C14  C9   C5   C4   180.00   0.0  0
 1EL  CONST_13  C9   C8   N7   C4     0.00   0.0  0
 1EL  CONST_14  C10  C8   N7   C4   180.00   0.0  0
 1EL  CONST_15  C8   N7   C4   C5     0.00   0.0  0
 1EL  CONST_16  N7   C8   C9   C5     0.00   0.0  0
 1EL  CONST_17  C10  C8   C9   C5   180.00   0.0  0
 1EL  CONST_18  C13  C14  C9   C5   180.00   0.0  0
 1EL  CONST_19  N7   C4   C5   C6   180.00   0.0  0
 1EL  CONST_20  C8   C9   C5   C6   180.00   0.0  0
 1EL  CONST_21  C14  C9   C5   C6     0.00   0.0  0
 1EL  CONST_22  C9   C5   C4   N7     0.00   0.0  0
 1EL  CONST_23  C14  C9   C8   N7   180.00   0.0  0
 1EL  CONST_24  C12  C10  C8   N7   180.00   0.0  0
 1EL  CONST_25  C13  C14  C9   C8     0.00   0.0  0
 1EL  CONST_26  C13  C12  C10  C8     0.00   0.0  0
 1EL  CONST_27  C12  C10  C8   C9     0.00   0.0  0
 1EL  CONST_28  C12  C13  C14  C9     0.00   0.0  0
 1EL  CONST_29  C14  C9   C8   C10    0.00   0.0  0
 1EL  CONST_30  C14  C13  C12  C10    0.00   0.0  0
 1EL  CONST_31  C3   C2   C1   O1   180.00   0.0  0
 1EL  CONST_32  C5   C6   C1   O1   180.00   0.0  0
 1EL  CONST_33  C15  C14  C9   C5     0.00   0.0  0
 1EL  CONST_34  C11  C10  C8   N7     0.00   0.0  0
 1EL  CONST_35  C15  C14  C9   C8   180.00   0.0  0
 1EL  CONST_36  C11  C10  C8   C9   180.00   0.0  0
 1EL  CONST_37  C13  C12  C10  C11  180.00   0.0  0
 1EL  CONST_38  C16  C12  C10  C11    0.00   0.0  0
 1EL  CONST_39  C15  C14  C13  C12  180.00   0.0  0
 1EL  CONST_40  C19  C13  C14  C15    0.00   0.0  0
 1EL  CONST_41  H3   C3   C2   C1   180.00   0.0  0
 1EL  CONST_42  H6   C6   C1   C2   180.00   0.0  0
 1EL  CONST_43  HN7  N7   C4   C3     0.00   0.0  0
 1EL  CONST_44  H2   C2   C3   C4   180.00   0.0  0
 1EL  Var_01    C17  C16  C12  C10  167.69  30.0  1
 1EL  Var_02    N18  C19  C13  C12   27.26  30.0  1
 1EL  Var_03    N18  C17  C16  C12   16.62  30.0  1
 1EL  Var_04    H11  C11  C10  C8   107.37  30.0  2
 1EL  Var_05    H15  C15  C14  C9    82.73  30.0  2

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
 1EL  plan-1  C13  0.020
 1EL  plan-1  N18  0.020
 1EL  plan-1  C19  0.020
 1EL  plan-1  O19  0.020
 1EL  plan-2  C1   0.020
 1EL  plan-2  O1   0.020
 1EL  plan-2  C2   0.020
 1EL  plan-2  C3   0.020
 1EL  plan-2  C4   0.020
 1EL  plan-2  C5   0.020
 1EL  plan-2  C6   0.020
 1EL  plan-2  N7   0.020
 1EL  plan-2  C8   0.020
 1EL  plan-2  C9   0.020
 1EL  plan-2  C10  0.020
 1EL  plan-2  C11  0.020
 1EL  plan-2  C12  0.020
 1EL  plan-2  C13  0.020
 1EL  plan-2  C14  0.020
 1EL  plan-2  C15  0.020
 1EL  plan-2  C16  0.020
 1EL  plan-2  C19  0.020
 1EL  plan-2  H2   0.020
 1EL  plan-2  H3   0.020
 1EL  plan-2  H6   0.020
 1EL  plan-2  HN7  0.020

