# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 00:27:19 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 1-[(1R)-1-(3-hydroxyphenyl)-6-methyl-1,3,4,9-tetrahydro-2H-beta-carbolin-2-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N1CCc2c([nH]c3ccc(C)cc23)[C@H]1c4cccc(O)c4
#
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
 L31  L31  1-[(1R)-1-(3-hydroxyphenyl)-6-methyl-1,3,4,9-tetrahydro-2H-beta-carbolin-2-yl]ethanone  ligand  44  24  .  2021-08-12  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L31
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
 L31  C1    C  CR6   0   0.090  -4.9576   0.3096   0.2873
 L31  C2    C  CR16  0  -0.430  -3.8775  -0.4678   0.6669
 L31  C3    C  CR56  0   0.064  -2.6086  -0.2052   0.1371
 L31  C4    C  CR56  0   0.312  -2.4476   0.8571  -0.7781
 L31  C5    C  CR16  0  -0.299  -3.5230   1.6511  -1.1694
 L31  C6    C  CR16  0  -0.319  -4.7610   1.3633  -0.6290
 L31  C10   C  CH3   0  -0.723  -6.3368   0.0370   0.8194
 L31  C14   C  CR5   0  -0.022  -1.3178  -0.7953   0.3141
 L31  C15   C  CR5   0   0.348  -0.4606  -0.0960  -0.4837
 L31  N16   N  NR15  0  -0.740  -1.1278   0.9036  -1.1346
 L31  C18   C  CH2   0  -0.510  -0.8638  -1.9249   1.1772
 L31  C19   C  CH2   0  -0.339   0.6603  -1.8847   1.2741
 L31  N22   N  NT    0  -0.442   1.2571  -1.6771  -0.0381
 L31  C25   C  CH1   0  -0.318   1.0037  -0.3620  -0.6183
 L31  C26   C  CR6   0   0.192   1.8781   0.7031   0.0289
 L31  C28   C  CR16  0  -0.391   3.2076   0.7972  -0.3654
 L31  C29   C  CR6   0   0.369   4.0567   1.7292   0.2223
 L31  C30   C  CR16  0  -0.390   3.5706   2.5764   1.2163
 L31  C31   C  CR16  0  -0.233   2.2438   2.4820   1.6029
 L31  C32   C  CR16  0  -0.322   1.3933   1.5537   1.0169
 L31  O37   O  OH1   0  -0.631   5.3330   1.7704  -0.2076
 L31  C39   C  C     0   0.527   1.7792  -2.7251  -0.7241
 L31  O40   O  O     0  -0.497   1.8688  -3.8365  -0.2211
 L31  C41   C  CH3   0  -0.823   2.2493  -2.4869  -2.1403
 L31  H2    H  HCR6  0   0.234  -4.0134  -1.2783   1.3747
 L31  H5    H  HCR6  0   0.256  -3.3981   2.4676  -1.8694
 L31  H6    H  HCR6  0   0.241  -5.6109   1.9724  -0.9152
 L31  H10   H  HCH3  0   0.238  -6.8187   0.9493   1.1736
 L31  H10A  H  HCH3  0   0.240  -6.9835  -0.3846   0.0469
 L31  H10B  H  HCH3  0   0.239  -6.3139  -0.6697   1.6484
 L31  H18   H  HCH2  0   0.245  -1.2862  -1.8504   2.1824
 L31  H18A  H  HCH2  0   0.242  -1.1905  -2.8879   0.7722
 L31  H19   H  HCH2  0   0.259   0.9680  -1.0624   1.9242
 L31  H19A  H  HCH2  0   0.270   1.0533  -2.8007   1.7044
 L31  H25   H  HCH1  0   0.312   1.2566  -0.3942  -1.6793
 L31  H28   H  HCR6  0   0.263   3.5998   0.1510  -1.1428
 L31  H30   H  HCR6  0   0.273   4.2231   3.3071   1.6807
 L31  H31   H  HCR6  0   0.262   1.8679   3.1429   2.3733
 L31  H32   H  HCR6  0   0.257   0.3595   1.4976   1.3321
 L31  HO37  H  HOH1  0   0.475   5.8207   2.4637   0.2507
 L31  H41   H  HCH3  0   0.267   2.9666  -1.6709  -2.2213
 L31  H41A  H  HCH3  0   0.277   2.7256  -3.3930  -2.5052
 L31  H41B  H  HCH3  0   0.273   1.4135  -2.2569  -2.8034
 L31  HN16  H  HNR5  0   0.405  -0.7229   1.5463  -1.7950

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
 L31  C10  C1    single    1.503  0.020  1.503
 L31  C6   C1    aromatic  1.410  0.020  1.410
 L31  C1   C2    aromatic  1.384  0.020  1.384
 L31  C2   C3    aromatic  1.400  0.020  1.400
 L31  C2   H2    single    0.930  0.020  1.080
 L31  C4   C3    aromatic  1.411  0.020  1.411
 L31  C3   C14   aromatic  1.430  0.020  1.430
 L31  C5   C4    aromatic  1.393  0.020  1.393
 L31  C4   N16   aromatic  1.368  0.020  1.368
 L31  C6   C5    aromatic  1.381  0.020  1.381
 L31  C5   H5    single    0.930  0.020  1.080
 L31  C6   H6    single    0.930  0.020  1.080
 L31  C10  H10   single    0.970  0.020  1.090
 L31  C10  H10A  single    0.970  0.020  1.090
 L31  C10  H10B  single    0.970  0.020  1.090
 L31  C14  C15   aromatic  1.364  0.020  1.364
 L31  C14  C18   single    1.492  0.020  1.492
 L31  N16  C15   aromatic  1.367  0.020  1.367
 L31  C15  C25   single    1.494  0.020  1.494
 L31  C18  C19   single    1.528  0.020  1.528
 L31  C18  H18   single    0.970  0.020  1.090
 L31  C18  H18A  single    0.970  0.020  1.090
 L31  C19  N22   single    1.456  0.020  1.456
 L31  C19  H19   single    0.970  0.020  1.090
 L31  C19  H19A  single    0.970  0.020  1.090
 L31  C25  N22   single    1.459  0.020  1.459
 L31  N22  C39   single    1.357  0.020  1.357
 L31  C25  C26   single    1.522  0.020  1.522
 L31  C25  H25   single    0.970  0.020  1.090
 L31  C26  C32   aromatic  1.391  0.020  1.391
 L31  C26  C28   aromatic  1.390  0.020  1.390
 L31  C28  C29   aromatic  1.391  0.020  1.391
 L31  C28  H28   single    0.930  0.020  1.080
 L31  C29  C30   aromatic  1.394  0.020  1.394
 L31  C29  O37   single    1.347  0.020  1.347
 L31  C31  C30   aromatic  1.385  0.020  1.385
 L31  C30  H30   single    0.930  0.020  1.080
 L31  C32  C31   aromatic  1.389  0.020  1.389
 L31  C31  H31   single    0.930  0.020  1.080
 L31  C32  H32   single    0.930  0.020  1.080
 L31  O37  HO37  single    0.850  0.020  0.980
 L31  O40  C39   double    1.223  0.020  1.223
 L31  C39  C41   single    1.511  0.020  1.511
 L31  C41  H41   single    0.970  0.020  1.090
 L31  C41  H41A  single    0.970  0.020  1.090
 L31  C41  H41B  single    0.970  0.020  1.090
 L31  N16  HN16  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
 L31  C10   C1   C6    119.57  3.000
 L31  C6    C1   C2    119.29  3.000
 L31  C10   C1   C2    121.14  3.000
 L31  H2    C2   C3    120.05  3.000
 L31  H2    C2   C1    120.07  3.000
 L31  C3    C2   C1    119.88  3.000
 L31  C14   C3   C4    106.73  3.000
 L31  C14   C3   C2    133.93  3.000
 L31  C4    C3   C2    119.34  3.000
 L31  N16   C4   C5    130.72  3.000
 L31  N16   C4   C3    107.74  3.000
 L31  C5    C4   C3    121.54  3.000
 L31  H5    C5   C6    120.90  3.000
 L31  H5    C5   C4    121.50  3.000
 L31  C6    C5   C4    117.60  3.000
 L31  H6    C6   C5    118.84  3.000
 L31  H6    C6   C1    118.82  3.000
 L31  C5    C6   C1    122.34  3.000
 L31  H10B  C10  H10A  107.48  3.000
 L31  H10B  C10  H10   107.74  3.000
 L31  H10A  C10  H10   106.91  3.000
 L31  H10B  C10  C1    111.57  3.000
 L31  H10A  C10  C1    111.28  3.000
 L31  H10   C10  C1    111.62  3.000
 L31  C18   C14  C15   122.36  3.000
 L31  C18   C14  C3    131.18  3.000
 L31  C15   C14  C3    106.46  3.000
 L31  C25   C15  N16   124.44  3.000
 L31  C25   C15  C14   125.26  3.000
 L31  N16   C15  C14   110.29  3.000
 L31  HN16  N16  C15   125.67  3.000
 L31  HN16  N16  C4    125.51  3.000
 L31  C15   N16  C4    108.79  3.000
 L31  H18A  C18  H18   106.56  3.000
 L31  H18A  C18  C19   110.15  3.000
 L31  H18   C18  C19   108.99  3.000
 L31  H18A  C18  C14   111.17  3.000
 L31  H18   C18  C14   111.27  3.000
 L31  C19   C18  C14   108.68  3.000
 L31  H19A  C19  H19   107.29  3.000
 L31  H19A  C19  N22   109.21  3.000
 L31  H19   C19  N22   108.27  3.000
 L31  H19A  C19  C18   111.35  3.000
 L31  H19   C19  C18   109.79  3.000
 L31  N22   C19  C18   110.82  3.000
 L31  C39   N22  C25   124.18  3.000
 L31  C39   N22  C19   120.20  3.000
 L31  C25   N22  C19   114.55  3.000
 L31  H25   C25  C26   107.51  3.000
 L31  H25   C25  N22   108.65  3.000
 L31  C26   C25  N22   111.20  3.000
 L31  H25   C25  C15   108.66  3.000
 L31  C26   C25  C15   113.57  3.000
 L31  N22   C25  C15   107.14  3.000
 L31  C32   C26  C28   119.57  3.000
 L31  C28   C26  C25   118.43  3.000
 L31  C32   C26  C25   121.98  3.000
 L31  H28   C28  C29   118.77  3.000
 L31  H28   C28  C26   120.60  3.000
 L31  C29   C28  C26   120.63  3.000
 L31  O37   C29  C30   122.64  3.000
 L31  O37   C29  C28   117.64  3.000
 L31  C30   C29  C28   119.72  3.000
 L31  H30   C30  C31   120.19  3.000
 L31  H30   C30  C29   120.36  3.000
 L31  C31   C30  C29   119.46  3.000
 L31  H31   C31  C32   119.73  3.000
 L31  H31   C31  C30   119.32  3.000
 L31  C32   C31  C30   120.96  3.000
 L31  H32   C32  C31   119.79  3.000
 L31  H32   C32  C26   120.54  3.000
 L31  C31   C32  C26   119.68  3.000
 L31  HO37  O37  C29   110.47  3.000
 L31  C41   C39  O40   120.39  3.000
 L31  C41   C39  N22   118.14  3.000
 L31  O40   C39  N22   121.47  3.000
 L31  H41B  C41  H41A  107.90  3.000
 L31  H41B  C41  H41   107.53  3.000
 L31  H41A  C41  H41   108.12  3.000
 L31  H41B  C41  C39   111.37  3.000
 L31  H41A  C41  C39   108.64  3.000
 L31  H41   C41  C39   113.12  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
 L31  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 L31  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 L31  CONST_03  C14   C3   C2   C1    180.00   0.0  0
 L31  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 L31  CONST_05  C5    C4   C3   C2      0.00   0.0  0
 L31  CONST_06  N16   C4   C3   C2    180.00   0.0  0
 L31  CONST_07  C15   C14  C3   C2    180.00   0.0  0
 L31  CONST_08  C6    C1   C2   C3      0.00   0.0  0
 L31  CONST_09  C6    C5   C4   C3      0.00   0.0  0
 L31  CONST_10  C15   N16  C4   C3      0.00   0.0  0
 L31  CONST_11  N16   C15  C14  C3      0.00   0.0  0
 L31  CONST_12  C15   C14  C3   C4      0.00   0.0  0
 L31  CONST_13  C14   C15  N16  C4      0.00   0.0  0
 L31  CONST_14  C14   C3   C4   C5    180.00   0.0  0
 L31  CONST_15  C15   N16  C4   C5    180.00   0.0  0
 L31  CONST_16  N16   C4   C5   C6    180.00   0.0  0
 L31  CONST_17  N16   C4   C3   C14     0.00   0.0  0
 L31  CONST_18  C30   C31  C32  C26     0.00   0.0  0
 L31  CONST_19  C30   C29  C28  C26     0.00   0.0  0
 L31  CONST_20  C31   C32  C26  C28     0.00   0.0  0
 L31  CONST_21  C31   C30  C29  C28     0.00   0.0  0
 L31  CONST_22  C32   C26  C28  C29     0.00   0.0  0
 L31  CONST_23  C32   C31  C30  C29     0.00   0.0  0
 L31  CONST_24  C31   C32  C26  C25   180.00   0.0  0
 L31  CONST_25  C29   C28  C26  C25   180.00   0.0  0
 L31  CONST_26  C10   C1   C2   C3    180.00   0.0  0
 L31  CONST_27  C10   C1   C6   C5    180.00   0.0  0
 L31  CONST_28  O37   C29  C28  C26   180.00   0.0  0
 L31  CONST_29  O37   C29  C30  C31   180.00   0.0  0
 L31  CONST_30  H5    C5   C6   C1    180.00   0.0  0
 L31  CONST_31  H6    C6   C1   C2    180.00   0.0  0
 L31  CONST_32  HN16  N16  C4   C3    180.00   0.0  0
 L31  CONST_33  H2    C2   C3   C4    180.00   0.0  0
 L31  CONST_34  H32   C32  C26  C25     0.00   0.0  0
 L31  CONST_35  H28   C28  C26  C25     0.00   0.0  0
 L31  CONST_36  H31   C31  C32  C26   180.00   0.0  0
 L31  CONST_37  H30   C30  C29  C28   180.00   0.0  0
 L31  CONST_38  O40   C39  N22  C19     0.00   0.0  0
 L31  CONST_39  C41   C39  N22  C19   180.00   0.0  0
 L31  CONST_40  O40   C39  N22  C25   180.00   0.0  0
 L31  CONST_41  C41   C39  N22  C25     0.00   0.0  0
 L31  Var_01    C19   C18  C14  C3   -164.32  30.0  1
 L31  Var_02    N22   C19  C18  C14   -45.73  30.0  1
 L31  Var_03    C25   N22  C19  C18    67.72  30.0  1
 L31  Var_04    H10   C10  C1   C2    132.25  30.0  2
 L31  Var_05    H41   C41  C39  N22    54.34  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
 L31  chir_01  C25  C15  N22  C26  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
 L31  plan-1  C25   0.020
 L31  plan-1  C26   0.020
 L31  plan-1  C28   0.020
 L31  plan-1  C29   0.020
 L31  plan-1  C30   0.020
 L31  plan-1  C31   0.020
 L31  plan-1  C32   0.020
 L31  plan-1  O37   0.020
 L31  plan-1  H28   0.020
 L31  plan-1  H30   0.020
 L31  plan-1  H31   0.020
 L31  plan-1  H32   0.020
 L31  plan-2  C1    0.020
 L31  plan-2  C2    0.020
 L31  plan-2  C3    0.020
 L31  plan-2  C4    0.020
 L31  plan-2  C5    0.020
 L31  plan-2  C6    0.020
 L31  plan-2  C10   0.020
 L31  plan-2  C14   0.020
 L31  plan-2  C15   0.020
 L31  plan-2  N16   0.020
 L31  plan-2  C18   0.020
 L31  plan-2  C25   0.020
 L31  plan-2  H2    0.020
 L31  plan-2  H5    0.020
 L31  plan-2  H6    0.020
 L31  plan-2  HN16  0.020
 L31  plan-3  C19   0.020
 L31  plan-3  N22   0.020
 L31  plan-3  C25   0.020
 L31  plan-3  C39   0.020
 L31  plan-3  O40   0.020
 L31  plan-3  C41   0.020

