# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 20:19:42 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: (3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc2N=C3N(CC[C@@]3(O)C(=O)c12)c4ccccc4
#
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
 BL4  BL4  (3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one  ligand  38  22  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BL4
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
 BL4  O2    O  O     0  -0.379  -2.5983  -2.0733   0.8644
 BL4  C4    C  C     0   0.439  -1.9461  -1.2030   0.3318
 BL4  C3    C  CT    0  -0.075  -0.5553  -1.4995  -0.2064
 BL4  O1    O  OH1   0  -0.642  -0.6876  -1.8174  -1.5800
 BL4  C2    C  CH2   0  -0.478   0.2311  -2.6001   0.4669
 BL4  C1    C  CH2   0  -0.296   1.6710  -2.2107   0.1544
 BL4  N1    N  NT    0  -0.601   1.6236  -0.7463   0.0943
 BL4  C12   C  CR6   0   0.341   2.8000   0.0165   0.1160
 BL4  C17   C  CR16  0  -0.336   4.0237  -0.6257  -0.0987
 BL4  C16   C  CR16  0  -0.245   5.2099   0.0909  -0.0685
 BL4  C15   C  CR16  0  -0.269   5.2062   1.4568   0.1744
 BL4  C14   C  CR16  0  -0.247   3.9931   2.0954   0.3876
 BL4  C13   C  CR16  0  -0.307   2.7973   1.3935   0.3625
 BL4  C11   C  C     0   0.567   0.3540  -0.3033  -0.0507
 BL4  N2    N  N     0  -0.521  -0.0393   0.9145  -0.0896
 BL4  C10   C  CR6   0   0.263  -1.4086   1.1509  -0.1572
 BL4  C5    C  CR6   0  -0.130  -2.4053   0.1676   0.0612
 BL4  C9    C  CR16  0  -0.339  -1.7960   2.4679  -0.3986
 BL4  C8    C  CR16  0  -0.222  -3.1357   2.8013  -0.4453
 BL4  C7    C  CR16  0  -0.325  -4.1125   1.8358  -0.2367
 BL4  C6    C  CR6   0   0.093  -3.7705   0.5156   0.0301
 BL4  C18   C  CH3   0  -0.722  -4.8762  -0.4758   0.2499
 BL4  HO1   H  HOH1  0   0.464  -1.0155  -1.0546  -2.0723
 BL4  H2    H  HCH2  0   0.276   0.0643  -2.5749   1.5444
 BL4  H2A   H  HCH2  0   0.283  -0.0290  -3.5922   0.1026
 BL4  H1    H  HCH2  0   0.274   2.3603  -2.5333   0.9335
 BL4  H1A   H  HCH2  0   0.266   2.0088  -2.6284  -0.7964
 BL4  H17   H  HCR6  0   0.281   4.0682  -1.6869  -0.2993
 BL4  H16   H  HCR6  0   0.261   6.1423  -0.4307  -0.2408
 BL4  H15   H  HCR6  0   0.256   6.1331   2.0141   0.1988
 BL4  H14   H  HCR6  0   0.258   3.9682   3.1599   0.5817
 BL4  H13   H  HCR6  0   0.289   1.8688   1.9140   0.5317
 BL4  H9    H  HCR6  0   0.260  -1.0297   3.2173  -0.5459
 BL4  H8    H  HCR6  0   0.265  -3.4270   3.8245  -0.6447
 BL4  H7    H  HCR6  0   0.255  -5.1581   2.1131  -0.2837
 BL4  H18   H  HCH3  0   0.251  -4.8930  -0.8417   1.2759
 BL4  H18A  H  HCH3  0   0.244  -5.8379  -0.0077   0.0464
 BL4  H18B  H  HCH3  0   0.246  -4.7840  -1.3475  -0.3980

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
 BL4  C4   O2    double    1.211  0.020  1.211
 BL4  C3   C4    single    1.520  0.020  1.520
 BL4  C3   C2    single    1.511  0.020  1.511
 BL4  O1   C3    single    1.416  0.020  1.416
 BL4  O1   HO1   single    0.850  0.020  0.980
 BL4  C2   H2    single    0.970  0.020  1.090
 BL4  C2   H2A   single    0.970  0.020  1.090
 BL4  C1   C2    single    1.524  0.020  1.524
 BL4  C1   H1    single    0.970  0.020  1.090
 BL4  C1   H1A   single    0.970  0.020  1.090
 BL4  N1   C1    single    1.466  0.020  1.466
 BL4  N1   C11   single    1.352  0.020  1.352
 BL4  C12  N1    single    1.402  0.020  1.402
 BL4  C17  C12   aromatic  1.399  0.020  1.399
 BL4  C17  H17   single    0.930  0.020  1.080
 BL4  C16  C17   aromatic  1.386  0.020  1.386
 BL4  C16  H16   single    0.930  0.020  1.080
 BL4  C15  C16   aromatic  1.387  0.020  1.387
 BL4  C15  C14   aromatic  1.387  0.020  1.387
 BL4  C15  H15   single    0.930  0.020  1.080
 BL4  C14  C13   aromatic  1.387  0.020  1.387
 BL4  C14  H14   single    0.930  0.020  1.080
 BL4  C13  C12   aromatic  1.399  0.020  1.399
 BL4  C13  H13   single    0.930  0.020  1.080
 BL4  C11  C3    single    1.511  0.020  1.511
 BL4  N2   C11   double    1.280  0.020  1.280
 BL4  N2   C10   single    1.391  0.020  1.391
 BL4  C10  C5    aromatic  1.417  0.020  1.417
 BL4  C5   C4    single    1.471  0.020  1.471
 BL4  C5   C6    aromatic  1.409  0.020  1.409
 BL4  C9   C10   aromatic  1.394  0.020  1.394
 BL4  C9   C8    aromatic  1.381  0.020  1.381
 BL4  C9   H9    single    0.930  0.020  1.080
 BL4  C8   C7    aromatic  1.389  0.020  1.389
 BL4  C8   H8    single    0.930  0.020  1.080
 BL4  C7   C6    aromatic  1.390  0.020  1.390
 BL4  C7   H7    single    0.930  0.020  1.080
 BL4  C6   C18   single    1.501  0.020  1.501
 BL4  C18  H18   single    0.970  0.020  1.090
 BL4  C18  H18A  single    0.970  0.020  1.090
 BL4  C18  H18B  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
 BL4  C5    C4   C3    113.72  3.000
 BL4  C5    C4   O2    125.63  3.000
 BL4  C3    C4   O2    120.54  3.000
 BL4  C11   C3   C2    102.57  3.000
 BL4  C11   C3   O1    109.51  3.000
 BL4  C2    C3   O1    108.50  3.000
 BL4  C11   C3   C4    111.08  3.000
 BL4  O1    C3   C4    107.55  3.000
 BL4  C2    C3   C4    117.41  3.000
 BL4  HO1   O1   C3    110.43  3.000
 BL4  H2A   C2   H2    108.38  3.000
 BL4  H2A   C2   C1    112.96  3.000
 BL4  H2    C2   C1    109.94  3.000
 BL4  C1    C2   C3    102.37  3.000
 BL4  H2A   C2   C3    112.98  3.000
 BL4  H2    C2   C3    110.11  3.000
 BL4  H1A   C1   H1    108.29  3.000
 BL4  H1A   C1   N1    110.87  3.000
 BL4  H1    C1   N1    110.22  3.000
 BL4  N1    C1   C2    103.47  3.000
 BL4  H1A   C1   C2    111.90  3.000
 BL4  H1    C1   C2    112.06  3.000
 BL4  C11   N1   C12   127.67  3.000
 BL4  C12   N1   C1    121.02  3.000
 BL4  C11   N1   C1    111.22  3.000
 BL4  C13   C12  C17   118.73  3.000
 BL4  C13   C12  N1    122.45  3.000
 BL4  C17   C12  N1    118.81  3.000
 BL4  H17   C17  C16   118.45  3.000
 BL4  C16   C17  C12   120.53  3.000
 BL4  H17   C17  C12   121.02  3.000
 BL4  H16   C16  C15   120.31  3.000
 BL4  C15   C16  C17   120.70  3.000
 BL4  H16   C16  C17   118.99  3.000
 BL4  H15   C15  C14   120.57  3.000
 BL4  H15   C15  C16   120.59  3.000
 BL4  C14   C15  C16   118.84  3.000
 BL4  H14   C14  C13   118.76  3.000
 BL4  H14   C14  C15   120.02  3.000
 BL4  C13   C14  C15   121.21  3.000
 BL4  H13   C13  C14   119.71  3.000
 BL4  H13   C13  C12   120.31  3.000
 BL4  C14   C13  C12   119.98  3.000
 BL4  N2    C11  N1    127.10  3.000
 BL4  N2    C11  C3    124.42  3.000
 BL4  N1    C11  C3    108.46  3.000
 BL4  C10   N2   C11   117.74  3.000
 BL4  C9    C10  C5    119.14  3.000
 BL4  C9    C10  N2    116.26  3.000
 BL4  C5    C10  N2    124.53  3.000
 BL4  C6    C5   C10   120.44  3.000
 BL4  C6    C5   C4    122.46  3.000
 BL4  C10   C5   C4    117.10  3.000
 BL4  H9    C9   C8    121.01  3.000
 BL4  H9    C9   C10   118.76  3.000
 BL4  C8    C9   C10   120.23  3.000
 BL4  H8    C8   C7    119.70  3.000
 BL4  H8    C8   C9    119.70  3.000
 BL4  C7    C8   C9    120.61  3.000
 BL4  H7    C7   C6    119.30  3.000
 BL4  H7    C7   C8    119.63  3.000
 BL4  C6    C7   C8    121.07  3.000
 BL4  C18   C6   C7    118.31  3.000
 BL4  C18   C6   C5    123.18  3.000
 BL4  C7    C6   C5    118.51  3.000
 BL4  H18B  C18  H18A  107.91  3.000
 BL4  H18B  C18  H18   107.01  3.000
 BL4  H18A  C18  H18   107.87  3.000
 BL4  H18B  C18  C6    112.26  3.000
 BL4  H18A  C18  C6    109.84  3.000
 BL4  H18   C18  C6    111.77  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
 BL4  CONST_01  C15  C16  C17  C12    0.00   0.0  0
 BL4  CONST_02  C15  C14  C13  C12    0.00   0.0  0
 BL4  CONST_03  C14  C13  C12  C17    0.00   0.0  0
 BL4  CONST_04  C14  C15  C16  C17    0.00   0.0  0
 BL4  CONST_05  C13  C12  C17  C16    0.00   0.0  0
 BL4  CONST_06  C13  C14  C15  C16    0.00   0.0  0
 BL4  CONST_07  C7   C6   C5   C10    0.00   0.0  0
 BL4  CONST_08  C7   C8   C9   C10    0.00   0.0  0
 BL4  CONST_09  C8   C9   C10  C5     0.00   0.0  0
 BL4  CONST_10  C8   C7   C6   C5     0.00   0.0  0
 BL4  CONST_11  C6   C5   C10  C9     0.00   0.0  0
 BL4  CONST_12  C6   C7   C8   C9     0.00   0.0  0
 BL4  CONST_13  C16  C17  C12  N1   180.00   0.0  0
 BL4  CONST_14  C14  C13  C12  N1   180.00   0.0  0
 BL4  CONST_15  C1   N1   C11  C3     0.00   0.0  0
 BL4  CONST_16  C12  N1   C11  C3   180.00   0.0  0
 BL4  CONST_17  C10  N2   C11  C3     0.00   0.0  0
 BL4  CONST_18  N2   C11  N1   C1   180.00   0.0  0
 BL4  CONST_19  C10  N2   C11  N1   180.00   0.0  0
 BL4  CONST_20  N2   C11  N1   C12    0.00   0.0  0
 BL4  CONST_21  C18  C6   C5   C4     0.00   0.0  0
 BL4  CONST_22  C18  C6   C5   C10  180.00   0.0  0
 BL4  CONST_23  C18  C6   C7   C8   180.00   0.0  0
 BL4  CONST_24  H17  C17  C12  N1     0.00   0.0  0
 BL4  CONST_25  H13  C13  C12  N1     0.00   0.0  0
 BL4  CONST_26  H16  C16  C17  C12  180.00   0.0  0
 BL4  CONST_27  H14  C14  C13  C12  180.00   0.0  0
 BL4  CONST_28  H15  C15  C16  C17  180.00   0.0  0
 BL4  CONST_29  H9   C9   C10  N2     0.00   0.0  0
 BL4  CONST_30  H8   C8   C9   C10  180.00   0.0  0
 BL4  CONST_31  H7   C7   C6   C5   180.00   0.0  0
 BL4  Var_01    C10  C5   C4   C3   -23.78  30.0  1
 BL4  Var_02    N1   C1   C2   C3    31.21  30.0  1
 BL4  Var_03    C11  N1   C1   C2   -17.29  30.0  1
 BL4  Var_04    C17  C12  N1   C1    13.86  30.0  2
 BL4  Var_05    C5   C10  N2   C11   12.25  30.0  1
 BL4  Var_06    H18  C18  C6   C5    67.95  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
 BL4  chir_01  C3  C2  C4  C11  negativ

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
 BL4  plan-1  N1   0.020
 BL4  plan-1  C12  0.020
 BL4  plan-1  C17  0.020
 BL4  plan-1  C16  0.020
 BL4  plan-1  C15  0.020
 BL4  plan-1  C14  0.020
 BL4  plan-1  C13  0.020
 BL4  plan-1  H17  0.020
 BL4  plan-1  H16  0.020
 BL4  plan-1  H15  0.020
 BL4  plan-1  H14  0.020
 BL4  plan-1  H13  0.020
 BL4  plan-2  C4   0.020
 BL4  plan-2  N2   0.020
 BL4  plan-2  C10  0.020
 BL4  plan-2  C5   0.020
 BL4  plan-2  C9   0.020
 BL4  plan-2  C8   0.020
 BL4  plan-2  C7   0.020
 BL4  plan-2  C6   0.020
 BL4  plan-2  C18  0.020
 BL4  plan-2  H9   0.020
 BL4  plan-2  H8   0.020
 BL4  plan-2  H7   0.020
 BL4  plan-3  O2   0.020
 BL4  plan-3  C4   0.020
 BL4  plan-3  C3   0.020
 BL4  plan-3  C5   0.020
 BL4  plan-4  C3   0.020
 BL4  plan-4  C1   0.020
 BL4  plan-4  N1   0.020
 BL4  plan-4  C12  0.020
 BL4  plan-4  C11  0.020
 BL4  plan-4  N2   0.020
 BL4  plan-4  C10  0.020

