# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 16:19:02 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: 9-hydroxy-6-(3-hydroxypropyl)-4-(2-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1c2cc3n(CCCO)c4ccc(O)cc4c3c5C(=O)NC(=O)c25
#
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
 330  330  9-hydroxy-6-(3-hydroxypropyl)-4-(2-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione  ligand  51  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_330
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
 330  C1    C  CR16  0  -0.376  -0.8242   -6.7812   1.3935
 330  C2    C  CR6   0   0.059  -1.4135   -7.3937   2.4932
 330  C3    C  CR56  0  -0.133  -1.9092   -6.5691   3.5054
 330  C4    C  CR56  0  -0.133  -1.8484   -5.1843   3.4345
 330  C5    C  CR5   0   0.527  -2.4585   -4.6327   4.6713
 330  C6    C  CR5   0   0.559  -2.5053   -6.9319   4.8107
 330  C7    C  CR6   0  -0.039  -1.4961   -8.8681   2.5420
 330  C8    C  CR6   0   0.341  -2.7326   -9.5156   2.6083
 330  C9    C  CR16  0  -0.324  -2.7987  -10.9017   2.6227
 330  C10   C  CR16  0  -0.256  -1.6331  -11.6550   2.5807
 330  C11   C  CR16  0  -0.257  -0.3997  -11.0239   2.5078
 330  C12   C  CR16  0  -0.293  -0.3372   -9.6377   2.4861
 330  C13   C  CR56  0   0.137  -1.2783   -4.5466   2.3459
 330  C14   C  CR56  0   0.375  -0.7538   -5.3911   1.3286
 330  C15   C  CR56  0   0.058  -1.0427   -3.1944   1.9163
 330  C16   C  CR56  0   0.327  -0.3964   -3.2934   0.6712
 330  C17   C  CR16  0  -0.555  -1.3192   -1.9393   2.4627
 330  C18   C  CR16  0  -0.301  -0.0309   -2.1580  -0.0436
 330  C19   C  CR6   0   0.378  -0.9498   -0.8095   1.7534
 330  C20   C  CR16  0  -0.346  -0.3124   -0.9235   0.5074
 330  C22   C  CH2   0  -0.482  -0.7594   -5.1667  -2.0023
 330  C23   C  CH2   0  -0.152  -0.1883   -5.6899  -3.3119
 330  O1    O  O     0  -0.401  -2.6179   -3.4787   4.9883
 330  N1    N  NR15  0  -0.743  -2.8219   -5.7265   5.4205
 330  O2    O  O     0  -0.396  -2.6782   -8.0163   5.3057
 330  O3    O  OH1   0  -0.642  -1.1796    0.4439   2.2071
 330  O5    O  O2    0  -0.491  -3.8803   -8.7861   2.6620
 330  C24   C  CH3   0  -0.411  -4.3914   -8.4053   1.3927
 330  N2    N  NR5   0  -0.631  -0.2150   -4.6217   0.3434
 330  O4    O  OH1   0  -0.665  -1.1524   -5.7667  -4.3371
 330  H1    H  HCR6  0   0.276  -0.4399   -7.3925   0.5866
 330  H9    H  HCR6  0   0.265  -3.7651  -11.3881   2.6745
 330  H10   H  HCR6  0   0.261  -1.6925  -12.7353   2.5996
 330  H11   H  HCR6  0   0.259   0.5110  -11.6069   2.4738
 330  H12   H  HCR6  0   0.259   0.6248   -9.1421   2.4377
 330  H17   H  HCR6  0   0.275  -1.8160   -1.8550   3.4202
 330  H18   H  HCR6  0   0.271   0.4585   -2.2197  -1.0069
 330  H20   H  HCR6  0   0.271  -0.0415   -0.0229  -0.0290
 330  H211  H  HCH2  0   0.273   0.7538   -6.0823  -0.7503
 330  H212  H  HCH2  0   0.272   1.1288   -4.4478  -1.2169
 330  H221  H  HCH2  0   0.238  -1.1784   -4.1673  -2.1574
 330  H222  H  HCH2  0   0.240  -1.5789   -5.8121  -1.6738
 330  H231  H  HCH2  0   0.221   0.1921   -6.7038  -3.1683
 330  H232  H  HCH2  0   0.199   0.6679   -5.0708  -3.6112
 330  HN1   H  HNR5  0   0.425  -3.2515   -5.6605   6.3326
 330  HO3   H  HOH1  0   0.473  -1.6231    0.4136   3.0619
 330  H241  H  HCH3  0   0.224  -4.6511   -9.2775   0.7864
 330  H242  H  HCH3  0   0.219  -3.6786   -7.7916   0.8344
 330  H243  H  HCH3  0   0.241  -5.2916   -7.8205   1.5709
 330  HO4   H  HOH1  0   0.447  -1.4559   -4.8744  -4.5300
 330  C21   C  CH2   0  -0.344   0.3074   -5.1010  -0.9156

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
 330  C1   C14   aromatic  1.393  0.020  1.393
 330  C1   C2    aromatic  1.390  0.020  1.390
 330  C1   H1    single    0.930  0.020  1.080
 330  C2   C3    aromatic  1.397  0.020  1.397
 330  C2   C7    single    1.477  0.020  1.477
 330  C3   C4    aromatic  1.388  0.020  1.388
 330  C3   C6    single    1.480  0.020  1.480
 330  C4   C13   aromatic  1.384  0.020  1.384
 330  C4   C5    single    1.485  0.020  1.485
 330  C5   O1    double    1.207  0.020  1.207
 330  C5   N1    single    1.375  0.020  1.375
 330  C6   N1    single    1.387  0.020  1.387
 330  C6   O2    double    1.204  0.020  1.204
 330  C7   C12   aromatic  1.392  0.020  1.392
 330  C7   C8    aromatic  1.397  0.020  1.397
 330  C8   O5    single    1.361  0.020  1.361
 330  C8   C9    aromatic  1.388  0.020  1.388
 330  C9   C10   aromatic  1.389  0.020  1.389
 330  C9   H9    single    0.930  0.020  1.080
 330  C10  C11   aromatic  1.387  0.020  1.387
 330  C10  H10   single    0.930  0.020  1.080
 330  C11  C12   aromatic  1.388  0.020  1.388
 330  C11  H11   single    0.930  0.020  1.080
 330  C12  H12   single    0.930  0.020  1.080
 330  C13  C15   aromatic  1.438  0.020  1.438
 330  C13  C14   aromatic  1.422  0.020  1.422
 330  C14  N2    aromatic  1.361  0.020  1.361
 330  C15  C16   aromatic  1.406  0.020  1.406
 330  C15  C17   aromatic  1.397  0.020  1.397
 330  C16  C18   aromatic  1.391  0.020  1.391
 330  C16  N2    aromatic  1.380  0.020  1.380
 330  C17  C19   aromatic  1.384  0.020  1.384
 330  C17  H17   single    0.930  0.020  1.080
 330  C18  C20   aromatic  1.381  0.020  1.381
 330  C18  H18   single    0.930  0.020  1.080
 330  C19  C20   aromatic  1.404  0.020  1.404
 330  C19  O3    single    1.353  0.020  1.353
 330  C20  H20   single    0.930  0.020  1.080
 330  C21  C22   single    1.524  0.020  1.524
 330  C21  N2    single    1.445  0.020  1.445
 330  C21  H211  single    0.970  0.020  1.090
 330  C21  H212  single    0.970  0.020  1.090
 330  C22  C23   single    1.521  0.020  1.521
 330  C22  H221  single    0.970  0.020  1.090
 330  C22  H222  single    0.970  0.020  1.090
 330  C23  O4    single    1.409  0.020  1.409
 330  C23  H231  single    0.970  0.020  1.090
 330  C23  H232  single    0.970  0.020  1.090
 330  N1   HN1   single    0.860  0.020  1.020
 330  O3   HO3   single    0.850  0.020  0.980
 330  O5   C24   single    1.420  0.020  1.420
 330  C24  H241  single    0.970  0.020  1.090
 330  C24  H242  single    0.970  0.020  1.090
 330  C24  H243  single    0.970  0.020  1.090
 330  O4   HO4   single    0.850  0.020  0.980

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
 330  H1    C1   C14   120.70  3.000
 330  H1    C1   C2    119.43  3.000
 330  C14   C1   C2    119.86  3.000
 330  C7    C2   C3    123.05  3.000
 330  C7    C2   C1    119.31  3.000
 330  C3    C2   C1    117.63  3.000
 330  C6    C3   C4    107.90  3.000
 330  C6    C3   C2    129.60  3.000
 330  C4    C3   C2    122.45  3.000
 330  C13   C4   C5    130.75  3.000
 330  C5    C4   C3    108.06  3.000
 330  C13   C4   C3    121.19  3.000
 330  N1    C5   O1    125.63  3.000
 330  N1    C5   C4    105.48  3.000
 330  O1    C5   C4    128.89  3.000
 330  O2    C6   N1    124.67  3.000
 330  O2    C6   C3    129.86  3.000
 330  N1    C6   C3    105.45  3.000
 330  C12   C7   C8    118.83  3.000
 330  C8    C7   C2    120.89  3.000
 330  C12   C7   C2    120.25  3.000
 330  O5    C8   C9    119.65  3.000
 330  C9    C8   C7    120.37  3.000
 330  O5    C8   C7    119.98  3.000
 330  H9    C9   C10   120.45  3.000
 330  H9    C9   C8    119.45  3.000
 330  C10   C9   C8    120.11  3.000
 330  H10   C10  C11   120.26  3.000
 330  H10   C10  C9    119.67  3.000
 330  C11   C10  C9    120.07  3.000
 330  H11   C11  C12   119.99  3.000
 330  H11   C11  C10   120.32  3.000
 330  C12   C11  C10   119.68  3.000
 330  H12   C12  C11   119.84  3.000
 330  H12   C12  C7    119.22  3.000
 330  C11   C12  C7    120.93  3.000
 330  C15   C13  C14   106.51  3.000
 330  C14   C13  C4    116.15  3.000
 330  C15   C13  C4    137.34  3.000
 330  N2    C14  C13   109.15  3.000
 330  N2    C14  C1    128.14  3.000
 330  C13   C14  C1    122.71  3.000
 330  C17   C15  C16   120.04  3.000
 330  C17   C15  C13   134.08  3.000
 330  C16   C15  C13   105.87  3.000
 330  N2    C16  C18   128.99  3.000
 330  N2    C16  C15   109.78  3.000
 330  C18   C16  C15   121.22  3.000
 330  H17   C17  C19   120.83  3.000
 330  H17   C17  C15   120.47  3.000
 330  C19   C17  C15   118.70  3.000
 330  H18   C18  C20   119.89  3.000
 330  H18   C18  C16   121.99  3.000
 330  C20   C18  C16   118.12  3.000
 330  O3    C19  C20   116.74  3.000
 330  O3    C19  C17   122.62  3.000
 330  C20   C19  C17   120.64  3.000
 330  H20   C20  C19   119.06  3.000
 330  H20   C20  C18   119.67  3.000
 330  C19   C20  C18   121.28  3.000
 330  H222  C22  H221  107.14  3.000
 330  H222  C22  C23   109.69  3.000
 330  H221  C22  C23   109.61  3.000
 330  H222  C22  C21   109.62  3.000
 330  H221  C22  C21   109.24  3.000
 330  C23   C22  C21   111.45  3.000
 330  H232  C23  H231  106.71  3.000
 330  H232  C23  O4    111.46  3.000
 330  H231  C23  O4    106.45  3.000
 330  H232  C23  C22   109.48  3.000
 330  H231  C23  C22   109.68  3.000
 330  O4    C23  C22   112.83  3.000
 330  HN1   N1   C6    123.40  3.000
 330  HN1   N1   C5    123.54  3.000
 330  C6    N1   C5    113.04  3.000
 330  HO3   O3   C19   110.29  3.000
 330  C24   O5   C8    114.32  3.000
 330  H243  C24  H242  108.73  3.000
 330  H243  C24  H241  108.84  3.000
 330  H242  C24  H241  108.62  3.000
 330  H243  C24  O5    107.18  3.000
 330  H242  C24  O5    111.84  3.000
 330  H241  C24  O5    111.54  3.000
 330  C21   N2   C16   125.01  3.000
 330  C21   N2   C14   125.90  3.000
 330  C16   N2   C14   108.66  3.000
 330  HO4   O4   C23   108.12  3.000
 330  H212  C21  H211  105.79  3.000
 330  H212  C21  N2    108.30  3.000
 330  H211  C21  N2    108.33  3.000
 330  H212  C21  C22   110.83  3.000
 330  H211  C21  C22   110.83  3.000
 330  N2    C21  C22   112.49  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
 330  CONST_01  C4    C13  C14  C1      0.00   0.0  0
 330  CONST_02  C15   C13  C14  C1    180.00   0.0  0
 330  CONST_03  C16   N2   C14  C1    180.00   0.0  0
 330  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 330  CONST_07  C13   C14  C1   C2      0.00   0.0  0
 330  CONST_08  N2    C14  C1   C2    180.00   0.0  0
 330  CONST_09  C13   C4   C3   C2      0.00   0.0  0
 330  CONST_10  C11   C12  C7   C2    180.00   0.0  0
 330  CONST_11  C9    C8   C7   C2    180.00   0.0  0
 330  CONST_12  C14   C1   C2   C3      0.00   0.0  0
 330  CONST_15  C15   C13  C4   C3    180.00   0.0  0
 330  CONST_16  C14   C13  C4   C3      0.00   0.0  0
 330  CONST_17  C7    C2   C3   C4    180.00   0.0  0
 330  CONST_18  C16   C15  C13  C4    180.00   0.0  0
 330  CONST_19  C17   C15  C13  C4      0.00   0.0  0
 330  CONST_20  N2    C14  C13  C4    180.00   0.0  0
 330  CONST_21  C14   C1   C2   C7    180.00   0.0  0
 330  CONST_22  C10   C11  C12  C7      0.00   0.0  0
 330  CONST_23  C10   C9   C8   C7      0.00   0.0  0
 330  CONST_24  C11   C12  C7   C8      0.00   0.0  0
 330  CONST_25  C11   C10  C9   C8      0.00   0.0  0
 330  CONST_26  C12   C7   C8   C9      0.00   0.0  0
 330  CONST_27  C12   C11  C10  C9      0.00   0.0  0
 330  CONST_28  C18   C16  C15  C13   180.00   0.0  0
 330  CONST_29  N2    C16  C15  C13     0.00   0.0  0
 330  CONST_30  C19   C17  C15  C13   180.00   0.0  0
 330  CONST_31  C16   N2   C14  C13     0.00   0.0  0
 330  CONST_32  C16   C15  C13  C14     0.00   0.0  0
 330  CONST_33  C17   C15  C13  C14   180.00   0.0  0
 330  CONST_34  C15   C16  N2   C14     0.00   0.0  0
 330  CONST_35  C18   C16  N2   C14   180.00   0.0  0
 330  CONST_36  N2    C14  C13  C15     0.00   0.0  0
 330  CONST_37  C20   C18  C16  C15     0.00   0.0  0
 330  CONST_38  C20   C19  C17  C15     0.00   0.0  0
 330  CONST_39  C19   C17  C15  C16     0.00   0.0  0
 330  CONST_40  C19   C20  C18  C16     0.00   0.0  0
 330  CONST_41  C18   C16  C15  C17     0.00   0.0  0
 330  CONST_42  N2    C16  C15  C17   180.00   0.0  0
 330  CONST_43  C18   C20  C19  C17     0.00   0.0  0
 330  CONST_44  N2    C16  C18  C20   180.00   0.0  0
 330  CONST_45  C7    C2   C3   C6      0.00   0.0  0
 330  CONST_46  C6    N1   C5   C4      0.00   0.0  0
 330  CONST_47  C21   N2   C14  C1      0.00   0.0  0
 330  CONST_48  O5    C8   C7   C2      0.00   0.0  0
 330  CONST_49  O5    C8   C9   C10   180.00   0.0  0
 330  CONST_50  O5    C8   C7   C12   180.00   0.0  0
 330  CONST_51  C21   N2   C14  C13   180.00   0.0  0
 330  CONST_52  C21   N2   C16  C15   180.00   0.0  0
 330  CONST_53  O3    C19  C17  C15   180.00   0.0  0
 330  CONST_54  C21   N2   C16  C18     0.00   0.0  0
 330  CONST_55  O3    C19  C20  C18   180.00   0.0  0
 330  CONST_56  O1    C5   N1   C6    180.00   0.0  0
 330  CONST_57  H12   C12  C7   C2      0.00   0.0  0
 330  CONST_58  H1    C1   C2   C3    180.00   0.0  0
 330  CONST_59  H11   C11  C12  C7    180.00   0.0  0
 330  CONST_60  H9    C9   C8   C7    180.00   0.0  0
 330  CONST_61  H10   C10  C9   C8    180.00   0.0  0
 330  CONST_62  H17   C17  C15  C13     0.00   0.0  0
 330  CONST_63  H18   C18  C16  C15   180.00   0.0  0
 330  CONST_64  H20   C20  C18  C16   180.00   0.0  0
 330  CONST_65  HN1   N1   C5   C4    180.00   0.0  0
 330  Var_01    C22   C21  N2   C14    89.27  30.0  2
 330  Var_02    N2    C21  C22  C23  -179.31  30.0  1
 330  Var_03    H241  C24  O5   C8     61.82  30.0  3
 330  Var_04    O4    C23  C22  C21   179.80  30.0  3

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
 330  plan-1  C2   0.020
 330  plan-1  C7   0.020
 330  plan-1  C8   0.020
 330  plan-1  C9   0.020
 330  plan-1  C10  0.020
 330  plan-1  C11  0.020
 330  plan-1  C12  0.020
 330  plan-1  O5   0.020
 330  plan-1  H9   0.020
 330  plan-1  H10  0.020
 330  plan-1  H11  0.020
 330  plan-1  H12  0.020
 330  plan-2  C1   0.020
 330  plan-2  C2   0.020
 330  plan-2  C3   0.020
 330  plan-2  C4   0.020
 330  plan-2  C5   0.020
 330  plan-2  C6   0.020
 330  plan-2  C7   0.020
 330  plan-2  C13  0.020
 330  plan-2  C14  0.020
 330  plan-2  C15  0.020
 330  plan-2  C16  0.020
 330  plan-2  C17  0.020
 330  plan-2  C18  0.020
 330  plan-2  C19  0.020
 330  plan-2  C20  0.020
 330  plan-2  O1   0.020
 330  plan-2  N1   0.020
 330  plan-2  O2   0.020
 330  plan-2  O3   0.020
 330  plan-2  N2   0.020
 330  plan-2  H1   0.020
 330  plan-2  H17  0.020
 330  plan-2  H18  0.020
 330  plan-2  H20  0.020
 330  plan-2  HN1  0.020
 330  plan-2  C21  0.020

