# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 09:40:49 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 3-(9-hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6(1H)-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCn1c2ccc(O)cc2c3c1cc(c4ccccc4)c5C(=O)NC(=O)c35
#
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
 839  839  '3-(9-hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6(1H)-yl)propanoic acid'  ligand  46  30  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_839
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
 839  O5    O  O     0  -0.442   1.2760   -6.0469  -3.2771
 839  C23   C  C     0   0.559   1.9457   -5.8848  -2.2876
 839  O4    O  OH1   0  -0.591   3.2497   -6.1220  -2.2379
 839  C21   C  CH2   0  -0.594   1.4179   -5.3946  -0.9687
 839  C22   C  CH2   0  -0.338  -0.0802   -5.1219  -1.0081
 839  N2    N  NR5   0  -0.637  -0.5568   -4.6233   0.2595
 839  C14   C  CR56  0   0.379  -0.9437   -5.3811   1.3221
 839  C16   C  CR56  0   0.326  -0.5575   -3.2951   0.6393
 839  C18   C  CR16  0  -0.302  -0.2088   -2.1747  -0.1053
 839  C20   C  CR16  0  -0.345  -0.3010   -0.9368   0.5002
 839  C19   C  CR6   0   0.379  -0.7321   -0.8078   1.8299
 839  O3    O  OH1   0  -0.641  -0.7875    0.4462   2.3331
 839  C17   C  CR16  0  -0.555  -1.0761   -1.9247   2.5725
 839  C15   C  CR56  0   0.061  -0.9862   -3.1825   1.9735
 839  C13   C  CR56  0   0.144  -1.2370   -4.5269   2.4210
 839  C4    C  CR56  0  -0.133  -1.6653   -5.1506   3.5790
 839  C5    C  CR5   0   0.529  -2.1008   -4.5781   4.8784
 839  O1    O  O     0  -0.399  -2.1400   -3.4214   5.2213
 839  C3    C  CR56  0  -0.150  -1.7768   -6.5339   3.6551
 839  C6    C  CR5   0   0.552  -2.3317   -6.8672   4.9888
 839  O2    O  O     0  -0.393  -2.6363   -7.9364   5.4537
 839  N1    N  NR15  0  -0.740  -2.4729   -5.6549   5.6466
 839  C2    C  CR6   0   0.058  -1.4617   -7.3707   2.5796
 839  C1    C  CR16  0  -0.385  -1.0463   -6.7674   1.3967
 839  C7    C  CR6   0   0.051  -1.5323   -8.8459   2.6447
 839  C12   C  CR16  0  -0.273  -0.8149   -9.5557   3.6061
 839  C11   C  CR16  0  -0.248  -0.8460  -10.9415   3.6237
 839  C10   C  CR16  0  -0.261  -1.6008  -11.6366   2.6863
 839  C9    C  CR16  0  -0.244  -2.3169  -10.9374   1.7249
 839  C8    C  CR16  0  -0.297  -2.2780   -9.5497   1.7008
 839  HO4   H  HOH1  0   0.482   3.5662   -6.4332  -3.0994
 839  H211  H  HCH2  0   0.296   1.9643   -4.4899  -0.6871
 839  H212  H  HCH2  0   0.296   1.6532   -6.1371  -0.2009
 839  H221  H  HCH2  0   0.287  -0.6365   -6.0235  -1.2621
 839  H222  H  HCH2  0   0.286  -0.3228   -4.3871  -1.7751
 839  H18   H  HCR6  0   0.274   0.1277   -2.2523  -1.1311
 839  H20   H  HCR6  0   0.272  -0.0374   -0.0465  -0.0565
 839  HO3   H  HOH1  0   0.474  -1.0901    0.4256   3.2475
 839  H17   H  HCR6  0   0.277  -1.4047   -1.8268   3.5984
 839  HN1   H  HNR5  0   0.426  -2.8351   -5.5726   6.5864
 839  H1    H  HCR6  0   0.278  -0.7836   -7.3868   0.5483
 839  H12   H  HCR6  0   0.251  -0.2137   -9.0241   4.3323
 839  H11   H  HCR6  0   0.258  -0.2783  -11.4813   4.3704
 839  H10   H  HCR6  0   0.259  -1.6276  -12.7185   2.7046
 839  H9    H  HCR6  0   0.259  -2.9062  -11.4708   0.9905
 839  H8    H  HCR6  0   0.257  -2.8408   -9.0097   0.9491

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
 839  O5   C23   double    1.206  0.020  1.206
 839  C23  O4    single    1.326  0.020  1.326
 839  C23  C21   single    1.503  0.020  1.503
 839  O4   HO4   single    0.850  0.020  0.980
 839  C21  C22   single    1.523  0.020  1.523
 839  C21  H211  single    0.970  0.020  1.090
 839  C21  H212  single    0.970  0.020  1.090
 839  C22  N2    single    1.443  0.020  1.443
 839  C22  H221  single    0.970  0.020  1.090
 839  C22  H222  single    0.970  0.020  1.090
 839  N2   C16   aromatic  1.381  0.020  1.381
 839  N2   C14   aromatic  1.361  0.020  1.361
 839  C14  C13   aromatic  1.422  0.020  1.422
 839  C14  C1    aromatic  1.392  0.020  1.392
 839  C16  C18   aromatic  1.390  0.020  1.390
 839  C16  C15   aromatic  1.406  0.020  1.406
 839  C18  C20   aromatic  1.381  0.020  1.381
 839  C18  H18   single    0.930  0.020  1.080
 839  C20  C19   aromatic  1.404  0.020  1.404
 839  C20  H20   single    0.930  0.020  1.080
 839  C19  O3    single    1.352  0.020  1.352
 839  C19  C17   aromatic  1.385  0.020  1.385
 839  O3   HO3   single    0.850  0.020  0.980
 839  C17  C15   aromatic  1.396  0.020  1.396
 839  C17  H17   single    0.930  0.020  1.080
 839  C15  C13   aromatic  1.439  0.020  1.439
 839  C13  C4    aromatic  1.383  0.020  1.383
 839  C4   C5    single    1.485  0.020  1.485
 839  C4   C3    aromatic  1.390  0.020  1.390
 839  C5   O1    double    1.207  0.020  1.207
 839  C5   N1    single    1.374  0.020  1.374
 839  C3   C2    aromatic  1.399  0.020  1.399
 839  C3   C6    single    1.482  0.020  1.482
 839  C6   N1    single    1.386  0.020  1.386
 839  C6   O2    double    1.205  0.020  1.205
 839  N1   HN1   single    0.860  0.020  1.020
 839  C2   C1    aromatic  1.391  0.020  1.391
 839  C2   C7    single    1.478  0.020  1.478
 839  C1   H1    single    0.930  0.020  1.080
 839  C7   C12   aromatic  1.394  0.020  1.394
 839  C7   C8    aromatic  1.394  0.020  1.394
 839  C12  C11   aromatic  1.386  0.020  1.386
 839  C12  H12   single    0.930  0.020  1.080
 839  C11  C10   aromatic  1.390  0.020  1.390
 839  C11  H11   single    0.930  0.020  1.080
 839  C10  C9    aromatic  1.388  0.020  1.388
 839  C10  H10   single    0.930  0.020  1.080
 839  C9   C8    aromatic  1.388  0.020  1.388
 839  C9   H9    single    0.930  0.020  1.080
 839  C8   H8    single    0.930  0.020  1.080

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
 839  C21   C23  O4    111.76  3.000
 839  C21   C23  O5    124.68  3.000
 839  O4    C23  O5    123.55  3.000
 839  HO4   O4   C23   110.20  3.000
 839  H212  C21  H211  105.87  3.000
 839  H212  C21  C22   110.56  3.000
 839  H211  C21  C22   110.48  3.000
 839  H212  C21  C23   108.61  3.000
 839  H211  C21  C23   108.68  3.000
 839  C22   C21  C23   112.40  3.000
 839  H222  C22  H221  106.27  3.000
 839  H222  C22  N2    108.17  3.000
 839  H221  C22  N2    108.78  3.000
 839  H222  C22  C21   110.98  3.000
 839  H221  C22  C21   111.11  3.000
 839  N2    C22  C21   111.35  3.000
 839  C16   N2   C14   108.69  3.000
 839  C14   N2   C22   125.96  3.000
 839  C16   N2   C22   125.02  3.000
 839  C1    C14  C13   122.78  3.000
 839  C1    C14  N2    128.11  3.000
 839  C13   C14  N2    109.10  3.000
 839  C15   C16  C18   121.36  3.000
 839  C15   C16  N2    109.76  3.000
 839  C18   C16  N2    128.88  3.000
 839  H18   C18  C20   120.04  3.000
 839  H18   C18  C16   121.87  3.000
 839  C20   C18  C16   118.09  3.000
 839  H20   C20  C19   119.10  3.000
 839  H20   C20  C18   119.69  3.000
 839  C19   C20  C18   121.21  3.000
 839  C17   C19  O3    122.56  3.000
 839  C17   C19  C20   120.68  3.000
 839  O3    C19  C20   116.76  3.000
 839  HO3   O3   C19   110.25  3.000
 839  H17   C17  C15   120.53  3.000
 839  H17   C17  C19   120.74  3.000
 839  C15   C17  C19   118.73  3.000
 839  C13   C15  C17   134.19  3.000
 839  C13   C15  C16   105.87  3.000
 839  C17   C15  C16   119.93  3.000
 839  C4    C13  C15   137.36  3.000
 839  C4    C13  C14   116.09  3.000
 839  C15   C13  C14   106.55  3.000
 839  C3    C4   C5    108.19  3.000
 839  C3    C4   C13   121.29  3.000
 839  C5    C4   C13   130.50  3.000
 839  N1    C5   O1    125.68  3.000
 839  N1    C5   C4    105.46  3.000
 839  O1    C5   C4    128.86  3.000
 839  C2    C3   C6    129.91  3.000
 839  C6    C3   C4    107.64  3.000
 839  C2    C3   C4    122.36  3.000
 839  N1    C6   O2    124.54  3.000
 839  O2    C6   C3    129.88  3.000
 839  N1    C6   C3    105.57  3.000
 839  HN1   N1   C6    123.30  3.000
 839  HN1   N1   C5    123.59  3.000
 839  C6    N1   C5    113.10  3.000
 839  C7    C2   C1    118.97  3.000
 839  C7    C2   C3    123.53  3.000
 839  C1    C2   C3    117.49  3.000
 839  H1    C1   C2    119.38  3.000
 839  H1    C1   C14   120.65  3.000
 839  C2    C1   C14   119.96  3.000
 839  C8    C7   C12   119.04  3.000
 839  C8    C7   C2    119.98  3.000
 839  C12   C7   C2    120.93  3.000
 839  H12   C12  C11   119.67  3.000
 839  H12   C12  C7    119.91  3.000
 839  C11   C12  C7    120.42  3.000
 839  H11   C11  C10   120.05  3.000
 839  H11   C11  C12   119.71  3.000
 839  C10   C11  C12   120.24  3.000
 839  H10   C10  C9    120.17  3.000
 839  H10   C10  C11   120.13  3.000
 839  C9    C10  C11   119.70  3.000
 839  H9    C9   C8    119.74  3.000
 839  H9    C9   C10   120.18  3.000
 839  C8    C9   C10   120.08  3.000
 839  H8    C8   C9    119.72  3.000
 839  H8    C8   C7    119.75  3.000
 839  C9    C8   C7    120.53  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
 839  CONST_01  C20  C18  C16  N2    180.00   0.0  0
 839  CONST_02  C17  C15  C16  N2    180.00   0.0  0
 839  CONST_03  C13  C15  C16  N2      0.00   0.0  0
 839  CONST_04  C15  C13  C14  N2      0.00   0.0  0
 839  CONST_05  C4   C13  C14  N2    180.00   0.0  0
 839  CONST_06  C2   C1   C14  N2    180.00   0.0  0
 839  CONST_07  C18  C16  N2   C14   180.00   0.0  0
 839  CONST_08  C15  C16  N2   C14     0.00   0.0  0
 839  CONST_09  C16  C15  C13  C14     0.00   0.0  0
 839  CONST_10  C17  C15  C13  C14   180.00   0.0  0
 839  CONST_11  C3   C4   C13  C14     0.00   0.0  0
 839  CONST_12  C3   C2   C1   C14     0.00   0.0  0
 839  CONST_13  C7   C2   C1   C14   180.00   0.0  0
 839  CONST_14  C13  C14  N2   C16     0.00   0.0  0
 839  CONST_15  C1   C14  N2   C16   180.00   0.0  0
 839  CONST_16  C19  C20  C18  C16     0.00   0.0  0
 839  CONST_17  C19  C17  C15  C16     0.00   0.0  0
 839  CONST_18  C4   C13  C15  C16   180.00   0.0  0
 839  CONST_19  C17  C15  C16  C18     0.00   0.0  0
 839  CONST_20  C13  C15  C16  C18   180.00   0.0  0
 839  CONST_21  C17  C19  C20  C18     0.00   0.0  0
 839  CONST_22  C15  C16  C18  C20     0.00   0.0  0
 839  CONST_23  C15  C17  C19  C20     0.00   0.0  0
 839  CONST_24  C13  C15  C17  C19   180.00   0.0  0
 839  CONST_25  C4   C13  C15  C17     0.00   0.0  0
 839  CONST_26  C1   C14  C13  C15   180.00   0.0  0
 839  CONST_27  C3   C4   C13  C15   180.00   0.0  0
 839  CONST_28  C2   C1   C14  C13     0.00   0.0  0
 839  CONST_29  C2   C3   C4   C13     0.00   0.0  0
 839  CONST_30  C1   C14  C13  C4      0.00   0.0  0
 839  CONST_31  C1   C2   C3   C4      0.00   0.0  0
 839  CONST_32  C7   C2   C3   C4    180.00   0.0  0
 839  CONST_35  C11  C12  C7   C2    180.00   0.0  0
 839  CONST_36  C9   C8   C7   C2    180.00   0.0  0
 839  CONST_39  C10  C11  C12  C7      0.00   0.0  0
 839  CONST_40  C10  C9   C8   C7      0.00   0.0  0
 839  CONST_41  C9   C8   C7   C12     0.00   0.0  0
 839  CONST_42  C9   C10  C11  C12     0.00   0.0  0
 839  CONST_43  C8   C7   C12  C11     0.00   0.0  0
 839  CONST_44  C8   C9   C10  C11     0.00   0.0  0
 839  CONST_45  C7   C2   C3   C6      0.00   0.0  0
 839  CONST_46  C6   N1   C5   C4      0.00   0.0  0
 839  CONST_47  C18  C16  N2   C22     0.00   0.0  0
 839  CONST_48  C15  C16  N2   C22   180.00   0.0  0
 839  CONST_49  C13  C14  N2   C22   180.00   0.0  0
 839  CONST_50  C1   C14  N2   C22     0.00   0.0  0
 839  CONST_51  O3   C19  C20  C18   180.00   0.0  0
 839  CONST_52  C15  C17  C19  O3    180.00   0.0  0
 839  CONST_53  C6   N1   C5   O1    180.00   0.0  0
 839  CONST_54  H18  C18  C16  N2      0.00   0.0  0
 839  CONST_55  H1   C1   C14  N2      0.00   0.0  0
 839  CONST_56  H20  C20  C18  C16   180.00   0.0  0
 839  CONST_57  H17  C17  C15  C16   180.00   0.0  0
 839  CONST_58  H12  C12  C7   C2      0.00   0.0  0
 839  CONST_59  H8   C8   C7   C2      0.00   0.0  0
 839  CONST_60  H11  C11  C12  C7    180.00   0.0  0
 839  CONST_61  H9   C9   C8   C7    180.00   0.0  0
 839  CONST_62  H10  C10  C11  C12   180.00   0.0  0
 839  CONST_63  HN1  N1   C5   C4    180.00   0.0  0
 839  CONST_64  HO4  O4   C23  O5      0.00   0.0  0
 839  Var_01    C16  N2   C22  C21    86.74  30.0  2
 839  Var_02    N2   C22  C21  C23  -178.67  30.0  3
 839  Var_03    C22  C21  C23  O5      0.19  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
 839  plan-1  C2   0.020
 839  plan-1  C7   0.020
 839  plan-1  C12  0.020
 839  plan-1  C11  0.020
 839  plan-1  C10  0.020
 839  plan-1  C9   0.020
 839  plan-1  C8   0.020
 839  plan-1  H12  0.020
 839  plan-1  H11  0.020
 839  plan-1  H10  0.020
 839  plan-1  H9   0.020
 839  plan-1  H8   0.020
 839  plan-2  C22  0.020
 839  plan-2  N2   0.020
 839  plan-2  C14  0.020
 839  plan-2  C16  0.020
 839  plan-2  C18  0.020
 839  plan-2  C20  0.020
 839  plan-2  C19  0.020
 839  plan-2  O3   0.020
 839  plan-2  C17  0.020
 839  plan-2  C15  0.020
 839  plan-2  C13  0.020
 839  plan-2  C4   0.020
 839  plan-2  C5   0.020
 839  plan-2  O1   0.020
 839  plan-2  C3   0.020
 839  plan-2  C6   0.020
 839  plan-2  O2   0.020
 839  plan-2  N1   0.020
 839  plan-2  C2   0.020
 839  plan-2  C1   0.020
 839  plan-2  C7   0.020
 839  plan-2  H18  0.020
 839  plan-2  H20  0.020
 839  plan-2  H17  0.020
 839  plan-2  HN1  0.020
 839  plan-2  H1   0.020
 839  plan-3  O5   0.020
 839  plan-3  C23  0.020
 839  plan-3  O4   0.020
 839  plan-3  C21  0.020
 839  plan-3  HO4  0.020

