# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 00:58:53 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: 3-methyl-2-[[(3~{R},5~{R})-1-methyl-5-phenyl-piperidin-3-yl]amino]-5~{H}-pyrrolo[3,2-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C[C@@H](C[C@@H](C1)c2ccccc2)NC3=Nc4cc[nH]c4C(=O)N3C
#
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
 FNC  FNC  3-methyl-2-[[(3~{R},5~{R})-1-methyl-5-phenyl-piperidin-3-yl]amino]-5~{H}-pyrrolo[3,2-d]pyrimidin-4-one  ligand  48  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FNC
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
 FNC  C13   C  CR15  0  -0.018  -28.5755  -2.9064   -9.7685
 FNC  C15   C  CR56  0   0.121  -28.4512  -4.2621  -11.5055
 FNC  C20   C  CR6   0   0.190  -26.6890  -0.7900  -19.3451
 FNC  C21   C  CR16  0  -0.319  -26.1954  -1.7316  -20.2487
 FNC  C22   C  CR16  0  -0.235  -26.3986  -1.5847  -21.6138
 FNC  C24   C  CR16  0  -0.235  -27.5962   0.4538  -21.2160
 FNC  C01   C  CH3   0  -0.517  -23.4171  -0.7545  -15.6993
 FNC  C03   C  CH2   0  -0.243  -24.9903  -0.8592  -17.4990
 FNC  C04   C  CH1   0  -0.362  -26.4732  -0.9355  -17.8604
 FNC  C05   C  CH2   0  -0.425  -27.0823  -2.2262  -17.3111
 FNC  C06   C  CH1   0  -0.074  -26.8057  -2.3400  -15.8189
 FNC  C07   C  CH2   0  -0.263  -25.3098  -2.2065  -15.5440
 FNC  C09   C  CR6   0   0.742  -27.6657  -3.7782  -14.0246
 FNC  C11   C  CR56  0   0.204  -28.0242  -3.0145  -11.9329
 FNC  C12   C  CR15  0  -0.424  -28.1040  -2.1456  -10.8167
 FNC  C16   C  CR6   0   0.533  -28.5005  -5.3806  -12.3723
 FNC  C23   C  CR16  0  -0.273  -27.1015  -0.4911  -22.1039
 FNC  C25   C  CR16  0  -0.334  -27.3892   0.3026  -19.8507
 FNC  N02   N  NT    0  -0.415  -24.8006  -0.9557  -16.0655
 FNC  N08   N  NH1   0  -0.710  -27.3293  -3.5955  -15.3236
 FNC  N10   N  N     0  -0.533  -27.6140  -2.7704  -13.2036
 FNC  N14   N  NR15  0  -0.647  -28.7828  -4.1759  -10.1821
 FNC  N18   N  NR6   0  -0.591  -28.0870  -5.0503  -13.6733
 FNC  O17   O  O     0  -0.486  -28.8563  -6.5128  -12.0743
 FNC  H131  H  HCR5  0   0.282  -28.7766  -2.6201   -8.7488
 FNC  H211  H  HCR6  0   0.247  -25.6458  -2.5938  -19.8887
 FNC  H221  H  HCR6  0   0.251  -26.0074  -2.3275  -22.2974
 FNC  H241  H  HCR6  0   0.251  -28.1457   1.3108  -21.5843
 FNC  H012  H  HCH3  0   0.233  -23.3101  -0.7831  -14.6141
 FNC  H013  H  HCH3  0   0.192  -22.7416  -1.5139  -16.1228
 FNC  H011  H  HCH3  0   0.232  -23.0759   0.2231  -16.0433
 FNC  H032  H  HCH2  0   0.191  -24.4376  -1.6523  -18.0356
 FNC  H031  H  HCH2  0   0.240  -24.5816   0.0954  -17.8410
 FNC  H041  H  HCH1  0   0.246  -26.9690  -0.0936  -17.3656
 FNC  H051  H  HCH2  0   0.252  -28.1585  -2.2469  -17.4975
 FNC  H052  H  HCH2  0   0.226  -26.6484  -3.0895  -17.8294
 FNC  H061  H  HCH1  0   0.248  -27.3253  -1.5334  -15.2995
 FNC  H071  H  HCH2  0   0.185  -24.7879  -3.0790  -15.9798
 FNC  H072  H  HCH2  0   0.240  -25.1395  -2.2359  -14.4654
 FNC  H121  H  HCR5  0   0.248  -27.8502  -1.0984  -10.7810
 FNC  H191  H  HCH3  0   0.289  -28.5354  -6.9984  -14.2338
 FNC  H193  H  HCH3  0   0.263  -28.7687  -5.8087  -15.5142
 FNC  H192  H  HCH3  0   0.261  -27.1305  -6.3300  -15.0530
 FNC  H231  H  HCR6  0   0.251  -27.2619  -0.3778  -23.1683
 FNC  H251  H  HCR6  0   0.246  -27.7812   1.0463  -19.1663
 FNC  H081  H  HNH1  0   0.412  -27.1304  -4.4019  -15.8928
 FNC  H141  H  HNR5  0   0.413  -29.1261  -4.9299   -9.6100
 FNC  C19   C  CH3   0  -0.586  -28.1294  -6.0996  -14.6813

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
 FNC  C23  C22   aromatic  1.389  0.020  1.389
 FNC  C23  C24   aromatic  1.388  0.020  1.388
 FNC  C22  C21   aromatic  1.388  0.020  1.388
 FNC  C24  C25   aromatic  1.389  0.020  1.389
 FNC  C21  C20   aromatic  1.395  0.020  1.395
 FNC  C25  C20   aromatic  1.393  0.020  1.393
 FNC  C20  C04   single    1.507  0.020  1.507
 FNC  C04  C03   single    1.528  0.020  1.528
 FNC  C04  C05   single    1.529  0.020  1.529
 FNC  C03  N02   single    1.449  0.020  1.449
 FNC  C05  C06   single    1.522  0.020  1.522
 FNC  N02  C01   single    1.445  0.020  1.445
 FNC  N02  C07   single    1.448  0.020  1.448
 FNC  C06  C07   single    1.527  0.020  1.527
 FNC  C06  N08   single    1.448  0.020  1.448
 FNC  N08  C09   single    1.354  0.020  1.354
 FNC  C19  N18   single    1.456  0.020  1.456
 FNC  C09  N18   single    1.385  0.020  1.385
 FNC  C09  N10   double    1.301  0.020  1.301
 FNC  N18  C16   single    1.405  0.020  1.405
 FNC  N10  C11   single    1.357  0.020  1.357
 FNC  C16  O17   double    1.224  0.020  1.224
 FNC  C16  C15   single    1.416  0.020  1.416
 FNC  C11  C15   aromatic  1.386  0.020  1.386
 FNC  C11  C12   aromatic  1.417  0.020  1.417
 FNC  C15  N14   aromatic  1.367  0.020  1.367
 FNC  C12  C13   aromatic  1.378  0.020  1.378
 FNC  N14  C13   aromatic  1.351  0.020  1.351
 FNC  C13  H131  single    0.930  0.020  1.080
 FNC  C21  H211  single    0.930  0.020  1.080
 FNC  C22  H221  single    0.930  0.020  1.080
 FNC  C24  H241  single    0.930  0.020  1.080
 FNC  C01  H012  single    0.970  0.020  1.090
 FNC  C01  H013  single    0.970  0.020  1.090
 FNC  C01  H011  single    0.970  0.020  1.090
 FNC  C03  H032  single    0.970  0.020  1.090
 FNC  C03  H031  single    0.970  0.020  1.090
 FNC  C04  H041  single    0.970  0.020  1.090
 FNC  C05  H051  single    0.970  0.020  1.090
 FNC  C05  H052  single    0.970  0.020  1.090
 FNC  C06  H061  single    0.970  0.020  1.090
 FNC  C07  H071  single    0.970  0.020  1.090
 FNC  C07  H072  single    0.970  0.020  1.090
 FNC  C12  H121  single    0.930  0.020  1.080
 FNC  C19  H191  single    0.970  0.020  1.090
 FNC  C19  H193  single    0.970  0.020  1.090
 FNC  C19  H192  single    0.970  0.020  1.090
 FNC  C23  H231  single    0.930  0.020  1.080
 FNC  C25  H251  single    0.930  0.020  1.080
 FNC  N08  H081  single    0.890  0.020  1.040
 FNC  N14  H141  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
 FNC  H131  C13  N14   120.70  3.000
 FNC  H131  C13  C12   129.53  3.000
 FNC  N14   C13  C12   109.77  3.000
 FNC  N14   C15  C16   129.35  3.000
 FNC  N14   C15  C11   108.45  3.000
 FNC  C16   C15  C11   122.21  3.000
 FNC  C25   C20  C04   120.35  3.000
 FNC  C04   C20  C21   121.47  3.000
 FNC  C25   C20  C21   118.18  3.000
 FNC  H211  C21  C22   119.01  3.000
 FNC  H211  C21  C20   120.07  3.000
 FNC  C22   C21  C20   120.92  3.000
 FNC  H221  C22  C23   120.01  3.000
 FNC  H221  C22  C21   119.71  3.000
 FNC  C23   C22  C21   120.28  3.000
 FNC  H241  C24  C25   119.74  3.000
 FNC  H241  C24  C23   120.15  3.000
 FNC  C25   C24  C23   120.11  3.000
 FNC  H011  C01  H013  107.75  3.000
 FNC  H011  C01  H012  107.85  3.000
 FNC  H013  C01  H012  107.72  3.000
 FNC  H011  C01  N02   110.14  3.000
 FNC  H013  C01  N02   113.19  3.000
 FNC  H012  C01  N02   110.02  3.000
 FNC  H031  C03  H032  106.72  3.000
 FNC  H031  C03  N02   108.58  3.000
 FNC  H032  C03  N02   111.53  3.000
 FNC  H031  C03  C04   109.41  3.000
 FNC  H032  C03  C04   109.54  3.000
 FNC  N02   C03  C04   110.95  3.000
 FNC  H041  C04  C05   107.83  3.000
 FNC  H041  C04  C03   107.10  3.000
 FNC  C05   C04  C03   110.10  3.000
 FNC  H041  C04  C20   107.82  3.000
 FNC  C05   C04  C20   112.23  3.000
 FNC  C03   C04  C20   111.53  3.000
 FNC  H052  C05  H051  107.12  3.000
 FNC  H052  C05  C06   109.43  3.000
 FNC  H051  C05  C06   110.18  3.000
 FNC  H052  C05  C04   109.71  3.000
 FNC  H051  C05  C04   110.31  3.000
 FNC  C06   C05  C04   110.05  3.000
 FNC  H061  C06  N08   107.82  3.000
 FNC  H061  C06  C07   108.44  3.000
 FNC  N08   C06  C07   111.63  3.000
 FNC  H061  C06  C05   108.96  3.000
 FNC  N08   C06  C05   109.55  3.000
 FNC  C07   C06  C05   110.37  3.000
 FNC  H072  C07  H071  107.11  3.000
 FNC  H072  C07  N02   108.91  3.000
 FNC  H071  C07  N02   111.93  3.000
 FNC  H072  C07  C06   109.16  3.000
 FNC  H071  C07  C06   108.81  3.000
 FNC  N02   C07  C06   110.81  3.000
 FNC  N18   C09  N10   124.29  3.000
 FNC  N10   C09  N08   119.41  3.000
 FNC  N18   C09  N08   116.27  3.000
 FNC  N10   C11  C12   130.11  3.000
 FNC  C12   C11  C15   106.96  3.000
 FNC  N10   C11  C15   122.92  3.000
 FNC  H121  C12  C11   127.48  3.000
 FNC  H121  C12  C13   126.27  3.000
 FNC  C11   C12  C13   106.25  3.000
 FNC  O17   C16  N18   121.92  3.000
 FNC  O17   C16  C15   126.29  3.000
 FNC  N18   C16  C15   111.78  3.000
 FNC  H231  C23  C24   120.34  3.000
 FNC  H231  C23  C22   120.28  3.000
 FNC  C24   C23  C22   119.38  3.000
 FNC  H251  C25  C24   119.47  3.000
 FNC  H251  C25  C20   119.39  3.000
 FNC  C24   C25  C20   121.14  3.000
 FNC  C07   N02  C03   111.58  3.000
 FNC  C07   N02  C01   111.45  3.000
 FNC  C03   N02  C01   111.50  3.000
 FNC  H081  N08  C09   118.91  3.000
 FNC  H081  N08  C06   115.44  3.000
 FNC  C09   N08  C06   122.34  3.000
 FNC  C11   N10  C09   116.07  3.000
 FNC  H141  N14  C15   125.85  3.000
 FNC  H141  N14  C13   125.58  3.000
 FNC  C15   N14  C13   108.57  3.000
 FNC  C19   N18  C16   117.60  3.000
 FNC  C16   N18  C09   122.71  3.000
 FNC  C19   N18  C09   119.68  3.000
 FNC  H192  C19  H193  109.47  3.000
 FNC  H192  C19  H191  107.99  3.000
 FNC  H193  C19  H191  108.51  3.000
 FNC  H192  C19  N18   111.20  3.000
 FNC  H193  C19  N18   110.73  3.000
 FNC  H191  C19  N18   108.85  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
 FNC  CONST_01  C15   C11  C12  C13     0.00   0.0  0
 FNC  CONST_02  C11   C15  N14  C13     0.00   0.0  0
 FNC  CONST_03  C12   C13  N14  C15     0.00   0.0  0
 FNC  CONST_04  C23   C22  C21  C20     0.00   0.0  0
 FNC  CONST_05  C23   C24  C25  C20     0.00   0.0  0
 FNC  CONST_06  C24   C23  C22  C21     0.00   0.0  0
 FNC  CONST_07  C24   C25  C20  C21     0.00   0.0  0
 FNC  CONST_08  C25   C24  C23  C22     0.00   0.0  0
 FNC  CONST_09  C25   C20  C21  C22     0.00   0.0  0
 FNC  CONST_10  N14   C13  C12  C11     0.00   0.0  0
 FNC  CONST_11  N14   C15  C11  C12     0.00   0.0  0
 FNC  CONST_12  C04   C20  C21  C22   180.00   0.0  0
 FNC  CONST_13  C04   C20  C25  C24   180.00   0.0  0
 FNC  CONST_14  C09   N18  C16  C15     0.00   0.0  0
 FNC  CONST_15  N18   C09  N10  C11     0.00   0.0  0
 FNC  CONST_16  N10   C09  N18  C16     0.00   0.0  0
 FNC  CONST_17  C19   N18  C16  C15   180.00   0.0  0
 FNC  CONST_18  N18   C09  N08  C06   180.00   0.0  0
 FNC  CONST_19  N10   C09  N08  C06     0.00   0.0  0
 FNC  CONST_20  O17   C16  N18  C09   180.00   0.0  0
 FNC  CONST_21  N08   C09  N10  C11   180.00   0.0  0
 FNC  CONST_22  N08   C09  N18  C16   180.00   0.0  0
 FNC  CONST_23  N10   C09  N18  C19   180.00   0.0  0
 FNC  CONST_24  H121  C12  C11  C15   180.00   0.0  0
 FNC  CONST_25  H131  C13  N14  C15   180.00   0.0  0
 FNC  CONST_26  H221  C22  C21  C20   180.00   0.0  0
 FNC  CONST_27  H241  C24  C25  C20   180.00   0.0  0
 FNC  CONST_28  H231  C23  C22  C21   180.00   0.0  0
 FNC  CONST_29  H251  C25  C20  C21   180.00   0.0  0
 FNC  CONST_30  H211  C21  C20  C04     0.00   0.0  0
 FNC  CONST_31  H141  N14  C15  C11   180.00   0.0  0
 FNC  CONST_32  N08   C09  N18  C19     0.00   0.0  0
 FNC  CONST_33  O17   C16  N18  C19     0.00   0.0  0
 FNC  Var_01    C06   C07  N02  C03   -60.26  30.0  1
 FNC  Var_02    C07   N02  C03  C04    60.26  30.0  1
 FNC  Var_03    H012  C01  N02  C03   177.22  30.0  3
 FNC  Var_04    H191  C19  N18  C09  -176.75  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
 FNC  chir_01  C04  C20  C03  C05  positiv
 FNC  chir_02  C06  N08  C07  C05  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
 FNC  plan-1  C20   0.020
 FNC  plan-1  C21   0.020
 FNC  plan-1  C22   0.020
 FNC  plan-1  C24   0.020
 FNC  plan-1  C04   0.020
 FNC  plan-1  C23   0.020
 FNC  plan-1  C25   0.020
 FNC  plan-1  H211  0.020
 FNC  plan-1  H221  0.020
 FNC  plan-1  H241  0.020
 FNC  plan-1  H231  0.020
 FNC  plan-1  H251  0.020
 FNC  plan-2  C13   0.020
 FNC  plan-2  C15   0.020
 FNC  plan-2  C06   0.020
 FNC  plan-2  C09   0.020
 FNC  plan-2  C11   0.020
 FNC  plan-2  C12   0.020
 FNC  plan-2  C16   0.020
 FNC  plan-2  N08   0.020
 FNC  plan-2  N10   0.020
 FNC  plan-2  N14   0.020
 FNC  plan-2  N18   0.020
 FNC  plan-2  O17   0.020
 FNC  plan-2  H131  0.020
 FNC  plan-2  H121  0.020
 FNC  plan-2  H081  0.020
 FNC  plan-2  H141  0.020
 FNC  plan-2  C19   0.020

