# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 16:13:35 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (1S)-1,4-anhydro-1-[7-(methylamino)-1H-pyrazolo[4,3-d]pyrimidin-3-yl]-D-ribitol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1ncnc2c1[nH]nc2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
#
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
 FM1  FM1  (1S)-1,4-anhydro-1-[7-(methylamino)-1H-pyrazolo[4,3-d]pyrimidin-3-yl]-D-ribitol  ligand  35  20  .  2022-07-25  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_FM1
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
 FM1  N1    N  N     0  -0.483  -0.9271  -0.3078   3.7982
 FM1  C2    C  CR16  0   0.018  -1.7612  -0.9020   2.9304
 FM1  N3    N  N     0  -0.446  -1.5965  -1.0930   1.6461
 FM1  C4    C  CR56  0   0.075  -0.4217  -0.6126   1.1852
 FM1  C5    C  CR56  0   0.258   0.5197   0.0207   1.9864
 FM1  C6    C  CR6   0   0.545   0.2329   0.1684   3.3682
 FM1  N6    N  NH1   0  -0.646   1.0684   0.7551   4.2270
 FM1  N7    N  NR15  0  -0.530   1.5466   0.3586   1.1753
 FM1  N8    N  N     0  -0.220   1.3245  -0.0171  -0.0800
 FM1  C9    C  CR5   0   0.142   0.1496  -0.6036  -0.1139
 FM1  C1'   C  CH1   0  -0.080  -0.4627  -1.1607  -1.3634
 FM1  C2'   C  CH1   0   0.000  -1.5782  -0.2633  -1.8907
 FM1  O2'   O  OH1   0  -0.670  -2.4380  -1.0329  -2.6889
 FM1  C3'   C  CH1   0  -0.059  -0.7666   0.7151  -2.7446
 FM1  O3'   O  OH1   0  -0.660  -1.5056   1.3265  -3.7683
 FM1  C4'   C  CH1   0   0.029   0.3110  -0.1935  -3.3385
 FM1  O4'   O  O2    0  -0.493   0.4793  -1.2570  -2.4111
 FM1  C5'   C  CH2   0  -0.160   1.6104   0.5380  -3.5791
 FM1  O5'   O  OH1   0  -0.673   2.5174  -0.3284  -4.2204
 FM1  C66   C  CH3   0  -0.514   0.7771   0.8970   5.6334
 FM1  H2    H  HCR6  0   0.246  -2.6872  -1.2664   3.3629
 FM1  HN61  H  HNH1  0   0.409   1.9489   1.1049   3.8918
 FM1  H7    H  HNR5  0   0.424   2.4103   0.8236   1.4031
 FM1  H1'   H  HCH1  0   0.268  -0.8555  -2.1588  -1.1381
 FM1  H2'   H  HCH1  0   0.245  -2.1198   0.2398  -1.0798
 FM1  HO2'  H  HOH1  0   0.446  -2.8268  -0.4470  -3.3499
 FM1  H3'   H  HCH1  0   0.241  -0.3039   1.4637  -2.0890
 FM1  HO3'  H  HOH1  0   0.465  -1.9659   2.0884  -3.4021
 FM1  H4'   H  HCH1  0   0.228  -0.0491  -0.6037  -4.2922
 FM1  H5'1  H  HCH2  0   0.198   1.3870   1.4193  -4.1959
 FM1  H5'2  H  HCH2  0   0.203   1.9988   0.9002  -2.6196
 FM1  HO5'  H  HOH1  0   0.456   3.3456   0.1442  -4.3411
 FM1  H661  H  HCH3  0   0.255   1.6445   1.3374   6.1155
 FM1  H662  H  HCH3  0   0.241  -0.0824   1.5465   5.8047
 FM1  H663  H  HCH3  0   0.242   0.5728  -0.0672   6.0990

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
 FM1  N1   C2    aromatic  1.342  0.020  1.342
 FM1  N1   C6    aromatic  1.326  0.020  1.326
 FM1  C2   N3    aromatic  1.309  0.020  1.309
 FM1  C2   H2    single    0.930  0.020  1.080
 FM1  N3   C4    aromatic  1.350  0.020  1.350
 FM1  C4   C5    aromatic  1.389  0.020  1.389
 FM1  C4   C9    aromatic  1.419  0.020  1.419
 FM1  C5   C6    aromatic  1.419  0.020  1.419
 FM1  C5   N7    aromatic  1.352  0.020  1.352
 FM1  C6   N6    single    1.334  0.020  1.334
 FM1  N6   C66   single    1.443  0.020  1.443
 FM1  N6   HN61  single    0.860  0.020  1.020
 FM1  N7   N8    aromatic  1.329  0.020  1.329
 FM1  N7   H7    single    0.860  0.020  1.020
 FM1  N8   C9    aromatic  1.314  0.020  1.314
 FM1  C9   C1'   single    1.499  0.020  1.499
 FM1  C1'  C2'   single    1.526  0.020  1.526
 FM1  C1'  O4'   single    1.412  0.020  1.412
 FM1  C1'  H1'   single    0.970  0.020  1.090
 FM1  C2'  O2'   single    1.403  0.020  1.403
 FM1  C2'  C3'   single    1.531  0.020  1.531
 FM1  C2'  H2'   single    0.970  0.020  1.090
 FM1  O2'  HO2'  single    0.850  0.020  0.980
 FM1  C3'  O3'   single    1.403  0.020  1.403
 FM1  C3'  C4'   single    1.530  0.020  1.530
 FM1  C3'  H3'   single    0.970  0.020  1.090
 FM1  O3'  HO3'  single    0.850  0.020  0.980
 FM1  C4'  O4'   single    1.421  0.020  1.421
 FM1  C4'  C5'   single    1.510  0.020  1.510
 FM1  C4'  H4'   single    0.970  0.020  1.090
 FM1  C5'  O5'   single    1.409  0.020  1.409
 FM1  C5'  H5'1  single    0.970  0.020  1.090
 FM1  C5'  H5'2  single    0.970  0.020  1.090
 FM1  O5'  HO5'  single    0.850  0.020  0.980
 FM1  C66  H661  single    0.970  0.020  1.090
 FM1  C66  H662  single    0.970  0.020  1.090
 FM1  C66  H663  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
 FM1  C6    N1   C2    119.54  3.000
 FM1  H2    C2   N3    116.72  3.000
 FM1  H2    C2   N1    114.91  3.000
 FM1  N3    C2   N1    128.37  3.000
 FM1  C4    N3   C2    113.12  3.000
 FM1  C9    C4   C5    104.61  3.000
 FM1  C9    C4   N3    131.68  3.000
 FM1  C5    C4   N3    123.71  3.000
 FM1  N7    C5   C6    135.40  3.000
 FM1  N7    C5   C4    106.43  3.000
 FM1  C6    C5   C4    118.17  3.000
 FM1  N6    C6   C5    123.10  3.000
 FM1  N6    C6   N1    119.82  3.000
 FM1  C5    C6   N1    117.08  3.000
 FM1  HN61  N6   C66   117.88  3.000
 FM1  HN61  N6   C6    119.14  3.000
 FM1  C66   N6   C6    122.97  3.000
 FM1  H7    N7   N8    119.18  3.000
 FM1  H7    N7   C5    129.15  3.000
 FM1  N8    N7   C5    111.67  3.000
 FM1  C9    N8   N7    107.46  3.000
 FM1  C1'   C9   N8    123.57  3.000
 FM1  C1'   C9   C4    126.60  3.000
 FM1  N8    C9   C4    109.83  3.000
 FM1  H1'   C1'  O4'   109.24  3.000
 FM1  H1'   C1'  C2'   110.16  3.000
 FM1  O4'   C1'  C2'   105.75  3.000
 FM1  H1'   C1'  C9    108.27  3.000
 FM1  O4'   C1'  C9    111.80  3.000
 FM1  C2'   C1'  C9    111.60  3.000
 FM1  H2'   C2'  C3'   112.38  3.000
 FM1  H2'   C2'  O2'   111.68  3.000
 FM1  C3'   C2'  O2'   110.97  3.000
 FM1  H2'   C2'  C1'   112.03  3.000
 FM1  C3'   C2'  C1'   100.43  3.000
 FM1  O2'   C2'  C1'   108.79  3.000
 FM1  HO2'  O2'  C2'   107.67  3.000
 FM1  H3'   C3'  C4'   109.89  3.000
 FM1  H3'   C3'  O3'   111.15  3.000
 FM1  C4'   C3'  O3'   110.29  3.000
 FM1  H3'   C3'  C2'   109.03  3.000
 FM1  C4'   C3'  C2'   102.15  3.000
 FM1  O3'   C3'  C2'   113.97  3.000
 FM1  HO3'  O3'  C3'   108.62  3.000
 FM1  H4'   C4'  C5'   108.93  3.000
 FM1  H4'   C4'  O4'   109.01  3.000
 FM1  C5'   C4'  O4'   111.38  3.000
 FM1  H4'   C4'  C3'   109.14  3.000
 FM1  C5'   C4'  C3'   112.35  3.000
 FM1  O4'   C4'  C3'   105.94  3.000
 FM1  C4'   O4'  C1'   110.74  3.000
 FM1  H5'2  C5'  H5'1  107.35  3.000
 FM1  H5'2  C5'  O5'   111.92  3.000
 FM1  H5'1  C5'  O5'   111.64  3.000
 FM1  H5'2  C5'  C4'   108.98  3.000
 FM1  H5'1  C5'  C4'   107.64  3.000
 FM1  O5'   C5'  C4'   109.18  3.000
 FM1  HO5'  O5'  C5'   108.03  3.000
 FM1  H663  C66  H662  108.17  3.000
 FM1  H663  C66  H661  108.59  3.000
 FM1  H662  C66  H661  108.56  3.000
 FM1  H663  C66  N6    111.54  3.000
 FM1  H662  C66  N6    111.75  3.000
 FM1  H661  C66  N6    108.14  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
 FM1  CONST_01  C4    N3   C2  N1    0.00   0.0  0
 FM1  CONST_02  C4    C5   C6  N1    0.00   0.0  0
 FM1  CONST_03  N7    C5   C6  N1  180.00   0.0  0
 FM1  CONST_04  C5    C6   N1  C2    0.00   0.0  0
 FM1  CONST_05  C5    C4   N3  C2    0.00   0.0  0
 FM1  CONST_06  C9    C4   N3  C2  180.00   0.0  0
 FM1  CONST_07  C6    N1   C2  N3    0.00   0.0  0
 FM1  CONST_08  C6    C5   C4  N3    0.00   0.0  0
 FM1  CONST_09  N7    C5   C4  N3  180.00   0.0  0
 FM1  CONST_10  N8    C9   C4  N3  180.00   0.0  0
 FM1  CONST_11  N8    N7   C5  C4    0.00   0.0  0
 FM1  CONST_12  N7    N8   C9  C4    0.00   0.0  0
 FM1  CONST_13  N8    C9   C4  C5    0.00   0.0  0
 FM1  CONST_14  C9    N8   N7  C5    0.00   0.0  0
 FM1  CONST_15  C9    C4   C5  C6  180.00   0.0  0
 FM1  CONST_16  N8    N7   C5  C6  180.00   0.0  0
 FM1  CONST_17  C9    C4   C5  N7    0.00   0.0  0
 FM1  CONST_18  C1'   C9   C4  N3    0.00   0.0  0
 FM1  CONST_19  C1'   C9   C4  C5  180.00   0.0  0
 FM1  CONST_20  C1'   C9   N8  N7  180.00   0.0  0
 FM1  CONST_21  N6    C6   N1  C2  180.00   0.0  0
 FM1  CONST_22  N6    C6   C5  C4  180.00   0.0  0
 FM1  CONST_23  N7    C5   C6  N6    0.00   0.0  0
 FM1  CONST_24  H2    C2   N3  C4  180.00   0.0  0
 FM1  CONST_25  H7    N7   C5  C4  180.00   0.0  0
 FM1  CONST_26  C66   N6   C6  N1    0.00   0.0  0
 FM1  CONST_27  C66   N6   C6  C5  180.00   0.0  0
 FM1  CONST_28  HN61  N6   C6  N1  180.00   0.0  0
 FM1  Var_01    H661  C66  N6  C6  175.80  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
 FM1  chir_01  C1'  C9   C2'  O4'  negativ
 FM1  chir_02  C2'  O2'  C3'  C1'  positiv
 FM1  chir_03  C3'  O3'  C4'  C2'  positiv
 FM1  chir_04  C4'  O4'  C3'  C5'  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
 FM1  plan-1  N1    0.020
 FM1  plan-1  C2    0.020
 FM1  plan-1  N3    0.020
 FM1  plan-1  C4    0.020
 FM1  plan-1  C5    0.020
 FM1  plan-1  C6    0.020
 FM1  plan-1  N6    0.020
 FM1  plan-1  N7    0.020
 FM1  plan-1  N8    0.020
 FM1  plan-1  C9    0.020
 FM1  plan-1  C1'   0.020
 FM1  plan-1  H2    0.020
 FM1  plan-1  H7    0.020
 FM1  plan-2  C6    0.020
 FM1  plan-2  N6    0.020
 FM1  plan-2  C66   0.020
 FM1  plan-2  HN61  0.020

