# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:35:52 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: (1S)-1,4-anhydro-1-(7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-ribitol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)c2n[nH]c3C(=O)NC=Nc23
#
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
 FMB  FMB  (1S)-1,4-anhydro-1-(7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-ribitol  ligand  31  19  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FMB
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
 FMB  N1    N  NR16  0  -0.664  -0.4312   0.1294  -4.1446
 FMB  C2    C  CR16  0   0.135  -1.3323   0.8374  -3.4038
 FMB  N3    N  N     0  -0.436  -1.2578   1.0251  -2.1346
 FMB  C4    C  CR56  0   0.064  -0.1690   0.4454  -1.5507
 FMB  C5    C  CR56  0   0.204   0.7862  -0.2839  -2.2381
 FMB  C6    C  CR6   0   0.550   0.7044  -0.4953  -3.6569
 FMB  O6    O  OC    0  -0.454   1.4773  -1.1157  -4.3624
 FMB  N7    N  NR15  0  -0.496   1.6906  -0.6860  -1.3290
 FMB  N8    N  N     0  -0.224   1.3847  -0.2659  -0.1112
 FMB  C9    C  CR5   0   0.166   0.2634   0.4215  -0.2057
 FMB  C1'   C  CH1   0  -0.076  -0.4169   1.0472   0.9734
 FMB  C2'   C  CH1   0  -0.004  -1.5364   0.1630   1.5170
 FMB  O2'   O  OH1   0  -0.668  -2.4582   0.9845   2.1853
 FMB  C3'   C  CH1   0  -0.036  -0.7543  -0.7153   2.4910
 FMB  O3'   O  OH1   0  -0.667  -1.6099  -1.2863   3.4424
 FMB  C4'   C  CH1   0   0.015   0.2585   0.2807   3.0695
 FMB  O4'   O  O2    0  -0.493   0.4834   1.2409   2.0451
 FMB  C5'   C  CH2   0  -0.158   1.5511  -0.3783   3.4843
 FMB  O5'   O  OH1   0  -0.672   2.3902   0.5783   4.0871
 FMB  HN1   H  HNR6  0   0.438  -0.6058   0.0512  -5.1385
 FMB  H2    H  HCR6  0   0.300  -2.1550   1.2541  -3.9698
 FMB  HN7   H  HNR5  0   0.430   2.5273  -1.2276  -1.4802
 FMB  H1'   H  HCH1  0   0.270  -0.8246   2.0147   0.6599
 FMB  H2'   H  HCH1  0   0.249  -2.0170  -0.4255   0.7259
 FMB  HO2   H  HOH1  0   0.453  -3.0379   0.4243   2.7129
 FMB  H3'   H  HCH1  0   0.237  -0.2277  -1.4901   1.9181
 FMB  HO3   H  HOH1  0   0.464  -1.1861  -2.0591   3.8255
 FMB  H4'   H  HCH1  0   0.224  -0.1893   0.7779   3.9408
 FMB  H5'1  H  HCH2  0   0.202   2.0163  -0.8340   2.6014
 FMB  H5'2  H  HCH2  0   0.193   1.3050  -1.1935   4.1797
 FMB  HO5   H  HOH1  0   0.456   3.1994   0.1370   4.3602

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
 FMB  N1   C2    aromatic  1.365  0.020  1.365
 FMB  N1   C6    aromatic  1.385  0.020  1.385
 FMB  N1   HN1   single    0.860  0.020  1.020
 FMB  C2   N3    aromatic  1.285  0.020  1.285
 FMB  C2   H2    single    0.930  0.020  1.080
 FMB  N3   C4    aromatic  1.365  0.020  1.365
 FMB  C4   C5    aromatic  1.385  0.020  1.385
 FMB  C4   C9    aromatic  1.413  0.020  1.413
 FMB  C5   C6    aromatic  1.437  0.020  1.437
 FMB  C5   N7    aromatic  1.344  0.020  1.344
 FMB  C6   O6    double    1.217  0.020  1.217
 FMB  N7   N8    aromatic  1.324  0.020  1.324
 FMB  N7   HN7   single    0.860  0.020  1.020
 FMB  N8   C9    aromatic  1.319  0.020  1.319
 FMB  C9   C1'   single    1.498  0.020  1.498
 FMB  C1'  C2'   single    1.527  0.020  1.527
 FMB  C1'  O4'   single    1.413  0.020  1.413
 FMB  C1'  H1'   single    0.970  0.020  1.090
 FMB  C2'  O2'   single    1.404  0.020  1.404
 FMB  C2'  C3'   single    1.527  0.020  1.527
 FMB  C2'  H2'   single    0.970  0.020  1.090
 FMB  O2'  HO2   single    0.850  0.020  0.980
 FMB  C3'  O3'   single    1.401  0.020  1.401
 FMB  C3'  C4'   single    1.534  0.020  1.534
 FMB  C3'  H3'   single    0.970  0.020  1.090
 FMB  O3'  HO3   single    0.850  0.020  0.980
 FMB  C4'  O4'   single    1.422  0.020  1.422
 FMB  C4'  C5'   single    1.509  0.020  1.509
 FMB  C4'  H4'   single    0.970  0.020  1.090
 FMB  C5'  O5'   single    1.408  0.020  1.408
 FMB  C5'  H5'1  single    0.970  0.020  1.090
 FMB  C5'  H5'2  single    0.970  0.020  1.090
 FMB  O5'  HO5   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
 FMB  HN1   N1   C6    116.90  3.000
 FMB  HN1   N1   C2    117.34  3.000
 FMB  C6    N1   C2    125.76  3.000
 FMB  H2    C2   N3    120.29  3.000
 FMB  H2    C2   N1    114.71  3.000
 FMB  N3    C2   N1    125.00  3.000
 FMB  C4    N3   C2    114.00  3.000
 FMB  C9    C4   C5    104.63  3.000
 FMB  C9    C4   N3    131.20  3.000
 FMB  C5    C4   N3    124.18  3.000
 FMB  N7    C5   C6    131.48  3.000
 FMB  N7    C5   C4    106.62  3.000
 FMB  C6    C5   C4    121.90  3.000
 FMB  O6    C6   C5    127.70  3.000
 FMB  O6    C6   N1    123.14  3.000
 FMB  C5    C6   N1    109.16  3.000
 FMB  HN7   N7   N8    120.01  3.000
 FMB  HN7   N7   C5    128.16  3.000
 FMB  N8    N7   C5    111.83  3.000
 FMB  C9    N8   N7    107.21  3.000
 FMB  C1'   C9   N8    123.19  3.000
 FMB  C1'   C9   C4    127.09  3.000
 FMB  N8    C9   C4    109.71  3.000
 FMB  H1'   C1'  O4'   109.46  3.000
 FMB  H1'   C1'  C2'   109.91  3.000
 FMB  O4'   C1'  C2'   106.06  3.000
 FMB  H1'   C1'  C9    108.21  3.000
 FMB  O4'   C1'  C9    111.40  3.000
 FMB  C2'   C1'  C9    111.80  3.000
 FMB  H2'   C2'  C3'   112.08  3.000
 FMB  H2'   C2'  O2'   111.69  3.000
 FMB  C3'   C2'  O2'   111.66  3.000
 FMB  H2'   C2'  C1'   112.04  3.000
 FMB  C3'   C2'  C1'   100.64  3.000
 FMB  O2'   C2'  C1'   108.18  3.000
 FMB  HO2   O2'  C2'   108.39  3.000
 FMB  H3'   C3'  C4'   109.77  3.000
 FMB  H3'   C3'  O3'   111.07  3.000
 FMB  C4'   C3'  O3'   114.32  3.000
 FMB  H3'   C3'  C2'   108.58  3.000
 FMB  C4'   C3'  C2'   101.85  3.000
 FMB  O3'   C3'  C2'   110.78  3.000
 FMB  HO3   O3'  C3'   109.22  3.000
 FMB  H4'   C4'  C5'   109.20  3.000
 FMB  H4'   C4'  O4'   109.28  3.000
 FMB  C5'   C4'  O4'   110.94  3.000
 FMB  H4'   C4'  C3'   108.90  3.000
 FMB  C5'   C4'  C3'   112.69  3.000
 FMB  O4'   C4'  C3'   105.73  3.000
 FMB  C4'   O4'  C1'   110.68  3.000
 FMB  H5'2  C5'  H5'1  107.22  3.000
 FMB  H5'2  C5'  O5'   111.49  3.000
 FMB  H5'1  C5'  O5'   111.97  3.000
 FMB  H5'2  C5'  C4'   107.81  3.000
 FMB  H5'1  C5'  C4'   108.87  3.000
 FMB  O5'   C5'  C4'   109.36  3.000
 FMB  HO5   O5'  C5'   108.15  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
 FMB  CONST_01  C4   N3  C2  N1    0.00  0.0  0
 FMB  CONST_02  C4   C5  C6  N1    0.00  0.0  0
 FMB  CONST_03  N7   C5  C6  N1  180.00  0.0  0
 FMB  CONST_04  C5   C6  N1  C2    0.00  0.0  0
 FMB  CONST_05  C5   C4  N3  C2    0.00  0.0  0
 FMB  CONST_06  C9   C4  N3  C2  180.00  0.0  0
 FMB  CONST_07  C6   N1  C2  N3    0.00  0.0  0
 FMB  CONST_08  C6   C5  C4  N3    0.00  0.0  0
 FMB  CONST_09  N7   C5  C4  N3  180.00  0.0  0
 FMB  CONST_10  N8   C9  C4  N3  180.00  0.0  0
 FMB  CONST_11  N8   N7  C5  C4    0.00  0.0  0
 FMB  CONST_12  N7   N8  C9  C4    0.00  0.0  0
 FMB  CONST_13  N8   C9  C4  C5    0.00  0.0  0
 FMB  CONST_14  C9   N8  N7  C5    0.00  0.0  0
 FMB  CONST_15  C9   C4  C5  C6  180.00  0.0  0
 FMB  CONST_16  N8   N7  C5  C6  180.00  0.0  0
 FMB  CONST_17  C9   C4  C5  N7    0.00  0.0  0
 FMB  CONST_18  C1'  C9  C4  N3    0.00  0.0  0
 FMB  CONST_19  C1'  C9  C4  C5  180.00  0.0  0
 FMB  CONST_20  C1'  C9  N8  N7  180.00  0.0  0
 FMB  CONST_21  O6   C6  N1  C2  180.00  0.0  0
 FMB  CONST_22  O6   C6  C5  C4  180.00  0.0  0
 FMB  CONST_23  N7   C5  C6  O6    0.00  0.0  0
 FMB  CONST_24  HN1  N1  C2  N3  180.00  0.0  0
 FMB  CONST_25  H2   C2  N3  C4  180.00  0.0  0
 FMB  CONST_26  HN7  N7  C5  C4  180.00  0.0  0

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
 FMB  chir_01  C1'  C9   C2'  O4'  negativ
 FMB  chir_02  C2'  O2'  C3'  C1'  positiv
 FMB  chir_03  C3'  O3'  C4'  C2'  positiv
 FMB  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
 FMB  plan-1  N1   0.020
 FMB  plan-1  C2   0.020
 FMB  plan-1  N3   0.020
 FMB  plan-1  C4   0.020
 FMB  plan-1  C5   0.020
 FMB  plan-1  C6   0.020
 FMB  plan-1  O6   0.020
 FMB  plan-1  N7   0.020
 FMB  plan-1  N8   0.020
 FMB  plan-1  C9   0.020
 FMB  plan-1  C1'  0.020
 FMB  plan-1  HN1  0.020
 FMB  plan-1  H2   0.020
 FMB  plan-1  HN7  0.020

