# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 15:19:21 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 6-(2,4-difluorophenoxy)-2-{[3-hydroxy-1-(2-hydroxyethyl)propyl]amino}-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)C(=Cc2cnc(NC(CCO)CCO)nc12)Oc3ccc(F)cc3F
#
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
 FLW  FLW  6-(2,4-difluorophenoxy)-2-{[3-hydroxy-1-(2-hydroxyethyl)propyl]amino}-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one  ligand  49  29  .  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_FLW
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
 FLW  C14   C  CR16  0  -0.559  -6.5336   0.5339   0.2120
 FLW  C15   C  CR6   0   0.527  -6.1991   1.8747   0.2733
 FLW  C20   C  CH2   0  -0.446   6.2333  -1.0730  -0.2765
 FLW  C21   C  CH2   0  -0.137   5.6140  -2.4576  -0.2496
 FLW  C23   C  CH2   0  -0.442   5.9952   1.3606   0.3485
 FLW  C29   C  CH3   0  -0.536  -0.0458  -0.0042  -2.8045
 FLW  F28   F  F     0  -0.301  -5.8040  -1.6921   0.2690
 FLW  C13   C  CR6   0   0.488  -5.5168  -0.3883   0.3313
 FLW  F27   F  F     0  -0.312  -7.1774   2.7842   0.1536
 FLW  C16   C  CR16  0  -0.415  -4.8996   2.2974   0.4544
 FLW  C17   C  CR16  0  -0.312  -3.8965   1.3447   0.5822
 FLW  C12   C  CR6   0   0.219  -4.1934  -0.0068   0.5171
 FLW  O11   O  O2    0  -0.491  -3.2791  -1.0036   0.6687
 FLW  C9    C  CR6   0   0.133  -1.9832  -0.7352   0.3414
 FLW  C10   C  CR16  0  -0.227  -1.0088  -0.7677   1.2667
 FLW  C5    C  CR66  0  -0.117   0.3352  -0.5640   0.8589
 FLW  C4    C  CR16  0  -0.032   1.4415  -0.5889   1.7067
 FLW  N1    N  N     0  -0.466   2.6722  -0.3885   1.3001
 FLW  C8    C  CR6   0   0.529  -1.7142  -0.4936  -1.0744
 FLW  O26   O  O     0  -0.454  -2.6032  -0.4890  -1.9074
 FLW  N7    N  NR6   0  -0.588  -0.3871  -0.2681  -1.4118
 FLW  C6    C  CR66  0   0.557   0.6268  -0.3045  -0.4922
 FLW  N3    N  N     0  -0.505   1.8556  -0.0963  -0.9212
 FLW  C2    C  CR6   0   0.625   2.8361  -0.1455  -0.0140
 FLW  N18   N  NH1   0  -0.647   4.0759   0.0680  -0.4709
 FLW  C19   C  CH1   0  -0.125   5.3065  -0.0016   0.2955
 FLW  C24   C  CH2   0  -0.138   5.1725   2.4052   1.0775
 FLW  O25   O  OH1   0  -0.674   5.9194   3.6021   1.1369
 FLW  O22   O  OH1   0  -0.674   6.5821  -3.3919  -0.6782
 FLW  H14   H  HCR6  0   0.309  -7.5565   0.2122   0.0669
 FLW  H20   H  HCH2  0   0.238   7.1494  -1.0786   0.3201
 FLW  H20A  H  HCH2  0   0.229   6.5196  -0.8076  -1.2997
 FLW  H21   H  HCH2  0   0.189   5.2684  -2.6767   0.7704
 FLW  H21A  H  HCH2  0   0.195   4.7289  -2.4820  -0.8964
 FLW  H23   H  HCH2  0   0.235   6.9529   1.2377   0.8623
 FLW  H23A  H  HCH2  0   0.229   6.2222   1.7022  -0.6669
 FLW  H29   H  HCH3  0   0.270  -0.9532  -0.0031  -3.3950
 FLW  H29A  H  HCH3  0   0.260   0.4416   0.9636  -2.8940
 FLW  H29B  H  HCH3  0   0.260   0.6267  -0.7716  -3.1812
 FLW  H16   H  HCR6  0   0.290  -4.6630   3.3514   0.5031
 FLW  H17   H  HCR6  0   0.297  -2.8766   1.6717   0.7389
 FLW  H10   H  HCR6  0   0.293  -1.2363  -0.9583   2.3089
 FLW  H4    H  HCR6  0   0.281   1.2983  -0.7817   2.7658
 FLW  HN18  H  HNH1  0   0.394   4.1533   0.2485  -1.4611
 FLW  H19   H  HCH1  0   0.260   5.0280  -0.2895   1.3103
 FLW  H24   H  HCH2  0   0.193   4.2189   2.5598   0.5578
 FLW  H24A  H  HCH2  0   0.191   4.9290   2.0330   2.0819
 FLW  HO25  H  HOH1  0   0.453   5.4021   4.2545   1.6174
 FLW  HO22  H  HOH1  0   0.453   6.1715  -4.2610  -0.6916

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
 FLW  C14  C15   aromatic  1.383  0.020  1.383
 FLW  C14  C13   aromatic  1.378  0.020  1.378
 FLW  C15  F27   single    1.341  0.020  1.341
 FLW  C15  C16   aromatic  1.378  0.020  1.378
 FLW  C20  C21   single    1.517  0.020  1.517
 FLW  C20  C19   single    1.528  0.020  1.528
 FLW  C21  O22   single    1.412  0.020  1.412
 FLW  C23  C19   single    1.527  0.020  1.527
 FLW  C23  C24   single    1.516  0.020  1.516
 FLW  C29  N7    single    1.458  0.020  1.458
 FLW  F28  C13   single    1.336  0.020  1.336
 FLW  C13  C12   aromatic  1.390  0.020  1.390
 FLW  C16  C17   aromatic  1.389  0.020  1.389
 FLW  C17  C12   aromatic  1.385  0.020  1.385
 FLW  C12  O11   single    1.361  0.020  1.361
 FLW  O11  C9    single    1.363  0.020  1.363
 FLW  C9   C10   double    1.344  0.020  1.344
 FLW  C9   C8    single    1.461  0.020  1.461
 FLW  C10  C5    single    1.419  0.020  1.419
 FLW  C5   C4    aromatic  1.394  0.020  1.394
 FLW  C5   C6    aromatic  1.406  0.020  1.406
 FLW  C4   N1    aromatic  1.311  0.020  1.311
 FLW  N1   C2    aromatic  1.346  0.020  1.346
 FLW  C8   O26   double    1.218  0.020  1.218
 FLW  C8   N7    single    1.388  0.020  1.388
 FLW  N7   C6    single    1.369  0.020  1.369
 FLW  C6   N3    aromatic  1.318  0.020  1.318
 FLW  N3   C2    aromatic  1.337  0.020  1.337
 FLW  C2   N18   single    1.338  0.020  1.338
 FLW  N18  C19   single    1.451  0.020  1.451
 FLW  C24  O25   single    1.412  0.020  1.412
 FLW  C14  H14   single    0.930  0.020  1.080
 FLW  C20  H20   single    0.970  0.020  1.090
 FLW  C20  H20A  single    0.970  0.020  1.090
 FLW  C21  H21   single    0.970  0.020  1.090
 FLW  C21  H21A  single    0.970  0.020  1.090
 FLW  C23  H23   single    0.970  0.020  1.090
 FLW  C23  H23A  single    0.970  0.020  1.090
 FLW  C29  H29   single    0.970  0.020  1.090
 FLW  C29  H29A  single    0.970  0.020  1.090
 FLW  C29  H29B  single    0.970  0.020  1.090
 FLW  C16  H16   single    0.930  0.020  1.080
 FLW  C17  H17   single    0.930  0.020  1.080
 FLW  C10  H10   single    0.930  0.020  1.080
 FLW  C4   H4    single    0.930  0.020  1.080
 FLW  N18  HN18  single    0.860  0.020  1.020
 FLW  C19  H19   single    0.970  0.020  1.090
 FLW  C24  H24   single    0.970  0.020  1.090
 FLW  C24  H24A  single    0.970  0.020  1.090
 FLW  O25  HO25  single    0.850  0.020  0.980
 FLW  O22  HO22  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
 FLW  H14   C14  C13   120.68  3.000
 FLW  H14   C14  C15   121.51  3.000
 FLW  C13   C14  C15   117.81  3.000
 FLW  C16   C15  F27   119.44  3.000
 FLW  C16   C15  C14   122.07  3.000
 FLW  F27   C15  C14   118.49  3.000
 FLW  H20A  C20  H20   106.98  3.000
 FLW  H20A  C20  C19   109.78  3.000
 FLW  H20   C20  C19   107.92  3.000
 FLW  H20A  C20  C21   110.15  3.000
 FLW  H20   C20  C21   109.13  3.000
 FLW  C19   C20  C21   112.69  3.000
 FLW  H21A  C21  H21   106.81  3.000
 FLW  H21A  C21  O22   111.07  3.000
 FLW  H21   C21  O22   111.44  3.000
 FLW  H21A  C21  C20   109.84  3.000
 FLW  H21   C21  C20   109.08  3.000
 FLW  O22   C21  C20   108.58  3.000
 FLW  H23A  C23  H23   106.81  3.000
 FLW  H23A  C23  C24   110.08  3.000
 FLW  H23   C23  C24   109.06  3.000
 FLW  H23A  C23  C19   109.85  3.000
 FLW  H23   C23  C19   108.11  3.000
 FLW  C24   C23  C19   112.73  3.000
 FLW  H29B  C29  H29A  108.81  3.000
 FLW  H29B  C29  H29   109.27  3.000
 FLW  H29A  C29  H29   109.26  3.000
 FLW  H29B  C29  N7    110.36  3.000
 FLW  H29A  C29  N7    110.16  3.000
 FLW  H29   C29  N7    108.96  3.000
 FLW  C12   C13  F28   118.60  3.000
 FLW  C12   C13  C14   122.04  3.000
 FLW  F28   C13  C14   119.36  3.000
 FLW  H16   C16  C17   120.42  3.000
 FLW  H16   C16  C15   120.74  3.000
 FLW  C17   C16  C15   118.85  3.000
 FLW  H17   C17  C12   120.23  3.000
 FLW  H17   C17  C16   119.11  3.000
 FLW  C12   C17  C16   120.66  3.000
 FLW  O11   C12  C17   124.42  3.000
 FLW  O11   C12  C13   116.97  3.000
 FLW  C17   C12  C13   118.57  3.000
 FLW  C9    O11  C12   117.89  3.000
 FLW  C8    C9   C10   122.51  3.000
 FLW  C8    C9   O11   116.11  3.000
 FLW  C10   C9   O11   121.28  3.000
 FLW  H10   C10  C5    120.03  3.000
 FLW  H10   C10  C9    120.93  3.000
 FLW  C5    C10  C9    119.03  3.000
 FLW  C6    C5   C4    115.03  3.000
 FLW  C6    C5   C10   119.93  3.000
 FLW  C4    C5   C10   125.05  3.000
 FLW  H4    C4   N1    116.95  3.000
 FLW  H4    C4   C5    119.45  3.000
 FLW  N1    C4   C5    123.60  3.000
 FLW  C2    N1   C4    116.39  3.000
 FLW  N7    C8   O26   122.07  3.000
 FLW  N7    C8   C9    116.01  3.000
 FLW  O26   C8   C9    121.92  3.000
 FLW  C6    N7   C8    122.71  3.000
 FLW  C6    N7   C29   118.23  3.000
 FLW  C8    N7   C29   119.05  3.000
 FLW  N3    C6   N7    117.87  3.000
 FLW  N3    C6   C5    122.35  3.000
 FLW  N7    C6   C5    119.78  3.000
 FLW  C2    N3   C6    117.20  3.000
 FLW  N18   C2   N3    116.23  3.000
 FLW  N18   C2   N1    118.34  3.000
 FLW  N3    C2   N1    125.43  3.000
 FLW  HN18  N18  C19   117.49  3.000
 FLW  HN18  N18  C2    115.75  3.000
 FLW  C19   N18  C2    126.69  3.000
 FLW  H19   C19  N18   106.70  3.000
 FLW  H19   C19  C23   108.55  3.000
 FLW  N18   C19  C23   110.97  3.000
 FLW  H19   C19  C20   108.55  3.000
 FLW  N18   C19  C20   110.50  3.000
 FLW  C23   C19  C20   111.40  3.000
 FLW  H24A  C24  H24   106.76  3.000
 FLW  H24A  C24  O25   111.47  3.000
 FLW  H24   C24  O25   111.12  3.000
 FLW  H24A  C24  C23   109.05  3.000
 FLW  H24   C24  C23   109.93  3.000
 FLW  O25   C24  C23   108.49  3.000
 FLW  HO25  O25  C24   108.15  3.000
 FLW  HO22  O22  C21   108.03  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
 FLW  CONST_01  C17   C16  C15  C14     0.00   0.0  0
 FLW  CONST_02  C17   C12  C13  C14     0.00   0.0  0
 FLW  CONST_03  C12   C13  C14  C15     0.00   0.0  0
 FLW  CONST_04  C12   C17  C16  C15     0.00   0.0  0
 FLW  CONST_05  C16   C15  C14  C13     0.00   0.0  0
 FLW  CONST_06  C16   C17  C12  C13     0.00   0.0  0
 FLW  CONST_07  C2    N1   C4   C5      0.00   0.0  0
 FLW  CONST_08  C2    N3   C6   C5      0.00   0.0  0
 FLW  CONST_09  N3    C6   C5   C4      0.00   0.0  0
 FLW  CONST_10  N3    C2   N1   C4      0.00   0.0  0
 FLW  CONST_11  C6    C5   C4   N1      0.00   0.0  0
 FLW  CONST_12  C6    N3   C2   N1      0.00   0.0  0
 FLW  CONST_13  C6    N7   C8   C9      0.00   0.0  0
 FLW  CONST_14  O11   C12  C13  C14   180.00   0.0  0
 FLW  CONST_15  F28   C13  C14  C15   180.00   0.0  0
 FLW  CONST_16  C17   C12  C13  F28   180.00   0.0  0
 FLW  CONST_17  F27   C15  C14  C13   180.00   0.0  0
 FLW  CONST_18  C17   C16  C15  F27   180.00   0.0  0
 FLW  CONST_19  O11   C12  C17  C16   180.00   0.0  0
 FLW  CONST_20  N18   C2   N1   C4    180.00   0.0  0
 FLW  CONST_21  N18   C2   N3   C6    180.00   0.0  0
 FLW  CONST_22  C9    C8   N7   C29   180.00   0.0  0
 FLW  CONST_23  C6    N7   C8   O26   180.00   0.0  0
 FLW  CONST_24  H16   C16  C15  C14   180.00   0.0  0
 FLW  CONST_25  H17   C17  C16  C15   180.00   0.0  0
 FLW  CONST_26  H14   C14  C15  C16   180.00   0.0  0
 FLW  CONST_27  H4    C4   C5   C10     0.00   0.0  0
 FLW  CONST_28  C19   N18  C2   N1      0.00   0.0  0
 FLW  CONST_29  C19   N18  C2   N3    180.00   0.0  0
 FLW  CONST_30  O26   C8   N7   C29     0.00   0.0  0
 FLW  CONST_31  HN18  N18  C2   N1    180.00   0.0  0
 FLW  Var_01    C10   C9   O11  C12   116.62  30.0  3
 FLW  Var_02    H29   C29  N7   C8      1.42  30.0  3
 FLW  Var_03    C2    N18  C19  C20   119.39  30.0  2
 FLW  Var_04    C24   C23  C19  C20  -172.41  30.0  3
 FLW  Var_05    C23   C19  C20  C21   175.85  30.0  3
 FLW  Var_06    O22   C21  C20  C19  -174.63  30.0  3
 FLW  Var_07    O25   C24  C23  C19   176.86  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
 FLW  plan-1  C14   0.020
 FLW  plan-1  C15   0.020
 FLW  plan-1  F28   0.020
 FLW  plan-1  C13   0.020
 FLW  plan-1  F27   0.020
 FLW  plan-1  C16   0.020
 FLW  plan-1  C17   0.020
 FLW  plan-1  C12   0.020
 FLW  plan-1  O11   0.020
 FLW  plan-1  H14   0.020
 FLW  plan-1  H16   0.020
 FLW  plan-1  H17   0.020
 FLW  plan-2  C29   0.020
 FLW  plan-2  O11   0.020
 FLW  plan-2  C9    0.020
 FLW  plan-2  C10   0.020
 FLW  plan-2  C5    0.020
 FLW  plan-2  C4    0.020
 FLW  plan-2  N1    0.020
 FLW  plan-2  C8    0.020
 FLW  plan-2  O26   0.020
 FLW  plan-2  N7    0.020
 FLW  plan-2  C6    0.020
 FLW  plan-2  N3    0.020
 FLW  plan-2  C2    0.020
 FLW  plan-2  N18   0.020
 FLW  plan-2  H10   0.020
 FLW  plan-2  H4    0.020
 FLW  plan-3  C2    0.020
 FLW  plan-3  N18   0.020
 FLW  plan-3  C19   0.020
 FLW  plan-3  HN18  0.020

