# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 20:41:29 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: N-[(2R)-1-(3-cyanophenyl)-3-hydroxypropan-2-yl]-5-(3,4-dimethoxyphenyl)furan-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC)c2occ(c2)C(=O)N[C@@H](CO)Cc3cccc(c3)C#N
#
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
 4HV  4HV  N-[(2R)-1-(3-cyanophenyl)-3-hydroxypropan-2-yl]-5-(3,4-dimethoxyphenyl)furan-3-carboxamide  ligand  52  30  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4HV
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
 4HV  C1    C  CH3   0  -0.438   7.6122   0.1078  -2.0189
 4HV  O2    O  O2    0  -0.459   6.9622   0.4980  -0.8257
 4HV  C3    C  CR6   0   0.303   5.6511   0.2344  -0.7018
 4HV  C4    C  CR16  0  -0.362   4.8712  -0.4059  -1.6514
 4HV  C5    C  CR16  0  -0.341   3.5184  -0.6315  -1.4245
 4HV  C6    C  CR6   0   0.011   2.9221  -0.2214  -0.2413
 4HV  C7    C  CR16  0  -0.441   3.7066   0.4286   0.7229
 4HV  C8    C  CR6   0   0.340   5.0525   0.6577   0.5039
 4HV  O9    O  O2    0  -0.464   5.8757   1.2714   1.3723
 4HV  C10   C  CH3   0  -0.441   5.3411   1.7163   2.6024
 4HV  C11   C  CR5   0   0.419   1.5091  -0.4729  -0.0114
 4HV  C12   C  CR15  0  -0.415   0.5503  -1.1125  -0.7318
 4HV  C13   C  CR5   0  -0.111  -0.6464  -1.0506   0.0426
 4HV  C14   C  CR15  0   0.001  -0.3266  -0.3606   1.1688
 4HV  O15   O  O     0  -0.417   0.9663  -0.0115   1.1417
 4HV  C16   C  C     0   0.513  -1.9579  -1.5854  -0.3752
 4HV  O17   O  O     0  -0.478  -2.1888  -1.8169  -1.5529
 4HV  N18   N  NH1   0  -0.654  -2.8423  -1.7969   0.6181
 4HV  C19   C  CH1   0  -0.115  -4.2333  -2.1306   0.4038
 4HV  C21   C  CH2   0  -0.513  -5.1313  -0.8982   0.6204
 4HV  C22   C  CR6   0   0.150  -4.6925   0.2513  -0.2365
 4HV  C23   C  CR16  0  -0.272  -5.1135   0.3641  -1.5597
 4HV  C24   C  CR16  0  -0.230  -4.6554   1.3878  -2.3769
 4HV  C25   C  CR16  0  -0.260  -3.7518   2.3177  -1.8911
 4HV  C26   C  CR6   0   0.030  -3.3240   2.2115  -0.5690
 4HV  C27   C  CR16  0  -0.311  -3.7956   1.1904   0.2546
 4HV  C28   C  CSP   0   0.050  -2.3860   3.1529  -0.0477
 4HV  N29   N  NS    0  -0.254  -1.6258   3.9084   0.3759
 4HV  C30   C  CH2   0  -0.157  -4.6398  -3.2985   1.2856
 4HV  O31   O  OH1   0  -0.672  -4.4531  -2.9337   2.6335
 4HV  H19   H  HCH1  0   0.273  -4.3363  -2.4587  -0.6313
 4HV  H1    H  HCH3  0   0.261   8.6523   0.4065  -1.9152
 4HV  H1A   H  HCH3  0   0.230   7.5701  -0.9735  -2.1720
 4HV  H1B   H  HCH3  0   0.230   7.1884   0.6050  -2.8954
 4HV  H4    H  HCR6  0   0.286   5.3018  -0.7438  -2.5839
 4HV  H5    H  HCR6  0   0.253   2.9411  -1.1326  -2.1901
 4HV  H7    H  HCR6  0   0.283   3.2528   0.7547   1.6484
 4HV  H10   H  HCH3  0   0.262   6.1604   2.1803   3.1453
 4HV  H10A  H  HCH3  0   0.230   4.5481   2.4551   2.4598
 4HV  H10B  H  HCH3  0   0.229   4.9478   0.8892   3.1992
 4HV  H12   H  HCR5  0   0.265   0.6707  -1.5911  -1.6900
 4HV  H14   H  HCR5  0   0.296  -0.8940  -0.0367   2.0273
 4HV  HN18  H  HNH1  0   0.397  -2.5526  -1.6437   1.5715
 4HV  H21   H  HCH2  0   0.259  -6.1607  -1.1772   0.3831
 4HV  H21A  H  HCH2  0   0.260  -5.1106  -0.6086   1.6729
 4HV  H23   H  HCR6  0   0.261  -5.8117  -0.3616  -1.9595
 4HV  H24   H  HCR6  0   0.271  -5.0005   1.4597  -3.3993
 4HV  H25   H  HCR6  0   0.279  -3.3825   3.1138  -2.5231
 4HV  H27   H  HCR6  0   0.271  -3.4605   1.1331   1.2824
 4HV  H30   H  HCH2  0   0.209  -5.6857  -3.5504   1.0704
 4HV  H30A  H  HCH2  0   0.219  -4.0315  -4.1695   1.0131
 4HV  HO31  H  HOH1  0   0.463  -4.6648  -3.6897   3.1880

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
 4HV  C1   O2    single    1.414  0.020  1.414
 4HV  C1   H1    single    0.970  0.020  1.090
 4HV  C1   H1A   single    0.970  0.020  1.090
 4HV  C1   H1B   single    0.970  0.020  1.090
 4HV  O2   C3    single    1.343  0.020  1.343
 4HV  C4   C3    aromatic  1.386  0.020  1.386
 4HV  C3   C8    aromatic  1.411  0.020  1.411
 4HV  C4   C5    aromatic  1.390  0.020  1.390
 4HV  C4   H4    single    0.930  0.020  1.080
 4HV  C5   C6    aromatic  1.387  0.020  1.387
 4HV  C5   H5    single    0.930  0.020  1.080
 4HV  C6   C11   single    1.453  0.020  1.453
 4HV  C6   C7    aromatic  1.403  0.020  1.403
 4HV  C8   C7    aromatic  1.383  0.020  1.383
 4HV  C7   H7    single    0.930  0.020  1.080
 4HV  C8   O9    single    1.345  0.020  1.345
 4HV  C10  O9    single    1.413  0.020  1.413
 4HV  C10  H10   single    0.970  0.020  1.090
 4HV  C10  H10A  single    0.970  0.020  1.090
 4HV  C10  H10B  single    0.970  0.020  1.090
 4HV  C12  C11   aromatic  1.359  0.020  1.359
 4HV  C11  O15   aromatic  1.355  0.020  1.355
 4HV  C12  C13   aromatic  1.427  0.020  1.427
 4HV  C12  H12   single    0.930  0.020  1.080
 4HV  C16  C13   single    1.477  0.020  1.477
 4HV  C13  C14   aromatic  1.359  0.020  1.359
 4HV  O15  C14   aromatic  1.340  0.020  1.340
 4HV  C14  H14   single    0.930  0.020  1.080
 4HV  O17  C16   double    1.222  0.020  1.222
 4HV  C16  N18   single    1.347  0.020  1.347
 4HV  C19  N18   single    1.446  0.020  1.446
 4HV  N18  HN18  single    0.860  0.020  1.020
 4HV  H19  C19   single    0.970  0.020  1.090
 4HV  C21  C19   single    1.540  0.020  1.540
 4HV  C19  C30   single    1.519  0.020  1.519
 4HV  C22  C21   single    1.499  0.020  1.499
 4HV  C21  H21   single    0.970  0.020  1.090
 4HV  C21  H21A  single    0.970  0.020  1.090
 4HV  C27  C22   aromatic  1.388  0.020  1.388
 4HV  C22  C23   aromatic  1.393  0.020  1.393
 4HV  C24  C23   aromatic  1.388  0.020  1.388
 4HV  C23  H23   single    0.930  0.020  1.080
 4HV  C25  C24   aromatic  1.385  0.020  1.385
 4HV  C24  H24   single    0.930  0.020  1.080
 4HV  C26  C25   aromatic  1.394  0.020  1.394
 4HV  C25  H25   single    0.930  0.020  1.080
 4HV  C28  C26   single    1.427  0.020  1.427
 4HV  C26  C27   aromatic  1.394  0.020  1.394
 4HV  C27  H27   single    0.930  0.020  1.080
 4HV  N29  C28   triple    1.152  0.020  1.152
 4HV  O31  C30   single    1.409  0.020  1.409
 4HV  C30  H30   single    0.970  0.020  1.090
 4HV  C30  H30A  single    0.970  0.020  1.090
 4HV  O31  HO31  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
 4HV  H1B   C1   H1A   108.83  3.000
 4HV  H1B   C1   H1    108.81  3.000
 4HV  H1A   C1   H1    108.79  3.000
 4HV  H1B   C1   O2    111.90  3.000
 4HV  H1A   C1   O2    111.93  3.000
 4HV  H1    C1   O2    106.48  3.000
 4HV  C3    O2   C1    118.20  3.000
 4HV  C8    C3   C4    119.04  3.000
 4HV  C8    C3   O2    115.72  3.000
 4HV  C4    C3   O2    125.24  3.000
 4HV  H4    C4   C5    118.53  3.000
 4HV  H4    C4   C3    120.75  3.000
 4HV  C5    C4   C3    120.72  3.000
 4HV  H5    C5   C6    120.74  3.000
 4HV  H5    C5   C4    118.62  3.000
 4HV  C6    C5   C4    120.64  3.000
 4HV  C11   C6   C7    121.00  3.000
 4HV  C7    C6   C5    118.88  3.000
 4HV  C11   C6   C5    120.12  3.000
 4HV  H7    C7   C8    119.61  3.000
 4HV  H7    C7   C6    119.57  3.000
 4HV  C8    C7   C6    120.82  3.000
 4HV  O9    C8   C7    124.70  3.000
 4HV  O9    C8   C3    115.40  3.000
 4HV  C7    C8   C3    119.90  3.000
 4HV  C10   O9   C8    118.31  3.000
 4HV  H10B  C10  H10A  108.76  3.000
 4HV  H10B  C10  H10   108.75  3.000
 4HV  H10A  C10  H10   108.87  3.000
 4HV  H10B  C10  O9    111.91  3.000
 4HV  H10A  C10  O9    111.95  3.000
 4HV  H10   C10  O9    106.50  3.000
 4HV  O15   C11  C12   109.19  3.000
 4HV  O15   C11  C6    117.71  3.000
 4HV  C12   C11  C6    133.10  3.000
 4HV  H12   C12  C13   126.55  3.000
 4HV  H12   C12  C11   126.97  3.000
 4HV  C13   C12  C11   106.47  3.000
 4HV  C16   C13  C14   128.85  3.000
 4HV  C14   C13  C12   105.93  3.000
 4HV  C16   C13  C12   125.15  3.000
 4HV  H14   C14  O15   116.46  3.000
 4HV  H14   C14  C13   133.49  3.000
 4HV  O15   C14  C13   110.04  3.000
 4HV  C14   O15  C11   108.36  3.000
 4HV  N18   C16  O17   123.84  3.000
 4HV  N18   C16  C13   115.56  3.000
 4HV  O17   C16  C13   120.60  3.000
 4HV  HN18  N18  C19   116.84  3.000
 4HV  HN18  N18  C16   119.01  3.000
 4HV  C19   N18  C16   123.95  3.000
 4HV  H19   C19  C30   107.12  3.000
 4HV  C30   C19  C21   112.19  3.000
 4HV  H19   C19  C21   108.61  3.000
 4HV  C30   C19  N18   110.41  3.000
 4HV  C21   C19  N18   110.81  3.000
 4HV  H19   C19  N18   107.51  3.000
 4HV  H21A  C21  H21   107.15  3.000
 4HV  H21A  C21  C22   110.00  3.000
 4HV  H21   C21  C22   110.33  3.000
 4HV  H21A  C21  C19   109.68  3.000
 4HV  H21   C21  C19   108.33  3.000
 4HV  C22   C21  C19   111.25  3.000
 4HV  C27   C22  C23   118.46  3.000
 4HV  C23   C22  C21   121.09  3.000
 4HV  C27   C22  C21   120.36  3.000
 4HV  H23   C23  C24   119.31  3.000
 4HV  H23   C23  C22   119.40  3.000
 4HV  C24   C23  C22   121.29  3.000
 4HV  H24   C24  C25   119.69  3.000
 4HV  H24   C24  C23   120.03  3.000
 4HV  C25   C24  C23   120.28  3.000
 4HV  H25   C25  C26   120.38  3.000
 4HV  H25   C25  C24   120.81  3.000
 4HV  C26   C25  C24   118.81  3.000
 4HV  C28   C26  C27   119.31  3.000
 4HV  C27   C26  C25   120.83  3.000
 4HV  C28   C26  C25   119.86  3.000
 4HV  H27   C27  C26   119.66  3.000
 4HV  H27   C27  C22   120.00  3.000
 4HV  C26   C27  C22   120.33  3.000
 4HV  N29   C28  C26   180.00  3.000
 4HV  H30A  C30  H30   107.32  3.000
 4HV  H30A  C30  O31   111.71  3.000
 4HV  H30   C30  O31   111.93  3.000
 4HV  H30A  C30  C19   108.54  3.000
 4HV  H30   C30  C19   108.53  3.000
 4HV  O31   C30  C19   108.71  3.000
 4HV  HO31  O31  C30   108.60  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
 4HV  CONST_01  C6    C5   C4   C3      0.00   0.0  0
 4HV  CONST_02  C6    C7   C8   C3      0.00   0.0  0
 4HV  CONST_03  C7    C8   C3   C4      0.00   0.0  0
 4HV  CONST_04  C11   C6   C5   C4    180.00   0.0  0
 4HV  CONST_05  C7    C6   C5   C4      0.00   0.0  0
 4HV  CONST_06  C8    C3   C4   C5      0.00   0.0  0
 4HV  CONST_07  C12   C11  C6   C5      0.00   0.0  0
 4HV  CONST_08  O15   C11  C6   C5    180.00   0.0  0
 4HV  CONST_09  C8    C7   C6   C5      0.00   0.0  0
 4HV  CONST_10  C13   C12  C11  C6    180.00   0.0  0
 4HV  CONST_11  C14   O15  C11  C6    180.00   0.0  0
 4HV  CONST_12  C12   C11  C6   C7    180.00   0.0  0
 4HV  CONST_13  O15   C11  C6   C7      0.00   0.0  0
 4HV  CONST_14  C11   C6   C7   C8    180.00   0.0  0
 4HV  CONST_15  C14   C13  C12  C11     0.00   0.0  0
 4HV  CONST_16  C13   C14  O15  C11     0.00   0.0  0
 4HV  CONST_17  C14   O15  C11  C12     0.00   0.0  0
 4HV  CONST_18  O15   C14  C13  C12     0.00   0.0  0
 4HV  CONST_19  O15   C11  C12  C13     0.00   0.0  0
 4HV  CONST_20  C25   C26  C27  C22     0.00   0.0  0
 4HV  CONST_21  C25   C24  C23  C22     0.00   0.0  0
 4HV  CONST_22  C26   C27  C22  C23     0.00   0.0  0
 4HV  CONST_23  C26   C25  C24  C23     0.00   0.0  0
 4HV  CONST_24  C27   C22  C23  C24     0.00   0.0  0
 4HV  CONST_25  C27   C26  C25  C24     0.00   0.0  0
 4HV  CONST_26  C5    C4   C3   O2    180.00   0.0  0
 4HV  CONST_27  C7    C8   C3   O2    180.00   0.0  0
 4HV  CONST_28  O9    C8   C3   C4    180.00   0.0  0
 4HV  CONST_29  O9    C8   C7   C6    180.00   0.0  0
 4HV  CONST_30  C16   C13  C12  C11   180.00   0.0  0
 4HV  CONST_31  C16   C13  C14  O15   180.00   0.0  0
 4HV  CONST_32  C26   C27  C22  C21   180.00   0.0  0
 4HV  CONST_33  C24   C23  C22  C21   180.00   0.0  0
 4HV  CONST_34  C28   C26  C27  C22   180.00   0.0  0
 4HV  CONST_35  C28   C26  C25  C24   180.00   0.0  0
 4HV  CONST_36  H5    C5   C4   C3    180.00   0.0  0
 4HV  CONST_37  H7    C7   C8   C3    180.00   0.0  0
 4HV  CONST_38  H4    C4   C5   C6    180.00   0.0  0
 4HV  CONST_39  H12   C12  C11  C6      0.00   0.0  0
 4HV  CONST_40  H14   C14  O15  C11   180.00   0.0  0
 4HV  CONST_41  H24   C24  C23  C22   180.00   0.0  0
 4HV  CONST_42  H27   C27  C22  C23   180.00   0.0  0
 4HV  CONST_43  H25   C25  C24  C23   180.00   0.0  0
 4HV  CONST_44  H23   C23  C24  C25   180.00   0.0  0
 4HV  CONST_45  C19   N18  C16  C13   180.00   0.0  0
 4HV  CONST_46  HN18  N18  C16  C13     0.00   0.0  0
 4HV  CONST_47  C19   N18  C16  O17     0.00   0.0  0
 4HV  Var_01    C4    C3   O2   C1      0.57  30.0  2
 4HV  Var_02    O17   C16  C13  C12   -18.94  30.0  2
 4HV  Var_03    C27   C22  C21  C19   -92.21  30.0  2
 4HV  Var_04    H1    C1   O2   C3   -179.84  30.0  3
 4HV  Var_05    H10   C10  O9   C8   -179.80  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
 4HV  chir_01  C19  N18  C21  C30  positiv

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
 4HV  plan-1  C6    0.020
 4HV  plan-1  C11   0.020
 4HV  plan-1  C12   0.020
 4HV  plan-1  C13   0.020
 4HV  plan-1  C14   0.020
 4HV  plan-1  O15   0.020
 4HV  plan-1  C16   0.020
 4HV  plan-1  H12   0.020
 4HV  plan-1  H14   0.020
 4HV  plan-2  O2    0.020
 4HV  plan-2  C3    0.020
 4HV  plan-2  C4    0.020
 4HV  plan-2  C5    0.020
 4HV  plan-2  C6    0.020
 4HV  plan-2  C7    0.020
 4HV  plan-2  C8    0.020
 4HV  plan-2  O9    0.020
 4HV  plan-2  C11   0.020
 4HV  plan-2  H4    0.020
 4HV  plan-2  H5    0.020
 4HV  plan-2  H7    0.020
 4HV  plan-3  C21   0.020
 4HV  plan-3  C22   0.020
 4HV  plan-3  C23   0.020
 4HV  plan-3  C24   0.020
 4HV  plan-3  C25   0.020
 4HV  plan-3  C26   0.020
 4HV  plan-3  C27   0.020
 4HV  plan-3  C28   0.020
 4HV  plan-3  N29   0.020
 4HV  plan-3  H23   0.020
 4HV  plan-3  H24   0.020
 4HV  plan-3  H25   0.020
 4HV  plan-3  H27   0.020
 4HV  plan-4  C13   0.020
 4HV  plan-4  C16   0.020
 4HV  plan-4  O17   0.020
 4HV  plan-4  N18   0.020
 4HV  plan-4  C19   0.020
 4HV  plan-4  HN18  0.020

