# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 19:37:59 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (2R)-2-{[(1-methyl-3-phenyl-1H-pyrazol-5-yl)carbonyl]amino}-3-(naphthalen-2-yl)propanoic acid (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(cc1C(=O)N[C@H](Cc2ccc3ccccc3c2)C(O)=O)c4ccccc4
#
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
 4FI  4FI  '(2R)-2-{[(1-methyl-3-phenyl-1H-pyrazol-5-yl)carbonyl]amino}-3-(naphthalen-2-yl)propanoic acid (non-preferred name)'  ligand  50  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 PERFECT
;

data_comp_4FI
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
 4FI  C1    C  C1     0  -0.300  -1.9853   2.0660   0.6922
 4FI  C2    C  C      0   0.147  -2.7868  -0.1839   1.1093
 4FI  C3    C  C1     0  -0.375  -3.8398   0.0367   0.2601
 4FI  C4    C  CH2    0  -0.513  -2.5783  -1.5211   1.7548
 4FI  C5    C  CH1    0  -0.206  -1.7092  -2.4609   0.8943
 4FI  C6    C  C      0   0.422  -1.4661  -3.7785   1.6716
 4FI  N7    N  NH1    0  -0.647  -0.4516  -1.8447   0.5524
 4FI  O8    O  O      0  -0.592  -0.3035  -4.0045   2.0573
 4FI  O9    O  OC    -1  -0.602  -2.4771  -4.4756   1.8637
 4FI  C10   C  C      0   0.522  -0.2080  -1.1841  -0.5862
 4FI  C11   C  C1     0  -0.294  -1.8575   0.8615   1.3254
 4FI  O12   O  O      0  -0.477  -1.0096  -1.0541  -1.5006
 4FI  C13   C  CR5    0   0.344   1.1512  -0.5950  -0.6549
 4FI  N14   N  NR5    0  -0.317   1.7374  -0.1982  -1.8076
 4FI  N15   N  N      0  -0.295   2.9349   0.3185  -1.5997
 4FI  C16   C  CR5    0   0.288   3.1483   0.2705  -0.2908
 4FI  C17   C  CR15   0  -0.568   2.0430  -0.3029   0.3561
 4FI  C18   C  C      0   0.059   4.3979   0.7649   0.2930
 4FI  C19   C  C1     0  -0.294   5.4115   1.2829  -0.5162
 4FI  C20   C  C1     0  -0.237   6.5939   1.7432   0.0416
 4FI  C21   C  C1     0  -0.268   6.7871   1.6966   1.4169
 4FI  C22   C  C1     0  -0.236   5.7850   1.1839   2.2297
 4FI  C23   C  C1     0  -0.334   4.6014   0.7226   1.6725
 4FI  C24   C  CH3    0  -0.512   1.2351  -0.2704  -3.1648
 4FI  C25   C  CR6    0   0.098  -3.0597   2.3048  -0.1952
 4FI  C26   C  CR6    0   0.141  -4.0068   1.2702  -0.4080
 4FI  C27   C  CR16   0  -0.319  -5.0915   1.5067  -1.2868
 4FI  C28   C  CR16   0  -0.261  -5.2269   2.7104  -1.9234
 4FI  C29   C  CR16   0  -0.263  -4.2834   3.7387  -1.7118
 4FI  C30   C  CR16   0  -0.312  -3.2259   3.5394  -0.8662
 4FI  H1    H  H      0   0.247  -1.2621   2.8536   0.8695
 4FI  H3    H  H      0   0.239  -4.5652  -0.7509   0.0836
 4FI  H4    H  HCH2   0   0.241  -2.0973  -1.3901   2.7291
 4FI  H4A   H  HCH2   0   0.251  -3.5352  -2.0129   1.9325
 4FI  H5    H  HCH1   0   0.252  -2.2504  -2.6860  -0.0272
 4FI  HN7   H  HNH1   0   0.392   0.3095  -2.0632   1.1791
 4FI  H11   H  H      0   0.243  -1.0328   0.7006   2.0089
 4FI  H17   H  HCR5   0   0.277   1.9027  -0.4655   1.4124
 4FI  H19   H  H      0   0.251   5.2735   1.3240  -1.5887
 4FI  H20   H  H      0   0.257   7.3696   2.1399  -0.6008
 4FI  H21   H  H      0   0.257   7.7106   2.0572   1.8503
 4FI  H22   H  H      0   0.258   5.9232   1.1418   3.3023
 4FI  H23   H  H      0   0.247   3.8326   0.3261   2.3239
 4FI  H24   H  HCH3   0   0.258   0.4223   0.4349  -3.3185
 4FI  H24A  H  HCH3   0   0.263   2.0592  -0.0201  -3.8251
 4FI  H24B  H  HCH3   0   0.258   0.8844  -1.2722  -3.3942
 4FI  H27   H  HCR6   0   0.251  -5.8166   0.7180  -1.4506
 4FI  H28   H  HCR6   0   0.255  -6.0604   2.8789  -2.5932
 4FI  H29   H  HCR6   0   0.254  -4.4011   4.6866  -2.2211
 4FI  H30   H  HCR6   0   0.251  -2.5014   4.3280  -0.7004

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
 4FI  C11  C1    aromatic  1.367  0.020  1.367
 4FI  C1   C25   aromatic  1.414  0.020  1.414
 4FI  C1   H1    single    0.930  0.020  1.080
 4FI  C11  C2    aromatic  1.415  0.020  1.415
 4FI  C4   C2    single    1.499  0.020  1.499
 4FI  C2   C3    aromatic  1.371  0.020  1.371
 4FI  C3   C26   aromatic  1.413  0.020  1.413
 4FI  C3   H3    single    0.930  0.020  1.080
 4FI  C5   C4    single    1.542  0.020  1.542
 4FI  C4   H4    single    0.970  0.020  1.090
 4FI  C4   H4A   single    0.970  0.020  1.090
 4FI  N7   C5    single    1.442  0.020  1.442
 4FI  C6   C5    single    1.549  0.020  1.549
 4FI  C5   H5    single    0.970  0.020  1.090
 4FI  O8   C6    deloc     1.246  0.020  1.246
 4FI  C6   O9    deloc     1.243  0.020  1.243
 4FI  C10  N7    single    1.339  0.020  1.339
 4FI  N7   HN7   single    0.860  0.020  1.020
 4FI  C13  C10   single    1.483  0.020  1.483
 4FI  C10  O12   double    1.223  0.020  1.223
 4FI  C11  H11   single    0.930  0.020  1.080
 4FI  C17  C13   aromatic  1.379  0.020  1.379
 4FI  N14  C13   aromatic  1.353  0.020  1.353
 4FI  N15  N14   aromatic  1.321  0.020  1.321
 4FI  N14  C24   single    1.449  0.020  1.449
 4FI  C16  N15   aromatic  1.327  0.020  1.327
 4FI  C18  C16   single    1.465  0.020  1.465
 4FI  C16  C17   aromatic  1.403  0.020  1.403
 4FI  C17  H17   single    0.930  0.020  1.080
 4FI  C23  C18   aromatic  1.395  0.020  1.395
 4FI  C19  C18   aromatic  1.397  0.020  1.397
 4FI  C20  C19   aromatic  1.386  0.020  1.386
 4FI  C19  H19   single    0.930  0.020  1.080
 4FI  C21  C20   aromatic  1.390  0.020  1.390
 4FI  C20  H20   single    0.930  0.020  1.080
 4FI  C21  C22   aromatic  1.388  0.020  1.388
 4FI  C21  H21   single    0.930  0.020  1.080
 4FI  C22  C23   aromatic  1.387  0.020  1.387
 4FI  C22  H22   single    0.930  0.020  1.080
 4FI  C23  H23   single    0.930  0.020  1.080
 4FI  C24  H24   single    0.970  0.020  1.090
 4FI  C24  H24A  single    0.970  0.020  1.090
 4FI  C24  H24B  single    0.970  0.020  1.090
 4FI  C25  C30   aromatic  1.415  0.020  1.415
 4FI  C25  C26   aromatic  1.419  0.020  1.419
 4FI  C26  C27   aromatic  1.416  0.020  1.416
 4FI  C27  C28   aromatic  1.368  0.020  1.368
 4FI  C27  H27   single    0.930  0.020  1.080
 4FI  C29  C28   aromatic  1.412  0.020  1.412
 4FI  C28  H28   single    0.930  0.020  1.080
 4FI  C30  C29   aromatic  1.369  0.020  1.369
 4FI  C29  H29   single    0.930  0.020  1.080
 4FI  C30  H30   single    0.930  0.020  1.080

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
 4FI  H1    C1   C25   119.14  3.000
 4FI  H1    C1   C11   120.15  3.000
 4FI  C25   C1   C11   120.71  3.000
 4FI  C11   C2   C4    120.11  3.000
 4FI  C4    C2   C3    121.14  3.000
 4FI  C11   C2   C3    118.69  3.000
 4FI  H3    C3   C26   118.54  3.000
 4FI  H3    C3   C2    119.83  3.000
 4FI  C26   C3   C2    121.63  3.000
 4FI  H4A   C4   H4    107.14  3.000
 4FI  H4A   C4   C5    108.09  3.000
 4FI  H4    C4   C5    108.78  3.000
 4FI  H4A   C4   C2    110.51  3.000
 4FI  H4    C4   C2    109.73  3.000
 4FI  C5    C4   C2    112.43  3.000
 4FI  H5    C5   N7    108.68  3.000
 4FI  H5    C5   C6    109.02  3.000
 4FI  N7    C5   C6    110.22  3.000
 4FI  H5    C5   C4    108.49  3.000
 4FI  C6    C5   C4    109.07  3.000
 4FI  N7    C5   C4    111.31  3.000
 4FI  O9    C6   O8    127.56  3.000
 4FI  O9    C6   C5    115.27  3.000
 4FI  O8    C6   C5    117.14  3.000
 4FI  HN7   N7   C10   119.83  3.000
 4FI  HN7   N7   C5    114.70  3.000
 4FI  C10   N7   C5    124.85  3.000
 4FI  C13   C10  O12   121.60  3.000
 4FI  O12   C10  N7    124.69  3.000
 4FI  C13   C10  N7    113.71  3.000
 4FI  H11   C11  C2    119.11  3.000
 4FI  H11   C11  C1    119.63  3.000
 4FI  C2    C11  C1    121.25  3.000
 4FI  C17   C13  N14   106.39  3.000
 4FI  N14   C13  C10   123.58  3.000
 4FI  C17   C13  C10   130.00  3.000
 4FI  C24   N14  N15   118.77  3.000
 4FI  C24   N14  C13   129.29  3.000
 4FI  N15   N14  C13   111.94  3.000
 4FI  C16   N15  N14   106.67  3.000
 4FI  C18   C16  C17   128.76  3.000
 4FI  C17   C16  N15   110.06  3.000
 4FI  C18   C16  N15   121.19  3.000
 4FI  H17   C17  C16   128.02  3.000
 4FI  H17   C17  C13   127.02  3.000
 4FI  C16   C17  C13   104.95  3.000
 4FI  C23   C18  C19   118.57  3.000
 4FI  C19   C18  C16   120.88  3.000
 4FI  C23   C18  C16   120.54  3.000
 4FI  H19   C19  C20   119.67  3.000
 4FI  H19   C19  C18   119.72  3.000
 4FI  C20   C19  C18   120.61  3.000
 4FI  H20   C20  C21   120.00  3.000
 4FI  H20   C20  C19   119.61  3.000
 4FI  C21   C20  C19   120.38  3.000
 4FI  H21   C21  C22   120.31  3.000
 4FI  H21   C21  C20   120.26  3.000
 4FI  C22   C21  C20   119.43  3.000
 4FI  H22   C22  C23   119.61  3.000
 4FI  H22   C22  C21   120.15  3.000
 4FI  C23   C22  C21   120.24  3.000
 4FI  H23   C23  C22   119.08  3.000
 4FI  H23   C23  C18   120.15  3.000
 4FI  C22   C23  C18   120.77  3.000
 4FI  H24B  C24  H24A  109.24  3.000
 4FI  H24B  C24  H24   109.11  3.000
 4FI  H24A  C24  H24   109.40  3.000
 4FI  H24B  C24  N14   110.84  3.000
 4FI  H24A  C24  N14   107.16  3.000
 4FI  H24   C24  N14   111.06  3.000
 4FI  C30   C25  C26   119.13  3.000
 4FI  C26   C25  C1    118.58  3.000
 4FI  C30   C25  C1    122.30  3.000
 4FI  C27   C26  C25   118.86  3.000
 4FI  C27   C26  C3    122.00  3.000
 4FI  C25   C26  C3    119.13  3.000
 4FI  H27   C27  C28   120.23  3.000
 4FI  H27   C27  C26   119.00  3.000
 4FI  C28   C27  C26   120.76  3.000
 4FI  H28   C28  C29   119.61  3.000
 4FI  H28   C28  C27   120.07  3.000
 4FI  C29   C28  C27   120.33  3.000
 4FI  H29   C29  C30   120.15  3.000
 4FI  H29   C29  C28   119.65  3.000
 4FI  C30   C29  C28   120.20  3.000
 4FI  H30   C30  C29   120.34  3.000
 4FI  H30   C30  C25   118.94  3.000
 4FI  C29   C30  C25   120.72  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
 4FI  CONST_01  C3   C2   C11  C1     0.00   0.0  0
 4FI  CONST_02  C29  C30  C25  C1   180.00   0.0  0
 4FI  CONST_03  C3   C26  C25  C1     0.00   0.0  0
 4FI  CONST_04  C27  C26  C25  C1   180.00   0.0  0
 4FI  CONST_05  C25  C1   C11  C2     0.00   0.0  0
 4FI  CONST_06  C25  C26  C3   C2     0.00   0.0  0
 4FI  CONST_07  C27  C26  C3   C2   180.00   0.0  0
 4FI  CONST_08  C30  C25  C26  C3   180.00   0.0  0
 4FI  CONST_09  C28  C27  C26  C3   180.00   0.0  0
 4FI  CONST_10  C30  C25  C1   C11  180.00   0.0  0
 4FI  CONST_11  C26  C25  C1   C11    0.00   0.0  0
 4FI  CONST_12  C26  C3   C2   C11    0.00   0.0  0
 4FI  CONST_13  N15  C16  C17  C13    0.00   0.0  0
 4FI  CONST_14  C18  C16  C17  C13  180.00   0.0  0
 4FI  CONST_15  C16  N15  N14  C13    0.00   0.0  0
 4FI  CONST_16  C16  C17  C13  N14    0.00   0.0  0
 4FI  CONST_17  C18  C16  N15  N14  180.00   0.0  0
 4FI  CONST_18  C17  C16  N15  N14    0.00   0.0  0
 4FI  CONST_19  C17  C13  N14  N15    0.00   0.0  0
 4FI  CONST_20  C23  C18  C16  N15  180.00   0.0  0
 4FI  CONST_21  C19  C18  C16  N15    0.00   0.0  0
 4FI  CONST_22  C22  C23  C18  C16  180.00   0.0  0
 4FI  CONST_23  C20  C19  C18  C16  180.00   0.0  0
 4FI  CONST_24  C23  C18  C16  C17    0.00   0.0  0
 4FI  CONST_25  C19  C18  C16  C17  180.00   0.0  0
 4FI  CONST_26  C21  C22  C23  C18    0.00   0.0  0
 4FI  CONST_27  C21  C20  C19  C18    0.00   0.0  0
 4FI  CONST_28  C22  C23  C18  C19    0.00   0.0  0
 4FI  CONST_29  C22  C21  C20  C19    0.00   0.0  0
 4FI  CONST_30  C23  C18  C19  C20    0.00   0.0  0
 4FI  CONST_31  C23  C22  C21  C20    0.00   0.0  0
 4FI  CONST_32  C28  C29  C30  C25    0.00   0.0  0
 4FI  CONST_33  C28  C27  C26  C25    0.00   0.0  0
 4FI  CONST_34  C29  C30  C25  C26    0.00   0.0  0
 4FI  CONST_35  C29  C28  C27  C26    0.00   0.0  0
 4FI  CONST_36  C30  C25  C26  C27    0.00   0.0  0
 4FI  CONST_37  C30  C29  C28  C27    0.00   0.0  0
 4FI  CONST_38  C4   C2   C11  C1   180.00   0.0  0
 4FI  CONST_39  C26  C3   C2   C4   180.00   0.0  0
 4FI  CONST_40  C16  C17  C13  C10  180.00   0.0  0
 4FI  CONST_41  N15  N14  C13  C10  180.00   0.0  0
 4FI  CONST_42  C24  N14  N15  C16  180.00   0.0  0
 4FI  CONST_43  C24  N14  C13  C17  180.00   0.0  0
 4FI  CONST_44  H30  C30  C25  C1     0.00   0.0  0
 4FI  CONST_45  H1   C1   C11  C2   180.00   0.0  0
 4FI  CONST_46  H11  C11  C2   C3   180.00   0.0  0
 4FI  CONST_47  H27  C27  C26  C3     0.00   0.0  0
 4FI  CONST_48  H3   C3   C2   C11  180.00   0.0  0
 4FI  CONST_49  H17  C17  C13  N14  180.00   0.0  0
 4FI  CONST_50  H23  C23  C18  C16    0.00   0.0  0
 4FI  CONST_51  H19  C19  C18  C16    0.00   0.0  0
 4FI  CONST_52  H22  C22  C23  C18  180.00   0.0  0
 4FI  CONST_53  H20  C20  C19  C18  180.00   0.0  0
 4FI  CONST_54  H21  C21  C20  C19  180.00   0.0  0
 4FI  CONST_55  H29  C29  C30  C25  180.00   0.0  0
 4FI  CONST_56  H28  C28  C27  C26  180.00   0.0  0
 4FI  CONST_57  C13  C10  N7   C5   180.00   0.0  0
 4FI  CONST_58  HN7  N7   C10  C13    0.00   0.0  0
 4FI  CONST_59  O12  C10  N7   C5     0.00   0.0  0
 4FI  Var_01    C5   C4   C2   C3    89.13  30.0  3
 4FI  Var_02    C17  C13  C10  N7   -19.85  30.0  3
 4FI  Var_03    H24  C24  N14  C13   70.53  30.0  2

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
 4FI  chir_01  C5  C4  N7  C6  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
 4FI  plan-1  C10  0.020
 4FI  plan-1  C13  0.020
 4FI  plan-1  N14  0.020
 4FI  plan-1  N15  0.020
 4FI  plan-1  C16  0.020
 4FI  plan-1  C17  0.020
 4FI  plan-1  C18  0.020
 4FI  plan-1  C24  0.020
 4FI  plan-1  H17  0.020
 4FI  plan-2  C16  0.020
 4FI  plan-2  C18  0.020
 4FI  plan-2  C19  0.020
 4FI  plan-2  C20  0.020
 4FI  plan-2  C21  0.020
 4FI  plan-2  C22  0.020
 4FI  plan-2  C23  0.020
 4FI  plan-2  H19  0.020
 4FI  plan-2  H20  0.020
 4FI  plan-2  H21  0.020
 4FI  plan-2  H22  0.020
 4FI  plan-2  H23  0.020
 4FI  plan-3  C1   0.020
 4FI  plan-3  C2   0.020
 4FI  plan-3  C3   0.020
 4FI  plan-3  C4   0.020
 4FI  plan-3  C11  0.020
 4FI  plan-3  C25  0.020
 4FI  plan-3  C26  0.020
 4FI  plan-3  C27  0.020
 4FI  plan-3  C28  0.020
 4FI  plan-3  C29  0.020
 4FI  plan-3  C30  0.020
 4FI  plan-3  H1   0.020
 4FI  plan-3  H3   0.020
 4FI  plan-3  H11  0.020
 4FI  plan-3  H27  0.020
 4FI  plan-3  H28  0.020
 4FI  plan-3  H29  0.020
 4FI  plan-3  H30  0.020
 4FI  plan-4  C5   0.020
 4FI  plan-4  N7   0.020
 4FI  plan-4  C10  0.020
 4FI  plan-4  O12  0.020
 4FI  plan-4  C13  0.020
 4FI  plan-4  HN7  0.020
 4FI  plan-5  C5   0.020
 4FI  plan-5  C6   0.020
 4FI  plan-5  O8   0.020
 4FI  plan-5  O9   0.020

