# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:16:27 2022
#   Inital geometry file: a 133 line input string
#   Ligand name: N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-4-methoxy-2,3,6-trimethylbenzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C)c(c(C)c1C)[S](=O)(=O)NC[C@@H](O)[C@@H](N)Cc2ccccc2
#
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
 C4M  C4M  N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-4-methoxy-2,3,6-trimethylbenzenesulfonamide  ligand  55  27  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C4M
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
 C4M  C1    C  CH3   0  -0.441   4.5561   4.0885  -0.8663
 C4M  O2    O  O2    0  -0.463   4.5108   3.1148   0.1602
 C4M  C3    C  CR6   0   0.420   3.9029   1.9431  -0.0696
 C4M  C4    C  CR16  0  -0.464   3.3014   1.6305  -1.2792
 C4M  C5    C  CR6   0   0.169   2.6938   0.4012  -1.5066
 C4M  C6    C  CH3   0  -0.717   2.0895   0.2239  -2.8763
 C4M  C7    C  CR6   0  -0.364   2.6940  -0.5289  -0.4548
 C4M  C8    C  CR6   0   0.127   3.2429  -0.2014   0.8065
 C4M  C9    C  CH3   0  -0.731   3.1837  -1.1113   2.0074
 C4M  C10   C  CR6   0  -0.054   3.8815   1.0255   0.9900
 C4M  C11   C  CH3   0  -0.745   4.5331   1.3755   2.3005
 C4M  S12   S  S     0   1.355   2.0203  -2.1671  -0.6859
 C4M  O13   O  OS    0  -0.661   2.8793  -3.1403  -0.0268
 C4M  O14   O  OS    0  -0.648   1.7407  -2.3722  -2.0967
 C4M  N15   N  NC1   0  -0.739   0.5678  -2.2254   0.0910
 C4M  C16   C  CH2   0  -0.295  -0.4234  -1.2021  -0.2086
 C4M  C17   C  CH1   0   0.037  -1.7712  -1.6306   0.3645
 C4M  O18   O  OH1   0  -0.662  -1.6537  -1.9496   1.7349
 C4M  C19   C  CH1   0  -0.135  -2.8452  -0.5641   0.1169
 C4M  N20   N  NH2   0  -0.787  -2.8633  -0.2213  -1.2937
 C4M  C21   C  CH2   0  -0.515  -4.2090  -1.0229   0.6689
 C4M  C22   C  CR6   0   0.131  -5.2465   0.0565   0.5552
 C4M  C23   C  CR16  0  -0.305  -5.3337   1.0520   1.5282
 C4M  C24   C  CR16  0  -0.240  -6.2551   2.0835   1.4148
 C4M  C25   C  CR16  0  -0.273  -7.1088   2.1391   0.3197
 C4M  C26   C  CR16  0  -0.241  -7.0329   1.1549  -0.6564
 C4M  C27   C  CR16  0  -0.323  -6.1080   0.1245  -0.5382
 C4M  H1C1  H  HCH3  0   0.234   5.0956   3.7295  -1.7458
 C4M  H1C2  H  HCH3  0   0.234   3.5566   4.4091  -1.1685
 C4M  H1C3  H  HCH3  0   0.265   5.0885   4.9414  -0.4539
 C4M  H4    H  HCR6  0   0.283   3.2945   2.3487  -2.0866
 C4M  H6C1  H  HCH3  0   0.256   2.6330  -0.5046  -3.4741
 C4M  H6C2  H  HCH3  0   0.246   1.0494  -0.0912  -2.8436
 C4M  H6C3  H  HCH3  0   0.246   2.1237   1.1746  -3.4052
 C4M  H9C1  H  HCH3  0   0.267   4.0743  -1.7376   2.0756
 C4M  H9C2  H  HCH3  0   0.261   3.1290  -0.5239   2.9200
 C4M  H9C3  H  HCH3  0   0.230   2.3252  -1.7716   2.0243
 C4M  H111  H  HCH3  0   0.251   5.1543   0.5577   2.6653
 C4M  H112  H  HCH3  0   0.264   5.1675   2.2528   2.2165
 C4M  H113  H  HCH3  0   0.252   3.7904   1.5833   3.0742
 C4M  H15   H  HNC1  0   0.407   0.6479  -2.4498   1.0762
 C4M  H161  H  HCH2  0   0.234  -0.1373  -0.2214   0.1950
 C4M  H162  H  HCH2  0   0.270  -0.5187  -1.0986  -1.2870
 C4M  H17   H  HCH1  0   0.238  -2.0720  -2.5617  -0.1291
 C4M  H18   H  HOH1  0   0.448  -1.4995  -1.1355   2.2282
 C4M  H19   H  HCH1  0   0.237  -2.5410   0.3396   0.6618
 C4M  H201  H  HNH2  0   0.341  -3.2344  -0.9974  -1.8317
 C4M  H202  H  HNH2  0   0.358  -3.4969   0.5527  -1.4512
 C4M  H211  H  HCH2  0   0.242  -4.5255  -1.9127   0.1154
 C4M  H212  H  HCH2  0   0.248  -4.1041  -1.3204   1.7136
 C4M  H23   H  HCR6  0   0.245  -4.6734   1.0184   2.3876
 C4M  H24   H  HCR6  0   0.253  -6.3096   2.8433   2.1838
 C4M  H25   H  HCR6  0   0.253  -7.8294   2.9415   0.2301
 C4M  H26   H  HCR6  0   0.253  -7.6946   1.1871  -1.5125
 C4M  H27   H  HCR6  0   0.248  -6.0611  -0.6425  -1.3025

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
 C4M  C1   O2    single    1.416  0.020  1.416
 C4M  C1   H1C1  single    0.970  0.020  1.090
 C4M  C1   H1C2  single    0.970  0.020  1.090
 C4M  C1   H1C3  single    0.970  0.020  1.090
 C4M  O2   C3    single    1.340  0.020  1.340
 C4M  C3   C4    aromatic  1.387  0.020  1.387
 C4M  C3   C10   aromatic  1.402  0.020  1.402
 C4M  C4   C5    aromatic  1.390  0.020  1.390
 C4M  C4   H4    single    0.930  0.020  1.080
 C4M  C5   C6    single    1.508  0.020  1.508
 C4M  C5   C7    aromatic  1.404  0.020  1.404
 C4M  C6   H6C1  single    0.970  0.020  1.090
 C4M  C6   H6C2  single    0.970  0.020  1.090
 C4M  C6   H6C3  single    0.970  0.020  1.090
 C4M  C7   C8    aromatic  1.414  0.020  1.414
 C4M  C7   S12   single    1.786  0.020  1.786
 C4M  C8   C9    single    1.508  0.020  1.508
 C4M  C8   C10   aromatic  1.395  0.020  1.395
 C4M  C9   H9C1  single    0.970  0.020  1.090
 C4M  C9   H9C2  single    0.970  0.020  1.090
 C4M  C9   H9C3  single    0.970  0.020  1.090
 C4M  C10  C11   single    1.505  0.020  1.505
 C4M  C11  H111  single    0.970  0.020  1.090
 C4M  C11  H112  single    0.970  0.020  1.090
 C4M  C11  H113  single    0.970  0.020  1.090
 C4M  S12  O13   double    1.456  0.020  1.456
 C4M  S12  O14   double    1.453  0.020  1.453
 C4M  S12  N15   single    1.648  0.020  1.648
 C4M  N15  C16   single    1.456  0.020  1.456
 C4M  N15  H15   single    0.890  0.020  1.040
 C4M  C16  C17   single    1.526  0.020  1.526
 C4M  C16  H161  single    0.970  0.020  1.090
 C4M  C16  H162  single    0.970  0.020  1.090
 C4M  C17  O18   single    1.412  0.020  1.412
 C4M  C17  C19   single    1.534  0.020  1.534
 C4M  C17  H17   single    0.970  0.020  1.090
 C4M  O18  H18   single    0.850  0.020  0.980
 C4M  C19  N20   single    1.452  0.020  1.452
 C4M  C19  C21   single    1.541  0.020  1.541
 C4M  C19  H19   single    0.970  0.020  1.090
 C4M  N20  H201  single    0.890  0.020  1.040
 C4M  N20  H202  single    0.890  0.020  1.040
 C4M  C21  C22   single    1.501  0.020  1.501
 C4M  C21  H211  single    0.970  0.020  1.090
 C4M  C21  H212  single    0.970  0.020  1.090
 C4M  C22  C23   aromatic  1.395  0.020  1.395
 C4M  C22  C27   aromatic  1.394  0.020  1.394
 C4M  C23  C24   aromatic  1.388  0.020  1.388
 C4M  C23  H23   single    0.930  0.020  1.080
 C4M  C24  C25   aromatic  1.390  0.020  1.390
 C4M  C24  H24   single    0.930  0.020  1.080
 C4M  C25  C26   aromatic  1.388  0.020  1.388
 C4M  C25  H25   single    0.930  0.020  1.080
 C4M  C26  C27   aromatic  1.390  0.020  1.390
 C4M  C26  H26   single    0.930  0.020  1.080
 C4M  C27  H27   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
 C4M  H1C3  C1   H1C2  108.85  3.000
 C4M  H1C3  C1   H1C1  108.75  3.000
 C4M  H1C2  C1   H1C1  109.00  3.000
 C4M  H1C3  C1   O2    106.28  3.000
 C4M  H1C2  C1   O2    111.91  3.000
 C4M  H1C1  C1   O2    111.93  3.000
 C4M  C3    O2   C1    119.45  3.000
 C4M  C10   C3   C4    120.34  3.000
 C4M  C10   C3   O2    116.72  3.000
 C4M  C4    C3   O2    122.93  3.000
 C4M  H4    C4   C5    117.57  3.000
 C4M  H4    C4   C3    120.31  3.000
 C4M  C5    C4   C3    122.12  3.000
 C4M  C7    C5   C6    127.06  3.000
 C4M  C7    C5   C4    117.60  3.000
 C4M  C6    C5   C4    115.33  3.000
 C4M  H6C3  C6   H6C2  107.33  3.000
 C4M  H6C3  C6   H6C1  107.59  3.000
 C4M  H6C2  C6   H6C1  107.48  3.000
 C4M  H6C3  C6   C5    109.03  3.000
 C4M  H6C2  C6   C5    112.97  3.000
 C4M  H6C1  C6   C5    112.20  3.000
 C4M  S12   C7   C8    118.31  3.000
 C4M  S12   C7   C5    120.70  3.000
 C4M  C8    C7   C5    120.98  3.000
 C4M  C10   C8   C9    116.35  3.000
 C4M  C10   C8   C7    119.91  3.000
 C4M  C9    C8   C7    123.74  3.000
 C4M  H9C3  C9   H9C2  106.05  3.000
 C4M  H9C3  C9   H9C1  107.23  3.000
 C4M  H9C2  C9   H9C1  107.39  3.000
 C4M  H9C3  C9   C8    114.29  3.000
 C4M  H9C2  C9   C8    110.16  3.000
 C4M  H9C1  C9   C8    111.36  3.000
 C4M  C11   C10  C8    121.15  3.000
 C4M  C11   C10  C3    119.96  3.000
 C4M  C8    C10  C3    118.89  3.000
 C4M  H113  C11  H112  107.35  3.000
 C4M  H113  C11  H111  107.04  3.000
 C4M  H112  C11  H111  107.41  3.000
 C4M  H113  C11  C10   111.51  3.000
 C4M  H112  C11  C10   111.93  3.000
 C4M  H111  C11  C10   111.34  3.000
 C4M  N15   S12  O14   106.44  3.000
 C4M  N15   S12  O13   106.43  3.000
 C4M  O14   S12  O13   117.32  3.000
 C4M  N15   S12  C7    107.69  3.000
 C4M  O14   S12  C7    109.13  3.000
 C4M  O13   S12  C7    109.39  3.000
 C4M  H15   N15  C16   114.17  3.000
 C4M  H15   N15  S12   113.35  3.000
 C4M  C16   N15  S12   118.56  3.000
 C4M  H162  C16  H161  107.59  3.000
 C4M  H162  C16  C17   108.77  3.000
 C4M  H161  C16  C17   110.04  3.000
 C4M  H162  C16  N15   109.31  3.000
 C4M  H161  C16  N15   112.00  3.000
 C4M  C17   C16  N15   109.06  3.000
 C4M  H17   C17  C19   109.02  3.000
 C4M  H17   C17  O18   105.54  3.000
 C4M  C19   C17  O18   111.84  3.000
 C4M  H17   C17  C16   108.17  3.000
 C4M  C19   C17  C16   111.26  3.000
 C4M  O18   C17  C16   110.76  3.000
 C4M  H18   O18  C17   108.61  3.000
 C4M  H19   C19  C21   108.21  3.000
 C4M  H19   C19  N20   106.93  3.000
 C4M  C21   C19  N20   114.03  3.000
 C4M  H19   C19  C17   107.34  3.000
 C4M  C21   C19  C17   110.79  3.000
 C4M  N20   C19  C17   109.25  3.000
 C4M  H202  N20  H201  105.86  3.000
 C4M  H202  N20  C19   109.84  3.000
 C4M  H201  N20  C19   109.83  3.000
 C4M  H212  C21  H211  106.87  3.000
 C4M  H212  C21  C22   109.56  3.000
 C4M  H211  C21  C22   110.26  3.000
 C4M  H212  C21  C19   109.81  3.000
 C4M  H211  C21  C19   108.47  3.000
 C4M  C22   C21  C19   111.74  3.000
 C4M  C27   C22  C23   118.28  3.000
 C4M  C27   C22  C21   121.44  3.000
 C4M  C23   C22  C21   120.23  3.000
 C4M  H23   C23  C24   119.48  3.000
 C4M  H23   C23  C22   119.52  3.000
 C4M  C24   C23  C22   121.00  3.000
 C4M  H24   C24  C25   120.05  3.000
 C4M  H24   C24  C23   119.82  3.000
 C4M  C25   C24  C23   120.13  3.000
 C4M  H25   C25  C26   120.25  3.000
 C4M  H25   C25  C24   120.27  3.000
 C4M  C26   C25  C24   119.48  3.000
 C4M  H26   C26  C27   119.74  3.000
 C4M  H26   C26  C25   120.11  3.000
 C4M  C27   C26  C25   120.15  3.000
 C4M  H27   C27  C26   119.57  3.000
 C4M  H27   C27  C22   119.48  3.000
 C4M  C26   C27  C22   120.95  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
 C4M  CONST_01  C7    C5   C4   C3      0.00   0.0  0
 C4M  CONST_02  C7    C8   C10  C3      0.00   0.0  0
 C4M  CONST_03  C8    C10  C3   C4      0.00   0.0  0
 C4M  CONST_04  C8    C7   C5   C4      0.00   0.0  0
 C4M  CONST_05  C10   C3   C4   C5      0.00   0.0  0
 C4M  CONST_06  C10   C8   C7   C5      0.00   0.0  0
 C4M  CONST_07  C25   C24  C23  C22     0.00   0.0  0
 C4M  CONST_08  C25   C26  C27  C22     0.00   0.0  0
 C4M  CONST_09  C26   C27  C22  C23     0.00   0.0  0
 C4M  CONST_10  C26   C25  C24  C23     0.00   0.0  0
 C4M  CONST_11  C27   C22  C23  C24     0.00   0.0  0
 C4M  CONST_12  C27   C26  C25  C24     0.00   0.0  0
 C4M  CONST_13  C5    C4   C3   O2    180.00   0.0  0
 C4M  CONST_14  C8    C10  C3   O2    180.00   0.0  0
 C4M  CONST_15  C6    C5   C4   C3    180.00   0.0  0
 C4M  CONST_16  C9    C8   C10  C3    180.00   0.0  0
 C4M  CONST_17  C11   C10  C3   C4    180.00   0.0  0
 C4M  CONST_18  S12   C7   C5   C4    180.00   0.0  0
 C4M  CONST_19  C9    C8   C7   C5    180.00   0.0  0
 C4M  CONST_20  C8    C7   C5   C6    180.00   0.0  0
 C4M  CONST_21  C11   C10  C8   C7    180.00   0.0  0
 C4M  CONST_22  S12   C7   C8   C10   180.00   0.0  0
 C4M  CONST_23  C24   C23  C22  C21   180.00   0.0  0
 C4M  CONST_24  C26   C27  C22  C21   180.00   0.0  0
 C4M  CONST_25  H4    C4   C5   C7    180.00   0.0  0
 C4M  CONST_26  H24   C24  C23  C22   180.00   0.0  0
 C4M  CONST_27  H26   C26  C27  C22   180.00   0.0  0
 C4M  CONST_28  H27   C27  C22  C23   180.00   0.0  0
 C4M  CONST_29  H25   C25  C24  C23   180.00   0.0  0
 C4M  CONST_30  H23   C23  C24  C25   180.00   0.0  0
 C4M  Var_01    C4    C3   O2   C1     -0.23  30.0  2
 C4M  Var_02    O13   S12  C7   C5    139.05  30.0  2
 C4M  Var_03    C23   C22  C21  C19   -83.29  30.0  2
 C4M  Var_04    H111  C11  C10  C3   -133.34  30.0  2
 C4M  Var_05    H6C1  C6   C5   C4    111.17  30.0  2
 C4M  Var_06    H9C1  C9   C8   C7     92.77  30.0  2
 C4M  Var_07    C16   N15  S12  C7     52.75  30.0  3
 C4M  Var_08    H1C1  C1   O2   C3    -61.53  30.0  3
 C4M  Var_09    C17   C16  N15  S12   167.09  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
 C4M  chir_01  C17  C16  O18  C19  negativ
 C4M  chir_02  C19  N20  C21  C17  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
 C4M  plan-1  O2   0.020
 C4M  plan-1  C3   0.020
 C4M  plan-1  C4   0.020
 C4M  plan-1  C5   0.020
 C4M  plan-1  C6   0.020
 C4M  plan-1  C7   0.020
 C4M  plan-1  C8   0.020
 C4M  plan-1  C9   0.020
 C4M  plan-1  C10  0.020
 C4M  plan-1  C11  0.020
 C4M  plan-1  S12  0.020
 C4M  plan-1  H4   0.020
 C4M  plan-2  C21  0.020
 C4M  plan-2  C22  0.020
 C4M  plan-2  C23  0.020
 C4M  plan-2  C24  0.020
 C4M  plan-2  C25  0.020
 C4M  plan-2  C26  0.020
 C4M  plan-2  C27  0.020
 C4M  plan-2  H23  0.020
 C4M  plan-2  H24  0.020
 C4M  plan-2  H25  0.020
 C4M  plan-2  H26  0.020
 C4M  plan-2  H27  0.020

