# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-1137 (Mon Aug 22 05:16:00 2012)
#   - file written: Tue Aug 28 15:26:35 2012
#
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-{[(2,2,5,5-tetramethyl-1-oxo-2,5-dihydro-1H-pyrrolium-3-yl)methyl]disulfanyl}-L-alanine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: CC1(C)C=C(CSSC[C@H](N)C(O)=O)C(C)(C)[N+]1=O
#
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
R1A        R1A '3-{[(2,2,5,5-tetramethyl-1-oxo-2,5-dihydro-1H-pyrrolium-3-yl)methyl]disulfanyl}-L-alanine' L-peptide 40 19 .
2012-08-28 2012-08-28
;
CIF prepared directly in eLBOW
;
#
data_comp_R1A
#
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
R1A         OXT    O   OH1   .          3.3567    1.1244    2.8116
R1A         C      C   C     .          2.0941    0.7326    2.5233
R1A         CA     C   CH1   .          1.3711    0.0491    3.6855
R1A         N      N   NH2   .         -0.0535    0.2368    3.6763
R1A         CB     C   CH2   .          1.7770   -1.4280    3.7098
R1A         SG     S   S2    .          1.1067   -2.4113    2.4036
R1A         SD     S   S2    .          2.6917   -3.0109    1.1821
R1A         CE     C   CH2   .          2.7320   -2.0208   -0.2813
R1A         C3     C   C     .          1.5590   -2.1359   -1.1565
R1A         C2     C   CT    .          1.5127   -3.0986   -2.3382
R1A         C9     C   CH3   .          2.5393   -2.7622   -3.4140
R1A         C8     C   CH3   .          1.6277   -4.5617   -1.9260
R1A         C4     C   C1    .          0.4198   -1.4280   -1.0201
R1A         C5     C   CT    .         -0.6265   -1.7492   -2.0599
R1A         C7     C   CH3   .         -1.8962   -2.3167   -1.4341
R1A         C6     C   CH3   .         -0.9507   -0.5416   -2.9311
R1A         N1     N   N     .          0.0821   -2.8439   -2.9007
R1A         O1     O   O     .         -0.3810   -3.3894   -3.8088
R1A         O      O   O     .          1.6733    0.9636    1.3811
R1A        HXT     H   HOH1  .          3.7668    1.5512    2.0394
R1A        HA      H   HCH1  .          1.7755    0.5211    4.6374
R1A        H       H   HNH2  .         -0.3015    1.1837    3.4764
R1A        H2      H   HNH2  .         -0.5104   -0.3905    3.0458
R1A        HB2     H   HCH2  .          1.3478   -1.8953    4.6400
R1A        HB3     H   HCH2  .          2.8898   -1.5029    3.7691
R1A        HE2     H   HCH2  .          2.8849   -0.9389   -0.0183
R1A        HE3     H   HCH2  .          3.6642   -2.3819   -0.7967
R1A        H91     H   HCH3  .          3.5502   -3.0492   -3.0263
R1A        H92     H   HCH3  .          2.3458   -3.3437   -4.3490
R1A        H93     H   HCH3  .          2.5458   -1.6703   -3.6492
R1A        H81     H   HCH3  .          2.6392   -4.7029   -1.4518
R1A        H82     H   HCH3  .          0.8606   -4.8478   -1.1660
R1A        H83     H   HCH3  .          1.5371   -5.2304   -2.8161
R1A        H4      H   H     .          0.2044   -0.6730   -0.2495
R1A        H71     H   HCH3  .         -1.6761   -3.1915   -0.7755
R1A        H72     H   HCH3  .         -2.3558   -1.5110   -0.8064
R1A        H73     H   HCH3  .         -2.6294   -2.6174   -2.2227
R1A        H61     H   HCH3  .         -1.4354    0.2300   -2.2799
R1A        H62     H   HCH3  .         -0.0287   -0.0947   -3.3758
R1A        H63     H   HCH3  .         -1.6623   -0.8186   -3.7477
#
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
R1A   OXT     C     single        1.353 0.020
R1A   OXT    HXT    single        0.973 0.020
R1A   C       CA    single        1.530 0.020
R1A   C       O     double        1.239 0.020
R1A   CA      N     single        1.437 0.020
R1A   CA      CB    single        1.532 0.020
R1A   CA     HA     single        1.137 0.020
R1A   N      H      single        0.999 0.020
R1A   N      H2     single        1.000 0.020
R1A   CB      SG    single        1.767 0.020
R1A   CB     HB2    single        1.126 0.020
R1A   CB     HB3    single        1.117 0.020
R1A   SG      SD    single        2.089 0.020
R1A   SD      CE    single        1.767 0.020
R1A   CE      C3    single        1.468 0.020
R1A   CE     HE2    single        1.124 0.020
R1A   CE     HE3    single        1.125 0.020
R1A   C3      C2    single        1.525 0.020
R1A   C3      C4    double        1.348 0.020
R1A   C2      C9    single        1.525 0.020
R1A   C2      C8    single        1.524 0.020
R1A   C2      N1    single        1.558 0.020
R1A   C9     H91    single        1.120 0.020
R1A   C9     H92    single        1.118 0.020
R1A   C9     H93    single        1.117 0.020
R1A   C8     H81    single        1.126 0.020
R1A   C8     H82    single        1.117 0.020
R1A   C8     H83    single        1.117 0.020
R1A   C4      C5    single        1.510 0.020
R1A   C4     H4     single        1.100 0.020
R1A   C5      C7    single        1.525 0.020
R1A   C5      C6    single        1.524 0.020
R1A   C5      N1    single        1.552 0.020
R1A   C7     H71    single        1.117 0.020
R1A   C7     H72    single        1.120 0.020
R1A   C7     H73    single        1.118 0.020
R1A   C6     H61    single        1.120 0.020
R1A   C6     H62    single        1.117 0.020
R1A   C6     H63    single        1.118 0.020
R1A   N1      O1    double        1.156 0.020
#
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
R1A  HXT      OXT     C           110.56 3.000
R1A   O       C       CA          128.54 3.000
R1A   O       C       OXT         117.35 3.000
R1A   CA      C       OXT         114.11 3.000
R1A  HA       CA      CB          107.02 3.000
R1A  HA       CA      N           107.68 3.000
R1A   CB      CA      N           112.88 3.000
R1A  HA       CA      C           106.41 3.000
R1A   CB      CA      C           108.52 3.000
R1A   N       CA      C           113.91 3.000
R1A  H2       N      H            110.79 3.000
R1A  H2       N       CA          112.03 3.000
R1A  H        N       CA          111.79 3.000
R1A  HB3      CB     HB2          107.94 3.000
R1A  HB3      CB      SG          112.32 3.000
R1A  HB2      CB      SG          103.60 3.000
R1A  HB3      CB      CA          109.24 3.000
R1A  HB2      CB      CA          108.20 3.000
R1A   SG      CB      CA          115.10 3.000
R1A   SD      SG      CB          107.71 3.000
R1A   CE      SD      SG          109.92 3.000
R1A  HE3      CE     HE2          107.67 3.000
R1A  HE3      CE      C3          111.34 3.000
R1A  HE2      CE      C3          108.89 3.000
R1A  HE3      CE      SD          102.62 3.000
R1A  HE2      CE      SD          110.41 3.000
R1A   C3      CE      SD          115.56 3.000
R1A   C4      C3      C2          112.59 3.000
R1A   C4      C3      CE          125.01 3.000
R1A   C2      C3      CE          122.40 3.000
R1A   N1      C2      C8          108.89 3.000
R1A   N1      C2      C9          109.11 3.000
R1A   C8      C2      C9          110.59 3.000
R1A   N1      C2      C3          101.80 3.000
R1A   C8      C2      C3          113.21 3.000
R1A   C9      C2      C3          112.77 3.000
R1A  H93      C9     H92          109.47 3.000
R1A  H93      C9     H91          108.55 3.000
R1A  H92      C9     H91          108.20 3.000
R1A  H93      C9      C2          111.60 3.000
R1A  H92      C9      C2          111.03 3.000
R1A  H91      C9      C2          107.88 3.000
R1A  H83      C8     H82          109.46 3.000
R1A  H83      C8     H81          109.47 3.000
R1A  H82      C8     H81          107.36 3.000
R1A  H83      C8      C2          110.67 3.000
R1A  H82      C8      C2          112.20 3.000
R1A  H81      C8      C2          107.58 3.000
R1A  H4       C4      C5          119.52 3.000
R1A  H4       C4      C3          126.63 3.000
R1A   C5      C4      C3          113.84 3.000
R1A   N1      C5      C6          110.27 3.000
R1A   N1      C5      C7          109.88 3.000
R1A   C6      C5      C7          110.63 3.000
R1A   N1      C5      C4          101.94 3.000
R1A   C6      C5      C4          111.87 3.000
R1A   C7      C5      C4          111.94 3.000
R1A  H73      C7     H72          108.65 3.000
R1A  H73      C7     H71          109.55 3.000
R1A  H72      C7     H71          108.29 3.000
R1A  H73      C7      C5          110.89 3.000
R1A  H72      C7      C5          107.69 3.000
R1A  H71      C7      C5          111.67 3.000
R1A  H63      C6     H62          109.50 3.000
R1A  H63      C6     H61          108.66 3.000
R1A  H62      C6     H61          108.24 3.000
R1A  H63      C6      C5          110.89 3.000
R1A  H62      C6      C5          111.66 3.000
R1A  H61      C6      C5          107.80 3.000
R1A   O1      N1      C5          125.14 3.000
R1A   O1      N1      C2          125.04 3.000
R1A   C5      N1      C2          109.81 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
R1A CONST_01       C5      C4      C3      C2           -0.05   0.0 0
R1A CONST_02       C5      C4      C3      CE         -179.90   0.0 0
R1A CONST_03       H4      C4      C3      C2          179.96   0.0 0
R1A CONST_04       HXT     OXT     C       CA         -180.00   0.0 0
R1A Var_01         C5      N1      C2      C3            0.96  30.0 1
R1A Var_02         N1      C5      C4      C3            0.65  30.0 1
R1A Var_03         C4      C5      N1      C2           -0.99  30.0 1
R1A Var_04         N1      C2      C3      C4           -0.57  30.0 1
R1A Var_05         C2      C3      CE      SD          -94.22  30.0 3
R1A Var_06        H91      C9      C2      C3           73.26  30.0 3
R1A Var_07        H81      C8      C2      C3          -63.32  30.0 3
R1A Var_08        H71      C7      C5      C4          -53.39  30.0 3
R1A Var_09        H61      C6      C5      C4          -65.88  30.0 3
R1A Var_10         C3      CE      SD      SG          -63.22  30.0 3
R1A Var_11        HB2      CB      SG      SD         -128.91  30.0 1
#
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
R1A chir_01   CA      C       N       CB    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
R1A plan-1    OXT 0.020
R1A plan-1      C 0.020
R1A plan-1     CA 0.020
R1A plan-1      O 0.020
R1A plan-1    HXT 0.020
R1A plan-2     C2 0.020
R1A plan-2     C5 0.020
R1A plan-2     N1 0.020
R1A plan-2     O1 0.020
R1A plan-3     CE 0.020
R1A plan-3     C3 0.020
R1A plan-3     C2 0.020
R1A plan-3     C4 0.020
R1A plan-3     C5 0.020
R1A plan-3     H4 0.020
