data_CYP
# 
_chem_comp.id                                    CYP 
_chem_comp.name                                  "9R,10R-9-GLUTATHIONYL-10-HYDROXY-9,10-DIHYDRO PHENANTHRENE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 N3 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      GPR 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        501.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CYP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5FWG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
CYP N1   N1   N 0 1 N N N 17.847 14.988 13.697 -1.936 1.959  5.059  N1   CYP 1  
CYP CA1  CA1  C 0 1 N N S 18.215 14.393 12.405 -2.758 0.790  4.722  CA1  CYP 2  
CYP C1   C1   C 0 1 N N N 17.126 13.470 11.847 -3.427 0.270  5.969  C1   CYP 3  
CYP O11  O11  O 0 1 N N N 17.139 13.190 10.626 -2.890 0.403  7.043  O11  CYP 4  
CYP CB1  CB1  C 0 1 N N N 19.591 13.701 12.342 -1.869 -0.303 4.127  CB1  CYP 5  
CYP CG1  CG1  C 0 1 N N N 20.651 14.415 11.501 -1.190 0.224  2.861  CG1  CYP 6  
CYP CD1  CD1  C 0 1 N N N 21.916 13.642 11.388 -0.314 -0.853 2.275  CD1  CYP 7  
CYP OE1  OE1  O 0 1 N N N 22.902 13.896 12.045 -0.240 -1.936 2.816  OE1  CYP 8  
CYP O12  O12  O 0 1 N N N 16.232 13.048 12.617 -4.619 -0.340 5.886  O12  CYP 9  
CYP N2   N2   N 0 1 N N N 22.170 13.127 10.122 0.386  -0.612 1.149  N2   CYP 10 
CYP CA2  CA2  C 0 1 N N R 23.421 12.447 9.867  1.237  -1.660 0.579  CA2  CYP 11 
CYP C2   C2   C 0 1 N N N 24.072 13.030 8.631  2.622  -1.555 1.163  C2   CYP 12 
CYP O2   O2   O 0 1 N N N 25.113 12.524 8.209  3.305  -2.549 1.287  O2   CYP 13 
CYP CB2  CB2  C 0 1 N N N 23.211 10.927 9.433  1.310  -1.487 -0.939 CB2  CYP 14 
CYP SG2  SG2  S 0 1 N N N 22.535 10.123 10.894 -0.356 -1.613 -1.642 SG2  CYP 15 
CYP CA4  CA4  C 0 1 N N R 24.146 10.323 11.595 0.024  -1.378 -3.400 CA4  CYP 16 
CYP CB4  CB4  C 0 1 Y N N 24.882 8.982  11.412 0.683  -0.038 -3.589 CB4  CYP 17 
CYP CG4  CG4  C 0 1 Y N N 25.820 8.847  10.360 2.060  0.062  -3.621 CG4  CYP 18 
CYP CD4  CD4  C 0 1 Y N N 26.418 7.563  10.240 2.660  1.300  -3.763 CD4  CYP 19 
CYP CE4  CE4  C 0 1 Y N N 26.131 6.448  11.088 1.889  2.444  -3.865 CE4  CYP 20 
CYP CZ4  CZ4  C 0 1 Y N N 25.219 6.668  12.073 0.511  2.354  -3.838 CZ4  CYP 21 
CYP CH4  CH4  C 0 1 Y N N 24.630 7.917  12.251 -0.096 1.109  -3.722 CH4  CYP 22 
CYP CH5  CH5  C 0 1 Y N N 23.630 8.156  13.217 -1.573 0.980  -3.706 CH5  CYP 23 
CYP CZ5  CZ5  C 0 1 Y N N 22.892 7.030  13.699 -2.385 2.085  -3.480 CZ5  CYP 24 
CYP CE5  CE5  C 0 1 Y N N 21.850 7.209  14.635 -3.758 1.936  -3.466 CE5  CYP 25 
CYP CD5  CD5  C 0 1 Y N N 21.517 8.515  15.070 -4.322 0.691  -3.677 CD5  CYP 26 
CYP CG5  CG5  C 0 1 Y N N 22.214 9.661  14.589 -3.518 -0.409 -3.912 CG5  CYP 27 
CYP CB5  CB5  C 0 1 Y N N 23.281 9.472  13.643 -2.144 -0.271 -3.935 CB5  CYP 28 
CYP CA5  CA5  C 0 1 N N R 24.057 10.617 13.112 -1.266 -1.461 -4.210 CA5  CYP 29 
CYP O5   O5   O 0 1 N N N 25.361 10.443 13.696 -0.946 -1.498 -5.602 O5   CYP 30 
CYP N3   N3   N 0 1 N N N 23.423 14.079 8.099  3.102  -0.356 1.549  N3   CYP 31 
CYP CA3  CA3  C 0 1 N N N 23.826 14.800 6.900  4.449  -0.254 2.117  CA3  CYP 32 
CYP C3   C3   C 0 1 N N N 25.028 15.713 7.074  4.740  1.183  2.463  C3   CYP 33 
CYP O31  O31  O 0 1 N N N 25.406 16.010 8.236  3.909  2.035  2.256  O31  CYP 34 
CYP O32  O32  O 0 1 N N N 25.576 16.113 6.023  5.924  1.517  3.001  O32  CYP 35 
CYP HN11 1HN1 H 0 0 N N N 18.571 15.602 14.068 -1.430 2.209  4.223  HN11 CYP 36 
CYP HN12 2HN1 H 0 0 N N N 17.596 14.267 14.373 -1.250 1.649  5.731  HN12 CYP 37 
CYP HA1  HA1  H 0 1 N N N 18.309 15.288 11.747 -3.517 1.076  3.995  HA1  CYP 38 
CYP HB11 1HB1 H 0 0 N N N 19.977 13.525 13.373 -1.109 -0.590 4.854  HB11 CYP 39 
CYP HB12 2HB1 H 0 0 N N N 19.472 12.648 11.993 -2.479 -1.171 3.877  HB12 CYP 40 
CYP HG11 1HG1 H 0 0 N N N 20.251 14.675 10.493 -1.949 0.510  2.134  HG11 CYP 41 
CYP HG12 2HG1 H 0 0 N N N 20.844 15.441 11.890 -0.580 1.092  3.111  HG12 CYP 42 
CYP HO2  HO2  H 0 1 N N N 15.557 12.475 12.271 -5.048 -0.674 6.686  HO2  CYP 43 
CYP HN2  HN2  H 0 1 N N N 21.458 13.244 9.400  0.327  0.253  0.717  HN2  CYP 44 
CYP HA2  HA2  H 0 1 N N N 24.006 12.548 10.810 0.817  -2.638 0.814  HA2  CYP 45 
CYP HB21 1HB2 H 0 0 N N N 22.589 10.798 8.516  1.730  -0.509 -1.174 HB21 CYP 46 
CYP HB22 2HB2 H 0 0 N N N 24.129 10.439 9.031  1.943  -2.266 -1.363 HB22 CYP 47 
CYP HA4  HA4  H 0 1 N N N 24.671 11.171 11.097 0.705  -2.163 -3.728 HA4  CYP 48 
CYP HG4  HG4  H 0 1 N N N 26.067 9.681  9.682  2.668  -0.825 -3.535 HG4  CYP 49 
CYP HD4  HD4  H 0 1 N N N 27.156 7.422  9.432  3.737  1.374  -3.796 HD4  CYP 50 
CYP HE4  HE4  H 0 1 N N N 26.596 5.453  10.985 2.365  3.408  -3.964 HE4  CYP 51 
CYP HZ4  HZ4  H 0 1 N N N 24.954 5.825  12.733 -0.091 3.247  -3.908 HZ4  CYP 52 
CYP HZ5  HZ5  H 0 1 N N N 23.129 6.012  13.345 -1.944 3.057  -3.316 HZ5  CYP 53 
CYP HE5  HE5  H 0 1 N N N 21.300 6.335  15.023 -4.391 2.793  -3.290 HE5  CYP 54 
CYP HD5  HD5  H 0 1 N N N 20.698 8.642  15.798 -5.396 0.577  -3.658 HD5  CYP 55 
CYP HG5  HG5  H 0 1 N N N 21.934 10.668 14.940 -3.965 -1.378 -4.078 HG5  CYP 56 
CYP HA5  HA5  H 0 1 N N N 23.644 11.633 13.314 -1.800 -2.372 -3.940 HA5  CYP 57 
CYP HO5  HO5  H 0 1 N N N 25.306 10.623 14.627 -1.785 -1.550 -6.080 HO5  CYP 58 
CYP HN3  HN3  H 0 1 N N N 22.590 14.338 8.627  2.556  0.439  1.450  HN3  CYP 59 
CYP HA31 1HA3 H 0 0 N N N 24.003 14.085 6.062  4.510  -0.864 3.018  HA31 CYP 60 
CYP HA32 2HA3 H 0 0 N N N 22.963 15.373 6.487  5.178  -0.607 1.388  HA32 CYP 61 
CYP HO3  HO3  H 0 1 N N N 26.327 16.683 6.131  6.111  2.439  3.223  HO3  CYP 62 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
CYP N1  CA1  SING N N 1  
CYP N1  HN11 SING N N 2  
CYP N1  HN12 SING N N 3  
CYP CA1 C1   SING N N 4  
CYP CA1 CB1  SING N N 5  
CYP CA1 HA1  SING N N 6  
CYP C1  O11  DOUB N N 7  
CYP C1  O12  SING N N 8  
CYP CB1 CG1  SING N N 9  
CYP CB1 HB11 SING N N 10 
CYP CB1 HB12 SING N N 11 
CYP CG1 CD1  SING N N 12 
CYP CG1 HG11 SING N N 13 
CYP CG1 HG12 SING N N 14 
CYP CD1 OE1  DOUB N N 15 
CYP CD1 N2   SING N N 16 
CYP O12 HO2  SING N N 17 
CYP N2  CA2  SING N N 18 
CYP N2  HN2  SING N N 19 
CYP CA2 C2   SING N N 20 
CYP CA2 CB2  SING N N 21 
CYP CA2 HA2  SING N N 22 
CYP C2  O2   DOUB N N 23 
CYP C2  N3   SING N N 24 
CYP CB2 SG2  SING N N 25 
CYP CB2 HB21 SING N N 26 
CYP CB2 HB22 SING N N 27 
CYP SG2 CA4  SING N N 28 
CYP CA4 CB4  SING N N 29 
CYP CA4 CA5  SING N N 30 
CYP CA4 HA4  SING N N 31 
CYP CB4 CG4  DOUB Y N 32 
CYP CB4 CH4  SING Y N 33 
CYP CG4 CD4  SING Y N 34 
CYP CG4 HG4  SING N N 35 
CYP CD4 CE4  DOUB Y N 36 
CYP CD4 HD4  SING N N 37 
CYP CE4 CZ4  SING Y N 38 
CYP CE4 HE4  SING N N 39 
CYP CZ4 CH4  DOUB Y N 40 
CYP CZ4 HZ4  SING N N 41 
CYP CH4 CH5  SING N N 42 
CYP CH5 CZ5  DOUB Y N 43 
CYP CH5 CB5  SING Y N 44 
CYP CZ5 CE5  SING Y N 45 
CYP CZ5 HZ5  SING N N 46 
CYP CE5 CD5  DOUB Y N 47 
CYP CE5 HE5  SING N N 48 
CYP CD5 CG5  SING Y N 49 
CYP CD5 HD5  SING N N 50 
CYP CG5 CB5  DOUB Y N 51 
CYP CG5 HG5  SING N N 52 
CYP CB5 CA5  SING N N 53 
CYP CA5 O5   SING N N 54 
CYP CA5 HA5  SING N N 55 
CYP O5  HO5  SING N N 56 
CYP N3  CA3  SING N N 57 
CYP N3  HN3  SING N N 58 
CYP CA3 C3   SING N N 59 
CYP CA3 HA31 SING N N 60 
CYP CA3 HA32 SING N N 61 
CYP C3  O31  DOUB N N 62 
CYP C3  O32  SING N N 63 
CYP O32 HO3  SING N N 64 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
CYP SMILES           ACDLabs              10.04 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC3c1ccccc1c2c(cccc2)C3O 
CYP InChI            InChI                1.02b 
InChI=1/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/t17-,18-,21+,22+/m0/s1/f/h26-27,29,33H 
CYP InChIKey         InChI                1.02b JNNIZILNBMPOAC-PPOVSMFFDN 
CYP SMILES_CANONICAL CACTVS               3.341 N[C@@H](CCC(=O)N[C@@H](CS[C@H]1[C@H](O)c2ccccc2c3ccccc13)C(=O)NCC(O)=O)C(O)=O 
CYP SMILES           CACTVS               3.341 N[CH](CCC(=O)N[CH](CS[CH]1[CH](O)c2ccccc2c3ccccc13)C(=O)NCC(O)=O)C(O)=O 
CYP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)-c3ccccc3[C@H]([C@@H]2O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N 
CYP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)-c3ccccc3C(C2O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
CYP "SYSTEMATIC NAME" ACDLabs              10.04 L-gamma-glutamyl-S-[(9R,10R)-10-hydroxy-9,10-dihydrophenanthren-9-yl]-L-cysteinylglycine                                                                    
CYP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[[(9R,10R)-10-hydroxy-9,10-dihydrophenanthren-9-yl]sulfanyl]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" 
# 
