data_AXL
# 
_chem_comp.id                                    AXL 
_chem_comp.name                                  "2-{1-[2-AMINO-2-(4-HYDROXY-PHENYL)-ACETYLAMINO]-2-OXO-ETHYL}-5,5-DIMETHYL-THIAZOLIDINE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H21 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        367.420 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AXL 
_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        1LL9 
_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 
AXL C1   C1   C 0 1 N N N 77.460 4.104 28.706 1.128  -2.712 -0.562 C1   AXL 1  
AXL O1   O1   O 0 1 N N N 78.025 3.256 28.071 0.644  -3.470 0.244  O1   AXL 2  
AXL C2   C2   C 0 1 N N R 77.928 5.440 29.336 0.497  -1.365 -0.803 C2   AXL 3  
AXL C3   C3   C 0 1 N N R 78.525 6.265 28.135 1.508  -0.263 -0.477 C3   AXL 4  
AXL S4   S4   S 0 1 N N N 78.960 7.934 28.606 2.086  -0.374 1.274  S4   AXL 5  
AXL C5   C5   C 0 1 N N N 80.679 7.851 27.924 3.775  0.316  1.006  C5   AXL 6  
AXL C51  C51  C 0 1 N N N 81.583 8.629 28.879 3.848  1.776  1.458  C51  AXL 7  
AXL C52  C52  C 0 1 N N N 80.671 8.493 26.551 4.831  -0.529 1.720  C52  AXL 8  
AXL C6   C6   C 0 1 N N S 81.043 6.319 27.913 3.921  0.204  -0.528 C6   AXL 9  
AXL C61  C61  C 0 1 N N N 82.113 5.841 26.879 4.024  1.595  -1.100 C61  AXL 10 
AXL O62  O62  O 0 1 N N N 81.731 5.248 25.858 5.160  2.296  -0.958 O62  AXL 11 
AXL O63  O63  O 0 1 N N N 83.307 6.085 27.136 3.085  2.078  -1.687 O63  AXL 12 
AXL N7   N7   N 0 1 N N N 79.785 5.567 27.853 2.805  -0.488 -1.180 N7   AXL 13 
AXL N8   N8   N 0 1 N N N 78.796 5.050 30.417 -0.681 -1.216 0.056  N8   AXL 14 
AXL C9   C9   C 0 1 N N N 79.138 5.847 31.462 -1.872 -1.702 -0.345 C9   AXL 15 
AXL O91  O91  O 0 1 N N N 78.611 6.929 31.704 -1.970 -2.262 -1.417 O91  AXL 16 
AXL C10  C10  C 0 1 N N R 80.256 5.300 32.336 -3.084 -1.549 0.538  C10  AXL 17 
AXL N11  N11  N 0 1 N N N 79.863 5.478 33.763 -4.103 -2.532 0.145  N11  AXL 18 
AXL C12  C12  C 0 1 Y N N 81.668 5.803 31.973 -3.643 -0.158 0.388  C12  AXL 19 
AXL C13  C13  C 0 1 Y N N 82.126 7.039 32.491 -3.359 0.806  1.338  C13  AXL 20 
AXL C14  C14  C 0 1 Y N N 83.417 7.512 32.164 -3.871 2.082  1.203  C14  AXL 21 
AXL C15  C15  C 0 1 Y N N 84.268 6.735 31.308 -4.669 2.396  0.113  C15  AXL 22 
AXL C16  C16  C 0 1 Y N N 83.803 5.524 30.807 -4.952 1.427  -0.839 C16  AXL 23 
AXL C17  C17  C 0 1 Y N N 82.536 5.045 31.119 -4.434 0.154  -0.702 C17  AXL 24 
AXL O18  O18  O 0 1 N N N 85.539 7.077 30.913 -5.173 3.651  -0.023 O18  AXL 25 
AXL HC1  HC1  H 0 1 N N N 76.463 3.633 28.711 2.013  -2.999 -1.110 HC1  AXL 26 
AXL HC2  HC2  H 0 1 N N N 77.173 6.116 29.801 0.197  -1.285 -1.848 HC2  AXL 27 
AXL HC3  HC3  H 0 1 N N N 77.796 6.332 27.294 1.101  0.724  -0.700 HC3  AXL 28 
AXL H511 1H51 H 0 0 N N N 81.514 8.272 29.933 4.830  2.182  1.216  H511 AXL 29 
AXL H512 2H51 H 0 0 N N N 82.618 8.579 28.468 3.079  2.354  0.946  H512 AXL 30 
AXL H513 3H51 H 0 0 N N N 81.234 9.673 29.057 3.687  1.831  2.535  H513 AXL 31 
AXL H521 1H52 H 0 0 N N N 80.262 9.530 26.563 4.672  -0.477 2.797  H521 AXL 32 
AXL H522 2H52 H 0 0 N N N 81.706 8.443 26.140 4.751  -1.565 1.391  H522 AXL 33 
AXL H523 3H52 H 0 0 N N N 79.914 8.041 25.868 5.824  -0.148 1.480  H523 AXL 34 
AXL HC6  HC6  H 0 1 N N N 81.593 6.109 28.860 4.842  -0.333 -0.753 HC6  AXL 35 
AXL H62O OH62 H 0 0 N N N 82.381 4.957 25.230 5.227  3.188  -1.325 H62O AXL 36 
AXL HN7  HN7  H 0 1 N N N 79.714 5.117 26.940 2.711  -0.084 -2.100 HN7  AXL 37 
AXL HN8  HN8  H 0 1 N N N 79.209 4.118 30.445 -0.603 -0.769 0.913  HN8  AXL 38 
AXL H10  H10  H 0 1 N N N 80.369 4.209 32.137 -2.799 -1.717 1.577  H10  AXL 39 
AXL H111 1H11 H 0 0 N N N 78.957 5.060 33.976 -4.928 -2.326 0.688  H111 AXL 40 
AXL H112 2H11 H 0 0 N N N 80.613 5.111 34.349 -4.334 -2.340 -0.818 H112 AXL 41 
AXL H13  H13  H 0 1 N N N 81.475 7.636 33.152 -2.737 0.561  2.186  H13  AXL 42 
AXL H14  H14  H 0 1 N N N 83.757 8.478 32.573 -3.650 2.834  1.945  H14  AXL 43 
AXL H16  H16  H 0 1 N N N 84.455 4.929 30.146 -5.574 1.669  -1.689 H16  AXL 44 
AXL H17  H17  H 0 1 N N N 82.224 4.076 30.695 -4.653 -0.600 -1.443 H17  AXL 45 
AXL H18O OH18 H 0 0 N N N 86.102 6.563 30.347 -4.525 4.159  -0.529 H18O AXL 46 
# 
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 
AXL C1  O1   DOUB N N 1  
AXL C1  C2   SING N N 2  
AXL C1  HC1  SING N N 3  
AXL C2  C3   SING N N 4  
AXL C2  N8   SING N N 5  
AXL C2  HC2  SING N N 6  
AXL C3  S4   SING N N 7  
AXL C3  N7   SING N N 8  
AXL C3  HC3  SING N N 9  
AXL S4  C5   SING N N 10 
AXL C5  C51  SING N N 11 
AXL C5  C52  SING N N 12 
AXL C5  C6   SING N N 13 
AXL C51 H511 SING N N 14 
AXL C51 H512 SING N N 15 
AXL C51 H513 SING N N 16 
AXL C52 H521 SING N N 17 
AXL C52 H522 SING N N 18 
AXL C52 H523 SING N N 19 
AXL C6  C61  SING N N 20 
AXL C6  N7   SING N N 21 
AXL C6  HC6  SING N N 22 
AXL C61 O62  SING N N 23 
AXL C61 O63  DOUB N N 24 
AXL O62 H62O SING N N 25 
AXL N7  HN7  SING N N 26 
AXL N8  C9   SING N N 27 
AXL N8  HN8  SING N N 28 
AXL C9  O91  DOUB N N 29 
AXL C9  C10  SING N N 30 
AXL C10 N11  SING N N 31 
AXL C10 C12  SING N N 32 
AXL C10 H10  SING N N 33 
AXL N11 H111 SING N N 34 
AXL N11 H112 SING N N 35 
AXL C12 C13  DOUB Y N 36 
AXL C12 C17  SING Y N 37 
AXL C13 C14  SING Y N 38 
AXL C13 H13  SING N N 39 
AXL C14 C15  DOUB Y N 40 
AXL C14 H14  SING N N 41 
AXL C15 C16  SING Y N 42 
AXL C15 O18  SING N N 43 
AXL C16 C17  DOUB Y N 44 
AXL C16 H16  SING N N 45 
AXL C17 H17  SING N N 46 
AXL O18 H18O SING N N 47 
# 
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 
AXL SMILES           ACDLabs              10.04 O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)C(c2ccc(O)cc2)N                                                                                                                                
AXL InChI            InChI                1.02b InChI=1/C16H21N3O5S/c1-16(2)12(15(23)24)19-14(25-16)10(7-20)18-13(22)11(17)8-3-5-9(21)6-4-8/h3-7,10-12,14,19,21H,17H2,1-2H3,(H,18,22)(H,23,24)/t10-,11-,12+,14-/m1/s1/f/h18,23H 
AXL InChIKey         InChI                1.02b SMLJDSWXGVMNTH-CYVSHAQHDH                                                                                                                                                       
AXL SMILES_CANONICAL CACTVS               3.341 CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)[C@H](N)c2ccc(O)cc2)C=O                                                                                                                 
AXL SMILES           CACTVS               3.341 CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)[CH](N)c2ccc(O)cc2)C=O                                                                                                                      
AXL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)[C@@H](c2ccc(cc2)O)N)C(=O)O)C                                                                                                             
AXL SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(NC(S1)C(C=O)NC(=O)C(c2ccc(cc2)O)N)C(=O)O)C                                                                                                                                
# 
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 
AXL "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4S)-2-[(1R)-1-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid"    
AXL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S)-2-[(1R)-1-[[(2R)-2-amino-2-(4-hydroxyphenyl)ethanoyl]amino]-2-oxo-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" 
# 
