data_G21
# 
_chem_comp.id                                    G21 
_chem_comp.name                                  "5-ACETYLAMINO-4-AMINO-6-(PHENETHYLPROPYLCARBAMOYL)5,6-DIHYDRO-4H-PYRAN-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N3 O5" 
_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                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        391.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G21 
_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        ? 
_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 
G21 C1   C1   C 0 1 N N N 23.704 20.129 65.238 0.659  2.850  -0.819 C1   G21 1  
G21 O1A  O1A  O 0 1 N N N 24.382 21.173 65.288 1.749  3.029  -1.307 O1A  G21 2  
G21 O1B  O1B  O 0 1 N N N 22.520 20.076 65.635 0.071  3.828  -0.112 O1B  G21 3  
G21 C2   C2   C 0 1 N N R 24.285 19.026 64.628 -0.041 1.529  -1.004 C2   G21 4  
G21 C3   C3   C 0 1 N N N 23.620 17.900 64.237 -1.377 1.758  -1.715 C3   G21 5  
G21 C4   C4   C 0 1 N N S 24.220 17.002 63.180 -2.097 0.414  -1.870 C4   G21 6  
G21 C5   C5   C 0 1 N N R 25.668 16.947 63.273 -1.151 -0.570 -2.562 C5   G21 7  
G21 N5   N5   N 0 1 N N N 26.335 16.202 62.188 -0.898 -0.125 -3.934 N5   G21 8  
G21 C10  C10  C 0 1 N N N 27.042 15.080 62.328 -0.714 -1.033 -4.914 C10  G21 9  
G21 O10  O10  O 0 1 N N N 27.266 14.575 63.411 -0.849 -2.215 -4.679 O10  G21 10 
G21 C11  C11  C 0 1 N N N 27.704 14.342 61.224 -0.339 -0.578 -6.301 C11  G21 11 
G21 C6   C6   C 0 1 N N R 26.164 18.374 63.303 0.167  -0.625 -1.787 C6   G21 12 
G21 O6   O6   O 0 1 N N N 25.612 19.045 64.369 0.779  0.663  -1.786 O6   G21 13 
G21 C7   C7   C 0 1 N N N 27.661 18.275 63.573 -0.102 -1.053 -0.368 C7   G21 14 
G21 O7   O7   O 0 1 N N N 27.928 17.972 64.732 -1.171 -1.546 -0.076 O7   G21 15 
G21 N8   N8   N 0 1 N N N 28.618 18.469 62.652 0.844  -0.888 0.576  N8   G21 16 
G21 C81  C81  C 0 1 N N N 30.006 18.372 63.172 0.519  -1.118 1.986  C81  G21 17 
G21 C82  C82  C 0 1 N N N 30.598 16.984 62.990 0.026  0.186  2.616  C82  G21 18 
G21 CG   CG   C 0 1 Y N N 32.018 17.064 63.473 -0.307 -0.050 4.066  CG   G21 19 
G21 CD1  CD1  C 0 1 Y N N 32.297 17.040 64.827 0.662  0.118  5.035  CD1  G21 20 
G21 CD2  CD2  C 0 1 Y N N 33.081 17.129 62.570 -1.586 -0.431 4.427  CD2  G21 21 
G21 CE1  CE1  C 0 1 Y N N 33.606 17.072 65.281 0.356  -0.098 6.366  CE1  G21 22 
G21 CE2  CE2  C 0 1 Y N N 34.394 17.165 63.016 -1.891 -0.653 5.757  CE2  G21 23 
G21 CZ   CZ   C 0 1 Y N N 34.650 17.134 64.376 -0.920 -0.484 6.727  CZ   G21 24 
G21 C9   C9   C 0 1 N N N 28.235 18.847 61.297 2.197  -0.478 0.194  C9   G21 25 
G21 C91  C91  C 0 1 N N N 28.052 20.409 61.291 3.003  -1.709 -0.226 C91  G21 26 
G21 C92  C92  C 0 1 N N N 29.141 21.377 61.674 4.451  -1.301 -0.500 C92  G21 27 
G21 NE   NE   N 0 1 N N N 23.735 15.712 63.446 -2.470 -0.100 -0.546 NE   G21 28 
G21 HO1  HO1  H 0 1 N N N 22.003 19.279 65.596 0.521  4.676  0.006  HO1  G21 29 
G21 H2   H2   H 0 1 N N N 23.309 19.235 65.125 -0.222 1.075  -0.030 H2   G21 30 
G21 H31  1H3  H 0 1 N N N 23.402 17.285 65.141 -1.993 2.436  -1.124 H31  G21 31 
G21 H32  2H3  H 0 1 N N N 22.593 18.189 63.913 -1.197 2.191  -2.699 H32  G21 32 
G21 H4   H4   H 0 1 N N N 23.949 17.386 62.169 -2.994 0.548  -2.476 H4   G21 33 
G21 H5   H5   H 0 1 N N N 25.925 16.380 64.198 -1.604 -1.561 -2.578 H5   G21 34 
G21 HN5  HN5  H 0 1 N N N 26.303 16.501 61.213 -0.862 0.822  -4.138 HN5  G21 35 
G21 H111 1H11 H 0 0 N N N 28.295 13.403 61.341 -0.234 -1.447 -6.952 H111 G21 36 
G21 H112 2H11 H 0 0 N N N 26.916 14.130 60.463 -1.118 0.076  -6.692 H112 G21 37 
G21 H113 3H11 H 0 0 N N N 28.364 15.073 60.702 0.605  -0.036 -6.263 H113 G21 38 
G21 H6   H6   H 0 1 N N N 25.907 18.903 62.355 0.836  -1.343 -2.261 H6   G21 39 
G21 H811 1H81 H 0 0 N N N 30.661 19.151 62.716 -0.261 -1.875 2.060  H811 G21 40 
G21 H812 2H81 H 0 0 N N N 30.059 18.694 64.237 1.409  -1.462 2.513  H812 G21 41 
G21 H821 1H82 H 0 0 N N N 30.005 16.181 63.488 0.806  0.943  2.542  H821 G21 42 
G21 H822 2H82 H 0 0 N N N 30.505 16.596 61.948 -0.864 0.529  2.089  H822 G21 43 
G21 HD1  HD1  H 0 1 N N N 31.467 16.994 65.552 1.660  0.420  4.753  HD1  G21 44 
G21 HD2  HD2  H 0 1 N N N 32.880 17.152 61.485 -2.345 -0.563 3.670  HD2  G21 45 
G21 HE1  HE1  H 0 1 N N N 33.817 17.048 66.363 1.115  0.033  7.123  HE1  G21 46 
G21 HE2  HE2  H 0 1 N N N 35.227 17.217 62.295 -2.889 -0.955 6.039  HE2  G21 47 
G21 HZ   HZ   H 0 1 N N N 35.690 17.158 64.740 -1.160 -0.655 7.766  HZ   G21 48 
G21 H91  1H9  H 0 1 N N N 28.951 18.486 60.522 2.685  0.001  1.042  H91  G21 49 
G21 H92  2H9  H 0 1 N N N 27.337 18.299 60.926 2.143  0.222  -0.638 H92  G21 50 
G21 H911 1H91 H 0 0 N N N 27.698 20.695 60.273 2.568  -2.135 -1.131 H911 G21 51 
G21 H912 2H91 H 0 0 N N N 27.166 20.639 61.928 2.979  -2.450 0.572  H912 G21 52 
G21 H921 1H92 H 0 0 N N N 29.011 22.484 61.669 5.045  -2.190 -0.715 H921 G21 53 
G21 H922 2H92 H 0 0 N N N 29.494 21.090 62.691 4.483  -0.627 -1.357 H922 G21 54 
G21 H923 3H92 H 0 0 N N N 30.026 21.146 61.037 4.858  -0.795 0.374  H923 G21 55 
G21 HNE1 1HNE H 0 0 N N N 24.140 15.105 62.732 -3.123 0.559  -0.151 HNE1 G21 56 
G21 HNE2 2HNE H 0 0 N N N 22.717 15.661 63.492 -2.980 -0.956 -0.701 HNE2 G21 57 
# 
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 
G21 C1  O1A  DOUB N N 1  
G21 C1  O1B  SING N N 2  
G21 C1  C2   SING N N 3  
G21 O1B HO1  SING N N 4  
G21 C2  C3   SING N N 5  
G21 C2  O6   SING N N 6  
G21 C2  H2   SING N N 7  
G21 C3  C4   SING N N 8  
G21 C3  H31  SING N N 9  
G21 C3  H32  SING N N 10 
G21 C4  C5   SING N N 11 
G21 C4  NE   SING N N 12 
G21 C4  H4   SING N N 13 
G21 C5  N5   SING N N 14 
G21 C5  C6   SING N N 15 
G21 C5  H5   SING N N 16 
G21 N5  C10  SING N N 17 
G21 N5  HN5  SING N N 18 
G21 C10 O10  DOUB N N 19 
G21 C10 C11  SING N N 20 
G21 C11 H111 SING N N 21 
G21 C11 H112 SING N N 22 
G21 C11 H113 SING N N 23 
G21 C6  O6   SING N N 24 
G21 C6  C7   SING N N 25 
G21 C6  H6   SING N N 26 
G21 C7  O7   DOUB N N 27 
G21 C7  N8   SING N N 28 
G21 N8  C81  SING N N 29 
G21 N8  C9   SING N N 30 
G21 C81 C82  SING N N 31 
G21 C81 H811 SING N N 32 
G21 C81 H812 SING N N 33 
G21 C82 CG   SING N N 34 
G21 C82 H821 SING N N 35 
G21 C82 H822 SING N N 36 
G21 CG  CD1  DOUB Y N 37 
G21 CG  CD2  SING Y N 38 
G21 CD1 CE1  SING Y N 39 
G21 CD1 HD1  SING N N 40 
G21 CD2 CE2  DOUB Y N 41 
G21 CD2 HD2  SING N N 42 
G21 CE1 CZ   DOUB Y N 43 
G21 CE1 HE1  SING N N 44 
G21 CE2 CZ   SING Y N 45 
G21 CE2 HE2  SING N N 46 
G21 CZ  HZ   SING N N 47 
G21 C9  C91  SING N N 48 
G21 C9  H91  SING N N 49 
G21 C9  H92  SING N N 50 
G21 C91 C92  SING N N 51 
G21 C91 H911 SING N N 52 
G21 C91 H912 SING N N 53 
G21 C92 H921 SING N N 54 
G21 C92 H922 SING N N 55 
G21 C92 H923 SING N N 56 
G21 NE  HNE1 SING N N 57 
G21 NE  HNE2 SING N N 58 
# 
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 
G21 SMILES           ACDLabs              10.04 O=C(O)C2OC(C(=O)N(CCc1ccccc1)CCC)C(NC(=O)C)C(N)C2                                                                                                                                      
G21 InChI            InChI                1.02b InChI=1/C20H29N3O5/c1-3-10-23(11-9-14-7-5-4-6-8-14)19(25)18-17(22-13(2)24)15(21)12-16(28-18)20(26)27/h4-8,15-18H,3,9-12,21H2,1-2H3,(H,22,24)(H,26,27)/t15-,16+,17+,18+/m0/s1/f/h22,26H 
G21 InChIKey         InChI                1.02b HFHYYLGLPNXPCS-BLZJWXNWDL                                                                                                                                                              
G21 SMILES_CANONICAL CACTVS               3.341 CCCN(CCc1ccccc1)C(=O)[C@@H]2O[C@H](C[C@H](N)[C@H]2NC(C)=O)C(O)=O                                                                                                                       
G21 SMILES           CACTVS               3.341 CCCN(CCc1ccccc1)C(=O)[CH]2O[CH](C[CH](N)[CH]2NC(C)=O)C(O)=O                                                                                                                            
G21 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCc1ccccc1)C(=O)[C@H]2[C@@H]([C@H](CC(O2)C(=O)O)N)NC(=O)C                                                                                                                         
G21 SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCc1ccccc1)C(=O)C2C(C(CC(O2)C(=O)O)N)NC(=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 
G21 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4S,5R,6R)-5-(acetylamino)-4-amino-6-[(2-phenylethyl)(propyl)carbamoyl]tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)" 
G21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-(phenethyl-propyl-carbamoyl)oxane-2-carboxylic acid"                                                 
# 
