data_GRD
# 
_chem_comp.id                                    GRD 
_chem_comp.name                                  "benzyl (S)-1-((2S,3S)-1-(3-(6-amino-9H-purin-9-yl)propylamino)-2-hydroxy-1-oxopentan-3-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H38 N8 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-08 
_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                        554.641 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GRD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2R9C 
_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 
GRD C4   C4   C 0 1 Y N N -2.898  4.054  23.243 7.058  -1.743 -0.164 C4   GRD 1  
GRD C5   C5   C 0 1 Y N N -2.165  3.178  22.466 7.745  -2.521 0.784  C5   GRD 2  
GRD C6   C6   C 0 1 Y N N -1.481  2.153  23.102 7.815  -3.909 0.577  C6   GRD 3  
GRD C8   C8   C 0 1 Y N N -3.113  4.614  21.154 7.854  -0.457 1.441  C8   GRD 4  
GRD N1   N1   N 0 1 Y N N -1.524  2.054  24.464 7.230  -4.419 -0.502 N1   GRD 5  
GRD N3   N3   N 0 1 Y N N -2.922  3.935  24.610 6.504  -2.343 -1.213 N3   GRD 6  
GRD CAN  CAN  C 0 1 Y N N -18.820 11.112 19.055 -8.858 -4.428 0.868  CAN  GRD 7  
GRD CAL  CAL  C 0 1 Y N N -18.355 12.417 18.831 -9.132 -4.925 -0.392 CAL  GRD 8  
GRD CAU  CAU  C 0 1 N N N -6.542  5.424  21.998 4.533  2.136  -0.651 CAU  GRD 9  
GRD CBM  CBM  C 0 1 Y N N -17.237 10.879 20.878 -8.105 -2.374 -0.105 CBM  GRD 10 
GRD CAQ  CAQ  C 0 1 Y N N -18.260 10.344 20.084 -8.344 -3.152 1.012  CAQ  GRD 11 
GRD CAA  CAA  C 0 1 N N N -11.467 8.501  23.062 -0.585 1.076  -2.872 CAA  GRD 12 
GRD OAH  OAH  O 0 1 N N N -13.642 6.919  20.729 -1.542 0.227  -0.548 OAH  GRD 13 
GRD OAG  OAG  O 0 1 N N N -15.299 8.146  23.387 -6.055 1.164  0.284  OAG  GRD 14 
GRD CAS  CAS  C 0 1 N N N -10.674 7.216  23.090 0.130  2.326  -2.357 CAS  GRD 15 
GRD CAT  CAT  C 0 1 N N N -5.721  5.751  23.223 5.123  0.904  0.038  CAT  GRD 16 
GRD N7   N7   N 0 1 Y N N -2.315  3.543  21.156 8.206  -1.675 1.736  N7   GRD 17 
GRD N9   N9   N 0 1 Y N N -3.472  4.935  22.406 7.149  -0.446 0.275  N9   GRD 18 
GRD C2   C2   C 0 1 Y N N -2.227  2.936  25.211 6.595  -3.647 -1.365 C2   GRD 19 
GRD N6   N6   N 0 1 N N N -0.776  1.254  22.374 8.478  -4.726 1.476  N6   GRD 20 
GRD OAI  OAI  O 0 1 N N N -8.808  5.735  20.354 2.911  4.113  -1.503 OAI  GRD 21 
GRD CBK  CBK  C 0 1 N N N -8.942  5.317  21.493 2.408  3.325  -0.730 CBK  GRD 22 
GRD N1C  N1C  N 0 1 N N N -7.941  5.138  22.345 3.135  2.299  -0.245 N1C  GRD 23 
GRD CAV  CAV  C 0 1 N N N -4.300  6.081  22.782 6.583  0.734  -0.385 CAV  GRD 24 
GRD CBU  CBU  C 0 1 N N S -10.335 4.990  21.951 0.969  3.493  -0.313 CBU  GRD 25 
GRD OAJ  OAJ  O 0 1 N N N -10.288 4.209  23.166 0.452  4.706  -0.864 OAJ  GRD 26 
GRD CBS  CBS  C 0 1 N N S -11.177 6.252  21.991 0.147  2.309  -0.827 CBS  GRD 27 
GRD N1E  N1E  N 0 1 N N N -12.535 5.798  22.356 -1.224 2.411  -0.322 N1E  GRD 28 
GRD CBJ  CBJ  C 0 1 N N N -13.639 6.174  21.711 -1.980 1.302  -0.196 CBJ  GRD 29 
GRD CBR  CBR  C 0 1 N N S -14.945 5.643  22.261 -3.368 1.398  0.381  CBR  GRD 30 
GRD CAY  CAY  C 0 1 N N N -15.235 4.309  21.568 -3.278 1.645  1.888  CAY  GRD 31 
GRD CBP  CBP  C 0 1 N N N -16.541 3.645  22.005 -2.558 2.970  2.145  CBP  GRD 32 
GRD CAB  CAB  C 0 1 N N N -16.716 2.328  21.250 -3.415 4.126  1.624  CAB  GRD 33 
GRD CAC  CAC  C 0 1 N N N -16.564 3.414  23.515 -2.329 3.143  3.648  CAC  GRD 34 
GRD N1D  N1D  N 0 1 N N N -16.012 6.577  21.935 -4.087 0.145  0.134  N1D  GRD 35 
GRD CBI  CBI  C 0 1 N N N -16.082 7.786  22.524 -5.435 0.127  0.152  CBI  GRD 36 
GRD OBF  OBF  O 0 1 N N N -17.135 8.702  22.159 -6.094 -1.039 0.023  OBF  GRD 37 
GRD CAW  CAW  C 0 1 N N N -16.645 10.058 21.962 -7.545 -0.983 0.052  CAW  GRD 38 
GRD CAP  CAP  C 0 1 Y N N -16.771 12.179 20.649 -8.379 -2.871 -1.365 CAP  GRD 39 
GRD CAM  CAM  C 0 1 Y N N -17.330 12.952 19.621 -8.893 -4.146 -1.509 CAM  GRD 40 
GRD H8   H8   H 0 1 N N N -3.426  5.147  20.268 8.090  0.416  2.031  H8   GRD 41 
GRD HAN  HAN  H 0 1 N N N -19.605 10.702 18.437 -9.048 -5.034 1.741  HAN  GRD 42 
GRD HAL  HAL  H 0 1 N N N -18.791 13.013 18.043 -9.533 -5.921 -0.504 HAL  GRD 43 
GRD HAU  HAU  H 0 1 N N N -6.516  6.285  21.314 5.100  3.021  -0.363 HAU  GRD 44 
GRD HAUA HAUA H 0 0 N N N -6.114  4.528  21.524 4.585  2.007  -1.732 HAUA GRD 45 
GRD HAQ  HAQ  H 0 1 N N N -18.616 9.341  20.265 -8.129 -2.764 1.997  HAQ  GRD 46 
GRD HAA  HAA  H 0 1 N N N -11.660 8.836  24.092 -0.598 1.088  -3.962 HAA  GRD 47 
GRD HAAA HAAA H 0 0 N N N -10.895 9.273  22.526 -0.058 0.187  -2.525 HAAA GRD 48 
GRD HAAB HAAB H 0 0 N N N -12.424 8.330  22.547 -1.609 1.061  -2.497 HAAB GRD 49 
GRD HAS  HAS  H 0 1 N N N -9.612  7.442  22.914 1.153  2.340  -2.732 HAS  GRD 50 
GRD HASA HASA H 0 0 N N N -10.801 6.738  24.072 -0.397 3.215  -2.704 HASA GRD 51 
GRD HAT  HAT  H 0 1 N N N -6.159  6.615  23.744 5.071  1.033  1.120  HAT  GRD 52 
GRD HATA HATA H 0 0 N N N -5.711  4.891  23.909 4.555  0.019  -0.250 HATA GRD 53 
GRD H2   H2   H 0 1 N N N -2.235  2.845  26.287 6.134  -4.102 -2.229 H2   GRD 54 
GRD HN6  HN6  H 0 1 N N N -0.602  1.626  21.462 8.901  -4.342 2.259  HN6  GRD 55 
GRD HN6A HN6A H 0 0 N N N 0.095   1.066  22.829 8.519  -5.683 1.322  HN6A GRD 56 
GRD HN1C HN1C H 0 0 N N N -8.147  4.794  23.261 2.732  1.669  0.373  HN1C GRD 57 
GRD HAV  HAV  H 0 1 N N N -4.371  6.739  21.904 6.635  0.605  -1.466 HAV  GRD 58 
GRD HAVA HAVA H 0 0 N N N -3.809  6.538  23.654 7.151  1.618  -0.097 HAVA GRD 59 
GRD HBU  HBU  H 0 1 N N N -10.853 4.339  21.232 0.909  3.533  0.774  HBU  GRD 60 
GRD HOAJ HOAJ H 0 0 N N N -10.278 3.284  22.948 0.475  4.741  -1.830 HOAJ GRD 61 
GRD HBS  HBS  H 0 1 N N N -11.137 6.784  21.029 0.595  1.378  -0.479 HBS  GRD 62 
GRD HN1E HN1E H 0 0 N N N -12.631 5.173  23.131 -1.588 3.276  -0.077 HN1E GRD 63 
GRD HBR  HBR  H 0 1 N N N -14.882 5.516  23.352 -3.902 2.222  -0.091 HBR  GRD 64 
GRD HAY  HAY  H 0 1 N N N -15.296 4.496  20.486 -4.282 1.689  2.310  HAY  GRD 65 
GRD HAYA HAYA H 0 0 N N N -14.421 3.623  21.845 -2.722 0.833  2.357  HAYA GRD 66 
GRD HBP  HBP  H 0 1 N N N -17.380 4.315  21.764 -1.598 2.968  1.630  HBP  GRD 67 
GRD HAB  HAB  H 0 1 N N N -16.758 2.527  20.169 -3.640 3.964  0.570  HAB  GRD 68 
GRD HABA HABA H 0 0 N N N -15.866 1.665  21.468 -4.344 4.173  2.191  HABA GRD 69 
GRD HABB HABB H 0 0 N N N -17.650 1.844  21.570 -2.870 5.062  1.739  HABB GRD 70 
GRD HAC  HAC  H 0 1 N N N -16.570 2.333  23.721 -1.719 2.320  4.020  HAC  GRD 71 
GRD HACA HACA H 0 0 N N N -15.671 3.869  23.969 -1.816 4.087  3.832  HACA GRD 72 
GRD HACB HACB H 0 0 N N N -17.468 3.873  23.942 -3.289 3.145  4.164  HACB GRD 73 
GRD HN1D HN1D H 0 0 N N N -16.705 6.317  21.262 -3.594 -0.671 -0.043 HN1D GRD 74 
GRD HAW  HAW  H 0 1 N N N -15.571 9.973  21.739 -7.900 -0.355 -0.765 HAW  GRD 75 
GRD HAWA HAWA H 0 0 N N N -16.923 10.585 22.886 -7.874 -0.564 1.002  HAWA GRD 76 
GRD HAP  HAP  H 0 1 N N N -15.982 12.586 21.263 -8.193 -2.262 -2.238 HAP  GRD 77 
GRD HAM  HAM  H 0 1 N N N -16.972 13.955 19.440 -9.106 -4.534 -2.494 HAM  GRD 78 
# 
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 
GRD C4  C5   DOUB Y N 1  
GRD C4  N3   SING Y N 2  
GRD C4  N9   SING Y N 3  
GRD C5  C6   SING Y N 4  
GRD C5  N7   SING Y N 5  
GRD C6  N1   DOUB Y N 6  
GRD C6  N6   SING N N 7  
GRD C8  N7   DOUB Y N 8  
GRD C8  N9   SING Y N 9  
GRD N1  C2   SING N N 10 
GRD N3  C2   DOUB Y N 11 
GRD CAN CAL  DOUB Y N 12 
GRD CAN CAQ  SING Y N 13 
GRD CAL CAM  SING Y N 14 
GRD CAU CAT  SING N N 15 
GRD CAU N1C  SING Y N 16 
GRD CBM CAQ  DOUB N N 17 
GRD CBM CAW  SING N N 18 
GRD CBM CAP  SING N N 19 
GRD CAA CAS  SING N N 20 
GRD OAH CBJ  DOUB N N 21 
GRD OAG CBI  DOUB Y N 22 
GRD CAS CBS  SING N N 23 
GRD CAT CAV  SING Y N 24 
GRD N9  CAV  SING N N 25 
GRD OAI CBK  DOUB N N 26 
GRD CBK N1C  SING N N 27 
GRD CBK CBU  SING N N 28 
GRD CBU OAJ  SING N N 29 
GRD CBU CBS  SING N N 30 
GRD CBS N1E  SING N N 31 
GRD N1E CBJ  SING N N 32 
GRD CBJ CBR  SING N N 33 
GRD CBR CAY  SING N N 34 
GRD CBR N1D  SING N N 35 
GRD CAY CBP  SING N N 36 
GRD CBP CAB  SING N N 37 
GRD CBP CAC  SING N N 38 
GRD N1D CBI  SING N N 39 
GRD CBI OBF  SING N N 40 
GRD OBF CAW  SING N N 41 
GRD CAP CAM  DOUB N N 42 
GRD C8  H8   SING N N 43 
GRD CAN HAN  SING N N 44 
GRD CAL HAL  SING N N 45 
GRD CAU HAU  SING N N 46 
GRD CAU HAUA SING N N 47 
GRD CAQ HAQ  SING N N 48 
GRD CAA HAA  SING N N 49 
GRD CAA HAAA SING N N 50 
GRD CAA HAAB SING N N 51 
GRD CAS HAS  SING N N 52 
GRD CAS HASA SING N N 53 
GRD CAT HAT  SING N N 54 
GRD CAT HATA SING N N 55 
GRD C2  H2   SING N N 56 
GRD N6  HN6  SING N N 57 
GRD N6  HN6A SING N N 58 
GRD N1C HN1C SING N N 59 
GRD CAV HAV  SING N N 60 
GRD CAV HAVA SING N N 61 
GRD CBU HBU  SING N N 62 
GRD OAJ HOAJ SING N N 63 
GRD CBS HBS  SING N N 64 
GRD N1E HN1E SING N N 65 
GRD CBR HBR  SING N N 66 
GRD CAY HAY  SING N N 67 
GRD CAY HAYA SING N N 68 
GRD CBP HBP  SING N N 69 
GRD CAB HAB  SING N N 70 
GRD CAB HABA SING N N 71 
GRD CAB HABB SING N N 72 
GRD CAC HAC  SING N N 73 
GRD CAC HACA SING N N 74 
GRD CAC HACB SING N N 75 
GRD N1D HN1D SING N N 76 
GRD CAW HAW  SING N N 77 
GRD CAW HAWA SING Y N 78 
GRD CAP HAP  SING N N 79 
GRD CAM HAM  SING N N 80 
# 
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 
GRD SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(C(=O)NC(CC)C(O)C(=O)NCCCn2c3ncnc(c3nc2)N)CC(C)C 
GRD InChI            InChI                1.02b 
;InChI=1/C27H38N8O5/c1-4-19(22(36)26(38)29-11-8-12-35-16-32-21-23(28)30-15-31-24(21)35)33-25(37)20(13-17(2)3)34-27(39)40-14-18-9-6-5-7-10-18/h5-7,9-10,15-17,19-20,22,36H,4,8,11-14H2,1-3H3,(H,29,38)(H,33,37)(H,34,39)(H2,28,30,31)/t19-,20-,22-/m0/s1/f/h29,33-34H,28H2
;
GRD InChIKey         InChI                1.02b JADHYPXMRTWESB-VMVNREGVDL 
GRD SMILES_CANONICAL CACTVS               3.341 CC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)[C@H](O)C(=O)NCCCn2cnc3c(N)ncnc23 
GRD SMILES           CACTVS               3.341 CC[CH](NC(=O)[CH](CC(C)C)NC(=O)OCc1ccccc1)[CH](O)C(=O)NCCCn2cnc3c(N)ncnc23 
GRD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H]([C@@H](C(=O)NCCCn1cnc2c1ncnc2N)O)NC(=O)[C@H](CC(C)C)NC(=O)OCc3ccccc3 
GRD SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C(C(=O)NCCCn1cnc2c1ncnc2N)O)NC(=O)C(CC(C)C)NC(=O)OCc3ccccc3 
# 
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 
GRD "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl [(1S)-1-{[(1S,2S)-3-{[3-(6-amino-9H-purin-9-yl)propyl]amino}-1-ethyl-2-hydroxy-3-oxopropyl]carbamoyl}-3-methylbutyl]carbamate (non-preferred name)" 
GRD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[[(2S,3S)-1-[3-(6-aminopurin-9-yl)propylamino]-2-hydroxy-1-oxo-pentan-3-yl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamate"             
# 
