data_GTP
# 
_chem_comp.id                                    GTP 
_chem_comp.name                                  "GUANOSINE-5'-TRIPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        523.180 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     GTP 
_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        1QRA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GTP PG     PG   P 0 1 N N N 4.566  31.391 21.635 -1.218 -0.294 7.107  PG     GTP 1  
GTP O1G    O1G  O 0 1 N N N 4.613  31.907 23.069 -1.748 1.079  6.958  O1G    GTP 2  
GTP O2G    O2G  O 0 1 N N N 3.892  32.319 20.631 -2.146 -1.120 8.130  O2G    GTP 3  
GTP O3G    O3G  O 0 1 N N N 4.143  30.012 21.613 0.285  -0.229 7.679  O3G    GTP 4  
GTP O3B    O3B  O 0 1 N N N 6.160  31.360 21.228 -1.215 -1.026 5.673  O3B    GTP 5  
GTP PB     PB   P 0 1 N N R 6.877  31.202 19.745 -0.273 -0.151 4.705  PB     GTP 6  
GTP O1B    O1B  O 0 1 N N N 7.079  29.709 19.473 -0.818 1.219  4.593  O1B    GTP 7  
GTP O2B    O2B  O 0 1 N N N 6.125  31.970 18.749 1.214  -0.089 5.317  O2B    GTP 8  
GTP O3A    O3A  O 0 1 N N N 8.251  31.890 20.003 -0.225 -0.830 3.246  O3A    GTP 9  
GTP PA     PA   P 0 1 N N S 8.846  33.261 19.411 0.730  0.091  2.335  PA     GTP 10 
GTP O1A    O1A  O 0 1 N N N 8.888  33.256 17.957 0.169  1.458  2.260  O1A    GTP 11 
GTP O2A    O2A  O 0 1 N N N 8.105  34.398 20.129 2.201  0.149  2.987  O2A    GTP 12 
GTP "O5'"  O5*  O 0 1 N N N 10.430 33.153 19.900 0.823  -0.532 0.854  "O5'"  GTP 13 
GTP "C5'"  C5*  C 0 1 N N N 10.549 33.044 21.378 1.680  0.325  0.098  "C5'"  GTP 14 
GTP "C4'"  C4*  C 0 1 N N R 12.046 33.618 21.474 1.812  -0.213 -1.327 "C4'"  GTP 15 
GTP "O4'"  O4*  O 0 1 N N N 13.052 32.830 20.818 0.523  -0.236 -1.978 "O4'"  GTP 16 
GTP "C3'"  C3*  C 0 1 N N S 12.307 34.969 21.057 2.672  0.739  -2.187 "C3'"  GTP 17 
GTP "O3'"  O3*  O 0 1 N N N 13.109 35.672 21.971 4.017  0.266  -2.267 "O3'"  GTP 18 
GTP "C2'"  C2*  C 0 1 N N R 12.839 34.971 19.593 1.999  0.699  -3.580 "C2'"  GTP 19 
GTP "O2'"  O2*  O 0 1 N N N 13.672 35.961 19.355 2.910  0.202  -4.562 "O2'"  GTP 20 
GTP "C1'"  C1*  C 0 1 N N R 13.846 33.622 19.927 0.811  -0.270 -3.393 "C1'"  GTP 21 
GTP N9     N9   N 0 1 Y N N 14.001 32.833 18.649 -0.347 0.188  -4.161 N9     GTP 22 
GTP C8     C8   C 0 1 Y N N 12.934 32.452 17.848 -1.313 1.050  -3.727 C8     GTP 23 
GTP N7     N7   N 0 1 Y N N 13.640 31.798 16.899 -2.192 1.237  -4.668 N7     GTP 24 
GTP C5     C5   C 0 1 Y N N 15.029 31.889 17.001 -1.845 0.509  -5.758 C5     GTP 25 
GTP C6     C6   C 0 1 N N N 15.899 31.394 16.238 -2.410 0.327  -7.041 C6     GTP 26 
GTP O6     O6   O 0 1 N N N 15.982 30.680 15.191 -3.440 0.898  -7.357 O6     GTP 27 
GTP N1     N1   N 0 1 N N N 17.274 31.628 16.800 -1.777 -0.491 -7.911 N1     GTP 28 
GTP C2     C2   C 0 1 N N N 17.304 32.295 17.896 -0.630 -1.129 -7.545 C2     GTP 29 
GTP N2     N2   N 0 1 N N N 18.677 32.450 18.475 -0.012 -1.959 -8.446 N2     GTP 30 
GTP N3     N3   N 0 1 N N N 16.384 32.736 18.739 -0.094 -0.967 -6.355 N3     GTP 31 
GTP C4     C4   C 0 1 Y N N 15.218 32.517 18.135 -0.661 -0.168 -5.444 C4     GTP 32 
GTP HOG2   2HOG H 0 0 N N N 3.862  31.997 19.737 -2.120 -0.648 8.974  HOG2   GTP 33 
GTP HOG3   3HOG H 0 0 N N N 4.113  29.690 20.719 0.592  -1.143 7.761  HOG3   GTP 34 
GTP HOB2   2HOB H 0 0 N N N 6.536  31.879 17.897 1.532  -1.001 5.373  HOB2   GTP 35 
GTP HOA2   2HOA H 0 0 N N N 8.456  35.208 19.779 2.529  -0.760 3.018  HOA2   GTP 36 
GTP "H5'"  1H5* H 0 1 N N N 9.766  33.545 21.994 2.664  0.361  0.565  "H5'"  GTP 37 
GTP "H5''" 2H5* H 0 0 N N N 10.351 32.046 21.836 1.255  1.329  0.069  "H5''" GTP 38 
GTP "H4'"  H4*  H 0 1 N N N 12.115 33.571 22.585 2.249  -1.211 -1.316 "H4'"  GTP 39 
GTP "H3'"  H3*  H 0 1 N N N 11.350 35.541 21.055 2.647  1.749  -1.779 "H3'"  GTP 40 
GTP "HO3'" *HO3 H 0 0 N Y N 13.281 36.564 21.695 4.504  0.898  -2.814 "HO3'" GTP 41 
GTP "H2'"  H2*  H 0 1 N N N 12.083 35.000 18.773 1.640  1.690  -3.860 "H2'"  GTP 42 
GTP "HO2'" *HO2 H 0 0 N N N 13.996 35.962 18.462 3.656  0.817  -4.588 "HO2'" GTP 43 
GTP "H1'"  H1*  H 0 1 N N N 14.847 33.901 20.330 1.093  -1.278 -3.698 "H1'"  GTP 44 
GTP H8     H8   H 0 1 N N N 11.847 32.619 17.938 -1.343 1.508  -2.749 H8     GTP 45 
GTP HN1    HN1  H 0 1 N N N 18.182 31.335 16.439 -2.146 -0.632 -8.797 HN1    GTP 46 
GTP HN21   1HN2 H 0 0 N N N 18.700 32.980 19.346 0.807  -2.416 -8.202 HN21   GTP 47 
GTP HN22   2HN2 H 0 0 N N N 19.311 32.858 17.788 -0.397 -2.091 -9.327 HN22   GTP 48 
# 
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 
GTP PG    O1G    DOUB N N 1  
GTP PG    O2G    SING N N 2  
GTP PG    O3G    SING N N 3  
GTP PG    O3B    SING N N 4  
GTP O2G   HOG2   SING N N 5  
GTP O3G   HOG3   SING N N 6  
GTP O3B   PB     SING N N 7  
GTP PB    O1B    DOUB N N 8  
GTP PB    O2B    SING N N 9  
GTP PB    O3A    SING N N 10 
GTP O2B   HOB2   SING N N 11 
GTP O3A   PA     SING N N 12 
GTP PA    O1A    DOUB N N 13 
GTP PA    O2A    SING N N 14 
GTP PA    "O5'"  SING N N 15 
GTP O2A   HOA2   SING N N 16 
GTP "O5'" "C5'"  SING N N 17 
GTP "C5'" "C4'"  SING N N 18 
GTP "C5'" "H5'"  SING N N 19 
GTP "C5'" "H5''" SING N N 20 
GTP "C4'" "O4'"  SING N N 21 
GTP "C4'" "C3'"  SING N N 22 
GTP "C4'" "H4'"  SING N N 23 
GTP "O4'" "C1'"  SING N N 24 
GTP "C3'" "O3'"  SING N N 25 
GTP "C3'" "C2'"  SING N N 26 
GTP "C3'" "H3'"  SING N N 27 
GTP "O3'" "HO3'" SING N N 28 
GTP "C2'" "O2'"  SING N N 29 
GTP "C2'" "C1'"  SING N N 30 
GTP "C2'" "H2'"  SING N N 31 
GTP "O2'" "HO2'" SING N N 32 
GTP "C1'" N9     SING N N 33 
GTP "C1'" "H1'"  SING N N 34 
GTP N9    C8     SING Y N 35 
GTP N9    C4     SING Y N 36 
GTP C8    N7     DOUB Y N 37 
GTP C8    H8     SING N N 38 
GTP N7    C5     SING Y N 39 
GTP C5    C6     SING N N 40 
GTP C5    C4     DOUB Y N 41 
GTP C6    O6     DOUB N N 42 
GTP C6    N1     SING N N 43 
GTP N1    C2     SING N N 44 
GTP N1    HN1    SING N N 45 
GTP C2    N2     SING N N 46 
GTP C2    N3     DOUB N N 47 
GTP N2    HN21   SING N N 48 
GTP N2    HN22   SING N N 49 
GTP N3    C4     SING N N 50 
# 
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 
GTP SMILES           ACDLabs              10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O" 
GTP InChI            InChI                1.02b 
"InChI=1/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1/f/h14,19-20,22,24H,11H2" 
GTP InChIKey         InChI                1.02b XKMLYUALXHKNFT-ISNCAVFGDP 
GTP SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O" 
GTP SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O" 
GTP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N" 
GTP SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=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 
GTP "SYSTEMATIC NAME" ACDLabs              10.04 
;guanosine 5'-(tetrahydrogen triphosphate)
;
GTP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate" 
# 
