data_JS2
# 
_chem_comp.id                                    JS2 
_chem_comp.name                                  
;5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-alpha-D-
 ribofuranose
;
_chem_comp.type                                  "D-saccharide, alpha linking" 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C14 H23 N5 O12 P2" 
_chem_comp.mon_nstd_parent_comp_id               RIB 
_chem_comp.pdbx_synonyms                         
;5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-alpha-D-
 ribose;
5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-D-ribose;
 5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-ribose
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-06-18 
_chem_comp.pdbx_modified_date                    2020-07-17 
_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                        515.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JS2 
_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        4TMF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 JS2 
;5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-alpha-D-
 ribose
;
PDB ? 
2 JS2 
;5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-D-ribose

;
PDB ? 
3 JS2 "5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-ribose"           PDB ? 
# 
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 
JS2 C2A C2    C 0 1 N N N 6.451  -4.698 2.928  -7.825  -1.911 2.248  C2A JS2 1  
JS2 C4A C4    C 0 1 Y N N 4.772  -3.271 2.024  -7.153  -1.112 0.194  C4A JS2 2  
JS2 C6  C6    C 0 1 N N N 4.126  -5.076 3.303  -9.460  -0.914 0.887  C6  JS2 3  
JS2 O3  "O3'" O 0 1 N N N 0.023  4.012  -0.621 7.998   -2.312 1.648  O3  JS2 4  
JS2 C3  "C3'" C 0 1 N N S 0.713  3.106  0.306  7.926   -1.128 0.852  C3  JS2 5  
JS2 C2  "C2'" C 0 1 N N R 0.614  1.689  -0.160 8.879   -1.232 -0.364 C2  JS2 6  
JS2 O2  "O2'" O 0 1 N N N -0.398 1.606  -1.143 9.891   -2.215 -0.135 O2  JS2 7  
JS2 C1  "C1'" C 0 1 N N S 1.971  1.435  -0.842 7.917   -1.680 -1.493 C1  JS2 8  
JS2 O1  "O1'" O 0 1 N Y N 1.743  1.468  -2.199 7.694   -3.091 -1.434 O1  JS2 9  
JS2 O4  "O4'" O 0 1 N N N 2.812  2.571  -0.660 6.699   -0.960 -1.204 O4  JS2 10 
JS2 C4  "C4'" C 0 1 N N R 2.258  3.356  0.391  6.526   -0.985 0.223  C4  JS2 11 
JS2 C5  "C5'" C 0 1 N N N 2.794  2.861  1.730  5.876   0.319  0.691  C5  JS2 12 
JS2 O5  "O5'" O 0 1 N N N 4.242  2.984  1.659  4.537   0.387  0.197  O5  JS2 13 
JS2 PBG PBG   P 0 1 N N N 5.151  4.058  2.529  3.554   1.627  0.497  PBG JS2 14 
JS2 OAI OAI   O 0 1 N N N 4.906  3.788  4.195  4.140   2.956  -0.197 OAI JS2 15 
JS2 OAD OAD   O 0 1 N N N 4.891  5.449  2.036  3.456   1.836  1.959  OAD JS2 16 
JS2 OAV OAV   O 0 1 N N N 6.695  3.543  2.300  2.093   1.309  -0.099 OAV JS2 17 
JS2 PBF PBF   P 0 1 N N N 7.272  2.631  3.501  0.633   1.955  0.114  PBF JS2 18 
JS2 OAH OAH   O 0 1 N N N 7.916  3.657  4.454  0.503   3.292  -0.772 OAH JS2 19 
JS2 OAC OAC   O 0 1 N N N 8.289  1.683  2.974  0.447   2.290  1.544  OAC JS2 20 
JS2 OAS OAS   O 0 1 N N N 5.912  1.924  4.281  -0.493  0.897  -0.340 OAS JS2 21 
JS2 CAM CAM   C 0 1 N N N 5.661  0.529  4.053  -1.893  1.132  -0.176 CAM JS2 22 
JS2 CAK CAK   C 0 1 N N N 4.994  0.357  2.678  -2.678  -0.067 -0.710 CAK JS2 23 
JS2 CAL CAL   C 0 1 N N N 5.921  -0.427 1.685  -4.176  0.184  -0.534 CAL JS2 24 
JS2 CAN CAN   C 0 1 N N N 5.134  -1.291 0.652  -4.961  -1.015 -1.068 CAN JS2 25 
JS2 N9  N9    N 0 1 Y N N 4.230  -2.290 1.344  -6.397  -0.774 -0.900 N9  JS2 26 
JS2 N3  N3    N 0 1 N N N 6.075  -3.586 2.175  -6.888  -1.710 1.364  N3  JS2 27 
JS2 N1  N1    N 0 1 N N N 5.496  -5.426 3.476  -9.110  -1.529 2.038  N1  JS2 28 
JS2 O6  O6    O 0 1 N N N 3.277  -5.777 3.828  -10.612 -0.566 0.688  O6  JS2 29 
JS2 C5A C5    C 0 1 Y N N 3.786  -4.006 2.577  -8.456  -0.693 -0.087 C5A JS2 30 
JS2 N7  N7    N 0 1 Y N N 2.597  -3.473 2.244  -8.443  -0.126 -1.319 N7  JS2 31 
JS2 C8  C8    C 0 1 Y N N 2.906  -2.408 1.496  -7.227  -0.172 -1.803 C8  JS2 32 
JS2 NAA NAA   N 0 1 N N N 2.018  -1.579 0.959  -6.843  0.313  -3.038 NAA JS2 33 
JS2 H1A H1    H 0 1 N N N 7.492  -4.956 3.059  -7.570  -2.401 3.177  H1A JS2 34 
JS2 HO3 H2    H 0 1 N Y N 0.098  4.905  -0.306 8.858   -2.452 2.068  HO3 JS2 35 
JS2 H3  H3    H 0 1 N N N 0.283  3.197  1.314  8.165   -0.250 1.453  H3  JS2 36 
JS2 H2  H4    H 0 1 N N N 0.457  0.995  0.679  9.324   -0.264 -0.593 H2  JS2 37 
JS2 HO2 H5    H 0 1 N Y N -1.245 1.760  -0.740 10.513  -2.317 -0.868 HO2 JS2 38 
JS2 H1  H6    H 0 1 N N N 2.427  0.499  -0.488 8.310   -1.393 -2.469 H1  JS2 39 
JS2 HO1 H7    H 0 1 N Y N 1.182  0.742  -2.444 7.046   -3.414 -2.076 HO1 JS2 40 
JS2 H4  H8    H 0 1 N N N 2.472  4.427  0.263  5.904   -1.834 0.506  H4  JS2 41 
JS2 H51 H9    H 0 1 N N N 2.399  3.478  2.550  5.864   0.348  1.780  H51 JS2 42 
JS2 H52 H10   H 0 1 N N N 2.508  1.811  1.890  6.447   1.166  0.310  H52 JS2 43 
JS2 H11 H11   H 0 1 N N N 4.623  4.595  4.609  4.232   2.891  -1.158 H11 JS2 44 
JS2 H12 H12   H 0 1 N N N 8.848  3.485  4.522  0.614   3.147  -1.722 H12 JS2 45 
JS2 H13 H13   H 0 1 N N N 4.994  0.142  4.837  -2.116  1.270  0.882  H13 JS2 46 
JS2 H14 H14   H 0 1 N N N 6.611  -0.025 4.073  -2.178  2.028  -0.727 H14 JS2 47 
JS2 H15 H15   H 0 1 N N N 4.779  1.351  2.258  -2.454  -0.205 -1.768 H15 JS2 48 
JS2 H16 H16   H 0 1 N N N 4.053  -0.199 2.804  -2.392  -0.963 -0.159 H16 JS2 49 
JS2 H17 H17   H 0 1 N N N 6.574  -1.092 2.269  -4.400  0.322  0.524  H17 JS2 50 
JS2 H18 H18   H 0 1 N N N 6.536  0.300  1.134  -4.462  1.080  -1.085 H18 JS2 51 
JS2 H19 H19   H 0 1 N N N 5.851  -1.835 0.020  -4.738  -1.153 -2.126 H19 JS2 52 
JS2 H20 H20   H 0 1 N N N 4.521  -0.628 0.024  -4.676  -1.911 -0.517 H20 JS2 53 
JS2 H22 H22   H 0 1 N N N 1.095  -1.876 1.201  -5.918  0.239  -3.322 H22 JS2 54 
JS2 H23 H23   H 0 1 N N N 2.172  -0.654 1.307  -7.497  0.728  -3.622 H23 JS2 55 
JS2 H21 H21   H 0 1 N N N 5.737  -6.231 4.018  -9.781  -1.698 2.718  H21 JS2 56 
# 
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 
JS2 O1  C1  SING N N 1  
JS2 O2  C2  SING N N 2  
JS2 C1  O4  SING N N 3  
JS2 C1  C2  SING N N 4  
JS2 O4  C4  SING N N 5  
JS2 O3  C3  SING N N 6  
JS2 C2  C3  SING N N 7  
JS2 C3  C4  SING N N 8  
JS2 C4  C5  SING N N 9  
JS2 CAN N9  SING N N 10 
JS2 CAN CAL SING N N 11 
JS2 NAA C8  SING N N 12 
JS2 N9  C8  SING Y N 13 
JS2 N9  C4A SING Y N 14 
JS2 C8  N7  DOUB Y N 15 
JS2 O5  C5  SING N N 16 
JS2 O5  PBG SING N N 17 
JS2 CAL CAK SING N N 18 
JS2 C4A N3  SING N N 19 
JS2 C4A C5A DOUB Y N 20 
JS2 OAD PBG DOUB N N 21 
JS2 N3  C2A DOUB N N 22 
JS2 N7  C5A SING Y N 23 
JS2 OAV PBG SING N N 24 
JS2 OAV PBF SING N N 25 
JS2 PBG OAI SING N N 26 
JS2 C5A C6  SING N N 27 
JS2 CAK CAM SING N N 28 
JS2 C2A N1  SING N N 29 
JS2 OAC PBF DOUB N N 30 
JS2 C6  N1  SING N N 31 
JS2 C6  O6  DOUB N N 32 
JS2 PBF OAS SING N N 33 
JS2 PBF OAH SING N N 34 
JS2 CAM OAS SING N N 35 
JS2 C2A H1A SING N N 36 
JS2 O3  HO3 SING N N 37 
JS2 C3  H3  SING N N 38 
JS2 C2  H2  SING N N 39 
JS2 O2  HO2 SING N N 40 
JS2 C1  H1  SING N N 41 
JS2 O1  HO1 SING N N 42 
JS2 C4  H4  SING N N 43 
JS2 C5  H51 SING N N 44 
JS2 C5  H52 SING N N 45 
JS2 OAI H11 SING N N 46 
JS2 OAH H12 SING N N 47 
JS2 CAM H13 SING N N 48 
JS2 CAM H14 SING N N 49 
JS2 CAK H15 SING N N 50 
JS2 CAK H16 SING N N 51 
JS2 CAL H17 SING N N 52 
JS2 CAL H18 SING N N 53 
JS2 CAN H19 SING N N 54 
JS2 CAN H20 SING N N 55 
JS2 NAA H22 SING N N 56 
JS2 NAA H23 SING N N 57 
JS2 N1  H21 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 
JS2 SMILES           ACDLabs              12.01 "O=C3NC=Nc1c3nc(N)n1CCCCOP(=O)(O)OP(=O)(O)OCC2OC(O)C(O)C2O"                                                                                                                                                           
JS2 InChI            InChI                1.03  "InChI=1S/C14H23N5O12P2/c15-14-18-8-11(16-6-17-12(8)22)19(14)3-1-2-4-28-32(24,25)31-33(26,27)29-5-7-9(20)10(21)13(23)30-7/h6-7,9-10,13,20-21,23H,1-5H2,(H2,15,18)(H,24,25)(H,26,27)(H,16,17,22)/t7-,9-,10-,13+/m1/s1" 
JS2 InChIKey         InChI                1.03  PAHYBMURMGWUSG-HMMKDHSLSA-N                                                                                                                                                                                           
JS2 SMILES_CANONICAL CACTVS               3.385 "Nc1nc2C(=O)NC=Nc2n1CCCCO[P](O)(=O)O[P](O)(=O)OC[C@H]3O[C@H](O)[C@H](O)[C@@H]3O"                                                                                                                                      
JS2 SMILES           CACTVS               3.385 "Nc1nc2C(=O)NC=Nc2n1CCCCO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH](O)[CH](O)[CH]3O"                                                                                                                                           
JS2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1=Nc2c(nc(n2CCCCOP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@H](O3)O)O)O)N)C(=O)N1"                                                                                                                                    
JS2 SMILES           "OpenEye OEToolkits" 1.9.2 "C1=Nc2c(nc(n2CCCCOP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)O)O)O)N)C(=O)N1"                                                                                                                                                     
# 
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 
JS2 "SYSTEMATIC NAME" ACDLabs              12.01 
;5-O-[(R)-{[(S)-[4-(8-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)butoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-alpha-D-
ribofuranose
;
JS2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 
;[4-(8-azanyl-6-oxidanylidene-1H-purin-9-yl)butoxy-oxidanyl-phosphoryl]
[(2R,3S,4R,5S)-3,4,5-tris(oxidanyl)oxolan-2-yl]methyl hydrogen phosphate
;
# 
_pdbx_chem_comp_related.comp_id             JS2 
_pdbx_chem_comp_related.related_comp_id     RIB 
_pdbx_chem_comp_related.relationship_type   "Carbohydrate core" 
_pdbx_chem_comp_related.details             ? 
# 
loop_
_pdbx_chem_comp_atom_related.ordinal 
_pdbx_chem_comp_atom_related.comp_id 
_pdbx_chem_comp_atom_related.atom_id 
_pdbx_chem_comp_atom_related.related_comp_id 
_pdbx_chem_comp_atom_related.related_atom_id 
_pdbx_chem_comp_atom_related.related_type 
1  JS2 C1  RIB C1  "Carbohydrate core" 
2  JS2 C2  RIB C2  "Carbohydrate core" 
3  JS2 C3  RIB C3  "Carbohydrate core" 
4  JS2 C4  RIB C4  "Carbohydrate core" 
5  JS2 C5  RIB C5  "Carbohydrate core" 
6  JS2 O1  RIB O1  "Carbohydrate core" 
7  JS2 O2  RIB O2  "Carbohydrate core" 
8  JS2 O3  RIB O3  "Carbohydrate core" 
9  JS2 O4  RIB O4  "Carbohydrate core" 
10 JS2 O5  RIB O5  "Carbohydrate core" 
11 JS2 H52 RIB H52 "Carbohydrate core" 
12 JS2 HO3 RIB HO3 "Carbohydrate core" 
13 JS2 H3  RIB H3  "Carbohydrate core" 
14 JS2 H2  RIB H2  "Carbohydrate core" 
15 JS2 HO2 RIB HO2 "Carbohydrate core" 
16 JS2 H1  RIB H1  "Carbohydrate core" 
17 JS2 HO1 RIB HO1 "Carbohydrate core" 
18 JS2 H4  RIB H4  "Carbohydrate core" 
19 JS2 H51 RIB H51 "Carbohydrate core" 
# 
loop_
_pdbx_chem_comp_feature.comp_id 
_pdbx_chem_comp_feature.type 
_pdbx_chem_comp_feature.value 
_pdbx_chem_comp_feature.source 
_pdbx_chem_comp_feature.support 
JS2 "CARBOHYDRATE ISOMER"                 D        PDB ? 
JS2 "CARBOHYDRATE RING"                   furanose PDB ? 
JS2 "CARBOHYDRATE ANOMER"                 alpha    PDB ? 
JS2 "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose   PDB ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JS2 "Create component"         2014-06-18 RCSB 
JS2 "Modify descriptor"        2014-09-05 RCSB 
JS2 "Initial release"          2015-05-13 RCSB 
JS2 "Other modification"       2020-07-03 RCSB 
JS2 "Modify parent residue"    2020-07-17 RCSB 
JS2 "Modify name"              2020-07-17 RCSB 
JS2 "Modify synonyms"          2020-07-17 RCSB 
JS2 "Modify internal type"     2020-07-17 RCSB 
JS2 "Modify linking type"      2020-07-17 RCSB 
JS2 "Modify atom id"           2020-07-17 RCSB 
JS2 "Modify component atom id" 2020-07-17 RCSB 
JS2 "Modify leaving atom flag" 2020-07-17 RCSB 
# 
