Chemical Components in the PDB

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FHG : Summary

Code

FHG

One-letter code

X

Molecule name

2'-deoxy-5'-O-[(R)-{[(R)-[(S)-fluoro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine

Systematic names

ProgramVersionName
ACDLabs 12.01 2'-deoxy-5'-O-[(R)-{[(R)-[(S)-fluoro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine
OpenEye OEToolkits 1.7.6 [(S)-[[[(2R,3S,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]-fluoranyl-methyl]phosphonic acid

Formula

C11 H17 F N5 O12 P3

Formal charge

0

Molecular weight

523.199 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=P(O)(O)C(F)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O
SMILES CACTVS 3.370 NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)[CH](F)[P](O)(O)=O)O3
SMILES OpenEye OEToolkits 1.7.6 c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(C(F)P(=O)(O)O)O)O)N=C(NC2=O)N
Canonical SMILES CACTVS 3.370 NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)[C@@H](F)[P](O)(O)=O)O3
Canonical SMILES OpenEye OEToolkits 1.7.6 c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)OP(=O)([C@@H](F)P(=O)(O)O)O)O)N=C(NC2=O)N

IUPAC InChI

InChI=1S/C11H17FN5O12P3/c12-10(30(20,21)22)31(23,24)29-32(25,26)27-2-5-4(18)1-6(28-5)17-3-14-7-8(17)15-11(13)16-9(7)19/h3-6,10,18H,1-2H2,(H,23,24)(H,25,26)(H2,20,21,22)(H3,13,15,16,19)/t4-,5+,6+,10-/m0/s1

IUPAC InChI key

PVDLZOAYDIZEDJ-KQQCLRPBSA-N
FHG

wwPDB Information

Atom count

49 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-02-10

Last modified at

2012-06-08

Status

Released

Obsoleted

Not Assigned



FHG : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 P1 P P1 N N N 0 1.976 -1.457 -0.761
2 O1A O O1A N N N 0 1.725 -1.237 -2.336
3 O2A O O2A N N N 0 2.562 -2.797 -0.538
4 O3A O O3A N N N 0 2.989 -0.33 -0.216
5 O5' O O5' N N N 0 0.576 -1.346 0.026
6 P2 P P2 N N N 0 4.576 -0.097 -0.344
7 O1B O O1B N N N 0 4.942 0.037 -1.772
8 O2B O O2B N N N 0 5.356 -1.354 0.293
9 C3B C C3B S N N 0 5.042 1.422 0.548
10 F2B F F2B N N N 0 4.696 1.295 1.898
11 P3 P P3 N N N 0 6.84 1.686 0.403
12 O1G O O1G N N N 0 7.237 1.833 -1.15
13 O2G O O2G N N N 0 7.251 3.028 1.191
14 O3G O O3G N N N 0 7.556 0.531 0.989
15 C5' C C5' N N N 0 -0.495 -2.274 -0.156
16 C4' C C4' R N N 0 -1.671 -1.879 0.739
17 O4' O O4' N N N 0 -2.267 -0.646 0.28
18 C1' C C1' R N N 0 -3.605 -0.606 0.805
19 N9 N N9 N Y N 0 -4.495 0.058 -0.151
20 C4 C C4 N Y N 0 -5.677 0.682 0.142
21 N3 N N3 N N N 0 -6.367 0.89 1.27
22 C2 C C2 N N N 0 -7.509 1.541 1.257
23 N2 N N2 N N N 0 -8.182 1.73 2.438
24 N1 N N1 N N N 0 -8.043 2.035 0.105
25 C6 C C6 N N N 0 -7.403 1.864 -1.073
26 O6 O O6 N N N 0 -7.873 2.302 -2.109
27 C5 C C5 N Y N 0 -6.174 1.164 -1.074
28 N7 N N7 N Y N 0 -5.285 0.817 -2.037
29 C8 C C8 N Y N 0 -4.294 0.171 -1.496
30 C2' C C2' N N N 0 -4.057 -2.063 1.018
31 C3' C C3' S N N 0 -2.822 -2.909 0.615
32 O3' O O3' N N N 0 -2.636 -4.001 1.517
33 H1 H H1 N N N 0 1.341 -0.377 -2.557
34 H2 H H2 N N N 0 5.164 -1.503 1.229
35 H3 H H3 N N N 0 4.514 2.273 0.117
36 H4 H H4 N N N 0 6.803 2.571 -1.599
37 H5 H H5 N N N 0 8.196 3.231 1.157
38 H6 H H6 N N N 0 -0.812 -2.263 -1.199
39 H7 H H7 N N N 0 -0.157 -3.276 0.109
40 H8 H H8 N N N 0 -1.349 -1.786 1.776
41 H9 H H9 N N N 0 -3.615 -0.069 1.754
42 H10 H H10 N N N 0 -9.025 2.209 2.445
43 H11 H H11 N N N 0 -7.814 1.384 3.266
44 H12 H H12 N N N 0 -8.888 2.512 0.13
45 H13 H H13 N N N 0 -3.442 -0.22 -2.032
46 H14 H H14 N N N 0 -4.308 -2.235 2.065
47 H15 H H15 N N N 0 -4.907 -2.296 0.377
48 H16 H H16 N N N 0 -2.914 -3.265 -0.411
49 H17 H H17 N N N 0 -3.375 -4.624 1.538



FHG : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N2 C2 N C sing 1.37 N N
2 C2 N1 C N sing 1.36 N N
3 C2 N3 C N doub 1.31 N N
4 N1 C6 N C sing 1.35 N N
5 N3 C4 N C sing 1.34 N N
6 C6 O6 C O doub 1.22 N N
7 C6 C5 C C sing 1.41 N N
8 C4 C5 C C doub 1.4 N Y
9 C4 N9 C N sing 1.37 N Y
10 C2' C1' C C sing 1.54 N N
11 C2' C3' C C sing 1.55 N N
12 C5 N7 C N sing 1.36 N Y
13 C1' N9 C N sing 1.47 N N
14 C1' O4' C O sing 1.44 N N
15 N9 C8 N C sing 1.36 N Y
16 O3' C3' O C sing 1.43 N N
17 C3' C4' C C sing 1.55 N N
18 N7 C8 N C doub 1.3 N Y
19 O4' C4' O C sing 1.44 N N
20 C4' C5' C C sing 1.53 N N
21 O1B P2 O P doub 1.48 N N
22 C5' O5' C O sing 1.43 N N
23 O5' P1 O P sing 1.61 N N
24 P2 O3A P O sing 1.61 N N
25 P2 O2B P O sing 1.61 N N
26 P2 C3B P C sing 1.82 N N
27 O3A P1 O P sing 1.61 N N
28 C3B F2B C F sing 1.4 N N
29 C3B P3 C P sing 1.82 N N
30 P1 O2A P O doub 1.48 N N
31 P1 O1A P O sing 1.61 N N
32 O3G P3 O P doub 1.48 N N
33 P3 O1G P O sing 1.61 N N
34 P3 O2G P O sing 1.61 N N
35 O1A H1 O H sing 0.97 N N
36 O2B H2 O H sing 0.97 N N
37 C3B H3 C H sing 1.09 N N
38 O1G H4 O H sing 0.97 N N
39 O2G H5 O H sing 0.97 N N
40 C5' H6 C H sing 1.09 N N
41 C5' H7 C H sing 1.09 N N
42 C4' H8 C H sing 1.09 N N
43 C1' H9 C H sing 1.09 N N
44 N2 H10 N H sing 0.97 N N
45 N2 H11 N H sing 0.97 N N
46 N1 H12 N H sing 0.97 N N
47 C8 H13 C H sing 1.08 N N
48 C2' H14 C H sing 1.09 N N
49 C2' H15 C H sing 1.09 N N
50 C3' H16 C H sing 1.09 N N
51 O3' H17 O H sing 0.97 N N



FHG : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FHG 4doa Open in New Window Bound ligand 1 1