Chemical Components in the PDB

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THG : Summary

Code

THG

One-letter code

X

Molecule name

(6S)-5,6,7,8-TETRAHYDROFOLATE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid
OpenEye OEToolkits 1.5.0 (2S)-2-[[4-[[(6S)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridin-6-yl]methylamino]phenyl]carbonylamino]pentanedioic acid

Formula

C19 H23 N7 O6

Formal charge

0

Molecular weight

445.429 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCC3NC=2C(=O)NC(=NC=2NC3)N)CCC(=O)O
SMILES CACTVS 3.341 NC1=NC2=C(N[CH](CNc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)CN2)C(=O)N1
SMILES OpenEye OEToolkits 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NCC2CNC3=C(N2)C(=O)NC(=N3)N
Canonical SMILES CACTVS 3.341 NC1=NC2=C(N[C@@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC[C@H]2CNC3=C(N2)C(=O)NC(=N3)N

IUPAC InChI

InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12-/m0/s1

IUPAC InChI key

MSTNYGQPCMXVAQ-RYUDHWBXSA-N
THG

wwPDB Information

Atom count

55 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-02-26

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



THG : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N3 N N3 N Y N 0 1.763 1.442 5.858
2 C2 C C2 N Y N 0 2.51 0.304 5.844
3 N1 N N1 N Y N 0 1.98 -0.865 5.558
4 C8A C C8A N Y N 0 0.68 -0.979 5.263
5 C4A C C4A N Y N 0 -0.124 0.151 5.261
6 C4 C C4 N Y N 0 0.446 1.392 5.566
7 N8 N N8 N N N 0 0.133 -2.215 4.956
8 C7 C C7 N N N 0 -1.325 -2.384 5.01
9 C6 C C6 S N N 0 -1.977 -1.186 4.303
10 N5 N N5 N N N 0 -1.498 0.043 4.955
11 C9 C C9 N N N 0 -1.577 -1.177 2.826
12 N10 N N10 N N N 0 -2.174 -0.014 2.165
13 C4' C C4' N Y N 0 -1.95 0.207 0.811
14 C3' C C3' N Y N 0 -2.518 1.313 0.185
15 C2' C C2' N Y N 0 -2.298 1.535 -1.154
16 C1' C C1' N Y N 0 -1.503 0.648 -1.887
17 C6' C C6' N Y N 0 -0.934 -0.46 -1.255
18 C5' C C5' N Y N 0 -1.153 -0.674 0.086
19 C11 C C11 N N N 0 -1.266 0.883 -3.324
20 N N N N N N 0 -0.5 0.027 -4.029
21 CA C CA S N N 0 -0.264 0.261 -5.456
22 C C C N N N 0 -1.334 -0.429 -6.261
23 OX2 O OX2 N N N 0 -1.908 -1.549 -5.794
24 OX1 O OX1 N N N 0 -1.676 0.024 -7.327
25 CB C CB N N N 0 1.106 -0.297 -5.844
26 CG C CG N N N 0 2.192 0.404 -5.027
27 CD C CD N N N 0 3.542 -0.145 -5.41
28 OE1 O OE1 N N N 0 3.626 -1.009 -6.25
29 OE2 O OE2 N N N 0 4.651 0.324 -4.817
30 O11 O O11 N N N 0 -1.762 1.848 -3.872
31 O4 O O4 N N N 0 -0.233 2.407 5.572
32 N2 N N2 N N N 0 3.848 0.378 6.14
33 HN3 H HN3 N N N 0 2.18 2.291 6.072
34 HN8 H HN8 N N N 0 0.705 -2.959 4.711
35 HC71 H 1HC7 N N N 0 -1.653 -2.42 6.048
36 HC72 H 2HC7 N N N 0 -1.607 -3.307 4.503
37 HC6 H HC6 N N N 0 -3.061 -1.251 4.39
38 HN5 H HN5 N N N 0 -2.113 0.762 5.17
39 HC91 H 1HC9 N N N 0 -0.491 -1.124 2.744
40 HC92 H 2HC9 N N N 0 -1.933 -2.089 2.348
41 H10 H H10 N N N 0 -2.725 0.601 2.673
42 HC3 H HC3 N N N 0 -3.132 1.997 0.751
43 HC2 H HC2 N N N 0 -2.739 2.393 -1.64
44 HC61 H 1HC6 N N N 0 -0.32 -1.147 -1.819
45 HC5 H HC5 N N N 0 -0.714 -1.531 0.574
46 HN H HN N N N 0 -0.104 -0.742 -3.592
47 HCA H HCA N N N 0 -0.291 1.331 -5.659
48 HX2 H HX2 N N N 0 -2.595 -1.993 -6.311
49 HCB1 H 1HCB N N N 0 1.133 -1.367 -5.642
50 HCB2 H 2HCB N N N 0 1.281 -0.123 -6.906
51 HCG1 H 1HCG N N N 0 2.165 1.474 -5.23
52 HCG2 H 2HCG N N N 0 2.017 0.23 -3.965
53 HE2 H HE2 N N N 0 5.517 -0.028 -5.062
54 HN21 H 1HN2 N N N 0 4.39 -0.425 6.138
55 HN22 H 2HN2 N N N 0 4.252 1.235 6.349



THG : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N3 C2 N C sing 1.36 N Y
2 N3 C4 N C sing 1.35 N Y
3 N3 HN3 N H sing 0.97 N N
4 C2 N1 C N doub 1.32 N Y
5 C2 N2 C N sing 1.37 N N
6 N1 C8A N C sing 1.34 N Y
7 C8A C4A C C doub 1.39 N Y
8 C8A N8 C N sing 1.39 N N
9 C4A C4 C C sing 1.4 N Y
10 C4A N5 C N sing 1.41 N N
11 C4 O4 C O doub 1.22 N N
12 N8 C7 N C sing 1.47 N N
13 N8 HN8 N H sing 0.97 N N
14 C7 C6 C C sing 1.54 N N
15 C7 HC71 C H sing 1.09 N N
16 C7 HC72 C H sing 1.09 N N
17 C6 N5 C N sing 1.47 N N
18 C6 C9 C C sing 1.53 N N
19 C6 HC6 C H sing 1.09 N N
20 N5 HN5 N H sing 0.97 N N
21 C9 N10 C N sing 1.46 N N
22 C9 HC91 C H sing 1.09 N N
23 C9 HC92 C H sing 1.09 N N
24 N10 C4' N C sing 1.39 N N
25 N10 H10 N H sing 0.97 N N
26 C4' C3' C C doub 1.39 N Y
27 C4' C5' C C sing 1.39 N Y
28 C3' C2' C C sing 1.37 N Y
29 C3' HC3 C H sing 1.08 N N
30 C2' C1' C C doub 1.4 N Y
31 C2' HC2 C H sing 1.08 N N
32 C1' C6' C C sing 1.4 N Y
33 C1' C11 C C sing 1.48 N N
34 C6' C5' C C doub 1.38 N Y
35 C6' HC61 C H sing 1.08 N N
36 C5' HC5 C H sing 1.08 N N
37 C11 N C N sing 1.35 N N
38 C11 O11 C O doub 1.22 N N
39 N CA N C sing 1.47 N N
40 N HN N H sing 0.97 N N
41 CA C C C sing 1.51 N N
42 CA CB C C sing 1.53 N N
43 CA HCA C H sing 1.09 N N
44 C OX2 C O sing 1.34 N N
45 C OX1 C O doub 1.21 N N
46 OX2 HX2 O H sing 0.97 N N
47 CB CG C C sing 1.53 N N
48 CB HCB1 C H sing 1.09 N N
49 CB HCB2 C H sing 1.09 N N
50 CG CD C C sing 1.51 N N
51 CG HCG1 C H sing 1.09 N N
52 CG HCG2 C H sing 1.09 N N
53 CD OE1 C O doub 1.21 N N
54 CD OE2 C O sing 1.34 N N
55 OE2 HE2 O H sing 0.97 N N
56 N2 HN21 N H sing 0.97 N N
57 N2 HN22 N H sing 0.97 N N



THG : Used in PDB Entries

Total Number of PDB Entries: 28
Ligand Code PDB Entry ID Type Total Distinct
THG 1kzi Open in New Window Bound ligand 2 1
THG 1m7v Open in New Window Bound ligand 1 1
THG 1m7z Open in New Window Bound ligand 1 1
THG 1u22 Open in New Window Bound ligand 1 1
THG 1woo Open in New Window Bound ligand 1 1
THG 2yck Open in New Window Bound ligand 1 1
THG 3bhl Open in New Window Bound ligand 2 1
THG 3bhr Open in New Window Bound ligand 1 1
THG 3g5r Open in New Window Bound ligand 1 1
THG 3gsi Open in New Window Bound ligand 1 1
THG 3tfj Open in New Window Bound ligand 2 1
THG 4ccz Open in New Window Bound ligand 1 1
THG 4kum Open in New Window Bound ligand 1 1
THG 4o1f Open in New Window Bound ligand 2 1
THG 4paa Open in New Window Bound ligand 2 1
THG 4pab Open in New Window Bound ligand 2 1
THG 4qpd Open in New Window Bound ligand 3 1
THG 5t7o Open in New Window Bound ligand 4 1
THG 5x1l Open in New Window Bound ligand 2 1
THG 5x1m Open in New Window Bound ligand 2 1
THG 5x1n Open in New Window Bound ligand 2 1
THG 6a9a Open in New Window Bound ligand 1 1
THG 6cw7 Open in New Window Bound ligand 1 1
THG 6j1f Open in New Window Bound ligand 1 1
THG 6j1j Open in New Window Bound ligand 1 1
THG 6mr9 Open in New Window Bound ligand 1 1
THG 6mt8 Open in New Window Bound ligand 1 1
THG 6mth Open in New Window Bound ligand 2 1