Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

X2X : Summary

Code

X2X

One-letter code

X

Molecule name

(2S)-2-hydroxy-2-methyl-3-oxobutanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-2-hydroxy-2-methyl-3-oxobutanoic acid
OpenEye OEToolkits 1.7.6 (2S)-2-methyl-2-oxidanyl-3-oxidanylidene-butanoic acid

Formula

C5 H8 O4

Formal charge

0

Molecular weight

132.115 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(O)(C(=O)C)C
SMILES CACTVS 3.385 CC(=O)[C](C)(O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 CC(=O)C(C)(C(=O)O)O
Canonical SMILES CACTVS 3.385 CC(=O)[C@](C)(O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(=O)[C@@](C)(C(=O)O)O

IUPAC InChI

InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1

IUPAC InChI key

NMDWGEGFJUBKLB-YFKPBYRVSA-N
X2X

wwPDB Information

Atom count

17 (9 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-01-06

Last modified at

2014-01-17

Status

Released

Obsoleted

Not Assigned



X2X : Atoms of Molecule

Total Number of Atoms: 17
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OAD O OAD N N N 0 1.2 -1.509 -0.009
2 CAH C CAH N N N 0 1.22 -0.304 -0.089
3 OAE O OAE N N N 0 2.353 0.328 -0.433
4 CAI C CAI S N N 0 -0.03 0.49 0.191
5 CAB C CAB N N N 0 -0.025 0.952 1.65
6 OAF O OAF N N N 0 -0.073 1.631 -0.669
7 CAG C CAG N N N 0 -1.24 -0.373 -0.058
8 OAC O OAC N N N 0 -1.174 -1.567 0.108
9 CAA C CAA N N N 0 -2.532 0.254 -0.516
10 H1 H H1 N N N 0 3.128 -0.224 -0.607
11 H2 H H2 N N N 0 0.85 1.576 1.83
12 H3 H H3 N N N 0 -0.929 1.526 1.852
13 H4 H H4 N N N 0 0.008 0.082 2.306
14 H5 H H5 N N N 0 -0.078 1.413 -1.611
15 H6 H H6 N N N 0 -2.372 0.765 -1.466
16 H7 H H7 N N N 0 -3.287 -0.521 -0.642
17 H8 H H8 N N N 0 -2.87 0.974 0.23



X2X : Chemical Bonds

Total Number of Bonds: 16
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAF CAI O C sing 1.43 N N
2 CAB CAI C C sing 1.53 N N
3 CAI CAH C C sing 1.51 N N
4 CAI CAG C C sing 1.51 N N
5 OAD CAH O C doub 1.21 N N
6 CAH OAE C O sing 1.34 N N
7 CAG CAA C C sing 1.51 N N
8 CAG OAC C O doub 1.21 N N
9 OAE H1 O H sing 0.97 N N
10 CAB H2 C H sing 1.09 N N
11 CAB H3 C H sing 1.09 N N
12 CAB H4 C H sing 1.09 N N
13 OAF H5 O H sing 0.97 N N
14 CAA H6 C H sing 1.09 N N
15 CAA H7 C H sing 1.09 N N
16 CAA H8 C H sing 1.09 N N



X2X : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
X2X 4oan Open in New Window Bound ligand 2 1
X2X 4p8b Open in New Window Bound ligand 1 1
X2X 8swm Open in New Window Bound ligand 1 1