Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

HFA : Summary

Code

HFA

One-letter code

X

Molecule name

ALPHA-HYDROXY-BETA-PHENYL-PROPIONIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (2S)-2-hydroxy-3-phenylpropanoic acid
OpenEye OEToolkits 1.5.0 (2S)-2-hydroxy-3-phenyl-propanoic acid

Formula

C9 H10 O3

Formal charge

0

Molecular weight

166.174 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)C(O)Cc1ccccc1
SMILES CACTVS 3.341 O[CH](Cc1ccccc1)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)CC(C(=O)O)O
Canonical SMILES CACTVS 3.341 O[C@@H](Cc1ccccc1)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)C[C@@H](C(=O)O)O

IUPAC InChI

InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m0/s1

IUPAC InChI key

VOXXWSYKYCBWHO-QMMMGPOBSA-N
HFA

wwPDB Information

Atom count

22 (12 without Hydrogen)

Polymer type

Amino Acid

Type description

L-PEPTIDE LINKING

Type code

ATOMP

Is modified

Yes

Standard parent

UNK

Defined at

1999-07-08

Last modified at

2023-11-03

Status

Released

Obsoleted

Not Assigned



HFA : Atoms of Molecule

Total Number of Atoms: 22
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OA O OA N N N 0 1.411 0.727 1.02
2 CA C CA S N N 0 0.038 0.435 1.288
3 C C C N N N 0 -0.124 0.081 2.744
4 O O O N N N 0 0.835 0.08 3.477
5 CB C CB N N N 0 -0.41 -0.744 0.424
6 CG C CG N Y N 0 -0.246 -0.391 -1.031
7 CD1 C CD1 N Y N 0 0.942 -0.666 -1.68
8 CD2 C CD2 N Y N 0 -1.287 0.203 -1.719
9 CE1 C CE1 N Y N 0 1.092 -0.342 -3.016
10 CE2 C CE2 N Y N 0 -1.136 0.531 -3.054
11 CZ C CZ N Y N 0 0.052 0.257 -3.702
12 OXT O OXT N N Y 0 -1.337 -0.231 3.227
13 HOA H HOA N N N 0 1.914 -0.069 1.239
14 HA H HA N N N 0 -0.57 1.308 1.056
15 HB1 H 1HB N N N 0 0.199 -1.618 0.656
16 HB2 H 2HB N N N 0 -1.457 -0.967 0.628
17 HD1 H HD1 N N N 0 1.754 -1.134 -1.144
18 HD2 H HD2 N N N 0 -2.217 0.418 -1.213
19 HE1 H HE1 N N N 0 2.021 -0.556 -3.522
20 HE2 H HE2 N N N 0 -1.948 1.0 -3.59
21 HZ H HZ N N N 0 0.17 0.511 -4.745
22 HXT H HXT N N Y 0 -1.442 -0.458 4.161



HFA : Chemical Bonds

Total Number of Bonds: 22
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OA CA O C sing 1.43 N N
2 OA HOA O H sing 0.97 N N
3 CA C C C sing 1.51 N N
4 CA CB C C sing 1.53 N N
5 CA HA C H sing 1.09 N N
6 C O C O doub 1.21 N N
7 C OXT C O sing 1.34 N N
8 CB CG C C sing 1.51 N N
9 CB HB1 C H sing 1.09 N N
10 CB HB2 C H sing 1.09 N N
11 CG CD1 C C doub 1.38 N Y
12 CG CD2 C C sing 1.38 N Y
13 CD1 CE1 C C sing 1.38 N Y
14 CD1 HD1 C H sing 1.08 N N
15 CD2 CE2 C C doub 1.38 N Y
16 CD2 HD2 C H sing 1.08 N N
17 CE1 CZ C C doub 1.38 N Y
18 CE1 HE1 C H sing 1.08 N N
19 CE2 CZ C C sing 1.38 N Y
20 CE2 HE2 C H sing 1.08 N N
21 CZ HZ C H sing 1.08 N N
22 OXT HXT O H sing 0.97 N N



HFA : Used in PDB Entries

Total Number of PDB Entries: 8
Ligand Code PDB Entry ID Type Total Distinct
HFA 1c1x Open in New Window Bound ligand 2 1
HFA 1vq6 Open in New Window Polymer component 1 1
HFA 1vqn Open in New Window Polymer component 1 1
HFA 1vqp Open in New Window Polymer component 1 1
HFA 2ctc Open in New Window Bound ligand 1 1
HFA 6a0g Open in New Window Bound ligand 2 1
HFA 6zup Open in New Window Bound ligand 2 1
HFA 7q87 Open in New Window Bound ligand 2 1