Chemical Components in the PDB

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EHS : Summary

Code

EHS

One-letter code

X

Molecule name

2S-2-[(2,3-DIHYDROXYPHENYL)CARBONYLAMINO]-3-[(2S)-2-[(2,3-DIHYDROXYPHENYL)CARBONYLAMINO]-3-HYDROXY-PROPANOYL]OXY-PROPANOIC ACID

Systematic names

ProgramVersionName
OpenEye OEToolkits 1.7.6 (2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-[(2S)-2-[[2,3-bis(oxidanyl)phenyl]carbonylamino]-3-oxidanyl-propanoyl]oxy-propanoic acid

Formula

C20 H20 N2 O11

Formal charge

0

Molecular weight

464.38 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 OC[CH](NC(=O)c1cccc(O)c1O)C(=O)OC[CH](NC(=O)c2cccc(O)c2O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)O)O)C(=O)NC(CO)C(=O)OCC(C(=O)O)NC(=O)c2cccc(c2O)O
Canonical SMILES CACTVS 3.385 OC[C@H](NC(=O)c1cccc(O)c1O)C(=O)OC[C@H](NC(=O)c2cccc(O)c2O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(c(c(c1)O)O)C(=O)N[C@@H](CO)C(=O)OC[C@@H](C(=O)O)NC(=O)c2cccc(c2O)O

IUPAC InChI

InChI=1S/C20H20N2O11/c23-7-11(21-17(28)9-3-1-5-13(24)15(9)26)20(32)33-8-12(19(30)31)22-18(29)10-4-2-6-14(25)16(10)27/h1-6,11-12,23-27H,7-8H2,(H,21,28)(H,22,29)(H,30,31)/t11-,12-/m0/s1

IUPAC InChI key

KLXJDVFEFZPIMN-RYUDHWBXSA-N
EHS

wwPDB Information

Atom count

53 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-08-24

Last modified at

2016-05-20

Status

Released

Obsoleted

Not Assigned



EHS : Atoms of Molecule

Total Number of Atoms: 53
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O11 O O11 N N N 0 -1.837 3.991 -0.743
2 C7 C C7 N N N 0 -2.404 2.775 -0.706
3 O9 O O9 N N N 0 -2.816 2.27 -1.724
4 C22 C C22 S N N 0 -2.527 2.04 0.603
5 N23 N N23 N N N 0 -3.175 0.746 0.378
6 C25 C C25 N N N 0 -4.52 0.661 0.353
7 C27 C C27 N Y N 0 -5.174 -0.642 0.125
8 C32 C C32 N Y N 0 -6.57 -0.734 0.098
9 O37 O O37 N N N 0 -7.331 0.376 0.281
10 C31 C C31 N Y N 0 -7.175 -1.968 -0.116
11 O36 O O36 N N N 0 -8.532 -2.065 -0.144
12 C30 C C30 N Y N 0 -6.396 -3.098 -0.302
13 C29 C C29 N Y N 0 -5.015 -3.007 -0.275
14 C28 C C28 N Y N 0 -4.401 -1.79 -0.069
15 O26 O O26 N N N 0 -5.195 1.659 0.517
16 C21 C C21 N N N 0 -1.134 1.816 1.195
17 O19 O O19 N N N 0 -0.299 1.133 0.223
18 C18 C C18 N N N 0 0.963 0.859 0.589
19 O20 O O20 N N N 0 1.357 1.18 1.685
20 C12 C C12 S N N 0 1.888 0.151 -0.367
21 C14 C C14 N N N 0 1.302 -1.216 -0.725
22 O15 O O15 N N N 0 1.048 -1.954 0.472
23 N11 N N11 N N N 0 3.198 -0.028 0.263
24 C9 C C9 N N N 0 4.301 -0.157 -0.5
25 O10 O O10 N N N 0 4.209 -0.124 -1.712
26 C6 C C6 N Y N 0 5.621 -0.338 0.135
27 C1 C C1 N Y N 0 6.769 -0.472 -0.654
28 O8 O O8 N N N 0 6.675 -0.435 -2.008
29 C5 C C5 N Y N 0 5.731 -0.371 1.528
30 C4 C C4 N Y N 0 6.965 -0.54 2.118
31 C3 C C3 N Y N 0 8.1 -0.678 1.337
32 C2 C C2 N Y N 0 8.008 -0.642 -0.044
33 O7 O O7 N N N 0 9.128 -0.774 -0.804
34 H11 H H11 N N N 0 -1.781 4.424 -1.606
35 H22 H H22 N N N 0 -3.126 2.631 1.297
36 H23 H H23 N N N 0 -2.637 -0.05 0.247
37 H211 H H211 N N N 0 -0.687 2.778 1.445
38 H212 H H212 N N N 0 -1.215 1.208 2.096
39 H28 H H28 N N N 0 -3.323 -1.725 -0.054
40 H36 H H36 N N N 0 -8.916 -1.945 -1.023
41 H30 H H30 N N N 0 -6.869 -4.055 -0.469
42 H29 H H29 N N N 0 -4.415 -3.893 -0.42
43 H12 H H12 N N N 0 1.999 0.747 -1.273
44 H141 H H141 N N N 0 0.37 -1.08 -1.274
45 H142 H H142 N N N 0 2.012 -1.764 -1.345
46 HA H HA N N N 0 3.271 -0.055 1.23
47 H15 H H15 N N N 0 0.674 -2.833 0.32
48 H5 H H5 N N N 0 4.849 -0.264 2.142
49 H8 H H8 N N N 0 6.76 0.451 -2.384
50 H4 H H4 N N N 0 7.047 -0.564 3.194
51 H3 H H3 N N N 0 9.063 -0.809 1.808
52 H7 H H7 N N N 0 9.565 0.064 -1.009
53 H37 H H37 N N N 0 -7.544 0.845 -0.538



EHS : Chemical Bonds

Total Number of Bonds: 54
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O11 C7 O C sing 1.34 N N
2 C7 O9 C O doub 1.21 N N
3 C7 C22 C C sing 1.51 N N
4 C22 N23 C N sing 1.46 N N
5 C22 C21 C C sing 1.53 N N
6 N23 C25 N C sing 1.35 N N
7 C25 C27 C C sing 1.48 N N
8 C25 O26 C O doub 1.22 N N
9 C27 C32 C C sing 1.4 N Y
10 C27 C28 C C doub 1.4 N Y
11 C32 O37 C O sing 1.36 N N
12 C32 C31 C C doub 1.39 N Y
13 C31 O36 C O sing 1.36 N N
14 C31 C30 C C sing 1.39 N Y
15 C30 C29 C C doub 1.38 N Y
16 C29 C28 C C sing 1.38 N Y
17 C21 O19 C O sing 1.45 N N
18 O19 C18 O C sing 1.34 N N
19 C18 O20 C O doub 1.21 N N
20 C18 C12 C C sing 1.51 N N
21 C12 C14 C C sing 1.53 N N
22 C12 N11 C N sing 1.46 N N
23 C14 O15 C O sing 1.43 N N
24 N11 C9 N C sing 1.35 N N
25 C9 O10 C O doub 1.22 N N
26 C9 C6 C C sing 1.48 N N
27 C6 C1 C C sing 1.4 N Y
28 C6 C5 C C doub 1.4 N Y
29 C1 O8 C O sing 1.36 N N
30 C1 C2 C C doub 1.39 N Y
31 C5 C4 C C sing 1.38 N Y
32 C4 C3 C C doub 1.38 N Y
33 C3 C2 C C sing 1.38 N Y
34 C2 O7 C O sing 1.36 N N
35 O37 H37 O H sing 0.97 N N
36 O11 H11 O H sing 0.97 N N
37 C22 H22 C H sing 1.09 N N
38 N23 H23 N H sing 0.97 N N
39 C21 H211 C H sing 1.09 N N
40 C21 H212 C H sing 1.09 N N
41 C28 H28 C H sing 1.08 N N
42 O36 H36 O H sing 0.97 N N
43 C30 H30 C H sing 1.08 N N
44 C29 H29 C H sing 1.08 N N
45 C12 H12 C H sing 1.09 N N
46 C14 H141 C H sing 1.09 N N
47 C14 H142 C H sing 1.09 N N
48 N11 HA N H sing 0.97 N N
49 O15 H15 O H sing 0.97 N N
50 C5 H5 C H sing 1.08 N N
51 O8 H8 O H sing 0.97 N N
52 C4 H4 C H sing 1.08 N N
53 C3 H3 C H sing 1.08 N N
54 O7 H7 O H sing 0.97 N N



EHS : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
EHS 5adv Open in New Window Bound ligand 1 1
EHS 5adw Open in New Window Bound ligand 2 1