Chemical Components in the PDB

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R5G : Summary

Code

R5G

One-letter code

X

Molecule name

N-hydroxy-1-{[4-(hydroxycarbamoyl)phenyl]methyl}-1H-indole-6-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-hydroxy-1-{[4-(hydroxycarbamoyl)phenyl]methyl}-1H-indole-6-carboxamide
OpenEye OEToolkits 2.0.7 ~{N}-oxidanyl-1-[[4-(oxidanylcarbamoyl)phenyl]methyl]indole-6-carboxamide

Formula

C17 H15 N3 O4

Formal charge

0

Molecular weight

325.319 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c2cc1c(cc(C(=O)NO)cc1)n2Cc3ccc(C(NO)=O)cc3
SMILES CACTVS 3.385 ONC(=O)c1ccc(Cn2ccc3ccc(cc23)C(=O)NO)cc1
SMILES OpenEye OEToolkits 2.0.7 c1cc(ccc1Cn2ccc3c2cc(cc3)C(=O)NO)C(=O)NO
Canonical SMILES CACTVS 3.385 ONC(=O)c1ccc(Cn2ccc3ccc(cc23)C(=O)NO)cc1
Canonical SMILES OpenEye OEToolkits 2.0.7 c1cc(ccc1Cn2ccc3c2cc(cc3)C(=O)NO)C(=O)NO

IUPAC InChI

InChI=1S/C17H15N3O4/c21-16(18-23)13-3-1-11(2-4-13)10-20-8-7-12-5-6-14(9-15(12)20)17(22)19-24/h1-9,23-24H,10H2,(H,18,21)(H,19,22)

IUPAC InChI key

IRJZGNPPEWBPKI-UHFFFAOYSA-N
R5G

wwPDB Information

Atom count

39 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2020-01-30

Last modified at

2020-05-08

Status

Released

Obsoleted

Not Assigned



R5G : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N Y N 0 -0.65 3.399 -0.118
2 C13 C C2 N Y N 0 -1.72 1.442 0.142
3 C15 C C3 N Y N 0 -3.274 -0.365 -0.17
4 C20 C C4 N Y N 0 -3.887 0.336 -1.219
5 C21 C C5 N Y N 0 -3.424 1.561 -1.592
6 C22 C C6 N Y N 0 2.504 1.693 0.739
7 C03 C C7 N N N 0 4.573 -1.262 -0.307
8 C04 C C8 N Y N 0 3.451 -0.45 0.212
9 C05 C C9 N Y N 0 2.285 -1.071 0.662
10 C06 C C10 N Y N 0 1.245 -0.308 1.15
11 C07 C C11 N Y N 0 1.351 1.071 1.183
12 C08 C C12 N N N 0 0.206 1.899 1.706
13 C11 C C13 N Y N 0 -1.613 3.395 -1.056
14 C12 C C14 N Y N 0 -2.338 2.132 -0.92
15 C14 C C15 N Y N 0 -2.194 0.193 0.512
16 C16 C C16 N N N 0 -3.785 -1.692 0.224
17 C23 C C17 N Y N 0 3.554 0.941 0.254
18 N02 N N1 N N N 0 5.697 -0.659 -0.741
19 N09 N N2 N Y N 0 -0.695 2.24 0.603
20 N17 N N3 N N N 0 -4.839 -2.227 -0.424
21 O01 O O1 N N N 0 6.771 -1.437 -1.237
22 O18 O O2 N N N 0 -5.329 -3.501 -0.045
23 O19 O O3 N N N 0 -3.256 -2.302 1.133
24 O24 O O4 N N N 0 4.48 -2.474 -0.341
25 H1 H H1 N N N 0 0.058 4.2 0.04
26 H2 H H2 N N N 0 -4.73 -0.099 -1.734
27 H3 H H3 N N N 0 -3.895 2.092 -2.407
28 H4 H H4 N N N 0 2.581 2.77 0.768
29 H5 H H5 N N N 0 2.199 -2.148 0.632
30 H6 H H6 N N N 0 0.342 -0.787 1.498
31 H7 H H7 N N N 0 -0.34 1.33 2.459
32 H8 H H8 N N N 0 0.594 2.814 2.154
33 H9 H H9 N N N 0 -1.814 4.177 -1.773
34 H10 H H10 N N N 0 -1.73 -0.345 1.324
35 H11 H H11 N N N 0 4.454 1.428 -0.093
36 H12 H H12 N N N 0 5.771 0.307 -0.713
37 H13 H H13 N N N 0 -5.261 -1.741 -1.149
38 H14 H H14 N N N 0 7.534 -0.917 -1.525
39 H15 H H15 N N N 0 -6.086 -3.801 -0.567



R5G : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O24 C03 O C doub 1.22 N N
2 C23 C22 C C doub 1.38 N Y
3 C23 C04 C C sing 1.4 N Y
4 C22 C07 C C sing 1.38 N Y
5 C03 C04 C C sing 1.48 N N
6 C03 N02 C N sing 1.35 N N
7 C04 C05 C C doub 1.4 N Y
8 O01 N02 O N sing 1.42 N N
9 C07 C08 C C sing 1.51 N N
10 C07 C06 C C doub 1.38 N Y
11 C08 N09 C N sing 1.46 N N
12 C05 C06 C C sing 1.38 N Y
13 N09 C10 N C sing 1.37 N Y
14 N09 C13 N C sing 1.38 N Y
15 C10 C11 C C doub 1.34 N Y
16 C13 C14 C C doub 1.39 N Y
17 C13 C12 C C sing 1.41 N Y
18 C11 C12 C C sing 1.46 N Y
19 C14 C15 C C sing 1.39 N Y
20 N17 O18 N O sing 1.42 N N
21 N17 C16 N C sing 1.35 N N
22 C12 C21 C C doub 1.4 N Y
23 C15 C16 C C sing 1.48 N N
24 C15 C20 C C doub 1.4 N Y
25 C21 C20 C C sing 1.36 N Y
26 C16 O19 C O doub 1.22 N N
27 C10 H1 C H sing 1.08 N N
28 C20 H2 C H sing 1.08 N N
29 C21 H3 C H sing 1.08 N N
30 C22 H4 C H sing 1.08 N N
31 C05 H5 C H sing 1.08 N N
32 C06 H6 C H sing 1.08 N N
33 C08 H7 C H sing 1.09 N N
34 C08 H8 C H sing 1.09 N N
35 C11 H9 C H sing 1.08 N N
36 C14 H10 C H sing 1.08 N N
37 C23 H11 C H sing 1.08 N N
38 N02 H12 N H sing 0.97 N N
39 N17 H13 N H sing 0.97 N N
40 O01 H14 O H sing 0.97 N N
41 O18 H15 O H sing 0.97 N N



R5G : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
R5G 6vnq Open in New Window Bound ligand 1 1
R5G 6vnr Open in New Window Bound ligand 2 1