Chemical Components in the PDB

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57O : Summary

Code

57O

One-letter code

X

Molecule name

(4,6-dihydroxy-3,5-dimethylpyridin-2-yl)acetic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (4,6-dihydroxy-3,5-dimethylpyridin-2-yl)acetic acid
OpenEye OEToolkits 1.9.2 2-[3,5-dimethyl-4,6-bis(oxidanyl)pyridin-2-yl]ethanoic acid

Formula

C9 H11 N O4

Formal charge

0

Molecular weight

197.188 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Cc1c(O)nc(c(C)c1O)CC(O)=O
SMILES CACTVS 3.385 Cc1c(O)nc(CC(O)=O)c(C)c1O
SMILES OpenEye OEToolkits 1.9.2 Cc1c(nc(c(c1O)C)O)CC(=O)O
Canonical SMILES CACTVS 3.385 Cc1c(O)nc(CC(O)=O)c(C)c1O
Canonical SMILES OpenEye OEToolkits 1.9.2 Cc1c(nc(c(c1O)C)O)CC(=O)O

IUPAC InChI

InChI=1S/C9H11NO4/c1-4-6(3-7(11)12)10-9(14)5(2)8(4)13/h3H2,1-2H3,(H,11,12)(H2,10,13,14)

IUPAC InChI key

AVBVBQSPVBVXPJ-UHFFFAOYSA-N
57O

wwPDB Information

Atom count

25 (14 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-08-11

Last modified at

2019-09-04

Status

Released

Obsoleted

Not Assigned



57O : Atoms of Molecule

Total Number of Atoms: 25
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAA C C1 N N N 0 3.561 0.178 -0.521
2 CAB C C2 N N N 0 -0.692 -2.344 0.419
3 OAE O O1 N N N 0 2.068 2.503 0.07
4 CAM C C3 N Y N 0 -0.528 0.15 0.578
5 OAD O O2 N N N 0 -4.175 0.339 -0.141
6 OAC O O3 N N N 0 -2.323 0.358 -1.346
7 CAI C C4 N N N 0 -2.839 0.297 -0.255
8 CAG C C5 N N N 0 -1.98 0.174 0.978
9 NAH N N1 N Y N 0 0.143 1.284 0.49
10 CAL C C6 N Y N 0 1.421 1.313 0.148
11 CAJ C C7 N Y N 0 2.106 0.14 -0.132
12 CAN C C8 N Y N 0 1.431 -1.072 -0.049
13 OAF O O4 N N N 0 2.066 -2.242 -0.314
14 CAK C C9 N Y N 0 0.084 -1.057 0.315
15 H1 H H1 N N N 0 4.179 0.108 0.374
16 H2 H H2 N N N 0 3.783 -0.659 -1.183
17 H3 H H3 N N N 0 3.775 1.115 -1.037
18 H4 H H4 N N N 0 -1.145 -2.574 -0.545
19 H5 H H5 N N N 0 -0.019 -3.152 0.706
20 H6 H H6 N N N 0 -1.473 -2.238 1.172
21 H7 H H7 N N N 0 -4.684 0.418 -0.959
22 H8 H H8 N N N 0 -2.229 -0.748 1.503
23 H9 H H9 N N N 0 -2.162 1.026 1.633
24 H10 H H10 N N N 0 2.479 -2.65 0.46
25 H12 H H12 N N N 0 2.485 2.779 0.897



57O : Chemical Bonds

Total Number of Bonds: 25
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OAC CAI O C doub 1.21 N N
2 CAI OAD C O sing 1.34 N N
3 CAI CAG C C sing 1.51 N N
4 CAG CAM C C sing 1.51 N N
5 CAM NAH C N sing 1.32 N Y
6 CAM CAK C C doub 1.38 N Y
7 NAH CAL N C doub 1.32 N Y
8 CAB CAK C C sing 1.51 N N
9 CAK CAN C C sing 1.4 N Y
10 CAL OAE C O sing 1.36 N N
11 CAL CAJ C C sing 1.39 N Y
12 CAN CAJ C C doub 1.39 N Y
13 CAN OAF C O sing 1.36 N N
14 CAJ CAA C C sing 1.51 N N
15 CAA H1 C H sing 1.09 N N
16 CAA H2 C H sing 1.09 N N
17 CAA H3 C H sing 1.09 N N
18 CAB H4 C H sing 1.09 N N
19 CAB H5 C H sing 1.09 N N
20 CAB H6 C H sing 1.09 N N
21 OAD H7 O H sing 0.97 N N
22 CAG H8 C H sing 1.09 N N
23 CAG H9 C H sing 1.09 N N
24 OAF H10 O H sing 0.97 N N
25 OAE H12 O H sing 0.97 N N



57O : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
57O 5d5q Open in New Window Bound ligand 4 1