Chemical Components in the PDB

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0JO : Summary

Code

0JO

One-letter code

X

Molecule name

2-{[(E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}prop-2-enoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 2-{[(E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}prop-2-enoic acid
OpenEye OEToolkits 1.7.6 2-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]prop-2-enoic acid

Formula

C11 H13 N2 O7 P

Formal charge

0

Molecular weight

316.204 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=P(O)(O)OCc1cnc(c(O)c1/C=N/C(=C)C(=O)O)C
SMILES CACTVS 3.370 Cc1ncc(CO[P](O)(O)=O)c(C=NC(=C)C(O)=O)c1O
SMILES OpenEye OEToolkits 1.7.6 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(=C)C(=O)O)O
Canonical SMILES CACTVS 3.370 Cc1ncc(CO[P](O)(O)=O)c(C=NC(=C)C(O)=O)c1O
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/C(=C)C(=O)O)O

IUPAC InChI

InChI=1S/C11H13N2O7P/c1-6-10(14)9(4-13-7(2)11(15)16)8(3-12-6)5-20-21(17,18)19/h3-4,14H,2,5H2,1H3,(H,15,16)(H2,17,18,19)/b13-4+

IUPAC InChI key

BHIGINKEEFZJGX-YIXHJXPBSA-N
0JO

wwPDB Information

Atom count

34 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-01-24

Last modified at

2012-04-20

Status

Released

Obsoleted

Not Assigned



0JO : Atoms of Molecule

Total Number of Atoms: 34
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O O O N N N 0 2.273 -2.447 -1.248
2 C C C N N N 0 3.194 -2.585 -0.468
3 OXT O OXT N N N 0 3.902 -3.73 -0.456
4 CA C CA N N N 0 3.54 -1.493 0.466
5 CB C CB N N N 0 4.497 -1.679 1.393
6 N N N N N N 0 2.887 -0.293 0.387
7 C4A C C4A N N N 0 1.587 -0.262 0.315
8 C4 C C4 N Y N 0 0.891 1.02 0.114
9 C3 C C3 N Y N 0 1.61 2.222 -0.007
10 O3 O O3 N N N 0 2.966 2.226 0.057
11 C2 C C2 N Y N 0 0.909 3.405 -0.195
12 C2A C C2A N N N 0 1.662 4.703 -0.328
13 N1 N N1 N Y N 0 -0.407 3.406 -0.26
14 C6 C C6 N Y N 0 -1.117 2.3 -0.15
15 C5 C C5 N Y N 0 -0.507 1.077 0.034
16 C5A C C5A N N N 0 -1.331 -0.179 0.152
17 OP4 O OP4 N N N 0 -2.718 0.149 0.037
18 P P P N N N 0 -3.889 -0.953 0.117
19 OP3 O OP3 N N N 0 -3.759 -1.721 1.376
20 OP1 O OP1 N N N 0 -5.321 -0.218 0.081
21 OP2 O OP2 N N N 0 -3.769 -1.956 -1.138
22 H1 H H1 N N N 0 3.641 -4.414 -1.088
23 H2 H H2 N N N 0 4.75 -0.881 2.076
24 H3 H H3 N N N 0 5.012 -2.626 1.456
25 H4 H H4 N N N 0 1.02 -1.176 0.402
26 H5 H H5 N N N 0 3.401 2.114 -0.799
27 H6 H H6 N N N 0 1.893 4.884 -1.378
28 H7 H H7 N N N 0 1.049 5.519 0.055
29 H8 H H8 N N N 0 2.589 4.646 0.243
30 H9 H H9 N N N 0 -2.194 2.352 -0.209
31 H10 H H10 N N N 0 -1.055 -0.871 -0.644
32 H11 H H11 N N N 0 -1.147 -0.645 1.119
33 H12 H H12 N N N 0 -6.074 -0.823 0.126
34 H13 H H13 N N N 0 -3.845 -1.52 -1.998



0JO : Chemical Bonds

Total Number of Bonds: 34
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O C O C doub 1.21 N N
2 OXT C O C sing 1.35 N N
3 C CA C C sing 1.48 N N
4 CA CB C C doub 1.35 N N
5 CA N C N sing 1.37 N N
6 O3 C3 O C sing 1.36 N N
7 N C4A N C doub 1.3 N N
8 C4A C4 C C sing 1.47 N N
9 C3 C4 C C doub 1.41 N Y
10 C3 C2 C C sing 1.39 N Y
11 C2A C2 C C sing 1.51 N N
12 C4 C5 C C sing 1.4 N Y
13 C2 N1 C N doub 1.32 N Y
14 OP3 P O P doub 1.48 N N
15 C5 C5A C C sing 1.51 N N
16 C5 C6 C C doub 1.38 N Y
17 N1 C6 N C sing 1.32 N Y
18 OP4 C5A O C sing 1.43 N N
19 OP4 P O P sing 1.61 N N
20 OP1 P O P sing 1.61 N N
21 P OP2 P O sing 1.61 N N
22 OXT H1 O H sing 0.97 N N
23 CB H2 C H sing 1.08 N N
24 CB H3 C H sing 1.08 N N
25 C4A H4 C H sing 1.08 N N
26 O3 H5 O H sing 0.97 N N
27 C2A H6 C H sing 1.09 N N
28 C2A H7 C H sing 1.09 N N
29 C2A H8 C H sing 1.09 N N
30 C6 H9 C H sing 1.08 N N
31 C5A H10 C H sing 1.09 N N
32 C5A H11 C H sing 1.09 N N
33 OP1 H12 O H sing 0.97 N N
34 OP2 H13 O H sing 0.97 N N



0JO : Used in PDB Entries

Total Number of PDB Entries: 38
Ligand Code PDB Entry ID Type Total Distinct
0JO 3b1e Open in New Window Bound ligand 4 1
0JO 4d9m Open in New Window Bound ligand 2 1
0JO 4hn4 Open in New Window Bound ligand 1 1
0JO 4hpx Open in New Window Bound ligand 1 1
0JO 4iy7 Open in New Window Bound ligand 1 1
0JO 4iyo Open in New Window Bound ligand 1 1
0JO 5b3a Open in New Window Bound ligand 2 1
0JO 5b55 Open in New Window Bound ligand 2 1
0JO 5dbe Open in New Window Bound ligand 1 1
0JO 5dbh Open in New Window Bound ligand 1 1
0JO 5vm5 Open in New Window Bound ligand 1 1
0JO 6am9 Open in New Window Bound ligand 3 1
0JO 6d0v Open in New Window Bound ligand 1 1
0JO 6ld8 Open in New Window Bound ligand 4 1
0JO 6mls Open in New Window Bound ligand 1 1
0JO 6mme Open in New Window Bound ligand 2 1
0JO 6mo3 Open in New Window Bound ligand 1 1
0JO 6mpd Open in New Window Bound ligand 1 1
0JO 6mqq Open in New Window Bound ligand 2 1
0JO 6nv8 Open in New Window Bound ligand 1 1
0JO 6vnt Open in New Window Bound ligand 1 1
0JO 6x0c Open in New Window Bound ligand 1 1
0JO 7ka1 Open in New Window Bound ligand 1 1
0JO 7kq9 Open in New Window Bound ligand 1 1
0JO 7kwv Open in New Window Bound ligand 1 1
0JO 7kxc Open in New Window Bound ligand 1 1
0JO 7kyt Open in New Window Bound ligand 1 1
0JO 7l03 Open in New Window Bound ligand 1 1
0JO 7l1h Open in New Window Bound ligand 1 1
0JO 7lev Open in New Window Bound ligand 1 1
0JO 7lgx Open in New Window Bound ligand 1 1
0JO 7lt4 Open in New Window Bound ligand 1 1
0JO 7mt4 Open in New Window Bound ligand 1 1
0JO 7mt5 Open in New Window Bound ligand 1 1
0JO 7mt6 Open in New Window Bound ligand 1 1
0JO 8egz Open in New Window Bound ligand 2 1
0JO 8eh0 Open in New Window Bound ligand 2 1
0JO 8eh1 Open in New Window Bound ligand 2 1