Chemical Components in the PDB

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1SG : Summary

Code

1SG

One-letter code

X

Molecule name

N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide
OpenEye OEToolkits 1.7.6 N-[4-[[3-[2,4-bis(oxidanylidene)-1H-pyrimidin-5-yl]-5-methoxy-phenyl]carbonylamino]phenyl]pyridine-2-carboxamide

Formula

C24 H19 N5 O5

Formal charge

0

Molecular weight

457.438 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C4C(c3cc(C(=O)Nc2ccc(NC(=O)c1ncccc1)cc2)cc(OC)c3)=CNC(=O)N4
SMILES CACTVS 3.370 COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3
SMILES OpenEye OEToolkits 1.7.6 COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=O
Canonical SMILES CACTVS 3.370 COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=O

IUPAC InChI

InChI=1S/C24H19N5O5/c1-34-18-11-14(19-13-26-24(33)29-22(19)31)10-15(12-18)21(30)27-16-5-7-17(8-6-16)28-23(32)20-4-2-3-9-25-20/h2-13H,1H3,(H,27,30)(H,28,32)(H2,26,29,31,33)

IUPAC InChI key

IDGYBMGDEPAAQL-UHFFFAOYSA-N
1SG

wwPDB Information

Atom count

53 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-05-17

Last modified at

2014-10-10

Status

Released

Obsoleted

Not Assigned



1SG : 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 C1 C C1 N N N 0 -3.261 -4.793 0.69
2 O2 O O2 N N N 0 -4.313 -3.828 0.624
3 C3 C C3 N Y N 0 -3.948 -2.53 0.45
4 C4 C C4 N Y N 0 -4.919 -1.543 0.377
5 C5 C C5 N Y N 0 -4.551 -0.211 0.199
6 C6 C C6 N Y N 0 -3.205 0.13 0.095
7 C7 C C7 N Y N 0 -2.231 -0.864 0.168
8 C8 C C8 N Y N 0 -2.608 -2.196 0.352
9 C9 C C9 N N N 0 -0.8 -0.508 0.057
10 O10 O O10 N N N 0 -0.473 0.652 -0.098
11 N11 N N11 N N N 0 0.141 -1.47 0.129
12 C12 C C12 N Y N 0 1.488 -1.147 -0.073
13 C13 C C13 N Y N 0 1.982 0.076 0.363
14 C14 C C14 N Y N 0 3.31 0.394 0.164
15 C15 C C15 N Y N 0 4.154 -0.509 -0.471
16 C16 C C16 N Y N 0 3.66 -1.732 -0.906
17 C17 C C17 N Y N 0 2.333 -2.052 -0.703
18 N18 N N18 N N N 0 5.501 -0.186 -0.673
19 C19 C C19 N N N 0 6.165 0.541 0.248
20 O20 O O20 N N N 0 5.574 0.986 1.212
21 C21 C C21 N Y N 0 7.615 0.796 0.085
22 C22 C C22 N Y N 0 8.297 1.542 1.043
23 C23 C C23 N Y N 0 9.654 1.768 0.88
24 C24 C C24 N Y N 0 10.283 1.239 -0.236
25 C25 C C25 N Y N 0 9.542 0.505 -1.15
26 N26 N N26 N Y N 0 8.255 0.306 -0.97
27 C27 C C27 N N N 0 -5.591 0.843 0.121
28 C28 C C28 N N N 0 -5.677 1.813 1.076
29 N29 N N29 N N N 0 -6.646 2.77 0.977
30 C30 C C30 N N N 0 -7.519 2.777 -0.043
31 O31 O O31 N N N 0 -8.365 3.649 -0.09
32 N32 N N32 N N N 0 -7.484 1.847 -1.014
33 C33 C C33 N N N 0 -6.552 0.872 -0.989
34 O34 O O34 N N N 0 -6.511 0.03 -1.867
35 H1 H H1 N N N 0 -3.688 -5.786 0.83
36 H2 H H2 N N N 0 -2.689 -4.771 -0.237
37 H3 H H3 N N N 0 -2.605 -4.559 1.528
38 H4 H H4 N N N 0 -5.964 -1.807 0.458
39 H5 H H5 N N N 0 -2.917 1.161 -0.048
40 H6 H H6 N N N 0 -1.854 -2.967 0.41
41 H7 H H7 N N N 0 -0.115 -2.386 0.319
42 H8 H H8 N N N 0 1.327 0.778 0.856
43 H9 H H9 N N N 0 3.694 1.345 0.502
44 H10 H H10 N N N 0 4.315 -2.434 -1.4
45 H11 H H11 N N N 0 1.949 -3.003 -1.041
46 H12 H H12 N N N 0 5.956 -0.485 -1.475
47 H13 H H13 N N N 0 7.774 1.94 1.901
48 H14 H H14 N N N 0 10.21 2.343 1.606
49 H15 H H15 N N N 0 11.34 1.397 -0.393
50 H16 H H16 N N N 0 10.028 0.092 -2.02
51 H17 H H17 N N N 0 -4.984 1.824 1.904
52 H18 H H18 N N N 0 -6.704 3.458 1.657
53 H19 H H19 N N N 0 -8.13 1.88 -1.737



1SG : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C24 C23 C C doub 1.39 N Y
2 C24 C25 C C sing 1.39 N Y
3 C23 C22 C C sing 1.39 N Y
4 C25 N26 C N doub 1.31 N Y
5 C22 C21 C C doub 1.39 N Y
6 C21 N26 C N sing 1.33 N Y
7 C21 C19 C C sing 1.48 N N
8 C19 N18 C N sing 1.35 N N
9 C19 O20 C O doub 1.22 N N
10 N18 C15 N C sing 1.4 N N
11 C16 C15 C C doub 1.39 N Y
12 C16 C17 C C sing 1.38 N Y
13 C15 C14 C C sing 1.39 N Y
14 C17 C12 C C doub 1.39 N Y
15 O10 C9 O C doub 1.22 N N
16 C14 C13 C C doub 1.38 N Y
17 C12 C13 C C sing 1.39 N Y
18 C12 N11 C N sing 1.4 N N
19 N29 C28 N C sing 1.37 N N
20 N29 C30 N C sing 1.34 N N
21 O31 C30 O C doub 1.22 N N
22 C9 N11 C N sing 1.35 N N
23 C9 C7 C C sing 1.48 N N
24 C28 C27 C C doub 1.36 N N
25 C30 N32 C N sing 1.34 N N
26 C6 C7 C C doub 1.39 N Y
27 C6 C5 C C sing 1.39 N Y
28 C7 C8 C C sing 1.4 N Y
29 C27 C5 C C sing 1.48 N N
30 C27 C33 C C sing 1.47 N N
31 N32 C33 N C sing 1.35 N N
32 C5 C4 C C doub 1.39 N Y
33 C33 O34 C O doub 1.22 N N
34 C8 C3 C C doub 1.38 N Y
35 C4 C3 C C sing 1.39 N Y
36 C3 O2 C O sing 1.36 N N
37 O2 C1 O C sing 1.43 N N
38 C1 H1 C H sing 1.09 N N
39 C1 H2 C H sing 1.09 N N
40 C1 H3 C H sing 1.09 N N
41 C4 H4 C H sing 1.08 N N
42 C6 H5 C H sing 1.08 N N
43 C8 H6 C H sing 1.08 N N
44 N11 H7 N H sing 0.97 N N
45 C13 H8 C H sing 1.08 N N
46 C14 H9 C H sing 1.08 N N
47 C16 H10 C H sing 1.08 N N
48 C17 H11 C H sing 1.08 N N
49 N18 H12 N H sing 0.97 N N
50 C22 H13 C H sing 1.08 N N
51 C23 H14 C H sing 1.08 N N
52 C24 H15 C H sing 1.08 N N
53 C25 H16 C H sing 1.08 N N
54 C28 H17 C H sing 1.08 N N
55 N29 H18 N H sing 0.97 N N
56 N32 H19 N H sing 0.97 N N



1SG : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1SG 4kql Open in New Window Bound ligand 1 1