Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

2SM : Summary

Code

2SM

One-letter code

X

Molecule name

methyl 2-{[(4-methylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoate

Systematic names

ProgramVersionName
ACDLabs 10.04 methyl 2-{[(4-methylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoate
OpenEye OEToolkits 1.5.0 methyl 2-[(4-methylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate

Formula

C14 H14 N4 O5 S

Formal charge

0

Molecular weight

350.35 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(Nc1nc(ccn1)C)NS(=O)(=O)c2ccccc2C(=O)OC
SMILES CACTVS 3.341 COC(=O)c1ccccc1[S](=O)(=O)NC(=O)Nc2nccc(C)n2
SMILES OpenEye OEToolkits 1.5.0 Cc1ccnc(n1)NC(=O)NS(=O)(=O)c2ccccc2C(=O)OC
Canonical SMILES CACTVS 3.341 COC(=O)c1ccccc1[S](=O)(=O)NC(=O)Nc2nccc(C)n2
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1ccnc(n1)NC(=O)NS(=O)(=O)c2ccccc2C(=O)OC

IUPAC InChI

InChI=1S/C14H14N4O5S/c1-9-7-8-15-13(16-9)17-14(20)18-24(21,22)11-6-4-3-5-10(11)12(19)23-2/h3-8H,1-2H3,(H2,15,16,17,18,20)

IUPAC InChI key

VGBNSONMEGTIDX-UHFFFAOYSA-N
2SM

wwPDB Information

Atom count

38 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-10-06

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



2SM : Atoms of Molecule

Total Number of Atoms: 38
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C24 C C24 N N N 0 -3.164 -3.786 -0.311
2 O23 O O23 N N N 0 -3.092 -2.513 -1.006
3 C22 C C22 N N N 0 -2.568 -1.475 -0.328
4 O25 O O25 N N N 0 -2.095 -1.648 0.778
5 C4 C C4 N Y N 0 -2.567 -0.125 -0.928
6 C3 C C3 N Y N 0 -2.984 0.056 -2.248
7 C2 C C2 N Y N 0 -2.981 1.319 -2.802
8 C1 C C1 N Y N 0 -2.565 2.405 -2.053
9 C6 C C6 N Y N 0 -2.15 2.234 -0.744
10 C5 C C5 N Y N 0 -2.154 0.977 -0.176
11 S7 S S7 N N N 0 -1.633 0.761 1.494
12 O18 O O18 N N N 0 -1.17 2.03 1.936
13 O17 O O17 N N N 0 -2.668 0.041 2.147
14 N8 N N8 N N N 0 -0.312 -0.237 1.47
15 C9 C C9 N N N 0 0.821 0.159 0.856
16 O20 O O20 N N N 0 0.904 1.283 0.4
17 N10 N N10 N N N 0 1.861 -0.691 0.747
18 C11 C C11 N Y N 0 3.063 -0.252 0.208
19 N12 N N12 N Y N 0 4.041 -1.124 0.013
20 C13 C C13 N Y N 0 5.198 -0.739 -0.5
21 C28 C C28 N N N 0 6.305 -1.738 -0.719
22 C14 C C14 N Y N 0 5.38 0.594 -0.833
23 C15 C C15 N Y N 0 4.336 1.479 -0.616
24 N16 N N16 N Y N 0 3.203 1.027 -0.105
25 H24 H H24 N N N 0 -2.156 -4.142 -0.1
26 H24A H H24A N N N 0 -3.708 -3.659 0.625
27 H24B H H24B N N N 0 -3.683 -4.513 -0.937
28 H3 H H3 N N N 0 -3.308 -0.791 -2.834
29 H2 H H2 N N N 0 -3.303 1.46 -3.823
30 H1 H H1 N N N 0 -2.564 3.392 -2.492
31 H6 H H6 N N N 0 -1.827 3.086 -0.165
32 HN8 H HN8 N N N 0 -0.353 -1.106 1.897
33 HN10 H HN10 N N N 0 1.77 -1.609 1.046
34 H28 H H28 N N N 0 6.215 -2.167 -1.717
35 H28A H H28A N N N 0 7.269 -1.239 -0.622
36 H28B H H28B N N N 0 6.231 -2.532 0.025
37 H14 H H14 N N N 0 6.315 0.935 -1.253
38 H15 H H15 N N N 0 4.445 2.525 -0.864



2SM : Chemical Bonds

Total Number of Bonds: 39
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C24 O23 C O sing 1.45 N N
2 O23 C22 O C sing 1.35 N N
3 C22 O25 C O doub 1.22 N N
4 C22 C4 C C sing 1.48 N N
5 C4 C3 C C doub 1.4 N Y
6 C4 C5 C C sing 1.4 N Y
7 C3 C2 C C sing 1.38 N Y
8 C2 C1 C C doub 1.38 N Y
9 C1 C6 C C sing 1.38 N Y
10 C6 C5 C C doub 1.38 N Y
11 C5 S7 C S sing 1.76 N N
12 S7 O18 S O doub 1.42 N N
13 S7 O17 S O doub 1.42 N N
14 S7 N8 S N sing 1.66 N N
15 N8 C9 N C sing 1.35 N N
16 C9 O20 C O doub 1.22 N N
17 C9 N10 C N sing 1.35 N N
18 N10 C11 N C sing 1.39 N N
19 C11 N12 C N doub 1.32 N Y
20 C11 N16 C N sing 1.32 N Y
21 N12 C13 N C sing 1.32 N Y
22 C13 C28 C C sing 1.51 N N
23 C13 C14 C C doub 1.39 N Y
24 C14 C15 C C sing 1.39 N Y
25 C15 N16 C N doub 1.32 N Y
26 C24 H24 C H sing 1.09 N N
27 C24 H24A C H sing 1.09 N N
28 C24 H24B C H sing 1.09 N N
29 C3 H3 C H sing 1.08 N N
30 C2 H2 C H sing 1.08 N N
31 C1 H1 C H sing 1.08 N N
32 C6 H6 C H sing 1.08 N N
33 N8 HN8 N H sing 0.97 N N
34 N10 HN10 N H sing 0.97 N N
35 C28 H28 C H sing 1.09 N N
36 C28 H28A C H sing 1.09 N N
37 C28 H28B C H sing 1.09 N N
38 C14 H14 C H sing 1.08 N N
39 C15 H15 C H sing 1.08 N N



2SM : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
2SM 3ea4 Open in New Window Bound ligand 1 1