Chemical Components in the PDB

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1SM : Summary

Code

1SM

One-letter code

X

Molecule name

METHYL 2-[({[(4,6-DIMETHYLPYRIMIDIN-2-YL)AMINO]CARBONYL}AMINO)SULFONYL]BENZOATE

Synonyms

SULFOMETURON METHYL

Systematic names

ProgramVersionName
ACDLabs 10.04 methyl 2-{[(4,6-dimethylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoate
OpenEye OEToolkits 1.5.0 methyl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate

Formula

C15 H16 N4 O5 S

Formal charge

0

Molecular weight

364.376 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(Nc1nc(cc(n1)C)C)NS(=O)(=O)c2ccccc2C(=O)OC
SMILES CACTVS 3.341 COC(=O)c1ccccc1[S](=O)(=O)NC(=O)Nc2nc(C)cc(C)n2
SMILES OpenEye OEToolkits 1.5.0 Cc1cc(nc(n1)NC(=O)NS(=O)(=O)c2ccccc2C(=O)OC)C
Canonical SMILES CACTVS 3.341 COC(=O)c1ccccc1[S](=O)(=O)NC(=O)Nc2nc(C)cc(C)n2
Canonical SMILES OpenEye OEToolkits 1.5.0 Cc1cc(nc(n1)NC(=O)NS(=O)(=O)c2ccccc2C(=O)OC)C

IUPAC InChI

InChI=1S/C15H16N4O5S/c1-9-8-10(2)17-14(16-9)18-15(21)19-25(22,23)12-7-5-4-6-11(12)13(20)24-3/h4-8H,1-3H3,(H2,16,17,18,19,21)

IUPAC InChI key

ZDXMLEQEMNLCQG-UHFFFAOYSA-N
1SM

wwPDB Information

Atom count

41 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2004-07-01

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



1SM : Atoms of Molecule

Total Number of Atoms: 41
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C4 N Y N 0 -3.076 -0.815 -2.491
2 C5 C C5 N Y N 0 -2.439 -1.97 -2.91
3 C6 C C6 N Y N 0 -1.063 -2.008 -3.003
4 C1 C C1 N Y N 0 -0.313 -0.877 -2.675
5 C2 C C2 N Y N 0 -0.962 0.282 -2.248
6 C3 C C3 N Y N 0 -2.338 0.308 -2.165
7 S7 S S7 N N N 0 -0.025 1.715 -1.831
8 N8 N N8 N N N 0 0.937 1.32 -0.543
9 C9 C C9 N N N 0 0.379 0.936 0.621
10 N10 N N10 N N N 0 1.156 0.711 1.699
11 C2' C C2' N Y N 0 0.596 0.211 2.867
12 N1' N N1' N Y N 0 -0.682 -0.132 2.875
13 C6' C C6' N Y N 0 -1.246 -0.617 3.969
14 C5' C C5' N Y N 0 -0.483 -0.752 5.119
15 C4' C C4' N Y N 0 0.85 -0.377 5.077
16 N3' N N3' N Y N 0 1.352 0.094 3.948
17 O7A O O7A N N N 0 0.859 1.929 -2.923
18 O7B O O7B N N N 0 -0.963 2.66 -1.336
19 O9 O O9 N N N 0 -0.825 0.792 0.7
20 C11 C C11 N N N 0 1.16 -0.91 -2.772
21 O12 O O12 N N N 0 1.776 -1.987 -3.299
22 C13 C C13 N N N 0 3.226 -2.067 -3.295
23 O11 O O11 N N N 0 1.816 0.032 -2.378
24 C8' C C8' N N N 0 1.717 -0.506 6.303
25 C7' C C7' N N N 0 -2.7 -1.011 3.968
26 H4 H H4 N N N 0 -4.153 -0.791 -2.419
27 H5 H H5 N N N 0 -3.02 -2.844 -3.164
28 H6 H H6 N N N 0 -0.568 -2.91 -3.331
29 H3 H H3 N N N 0 -2.842 1.207 -1.839
30 HN8 H HN8 N N N 0 1.902 1.365 -0.627
31 H10 H H10 N N N 0 2.107 0.898 1.659
32 H5' H H5' N N N 0 -0.919 -1.141 6.027
33 H131 H 1H13 N N N 0 3.536 -3.039 -3.678
34 H132 H 2H13 N N N 0 3.635 -1.28 -3.928
35 H133 H 3H13 N N N 0 3.594 -1.943 -2.277
36 H8'1 H 1H8' N N N 0 1.667 0.415 6.882
37 H8'2 H 2H8' N N N 0 1.363 -1.338 6.912
38 H8'3 H 3H8' N N N 0 2.748 -0.69 6.001
39 H7'1 H 1H7' N N N 0 -3.315 -0.133 4.164
40 H7'2 H 2H7' N N N 0 -2.962 -1.428 2.995
41 H7'3 H 3H7' N N N 0 -2.875 -1.758 4.742



1SM : Chemical Bonds

Total Number of Bonds: 42
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C5 C C doub 1.38 N Y
2 C4 C3 C C sing 1.38 N Y
3 C4 H4 C H sing 1.08 N N
4 C5 C6 C C sing 1.38 N Y
5 C5 H5 C H sing 1.08 N N
6 C6 C1 C C doub 1.4 N Y
7 C6 H6 C H sing 1.08 N N
8 C1 C2 C C sing 1.4 N Y
9 C1 C11 C C sing 1.48 N N
10 C2 C3 C C doub 1.38 N Y
11 C2 S7 C S sing 1.76 N N
12 C3 H3 C H sing 1.08 N N
13 S7 N8 S N sing 1.66 N N
14 S7 O7A S O doub 1.42 N N
15 S7 O7B S O doub 1.42 N N
16 N8 C9 N C sing 1.35 N N
17 N8 HN8 N H sing 0.97 N N
18 C9 N10 C N sing 1.35 N N
19 C9 O9 C O doub 1.22 N N
20 N10 C2' N C sing 1.39 N N
21 N10 H10 N H sing 0.97 N N
22 C2' N1' C N doub 1.32 N Y
23 C2' N3' C N sing 1.32 N Y
24 N1' C6' N C sing 1.32 N Y
25 C6' C5' C C doub 1.39 N Y
26 C6' C7' C C sing 1.51 N N
27 C5' C4' C C sing 1.39 N Y
28 C5' H5' C H sing 1.08 N N
29 C4' N3' C N doub 1.32 N Y
30 C4' C8' C C sing 1.51 N N
31 C11 O12 C O sing 1.35 N N
32 C11 O11 C O doub 1.21 N N
33 O12 C13 O C sing 1.45 N N
34 C13 H131 C H sing 1.09 N N
35 C13 H132 C H sing 1.09 N N
36 C13 H133 C H sing 1.09 N N
37 C8' H8'1 C H sing 1.09 N N
38 C8' H8'2 C H sing 1.09 N N
39 C8' H8'3 C H sing 1.09 N N
40 C7' H7'1 C H sing 1.09 N N
41 C7' H7'2 C H sing 1.09 N N
42 C7' H7'3 C H sing 1.09 N N



1SM : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
1SM 1t9c Open in New Window Bound ligand 2 1
1SM 1yi0 Open in New Window Bound ligand 1 1
1SM 6dep Open in New Window Bound ligand 1 1
1SM 8iw6 Open in New Window Bound ligand 2 1