Chemical Components in the PDB

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SMS : Summary

Code

SMS

One-letter code

X

Molecule name

SULFAMIC ACID 2,3-O-(1-METHYLETHYLIDENE)-4,5-O-SULFONYL-BETA-FRUCTOPYRANOSE ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 [(3aR,5aS,8aS,8bS)-7,7-dimethyl-2,2-dioxidotetrahydro-5aH-[1,3,2]dioxathiolo[4,5-d][1,3]dioxolo[4,5-b]pyran-5a-yl]methyl sulfamate

Formula

C9 H15 N O10 S2

Formal charge

0

Molecular weight

361.346 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=S(=O)(OCC12OCC3OS(=O)(=O)OC3C2OC(O1)(C)C)N
SMILES CACTVS 3.341 CC1(C)O[CH]2[CH]3O[S](=O)(=O)O[CH]3CO[C]2(CO[S](N)(=O)=O)O1
SMILES OpenEye OEToolkits 1.5.0 CC1(OC2C3C(COC2(O1)COS(=O)(=O)N)OS(=O)(=O)O3)C
Canonical SMILES CACTVS 3.341 CC1(C)O[C@H]2[C@@H]3O[S](=O)(=O)O[C@@H]3CO[C@@]2(CO[S](N)(=O)=O)O1
Canonical SMILES OpenEye OEToolkits 1.5.0 CC1(O[C@H]2[C@H]3[C@@H](CO[C@]2(O1)COS(=O)(=O)N)OS(=O)(=O)O3)C

IUPAC InChI

InChI=1S/C9H15NO10S2/c1-8(2)17-7-6-5(18-22(13,14)19-6)3-15-9(7,20-8)4-16-21(10,11)12/h5-7H,3-4H2,1-2H3,(H2,10,11,12)/t5-,6-,7+,9+/m1/s1

IUPAC InChI key

GGOAQSGCBDRTHT-JAKMQLQISA-N
SMS

wwPDB Information

Atom count

37 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2000-04-12

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



SMS : Atoms of Molecule

Total Number of Atoms: 37
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 S2 S S2 N N N 0 -0.891 -0.177 -3.751
2 N1 N N1 N N N 0 -2.528 0.069 -3.757
3 O10 O O10 N N N 0 -0.401 0.454 -4.926
4 O9 O O9 N N N 0 -0.707 -1.546 -3.416
5 O8 O O8 N N N 0 -0.315 0.614 -2.586
6 C1 C C1 N N N 0 -0.325 -0.253 -1.451
7 C2 C C2 S N N 0 0.243 0.485 -0.238
8 C5 C C5 R N N 0 0.015 1.419 2.436
9 C3 C C3 S N N 0 0.525 -0.519 0.889
10 C4 C C4 S N N 0 0.894 0.178 2.203
11 C6 C C6 N N N 0 -0.075 2.279 1.186
12 O3 O O3 N N N 0 -0.634 1.52 0.12
13 O5 O O5 N N N 0 -1.286 0.873 2.808
14 S1 S S1 N N N 0 -1.011 -0.521 3.385
15 O7 O O7 N N N 0 -1.589 -1.443 2.471
16 O6 O O6 N N N 0 -1.299 -0.435 4.774
17 O4 O O4 N N N 0 0.509 -0.719 3.281
18 O2 O O2 N N N 0 1.743 -1.155 0.415
19 C7 C C7 N N N 0 2.385 -0.22 -0.464
20 C9 C C9 N N N 0 3.753 0.163 0.104
21 C8 C C8 N N N 0 2.562 -0.852 -1.846
22 O1 O O1 N N N 0 1.557 0.955 -0.57
23 HN11 H 1HN1 N N N 0 -3.08 -0.356 -4.431
24 HN12 H 2HN1 N N N 0 -2.935 0.638 -3.085
25 HC11 H 1HC1 N N N 0 0.284 -1.132 -1.661
26 HC12 H 2HC1 N N N 0 -1.348 -0.564 -1.24
27 HC3 H HC3 N N N 0 -0.289 -1.231 1.019
28 HC4 H HC4 N N N 0 1.955 0.424 2.242
29 HC5 H HC5 N N N 0 0.416 2.008 3.26
30 HC61 H 1HC6 N N N 0 -0.708 3.144 1.387
31 HC62 H 2HC6 N N N 0 0.921 2.618 0.906
32 HC91 H 1HC9 N N N 0 4.378 -0.726 0.178
33 HC92 H 2HC9 N N N 0 4.23 0.888 -0.555
34 HC83 H 3HC8 N N N 0 1.653 -1.388 -2.119
35 HC93 H 3HC9 N N N 0 3.625 0.601 1.093
36 HC81 H 1HC8 N N N 0 2.757 -0.07 -2.58
37 HC82 H 2HC8 N N N 0 3.401 -1.547 -1.823



SMS : 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 S2 N1 S N sing 1.66 N N
2 S2 O10 S O doub 1.42 N N
3 S2 O9 S O doub 1.42 N N
4 S2 O8 S O sing 1.52 N N
5 N1 HN11 N H sing 0.97 N N
6 N1 HN12 N H sing 0.97 N N
7 O8 C1 O C sing 1.43 N N
8 C1 C2 C C sing 1.53 N N
9 C1 HC11 C H sing 1.09 N N
10 C1 HC12 C H sing 1.09 N N
11 C2 C3 C C sing 1.54 N N
12 C2 O3 C O sing 1.4 N N
13 C2 O1 C O sing 1.43 N N
14 C3 C4 C C sing 1.53 N N
15 C3 O2 C O sing 1.45 N N
16 C3 HC3 C H sing 1.09 N N
17 C4 C5 C C sing 1.54 N N
18 C4 O4 C O sing 1.45 N N
19 C4 HC4 C H sing 1.09 N N
20 C5 C6 C C sing 1.52 N N
21 C5 O5 C O sing 1.46 N N
22 C5 HC5 C H sing 1.09 N N
23 C6 O3 C O sing 1.42 N N
24 C6 HC61 C H sing 1.09 N N
25 C6 HC62 C H sing 1.09 N N
26 O5 S1 O S sing 1.53 N N
27 S1 O7 S O doub 1.42 N N
28 S1 O6 S O doub 1.42 N N
29 S1 O4 S O sing 1.54 N N
30 O2 C7 O C sing 1.43 N N
31 C7 C9 C C sing 1.53 N N
32 C7 C8 C C sing 1.53 N N
33 C7 O1 C O sing 1.44 N N
34 C9 HC91 C H sing 1.09 N N
35 C9 HC92 C H sing 1.09 N N
36 C9 HC93 C H sing 1.09 N N
37 C8 HC81 C H sing 1.09 N N
38 C8 HC82 C H sing 1.09 N N
39 C8 HC83 C H sing 1.09 N N



SMS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
SMS 1eou Open in New Window Bound ligand 1 1