Chemical Components in the PDB

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AL2 : Summary

Code

AL2

One-letter code

X

Molecule name

3,4-DIHYDRO-4-HYDROXY-2-(4-METHOXYPHENYL)-2H-THIENO[3,2-E]-1,2-THIAZINE-6-SULFONAMIDE-1,1-DIOXIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 (4R)-4-hydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide
OpenEye OEToolkits 1.5.0 (2S,4R)-4-hydroxy-2-(4-methoxyphenyl)-1,1-dioxo-3,4-dihydrothieno[4,5-e][1,2]thiazine-6-sulfonamide

Formula

C13 H14 N2 O6 S3

Formal charge

0

Molecular weight

390.455 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=S(=O)(c1sc3c(c1)C(O)CN(c2ccc(OC)cc2)S3(=O)=O)N
SMILES CACTVS 3.341 COc1ccc(cc1)N2C[CH](O)c3cc(sc3[S]2(=O)=O)[S](N)(=O)=O
SMILES OpenEye OEToolkits 1.5.0 COc1ccc(cc1)N2CC(c3cc(sc3S2(=O)=O)S(=O)(=O)N)O
Canonical SMILES CACTVS 3.341 COc1ccc(cc1)N2C[C@H](O)c3cc(sc3[S]2(=O)=O)[S](N)(=O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 COc1ccc(cc1)[N@@]2C[C@@H](c3cc(sc3S2(=O)=O)S(=O)(=O)N)O

IUPAC InChI

InChI=1S/C13H14N2O6S3/c1-21-9-4-2-8(3-5-9)15-7-11(16)10-6-12(23(14,17)18)22-13(10)24(15,19)20/h2-6,11,16H,7H2,1H3,(H2,14,17,18)/t11-/m0/s1

IUPAC InChI key

ZWTSOJQGEWPWGO-NSHDSACASA-N
AL2

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

1999-07-08

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



AL2 : 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 C3 C C3 N Y N 0 0.106 -0.177 -3.448
2 O5 O O5 N N N 0 2.706 1.56 -0.69
3 C9 C C9 N N N 0 1.028 1.541 1.024
4 C10 C C10 R N N 0 1.669 0.764 -0.114
5 C11 C C11 N Y N 0 -0.027 0.312 2.955
6 C12 C C12 N Y N 0 -1.198 0.18 3.691
7 C13 C C13 N Y N 0 -1.147 -0.283 4.991
8 C14 C C14 N Y N 0 0.071 -0.619 5.561
9 C15 C C15 N Y N 0 1.241 -0.482 4.828
10 C16 C C16 N Y N 0 1.192 -0.023 3.527
11 O1A O O1A N N N 0 1.519 0.119 -5.545
12 O2A O O2A N N N 0 -0.961 -0.298 -5.757
13 N21 N N21 N N N 0 0.596 -2.146 -5.311
14 S1 S S1 N N N 0 0.31 -0.522 -5.164
15 C4 C C4 N Y N 0 1.039 0.163 -2.53
16 C5 C C5 N Y N 0 0.672 0.396 -1.201
17 C6 C C6 N Y N 0 -0.655 0.266 -0.928
18 S2 S S2 N Y N 0 -1.389 -0.185 -2.468
19 S7 S S7 N N N 0 -1.397 0.519 0.637
20 O3B O O3B N N N 0 -2.092 1.757 0.557
21 O4B O O4B N N N 0 -1.955 -0.728 1.025
22 N8 N N8 N N N 0 -0.078 0.782 1.638
23 O6 O O6 N N N 0 0.12 -1.076 6.841
24 C17 C C17 N N N 0 1.495 -1.331 7.136
25 HO5 H HO5 N N N 0 3.092 1.04 -1.408
26 H91 H 1H9 N N N 0 0.642 2.485 0.639
27 H13 H H13 N N N 0 -2.057 -0.386 5.563
28 H92 H 2H9 N N N 0 1.782 1.749 1.783
29 H10 H H10 N N N 0 2.108 -0.149 0.286
30 H12 H H12 N N N 0 -2.147 0.441 3.247
31 H15 H H15 N N N 0 2.19 -0.743 5.273
32 H16 H H16 N N N 0 2.103 0.079 2.956
33 HNL1 H 1HNL N N N 0 0.737 -2.536 -6.188
34 HNL2 H 2HNL N N N 0 0.624 -2.707 -4.521
35 H4 H H4 N N N 0 2.074 0.257 -2.825
36 H171 H 1H17 N N N 0 1.584 -1.702 8.157
37 H172 H 2H17 N N N 0 1.882 -2.078 6.443
38 H173 H 3H17 N N N 0 2.066 -0.409 7.033



AL2 : Chemical Bonds

Total Number of Bonds: 40
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3 S1 C S sing 1.76 N N
2 C3 C4 C C doub 1.35 N Y
3 C3 S2 C S sing 1.79 N Y
4 O5 C10 O C sing 1.43 N N
5 O5 HO5 O H sing 0.97 N N
6 C9 C10 C C sing 1.52 N N
7 C9 N8 C N sing 1.48 N N
8 C9 H91 C H sing 1.09 N N
9 C9 H92 C H sing 1.09 N N
10 C10 C5 C C sing 1.52 N N
11 C10 H10 C H sing 1.09 N N
12 C11 C12 C C doub 1.39 N Y
13 C11 C16 C C sing 1.39 N Y
14 C11 N8 C N sing 1.4 N N
15 C12 C13 C C sing 1.38 N Y
16 C12 H12 C H sing 1.08 N N
17 C13 C14 C C doub 1.39 N Y
18 C13 H13 C H sing 1.08 N N
19 C14 C15 C C sing 1.39 N Y
20 C14 O6 C O sing 1.36 N N
21 C15 C16 C C doub 1.38 N Y
22 C15 H15 C H sing 1.08 N N
23 C16 H16 C H sing 1.08 N N
24 O1A S1 O S doub 1.42 N N
25 O2A S1 O S doub 1.42 N N
26 N21 S1 N S sing 1.66 N N
27 N21 HNL1 N H sing 0.97 N N
28 N21 HNL2 N H sing 0.97 N N
29 C4 C5 C C sing 1.4 N Y
30 C4 H4 C H sing 1.08 N N
31 C5 C6 C C doub 1.36 N Y
32 C6 S2 C S sing 1.76 N Y
33 C6 S7 C S sing 1.75 N N
34 S7 O3B S O doub 1.42 N N
35 S7 O4B S O doub 1.42 N N
36 S7 N8 S N sing 1.68 N N
37 O6 C17 O C sing 1.43 N N
38 C17 H171 C H sing 1.09 N N
39 C17 H172 C H sing 1.09 N N
40 C17 H173 C H sing 1.09 N N



AL2 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
AL2 1bnt Open in New Window Bound ligand 1 1