Chemical Components in the PDB

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OTQ : Summary

Code

OTQ

One-letter code

X

Molecule name

(2~{S})-2-(5-nitrofuran-2-yl)-2,3,5,6,7,8-hexahydro-1~{H}-[1]benzothiolo[2,3-d]pyrimidin-4-one

Systematic names

ProgramVersionName
OpenEye OEToolkits 3.1.0.0 (2~{S})-2-(5-nitrofuran-2-yl)-2,3,5,6,7,8-hexahydro-1~{H}-[1]benzothiolo[2,3-d]pyrimidin-4-one

Formula

C14 H13 N3 O4 S

Formal charge

0

Molecular weight

319.336 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 [O-][N+](=O)c1oc(cc1)[CH]2NC(=O)c3c(N2)sc4CCCCc34
SMILES OpenEye OEToolkits 3.1.0.0 c1cc(oc1C2Nc3c(c4c(s3)CCCC4)C(=O)N2)[N+](=O)[O-]
Canonical SMILES CACTVS 3.385 [O-][N+](=O)c1oc(cc1)[C@H]2NC(=O)c3c(N2)sc4CCCCc34
Canonical SMILES OpenEye OEToolkits 3.1.0.0 c1cc(oc1[C@@H]2Nc3c(c4c(s3)CCCC4)C(=O)N2)[N+](=O)[O-]

IUPAC InChI

InChI=1S/C14H14N3O4S/c18-13-11-7-3-1-2-4-9(7)22-14(11)16-12(15-13)8-5-6-10(21-8)17(19)20/h5-6,12,16,19H,1-4H2,(H,15,18)/t12-/m0/s1

IUPAC InChI key

MOKSPNCNIWVHBB-LBPRGKRZSA-N
OTQ

wwPDB Information

Atom count

35 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2020-04-04

Last modified at

2022-05-02

Status

Released

Obsoleted

Not Assigned



OTQ : Atoms of Molecule

Total Number of Atoms: 35
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 1.499 -0.806 0.28
2 C2 C C2 N Y N 0 2.537 0.045 -0.265
3 C3 C C3 N Y N 0 2.622 1.221 0.369
4 C4 C C4 N N N 0 3.615 2.312 0.017
5 C5 C C5 N N N 0 4.726 1.709 -0.848
6 C6 C C6 N N N 0 4.09 0.916 -1.993
7 C7 C C7 N N N 0 3.436 -0.346 -1.428
8 N1 N N1 N N N 0 -0.213 -0.896 1.975
9 N2 N N2 N N N 1 -4.252 1.469 -0.5
10 C8 C C8 N N N 0 1.125 -2.167 -0.159
11 C10 C C9 N Y N 0 -1.936 -1.206 0.293
12 N N N3 N N N 0 -0.016 -2.683 0.35
13 C C C10 N Y N 0 0.821 -0.216 1.337
14 O O O1 N N N 0 1.812 -2.794 -0.944
15 C11 C C11 N Y N 0 -2.355 -1.633 -0.912
16 C12 C C12 N Y N 0 -3.289 -0.682 -1.382
17 C13 C C13 N Y N 0 -3.386 0.269 -0.436
18 C9 C C14 S N N 0 -0.933 -1.903 1.175
19 O1 O O2 N Y N 0 -2.56 -0.051 0.574
20 O2 O O3 N N N -1 -4.959 1.658 -1.473
21 O3 O O4 N N N 0 -4.256 2.266 0.421
22 S S S1 N Y N 0 1.432 1.33 1.657
23 H1 H H1 N N N 0 3.109 3.102 -0.538
24 H2 H H2 N N N 0 4.046 2.723 0.93
25 H3 H H3 N N N 0 5.344 2.508 -1.256
26 H4 H H4 N N N 0 5.34 1.044 -0.241
27 H5 H H5 N N N 0 3.334 1.529 -2.485
28 H6 H H6 N N N 0 4.859 0.637 -2.714
29 H7 H H7 N N N 0 4.208 -1.032 -1.078
30 H8 H H8 N N N 0 2.841 -0.828 -2.203
31 H9 H H9 N N N 0 -0.449 -0.716 2.899
32 H10 H H10 N N N 0 -0.234 -3.609 0.16
33 H11 H H11 N N N 0 -2.038 -2.531 -1.423
34 H12 H H12 N N N 0 -3.823 -0.713 -2.32
35 H13 H H13 N N N 0 -1.46 -2.581 1.847



OTQ : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C4 C5 C C sing 1.53 N N
2 C4 C3 C C sing 1.52 N N
3 S C3 S C sing 1.76 N Y
4 S C S C sing 1.69 N Y
5 C5 C6 C C sing 1.53 N N
6 C3 C2 C C doub 1.34 N Y
7 O3 N2 O N doub 1.22 N N
8 C N1 C N sing 1.39 N N
9 C C1 C C doub 1.39 N Y
10 C6 C7 C C sing 1.53 N N
11 C2 C1 C C sing 1.45 N Y
12 C2 C7 C C sing 1.52 N N
13 N1 C9 N C sing 1.47 N N
14 N2 O2 N O sing 1.22 N N
15 N2 C13 N C sing 1.48 N N
16 O1 C13 O C sing 1.34 N Y
17 O1 C10 O C sing 1.34 N Y
18 C1 C8 C C sing 1.48 N N
19 C13 C12 C C doub 1.34 N Y
20 C9 C10 C C sing 1.51 N N
21 C9 N C N sing 1.46 N N
22 C10 C11 C C doub 1.35 N Y
23 C8 N C N sing 1.35 N N
24 C8 O C O doub 1.22 N N
25 C12 C11 C C sing 1.41 N Y
26 C4 H1 C H sing 1.09 N N
27 C4 H2 C H sing 1.09 N N
28 C5 H3 C H sing 1.09 N N
29 C5 H4 C H sing 1.09 N N
30 C6 H5 C H sing 1.09 N N
31 C6 H6 C H sing 1.09 N N
32 C7 H7 C H sing 1.09 N N
33 C7 H8 C H sing 1.09 N N
34 N1 H9 N H sing 0.97 N N
35 N H10 N H sing 0.97 N N
36 C11 H11 C H sing 1.08 N N
37 C12 H12 C H sing 1.08 N N
38 C9 H13 C H sing 1.09 N N



OTQ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
OTQ 6yje Open in New Window Bound ligand 1 1
OTQ 6yjf Open in New Window Bound ligand 1 1