Chemical Components in the PDB

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RQR : Summary

Code

RQR

One-letter code

X

Molecule name

(1S,4R)-4-[(thieno[2,3-d]pyrimidine-4-carbonyl)amino]cyclopent-2-ene-1-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (1S,4R)-4-[(thieno[2,3-d]pyrimidine-4-carbonyl)amino]cyclopent-2-ene-1-carboxylic acid
OpenEye OEToolkits 2.0.7 (1~{S},4~{R})-4-(thieno[2,3-d]pyrimidin-4-ylcarbonylamino)cyclopent-2-ene-1-carboxylic acid

Formula

C13 H11 N3 O3 S

Formal charge

0

Molecular weight

289.31 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C1C=CC(C1)NC(=O)c1ncnc2sccc12
SMILES CACTVS 3.385 OC(=O)[CH]1C[CH](NC(=O)c2ncnc3sccc23)C=C1
SMILES OpenEye OEToolkits 2.0.7 c1csc2c1c(ncn2)C(=O)NC3CC(C=C3)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)[C@H]1C[C@@H](NC(=O)c2ncnc3sccc23)C=C1
Canonical SMILES OpenEye OEToolkits 2.0.7 c1csc2c1c(ncn2)C(=O)N[C@@H]3C[C@@H](C=C3)C(=O)O

IUPAC InChI

InChI=1S/C13H11N3O3S/c17-11(16-8-2-1-7(5-8)13(18)19)10-9-3-4-20-12(9)15-6-14-10/h1-4,6-8H,5H2,(H,16,17)(H,18,19)/t7-,8+/m1/s1

IUPAC InChI key

QXCOOMUNLBGYCR-SFYZADRCSA-N
RQR

wwPDB Information

Atom count

31 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-06-23

Last modified at

2022-07-01

Status

Released

Obsoleted

Not Assigned



RQR : Atoms of Molecule

Total Number of Atoms: 31
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 0.885 0.085 0.325
2 S1 S S1 N Y N 0 -5.417 -0.203 -0.181
3 C13 C C1 N Y N 0 -2.453 2.492 -0.192
4 O2 O O1 N N N 0 5.308 1.604 0.337
5 C12 C C2 N Y N 0 -3.917 0.712 -0.143
6 C11 C C3 N Y N 0 -4.573 -1.724 0.039
7 O3 O O2 N N N 0 6.561 0.123 -0.722
8 C10 C C4 N Y N 0 -3.267 -1.544 0.132
9 C9 C C5 N Y N 0 -2.834 -0.168 0.035
10 C8 C C6 N Y N 0 -1.535 0.398 0.09
11 C7 C C7 N N N 0 -0.345 -0.465 0.275
12 C6 C C8 N N N 0 3.848 -1.177 -0.931
13 C5 C C9 N N N 0 2.549 -1.276 -0.835
14 C4 C C10 R N N 0 2.062 -0.768 0.502
15 C3 C C11 N N N 0 3.244 0.054 1.065
16 C2 C C12 S N N 0 4.442 -0.588 0.327
17 C1 C C13 N N N 0 5.468 0.46 -0.019
18 O1 O O3 N N N 0 -0.477 -1.668 0.38
19 N2 N N2 N Y N 0 -3.679 2.019 -0.25
20 N3 N N3 N Y N 0 -1.404 1.713 -0.027
21 H7 H H1 N N N 0 0.99 1.046 0.241
22 H10 H H2 N N N 0 -2.301 3.558 -0.283
23 H9 H H3 N N N 0 -5.06 -2.687 0.092
24 H11 H H4 N N N 0 7.191 0.83 -0.92
25 H8 H H5 N N N 0 -2.576 -2.363 0.27
26 H6 H H6 N N N 0 4.422 -1.481 -1.793
27 H5 H H7 N N N 0 1.908 -1.668 -1.611
28 H2 H H8 N N N 0 1.829 -1.603 1.163
29 H3 H H9 N N N 0 3.145 1.108 0.807
30 H4 H H10 N N N 0 3.333 -0.077 2.143
31 H1 H H11 N N N 0 4.89 -1.371 0.939



RQR : Chemical Bonds

Total Number of Bonds: 33
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C6 C5 C C doub 1.31 N N
2 C6 C2 C C sing 1.51 N N
3 C5 C4 C C sing 1.51 N N
4 C3 C2 C C sing 1.55 N N
5 C3 C4 C C sing 1.55 N N
6 C2 C1 C C sing 1.51 N N
7 C4 N1 C N sing 1.46 N N
8 O1 C7 O C doub 1.21 N N
9 C1 O2 C O doub 1.21 N N
10 C1 O3 C O sing 1.34 N N
11 N1 C7 N C sing 1.35 N N
12 C7 C8 C C sing 1.48 N N
13 C8 C9 C C doub 1.42 N Y
14 C8 N3 C N sing 1.33 N Y
15 C10 C9 C C sing 1.45 N Y
16 C10 C11 C C doub 1.32 N Y
17 C9 C12 C C sing 1.41 N Y
18 N3 C13 N C doub 1.32 N Y
19 C11 S1 C S sing 1.75 N Y
20 C13 N2 C N sing 1.32 N Y
21 C12 N2 C N doub 1.33 N Y
22 C12 S1 C S sing 1.76 N Y
23 N1 H7 N H sing 0.97 N N
24 C13 H10 C H sing 1.08 N N
25 C11 H9 C H sing 1.08 N N
26 O3 H11 O H sing 0.97 N N
27 C10 H8 C H sing 1.08 N N
28 C6 H6 C H sing 1.08 N N
29 C5 H5 C H sing 1.08 N N
30 C4 H2 C H sing 1.09 N N
31 C3 H3 C H sing 1.09 N N
32 C3 H4 C H sing 1.09 N N
33 C2 H1 C H sing 1.09 N N



RQR : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
RQR 5ssk Open in New Window Bound ligand 1 1