Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

QXS : Summary

Code

QXS

One-letter code

X

Molecule name

(1S,2R)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclohexan-1-ol

Systematic names

ProgramVersionName
ACDLabs 12.01 (1S,2R)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclohexan-1-ol
OpenEye OEToolkits 2.0.7 (1~{S},2~{R})-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)cyclohexan-1-ol

Formula

C12 H16 N4 O

Formal charge

0

Molecular weight

232.282 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 OC1CCCCC1Nc1ncnc2[NH]ccc21
SMILES CACTVS 3.385 O[CH]1CCCC[CH]1Nc2ncnc3[nH]ccc23
SMILES OpenEye OEToolkits 2.0.7 c1c[nH]c2c1c(ncn2)NC3CCCCC3O
Canonical SMILES CACTVS 3.385 O[C@H]1CCCC[C@H]1Nc2ncnc3[nH]ccc23
Canonical SMILES OpenEye OEToolkits 2.0.7 c1c[nH]c2c1c(ncn2)N[C@@H]3CCCC[C@@H]3O

IUPAC InChI

InChI=1S/C12H16N4O/c17-10-4-2-1-3-9(10)16-12-8-5-6-13-11(8)14-7-15-12/h5-7,9-10,17H,1-4H2,(H2,13,14,15,16)/t9-,10+/m1/s1

IUPAC InChI key

FIVRTGMLMASIKD-ZJUUUORDSA-N
QXS

wwPDB Information

Atom count

33 (17 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-06-14

Last modified at

2022-07-01

Status

Released

Obsoleted

Not Assigned



QXS : Atoms of Molecule

Total Number of Atoms: 33
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C16 C C1 N Y N 0 -2.105 2.193 0.214
2 C14 C C2 N Y N 0 -3.069 0.121 -0.053
3 C12 C C3 N Y N 0 -3.307 -2.099 -0.274
4 C11 C C4 N Y N 0 -1.985 -1.898 -0.148
5 C10 C C5 N Y N 0 -1.788 -0.458 0.0
6 C02 C C6 S N N 0 2.918 -0.015 0.986
7 C03 C C7 N N N 0 3.305 -1.179 0.071
8 C04 C C8 N N N 0 3.727 -0.636 -1.295
9 C05 C C9 N N N 0 2.563 0.137 -1.919
10 C06 C C10 N N N 0 2.177 1.301 -1.004
11 C07 C C11 R N N 0 1.754 0.758 0.362
12 C09 C C12 N Y N 0 -0.675 0.383 0.157
13 N08 N N1 N N N 0 0.606 -0.137 0.198
14 N13 N N2 N Y N 0 -3.966 -0.898 -0.219
15 N15 N N3 N Y N 0 -3.175 1.444 0.058
16 N17 N N4 N Y N 0 -0.884 1.692 0.264
17 O01 O O1 N N N 0 2.524 -0.523 2.262
18 H161 H H1 N N N 0 -2.229 3.263 0.301
19 H121 H H2 N N N 0 -3.779 -3.062 -0.401
20 H111 H H3 N N N 0 -1.215 -2.656 -0.155
21 H021 H H4 N N N 0 3.773 0.65 1.108
22 H041 H H8 N N N 0 4.003 -1.465 -1.947
23 H031 H H5 N N N 0 4.134 -1.73 0.515
24 H032 H H6 N N N 0 2.451 -1.845 -0.051
25 H042 H H7 N N N 0 4.582 0.03 -1.173
26 H052 H H9 N N N 0 2.864 0.525 -2.892
27 H051 H H10 N N N 0 1.709 -0.528 -2.041
28 H062 H H11 N N N 0 3.031 1.967 -0.882
29 H061 H H12 N N N 0 1.347 1.852 -1.448
30 H071 H H13 N N N 0 1.479 1.587 1.014
31 H081 H H14 N N N 0 0.744 -1.094 0.119
32 H131 H H15 N N N 0 -4.927 -0.788 -0.288
33 H011 H H16 N N N 0 3.214 -1.026 2.716



QXS : Chemical Bonds

Total Number of Bonds: 35
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C02 O01 C O sing 1.43 N N
2 C03 C02 C C sing 1.53 N N
3 C04 C03 C C sing 1.53 N N
4 C05 C04 C C sing 1.53 N N
5 C06 C05 C C sing 1.53 N N
6 C07 C06 C C sing 1.53 N N
7 N08 C07 N C sing 1.46 N N
8 C09 N08 C N sing 1.38 N N
9 C10 C09 C C doub 1.4 N Y
10 C11 C10 C C sing 1.46 N Y
11 C12 C11 C C doub 1.34 N Y
12 N13 C12 N C sing 1.37 N Y
13 C14 N13 C N sing 1.37 N Y
14 N15 C14 N C doub 1.33 N Y
15 C16 N15 C N sing 1.32 N Y
16 N17 C16 N C doub 1.32 N Y
17 C02 C07 C C sing 1.53 N N
18 C09 N17 C N sing 1.33 N Y
19 C10 C14 C C sing 1.41 N Y
20 C16 H161 C H sing 1.08 N N
21 C12 H121 C H sing 1.08 N N
22 C11 H111 C H sing 1.08 N N
23 C02 H021 C H sing 1.09 N N
24 C03 H031 C H sing 1.09 N N
25 C03 H032 C H sing 1.09 N N
26 C04 H042 C H sing 1.09 N N
27 C04 H041 C H sing 1.09 N N
28 C05 H052 C H sing 1.09 N N
29 C05 H051 C H sing 1.09 N N
30 C06 H062 C H sing 1.09 N N
31 C06 H061 C H sing 1.09 N N
32 C07 H071 C H sing 1.09 N N
33 N08 H081 N H sing 0.97 N N
34 N13 H131 N H sing 0.97 N N
35 O01 H011 O H sing 0.97 N N



QXS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
QXS 5sr0 Open in New Window Bound ligand 1 1