Chemical Components in the PDB

pdbe.org/chem
spacer

12R : Summary

Code

12R

One-letter code

X

Molecule name

4-(2-phenylhydrazinyl)-1H-pyrazolo[3,4-d]pyrimidine

Systematic names

ProgramVersionName
ACDLabs 12.01 4-(2-phenylhydrazinyl)-1H-pyrazolo[3,4-d]pyrimidine
OpenEye OEToolkits 1.7.6 1-phenyl-2-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)diazane

Formula

C11 H10 N6

Formal charge

0

Molecular weight

226.237 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 n1c3c(c(nc1)NNc2ccccc2)cnn3
SMILES CACTVS 3.370 N(Nc1ncnc2[nH]ncc12)c3ccccc3
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)NNc2c3cn[nH]c3ncn2
Canonical SMILES CACTVS 3.370 N(Nc1ncnc2[nH]ncc12)c3ccccc3
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)NNc2c3cn[nH]c3ncn2

IUPAC InChI

InChI=1S/C11H10N6/c1-2-4-8(5-3-1)15-17-11-9-6-14-16-10(9)12-7-13-11/h1-7,15H,(H2,12,13,14,16,17)

IUPAC InChI key

TUVLUZBAHCXFSC-UHFFFAOYSA-N
12R

wwPDB Information

Atom count

27 (17 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-01-07

Last modified at

2013-06-28

Status

Released

Obsoleted

Not Assigned



12R : Atoms of Molecule

Total Number of Atoms: 27
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C4 N Y N 0 1.059 -0.413 -0.0050
2 C14 C C14 N Y N 0 -3.705 -1.162 0.0030
3 C5 C C5 N Y N 0 2.168 0.456 -0.0020
4 C6 C C6 N Y N 0 3.458 -0.109 0.0020
5 C10 C C10 N Y N 0 2.331 1.858 -0.0020
6 C13 C C13 N Y N 0 -2.622 -0.292 0.0
7 N1 N N1 N Y N 0 3.578 -1.436 0.0030
8 N3 N N3 N Y N 0 1.283 -1.722 -0.0040
9 C2 C C2 N Y N 0 2.513 -2.206 0.0
10 N7 N N7 N Y N 0 4.338 0.932 0.0050
11 N9 N N9 N Y N 0 3.605 2.125 0.0020
12 N11 N N11 N N N 0 -0.229 0.085 -0.0040
13 N12 N N12 N N N 0 -1.319 -0.795 -0.0010
14 C15 C C15 N Y N 0 -4.992 -0.661 0.0040
15 C16 C C16 N Y N 0 -5.204 0.705 0.0020
16 C17 C C17 N Y N 0 -4.128 1.575 -0.0010
17 C18 C C18 N Y N 0 -2.839 1.081 -0.0020
18 H1 H H1 N N N 0 -3.54 -2.23 -0.0010
19 H2 H H2 N N N 0 1.533 2.586 -0.0050
20 H3 H H3 N N N 0 2.648 -3.278 0.0010
21 H4 H H4 N N N 0 5.305 0.858 0.0080
22 H5 H H5 N N N 0 -0.379 1.043 -0.0050
23 H6 H H6 N N N 0 -1.17 -1.753 0.0
24 H7 H H7 N N N 0 -5.834 -1.338 0.0050
25 H8 H H8 N N N 0 -6.211 1.094 0.0030
26 H9 H H9 N N N 0 -4.297 2.641 -0.0020
27 H10 H H10 N N N 0 -2.0 1.76 -0.0030



12R : Chemical Bonds

Total Number of Bonds: 29
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C14 C15 C C doub 1.381076 N Y
2 C14 C13 C C sing 1.3891717 N Y
3 C15 C16 C C sing 1.3823545 N Y
4 N12 C13 N C sing 1.3967172 N N
5 N12 N11 N N sing 1.4008958 N N
6 C10 N9 C N doub 1.3016839 N Y
7 C10 C5 C C sing 1.4114436 N Y
8 N9 N7 N N sing 1.4001954 N Y
9 C13 C18 C C doub 1.3900439 N Y
10 N11 C4 N C sing 1.3809233 N N
11 C5 C4 C C doub 1.4089184 N Y
12 C5 C6 C C sing 1.4083114 N Y
13 N7 C6 N C sing 1.3631177 N Y
14 C16 C17 C C doub 1.3837215 N Y
15 C4 N3 C N sing 1.3280278 N Y
16 C6 N1 C N doub 1.3324151 N Y
17 C18 C17 C C sing 1.3804195 N Y
18 N3 C2 N C doub 1.3218063 N Y
19 N1 C2 N C sing 1.3142047 N Y
20 C14 H1 C H sing 1.080678 N N
21 C10 H2 C H sing 1.0801837 N N
22 C2 H3 C H sing 1.0804675 N N
23 N7 H4 N H sing 0.96983194 N N
24 N11 H5 N H sing 0.9696726 N N
25 N12 H6 N H sing 0.9695184 N N
26 C15 H7 C H sing 1.0804138 N N
27 C16 H8 C H sing 1.0795236 N N
28 C17 H9 C H sing 1.0793136 N N
29 C18 H10 C H sing 1.0793345 N N



12R : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
12R 4ih5 Open in New Window Bound ligand 2 1