Chemical Components in the PDB

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92P : Summary

Code

92P

One-letter code

X

Molecule name

1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXYLIC ACID

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylate
OpenEye OEToolkits 1.9.2 methyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylate

Formula

C9 H8 N2 O2

Formal charge

0

Molecular weight

176.172 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(OC)c2c1cccnc1nc2
SMILES CACTVS 3.385 COC(=O)c1c[nH]c2ncccc12
SMILES OpenEye OEToolkits 1.9.2 COC(=O)c1c[nH]c2c1cccn2
Canonical SMILES CACTVS 3.385 COC(=O)c1c[nH]c2ncccc12
Canonical SMILES OpenEye OEToolkits 1.9.2 COC(=O)c1c[nH]c2c1cccn2

IUPAC InChI

InChI=1S/C9H8N2O2/c1-13-9(12)7-5-11-8-6(7)3-2-4-10-8/h2-5H,1H3,(H,10,11)

IUPAC InChI key

XYRUNIAHPKBUJT-UHFFFAOYSA-N
92P

wwPDB Information

Atom count

21 (13 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

Is modified

No

Standard parent

Not Assigned

Defined at

2013-02-04

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



92P : Atoms of Molecule

Total Number of Atoms: 21
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 -2.586 1.702 0.0010
2 C10 C C10 N N N 0 1.882 0.277 0.0
3 C13 C C13 N N N 0 4.269 0.332 0.0
4 C2 C C2 N Y N 0 -3.433 0.606 0.0
5 C4 C C4 N Y N 0 -1.217 1.501 0.0
6 C6 C C6 N Y N 0 0.395 -1.775 0.0
7 C7 C C7 N Y N 0 0.592 -0.424 0.0
8 C8 C C8 N Y N 0 -0.747 0.19 0.0
9 C9 C C9 N Y N 0 -1.663 -0.876 0.0
10 H1 H H1 N N N 0 -2.99 2.704 -0.0040
11 H131 H H131 N N N 0 4.31 0.96 -0.89
12 H132 H H132 N N N 0 4.31 0.96 0.89
13 H133 H H133 N N N 0 5.116 -0.354 0.0010
14 H2 H H2 N N N 0 -4.501 0.765 0.0010
15 H4 H H4 N N N 0 -0.532 2.337 0.0
16 H5 H H5 N N N 0 -1.316 -2.934 0.0010
17 H6 H H6 N N N 0 1.179 -2.517 0.0
18 N3 N N3 N Y N 0 -2.966 -0.625 0.0
19 N5 N N5 N Y N 0 -0.933 -2.043 0.0
20 O11 O O11 N N N 0 1.913 1.492 0.0
21 O12 O O12 N N N 0 3.032 -0.427 0.0



92P : Chemical Bonds

Total Number of Bonds: 22
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.39 N Y
2 C1 C4 C C doub 1.38 N Y
3 C2 N3 C N doub 1.32 N Y
4 N3 C9 N C sing 1.33 N Y
5 C4 C8 C C sing 1.39 N Y
6 N5 C6 N C sing 1.35 N Y
7 N5 C9 N C sing 1.38 N Y
8 C6 C7 C C doub 1.37 N Y
9 C7 C8 C C sing 1.47 N Y
10 C7 C10 C C sing 1.47 N N
11 C8 C9 C C doub 1.41 N Y
12 C10 O11 C O doub 1.22 N N
13 C10 O12 C O sing 1.35 N N
14 O12 C13 O C sing 1.45 N N
15 C1 H1 C H sing 1.08 N N
16 C2 H2 C H sing 1.08 N N
17 C4 H4 C H sing 1.08 N N
18 N5 H5 N H sing 0.97 N N
19 C6 H6 C H sing 1.08 N N
20 C13 H131 C H sing 1.09 N N
21 C13 H132 C H sing 1.09 N N
22 C13 H133 C H sing 1.09 N N



92P : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
92P 3zls Open in New Window Bound ligand 1 1