Ligand profile

CHEMBL274139

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₃H₂₁NO₃
pchembl 6.64 ~229.1 nM
Mol. weight 239.31 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL274139
UniProt (similar protein)
P22412
pchembl
6.640 (~229.1 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 239.31 Da
LogP (Crippen) 2.16
H-bond donors 2
H-bond acceptors 2
TPSA 66.40 Ų
Rotatable bonds 5
Aromatic rings 0 / 1
Heavy atoms 17
Fraction sp³ C 0.69
Formula C₁₃H₂₁NO₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 66.4
  • −1 ≤ LogP ≤ 5 2.16
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 239.3
  • LogP ≤ 5 2.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 66.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)C/C=C(\NC(=O)C1CC1(C)C)C(=O)O
InChI 
InChI=1S/C13H21NO3/c1-8(2)5-6-10(12(16)17)14-11(15)9-7-13(9,3)4/h6,8-9H,5,7H2,1-4H3,(H,14,15)(H,16,17)/b10-6-
InChIKey 
GMOTWKKYPYTFPR-POHAHGRESA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF01244

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0680.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)