Ligand profile

CHEMBL12080

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₆H₂₆N₂O₅
pchembl 6.25 ~562.3 nM
Mol. weight 326.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL12080
UniProt (similar protein)
P22412
pchembl
6.250 (~562.3 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 326.39 Da
LogP (Crippen) 1.30
H-bond donors 3
H-bond acceptors 4
TPSA 106.94 Ų
Rotatable bonds 10
Aromatic rings 0 / 1
Heavy atoms 23
Fraction sp³ C 0.69
Formula C₁₆H₂₆N₂O₅

Drug-likeness

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

Permeability proxy Check

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 106.9
  • −1 ≤ LogP ≤ 5 1.30
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 326.4
  • LogP ≤ 5 1.30
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 106.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(CCCC/C=C(\NC(=O)C1CC1(C)C)C(=O)O)CC(=O)O
InChI 
InChI=1S/C16H26N2O5/c1-16(2)9-11(16)14(21)17-12(15(22)23)7-5-4-6-8-18(3)10-13(19)20/h7,11H,4-6,8-10H2,1-3H3,(H,17,21)(H,19,20)(H,22,23)/b12-7-
InChIKey 
OENBXXRFTBBJKB-GHXNOFRVSA-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)