Ligand profile

CHEMBL417797

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₈H₃₀N₂O₅
pchembl 6.40 ~398.1 nM
Mol. weight 354.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL417797
UniProt (similar protein)
P22412
pchembl
6.400 (~398.1 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 354.45 Da
LogP (Crippen) 2.08
H-bond donors 3
H-bond acceptors 4
TPSA 106.94 Ų
Rotatable bonds 12
Aromatic rings 0 / 1
Heavy atoms 25
Fraction sp³ C 0.72
Formula C₁₈H₃₀N₂O₅

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 2.08
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 354.4
  • LogP ≤ 5 2.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 106.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(CCCCCC/C=C(\NC(=O)C1CC1(C)C)C(=O)O)CC(=O)O
InChI 
InChI=1S/C18H30N2O5/c1-18(2)11-13(18)16(23)19-14(17(24)25)9-7-5-4-6-8-10-20(3)12-15(21)22/h9,13H,4-8,10-12H2,1-3H3,(H,19,23)(H,21,22)(H,24,25)/b14-9-
InChIKey 
DDVPHXDORQEQPV-ZROIWOOFSA-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)