Ligand profile

CHEMBL117337

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P16444 Formula C₁₈H₂₅BrNO₄P
pchembl 8.22 ~6.0 nM
Mol. weight 430.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL117337
UniProt (similar protein)
P16444
pchembl
8.220 (~6.0 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 430.28 Da
LogP (Crippen) 4.44
H-bond donors 3
H-bond acceptors 3
TPSA 100.62 Ų
Rotatable bonds 7
Aromatic rings 1 / 2
Heavy atoms 25
Fraction sp³ C 0.50
Formula C₁₈H₂₅BrNO₄P

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 100.6
  • −1 ≤ LogP ≤ 5 4.44
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 430.3
  • LogP ≤ 5 4.44
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 100.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(CC1CCCCC1)P(=O)(O)C/C(=C\c1ccc(Br)cc1)C(=O)O
InChI 
InChI=1S/C18H25BrNO4P/c19-16-8-6-14(7-9-16)10-15(18(21)22)12-25(23,24)17(20)11-13-4-2-1-3-5-13/h6-10,13,17H,1-5,11-12,20H2,(H,21,22)(H,23,24)/b15-10+
InChIKey 
UUKCZAOMOHMMFV-XNTDXEJSSA-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)