Ligand profile

CHEMBL3559630

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₂₅H₃₈N₂O₃
pchembl 6.35 ~446.7 nM
Mol. weight 414.59 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3559630
UniProt (similar protein)
P22412
pchembl
6.350 (~446.7 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 414.59 Da
LogP (Crippen) 3.40
H-bond donors 1
H-bond acceptors 3
TPSA 69.23 Ų
Rotatable bonds 13
Aromatic rings 1 / 2
Heavy atoms 30
Fraction sp³ C 0.60
Formula C₂₅H₃₈N₂O₃

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 69.2
  • −1 ≤ LogP ≤ 5 3.40
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 414.6
  • LogP ≤ 5 3.40
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 69.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)CC1C(=O)N/C(=C\CCCCCCC[N+](C)(C)Cc1ccccc1)C(=O)[O-]
InChI 
InChI=1S/C25H38N2O3/c1-25(2)18-21(25)23(28)26-22(24(29)30)16-12-7-5-6-8-13-17-27(3,4)19-20-14-10-9-11-15-20/h9-11,14-16,21H,5-8,12-13,17-19H2,1-4H3,(H-,26,28,29,30)/b22-16-
InChIKey 
OFXLNPOJWCZAOJ-JWGURIENSA-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)