Ligand profile

CHEMBL11747

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₉H₂₄N₂O₅S
pchembl 7.40 ~39.8 nM
Mol. weight 392.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL11747
UniProt (similar protein)
P22412
pchembl
7.400 (~39.8 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 392.48 Da
LogP (Crippen) 3.17
H-bond donors 3
H-bond acceptors 5
TPSA 116.59 Ų
Rotatable bonds 10
Aromatic rings 1 / 2
Heavy atoms 27
Fraction sp³ C 0.47
Formula C₁₉H₂₄N₂O₅S

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 116.6
  • −1 ≤ LogP ≤ 5 3.17
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 392.5
  • LogP ≤ 5 3.17
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 116.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)CC1C(=O)N/C(=C\CCCCSc1ncccc1C(=O)O)C(=O)O
InChI 
InChI=1S/C19H24N2O5S/c1-19(2)11-13(19)15(22)21-14(18(25)26)8-4-3-5-10-27-16-12(17(23)24)7-6-9-20-16/h6-9,13H,3-5,10-11H2,1-2H3,(H,21,22)(H,23,24)(H,25,26)/b14-8-
InChIKey 
KXBBJEGOAWKPNB-ZSOIEALJSA-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)