Ligand profile

CHEMBL11554

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₂₀H₂₅NO₅S
pchembl 7.05 ~89.1 nM
Mol. weight 391.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL11554
UniProt (similar protein)
P22412
pchembl
7.050 (~89.1 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 391.49 Da
LogP (Crippen) 3.78
H-bond donors 3
H-bond acceptors 4
TPSA 103.70 Ų
Rotatable bonds 10
Aromatic rings 1 / 2
Heavy atoms 27
Fraction sp³ C 0.45
Formula C₂₀H₂₅NO₅S

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 103.7
  • −1 ≤ LogP ≤ 5 3.78
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 391.5
  • LogP ≤ 5 3.78
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 103.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)CC1C(=O)N/C(=C\CCCCSc1ccccc1C(=O)O)C(=O)O
InChI 
InChI=1S/C20H25NO5S/c1-20(2)12-14(20)17(22)21-15(19(25)26)9-4-3-7-11-27-16-10-6-5-8-13(16)18(23)24/h5-6,8-10,14H,3-4,7,11-12H2,1-2H3,(H,21,22)(H,23,24)(H,25,26)/b15-9-
InChIKey 
ZIAMCBMMJZRMFY-DHDCSXOGSA-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)