Ligand profile

CHEMBL11997

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₅H₂₃NO₅S
pchembl 6.55 ~281.8 nM
Mol. weight 329.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL11997
UniProt (similar protein)
P22412
pchembl
6.550 (~281.8 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 329.42 Da
LogP (Crippen) 1.80
H-bond donors 2
H-bond acceptors 5
TPSA 92.70 Ų
Rotatable bonds 9
Aromatic rings 0 / 1
Heavy atoms 22
Fraction sp³ C 0.67
Formula C₁₅H₂₃NO₅S

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 92.7
  • −1 ≤ LogP ≤ 5 1.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 329.4
  • LogP ≤ 5 1.80
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 92.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CSCCC/C=C(\NC(=O)C1CC1(C)C)C(=O)O
InChI 
InChI=1S/C15H23NO5S/c1-15(2)8-10(15)13(18)16-11(14(19)20)6-4-5-7-22-9-12(17)21-3/h6,10H,4-5,7-9H2,1-3H3,(H,16,18)(H,19,20)/b11-6-
InChIKey 
XLLNBEIVAHTUJZ-WDZFZDKYSA-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)