Ligand profile

CHEMBL274903

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0680 — dipeptidase AC. Metallo peptidase

Via homolog UniProt P22412 Formula C₁₃H₂₁NNaO₆PS
pchembl 6.66 ~218.8 nM
Mol. weight 373.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL274903
UniProt (similar protein)
P22412
pchembl
6.660 (~218.8 nM)
Target protein
VK055_0680

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 373.34 Da
LogP (Crippen) -1.86
H-bond donors 3
H-bond acceptors 5
TPSA 126.76 Ų
Rotatable bonds 9
Aromatic rings 0 / 1
Heavy atoms 23
Fraction sp³ C 0.69
Formula C₁₃H₂₁NNaO₆PS

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 126.8
  • −1 ≤ LogP ≤ 5 -1.86
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 373.3
  • LogP ≤ 5 -1.86
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 126.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)CC1C(=O)N/C(=C\CCCSCP(=O)([O-])O)C(=O)O.[Na+]
InChI 
InChI=1S/C13H22NO6PS.Na/c1-13(2)7-9(13)11(15)14-10(12(16)17)5-3-4-6-22-8-21(18,19)20;/h5,9H,3-4,6-8H2,1-2H3,(H,14,15)(H,16,17)(H2,18,19,20);/q;+1/p-1/b10-5-;
InChIKey 
UMQQJCJCXOINRJ-WIMVAJRLSA-M

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)