Ligand profile

CHEMBL4560540

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1865 — penicillin-binding protein 2

Via homolog UniProt P0AD65 Formula C₁₀H₁₂N₄O₆S
pchembl 8.00 ~10.0 nM
Mol. weight 316.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4560540
UniProt (similar protein)
P0AD65
pchembl
8.000 (~10.0 nM)
Target protein
VK055_1865

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 316.30 Da
LogP (Crippen) -0.76
H-bond donors 2
H-bond acceptors 7
TPSA 139.20 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 21
Fraction sp³ C 0.40
Formula C₁₀H₁₂N₄O₆S

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 139.2
  • −1 ≤ LogP ≤ 5 -0.76
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 316.3
  • LogP ≤ 5 -0.76
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 139.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC[C@@H]1C=C(c2cnco2)[C@@H]2CN1C(=O)N2OS(=O)(=O)O
InChI 
InChI=1S/C10H12N4O6S/c11-2-6-1-7(9-3-12-5-19-9)8-4-13(6)10(15)14(8)20-21(16,17)18/h1,3,5-6,8H,2,4,11H2,(H,16,17,18)/t6-,8-/m0/s1
InChIKey 
RQMMVNCSQSPAIB-XPUUQOCRSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00905

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_1865.

PDB 25

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 3

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)