Ligand profile

CHEMBL1599138

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2560 — chaperone protein DnaK

Via homolog UniProt P11021 Formula C₁₄H₁₇N₃O₃S
Mol. weight 307.38 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1599138
UniProt (similar protein)
P11021
Target protein
VK055_2560

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 307.38 Da
LogP (Crippen) 1.47
H-bond donors 1
H-bond acceptors 6
TPSA 67.60 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 21
Fraction sp³ C 0.43
Formula C₁₄H₁₇N₃O₃S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 67.6
  • −1 ≤ LogP ≤ 5 1.47
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 307.4
  • LogP ≤ 5 1.47
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 67.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCN1CCOCC1)c1cc(-c2cccs2)on1
InChI 
InChI=1S/C14H17N3O3S/c18-14(15-3-4-17-5-7-19-8-6-17)11-10-12(20-16-11)13-2-1-9-21-13/h1-2,9-10H,3-8H2,(H,15,18)
InChIKey 
QUNMJZUCPNYBMV-UHFFFAOYSA-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
Activity
active
Binding sites
PF00012

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_2560.

PDB 20

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)