Ligand profile

CHEMBL4868912

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt P9WJF1 Formula C₂₀H₂₆N₄O₅S₂
pchembl 7.30 ~50.1 nM
Mol. weight 466.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4868912
UniProt (similar protein)
P9WJF1
pchembl
7.300 (~50.1 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 466.59 Da
LogP (Crippen) 2.67
H-bond donors 0
H-bond acceptors 9
TPSA 113.72 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.60
Formula C₂₀H₂₆N₄O₅S₂

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 113.7
  • −1 ≤ LogP ≤ 5 2.67
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 466.6
  • LogP ≤ 5 2.67
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 113.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)c1cc([N+](=O)[O-])c2sc(N3CCN(CC4CCCCC4)CC3)nc(=O)c2c1
InChI 
InChI=1S/C20H26N4O5S2/c1-31(28,29)15-11-16-18(17(12-15)24(26)27)30-20(21-19(16)25)23-9-7-22(8-10-23)13-14-5-3-2-4-6-14/h11-12,14H,2-10,13H2,1H3
InChIKey 
PKLPYXIKZJWRBG-UHFFFAOYSA-N

Provenance

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

Method
LigQ domain
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF01565' 'PF04030

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to O00116.

PDB 63

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

Ligand PDB entry

ChEMBL 52

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)