Ligand profile

CHEMBL236129

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03495 — Histone deacetylase superfamily protein

Via homolog UniProt Q9Z2V5 Formula C₂₀H₃₀N₂O₃S
pchembl 7.11 ~77.6 nM
Mol. weight 378.54 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL236129
UniProt (similar protein)
Q9Z2V5
pchembl
7.110 (~77.6 nM)
Target protein
KP13_03495

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.54 Da
LogP (Crippen) 3.83
H-bond donors 3
H-bond acceptors 4
TPSA 67.43 Ų
Rotatable bonds 10
Aromatic rings 1 / 2
Heavy atoms 26
Fraction sp³ C 0.60
Formula C₂₀H₃₀N₂O₃S

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 67.4
  • −1 ≤ LogP ≤ 5 3.83
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 378.5
  • LogP ≤ 5 3.83
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 67.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(N[C@@H](CCCCCS)C(=O)NC1CCCC1)OCc1ccccc1
InChI 
InChI=1S/C20H30N2O3S/c23-19(21-17-11-6-7-12-17)18(13-5-2-8-14-26)22-20(24)25-15-16-9-3-1-4-10-16/h1,3-4,9-10,17-18,26H,2,5-8,11-15H2,(H,21,23)(H,22,24)/t18-/m0/s1
InChIKey 
TYBDKDNZVXAQGQ-SFHVURJKSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00850

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03495.

PDB 46

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

Ligand PDB entry

ChEMBL 54

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)