Ligand profile

CHEMBL561154

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03495 — Histone deacetylase superfamily protein

Via homolog UniProt Q70I53 Formula C₂₂H₃₄O₄
pchembl 6.22 ~602.6 nM
Mol. weight 362.51 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL561154
UniProt (similar protein)
Q70I53
pchembl
6.220 (~602.6 nM)
Target protein
KP13_03495

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 362.51 Da
LogP (Crippen) 5.26
H-bond donors 0
H-bond acceptors 4
TPSA 60.44 Ų
Rotatable bonds 13
Aromatic rings 0 / 1
Heavy atoms 26
Fraction sp³ C 0.68
Formula C₂₂H₃₄O₄

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 60.4
  • −1 ≤ LogP ≤ 5 5.26
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 362.5
  • LogP ≤ 5 5.26
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 60.4
PAINS Alert

Matches PAINS filter: quinone_A(370). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC1=C(OC)C(=O)C(CCCCCCCCCCC(C)=O)=C(C)C1=O
InChI 
InChI=1S/C22H34O4/c1-5-18-20(24)17(3)19(21(25)22(18)26-4)15-13-11-9-7-6-8-10-12-14-16(2)23/h5-15H2,1-4H3
InChIKey 
YLBJAESVCGODNW-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
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)