Ligand profile

CHEMBL2047684

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03495 — Histone deacetylase superfamily protein

Via homolog UniProt Q70I53 Formula C₁₂H₁₄BrN₃O₅
pchembl 6.51 ~309.0 nM
Mol. weight 360.16 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047684
UniProt (similar protein)
Q70I53
pchembl
6.510 (~309.0 nM)
Target protein
KP13_03495

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 360.16 Da
LogP (Crippen) 0.54
H-bond donors 5
H-bond acceptors 6
TPSA 131.25 Ų
Rotatable bonds 6
Aromatic rings 1 / 1
Heavy atoms 21
Fraction sp³ C 0.25
Formula C₁₂H₁₄BrN₃O₅

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 131.2
  • −1 ≤ LogP ≤ 5 0.54
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 360.2
  • LogP ≤ 5 0.54
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 131.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCNC(=O)/C(Cc1ccc(O)c(Br)c1)=N/O)NO
InChI 
InChI=1S/C12H14BrN3O5/c13-8-5-7(1-2-10(8)17)6-9(15-20)12(19)14-4-3-11(18)16-21/h1-2,5,17,20-21H,3-4,6H2,(H,14,19)(H,16,18)/b15-9+
InChIKey 
OFVVEEGKXCCFDK-OQLLNIDSSA-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
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)