Ligand profile

CHEMBL4215954

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03495 — Histone deacetylase superfamily protein

Via homolog UniProt Q9Z2V5 Formula C₂₃H₁₇FN₂O₃

Mol. weight 388.40 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4215954
UniProt (similar protein): Q9Z2V5
Target protein: KP13_03495

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.40 Da

LogP (Crippen) 4.18

H-bond donors 2

H-bond acceptors 4

TPSA 71.33 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.04

Formula C₂₃H₁₇FN₂O₃

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 71.3
−1 ≤ LogP ≤ 5 4.18

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 388.4
LogP ≤ 5 4.18
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 71.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(NO)c1ccc(Cn2ccc3cc(C(=O)c4ccc(F)cc4)ccc32)cc1

InChI

InChI=1S/C23H17FN2O3/c24-20-8-5-16(6-9-20)22(27)19-7-10-21-18(13-19)11-12-26(21)14-15-1-3-17(4-2-15)23(28)25-29/h1-13,29H,14H2,(H,25,28)

InChIKey

CEUGAUMYHMNFNU-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00850

External resources

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

ChEMBL ChEMBL compound CHEMBL4215954 →
UniProt UniProt Q9Z2V5 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4215954”) →

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)