Ligand profile

CHEMBL3645221

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03600 — putative oxidoreductase

Via homolog UniProt P14061 Formula C₂₀H₁₉NO₃

pchembl 8.00 ~10.0 nM

Mol. weight 321.38 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3645221
UniProt (similar protein): P14061
pchembl: 8.000 (~10.0 nM)
Target protein: KP13_03600

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 321.38 Da

LogP (Crippen) 4.48

H-bond donors 1

H-bond acceptors 3

TPSA 47.56 Å²

Rotatable bonds 4

Aromatic rings 3 / 3

Heavy atoms 24

Fraction sp³ C 0.15

Formula C₂₀H₁₉NO₃

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 47.6
−1 ≤ LogP ≤ 5 4.48

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 321.4
LogP ≤ 5 4.48
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 47.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc2cc(-c3ccc(NC(C)=O)c(OC)c3)ccc2c1

InChI

InChI=1S/C20H19NO3/c1-13(22)21-19-9-7-17(12-20(19)24-3)14-4-5-16-11-18(23-2)8-6-15(16)10-14/h4-12H,1-3H3,(H,21,22)

InChIKey

KESSYXPZIFWCBQ-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: 221102
Binding sites: PF00106

External resources

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

ChEMBL ChEMBL compound CHEMBL3645221 →
UniProt UniProt P14061 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3645221”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03600.

PDB 13

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

Ligand PDB entry

ChEMBL 99

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)