Ligand profile

CHEMBL5408769

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02898 — Acetoin:2,6-dichlorophenolindophenol oxidoreductase, alpha subunit

Via homolog UniProt P29804 Formula C₁₈H₂₀N₆O₃

pchembl 7.50 ~31.6 nM

Mol. weight 368.40 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5408769
UniProt (similar protein): P29804
pchembl: 7.500 (~31.6 nM)
Target protein: KP13_02898

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 368.40 Da

LogP (Crippen) 1.42

H-bond donors 1

H-bond acceptors 9

TPSA 118.04 Å²

Rotatable bonds 7

Aromatic rings 3 / 3

Heavy atoms 27

Fraction sp³ C 0.28

Formula C₁₈H₂₀N₆O₃

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

TPSA ≤ 90 Å² 118.0
−1 ≤ LogP ≤ 5 1.42

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 368.4
LogP ≤ 5 1.42
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 118.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(C(=O)OCCc2cn(Cc3cnc(C)nc3N)nn2)cc1

InChI

InChI=1S/C18H20N6O3/c1-12-20-9-14(17(19)21-12)10-24-11-15(22-23-24)7-8-27-18(25)13-3-5-16(26-2)6-4-13/h3-6,9,11H,7-8,10H2,1-2H3,(H2,19,20,21)

InChIKey

VLDQLTQMRXKOMP-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: PF00676

External resources

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

ChEMBL ChEMBL compound CHEMBL5408769 →
UniProt UniProt P29804 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5408769”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02898.

PDB 7

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

Ligand PDB entry

ChEMBL 15

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)