Ligand profile

CHEMBL4849586

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_19569 — Betaine aldehyde dehydrogenase

Via homolog UniProt P47895 Formula C₂₁H₁₉N₅O₂S

pchembl 6.32 ~478.6 nM

Mol. weight 405.48 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4849586
UniProt (similar protein): P47895
pchembl: 6.320 (~478.6 nM)
Target protein: KP13_19569

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 405.48 Da

LogP (Crippen) 3.40

H-bond donors 0

H-bond acceptors 8

TPSA 74.83 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 29

Fraction sp³ C 0.24

Formula C₂₁H₁₉N₅O₂S

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 74.8
−1 ≤ LogP ≤ 5 3.40

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 405.5
LogP ≤ 5 3.40
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 74.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(Sc1nc2nn(C3COC3)cc2c(=O)n1-c1ccccc1)c1ccccn1

InChI

InChI=1S/C21H19N5O2S/c1-14(18-9-5-6-10-22-18)29-21-23-19-17(11-25(24-19)16-12-28-13-16)20(27)26(21)15-7-3-2-4-8-15/h2-11,14,16H,12-13H2,1H3

InChIKey

WNWQYZJEBKIGQP-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: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL4849586 →
UniProt UniProt P47895 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4849586”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_19569.

PDB 11

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

Ligand PDB entry

ChEMBL 83

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)