Ligand profile

CHEMBL4873315

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04095 — Aldehyde dehydrogenase

Via homolog UniProt P47895 Formula C₂₀H₁₆FN₃OS

pchembl 6.85 ~141.3 nM

Mol. weight 365.43 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4873315
UniProt (similar protein): P47895
pchembl: 6.850 (~141.3 nM)
Target protein: KP13_04095

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 365.43 Da

LogP (Crippen) 4.16

H-bond donors 0

H-bond acceptors 5

TPSA 39.82 Å²

Rotatable bonds 4

Aromatic rings 4 / 4

Heavy atoms 26

Fraction sp³ C 0.10

Formula C₂₀H₁₆FN₃OS

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 39.8
−1 ≤ LogP ≤ 5 4.16

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 365.4
LogP ≤ 5 4.16
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 39.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1ncc2c(=O)n(-c3ccccc3)c(SCc3cccc(F)c3)cc21

InChI

InChI=1S/C20H16FN3OS/c1-23-18-11-19(26-13-14-6-5-7-15(21)10-14)24(16-8-3-2-4-9-16)20(25)17(18)12-22-23/h2-12H,13H2,1H3

InChIKey

RXDHAXCATQUMON-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 CHEMBL4873315 →
UniProt UniProt P47895 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4873315”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04095.

PDB 12

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)