Ligand profile

CHEMBL3289873

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03720 — putative oxidoreductase

Via homolog UniProt P51658 Formula C₂₁H₂₀FNO₃S

pchembl 7.27 ~53.7 nM

Mol. weight 385.46 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3289873
UniProt (similar protein): P51658
pchembl: 7.270 (~53.7 nM)
Target protein: KP13_03720

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 385.46 Da

LogP (Crippen) 4.85

H-bond donors 1

H-bond acceptors 4

TPSA 49.77 Å²

Rotatable bonds 5

Aromatic rings 3 / 3

Heavy atoms 27

Fraction sp³ C 0.19

Formula C₂₁H₂₀FNO₃S

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 49.8
−1 ≤ LogP ≤ 5 4.85

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 385.5
LogP ≤ 5 4.85
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 49.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cccc(-c2cc(C)c(C(=O)N(C)Cc3cccc(O)c3)s2)c1F

InChI

InChI=1S/C21H20FNO3S/c1-13-10-18(16-8-5-9-17(26-3)19(16)22)27-20(13)21(25)23(2)12-14-6-4-7-15(24)11-14/h4-11,24H,12H2,1-3H3

InChIKey

JVVLBENNFHXWCI-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: PF00106

External resources

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

ChEMBL ChEMBL compound CHEMBL3289873 →
UniProt UniProt P51658 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3289873”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03720.

PDB 6

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

Ligand PDB entry

ChEMBL 39

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)