Binder profile

CHEMBL4073469

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1330 — short-chain dehydrogenase

Via homolog UniProt P14061 C21H15F2NO3S

pchembl 8.10

Mol. weight 399.42 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4073469
UniProt (similar protein): P14061
pchembl: 8.100
Target protein: PA1330

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 399.42 Da

LogP (Crippen) 5.29

H-bond donors 1

H-bond acceptors 5

TPSA 70.32 Å²

Rotatable bonds 5

Aromatic rings 3 / 3

Heavy atoms 28

Fraction sp³ C 0.14

Formula C21H15F2NO3S

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.

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 399.4
LogP ≤ 5 5.29
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 70.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)Oc1ccc(-c2ccc(C(=O)c3c(F)ccc(O)c3F)s2)cc1C#N

InChI

InChI=1S/C21H15F2NO3S/c1-11(2)27-16-6-3-12(9-13(16)10-24)17-7-8-18(28-17)21(26)19-14(22)4-5-15(25)20(19)23/h3-9,11,25H,1-2H3

InChIKey

QNYOMZLPFQSWLB-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal TPW 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 CHEMBL4073469 →
UniProt UniProt P14061 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4073469”) →

Other binders for this protein

Quick navigation to other ligands bound to PA1330.

PDB 16

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)