Binder profile

CHEMBL246678

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA3330 — short-chain dehydrogenase

Via homolog UniProt P80365 C21H25ClFN5O2

pchembl 6.26

Mol. weight 433.92 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL246678
UniProt (similar protein): P80365
pchembl: 6.260
Target protein: PA3330

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 433.92 Da

LogP (Crippen) 3.41

H-bond donors 2

H-bond acceptors 5

TPSA 92.79 Å²

Rotatable bonds 5

Aromatic rings 2 / 6

Heavy atoms 30

Fraction sp³ C 0.62

Formula C21H25ClFN5O2

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 0 violations

MW ≤ 500 Da 433.9
LogP ≤ 5 3.41
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 92.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)(Oc1ccc(F)cc1Cl)C(=O)N[C@H]1C2CC3CC1C[C@](c1nnn[nH]1)(C3)C2

InChI

InChI=1S/C21H25ClFN5O2/c1-20(2,30-16-4-3-14(23)7-15(16)22)19(29)24-17-12-5-11-6-13(17)10-21(8-11,9-12)18-25-27-28-26-18/h3-4,7,11-13,17H,5-6,8-10H2,1-2H3,(H,24,29)(H,25,26,27,28)/t11?,12?,13?,17-,21-

InChIKey

SDLVFSDWSGBQTI-NXTHNAPESA-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 CHEMBL246678 →
UniProt UniProt P80365 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL246678”) →

Other binders for this protein

Quick navigation to other ligands bound to PA3330.

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)