Binder profile

CHEMBL1689277

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA3330 — short-chain dehydrogenase

Via homolog UniProt P80365 C33H49F3N2O6S

pchembl 6.71

Mol. weight 658.82 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1689277
UniProt (similar protein): P80365
pchembl: 6.710
Target protein: PA3330

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 658.82 Da

LogP (Crippen) 6.80

H-bond donors 2

H-bond acceptors 6

TPSA 118.64 Å²

Rotatable bonds 3

Aromatic rings 0 / 5

Heavy atoms 45

Fraction sp³ C 0.85

Formula C33H49F3N2O6S

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 Fail 2 violations

MW ≤ 500 Da 658.8
LogP ≤ 5 6.80
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 118.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(=O)O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(NC(=O)NS(=O)(=O)C(F)(F)F)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

InChI

InChI=1S/C33H49F3N2O6S/c1-19(39)44-24-10-11-30(6)23(27(24,2)3)9-12-32(8)25(30)22(40)17-20-21-18-29(5,15-13-28(21,4)14-16-31(20,32)7)37-26(41)38-45(42,43)33(34,35)36/h17,21,23-25H,9-16,18H2,1-8H3,(H2,37,38,41)/t21-,23-,24-,25+,28+,29-,30-,31+,32+/m0/s1

InChIKey

WAYRKSNQTDOQAT-XWEVEMRCSA-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 CHEMBL1689277 →
UniProt UniProt P80365 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1689277”) →

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)