Binder profile

ZINC616584

Virtual-screening candidate from ZINC.

Bound to: PA3717 — FkbP-type peptidyl-prolyl cis-trans isomerase

Via homolog UniProt Q3JK38 C16H22N2O3S

Tanimoto 0.68

Mol. weight 322.43 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC616584
UniProt (similar protein): Q3JK38
Tanimoto: 0.684
Target protein: PA3717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 322.43 Da

LogP (Crippen) 2.39

H-bond donors 0

H-bond acceptors 4

TPSA 49.85 Å²

Rotatable bonds 4

Aromatic rings 1 / 2

Heavy atoms 22

Fraction sp³ C 0.50

Formula C16H22N2O3S

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 322.4
LogP ≤ 5 2.39
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 49.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)N1CCN(C(=O)CSc2ccc(C)cc2)CC1

InChI

InChI=1S/C16H22N2O3S/c1-3-21-16(20)18-10-8-17(9-11-18)15(19)12-22-14-6-4-13(2)5-7-14/h4-7H,3,8-12H2,1-2H3

InChIKey

FKODBKCEBXTVSJ-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal TPW step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Query: L2S
Homolog: Q3JK38

External resources

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

ZINC ZINC15 ZINC616584 →
ZINC ZINC20 ZINC616584 →
UniProt UniProt Q3JK38 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC616584”) →

Other binders for this protein

Quick navigation to other ligands bound to PA3717.

PDB 11

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

Ligand PDB entry

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)