Binder profile

ZINC100069844

Virtual-screening candidate from ZINC.

Bound to: PA2356 — methanesulfonate monooxygenase

Via homolog UniProt A0A3B6UEK8 C16H17N3O7

Tanimoto 0.54

Mol. weight 363.33 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC100069844
UniProt (similar protein): A0A3B6UEK8
Tanimoto: 0.542
Target protein: PA2356

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 363.33 Da

LogP (Crippen) -2.03

H-bond donors 6

H-bond acceptors 9

TPSA 168.90 Å²

Rotatable bonds 5

Aromatic rings 1 / 3

Heavy atoms 26

Fraction sp³ C 0.31

Formula C16H17N3O7

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 363.3
LogP ≤ 5 -2.03
H-bond donors ≤ 5 6
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 168.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=c1nc2n(C[C@H](O)[C@H](O)[C@H](O)CO)c3cc(O)ccc3cc-2c(=O)[nH]1

InChI

InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20-24H,5-6H2,(H,18,25,26)/t11-,12+,13-/m0/s1

InChIKey

AUEILLWDYUBWCM-XQQFMLRXSA-N

Provenance

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

Method: LigQ nearest_k
Query: RBF
Homolog: A0A3B6UEK8

External resources

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

ZINC ZINC15 ZINC100069844 →
ZINC ZINC20 ZINC100069844 →
UniProt UniProt A0A3B6UEK8 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC100069844”) →

Other binders for this protein

Quick navigation to other ligands bound to PA2356.

PDB 6

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)