Binder profile

ZINC149168378

Virtual-screening candidate from ZINC.

Bound to: PA2356 — methanesulfonate monooxygenase

Via homolog UniProt O34974 C18H22N4O5

Tanimoto 0.55

Mol. weight 374.40 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC149168378
UniProt (similar protein): O34974
Tanimoto: 0.549
Target protein: PA2356

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 374.40 Da

LogP (Crippen) -0.31

H-bond donors 4

H-bond acceptors 8

TPSA 141.33 Å²

Rotatable bonds 5

Aromatic rings 1 / 3

Heavy atoms 27

Fraction sp³ C 0.44

Formula C18H22N4O5

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 374.4
LogP ≤ 5 -0.31
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 8

Veber's rules Fail

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 141.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2nc(=O)[nH]c(=O)c-2nc2cc(C)c(C)cc21

InChI

InChI=1S/C18H22N4O5/c1-4-12(23)15(25)13(24)7-22-11-6-9(3)8(2)5-10(11)19-14-16(22)20-18(27)21-17(14)26/h5-6,12-13,15,23-25H,4,7H2,1-3H3,(H,21,26,27)/t12-,13+,15-/m1/s1

InChIKey

MLGAESBBTVWVND-VNHYZAJKSA-N

Provenance

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

Method: LigQ nearest_k
Query: LFN
Homolog: O34974

External resources

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

ZINC ZINC15 ZINC149168378 →
ZINC ZINC20 ZINC149168378 →
UniProt UniProt O34974 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC149168378”) →

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)